# 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_sp081
_database_code_depnum_ccdc_archive 'CCDC 2426428'
loop_
_audit_author_name
_audit_author_address
'Colin Seaton'
;University of Bradford
United Kingdom
;
_audit_update_record             
;
2025-02-24 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_audit_creation_date             2021-12-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H2 Cl2, C31 H25 N9 O2'
_chemical_formula_sum            'C32 H27 Cl2 N9 O2'
_chemical_formula_weight         640.52
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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'

_cell_length_a                   22.019(10)
_cell_length_b                   12.786(6)
_cell_length_c                   10.554(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2971(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1516
_cell_measurement_temperature    99.94
_cell_measurement_theta_max      20.51
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.267
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6252
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014) was used for absorption correction.
wR2(int) was 0.1277 before and 0.0748 after correction.
The Ratio of minimum to maximum transmission is 0.8384.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1788
_diffrn_reflns_av_unetI/netI     0.2249
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            21038
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.291
_diffrn_reflns_theta_min         2.502
_diffrn_ambient_temperature      99.94
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.853
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.924
_reflns_number_gt                2704
_reflns_number_total             6993
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.086
_refine_ls_abs_structure_details 
;
 Flack x determined using 677 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     408
_refine_ls_number_reflns         6993
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.2424
_refine_ls_R_factor_gt           0.0788
_refine_ls_restrained_S_all      0.931
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0916P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1666
_refine_ls_wR_factor_ref         0.2322
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
2.a Rotating group:
 N1(H1A,H1B), N9(H9A,H9B)
2.b Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B)
2.c Aromatic/amide H refined with riding coordinates:
 N4(H4), N6(H6), C1(H1), C2(H2), C5(H5), C6(H6A), C8(H8), C9(H9), C10(H10),
 C11(H11), C15(H15), C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24),
  C28(H28), C29(H29), C30(H30), C31(H31)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl1 Cl 0.63978(14) -0.0597(3) 0.2592(3) 0.0638(10) Uani 1 1 d . . . . .
Cl2 Cl 0.70919(14) 0.0353(2) 0.4658(3) 0.0560(9) Uani 1 1 d . . . . .
C32 C 0.6511(7) 0.0525(10) 0.3537(13) 0.074(4) Uani 1 1 d . . . . .
H32A H 0.661379 0.112376 0.298265 0.088 Uiso 1 1 calc R U . . .
H32B H 0.612774 0.069460 0.398291 0.088 Uiso 1 1 calc R U . . .
O1 O 0.6933(3) 0.6980(5) 0.5591(7) 0.0392(18) Uani 1 1 d . . . . .
O2 O 0.5653(3) 0.1975(5) 0.5127(7) 0.0390(18) Uani 1 1 d . . . . .
N1 N 0.2979(5) 0.6997(9) 0.7043(10) 0.067(3) Uani 1 1 d . . . . .
H1A H 0.316284 0.737300 0.643765 0.081 Uiso 1 1 d R U . . .
H1B H 0.258273 0.696589 0.684900 0.081 Uiso 1 1 d R U . . .
N2 N 0.4197(4) 0.6829(6) 0.6878(8) 0.036(2) Uani 1 1 d . . . . .
N3 N 0.4757(4) 0.6741(6) 0.6646(8) 0.032(2) Uani 1 1 d . . . . .
N4 N 0.5913(4) 0.6671(5) 0.5838(8) 0.030(2) Uani 1 1 d . . . . .
H4 H 0.564431 0.616274 0.578207 0.036 Uiso 1 1 calc R U . . .
N5 N 0.6088(3) 0.4634(6) 0.5406(7) 0.0259(18) Uani 1 1 d . . . . .
N6 N 0.5099(3) 0.3458(5) 0.4841(8) 0.0254(18) Uani 1 1 d . . . . .
H6 H 0.513323 0.414393 0.485804 0.031 Uiso 1 1 calc R U . . .
N7 N 0.4259(4) 0.4847(5) 0.3981(7) 0.0264(18) Uani 1 1 d . . . . .
N8 N 0.3812(4) 0.5461(6) 0.3843(8) 0.0302(19) Uani 1 1 d . . . . .
N9 N 0.2890(4) 0.6900(7) 0.3886(9) 0.045(2) Uani 1 1 d . . . . .
H9A H 0.289375 0.624642 0.414769 0.054 Uiso 1 1 d R U . . .
H9B H 0.268495 0.728601 0.442744 0.054 Uiso 1 1 d R U . . .
C1 C 0.3162(6) 0.4126(12) 0.7409(11) 0.059(4) Uani 1 1 d . . . . .
H1 H 0.291504 0.352484 0.752445 0.071 Uiso 1 1 calc R U . . .
C2 C 0.2887(6) 0.5117(12) 0.7297(11) 0.058(4) Uani 1 1 d . . . . .
H2 H 0.245775 0.517912 0.734600 0.069 Uiso 1 1 calc R U . . .
C3 C 0.3241(5) 0.5999(10) 0.7115(11) 0.049(3) Uani 1 1 d . . . . .
C4 C 0.3875(5) 0.5897(9) 0.7055(10) 0.037(3) Uani 1 1 d . . . . .
C5 C 0.4143(5) 0.4906(9) 0.7166(10) 0.043(3) Uani 1 1 d . . . . .
H5 H 0.457234 0.483732 0.711320 0.052 Uiso 1 1 calc R U . . .
C6 C 0.3783(6) 0.4017(10) 0.7353(11) 0.052(3) Uani 1 1 d . . . . .
H6A H 0.396524 0.334681 0.744103 0.062 Uiso 1 1 calc R U . . .
C7 C 0.5070(5) 0.7714(7) 0.6490(10) 0.034(3) Uani 1 1 d . . . . .
C8 C 0.4808(5) 0.8690(8) 0.6732(10) 0.044(3) Uani 1 1 d . . . . .
H8 H 0.439969 0.872886 0.701947 0.053 Uiso 1 1 calc R U . . .
C9 C 0.5133(6) 0.9587(8) 0.6561(12) 0.054(3) Uani 1 1 d . . . . .
H9 H 0.494610 1.024714 0.669994 0.065 Uiso 1 1 calc R U . . .
C10 C 0.5732(6) 0.9535(8) 0.6187(12) 0.052(3) Uani 1 1 d . . . . .
H10 H 0.595879 1.016099 0.608674 0.063 Uiso 1 1 calc R U . . .
C11 C 0.6003(6) 0.8588(8) 0.5958(11) 0.048(3) Uani 1 1 d . . . . .
H11 H 0.641682 0.855834 0.570541 0.058 Uiso 1 1 calc R U . . .
C12 C 0.5671(5) 0.7679(7) 0.6098(9) 0.032(2) Uani 1 1 d . . . . .
C13 C 0.6499(5) 0.6384(8) 0.5665(9) 0.029(2) Uani 1 1 d . . . . .
C14 C 0.6587(4) 0.5211(7) 0.5622(9) 0.027(2) Uani 1 1 d . . . . .
C15 C 0.7163(4) 0.4793(8) 0.5829(9) 0.030(2) Uani 1 1 d . . . . .
H15 H 0.750450 0.523589 0.595055 0.036 Uiso 1 1 calc R U . . .
C16 C 0.7224(5) 0.3717(9) 0.5854(10) 0.040(3) Uani 1 1 d . . . . .
H16 H 0.760592 0.339988 0.602393 0.048 Uiso 1 1 calc R U . . .
C17 C 0.6715(5) 0.3117(8) 0.5623(10) 0.036(3) Uani 1 1 d . . . . .
H17 H 0.674564 0.237605 0.562646 0.043 Uiso 1 1 calc R U . . .
C18 C 0.6158(4) 0.3589(7) 0.5387(9) 0.028(2) Uani 1 1 d . . . . .
C19 C 0.5615(4) 0.2919(7) 0.5110(10) 0.028(2) Uani 1 1 d . . . . .
C20 C 0.4524(4) 0.3075(7) 0.4542(9) 0.026(2) Uani 1 1 d . . . . .
C21 C 0.4365(5) 0.2018(7) 0.4678(10) 0.032(2) Uani 1 1 d . . . . .
H21 H 0.465612 0.152499 0.496987 0.039 Uiso 1 1 calc R U . . .
C22 C 0.3774(5) 0.1697(7) 0.4380(10) 0.037(3) Uani 1 1 d . . . . .
H22 H 0.366778 0.098093 0.447790 0.044 Uiso 1 1 calc R U . . .
C23 C 0.3349(5) 0.2380(8) 0.3955(10) 0.034(2) Uani 1 1 d . . . . .
H23 H 0.295244 0.213680 0.375459 0.040 Uiso 1 1 calc R U . . .
C24 C 0.3486(5) 0.3417(7) 0.3814(10) 0.032(2) Uani 1 1 d . . . . .
H24 H 0.318553 0.389464 0.352604 0.038 Uiso 1 1 calc R U . . .
C25 C 0.4070(4) 0.3765(7) 0.4095(9) 0.025(2) Uani 1 1 d . . . . .
C26 C 0.3975(5) 0.6541(7) 0.3726(9) 0.033(3) Uani 1 1 d . . . . .
C27 C 0.3475(5) 0.7262(8) 0.3821(10) 0.035(3) Uani 1 1 d . . . . .
C28 C 0.3616(5) 0.8313(7) 0.3802(11) 0.040(3) Uani 1 1 d . . . . .
H28 H 0.329995 0.881368 0.388826 0.048 Uiso 1 1 calc R U . . .
C29 C 0.4198(6) 0.8645(9) 0.3663(11) 0.046(3) Uani 1 1 d . . . . .
H29 H 0.427920 0.937473 0.368596 0.055 Uiso 1 1 calc R U . . .
C30 C 0.4679(5) 0.7954(8) 0.3489(10) 0.041(3) Uani 1 1 d . . . . .
H30 H 0.507698 0.820763 0.332844 0.049 Uiso 1 1 calc R U . . .
C31 C 0.4567(5) 0.6900(8) 0.3554(9) 0.034(3) Uani 1 1 d . . . . .
H31 H 0.489225 0.641553 0.348222 0.041 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
Cl1 C32 1.764(13) . ?
Cl2 C32 1.757(14) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
O1 C13 1.225(11) . ?
O2 C19 1.210(10) . ?
N1 H1A 0.8962 . ?
N1 H1B 0.8973 . ?
N1 C3 1.403(15) . ?
N2 N3 1.262(11) . ?
N2 C4 1.400(13) . ?
N3 C7 1.432(12) . ?
N4 H4 0.8800 . ?
N4 C12 1.421(12) . ?
N4 C13 1.355(13) . ?
N5 C14 1.343(12) . ?
N5 C18 1.345(12) . ?
N6 H6 0.8800 . ?
N6 C19 1.359(11) . ?
N6 C20 1.395(11) . ?
N7 N8 1.268(10) . ?
N7 C25 1.449(11) . ?
N8 C26 1.431(12) . ?
N9 H9A 0.8802 . ?
N9 H9B 0.8801 . ?
N9 C27 1.370(13) . ?
C1 H1 0.9500 . ?
C1 C2 1.409(18) . ?
C1 C6 1.376(18) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(17) . ?
C3 C4 1.404(15) . ?
C4 C5 1.403(15) . ?
C5 H5 0.9500 . ?
C5 C6 1.400(15) . ?
C6 H6A 0.9500 . ?
C7 C8 1.400(13) . ?
C7 C12 1.386(14) . ?
C8 H8 0.9500 . ?
C8 C9 1.363(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.379(16) . ?
C10 H10 0.9500 . ?
C10 C11 1.371(15) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(14) . ?
C13 C14 1.513(13) . ?
C14 C15 1.394(12) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(14) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(14) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(13) . ?
C18 C19 1.499(13) . ?
C20 C21 1.403(12) . ?
C20 C25 1.414(13) . ?
C21 H21 0.9500 . ?
C21 C22 1.401(14) . ?
C22 H22 0.9500 . ?
C22 C23 1.357(14) . ?
C23 H23 0.9500 . ?
C23 C24 1.367(13) . ?
C24 H24 0.9500 . ?
C24 C25 1.394(13) . ?
C26 C27 1.439(13) . ?
C26 C31 1.394(14) . ?
C27 C28 1.379(14) . ?
C28 H28 0.9500 . ?
C28 C29 1.357(16) . ?
C29 H29 0.9500 . ?
C29 C30 1.392(15) . ?
C30 H30 0.9500 . ?
C30 C31 1.372(14) . ?
C31 H31 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
Cl1 C32 H32A 109.1 . . ?
Cl1 C32 H32B 109.1 . . ?
Cl2 C32 Cl1 112.5(7) . . ?
Cl2 C32 H32A 109.1 . . ?
Cl2 C32 H32B 109.1 . . ?
H32A C32 H32B 107.8 . . ?
H1A N1 H1B 107.5 . . ?
C3 N1 H1A 109.9 . . ?
C3 N1 H1B 111.8 . . ?
N3 N2 C4 116.4(8) . . ?
N2 N3 C7 114.5(8) . . ?
C12 N4 H4 115.5 . . ?
C13 N4 H4 115.5 . . ?
C13 N4 C12 129.0(8) . . ?
C14 N5 C18 117.0(8) . . ?
C19 N6 H6 115.5 . . ?
C19 N6 C20 128.9(7) . . ?
C20 N6 H6 115.5 . . ?
N8 N7 C25 112.2(7) . . ?
N7 N8 C26 114.4(8) . . ?
H9A N9 H9B 109.5 . . ?
C27 N9 H9A 109.2 . . ?
C27 N9 H9B 109.0 . . ?
C2 C1 H1 119.5 . . ?
C6 C1 H1 119.5 . . ?
C6 C1 C2 121.0(12) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.1(11) . . ?
C3 C2 H2 119.9 . . ?
N1 C3 C4 119.4(12) . . ?
C2 C3 N1 121.2(11) . . ?
C2 C3 C4 119.4(12) . . ?
N2 C4 C3 115.5(11) . . ?
N2 C4 C5 124.6(9) . . ?
C5 C4 C3 119.9(11) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(11) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.1(13) . . ?
C1 C6 H6A 120.5 . . ?
C5 C6 H6A 120.5 . . ?
C8 C7 N3 123.7(10) . . ?
C12 C7 N3 117.8(9) . . ?
C12 C7 C8 118.5(10) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.7(11) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 119.9(11) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.7(11) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.6(12) . . ?
C12 C11 H11 120.2 . . ?
C7 C12 N4 116.4(9) . . ?
C11 C12 N4 123.0(10) . . ?
C11 C12 C7 120.6(10) . . ?
O1 C13 N4 125.7(9) . . ?
O1 C13 C14 121.0(9) . . ?
N4 C13 C14 113.2(8) . . ?
N5 C14 C13 116.4(8) . . ?
N5 C14 C15 124.2(8) . . ?
C15 C14 C13 119.4(9) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 C14 118.2(9) . . ?
C16 C15 H15 120.9 . . ?
C15 C16 H16 121.0 . . ?
C17 C16 C15 118.1(10) . . ?
C17 C16 H16 121.0 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.5(9) . . ?
C18 C17 H17 119.7 . . ?
N5 C18 C17 122.0(9) . . ?
N5 C18 C19 118.7(8) . . ?
C17 C18 C19 119.3(8) . . ?
O2 C19 N6 124.5(9) . . ?
O2 C19 C18 120.9(9) . . ?
N6 C19 C18 114.6(7) . . ?
N6 C20 C21 122.8(9) . . ?
N6 C20 C25 119.9(8) . . ?
C21 C20 C25 117.4(9) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.4(9) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.1 . . ?
C23 C22 C21 121.8(9) . . ?
C23 C22 H22 119.1 . . ?
C22 C23 H23 119.7 . . ?
C22 C23 C24 120.5(9) . . ?
C24 C23 H23 119.7 . . ?
C23 C24 H24 120.3 . . ?
C23 C24 C25 119.4(9) . . ?
C25 C24 H24 120.3 . . ?
C20 C25 N7 114.9(8) . . ?
C24 C25 N7 123.5(8) . . ?
C24 C25 C20 121.6(8) . . ?
N8 C26 C27 114.9(9) . . ?
C31 C26 N8 124.3(9) . . ?
C31 C26 C27 120.8(9) . . ?
N9 C27 C26 120.4(9) . . ?
N9 C27 C28 122.7(9) . . ?
C28 C27 C26 116.9(10) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.2(10) . . ?
C29 C28 H28 119.4 . . ?
C28 C29 H29 118.9 . . ?
C28 C29 C30 122.3(10) . . ?
C30 C29 H29 118.9 . . ?
C29 C30 H30 120.6 . . ?
C31 C30 C29 118.7(11) . . ?
C31 C30 H30 120.6 . . ?
C26 C31 H31 120.1 . . ?
C30 C31 C26 119.9(10) . . ?
C30 C31 H31 120.1 . . ?

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
O1 C13 C14 N5 -164.6(9) . . . . ?
O1 C13 C14 C15 16.7(15) . . . . ?
N1 C3 C4 N2 -2.3(16) . . . . ?
N1 C3 C4 C5 178.0(10) . . . . ?
N2 N3 C7 C8 8.2(14) . . . . ?
N2 N3 C7 C12 -173.1(9) . . . . ?
N2 C4 C5 C6 179.4(10) . . . . ?
N3 N2 C4 C3 -170.5(10) . . . . ?
N3 N2 C4 C5 9.2(15) . . . . ?
N3 C7 C8 C9 -179.9(10) . . . . ?
N3 C7 C12 N4 2.5(13) . . . . ?
N3 C7 C12 C11 -178.4(9) . . . . ?
N4 C13 C14 N5 17.7(13) . . . . ?
N4 C13 C14 C15 -160.9(9) . . . . ?
N5 C14 C15 C16 -2.1(15) . . . . ?
N5 C18 C19 O2 -177.4(9) . . . . ?
N5 C18 C19 N6 2.9(13) . . . . ?
N6 C20 C21 C22 178.8(10) . . . . ?
N6 C20 C25 N7 0.3(13) . . . . ?
N6 C20 C25 C24 -178.5(9) . . . . ?
N7 N8 C26 C27 -168.2(9) . . . . ?
N7 N8 C26 C31 10.7(15) . . . . ?
N8 N7 C25 C20 -165.9(9) . . . . ?
N8 N7 C25 C24 12.9(13) . . . . ?
N8 C26 C27 N9 -6.4(15) . . . . ?
N8 C26 C27 C28 175.6(9) . . . . ?
N8 C26 C31 C30 -178.1(9) . . . . ?
N9 C27 C28 C29 -176.1(11) . . . . ?
C1 C2 C3 N1 -177.8(10) . . . . ?
C1 C2 C3 C4 -0.6(19) . . . . ?
C2 C1 C6 C5 -0.8(19) . . . . ?
C2 C3 C4 N2 -179.6(10) . . . . ?
C2 C3 C4 C5 0.7(17) . . . . ?
C3 C4 C5 C6 -0.9(17) . . . . ?
C4 N2 N3 C7 -179.2(8) . . . . ?
C4 C5 C6 C1 0.9(18) . . . . ?
C6 C1 C2 C3 0.7(19) . . . . ?
C7 C8 C9 C10 -2.2(18) . . . . ?
C8 C7 C12 N4 -178.7(9) . . . . ?
C8 C7 C12 C11 0.4(15) . . . . ?
C8 C9 C10 C11 1.4(19) . . . . ?
C9 C10 C11 C12 0.4(18) . . . . ?
C10 C11 C12 N4 177.8(10) . . . . ?
C10 C11 C12 C7 -1.2(16) . . . . ?
C12 N4 C13 O1 -7.0(17) . . . . ?
C12 N4 C13 C14 170.5(9) . . . . ?
C12 C7 C8 C9 1.4(16) . . . . ?
C13 N4 C12 C7 -167.0(10) . . . . ?
C13 N4 C12 C11 13.9(16) . . . . ?
C13 C14 C15 C16 176.5(9) . . . . ?
C14 N5 C18 C17 2.2(14) . . . . ?
C14 N5 C18 C19 -178.1(8) . . . . ?
C14 C15 C16 C17 2.4(15) . . . . ?
C15 C16 C17 C18 -0.6(16) . . . . ?
C16 C17 C18 N5 -1.8(16) . . . . ?
C16 C17 C18 C19 178.5(9) . . . . ?
C17 C18 C19 O2 2.3(15) . . . . ?
C17 C18 C19 N6 -177.4(9) . . . . ?
C18 N5 C14 C13 -178.9(9) . . . . ?
C18 N5 C14 C15 -0.3(14) . . . . ?
C19 N6 C20 C21 10.9(16) . . . . ?
C19 N6 C20 C25 -169.9(9) . . . . ?
C20 N6 C19 O2 0.2(17) . . . . ?
C20 N6 C19 C18 179.8(9) . . . . ?
C20 C21 C22 C23 0.3(16) . . . . ?
C21 C20 C25 N7 179.6(8) . . . . ?
C21 C20 C25 C24 0.8(14) . . . . ?
C21 C22 C23 C24 -0.5(16) . . . . ?
C22 C23 C24 C25 0.8(16) . . . . ?
C23 C24 C25 N7 -179.7(9) . . . . ?
C23 C24 C25 C20 -0.9(15) . . . . ?
C25 N7 N8 C26 180.0(8) . . . . ?
C25 C20 C21 C22 -0.4(14) . . . . ?
C26 C27 C28 C29 1.8(17) . . . . ?
C27 C26 C31 C30 0.8(15) . . . . ?
C27 C28 C29 C30 2.3(19) . . . . ?
C28 C29 C30 C31 -4.9(17) . . . . ?
C29 C30 C31 C26 3.3(15) . . . . ?
C31 C26 C27 N9 174.7(10) . . . . ?
C31 C26 C27 C28 -3.3(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_SP031
_database_code_depnum_ccdc_archive 'CCDC 2426432'
loop_
_audit_author_name
_audit_author_address
'Colin Seaton'
;University of Bradford
United Kingdom
;
_audit_update_record             
;
2025-02-24 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_audit_creation_date             2021-02-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N9 O2, C4 H8 O'
_chemical_formula_sum            'C35 H33 N9 O3'
_chemical_formula_weight         627.70
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H25 N9 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.5123(5)
_cell_length_b                   10.4201(5)
_cell_length_c                   12.7453(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.318(4)
_cell_angle_gamma                90
_cell_volume                     1527.67(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13854
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      71.6090
_cell_measurement_theta_min      5.0240
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.805
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             660
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-6 0 5 0.0494
7 0 -3 0.0476
-7 0 3 0.0460
-7 0 1 0.0426
-7 0 -2 0.0393
0 7 1 0.1459
-6 0 -4 0.0410
0 0 -8 0.0476
0 0 8 0.0476
4 0 -7 0.0494
-1 -6 2 0.1495
5 3 -5 0.0938
7 -1 -1 0.0501
7 1 -1 0.0508
7 0 2 0.0410
7 -2 2 0.0597
-7 3 -1 0.0806
6 0 4 0.0410
-1 -7 -2 0.1456
5 0 6 0.0459
-2 6 -1 0.1410
1 5 5 0.1270
-2 0 8 0.0493

_exptl_crystal_size_max          0.305
_exptl_crystal_size_mid          0.101
_exptl_crystal_size_min          0.083
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-5.8761 -0.0406 5.3728 0.8975 -0.4275 -0.1083
7.0150 0.1198 -3.1674 -0.9885 0.1296 0.0777
-7.0146 -0.1036 3.1691 0.9883 -0.1296 -0.0801
-7.4582 -0.3918 0.6112 0.9831 0.1828 -0.0089
-7.1835 -0.1558 -1.9525 0.8785 0.4777 -0.0089
-0.4136 6.7149 0.9141 -0.0071 -0.0055 -1.0000
-6.2059 0.1013 -4.3240 0.6879 0.7258 -0.0089
-0.2615 0.2896 -8.2385 -0.1826 0.9814 0.0598
0.2615 -0.2896 8.2385 0.1826 -0.9814 -0.0598
4.1727 0.2152 -7.0392 -0.7229 0.6850 0.0904
-1.3471 -6.4160 2.2130 0.3113 -0.2969 0.9027
5.3458 3.0124 -4.6922 -0.8487 0.4047 -0.3405
7.4114 -0.8128 -0.7556 -0.9657 -0.1799 0.1871
7.4282 0.7292 -0.5666 -0.9823 -0.1826 -0.0414
7.1907 0.0086 1.9324 -0.8781 -0.4775 0.0308
7.0462 -1.5778 1.6572 -0.8467 -0.4608 0.2659
-6.6579 2.7543 -1.3772 0.7891 0.4297 -0.4390
6.1974 0.0195 4.3400 -0.6879 -0.7258 -0.0091
-0.7407 -6.5802 -1.6987 0.1341 0.1397 0.9811
4.6122 -0.2336 6.2872 -0.4299 -0.9028 -0.0091
-2.0343 6.4032 -1.3453 0.1476 0.3125 -0.9384
1.2506 4.9144 5.4493 -0.0822 -0.6201 -0.7802
-2.0563 -0.2895 8.0295 0.4763 -0.8761 -0.0754

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            24759
_diffrn_reflns_point_group_measured_fraction_full 0.774
_diffrn_reflns_point_group_measured_fraction_max 0.772
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.228
_diffrn_reflns_theta_min         3.843
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1768
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00 -16.00   1.00    1.00    --  -42.02 -57.00-120.00   94
  2  ω    -80.00  14.00   1.00    1.00    --  -42.02  19.00  60.00   94
  3  ω      0.00  27.00   1.00    1.00    --   42.02 -77.00 -90.00   27
  4  ω     40.00  66.00   1.00    1.00    --   42.02 -77.00 -90.00   26
  5  ω     94.00 174.00   1.00    3.51    --  104.05  30.00 -90.00   80
  6  ω     46.00 112.00   1.00    1.00    --  104.05-125.00   0.00   66
  7  ω     34.00 132.00   1.00    1.00    --  104.05 -30.00  90.00   98
  8  ω    150.00 177.00   1.00    1.00    --  104.05  77.00   0.00   27
  9  ω    153.00 178.00   1.00    1.00    --  104.05  77.00-120.00   25
 10  ω     42.00 133.00   1.00    1.00    --  104.05 -77.00 -30.00   91
 11  ω    -94.00 -56.00   1.00    1.00    --  -42.28 -57.00  60.00   38
 12  ω    -90.00 -14.00   1.00    1.00    --  -42.28 -57.00 -30.00   76
 13  ω    -75.00 -49.00   1.00    1.00    --  -42.28 125.00  30.00   26
 14  ω    -49.00 -19.00   1.00    1.00    --  -42.28 -27.00 -39.64   30
 15  ω    -44.00 -12.00   1.00    1.00    --  -42.28 125.00  30.00   32
 16  ω    -20.00   5.00   1.00    1.00    --   42.43 -77.00-180.00   25
 17  ω     10.00  41.00   1.00    1.00    --   42.43  79.00  42.52   31
 18  ω      9.00  35.00   1.00    1.00    --   42.43  81.00 -45.26   26
 19  ω     20.00  54.00   1.00    1.00    --   42.43  57.00  60.00   34
 20  ω      8.00  33.00   1.00    1.00    --   42.43  83.00  -4.21   25
 21  ω   -115.00 -14.00   1.00    1.00    --  -42.28 -57.00 120.00  101
 22  ω   -116.00 -59.00   1.00    1.00    --  -42.28-152.00  80.00   57
 23  ω    -67.00  32.00   1.00    1.00    --  -42.28  38.00 -60.00   99
 24  ω     27.00  98.00   1.00    1.00    --   42.43-125.00-180.00   71
 25  ω      8.00  34.00   1.00    1.00    --   42.43  83.00 -60.06   26
 26  ω      8.00  34.00   1.00    1.00    --   42.43  83.00  -4.21   26
 27  ω      9.00  42.00   1.00    1.00    --   42.43  82.00-116.43   33
 28  ω     18.00 117.00   1.00    1.00    --   42.43  38.00 -30.00   99
 29  ω      9.00  42.00   1.00    1.00    --   42.43  82.00  87.75   33
 30  ω    -32.00  67.00   1.00    1.00    --   42.43 -38.00 -30.00   99
 31  ω      9.00  42.00   1.00    1.00    --   42.43  80.00-163.05   33
 32  ω      9.00  42.00   1.00    1.00    --   42.43  80.00 138.18   33
 33  ω      7.00  32.00   1.00    1.08    --   42.00  84.00  56.18   25
 34  ω     87.00 113.00   1.00    1.08    --   42.43  38.00 -90.00   26
 35  ω     80.00 106.00   1.00    1.08    --   42.43  57.00 150.00   26
 36  ω     37.00  70.00   1.00    1.08    --   42.43  38.00 -90.00   33
 37  ω      7.00  33.00   1.00    1.08    --   42.00  84.00  56.18   26
 38  ω    -67.00  32.00   1.00    1.08    --  -42.28  38.00-150.00   99
 39  ω   -115.00 -14.00   1.00    1.08    --  -42.28 -57.00   0.00  101
 40  ω   -117.00 -18.00   1.00    1.08    --  -42.28 -38.00  30.00   99
 41  ω    -83.00  38.00   1.00    1.08    --  -42.28  19.00 -60.00  121
 42  ω   -115.00 -14.00   1.00    1.08    --  -42.28 -57.00 150.00  101
 43  ω     14.00 116.00   1.00    1.08    --   42.43  57.00 -90.00  102
 44  ω     27.00  98.00   1.00    1.08    --   42.43-125.00-150.00   71
 45  ω     18.00 117.00   1.00    1.08    --   42.43  38.00 -90.00   99
 46  ω    -21.00  75.00   1.00    1.08    --   42.43 -77.00  60.00   96
 47  ω     27.00  98.00   1.00    1.08    --   42.43-125.00  90.00   71
 48  ω      1.00 122.00   1.00    1.08    --   42.43  19.00-180.00  121
 49  ω     27.00  98.00   1.00    1.08    --   42.43-125.00 -60.00   71
 50  ω     14.00  56.00   1.00    1.08    --   42.43  57.00 -30.00   42
 51  ω    -38.00  83.00   1.00    1.08    --   42.43 -19.00 -60.00  121
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1290407000
_diffrn_orient_matrix_UB_12      -0.0125197000
_diffrn_orient_matrix_UB_13      0.0258208000
_diffrn_orient_matrix_UB_21      -0.0348289000
_diffrn_orient_matrix_UB_22      0.0130393000
_diffrn_orient_matrix_UB_23      -0.1175598000
_diffrn_orient_matrix_UB_31      0.0078633000
_diffrn_orient_matrix_UB_32      -0.1467140000
_diffrn_orient_matrix_UB_33      -0.0126661000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.459
_reflns_Friedel_fraction_full    0.521
_reflns_Friedel_fraction_max     0.517
_reflns_number_gt                3961
_reflns_number_total             4334
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     42.65
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1251 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         4334
_refine_ls_number_restraints     137
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0448
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0667P)²+0.5793P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1161
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
2. Restrained distances
 C101-C102 \\sim C14A-C13A
 with sigma of 0.02
 C101-O101 \\sim C14A-O11A
 with sigma of 0.02
 C102-C103 \\sim C13A-C12A
 with sigma of 0.02
 C103-C104 \\sim C12A-C11A
 with sigma of 0.02
 C104-O101 \\sim C11A-O11A
 with sigma of 0.02
 C101-C103 \\sim C14A-C12A
 with sigma of 0.04
 C101-C104 \\sim C14A-C11A
 with sigma of 0.04
 C102-C104 \\sim C13A-C11A
 with sigma of 0.04
 C102-O101 \\sim C13A-O11A
 with sigma of 0.04
 C103-O101 \\sim C12A-O11A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
O101 \\sim C101 \\sim C102 \\sim C103 \\sim C104 \\sim O11A \\sim C11A \\sim
C12A \\sim C13A \\sim C14A: within 1.7A with sigma of 0.03 and sigma for
terminal atoms of 0.06
4. Others
 Sof(C11A)=Sof(H11A)=Sof(H11B)=Sof(C12A)=Sof(H12A)=Sof(H12B)=Sof(C13A)=
 Sof(H13A)=Sof(H13B)=Sof(C14A)=Sof(H14A)=Sof(H14B)=Sof(O11A)=1-FVAR(1)
 Sof(C101)=Sof(H10A)=Sof(H10B)=Sof(C102)=Sof(H10C)=Sof(H10D)=Sof(C103)=
 Sof(H10E)=Sof(H10F)=Sof(C104)=Sof(H10G)=Sof(H10H)=Sof(O101)=FVAR(1)
5.a Rotating group:
 N1(H1A,H1B)
5.b Secondary CH2 refined with riding coordinates:
 C101(H10A,H10B), C102(H10C,H10D), C103(H10E,H10F), C104(H10G,H10H), C11A(H11A,
 H11B), C12A(H12A,H12B), C13A(H13A,H13B), C14A(H14A,H14B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31)
5.d X=CH2 refined with riding coordinates:
 N9(H9A,H9B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.1665(3) 0.7467(4) 0.4167(3) 0.0329(9) Uani 1 1 d . . . . .
C2 C 0.2892(3) 0.7399(3) 0.4201(3) 0.0277(8) Uani 1 1 d . . . . .
C3 C 0.3503(3) 0.7533(4) 0.5170(3) 0.0301(8) Uani 1 1 d . . . . .
H3 H 0.431048 0.749254 0.519536 0.036 Uiso 1 1 calc R . . . .
C4 C 0.2927(4) 0.7724(4) 0.6085(3) 0.0358(10) Uani 1 1 d . . . . .
H4 H 0.334480 0.779499 0.672241 0.043 Uiso 1 1 calc R . . . .
C5 C 0.1723(4) 0.7810(4) 0.6052(3) 0.0407(10) Uani 1 1 d . . . . .
H5 H 0.132895 0.794621 0.666551 0.049 Uiso 1 1 calc R . . . .
C6 C 0.1123(4) 0.7693(4) 0.5112(3) 0.0380(10) Uani 1 1 d . . . . .
H6 H 0.031781 0.776714 0.509886 0.046 Uiso 1 1 calc R . . . .
C7 C 0.5077(3) 0.6763(3) 0.2406(3) 0.0282(8) Uani 1 1 d . . . . .
C8 C 0.6218(3) 0.6308(4) 0.2532(3) 0.0301(9) Uani 1 1 d . . . . .
C9 C 0.6866(3) 0.6042(4) 0.1654(3) 0.0360(9) Uani 1 1 d . . . . .
H9 H 0.762241 0.573366 0.173246 0.043 Uiso 1 1 calc R . . . .
C10 C 0.6358(4) 0.6246(4) 0.0663(3) 0.0423(11) Uani 1 1 d . . . . .
H10 H 0.678060 0.607140 0.007321 0.051 Uiso 1 1 calc R . . . .
C11 C 0.5230(4) 0.6708(4) 0.0537(3) 0.0414(10) Uani 1 1 d . . . . .
H11 H 0.490320 0.683388 -0.013477 0.050 Uiso 1 1 calc R . . . .
C12 C 0.4594(4) 0.6980(4) 0.1398(3) 0.0363(9) Uani 1 1 d . . . . .
H12 H 0.384492 0.730787 0.131096 0.044 Uiso 1 1 calc R . . . .
C13 C 0.7725(3) 0.5902(4) 0.3950(3) 0.0286(8) Uani 1 1 d . . . . .
C14 C 0.7802(3) 0.5765(3) 0.5126(3) 0.0257(7) Uani 1 1 d . . . . .
C15 C 0.8894(3) 0.5767(4) 0.5630(3) 0.0316(8) Uani 1 1 d . . . . .
H15 H 0.956299 0.577146 0.524492 0.038 Uiso 1 1 calc R . . . .
C16 C 0.8969(3) 0.5762(4) 0.6710(3) 0.0342(9) Uani 1 1 d . . . . .
H16 H 0.968935 0.580448 0.706562 0.041 Uiso 1 1 calc R . . . .
C17 C 0.7958(3) 0.5693(4) 0.7259(3) 0.0299(8) Uani 1 1 d . . . . .
H17 H 0.798237 0.570318 0.798955 0.036 Uiso 1 1 calc R . . . .
C18 C 0.6903(3) 0.5607(3) 0.6688(2) 0.0256(8) Uani 1 1 d . . . . .
C19 C 0.5835(3) 0.5377(3) 0.7293(3) 0.0270(8) Uani 1 1 d . . . . .
C20 C 0.3772(3) 0.4759(3) 0.7042(3) 0.0257(8) Uani 1 1 d . . . . .
C21 C 0.2917(3) 0.4387(3) 0.6273(3) 0.0271(8) Uani 1 1 d . . . . .
C22 C 0.1812(3) 0.4050(4) 0.6571(3) 0.0323(9) Uani 1 1 d . . . . .
H22 H 0.124955 0.380847 0.606447 0.039 Uiso 1 1 calc R . . . .
C23 C 0.1545(3) 0.4074(4) 0.7619(3) 0.0366(9) Uani 1 1 d . . . . .
H23 H 0.080197 0.385317 0.781643 0.044 Uiso 1 1 calc R . . . .
C24 C 0.2383(3) 0.4427(4) 0.8377(3) 0.0345(9) Uani 1 1 d . . . . .
H24 H 0.219974 0.442852 0.908061 0.041 Uiso 1 1 calc R . . . .
C25 C 0.3485(3) 0.4775(4) 0.8099(3) 0.0306(8) Uani 1 1 d . . . . .
H25 H 0.403735 0.502001 0.861296 0.037 Uiso 1 1 calc R . . . .
C26 C 0.2822(4) 0.4042(4) 0.3486(3) 0.0352(9) Uani 1 1 d . . . . .
C27 C 0.1905(3) 0.4021(4) 0.2717(3) 0.0352(9) Uani 1 1 d . . . . .
C28 C 0.2199(3) 0.3879(4) 0.1650(3) 0.0368(9) Uani 1 1 d . . . . .
H28 H 0.162055 0.389104 0.111949 0.044 Uiso 1 1 calc R . . . .
C29 C 0.3338(4) 0.3725(4) 0.1407(3) 0.0435(10) Uani 1 1 d . . . . .
H29 H 0.351729 0.360705 0.070874 0.052 Uiso 1 1 calc R . . . .
C30 C 0.4232(4) 0.3739(4) 0.2168(3) 0.0420(10) Uani 1 1 d . . . . .
H30 H 0.499912 0.364580 0.197962 0.050 Uiso 1 1 calc R . . . .
C31 C 0.3970(4) 0.3893(4) 0.3212(3) 0.0375(9) Uani 1 1 d . . . . .
H31 H 0.456355 0.389625 0.372887 0.045 Uiso 1 1 calc R . . . .
N1 N 0.1032(3) 0.7335(4) 0.3232(3) 0.0413(8) Uani 1 1 d . . . . .
H1A H 0.144711 0.694674 0.277567 0.050 Uiso 1 1 d GR . . . .
H1B H 0.040806 0.688575 0.332220 0.050 Uiso 1 1 d GR . . . .
N2 N 0.3422(3) 0.7186(3) 0.3242(2) 0.0290(7) Uani 1 1 d . . . . .
N3 N 0.4507(3) 0.6972(3) 0.3345(2) 0.0281(7) Uani 1 1 d . . . . .
N4 N 0.6627(3) 0.6079(3) 0.3567(2) 0.0274(7) Uani 1 1 d . . . . .
H4A H 0.612(3) 0.621(4) 0.405(3) 0.033 Uiso 1 1 d R . . . .
N5 N 0.6807(2) 0.5679(3) 0.56373(19) 0.0233(6) Uani 1 1 d . . . . .
N6 N 0.4867(2) 0.5096(3) 0.6695(2) 0.0244(7) Uani 1 1 d . . . . .
H6A H 0.500(3) 0.503(4) 0.606(3) 0.029 Uiso 1 1 d R . . . .
N7 N 0.3276(3) 0.4337(3) 0.5223(2) 0.0291(7) Uani 1 1 d . . . . .
N8 N 0.2457(3) 0.4188(3) 0.4542(2) 0.0322(7) Uani 1 1 d . . . . .
N9 N 0.0804(3) 0.4144(4) 0.2969(2) 0.0422(9) Uani 1 1 d . . . . .
H9A H 0.063391 0.424017 0.361467 0.051 Uiso 1 1 calc R . . . .
H9B H 0.026075 0.412860 0.248562 0.051 Uiso 1 1 calc R . . . .
O1 O 0.8595(2) 0.5865(3) 0.34262(18) 0.0343(6) Uani 1 1 d . . . . .
O2 O 0.5889(2) 0.5406(3) 0.82493(17) 0.0391(7) Uani 1 1 d . . . . .
C101 C 0.9126(6) 0.4350(7) -0.0005(4) 0.0466(17) Uani 0.743(6) 1 d D U P A 1
H10A H 0.987228 0.440735 -0.032909 0.056 Uiso 0.743(6) 1 calc R . P A 1
H10B H 0.878680 0.520095 0.002159 0.056 Uiso 0.743(6) 1 calc R . P A 1
C102 C 0.8337(7) 0.3450(7) -0.0599(5) 0.058(2) Uani 0.743(6) 1 d D U P A 1
H10C H 0.752989 0.367908 -0.051000 0.070 Uiso 0.743(6) 1 calc R . P A 1
H10D H 0.848971 0.346653 -0.134138 0.070 Uiso 0.743(6) 1 calc R . P A 1
C103 C 0.8584(8) 0.2200(7) -0.0162(6) 0.069(2) Uani 0.743(6) 1 d D U P A 1
H10E H 0.924073 0.180104 -0.048598 0.082 Uiso 0.743(6) 1 calc R . P A 1
H10F H 0.791448 0.163692 -0.023045 0.082 Uiso 0.743(6) 1 calc R . P A 1
C104 C 0.8872(12) 0.2550(9) 0.0999(6) 0.093(3) Uani 0.743(6) 1 d D U P A 1
H10G H 0.818636 0.245952 0.141070 0.111 Uiso 0.743(6) 1 calc R . P A 1
H10H H 0.947387 0.198773 0.129096 0.111 Uiso 0.743(6) 1 calc R . P A 1
O101 O 0.9252(3) 0.3811(4) 0.1017(3) 0.0507(13) Uani 0.743(6) 1 d D U P A 1
C11A C 0.950(2) 0.185(3) 0.054(2) 0.111(8) Uani 0.257(6) 1 d D U P A 2
H11A H 0.992547 0.212410 0.116653 0.134 Uiso 0.257(6) 1 calc R . P A 2
H11B H 0.940794 0.092478 0.055349 0.134 Uiso 0.257(6) 1 calc R . P A 2
C12A C 0.826(2) 0.254(3) 0.044(2) 0.099(7) Uani 0.257(6) 1 d D U P A 2
H12A H 0.770241 0.205054 0.000780 0.119 Uiso 0.257(6) 1 calc R . P A 2
H12B H 0.794186 0.269745 0.112119 0.119 Uiso 0.257(6) 1 calc R . P A 2
C13A C 0.858(2) 0.370(2) -0.006(2) 0.091(7) Uani 0.257(6) 1 d D U P A 2
H13A H 0.862087 0.439496 0.044641 0.109 Uiso 0.257(6) 1 calc R . P A 2
H13B H 0.800828 0.392353 -0.060868 0.109 Uiso 0.257(6) 1 calc R . P A 2
C14A C 0.9750(18) 0.3533(18) -0.0531(16) 0.067(6) Uani 0.257(6) 1 d D U P A 2
H14A H 0.970261 0.372863 -0.127577 0.081 Uiso 0.257(6) 1 calc R . P A 2
H14B H 1.031879 0.409899 -0.019153 0.081 Uiso 0.257(6) 1 calc R . P A 2
O11A O 1.0071(19) 0.223(2) -0.0368(14) 0.121(7) Uani 0.257(6) 1 d D U P A 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 1.413(5) . ?
C1 C6 1.399(5) . ?
C1 N1 1.378(5) . ?
C2 C3 1.403(5) . ?
C2 N2 1.405(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.388(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.364(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.400(5) . ?
C7 C12 1.397(5) . ?
C7 N3 1.406(4) . ?
C8 C9 1.398(5) . ?
C8 N4 1.402(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.386(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.388(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.374(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.504(4) . ?
C13 N4 1.350(5) . ?
C13 O1 1.227(4) . ?
C14 C15 1.388(5) . ?
C14 N5 1.344(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.375(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.385(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.394(5) . ?
C18 C19 1.496(5) . ?
C18 N5 1.342(4) . ?
C19 N6 1.356(4) . ?
C19 O2 1.218(4) . ?
C20 C21 1.415(4) . ?
C20 C25 1.400(5) . ?
C20 N6 1.398(5) . ?
C21 C22 1.387(5) . ?
C21 N7 1.417(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.384(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.386(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.380(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.412(5) . ?
C26 C31 1.390(6) . ?
C26 N8 1.433(5) . ?
C27 C28 1.423(5) . ?
C27 N9 1.326(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.368(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.385(6) . ?
C30 H30 0.9300 . ?
C30 C31 1.385(5) . ?
C31 H31 0.9300 . ?
N1 H1A 0.8681 . ?
N1 H1B 0.8686 . ?
N2 N3 1.270(4) . ?
N4 H4A 0.87(4) . ?
N6 H6A 0.84(4) . ?
N7 N8 1.265(4) . ?
N9 H9A 0.8600 . ?
N9 H9B 0.8600 . ?
C101 H10A 0.9700 . ?
C101 H10B 0.9700 . ?
C101 C102 1.491(8) . ?
C101 O101 1.421(7) . ?
C102 H10C 0.9700 . ?
C102 H10D 0.9700 . ?
C102 C103 1.440(9) . ?
C103 H10E 0.9700 . ?
C103 H10F 0.9700 . ?
C103 C104 1.546(9) . ?
C104 H10G 0.9700 . ?
C104 H10H 0.9700 . ?
C104 O101 1.385(9) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11A C12A 1.60(2) . ?
C11A O11A 1.41(2) . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
C12A C13A 1.43(2) . ?
C13A H13A 0.9700 . ?
C13A H13B 0.9700 . ?
C13A C14A 1.50(2) . ?
C14A H14A 0.9700 . ?
C14A H14B 0.9700 . ?
C14A O11A 1.417(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 117.5(3) . . ?
N1 C1 C2 121.0(3) . . ?
N1 C1 C6 121.5(4) . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 N2 124.1(3) . . ?
N2 C2 C1 116.7(3) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(4) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.3(4) . . ?
C6 C5 H5 120.3 . . ?
C1 C6 H6 118.5 . . ?
C5 C6 C1 123.0(4) . . ?
C5 C6 H6 118.5 . . ?
C8 C7 N3 115.0(3) . . ?
C12 C7 C8 119.8(3) . . ?
C12 C7 N3 125.2(3) . . ?
C7 C8 N4 116.3(3) . . ?
C9 C8 C7 120.2(3) . . ?
C9 C8 N4 123.4(3) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 C8 118.7(4) . . ?
C10 C9 H9 120.6 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.1(4) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.3(3) . . ?
C12 C11 H11 119.8 . . ?
C7 C12 H12 120.1 . . ?
C11 C12 C7 119.7(4) . . ?
C11 C12 H12 120.1 . . ?
N4 C13 C14 113.0(3) . . ?
O1 C13 C14 121.5(3) . . ?
O1 C13 N4 125.5(3) . . ?
C15 C14 C13 118.5(3) . . ?
N5 C14 C13 118.2(3) . . ?
N5 C14 C15 123.3(3) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 C14 118.8(3) . . ?
C16 C15 H15 120.6 . . ?
C15 C16 H16 120.4 . . ?
C15 C16 C17 119.1(3) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 120.9 . . ?
C16 C17 C18 118.2(3) . . ?
C18 C17 H17 120.9 . . ?
C17 C18 C19 117.3(3) . . ?
N5 C18 C17 123.5(3) . . ?
N5 C18 C19 119.2(3) . . ?
N6 C19 C18 114.8(3) . . ?
O2 C19 C18 120.1(3) . . ?
O2 C19 N6 125.1(3) . . ?
C25 C20 C21 119.0(3) . . ?
N6 C20 C21 117.5(3) . . ?
N6 C20 C25 123.5(3) . . ?
C20 C21 N7 116.3(3) . . ?
C22 C21 C20 120.0(3) . . ?
C22 C21 N7 123.7(3) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.1(3) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.1(4) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
C20 C25 H25 120.0 . . ?
C24 C25 C20 119.9(3) . . ?
C24 C25 H25 120.0 . . ?
C27 C26 N8 114.5(4) . . ?
C31 C26 C27 121.0(3) . . ?
C31 C26 N8 124.5(3) . . ?
C26 C27 C28 117.7(4) . . ?
N9 C27 C26 121.7(3) . . ?
N9 C27 C28 120.6(3) . . ?
C27 C28 H28 120.1 . . ?
C29 C28 C27 119.7(3) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 118.9 . . ?
C28 C29 C30 122.1(4) . . ?
C30 C29 H29 118.9 . . ?
C29 C30 H30 120.3 . . ?
C29 C30 C31 119.3(4) . . ?
C31 C30 H30 120.3 . . ?
C26 C31 H31 120.0 . . ?
C30 C31 C26 120.1(4) . . ?
C30 C31 H31 120.0 . . ?
C1 N1 H1A 109.9 . . ?
C1 N1 H1B 110.5 . . ?
H1A N1 H1B 108.5 . . ?
N3 N2 C2 113.4(3) . . ?
N2 N3 C7 115.5(3) . . ?
C8 N4 H4A 115(3) . . ?
C13 N4 C8 129.6(3) . . ?
C13 N4 H4A 114(3) . . ?
C18 N5 C14 116.8(3) . . ?
C19 N6 C20 127.4(3) . . ?
C19 N6 H6A 113(3) . . ?
C20 N6 H6A 119(3) . . ?
N8 N7 C21 114.5(3) . . ?
N7 N8 C26 114.8(3) . . ?
C27 N9 H9A 120.0 . . ?
C27 N9 H9B 120.0 . . ?
H9A N9 H9B 120.0 . . ?
H10A C101 H10B 108.9 . . ?
C102 C101 H10A 110.8 . . ?
C102 C101 H10B 110.8 . . ?
O101 C101 H10A 110.8 . . ?
O101 C101 H10B 110.8 . . ?
O101 C101 C102 104.7(5) . . ?
C101 C102 H10C 110.7 . . ?
C101 C102 H10D 110.7 . . ?
H10C C102 H10D 108.8 . . ?
C103 C102 C101 105.4(6) . . ?
C103 C102 H10C 110.7 . . ?
C103 C102 H10D 110.7 . . ?
C102 C103 H10E 111.6 . . ?
C102 C103 H10F 111.6 . . ?
C102 C103 C104 100.9(6) . . ?
H10E C103 H10F 109.4 . . ?
C104 C103 H10E 111.6 . . ?
C104 C103 H10F 111.6 . . ?
C103 C104 H10G 110.3 . . ?
C103 C104 H10H 110.3 . . ?
H10G C104 H10H 108.5 . . ?
O101 C104 C103 107.2(6) . . ?
O101 C104 H10G 110.3 . . ?
O101 C104 H10H 110.3 . . ?
C104 O101 C101 109.8(5) . . ?
H11A C11A H11B 108.8 . . ?
C12A C11A H11A 110.8 . . ?
C12A C11A H11B 110.8 . . ?
O11A C11A H11A 110.8 . . ?
O11A C11A H11B 110.8 . . ?
O11A C11A C12A 104.9(17) . . ?
C11A C12A H12A 111.9 . . ?
C11A C12A H12B 111.9 . . ?
H12A C12A H12B 109.6 . . ?
C13A C12A C11A 99.5(17) . . ?
C13A C12A H12A 111.9 . . ?
C13A C12A H12B 111.9 . . ?
C12A C13A H13A 109.8 . . ?
C12A C13A H13B 109.8 . . ?
C12A C13A C14A 109.6(17) . . ?
H13A C13A H13B 108.2 . . ?
C14A C13A H13A 109.8 . . ?
C14A C13A H13B 109.8 . . ?
C13A C14A H14A 110.4 . . ?
C13A C14A H14B 110.4 . . ?
H14A C14A H14B 108.6 . . ?
O11A C14A C13A 106.6(15) . . ?
O11A C14A H14A 110.4 . . ?
O11A C14A H14B 110.4 . . ?
C11A O11A C14A 105.2(17) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1B O1 0.87 2.35 3.214(4) 172.6 1_455 yes
N4 H4A N3 0.87(4) 2.18(4) 2.617(4) 111(3) . yes
N4 H4A N5 0.87(4) 2.22(4) 2.672(4) 112(3) . yes
N6 H6A N5 0.84(4) 2.27(4) 2.724(4) 114(3) . yes
N9 H9B O101 0.86 2.19 3.023(5) 164.0 1_455 yes

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
C1 C2 C3 C4 0.3(5) . . . . ?
C1 C2 N2 N3 -171.5(3) . . . . ?
C2 C1 C6 C5 -2.0(6) . . . . ?
C2 C3 C4 C5 -1.2(6) . . . . ?
C2 N2 N3 C7 -179.6(3) . . . . ?
C3 C2 N2 N3 7.9(5) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C4 C5 C6 C1 1.1(6) . . . . ?
C6 C1 C2 C3 1.2(5) . . . . ?
C6 C1 C2 N2 -179.3(3) . . . . ?
C7 C8 C9 C10 0.5(6) . . . . ?
C7 C8 N4 C13 -164.8(4) . . . . ?
C8 C7 C12 C11 2.0(5) . . . . ?
C8 C7 N3 N2 -169.2(3) . . . . ?
C8 C9 C10 C11 0.1(6) . . . . ?
C9 C8 N4 C13 18.6(6) . . . . ?
C9 C10 C11 C12 0.4(6) . . . . ?
C10 C11 C12 C7 -1.5(6) . . . . ?
C12 C7 C8 C9 -1.5(5) . . . . ?
C12 C7 C8 N4 -178.2(3) . . . . ?
C12 C7 N3 N2 11.2(5) . . . . ?
C13 C14 C15 C16 174.1(4) . . . . ?
C13 C14 N5 C18 -177.5(3) . . . . ?
C14 C13 N4 C8 176.4(3) . . . . ?
C14 C15 C16 C17 3.1(6) . . . . ?
C15 C14 N5 C18 0.8(5) . . . . ?
C15 C16 C17 C18 1.2(6) . . . . ?
C16 C17 C18 C19 172.9(3) . . . . ?
C16 C17 C18 N5 -4.9(5) . . . . ?
C17 C18 C19 N6 -169.8(3) . . . . ?
C17 C18 C19 O2 7.7(5) . . . . ?
C17 C18 N5 C14 3.8(5) . . . . ?
C18 C19 N6 C20 175.6(3) . . . . ?
C19 C18 N5 C14 -173.9(3) . . . . ?
C20 C21 C22 C23 -0.2(5) . . . . ?
C20 C21 N7 N8 -170.1(3) . . . . ?
C21 C20 C25 C24 0.2(5) . . . . ?
C21 C20 N6 C19 -174.1(3) . . . . ?
C21 C22 C23 C24 -0.4(6) . . . . ?
C21 N7 N8 C26 -175.7(3) . . . . ?
C22 C21 N7 N8 12.4(5) . . . . ?
C22 C23 C24 C25 0.9(6) . . . . ?
C23 C24 C25 C20 -0.8(6) . . . . ?
C25 C20 C21 C22 0.3(5) . . . . ?
C25 C20 C21 N7 -177.3(3) . . . . ?
C25 C20 N6 C19 6.0(6) . . . . ?
C26 C27 C28 C29 2.2(6) . . . . ?
C27 C26 C31 C30 1.0(6) . . . . ?
C27 C26 N8 N7 -173.2(3) . . . . ?
C27 C28 C29 C30 -1.9(6) . . . . ?
C28 C29 C30 C31 1.1(6) . . . . ?
C29 C30 C31 C26 -0.5(6) . . . . ?
C31 C26 C27 C28 -1.8(6) . . . . ?
C31 C26 C27 N9 179.0(4) . . . . ?
C31 C26 N8 N7 8.6(5) . . . . ?
N1 C1 C2 C3 -179.8(3) . . . . ?
N1 C1 C2 N2 -0.3(5) . . . . ?
N1 C1 C6 C5 179.0(4) . . . . ?
N2 C2 C3 C4 -179.1(3) . . . . ?
N3 C7 C8 C9 178.9(3) . . . . ?
N3 C7 C8 N4 2.2(5) . . . . ?
N3 C7 C12 C11 -178.4(4) . . . . ?
N4 C8 C9 C10 176.9(4) . . . . ?
N4 C13 C14 C15 -170.7(3) . . . . ?
N4 C13 C14 N5 7.7(5) . . . . ?
N5 C14 C15 C16 -4.3(6) . . . . ?
N5 C18 C19 N6 8.0(5) . . . . ?
N5 C18 C19 O2 -174.4(3) . . . . ?
N6 C20 C21 C22 -179.6(3) . . . . ?
N6 C20 C21 N7 2.8(5) . . . . ?
N6 C20 C25 C24 -179.9(4) . . . . ?
N7 C21 C22 C23 177.2(4) . . . . ?
N8 C26 C27 C28 -180.0(3) . . . . ?
N8 C26 C27 N9 0.8(5) . . . . ?
N8 C26 C31 C30 179.0(4) . . . . ?
N9 C27 C28 C29 -178.6(4) . . . . ?
O1 C13 C14 C15 8.5(5) . . . . ?
O1 C13 C14 N5 -173.1(3) . . . . ?
O1 C13 N4 C8 -2.8(6) . . . . ?
O2 C19 N6 C20 -1.8(6) . . . . ?
C101 C102 C103 C104 33.8(10) . . . . ?
C102 C101 O101 C104 15.3(9) . . . . ?
C102 C103 C104 O101 -25.1(12) . . . . ?
C103 C104 O101 C101 5.9(11) . . . . ?
O101 C101 C102 C103 -32.0(8) . . . . ?
C11A C12A C13A C14A 17(4) . . . . ?
C12A C11A O11A C14A 38(3) . . . . ?
C12A C13A C14A O11A 4(3) . . . . ?
C13A C14A O11A C11A -27(3) . . . . ?
O11A C11A C12A C13A -34(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.230
_oxdiff_exptl_absorpt_empirical_full_min 0.820
####################################################################### 
# 
# 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_1-MeOH
_database_code_depnum_ccdc_archive 'CCDC 2426873'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2025-02-25 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_audit_creation_date             2025-02-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N9 O2, C H4 O'
_chemical_formula_sum            'C32 H29 N9 O3'
_chemical_formula_weight         587.64
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0028 0.0015 '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 0.0056 0.0031 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0101 0.0057 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.5174(2)
_cell_length_b                   10.26200(10)
_cell_length_c                   26.9629(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.1290(10)
_cell_angle_gamma                90
_cell_volume                     5675.92(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    17402
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      32.92369413264915
_cell_measurement_theta_min      1.4588192232780548
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.993
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_min  0.9787360884557325
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CCP4 9.0.005: AIMLESS, version 0.8.2 : 14/06/24
Scaling & analysis of unmerged intensities, absorption correction using spherical harmonics
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light red'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2464
_exptl_crystal_size_max          0.078
_exptl_crystal_size_mid          0.022
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            67755
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         24.838
_diffrn_reflns_theta_min         1.464
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'Photon counting pixel array'
_diffrn_detector_type            'Dectris PILATUS 2M'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Fixed χ 3-circle diffractometer'
_diffrn_measurement_device_type  'Fluid Film Devices'
_diffrn_measurement_method       'shutterless scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMount'
_diffrn_radiation_monochromator  'Silicon 111'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   Synchrotron
_diffrn_source_details           'Allan et al. (2017)'
_diffrn_source_type              'Diamond Light Source Beamline I19-1'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7976
_reflns_number_total             10749
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       'GDA - generic data acquisition software'
_computing_data_reduction        
;
aimless (Evans, P. R. and Murshudov, G. N., 2013)
ccp4 (Winn, M. D. et al., 2011)
DIALS 3.23.0-g7aff524e7-release (Winter, G. et al., 2018)
pointless (Evans, P., 2006)
XIA2 3.23.0 (Winter, G., 2010)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.542
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     849
_refine_ls_number_reflns         10749
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0495
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0980P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1468
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O301-H301
 0.84 with sigma of 0.02
 O102-H301
 1.75 with sigma of 0.02
 N105-H10B
 0.87 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15),
 C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31), C102(H102), C103(H103), C104(H104), C109(H109),
 C110(H110), C111(H111), C112(H112), C115(H115), C116(H116), C117(H117),
 C118(H118), C122(H122), C123(H123), C124(H124), C125(H125), C128(H128),
 C129(H129), C130(H130), C131(H131)
3.b Idealised Me refined as rotating group:
 C201(H20A,H20B,H20C), C301(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.12595(9) 0.39940(17) 0.07184(6) 0.0244(4) Uani 1 1 d . . . . .
C2 C 0.05937(9) 0.41828(18) 0.06606(7) 0.0281(4) Uani 1 1 d . . . . .
H2 H 0.040654 0.437189 0.034368 0.034 Uiso 1 1 calc R U . . .
C3 C 0.02065(9) 0.40905(18) 0.10738(7) 0.0305(4) Uani 1 1 d . . . . .
H3 H -0.024864 0.425333 0.104741 0.037 Uiso 1 1 calc R U . . .
C4 C 0.04907(9) 0.37583(18) 0.15252(7) 0.0281(4) Uani 1 1 d . . . . .
H4 H 0.023429 0.366919 0.181281 0.034 Uiso 1 1 calc R U . . .
C5 C 0.11612(9) 0.35574(17) 0.15487(6) 0.0236(4) Uani 1 1 d . . . . .
C6 C 0.16953(9) 0.41196(17) 0.02782(6) 0.0249(4) Uani 1 1 d . . . . .
C7 C 0.28748(9) 0.44468(18) 0.01027(6) 0.0250(4) Uani 1 1 d . . . . .
C8 C 0.34727(9) 0.46807(18) 0.03492(6) 0.0252(4) Uani 1 1 d . . . . .
C9 C 0.40391(10) 0.4835(2) 0.00788(7) 0.0335(5) Uani 1 1 d . . . . .
H9 H 0.444369 0.498696 0.024637 0.040 Uiso 1 1 calc R U . . .
C10 C 0.40126(10) 0.4768(2) -0.04333(7) 0.0400(5) Uani 1 1 d . . . . .
H10 H 0.439924 0.486447 -0.061784 0.048 Uiso 1 1 calc R U . . .
C11 C 0.34193(10) 0.4559(2) -0.06772(7) 0.0384(5) Uani 1 1 d . . . . .
H11 H 0.340249 0.453006 -0.102942 0.046 Uiso 1 1 calc R U . . .
C12 C 0.28523(10) 0.4393(2) -0.04151(7) 0.0306(4) Uani 1 1 d . . . . .
H12 H 0.245004 0.424406 -0.058622 0.037 Uiso 1 1 calc R U . . .
C13 C 0.39559(9) 0.50946(17) 0.16116(6) 0.0233(4) Uani 1 1 d . . . . .
C14 C 0.45597(9) 0.50585(17) 0.18734(7) 0.0267(4) Uani 1 1 d . . . . .
C15 C 0.45549(10) 0.52872(18) 0.23879(7) 0.0303(4) Uani 1 1 d . . . . .
H15 H 0.495398 0.527620 0.257264 0.036 Uiso 1 1 calc R U . . .
C16 C 0.39847(10) 0.55252(19) 0.26262(7) 0.0313(4) Uani 1 1 d . . . . .
H16 H 0.399426 0.566945 0.297426 0.038 Uiso 1 1 calc R U . . .
C17 C 0.33910(10) 0.55599(18) 0.23684(7) 0.0301(4) Uani 1 1 d . . . . .
H17 H 0.299842 0.572893 0.253804 0.036 Uiso 1 1 calc R U . . .
C18 C 0.33796(9) 0.53452(17) 0.18620(7) 0.0256(4) Uani 1 1 d . . . . .
H18 H 0.297645 0.536831 0.168286 0.031 Uiso 1 1 calc R U . . .
C19 C 0.14845(9) 0.31480(17) 0.20312(7) 0.0242(4) Uani 1 1 d . . . . .
C20 C 0.25890(8) 0.26347(17) 0.23723(6) 0.0225(4) Uani 1 1 d . . . . .
C21 C 0.32122(9) 0.22230(17) 0.22311(6) 0.0235(4) Uani 1 1 d . . . . .
C22 C 0.36891(9) 0.19815(18) 0.25934(7) 0.0270(4) Uani 1 1 d . . . . .
H22 H 0.411274 0.172246 0.249707 0.032 Uiso 1 1 calc R U . . .
C23 C 0.35560(10) 0.21126(19) 0.30901(7) 0.0312(4) Uani 1 1 d . . . . .
H23 H 0.388251 0.193077 0.333507 0.037 Uiso 1 1 calc R U . . .
C24 C 0.29352(9) 0.2516(2) 0.32290(7) 0.0312(4) Uani 1 1 d . . . . .
H24 H 0.284279 0.261386 0.357083 0.037 Uiso 1 1 calc R U . . .
C25 C 0.24549(9) 0.27745(19) 0.28784(6) 0.0283(4) Uani 1 1 d . . . . .
H25 H 0.203486 0.304604 0.297853 0.034 Uiso 1 1 calc R U . . .
C26 C 0.40011(9) 0.16643(17) 0.10898(7) 0.0274(4) Uani 1 1 d . . . . .
C27 C 0.46658(10) 0.15996(19) 0.09600(7) 0.0305(4) Uani 1 1 d . . . . .
C28 C 0.48061(10) 0.1399(2) 0.04561(7) 0.0350(5) Uani 1 1 d . . . . .
H28 H 0.524725 0.135654 0.035672 0.042 Uiso 1 1 calc R U . . .
C29 C 0.43144(11) 0.1265(2) 0.01064(7) 0.0366(5) Uani 1 1 d . . . . .
H29 H 0.442164 0.111825 -0.023013 0.044 Uiso 1 1 calc R U . . .
C30 C 0.36605(11) 0.1341(2) 0.02362(7) 0.0355(5) Uani 1 1 d . . . . .
H30 H 0.332454 0.125157 -0.000890 0.043 Uiso 1 1 calc R U . . .
C31 C 0.35093(10) 0.15478(18) 0.07285(7) 0.0300(4) Uani 1 1 d . . . . .
H31 H 0.306594 0.161115 0.082075 0.036 Uiso 1 1 calc R U . . .
N1 N 0.15455(7) 0.36997(14) 0.11549(5) 0.0233(3) Uani 1 1 d . . . . .
N2 N 0.23323(7) 0.42687(15) 0.04035(6) 0.0244(3) Uani 1 1 d . . . . .
H2A H 0.2417(10) 0.4300(19) 0.0714(8) 0.029(5) Uiso 1 1 d . . . . .
N3 N 0.34411(7) 0.47948(14) 0.08727(5) 0.0235(3) Uani 1 1 d . . . . .
N4 N 0.39901(7) 0.48882(14) 0.10948(5) 0.0243(3) Uani 1 1 d . . . . .
N5 N 0.51336(8) 0.48487(18) 0.16355(7) 0.0355(4) Uani 1 1 d . . . . .
H5A H 0.5074(10) 0.444(2) 0.1306(8) 0.040(6) Uiso 1 1 d . . . . .
H5B H 0.5481(14) 0.455(3) 0.1851(10) 0.067(8) Uiso 1 1 d . . . . .
N6 N 0.21351(7) 0.29495(15) 0.19978(6) 0.0243(3) Uani 1 1 d . . . . .
H6 H 0.2294(11) 0.297(2) 0.1708(8) 0.035(6) Uiso 1 1 d . . . . .
N7 N 0.33065(7) 0.20850(14) 0.17134(5) 0.0251(3) Uani 1 1 d . . . . .
N8 N 0.38921(7) 0.18491(15) 0.15995(5) 0.0264(3) Uani 1 1 d . . . . .
N9 N 0.51565(9) 0.1722(2) 0.13044(7) 0.0413(5) Uani 1 1 d . . . . .
H9A H 0.5602(14) 0.177(2) 0.1177(9) 0.059(7) Uiso 1 1 d . . . . .
H9B H 0.5051(13) 0.192(3) 0.1602(10) 0.062(8) Uiso 1 1 d . . . . .
O1 O 0.14710(6) 0.40894(14) -0.01500(5) 0.0330(3) Uani 1 1 d . . . . .
O2 O 0.11635(6) 0.30130(13) 0.24091(5) 0.0305(3) Uani 1 1 d . . . . .
C101 C 0.60877(9) 0.34271(16) 0.32731(6) 0.0218(4) Uani 1 1 d . . . . .
C102 C 0.54193(9) 0.33183(17) 0.33329(7) 0.0256(4) Uani 1 1 d . . . . .
H102 H 0.512732 0.338809 0.305634 0.031 Uiso 1 1 calc R U . . .
C103 C 0.51877(9) 0.31054(18) 0.38061(7) 0.0274(4) Uani 1 1 d . . . . .
H103 H 0.473264 0.303745 0.385922 0.033 Uiso 1 1 calc R U . . .
C104 C 0.56264(9) 0.29934(18) 0.41994(7) 0.0261(4) Uani 1 1 d . . . . .
H104 H 0.547882 0.285348 0.452685 0.031 Uiso 1 1 calc R U . . .
C105 C 0.62886(8) 0.30899(17) 0.41053(6) 0.0220(4) Uani 1 1 d . . . . .
C106 C 0.63625(9) 0.36768(17) 0.27657(6) 0.0233(4) Uani 1 1 d . . . . .
C107 C 0.74426(9) 0.41053(18) 0.23907(6) 0.0248(4) Uani 1 1 d . . . . .
C108 C 0.80697(9) 0.45531(18) 0.25300(7) 0.0262(4) Uani 1 1 d . . . . .
C109 C 0.85384(10) 0.47406(19) 0.21701(7) 0.0332(5) Uani 1 1 d . . . . .
H109 H 0.896163 0.504097 0.226248 0.040 Uiso 1 1 calc R U . . .
C110 C 0.83861(11) 0.4489(2) 0.16802(8) 0.0393(5) Uani 1 1 d . . . . .
H110 H 0.870324 0.462989 0.143386 0.047 Uiso 1 1 calc R U . . .
C111 C 0.77704(11) 0.4030(2) 0.15432(7) 0.0380(5) Uani 1 1 d . . . . .
H111 H 0.767516 0.384372 0.120428 0.046 Uiso 1 1 calc R U . . .
C112 C 0.72927(10) 0.38384(19) 0.18939(7) 0.0309(4) Uani 1 1 d . . . . .
H112 H 0.687209 0.353181 0.179740 0.037 Uiso 1 1 calc R U . . .
C113 C 0.87609(11) 0.52558(18) 0.37236(7) 0.0341(5) Uani 1 1 d . . . . .
C114 C 0.93781(11) 0.5201(2) 0.39487(8) 0.0381(5) Uani 1 1 d . . . . .
C115 C 0.94418(11) 0.5477(2) 0.44584(8) 0.0395(5) Uani 1 1 d . . . . .
H115 H 0.986012 0.548078 0.461579 0.047 Uiso 1 1 calc R U . . .
C116 C 0.88952(12) 0.5742(2) 0.47273(9) 0.0443(5) Uani 1 1 d . . . . .
H116 H 0.894278 0.590513 0.507301 0.053 Uiso 1 1 calc R U . . .
C117 C 0.82818(12) 0.5780(2) 0.45127(8) 0.0415(5) Uani 1 1 d . . . . .
H117 H 0.791282 0.596780 0.470773 0.050 Uiso 1 1 calc R U . . .
C118 C 0.82075(12) 0.55398(19) 0.40079(7) 0.0376(5) Uani 1 1 d . . . . .
H118 H 0.778684 0.556639 0.385458 0.045 Uiso 1 1 calc R U . . .
C119 C 0.67771(9) 0.29174(17) 0.45214(6) 0.0231(4) Uani 1 1 d . . . . .
C120 C 0.79672(9) 0.25446(17) 0.46556(6) 0.0236(4) Uani 1 1 d . . . . .
C121 C 0.85485(9) 0.23232(17) 0.43951(6) 0.0230(4) Uani 1 1 d . . . . .
C122 C 0.91447(9) 0.22894(17) 0.46533(7) 0.0265(4) Uani 1 1 d . . . . .
H122 H 0.953748 0.216676 0.447844 0.032 Uiso 1 1 calc R U . . .
C123 C 0.91644(9) 0.24337(19) 0.51620(7) 0.0305(4) Uani 1 1 d . . . . .
H123 H 0.957104 0.242146 0.533664 0.037 Uiso 1 1 calc R U . . .
C124 C 0.85925(10) 0.25964(19) 0.54182(7) 0.0308(4) Uani 1 1 d . . . . .
H124 H 0.860989 0.266882 0.576948 0.037 Uiso 1 1 calc R U . . .
C125 C 0.79940(9) 0.26555(19) 0.51707(7) 0.0295(4) Uani 1 1 d . . . . .
H125 H 0.760512 0.277083 0.535115 0.035 Uiso 1 1 calc R U . . .
C126 C 0.89832(9) 0.17672(17) 0.31425(7) 0.0247(4) Uani 1 1 d . . . . .
C127 C 0.95913(9) 0.17669(18) 0.29022(7) 0.0282(4) Uani 1 1 d . . . . .
C128 C 0.95917(10) 0.15212(19) 0.23866(7) 0.0313(4) Uani 1 1 d . . . . .
H128 H 0.999321 0.151922 0.221702 0.038 Uiso 1 1 calc R U . . .
C129 C 0.90241(10) 0.12861(19) 0.21273(7) 0.0327(4) Uani 1 1 d . . . . .
H129 H 0.903644 0.112767 0.178050 0.039 Uiso 1 1 calc R U . . .
C130 C 0.84260(10) 0.12765(19) 0.23669(7) 0.0324(4) Uani 1 1 d . . . . .
H130 H 0.803440 0.110417 0.218470 0.039 Uiso 1 1 calc R U . . .
C131 C 0.84085(9) 0.15188(18) 0.28697(7) 0.0278(4) Uani 1 1 d . . . . .
H131 H 0.800221 0.151732 0.303270 0.033 Uiso 1 1 calc R U . . .
N101 N 0.65208(7) 0.33129(14) 0.36503(5) 0.0217(3) Uani 1 1 d . . . . .
N102 N 0.70092(7) 0.38874(15) 0.27792(6) 0.0238(3) Uani 1 1 d . . . . .
H10A H 0.7199(10) 0.393(2) 0.3058(8) 0.031(6) Uiso 1 1 d . . . . .
N103 N 0.81551(8) 0.47803(15) 0.30484(6) 0.0285(4) Uani 1 1 d . . . . .
N104 N 0.87280(8) 0.49881(15) 0.32004(6) 0.0324(4) Uani 1 1 d . . . . .
N105 N 0.99202(10) 0.4904(2) 0.36784(8) 0.0482(5) Uani 1 1 d D . . . .
H10B H 1.0261(14) 0.454(3) 0.3865(12) 0.111(13) Uiso 1 1 d D . . . .
H10C H 0.9795(12) 0.461(2) 0.3336(10) 0.054(7) Uiso 1 1 d . . . . .
N106 N 0.73901(7) 0.26757(15) 0.43715(6) 0.0247(3) Uani 1 1 d . . . . .
H106 H 0.7453(11) 0.262(2) 0.4038(9) 0.046(6) Uiso 1 1 d . . . . .
N107 N 0.84783(7) 0.21324(14) 0.38730(5) 0.0243(3) Uani 1 1 d . . . . .
N108 N 0.90186(7) 0.20110(14) 0.36552(5) 0.0250(3) Uani 1 1 d . . . . .
N109 N 1.01669(9) 0.1960(2) 0.31525(7) 0.0407(4) Uani 1 1 d . . . . .
H10D H 1.0196(12) 0.207(2) 0.3504(10) 0.055(7) Uiso 1 1 d . . . . .
H10E H 1.0558(13) 0.224(2) 0.2979(9) 0.053(7) Uiso 1 1 d . . . . .
O101 O 0.60099(6) 0.36786(13) 0.23927(4) 0.0295(3) Uani 1 1 d . . . . .
O102 O 0.66013(6) 0.29765(13) 0.49570(4) 0.0302(3) Uani 1 1 d D . . . .
C201 C 0.14117(12) 0.2040(3) -0.10694(9) 0.0517(6) Uani 1 1 d . . . . .
H20A H 0.130886 0.139796 -0.132826 0.078 Uiso 1 1 calc R U . . .
H20B H 0.171907 0.166000 -0.082720 0.078 Uiso 1 1 calc R U . . .
H20C H 0.160804 0.281209 -0.121986 0.078 Uiso 1 1 calc R U . . .
O201 O 0.08300(7) 0.24047(18) -0.08270(5) 0.0451(4) Uani 1 1 d . . . . .
H201 H 0.0899(13) 0.309(3) -0.0599(10) 0.068 Uiso 1 1 d . U . . .
C301 C 0.68568(15) 0.4376(3) 0.60780(9) 0.0660(8) Uani 1 1 d . . . . .
H30A H 0.659823 0.509558 0.593854 0.099 Uiso 1 1 calc R U . . .
H30B H 0.728516 0.435934 0.592358 0.099 Uiso 1 1 calc R U . . .
H30C H 0.691258 0.449903 0.643674 0.099 Uiso 1 1 calc R U . . .
O301 O 0.65303(8) 0.31796(19) 0.59840(5) 0.0540(5) Uani 1 1 d D . . . .
H301 H 0.6554(15) 0.312(3) 0.5630(5) 0.081 Uiso 1 1 d D 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 C2 1.385(3) . ?
C1 C6 1.506(2) . ?
C1 N1 1.339(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.391(2) . ?
C5 C19 1.508(3) . ?
C5 N1 1.343(2) . ?
C6 N2 1.352(2) . ?
C6 O1 1.235(2) . ?
C7 C8 1.404(3) . ?
C7 C12 1.397(2) . ?
C7 N2 1.402(2) . ?
C8 C9 1.393(3) . ?
C8 N3 1.419(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.382(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.389(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.414(2) . ?
C13 C18 1.397(3) . ?
C13 N4 1.413(2) . ?
C14 C15 1.407(3) . ?
C14 N5 1.369(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.368(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(3) . ?
C18 H18 0.9500 . ?
C19 N6 1.355(2) . ?
C19 O2 1.232(2) . ?
C20 C21 1.406(2) . ?
C20 C25 1.405(2) . ?
C20 N6 1.398(2) . ?
C21 C22 1.391(3) . ?
C21 N7 1.420(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.379(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.397(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.416(3) . ?
C26 C31 1.394(3) . ?
C26 N8 1.410(2) . ?
C27 C28 1.409(3) . ?
C27 N9 1.362(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.374(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.395(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.385(3) . ?
C31 H31 0.9500 . ?
N2 H2A 0.85(2) . ?
N3 N4 1.269(2) . ?
N5 H5A 0.99(2) . ?
N5 H5B 0.96(3) . ?
N6 H6 0.85(2) . ?
N7 N8 1.269(2) . ?
N9 H9A 0.98(3) . ?
N9 H9B 0.86(3) . ?
C101 C102 1.388(3) . ?
C101 C106 1.512(2) . ?
C101 N101 1.342(2) . ?
C102 H102 0.9500 . ?
C102 C103 1.388(2) . ?
C103 H103 0.9500 . ?
C103 C104 1.382(3) . ?
C104 H104 0.9500 . ?
C104 C105 1.391(2) . ?
C105 C119 1.500(2) . ?
C105 N101 1.344(2) . ?
C106 N102 1.344(2) . ?
C106 O101 1.227(2) . ?
C107 C108 1.410(3) . ?
C107 C112 1.396(2) . ?
C107 N102 1.405(2) . ?
C108 C109 1.393(3) . ?
C108 N103 1.424(2) . ?
C109 H109 0.9500 . ?
C109 C110 1.376(3) . ?
C110 H110 0.9500 . ?
C110 C111 1.391(3) . ?
C111 H111 0.9500 . ?
C111 C112 1.389(3) . ?
C112 H112 0.9500 . ?
C113 C114 1.394(3) . ?
C113 C118 1.413(3) . ?
C113 N104 1.437(3) . ?
C114 C115 1.407(3) . ?
C114 N105 1.376(3) . ?
C115 H115 0.9500 . ?
C115 C116 1.375(3) . ?
C116 H116 0.9500 . ?
C116 C117 1.375(3) . ?
C117 H117 0.9500 . ?
C117 C118 1.389(3) . ?
C118 H118 0.9500 . ?
C119 N106 1.352(2) . ?
C119 O102 1.237(2) . ?
C120 C121 1.414(2) . ?
C120 C125 1.394(2) . ?
C120 N106 1.404(2) . ?
C121 C122 1.396(3) . ?
C121 N107 1.426(2) . ?
C122 H122 0.9500 . ?
C122 C123 1.379(3) . ?
C123 H123 0.9500 . ?
C123 C124 1.383(3) . ?
C124 H124 0.9500 . ?
C124 C125 1.387(3) . ?
C125 H125 0.9500 . ?
C126 C127 1.417(3) . ?
C126 C131 1.401(3) . ?
C126 N108 1.405(2) . ?
C127 C128 1.413(3) . ?
C127 N109 1.363(3) . ?
C128 H128 0.9500 . ?
C128 C129 1.368(3) . ?
C129 H129 0.9500 . ?
C129 C130 1.398(3) . ?
C130 H130 0.9500 . ?
C130 C131 1.380(3) . ?
C131 H131 0.9500 . ?
N102 H10A 0.84(2) . ?
N103 N104 1.256(2) . ?
N105 H10B 0.932(18) . ?
N105 H10C 1.00(3) . ?
N106 H106 0.91(2) . ?
N107 N108 1.271(2) . ?
N109 H10D 0.96(3) . ?
N109 H10E 0.98(3) . ?
C201 H20A 0.9800 . ?
C201 H20B 0.9800 . ?
C201 H20C 0.9800 . ?
C201 O201 1.422(3) . ?
O201 H201 0.94(3) . ?
C301 H30A 0.9800 . ?
C301 H30B 0.9800 . ?
C301 H30C 0.9800 . ?
C301 O301 1.419(3) . ?
O301 H301 0.960(13) . ?

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 119.93(16) . . ?
N1 C1 C2 122.98(17) . . ?
N1 C1 C6 117.09(15) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.70(17) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.14(17) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.44(17) . . ?
C5 C4 H4 120.8 . . ?
C4 C5 C19 119.88(16) . . ?
N1 C5 C4 122.92(17) . . ?
N1 C5 C19 117.20(15) . . ?
N2 C6 C1 113.50(15) . . ?
O1 C6 C1 121.25(16) . . ?
O1 C6 N2 125.24(17) . . ?
C12 C7 C8 119.40(17) . . ?
C12 C7 N2 124.20(16) . . ?
N2 C7 C8 116.40(15) . . ?
C7 C8 N3 115.35(15) . . ?
C9 C8 C7 120.12(16) . . ?
C9 C8 N3 124.48(16) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.01(18) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C11 119.85(18) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 120.99(18) . . ?
C12 C11 H11 119.5 . . ?
C7 C12 H12 120.2 . . ?
C11 C12 C7 119.61(18) . . ?
C11 C12 H12 120.2 . . ?
C18 C13 C14 120.33(16) . . ?
C18 C13 N4 124.29(16) . . ?
N4 C13 C14 115.37(16) . . ?
C15 C14 C13 117.69(17) . . ?
N5 C14 C13 121.55(17) . . ?
N5 C14 C15 120.73(17) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.03(17) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.25(17) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.13(18) . . ?
C18 C17 H17 120.4 . . ?
C13 C18 H18 119.7 . . ?
C17 C18 C13 120.58(17) . . ?
C17 C18 H18 119.7 . . ?
N6 C19 C5 113.69(15) . . ?
O2 C19 C5 120.76(16) . . ?
O2 C19 N6 125.55(17) . . ?
C25 C20 C21 119.36(17) . . ?
N6 C20 C21 118.05(15) . . ?
N6 C20 C25 122.52(16) . . ?
C20 C21 N7 116.00(16) . . ?
C22 C21 C20 119.61(16) . . ?
C22 C21 N7 124.39(16) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 120.98(17) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.23(18) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.10(17) . . ?
C25 C24 H24 119.4 . . ?
C20 C25 H25 120.1 . . ?
C24 C25 C20 119.71(17) . . ?
C24 C25 H25 120.1 . . ?
C31 C26 C27 120.70(16) . . ?
C31 C26 N8 124.50(17) . . ?
N8 C26 C27 114.80(17) . . ?
C28 C27 C26 117.46(18) . . ?
N9 C27 C26 121.98(17) . . ?
N9 C27 C28 120.56(18) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 C27 120.99(18) . . ?
C29 C28 H28 119.5 . . ?
C28 C29 H29 119.4 . . ?
C28 C29 C30 121.26(18) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 H30 120.5 . . ?
C31 C30 C29 118.9(2) . . ?
C31 C30 H30 120.5 . . ?
C26 C31 H31 119.7 . . ?
C30 C31 C26 120.67(18) . . ?
C30 C31 H31 119.7 . . ?
C1 N1 C5 117.74(15) . . ?
C6 N2 C7 130.14(16) . . ?
C6 N2 H2A 115.3(14) . . ?
C7 N2 H2A 114.5(14) . . ?
N4 N3 C8 114.71(15) . . ?
N3 N4 C13 114.59(15) . . ?
C14 N5 H5A 113.4(13) . . ?
C14 N5 H5B 113.7(16) . . ?
H5A N5 H5B 119(2) . . ?
C19 N6 C20 129.05(15) . . ?
C19 N6 H6 116.9(15) . . ?
C20 N6 H6 113.9(15) . . ?
N8 N7 C21 113.88(15) . . ?
N7 N8 C26 115.51(15) . . ?
C27 N9 H9A 116.5(15) . . ?
C27 N9 H9B 117.5(18) . . ?
H9A N9 H9B 125(2) . . ?
C102 C101 C106 120.37(15) . . ?
N101 C101 C102 123.07(16) . . ?
N101 C101 C106 116.56(15) . . ?
C101 C102 H102 120.8 . . ?
C101 C102 C103 118.45(16) . . ?
C103 C102 H102 120.8 . . ?
C102 C103 H103 120.4 . . ?
C104 C103 C102 119.27(17) . . ?
C104 C103 H103 120.4 . . ?
C103 C104 H104 120.7 . . ?
C103 C104 C105 118.55(16) . . ?
C105 C104 H104 120.7 . . ?
C104 C105 C119 119.73(15) . . ?
N101 C105 C104 122.94(16) . . ?
N101 C105 C119 117.33(15) . . ?
N102 C106 C101 112.85(15) . . ?
O101 C106 C101 121.17(16) . . ?
O101 C106 N102 125.99(16) . . ?
C112 C107 C108 120.15(17) . . ?
C112 C107 N102 123.61(17) . . ?
N102 C107 C108 116.14(16) . . ?
C107 C108 N103 114.12(15) . . ?
C109 C108 C107 119.87(17) . . ?
C109 C108 N103 126.01(17) . . ?
C108 C109 H109 120.1 . . ?
C110 C109 C108 119.74(19) . . ?
C110 C109 H109 120.1 . . ?
C109 C110 H110 119.8 . . ?
C109 C110 C111 120.42(18) . . ?
C111 C110 H110 119.8 . . ?
C110 C111 H111 119.5 . . ?
C112 C111 C110 121.08(19) . . ?
C112 C111 H111 119.5 . . ?
C107 C112 H112 120.6 . . ?
C111 C112 C107 118.72(19) . . ?
C111 C112 H112 120.6 . . ?
C114 C113 C118 120.31(19) . . ?
C114 C113 N104 116.37(19) . . ?
C118 C113 N104 123.31(18) . . ?
C113 C114 C115 118.9(2) . . ?
N105 C114 C113 121.0(2) . . ?
N105 C114 C115 120.1(2) . . ?
C114 C115 H115 120.2 . . ?
C116 C115 C114 119.6(2) . . ?
C116 C115 H115 120.2 . . ?
C115 C116 H116 118.9 . . ?
C115 C116 C117 122.2(2) . . ?
C117 C116 H116 118.9 . . ?
C116 C117 H117 120.4 . . ?
C116 C117 C118 119.3(2) . . ?
C118 C117 H117 120.4 . . ?
C113 C118 H118 120.2 . . ?
C117 C118 C113 119.6(2) . . ?
C117 C118 H118 120.2 . . ?
N106 C119 C105 114.20(14) . . ?
O102 C119 C105 120.09(16) . . ?
O102 C119 N106 125.70(16) . . ?
C125 C120 C121 119.41(16) . . ?
C125 C120 N106 123.52(17) . . ?
N106 C120 C121 117.05(15) . . ?
C120 C121 N107 116.28(15) . . ?
C122 C121 C120 119.71(16) . . ?
C122 C121 N107 124.02(16) . . ?
C121 C122 H122 120.0 . . ?
C123 C122 C121 120.09(17) . . ?
C123 C122 H122 120.0 . . ?
C122 C123 H123 120.0 . . ?
C122 C123 C124 120.07(18) . . ?
C124 C123 H123 120.0 . . ?
C123 C124 H124 119.4 . . ?
C123 C124 C125 121.10(17) . . ?
C125 C124 H124 119.4 . . ?
C120 C125 H125 120.2 . . ?
C124 C125 C120 119.53(17) . . ?
C124 C125 H125 120.2 . . ?
C131 C126 C127 119.95(17) . . ?
C131 C126 N108 125.15(16) . . ?
N108 C126 C127 114.89(16) . . ?
C128 C127 C126 117.88(17) . . ?
N109 C127 C126 122.37(17) . . ?
N109 C127 C128 119.73(17) . . ?
C127 C128 H128 119.4 . . ?
C129 C128 C127 121.15(18) . . ?
C129 C128 H128 119.4 . . ?
C128 C129 H129 119.6 . . ?
C128 C129 C130 120.76(18) . . ?
C130 C129 H129 119.6 . . ?
C129 C130 H130 120.2 . . ?
C131 C130 C129 119.53(18) . . ?
C131 C130 H130 120.2 . . ?
C126 C131 H131 119.6 . . ?
C130 C131 C126 120.73(17) . . ?
C130 C131 H131 119.6 . . ?
C101 N101 C105 117.71(15) . . ?
C106 N102 C107 130.10(16) . . ?
C106 N102 H10A 118.1(14) . . ?
C107 N102 H10A 111.7(14) . . ?
N104 N103 C108 116.38(16) . . ?
N103 N104 C113 112.24(16) . . ?
C114 N105 H10B 114(2) . . ?
C114 N105 H10C 111.1(14) . . ?
H10B N105 H10C 124(3) . . ?
C119 N106 C120 129.35(15) . . ?
C119 N106 H106 117.1(15) . . ?
C120 N106 H106 113.4(15) . . ?
N108 N107 C121 113.44(15) . . ?
N107 N108 C126 116.32(15) . . ?
C127 N109 H10D 123.1(15) . . ?
C127 N109 H10E 121.1(14) . . ?
H10D N109 H10E 114(2) . . ?
H20A C201 H20B 109.5 . . ?
H20A C201 H20C 109.5 . . ?
H20B C201 H20C 109.5 . . ?
O201 C201 H20A 109.5 . . ?
O201 C201 H20B 109.5 . . ?
O201 C201 H20C 109.5 . . ?
C201 O201 H201 112.3(16) . . ?
H30A C301 H30B 109.5 . . ?
H30A C301 H30C 109.5 . . ?
H30B C301 H30C 109.5 . . ?
O301 C301 H30A 109.5 . . ?
O301 C301 H30B 109.5 . . ?
O301 C301 H30C 109.5 . . ?
C301 O301 H301 101.6(18) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C12 H12 O1 0.95 2.35 2.953(2) 120.7 . yes
C25 H25 O2 0.95 2.33 2.924(2) 119.8 . yes
N2 H2A N1 0.85(2) 2.25(2) 2.680(2) 111.1(16) . yes
N2 H2A N3 0.85(2) 2.20(2) 2.637(2) 112.1(16) . yes
N5 H5B O101 0.96(3) 2.01(3) 2.949(2) 165(2) . yes
N6 H6 N1 0.85(2) 2.25(2) 2.667(2) 110.3(17) . yes
N6 H6 N7 0.85(2) 2.27(2) 2.688(2) 110.6(17) . yes
N9 H9A O301 0.98(3) 1.98(3) 2.966(2) 174(2) 4_565 yes
C112 H112 O101 0.95 2.42 2.984(2) 118.1 . yes
C125 H125 O102 0.95 2.31 2.922(2) 121.8 . yes
N102 H10A N103 0.84(2) 2.15(2) 2.613(2) 114.7(17) . yes
N105 H10B O201 0.932(18) 2.45(2) 3.283(3) 149(3) 4_666 yes
N106 H106 N107 0.91(2) 2.22(2) 2.687(2) 111.4(18) . yes
N109 H10D O201 0.96(3) 2.27(3) 3.114(2) 147(2) 4_666 yes
N109 H10E O2 0.98(3) 2.15(3) 3.087(2) 160(2) 1_655 yes
O201 H201 O1 0.94(3) 1.96(3) 2.821(2) 151(2) . yes
O301 H301 O102 0.960(13) 1.824(13) 2.7837(19) 179(3) . yes

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
C1 C2 C3 C4 -2.8(3) . . . . ?
C1 C6 N2 C7 -178.21(17) . . . . ?
C2 C1 C6 N2 162.84(16) . . . . ?
C2 C1 C6 O1 -16.9(3) . . . . ?
C2 C1 N1 C5 1.4(3) . . . . ?
C2 C3 C4 C5 1.4(3) . . . . ?
C3 C4 C5 C19 -177.87(16) . . . . ?
C3 C4 C5 N1 1.5(3) . . . . ?
C4 C5 C19 N6 178.14(15) . . . . ?
C4 C5 C19 O2 -1.4(3) . . . . ?
C4 C5 N1 C1 -2.9(2) . . . . ?
C5 C19 N6 C20 176.29(16) . . . . ?
C6 C1 C2 C3 -178.55(16) . . . . ?
C6 C1 N1 C5 -178.62(15) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
C7 C8 N3 N4 173.94(15) . . . . ?
C8 C7 C12 C11 0.6(3) . . . . ?
C8 C7 N2 C6 174.90(17) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
C8 N3 N4 C13 175.71(14) . . . . ?
C9 C8 N3 N4 -8.7(2) . . . . ?
C9 C10 C11 C12 -1.2(3) . . . . ?
C10 C11 C12 C7 0.5(3) . . . . ?
C12 C7 C8 C9 -1.1(3) . . . . ?
C12 C7 C8 N3 176.41(16) . . . . ?
C12 C7 N2 C6 -5.7(3) . . . . ?
C13 C14 C15 C16 0.5(3) . . . . ?
C14 C13 C18 C17 -0.1(3) . . . . ?
C14 C13 N4 N3 173.35(15) . . . . ?
C14 C15 C16 C17 -0.5(3) . . . . ?
C15 C16 C17 C18 0.2(3) . . . . ?
C16 C17 C18 C13 0.1(3) . . . . ?
C18 C13 C14 C15 -0.2(3) . . . . ?
C18 C13 C14 N5 -178.28(17) . . . . ?
C18 C13 N4 N3 -7.8(2) . . . . ?
C19 C5 N1 C1 176.47(15) . . . . ?
C20 C21 C22 C23 1.4(3) . . . . ?
C20 C21 N7 N8 172.83(15) . . . . ?
C21 C20 C25 C24 0.4(3) . . . . ?
C21 C20 N6 C19 167.46(17) . . . . ?
C21 C22 C23 C24 -1.1(3) . . . . ?
C21 N7 N8 C26 178.05(14) . . . . ?
C22 C21 N7 N8 -7.1(2) . . . . ?
C22 C23 C24 C25 0.5(3) . . . . ?
C23 C24 C25 C20 -0.2(3) . . . . ?
C25 C20 C21 C22 -1.1(3) . . . . ?
C25 C20 C21 N7 179.02(15) . . . . ?
C25 C20 N6 C19 -15.6(3) . . . . ?
C26 C27 C28 C29 -0.4(3) . . . . ?
C27 C26 C31 C30 1.3(3) . . . . ?
C27 C26 N8 N7 170.85(16) . . . . ?
C27 C28 C29 C30 0.9(3) . . . . ?
C28 C29 C30 C31 -0.4(3) . . . . ?
C29 C30 C31 C26 -0.7(3) . . . . ?
C31 C26 C27 C28 -0.7(3) . . . . ?
C31 C26 C27 N9 179.39(19) . . . . ?
C31 C26 N8 N7 -9.2(3) . . . . ?
N1 C1 C2 C3 1.4(3) . . . . ?
N1 C1 C6 N2 -17.1(2) . . . . ?
N1 C1 C6 O1 163.17(16) . . . . ?
N1 C5 C19 N6 -1.3(2) . . . . ?
N1 C5 C19 O2 179.16(16) . . . . ?
N2 C7 C8 C9 178.36(17) . . . . ?
N2 C7 C8 N3 -4.1(2) . . . . ?
N2 C7 C12 C11 -178.81(18) . . . . ?
N3 C8 C9 C10 -176.79(18) . . . . ?
N4 C13 C14 C15 178.61(15) . . . . ?
N4 C13 C14 N5 0.6(2) . . . . ?
N4 C13 C18 C17 -178.81(16) . . . . ?
N5 C14 C15 C16 178.58(18) . . . . ?
N6 C20 C21 C22 175.93(16) . . . . ?
N6 C20 C21 N7 -4.0(2) . . . . ?
N6 C20 C25 C24 -176.41(17) . . . . ?
N7 C21 C22 C23 -178.68(16) . . . . ?
N8 C26 C27 C28 179.23(16) . . . . ?
N8 C26 C27 N9 -0.7(3) . . . . ?
N8 C26 C31 C30 -178.66(17) . . . . ?
N9 C27 C28 C29 179.52(19) . . . . ?
O1 C6 N2 C7 1.5(3) . . . . ?
O2 C19 N6 C20 -4.2(3) . . . . ?
C101 C102 C103 C104 -0.8(3) . . . . ?
C101 C106 N102 C107 177.46(17) . . . . ?
C102 C101 C106 N102 173.64(16) . . . . ?
C102 C101 C106 O101 -6.2(2) . . . . ?
C102 C101 N101 C105 -0.4(2) . . . . ?
C102 C103 C104 C105 -0.4(3) . . . . ?
C103 C104 C105 C119 -177.49(16) . . . . ?
C103 C104 C105 N101 1.3(3) . . . . ?
C104 C105 C119 N106 162.76(16) . . . . ?
C104 C105 C119 O102 -15.9(2) . . . . ?
C104 C105 N101 C101 -0.9(2) . . . . ?
C105 C119 N106 C120 175.71(16) . . . . ?
C106 C101 C102 C103 -179.19(16) . . . . ?
C106 C101 N101 C105 -179.97(15) . . . . ?
C107 C108 C109 C110 0.1(3) . . . . ?
C107 C108 N103 N104 169.60(16) . . . . ?
C108 C107 C112 C111 -0.4(3) . . . . ?
C108 C107 N102 C106 167.66(17) . . . . ?
C108 C109 C110 C111 -1.0(3) . . . . ?
C108 N103 N104 C113 177.74(15) . . . . ?
C109 C108 N103 N104 -10.8(3) . . . . ?
C109 C110 C111 C112 1.3(3) . . . . ?
C110 C111 C112 C107 -0.6(3) . . . . ?
C112 C107 C108 C109 0.6(3) . . . . ?
C112 C107 C108 N103 -179.74(16) . . . . ?
C112 C107 N102 C106 -15.8(3) . . . . ?
C113 C114 C115 C116 2.6(3) . . . . ?
C114 C113 C118 C117 0.7(3) . . . . ?
C114 C113 N104 N103 165.66(16) . . . . ?
C114 C115 C116 C117 -1.6(3) . . . . ?
C115 C116 C117 C118 0.2(3) . . . . ?
C116 C117 C118 C113 0.3(3) . . . . ?
C118 C113 C114 C115 -2.2(3) . . . . ?
C118 C113 C114 N105 178.90(19) . . . . ?
C118 C113 N104 N103 -13.3(3) . . . . ?
C119 C105 N101 C101 177.92(15) . . . . ?
C120 C121 C122 C123 1.9(3) . . . . ?
C120 C121 N107 N108 176.28(15) . . . . ?
C121 C120 C125 C124 2.4(3) . . . . ?
C121 C120 N106 C119 -178.41(17) . . . . ?
C121 C122 C123 C124 0.8(3) . . . . ?
C121 N107 N108 C126 177.50(14) . . . . ?
C122 C121 N107 N108 -4.4(2) . . . . ?
C122 C123 C124 C125 -1.9(3) . . . . ?
C123 C124 C125 C120 0.2(3) . . . . ?
C125 C120 C121 C122 -3.5(3) . . . . ?
C125 C120 C121 N107 175.89(15) . . . . ?
C125 C120 N106 C119 -0.2(3) . . . . ?
C126 C127 C128 C129 -0.2(3) . . . . ?
C127 C126 C131 C130 -0.2(3) . . . . ?
C127 C126 N108 N107 173.96(15) . . . . ?
C127 C128 C129 C130 -0.3(3) . . . . ?
C128 C129 C130 C131 0.6(3) . . . . ?
C129 C130 C131 C126 -0.3(3) . . . . ?
C131 C126 C127 C128 0.5(3) . . . . ?
C131 C126 C127 N109 -177.80(18) . . . . ?
C131 C126 N108 N107 -6.9(2) . . . . ?
N101 C101 C102 C103 1.2(3) . . . . ?
N101 C101 C106 N102 -6.7(2) . . . . ?
N101 C101 C106 O101 173.38(15) . . . . ?
N101 C105 C119 N106 -16.1(2) . . . . ?
N101 C105 C119 O102 165.21(16) . . . . ?
N102 C107 C108 C109 177.26(16) . . . . ?
N102 C107 C108 N103 -3.1(2) . . . . ?
N102 C107 C112 C111 -176.76(17) . . . . ?
N103 C108 C109 C110 -179.53(18) . . . . ?
N104 C113 C114 C115 178.87(17) . . . . ?
N104 C113 C114 N105 -0.1(3) . . . . ?
N104 C113 C118 C117 179.62(18) . . . . ?
N105 C114 C115 C116 -178.5(2) . . . . ?
N106 C120 C121 C122 174.86(15) . . . . ?
N106 C120 C121 N107 -5.8(2) . . . . ?
N106 C120 C125 C124 -175.80(17) . . . . ?
N107 C121 C122 C123 -177.45(16) . . . . ?
N108 C126 C127 C128 179.68(16) . . . . ?
N108 C126 C127 N109 1.4(3) . . . . ?
N108 C126 C131 C130 -179.30(17) . . . . ?
N109 C127 C128 C129 178.10(19) . . . . ?
O101 C106 N102 C107 -2.7(3) . . . . ?
O102 C119 N106 C120 -5.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1B
_database_code_depnum_ccdc_archive 'CCDC 2426871'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2025-02-25 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_audit_creation_date             2025-01-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N9 O2'
_chemical_formula_sum            'C31 H25 N9 O2'
_chemical_formula_weight         555.60
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0028 0.0015 '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 0.0056 0.0031 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0101 0.0057 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.58120(10)
_cell_length_b                   42.4637(2)
_cell_length_c                   7.06860(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.5710(10)
_cell_angle_gamma                90
_cell_volume                     5252.23(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    31317
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      34.23635575487595
_cell_measurement_theta_min      0.9229657190453352
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.987
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.9888206656212878
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CCP4 8.0.018: AIMLESS, version 0.7.15 : 02/11/23
Scaling & analysis of unmerged intensities, absorption correction using spherical harmonics
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2320
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.012
_exptl_crystal_size_min          0.0097
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0610
_diffrn_reflns_av_unetI/netI     0.0791
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       69
_diffrn_reflns_limit_k_min       -71
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            115588
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         36.114
_diffrn_reflns_theta_min         1.128
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'Photon counting pixel array'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Dectris PILATUS 2M'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device       'Fixed χ 3-circle diffractometer'
_diffrn_measurement_device_type  'Fluid Film Devices'
_diffrn_measurement_method       'shutterless scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMount'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_radiation_monochromator  'Silicon 111'
_diffrn_source                   Synchrotron
_diffrn_source_type              'Diamond Light Source Beamline I19-1'
_diffrn_source_details           'Allan et al. (2017)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                15417
_reflns_number_total             25728
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
aimless (Evans, P. R. and Murshudov, G. N., 2013)
ccp4 (Winn, M. D. et al., 2011)
DIALS 3.18.1-gafd9b17f2-release (Winter, G. et al., 2018)
pointless (Evans, P., 2006)
XIA2 3.18.0 (Winter, G., 2010)
;
_computing_data_collection       'GDA - generic data acquisition software'
_computing_data_reduction        
;
aimless (Evans, P. R. and Murshudov, G. N., 2013)
ccp4 (Winn, M. D. et al., 2011)
DIALS 3.18.1-gafd9b17f2-release (Winter, G. et al., 2018)
pointless (Evans, P., 2006)
XIA2 3.18.0 (Winter, G., 2010)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     997
_refine_ls_number_reflns         25728
_refine_ls_number_restraints     1687
_refine_ls_R_factor_all          0.1041
_refine_ls_R_factor_gt           0.0580
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0752P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1483
_refine_ls_wR_factor_ref         0.1615
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2. Restrained distances
 C13-C14 \\sim C13A-C14A
 with sigma of 0.02
 C13-C18 \\sim C13A-C18A
 with sigma of 0.02
 C13-N4 \\sim C13A-N4
 with sigma of 0.02
 C14-C15 \\sim C14A-C15A
 with sigma of 0.02
 C14-N5 \\sim C14A-N5A
 with sigma of 0.02
 C15-C16 \\sim C15A-C16A
 with sigma of 0.02
 C16-C17 \\sim C16A-C17A
 with sigma of 0.02
 C17-C18 \\sim C17A-C18A
 with sigma of 0.02
 C13-C15 \\sim C13A-C15A
 with sigma of 0.04
 C13-C17 \\sim C13A-C17A
 with sigma of 0.04
 C13-N5 \\sim C13A-N5A
 with sigma of 0.04
 C14-C16 \\sim C14A-C16A
 with sigma of 0.04
 C14-C18 \\sim C14A-C18A
 with sigma of 0.04
 C14-N4 \\sim C14A-N4
 with sigma of 0.04
 C15-C17 \\sim C15A-C17A
 with sigma of 0.04
 C15-N5 \\sim C15A-N5A
 with sigma of 0.04
 C16-C18 \\sim C16A-C18A
 with sigma of 0.04
 C18-N4 \\sim C18A-N4
 with sigma of 0.04
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C26-C31 \\sim C26A-C31A
 with sigma of 0.02
 C26-N8 \\sim C26A-N8
 with sigma of 0.01
 C26-C31A \\sim C26A-C31A
 with sigma of 0.02
 C26-C27A \\sim C26A-C27A
 with sigma of 0.02
 C27-C28 \\sim C27A-C28A
 with sigma of 0.02
 C28-C29 \\sim C28A-C29A
 with sigma of 0.02
 C29-C30 \\sim C29A-C30A
 with sigma of 0.02
 C30-C31 \\sim C30A-C31A
 with sigma of 0.02
 C27-C29 \\sim C27A-C29A
 with sigma of 0.04
 C27-C31 \\sim C27A-C31A
 with sigma of 0.04
 C27-N8 \\sim C27A-N8
 with sigma of 0.04
 C28-C30 \\sim C28A-C30A
 with sigma of 0.04
 C29-C31 \\sim C29A-C31A
 with sigma of 0.04
 C31-N8 \\sim C31A-N8
 with sigma of 0.04
 C126-C127 \\sim C26B-C27B
 with sigma of 0.01
 C126-C131 \\sim C26B-C31B
 with sigma of 0.01
 C126-N108 \\sim C26B-N108
 with sigma of 0.02
 C127-C128 \\sim C27B-C28B
 with sigma of 0.02
 C127-N109 \\sim C27B-N9B
 with sigma of 0.02
 C128-C129 \\sim C28B-C29B
 with sigma of 0.02
 C129-C130 \\sim C29B-C30B
 with sigma of 0.02
 C130-C131 \\sim C30B-C31B
 with sigma of 0.02
 C126-C128 \\sim C26B-C28B
 with sigma of 0.04
 C126-C130 \\sim C26B-C30B
 with sigma of 0.04
 C126-N109 \\sim C26B-N9B
 with sigma of 0.04
 C127-C129 \\sim C27B-C29B
 with sigma of 0.04
 C127-C131 \\sim C27B-C31B
 with sigma of 0.04
 C127-N108 \\sim C27B-N108
 with sigma of 0.04
 C128-C130 \\sim C28B-C30B
 with sigma of 0.04
 C128-N109 \\sim C28B-N9B
 with sigma of 0.04
 C129-C131 \\sim C29B-C31B
 with sigma of 0.04
 C131-N108 \\sim C31B-N108
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim C18 \\sim C13A \\sim C14A
\\sim C15A \\sim C16A \\sim C17A \\sim C18A \\sim N5 \\sim N5A: within 6A with
sigma of 0.02 and sigma for terminal atoms of 0.04 within 6A
C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C26A \\sim C27A
\\sim C28A \\sim C29A \\sim C30A \\sim C31A \\sim N9 \\sim N9A: within 6A with
sigma of 0.005 and sigma for terminal atoms of 0.02 within 6A
C126 \\sim C127 \\sim C128 \\sim C129 \\sim C130 \\sim C131 \\sim C26B \\sim
C27B \\sim C28B \\sim C29B \\sim C30B \\sim C31B \\sim N109 \\sim N9B: within
6A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 6A
4. Others
 Sof(C13A)=Sof(C14A)=Sof(C15A)=Sof(H15A)=Sof(C16A)=Sof(H16A)=Sof(C17A)=
 Sof(H17A)=Sof(C18A)=Sof(H18A)=Sof(N5A)=Sof(H5AA)=Sof(H5AB)=1-FVAR(1)
 Sof(C13)=Sof(C14)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=
 Sof(C18)=Sof(H18)=Sof(N5)=Sof(H5A)=Sof(H5B)=FVAR(1)
 Sof(C26A)=Sof(C27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=Sof(C30A)=
 Sof(H30A)=Sof(C31A)=Sof(H31A)=Sof(N9A)=Sof(H9AA)=Sof(H9AB)=1-FVAR(2)
 Sof(C26)=Sof(C27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=
 Sof(C31)=Sof(H31)=Sof(N9)=Sof(H9A)=Sof(H9B)=FVAR(2)
 Sof(C26B)=Sof(C27B)=Sof(C28B)=Sof(H28B)=Sof(C29B)=Sof(H29B)=Sof(C30B)=
 Sof(H30B)=Sof(C31B)=Sof(H31B)=Sof(N9B)=Sof(H9BA)=Sof(H9BB)=1-FVAR(3)
 Sof(C126)=Sof(C127)=Sof(C128)=Sof(H128)=Sof(C129)=Sof(H129)=Sof(C130)=
 Sof(H130)=Sof(C131)=Sof(H131)=Sof(N109)=Sof(H10D)=Sof(H10E)=FVAR(3)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15),
 C16(H16), C17(H17), C18(H18), C15A(H15A), C16A(H16A), C17A(H17A), C18A(H18A),
 C22(H22), C23(H23), C24(H24), C25(H25), C28(H28), C29(H29), C30(H30), C31(H31),
  C28A(H28A), C29A(H29A), C30A(H30A), C31A(H31A), C102(H102), C103(H103),
 C104(H104), C109(H109), C110(H110), C111(H111), C112(H112), C115(H115),
 C116(H116), C117(H117), C118(H118), C122(H122), C123(H123), C124(H124),
 C125(H125), C128(H128), C129(H129), C130(H130), C131(H131), C28B(H28B),
 C29B(H29B), C30B(H30B), C31B(H31B)
5.b X=CH2 refined with riding coordinates:
 N5A(H5AA,H5AB), N9A(H9AA,H9AB), N9B(H9BA,H9BB)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.24063(6) 0.35608(3) 0.20327(15) 0.01805(19) Uani 1 1 d . . . . .
C2 C 0.16829(6) 0.34246(3) 0.17777(17) 0.0235(2) Uani 1 1 d . . . . .
H2 H 0.124030 0.354417 0.197000 0.028 Uiso 1 1 calc R U . . .
C3 C 0.16213(7) 0.31112(3) 0.12382(18) 0.0260(2) Uani 1 1 d . . . . .
H3 H 0.113545 0.301188 0.105632 0.031 Uiso 1 1 calc R U . . .
C4 C 0.22808(7) 0.29451(3) 0.09685(18) 0.0240(2) Uani 1 1 d . . . . .
H4 H 0.225528 0.273141 0.056924 0.029 Uiso 1 1 calc R U . . .
C5 C 0.29837(6) 0.30987(2) 0.12963(16) 0.0194(2) Uani 1 1 d . . . . .
C6 C 0.24627(6) 0.39018(3) 0.26171(15) 0.01772(19) Uani 1 1 d . . . . .
C7 C 0.33780(6) 0.43285(2) 0.34114(16) 0.01780(19) Uani 1 1 d . . . . .
C8 C 0.40884(6) 0.43767(2) 0.44694(16) 0.01805(19) Uani 1 1 d . . . . .
C9 C 0.43077(7) 0.46809(3) 0.50342(18) 0.0234(2) Uani 1 1 d . . . . .
H9 H 0.478121 0.471424 0.577484 0.028 Uiso 1 1 calc R U . . .
C10 C 0.38370(7) 0.49344(3) 0.45182(19) 0.0272(2) Uani 1 1 d . . . . .
H10 H 0.398912 0.514156 0.489579 0.033 Uiso 1 1 calc R U . . .
C11 C 0.31411(7) 0.48852(3) 0.34463(19) 0.0265(2) Uani 1 1 d . . . . .
H11 H 0.282450 0.506027 0.307677 0.032 Uiso 1 1 calc R U . . .
C12 C 0.29034(7) 0.45842(3) 0.29096(18) 0.0229(2) Uani 1 1 d . . . . .
H12 H 0.242113 0.455242 0.220602 0.027 Uiso 1 1 calc R U . . .
C13 C 0.56248(10) 0.38748(4) 0.6149(4) 0.0176(3) Uani 0.910(2) 1 d D U P A 1
C14 C 0.63879(8) 0.39231(3) 0.6913(2) 0.0191(3) Uani 0.910(2) 1 d D U P A 1
C15 C 0.68588(8) 0.36583(4) 0.7292(2) 0.0233(3) Uani 0.910(2) 1 d D U P A 1
H15 H 0.738163 0.368656 0.773892 0.028 Uiso 0.910(2) 1 calc R U P A 1
C16 C 0.65689(8) 0.33579(3) 0.7021(2) 0.0244(3) Uani 0.910(2) 1 d D U P A 1
H16 H 0.689203 0.318160 0.731251 0.029 Uiso 0.910(2) 1 calc R U P A 1
C17 C 0.58029(8) 0.33092(3) 0.6321(2) 0.0229(3) Uani 0.910(2) 1 d D U P A 1
H17 H 0.560329 0.310194 0.616395 0.027 Uiso 0.910(2) 1 calc R U P A 1
C18 C 0.53454(8) 0.35671(3) 0.5866(3) 0.0193(3) Uani 0.910(2) 1 d D U P A 1
H18 H 0.483140 0.353597 0.535148 0.023 Uiso 0.910(2) 1 calc R U P A 1
C13A C 0.5734(10) 0.3930(3) 0.629(5) 0.025(3) Uani 0.090(2) 1 d D U P A 2
C14A C 0.5541(7) 0.3618(3) 0.605(3) 0.026(3) Uani 0.090(2) 1 d D U P A 2
C15A C 0.6130(7) 0.3390(3) 0.661(2) 0.024(2) Uani 0.090(2) 1 d D U P A 2
H15A H 0.605116 0.316940 0.647378 0.029 Uiso 0.090(2) 1 calc R U P A 2
C16A C 0.6804(7) 0.3515(3) 0.736(2) 0.022(2) Uani 0.090(2) 1 d D U P A 2
H16A H 0.720341 0.337061 0.773447 0.026 Uiso 0.090(2) 1 calc R U P A 2
C17A C 0.6969(7) 0.3832(3) 0.763(2) 0.028(2) Uani 0.090(2) 1 d D U P A 2
H17A H 0.745381 0.389629 0.821156 0.033 Uiso 0.090(2) 1 calc R U P A 2
C18A C 0.6441(7) 0.4047(3) 0.705(2) 0.021(2) Uani 0.090(2) 1 d D U P A 2
H18A H 0.654131 0.426644 0.715248 0.025 Uiso 0.090(2) 1 calc R U P A 2
C19 C 0.37054(6) 0.29112(2) 0.11433(17) 0.0211(2) Uani 1 1 d . . . . .
C20 C 0.51108(6) 0.29599(2) 0.18391(17) 0.0205(2) Uani 1 1 d . . . . .
C21 C 0.57088(6) 0.31756(3) 0.17145(17) 0.0208(2) Uani 1 1 d . . . . .
C22 C 0.64666(7) 0.30752(3) 0.20388(18) 0.0263(2) Uani 1 1 d . . . . .
H22 H 0.687138 0.322022 0.192869 0.032 Uiso 1 1 calc R U . . .
C23 C 0.66291(7) 0.27646(3) 0.2521(2) 0.0304(3) Uani 1 1 d . . . . .
H23 H 0.714453 0.269603 0.273704 0.036 Uiso 1 1 calc R U . . .
C24 C 0.60336(8) 0.25533(3) 0.2687(2) 0.0295(3) Uani 1 1 d . . . . .
H24 H 0.614717 0.234159 0.304575 0.035 Uiso 1 1 calc R U . . .
C25 C 0.52785(7) 0.26468(3) 0.23386(19) 0.0256(2) Uani 1 1 d . . . . .
H25 H 0.487733 0.249961 0.243752 0.031 Uiso 1 1 calc R U . . .
C26 C 0.58572(11) 0.40089(4) 0.1433(5) 0.0220(3) Uani 0.879(2) 1 d D U P B 1
C27 C 0.51685(9) 0.41339(4) 0.0549(3) 0.0223(3) Uani 0.879(2) 1 d D U P B 1
C28 C 0.51290(10) 0.44621(3) 0.0293(2) 0.0289(3) Uani 0.879(2) 1 d D U P B 1
H28 H 0.467738 0.455255 -0.032657 0.035 Uiso 0.879(2) 1 calc R U P B 1
C29 C 0.57275(11) 0.46546(4) 0.0918(3) 0.0332(3) Uani 0.879(2) 1 d D U P B 1
H29 H 0.568688 0.487508 0.070293 0.040 Uiso 0.879(2) 1 calc R U P B 1
C30 C 0.63993(10) 0.45308(3) 0.1872(2) 0.0317(3) Uani 0.879(2) 1 d D U P B 1
H30 H 0.680585 0.466571 0.234042 0.038 Uiso 0.879(2) 1 calc R U P B 1
C31 C 0.64558(9) 0.42106(4) 0.2112(2) 0.0257(3) Uani 0.879(2) 1 d D U P B 1
H31 H 0.690841 0.412369 0.274900 0.031 Uiso 0.879(2) 1 calc R U P B 1
C26A C 0.5732(10) 0.4001(2) 0.129(4) 0.0270(9) Uani 0.121(2) 1 d D U P B 2
C27A C 0.6203(7) 0.4264(2) 0.180(2) 0.0278(9) Uani 0.121(2) 1 d D U P B 2
C28A C 0.6010(7) 0.4583(2) 0.1438(19) 0.0273(9) Uani 0.121(2) 1 d D U P B 2
H28A H 0.635968 0.474722 0.180607 0.033 Uiso 0.121(2) 1 calc R U P B 2
C29A C 0.5310(6) 0.4646(2) 0.0546(17) 0.0287(9) Uani 0.121(2) 1 d D U P B 2
H29A H 0.517275 0.486062 0.034332 0.034 Uiso 0.121(2) 1 calc R U P B 2
C30A C 0.4786(7) 0.4421(2) -0.0083(18) 0.0282(9) Uani 0.121(2) 1 d D U P B 2
H30A H 0.431056 0.447454 -0.076107 0.034 Uiso 0.121(2) 1 calc R U P B 2
C31A C 0.4997(8) 0.4099(3) 0.034(3) 0.0265(9) Uani 0.121(2) 1 d D U P B 2
H31A H 0.463237 0.393952 -0.002033 0.032 Uiso 0.121(2) 1 calc R U P B 2
N1 N 0.30521(5) 0.34028(2) 0.18070(13) 0.01814(17) Uani 1 1 d . . . . .
N2 N 0.31786(5) 0.40190(2) 0.28467(14) 0.01855(17) Uani 1 1 d . . . . .
H2A H 0.3566(9) 0.3880(4) 0.275(2) 0.036(4) Uiso 1 1 d . . . . .
N3 N 0.45297(5) 0.41015(2) 0.48945(14) 0.01882(17) Uani 1 1 d . . . . .
N4 N 0.51912(5) 0.41524(2) 0.57231(14) 0.01968(18) Uani 1 1 d D . . . .
N5 N 0.66852(6) 0.42237(3) 0.72097(17) 0.0245(2) Uani 0.910(2) 1 d D U P A 1
H5A H 0.6339(10) 0.4369(4) 0.726(3) 0.035(5) Uiso 0.910(2) 1 d . . P A 1
H5B H 0.7124(10) 0.4241(4) 0.813(2) 0.033(4) Uiso 0.910(2) 1 d . . P A 1
N5A N 0.4828(6) 0.3512(3) 0.5235(19) 0.030(3) Uani 0.090(2) 1 d D U P A 2
H5AA H 0.447139 0.364881 0.483824 0.036 Uiso 0.090(2) 1 calc R U P A 2
H5AB H 0.473791 0.330899 0.511883 0.036 Uiso 0.090(2) 1 calc R U P A 2
N6 N 0.43565(5) 0.30760(2) 0.16387(15) 0.02203(19) Uani 1 1 d . . . . .
H6 H 0.4280(9) 0.3281(4) 0.181(2) 0.036(4) Uiso 1 1 d . . . . .
N7 N 0.54891(5) 0.34920(2) 0.13180(14) 0.02160(19) Uani 1 1 d . . . . .
N8 N 0.60205(5) 0.36903(2) 0.17476(14) 0.02252(19) Uani 1 1 d D . . . .
N9 N 0.45515(6) 0.39498(3) -0.00068(18) 0.0225(2) Uani 0.879(2) 1 d . U P B 1
H9A H 0.4649(10) 0.3732(4) 0.000(3) 0.035(5) Uiso 0.879(2) 1 d . . P B 1
H9B H 0.4162(11) 0.4037(4) -0.075(3) 0.039(5) Uiso 0.879(2) 1 d . . P B 1
N9A N 0.6893(5) 0.4172(2) 0.2747(14) 0.0292(17) Uani 0.121(2) 1 d . U P B 2
H9AA H 0.723452 0.431436 0.314962 0.035 Uiso 0.121(2) 1 calc R U P B 2
H9AB H 0.699001 0.397071 0.294467 0.035 Uiso 0.121(2) 1 calc R U P B 2
O1 O 0.18833(4) 0.40518(2) 0.28630(13) 0.02593(18) Uani 1 1 d . . . . .
O2 O 0.36816(5) 0.26357(2) 0.06453(14) 0.02931(19) Uani 1 1 d . . . . .
C101 C 0.20082(6) 0.31395(3) 0.63110(16) 0.0205(2) Uani 1 1 d . . . . .
C102 C 0.27076(7) 0.29946(3) 0.60936(17) 0.0245(2) Uani 1 1 d . . . . .
H102 H 0.273018 0.277805 0.576574 0.029 Uiso 1 1 calc R U . . .
C103 C 0.33672(7) 0.31737(3) 0.63667(18) 0.0252(2) Uani 1 1 d . . . . .
H103 H 0.385156 0.308146 0.623538 0.030 Uiso 1 1 calc R U . . .
C104 C 0.33113(6) 0.34895(3) 0.68346(17) 0.0231(2) Uani 1 1 d . . . . .
H104 H 0.375467 0.361793 0.701873 0.028 Uiso 1 1 calc R U . . .
C105 C 0.25867(6) 0.36144(3) 0.70290(15) 0.0189(2) Uani 1 1 d . . . . .
C106 C 0.12880(6) 0.29445(3) 0.60427(17) 0.0220(2) Uani 1 1 d . . . . .
C107 C -0.01093(6) 0.29871(2) 0.62281(17) 0.0204(2) Uani 1 1 d . . . . .
C108 C -0.07173(6) 0.31968(2) 0.57764(16) 0.0195(2) Uani 1 1 d . . . . .
C109 C -0.14727(7) 0.30930(3) 0.57566(17) 0.0237(2) Uani 1 1 d . . . . .
H109 H -0.188386 0.323355 0.541687 0.028 Uiso 1 1 calc R U . . .
C110 C -0.16179(7) 0.27833(3) 0.62370(18) 0.0272(2) Uani 1 1 d . . . . .
H110 H -0.212961 0.271087 0.622500 0.033 Uiso 1 1 calc R U . . .
C111 C -0.10104(7) 0.25783(3) 0.67378(19) 0.0277(3) Uani 1 1 d . . . . .
H111 H -0.111382 0.236779 0.708948 0.033 Uiso 1 1 calc R U . . .
C112 C -0.02615(7) 0.26764(3) 0.67304(18) 0.0245(2) Uani 1 1 d . . . . .
H112 H 0.014655 0.253411 0.706357 0.029 Uiso 1 1 calc R U . . .
C113 C -0.08718(6) 0.40266(3) 0.52279(16) 0.0200(2) Uani 1 1 d . . . . .
C114 C -0.01632(6) 0.41485(2) 0.47409(16) 0.0194(2) Uani 1 1 d . . . . .
C115 C -0.01092(7) 0.44784(3) 0.45060(18) 0.0265(2) Uani 1 1 d . . . . .
H115 H 0.035811 0.456697 0.418829 0.032 Uiso 1 1 calc R U . . .
C116 C -0.07179(8) 0.46736(3) 0.4727(2) 0.0320(3) Uani 1 1 d . . . . .
H116 H -0.066368 0.489403 0.455358 0.038 Uiso 1 1 calc R U . . .
C117 C -0.14146(8) 0.45542(3) 0.5203(2) 0.0319(3) Uani 1 1 d . . . . .
H117 H -0.183175 0.469098 0.535626 0.038 Uiso 1 1 calc R U . . .
C118 C -0.14849(7) 0.42336(3) 0.54454(18) 0.0267(2) Uani 1 1 d . . . . .
H118 H -0.195707 0.415019 0.576641 0.032 Uiso 1 1 calc R U . . .
C119 C 0.25326(6) 0.39561(3) 0.75711(16) 0.0189(2) Uani 1 1 d . . . . .
C120 C 0.16026(6) 0.43566(2) 0.83769(16) 0.01806(19) Uani 1 1 d . . . . .
C121 C 0.09140(6) 0.43796(2) 0.92330(16) 0.01791(19) Uani 1 1 d . . . . .
C122 C 0.07045(6) 0.46673(3) 0.99862(18) 0.0224(2) Uani 1 1 d . . . . .
H122 H 0.024532 0.468275 1.058630 0.027 Uiso 1 1 calc R U . . .
C123 C 0.11615(7) 0.49296(3) 0.98633(19) 0.0262(2) Uani 1 1 d . . . . .
H123 H 0.102503 0.512338 1.041130 0.031 Uiso 1 1 calc R U . . .
C124 C 0.18223(7) 0.49095(3) 0.89348(19) 0.0262(2) Uani 1 1 d . . . . .
H124 H 0.212468 0.509238 0.881223 0.031 Uiso 1 1 calc R U . . .
C125 C 0.20457(6) 0.46261(3) 0.81859(18) 0.0226(2) Uani 1 1 d . . . . .
H125 H 0.249633 0.461512 0.754805 0.027 Uiso 1 1 calc R U . . .
C126 C -0.05799(9) 0.38527(3) 1.0115(3) 0.0166(2) Uani 0.934(2) 1 d D U P C 1
C127 C -0.13339(8) 0.38960(3) 1.0588(2) 0.0179(2) Uani 0.934(2) 1 d D U P C 1
C128 C -0.17600(8) 0.36296(3) 1.1022(2) 0.0206(3) Uani 0.934(2) 1 d D U P C 1
H128 H -0.226435 0.365504 1.137388 0.025 Uiso 0.934(2) 1 calc R U P C 1
C129 C -0.14513(8) 0.33313(3) 1.0941(2) 0.0208(3) Uani 0.934(2) 1 d D U P C 1
H129 H -0.174579 0.315345 1.123543 0.025 Uiso 0.934(2) 1 calc R U P C 1
C130 C -0.07070(8) 0.32885(3) 1.0429(2) 0.0205(3) Uani 0.934(2) 1 d D U P C 1
H130 H -0.049907 0.308281 1.036107 0.025 Uiso 0.934(2) 1 calc R U P C 1
C131 C -0.02808(8) 0.35478(3) 1.0026(3) 0.0180(2) Uani 0.934(2) 1 d D U P C 1
H131 H 0.022378 0.351954 0.968194 0.022 Uiso 0.934(2) 1 calc R U P C 1
C26B C -0.0685(12) 0.3895(4) 1.028(6) 0.0202(18) Uani 0.066(2) 1 d D U P C 2
C27B C -0.0421(12) 0.3587(4) 1.005(6) 0.0207(17) Uani 0.066(2) 1 d D U P C 2
C28B C -0.0926(10) 0.3330(4) 1.041(4) 0.0201(17) Uani 0.066(2) 1 d D U P C 2
H28B H -0.078809 0.311481 1.028222 0.024 Uiso 0.066(2) 1 calc R U P C 2
C29B C -0.1610(10) 0.3421(4) 1.093(3) 0.0183(17) Uani 0.066(2) 1 d D U P C 2
H29B H -0.196327 0.326004 1.117304 0.022 Uiso 0.066(2) 1 calc R U P C 2
C30B C -0.1836(12) 0.3720(4) 1.115(4) 0.0211(17) Uani 0.066(2) 1 d D U P C 2
H30B H -0.232139 0.375510 1.159360 0.025 Uiso 0.066(2) 1 calc R U P C 2
C31B C -0.1405(10) 0.3977(4) 1.077(4) 0.0173(17) Uani 0.066(2) 1 d D U P C 2
H31B H -0.157922 0.418790 1.082874 0.021 Uiso 0.066(2) 1 calc R U P C 2
N101 N 0.19429(5) 0.34444(2) 0.67760(13) 0.01857(17) Uani 1 1 d . . . . .
N102 N 0.06422(5) 0.31072(2) 0.63196(15) 0.02249(19) Uani 1 1 d . . . . .
H10A H 0.0707(9) 0.3306(4) 0.644(2) 0.036(4) Uiso 1 1 d . . . . .
N103 N -0.05074(5) 0.35124(2) 0.54072(14) 0.02016(18) Uani 1 1 d . . . . .
N104 N -0.10462(5) 0.37103(2) 0.55254(14) 0.02076(18) Uani 1 1 d . . . . .
N105 N 0.04466(5) 0.39628(2) 0.45215(15) 0.0236(2) Uani 1 1 d . . . . .
H10B H 0.0339(9) 0.3740(4) 0.455(2) 0.037(4) Uiso 1 1 d . . . . .
H10C H 0.0898(9) 0.4052(4) 0.402(2) 0.036(4) Uiso 1 1 d . . . . .
N106 N 0.18146(5) 0.40576(2) 0.77518(14) 0.01949(18) Uani 1 1 d . . . . .
H106 H 0.1455(9) 0.3922(4) 0.760(2) 0.033(4) Uiso 1 1 d . . . . .
N107 N 0.04961(5) 0.40947(2) 0.93633(13) 0.01834(17) Uani 1 1 d . . . . .
N108 N -0.01716(5) 0.41343(2) 0.98503(13) 0.01850(17) Uani 1 1 d D . . . .
N109 N -0.16674(6) 0.41945(3) 1.05317(18) 0.0250(3) Uani 0.934(2) 1 d D U P C 1
H10D H -0.1295(9) 0.4348(4) 1.056(2) 0.029(4) Uiso 0.934(2) 1 d . . P C 1
H10E H -0.1997(10) 0.4224(4) 1.137(3) 0.042(5) Uiso 0.934(2) 1 d . . P C 1
N9B N 0.0307(8) 0.3515(3) 0.949(2) 0.024(2) Uani 0.066(2) 1 d D U P C 2
H9BA H 0.062342 0.366818 0.926442 0.029 Uiso 0.066(2) 1 calc R U P C 2
H9BB H 0.044453 0.331779 0.937270 0.029 Uiso 0.066(2) 1 calc R U P C 2
O101 O 0.13028(5) 0.26668(2) 0.56059(16) 0.0332(2) Uani 1 1 d . . . . .
O102 O 0.31113(5) 0.41188(2) 0.78354(14) 0.02750(19) 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 C2 1.3929(14) . ?
C1 C6 1.5062(15) . ?
C1 N1 1.3416(14) . ?
C2 H2 0.9500 . ?
C2 C3 1.3856(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3861(17) . ?
C4 H4 0.9500 . ?
C4 C5 1.3967(15) . ?
C5 C19 1.5106(16) . ?
C5 N1 1.3433(14) . ?
C6 N2 1.3485(13) . ?
C6 O1 1.2281(13) . ?
C7 C8 1.4069(15) . ?
C7 C12 1.3942(15) . ?
C7 N2 1.4080(13) . ?
C8 C9 1.3955(15) . ?
C8 N3 1.4186(14) . ?
C9 H9 0.9500 . ?
C9 C10 1.3850(16) . ?
C10 H10 0.9500 . ?
C10 C11 1.3909(18) . ?
C11 H11 0.9500 . ?
C11 C12 1.3863(16) . ?
C12 H12 0.9500 . ?
C13 C14 1.412(2) . ?
C13 C18 1.403(2) . ?
C13 N4 1.4202(17) . ?
C14 C15 1.406(2) . ?
C14 N5 1.3874(18) . ?
C15 H15 0.9500 . ?
C15 C16 1.380(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.4044(19) . ?
C17 H17 0.9500 . ?
C17 C18 1.3781(19) . ?
C18 H18 0.9500 . ?
C13A C14A 1.373(15) . ?
C13A C18A 1.397(15) . ?
C13A N4 1.373(14) . ?
C14A C15A 1.447(15) . ?
C14A N5A 1.401(13) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.358(14) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.387(14) . ?
C17A H17A 0.9500 . ?
C17A C18A 1.336(14) . ?
C18A H18A 0.9500 . ?
C19 N6 1.3580(14) . ?
C19 O2 1.2215(13) . ?
C20 C21 1.4036(15) . ?
C20 C25 1.3996(15) . ?
C20 N6 1.4091(14) . ?
C21 C22 1.3964(16) . ?
C21 N7 1.4182(14) . ?
C22 H22 0.9500 . ?
C22 C23 1.3851(17) . ?
C23 H23 0.9500 . ?
C23 C24 1.3925(19) . ?
C24 H24 0.9500 . ?
C24 C25 1.3847(17) . ?
C25 H25 0.9500 . ?
C26 C27 1.411(2) . ?
C26 C31 1.405(2) . ?
C26 N8 1.3963(18) . ?
C27 C28 1.406(2) . ?
C27 N9 1.3635(18) . ?
C28 H28 0.9500 . ?
C28 C29 1.371(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.404(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.373(2) . ?
C31 H31 0.9500 . ?
C26A C27A 1.419(15) . ?
C26A C31A 1.458(15) . ?
C26A N8 1.438(9) . ?
C27A C28A 1.411(13) . ?
C27A N9A 1.383(15) . ?
C28A H28A 0.9500 . ?
C28A C29A 1.354(13) . ?
C29A H29A 0.9500 . ?
C29A C30A 1.371(12) . ?
C30A H30A 0.9500 . ?
C30A C31A 1.442(14) . ?
C31A H31A 0.9500 . ?
N2 H2A 0.909(16) . ?
N3 N4 1.2690(13) . ?
N5 H5A 0.869(18) . ?
N5 H5B 0.960(18) . ?
N5A H5AA 0.8800 . ?
N5A H5AB 0.8800 . ?
N6 H6 0.892(15) . ?
N7 N8 1.2725(13) . ?
N9 H9A 0.942(18) . ?
N9 H9B 0.901(19) . ?
N9A H9AA 0.8800 . ?
N9A H9AB 0.8800 . ?
C101 C102 1.3968(15) . ?
C101 C106 1.5093(16) . ?
C101 N101 1.3433(14) . ?
C102 H102 0.9500 . ?
C102 C103 1.3845(17) . ?
C103 H103 0.9500 . ?
C103 C104 1.3870(17) . ?
C104 H104 0.9500 . ?
C104 C105 1.3991(15) . ?
C105 C119 1.5061(15) . ?
C105 N101 1.3399(14) . ?
C106 N102 1.3593(14) . ?
C106 O101 1.2200(13) . ?
C107 C108 1.4039(15) . ?
C107 C112 1.3990(15) . ?
C107 N102 1.4118(14) . ?
C108 C109 1.3980(15) . ?
C108 N103 1.4209(14) . ?
C109 H109 0.9500 . ?
C109 C110 1.3884(17) . ?
C110 H110 0.9500 . ?
C110 C111 1.3966(18) . ?
C111 H111 0.9500 . ?
C111 C112 1.3814(17) . ?
C112 H112 0.9500 . ?
C113 C114 1.4220(15) . ?
C113 C118 1.4107(15) . ?
C113 N104 1.3982(14) . ?
C114 C115 1.4149(16) . ?
C114 N105 1.3521(14) . ?
C115 H115 0.9500 . ?
C115 C116 1.3745(18) . ?
C116 H116 0.9500 . ?
C116 C117 1.397(2) . ?
C117 H117 0.9500 . ?
C117 C118 1.3791(18) . ?
C118 H118 0.9500 . ?
C119 N106 1.3516(13) . ?
C119 O102 1.2289(13) . ?
C120 C121 1.4083(15) . ?
C120 C125 1.3981(15) . ?
C120 N106 1.4067(14) . ?
C121 C122 1.3966(15) . ?
C121 N107 1.4228(13) . ?
C122 H122 0.9500 . ?
C122 C123 1.3810(16) . ?
C123 H123 0.9500 . ?
C123 C124 1.3913(17) . ?
C124 H124 0.9500 . ?
C124 C125 1.3866(17) . ?
C125 H125 0.9500 . ?
C126 C127 1.4104(17) . ?
C126 C131 1.4010(17) . ?
C126 N108 1.4163(16) . ?
C127 C128 1.4071(18) . ?
C127 N109 1.3958(16) . ?
C128 H128 0.9500 . ?
C128 C129 1.3812(17) . ?
C129 H129 0.9500 . ?
C129 C130 1.4032(18) . ?
C130 H130 0.9500 . ?
C130 C131 1.3770(18) . ?
C131 H131 0.9500 . ?
C26B C27B 1.400(10) . ?
C26B C31B 1.388(10) . ?
C26B N108 1.411(14) . ?
C27B C28B 1.446(16) . ?
C27B N9B 1.409(15) . ?
C28B H28B 0.9500 . ?
C28B C29B 1.351(15) . ?
C29B H29B 0.9500 . ?
C29B C30B 1.341(15) . ?
C30B H30B 0.9500 . ?
C30B C31B 1.371(17) . ?
C31B H31B 0.9500 . ?
N102 H10A 0.854(16) . ?
N103 N104 1.2750(13) . ?
N105 H10B 0.964(16) . ?
N105 H10C 0.978(16) . ?
N106 H106 0.855(15) . ?
N107 N108 1.2662(12) . ?
N109 H10D 0.922(16) . ?
N109 H10E 0.879(19) . ?
N9B H9BA 0.8800 . ?
N9B H9BB 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
C2 C1 C6 118.02(9) . . ?
N1 C1 C2 123.33(10) . . ?
N1 C1 C6 118.64(9) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.72(11) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.84(10) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.56(10) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C19 118.55(10) . . ?
N1 C5 C4 123.25(10) . . ?
N1 C5 C19 118.17(9) . . ?
N2 C6 C1 115.07(9) . . ?
O1 C6 C1 120.26(9) . . ?
O1 C6 N2 124.67(10) . . ?
C8 C7 N2 118.05(9) . . ?
C12 C7 C8 120.04(10) . . ?
C12 C7 N2 121.90(10) . . ?
C7 C8 N3 115.59(9) . . ?
C9 C8 C7 119.54(10) . . ?
C9 C8 N3 124.87(10) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.19(11) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C11 119.88(11) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 120.90(11) . . ?
C12 C11 H11 119.5 . . ?
C7 C12 H12 120.3 . . ?
C11 C12 C7 119.43(11) . . ?
C11 C12 H12 120.3 . . ?
C14 C13 N4 115.54(13) . . ?
C18 C13 C14 119.76(13) . . ?
C18 C13 N4 124.70(13) . . ?
C15 C14 C13 118.47(13) . . ?
N5 C14 C13 121.43(13) . . ?
N5 C14 C15 120.03(13) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.65(13) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.89(12) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 120.5 . . ?
C18 C17 C16 118.91(13) . . ?
C18 C17 H17 120.5 . . ?
C13 C18 H18 119.4 . . ?
C17 C18 C13 121.21(13) . . ?
C17 C18 H18 119.4 . . ?
C14A C13A C18A 126.1(13) . . ?
C14A C13A N4 118.0(12) . . ?
N4 C13A C18A 115.8(11) . . ?
C13A C14A C15A 116.8(11) . . ?
C13A C14A N5A 124.2(12) . . ?
N5A C14A C15A 119.0(12) . . ?
C14A C15A H15A 122.6 . . ?
C16A C15A C14A 114.8(11) . . ?
C16A C15A H15A 122.6 . . ?
C15A C16A H16A 116.7 . . ?
C15A C16A C17A 126.6(12) . . ?
C17A C16A H16A 116.7 . . ?
C16A C17A H17A 120.3 . . ?
C18A C17A C16A 119.4(13) . . ?
C18A C17A H17A 120.3 . . ?
C13A C18A H18A 121.9 . . ?
C17A C18A C13A 116.2(13) . . ?
C17A C18A H18A 121.9 . . ?
N6 C19 C5 113.76(9) . . ?
O2 C19 C5 121.32(10) . . ?
O2 C19 N6 124.91(11) . . ?
C21 C20 N6 117.95(9) . . ?
C25 C20 C21 119.68(11) . . ?
C25 C20 N6 122.06(10) . . ?
C20 C21 N7 116.06(10) . . ?
C22 C21 C20 119.93(10) . . ?
C22 C21 N7 123.97(10) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.12(11) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.71(12) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 121.06(11) . . ?
C25 C24 H24 119.5 . . ?
C20 C25 H25 120.3 . . ?
C24 C25 C20 119.48(11) . . ?
C24 C25 H25 120.3 . . ?
C31 C26 C27 120.26(14) . . ?
N8 C26 C27 126.11(15) . . ?
N8 C26 C31 113.62(15) . . ?
C28 C27 C26 117.34(14) . . ?
N9 C27 C26 122.42(14) . . ?
N9 C27 C28 120.22(15) . . ?
C27 C28 H28 119.2 . . ?
C29 C28 C27 121.52(16) . . ?
C29 C28 H28 119.2 . . ?
C28 C29 H29 119.5 . . ?
C28 C29 C30 120.99(14) . . ?
C30 C29 H29 119.5 . . ?
C29 C30 H30 120.7 . . ?
C31 C30 C29 118.52(14) . . ?
C31 C30 H30 120.7 . . ?
C26 C31 H31 119.4 . . ?
C30 C31 C26 121.26(16) . . ?
C30 C31 H31 119.4 . . ?
C27A C26A C31A 111.2(9) . . ?
C27A C26A N8 118.8(11) . . ?
N8 C26A C31A 130.0(12) . . ?
C28A C27A C26A 125.8(11) . . ?
N9A C27A C26A 111.2(10) . . ?
N9A C27A C28A 123.0(11) . . ?
C27A C28A H28A 121.1 . . ?
C29A C28A C27A 117.8(10) . . ?
C29A C28A H28A 121.1 . . ?
C28A C29A H29A 117.8 . . ?
C28A C29A C30A 124.4(10) . . ?
C30A C29A H29A 117.8 . . ?
C29A C30A H30A 121.9 . . ?
C29A C30A C31A 116.3(11) . . ?
C31A C30A H30A 121.9 . . ?
C26A C31A H31A 117.8 . . ?
C30A C31A C26A 124.5(11) . . ?
C30A C31A H31A 117.8 . . ?
C1 N1 C5 117.26(9) . . ?
C6 N2 C7 125.63(9) . . ?
C6 N2 H2A 116.7(10) . . ?
C7 N2 H2A 117.4(10) . . ?
N4 N3 C8 114.54(9) . . ?
N3 N4 C13 113.92(10) . . ?
N3 N4 C13A 126.7(6) . . ?
C14 N5 H5A 113.7(11) . . ?
C14 N5 H5B 115.9(10) . . ?
H5A N5 H5B 116.1(15) . . ?
C14A N5A H5AA 120.0 . . ?
C14A N5A H5AB 120.0 . . ?
H5AA N5A H5AB 120.0 . . ?
C19 N6 C20 127.39(9) . . ?
C19 N6 H6 113.8(10) . . ?
C20 N6 H6 118.8(10) . . ?
N8 N7 C21 113.59(10) . . ?
N7 N8 C26 117.93(12) . . ?
N7 N8 C26A 108.6(7) . . ?
C27 N9 H9A 115.0(10) . . ?
C27 N9 H9B 118.0(11) . . ?
H9A N9 H9B 122.2(16) . . ?
C27A N9A H9AA 120.0 . . ?
C27A N9A H9AB 120.0 . . ?
H9AA N9A H9AB 120.0 . . ?
C102 C101 C106 118.76(10) . . ?
N101 C101 C102 123.27(11) . . ?
N101 C101 C106 117.96(9) . . ?
C101 C102 H102 120.8 . . ?
C103 C102 C101 118.50(11) . . ?
C103 C102 H102 120.8 . . ?
C102 C103 H103 120.4 . . ?
C102 C103 C104 119.11(10) . . ?
C104 C103 H103 120.4 . . ?
C103 C104 H104 120.8 . . ?
C103 C104 C105 118.45(11) . . ?
C105 C104 H104 120.8 . . ?
C104 C105 C119 118.10(10) . . ?
N101 C105 C104 123.22(10) . . ?
N101 C105 C119 118.68(9) . . ?
N102 C106 C101 113.91(9) . . ?
O101 C106 C101 121.60(10) . . ?
O101 C106 N102 124.49(11) . . ?
C108 C107 N102 118.03(9) . . ?
C112 C107 C108 119.71(10) . . ?
C112 C107 N102 122.02(10) . . ?
C107 C108 N103 115.74(9) . . ?
C109 C108 C107 120.27(10) . . ?
C109 C108 N103 123.97(10) . . ?
C108 C109 H109 120.2 . . ?
C110 C109 C108 119.55(11) . . ?
C110 C109 H109 120.2 . . ?
C109 C110 H110 120.1 . . ?
C109 C110 C111 119.88(11) . . ?
C111 C110 H110 120.1 . . ?
C110 C111 H111 119.4 . . ?
C112 C111 C110 121.11(11) . . ?
C112 C111 H111 119.4 . . ?
C107 C112 H112 120.3 . . ?
C111 C112 C107 119.43(11) . . ?
C111 C112 H112 120.3 . . ?
C118 C113 C114 119.74(10) . . ?
N104 C113 C114 126.61(10) . . ?
N104 C113 C118 113.65(10) . . ?
C115 C114 C113 117.35(10) . . ?
N105 C114 C113 122.57(10) . . ?
N105 C114 C115 120.07(10) . . ?
C114 C115 H115 119.3 . . ?
C116 C115 C114 121.45(12) . . ?
C116 C115 H115 119.3 . . ?
C115 C116 H116 119.4 . . ?
C115 C116 C117 121.28(12) . . ?
C117 C116 H116 119.4 . . ?
C116 C117 H117 120.7 . . ?
C118 C117 C116 118.66(11) . . ?
C118 C117 H117 120.7 . . ?
C113 C118 H118 119.2 . . ?
C117 C118 C113 121.53(12) . . ?
C117 C118 H118 119.2 . . ?
N106 C119 C105 114.44(9) . . ?
O102 C119 C105 120.56(9) . . ?
O102 C119 N106 125.00(10) . . ?
C125 C120 C121 119.68(10) . . ?
C125 C120 N106 122.77(10) . . ?
N106 C120 C121 117.54(9) . . ?
C120 C121 N107 116.09(9) . . ?
C122 C121 C120 119.59(10) . . ?
C122 C121 N107 124.21(10) . . ?
C121 C122 H122 119.8 . . ?
C123 C122 C121 120.34(10) . . ?
C123 C122 H122 119.8 . . ?
C122 C123 H123 120.1 . . ?
C122 C123 C124 119.84(11) . . ?
C124 C123 H123 120.1 . . ?
C123 C124 H124 119.5 . . ?
C125 C124 C123 120.93(11) . . ?
C125 C124 H124 119.5 . . ?
C120 C125 H125 120.3 . . ?
C124 C125 C120 119.48(11) . . ?
C124 C125 H125 120.3 . . ?
C127 C126 N108 114.92(11) . . ?
C131 C126 C127 119.77(11) . . ?
C131 C126 N108 125.24(11) . . ?
C128 C127 C126 118.66(11) . . ?
N109 C127 C126 120.89(12) . . ?
N109 C127 C128 120.36(11) . . ?
C127 C128 H128 119.7 . . ?
C129 C128 C127 120.57(12) . . ?
C129 C128 H128 119.7 . . ?
C128 C129 H129 119.7 . . ?
C128 C129 C130 120.62(12) . . ?
C130 C129 H129 119.7 . . ?
C129 C130 H130 120.3 . . ?
C131 C130 C129 119.32(12) . . ?
C131 C130 H130 120.3 . . ?
C126 C131 H131 119.5 . . ?
C130 C131 C126 121.03(12) . . ?
C130 C131 H131 119.5 . . ?
C27B C26B C31B 125.6(13) . . ?
C27B C26B N108 115.0(12) . . ?
C31B C26B N108 119.3(12) . . ?
C26B C27B C28B 118.1(13) . . ?
C26B C27B N9B 123.6(14) . . ?
N9B C27B C28B 118.3(13) . . ?
C27B C28B H28B 123.0 . . ?
C29B C28B C27B 114.1(14) . . ?
C29B C28B H28B 123.0 . . ?
C28B C29B H29B 117.1 . . ?
C30B C29B C28B 125.8(16) . . ?
C30B C29B H29B 117.1 . . ?
C29B C30B H30B 118.1 . . ?
C29B C30B C31B 123.7(17) . . ?
C31B C30B H30B 118.1 . . ?
C26B C31B H31B 123.7 . . ?
C30B C31B C26B 112.6(14) . . ?
C30B C31B H31B 123.7 . . ?
C105 N101 C101 117.45(9) . . ?
C106 N102 C107 126.94(9) . . ?
C106 N102 H10A 114.3(10) . . ?
C107 N102 H10A 118.4(10) . . ?
N104 N103 C108 113.68(9) . . ?
N103 N104 C113 116.62(9) . . ?
C114 N105 H10B 114.2(9) . . ?
C114 N105 H10C 119.7(9) . . ?
H10B N105 H10C 123.8(13) . . ?
C119 N106 C120 126.57(9) . . ?
C119 N106 H106 117.4(10) . . ?
C120 N106 H106 115.6(10) . . ?
N108 N107 C121 113.77(9) . . ?
N107 N108 C126 114.78(9) . . ?
N107 N108 C26B 126.3(6) . . ?
C127 N109 H10D 110.2(10) . . ?
C127 N109 H10E 114.4(12) . . ?
H10D N109 H10E 113.4(15) . . ?
C27B N9B H9BA 120.0 . . ?
C27B N9B H9BB 120.0 . . ?
H9BA N9B H9BB 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C2 H2 N9B 0.95 2.28 2.802(15) 113.5 1_554 yes
C4 H4 O101 0.95 2.38 3.1124(14) 133.5 4_565 yes
C12 H12 O1 0.95 2.39 2.8840(14) 112.0 . yes
C25 H25 O2 0.95 2.42 2.9435(15) 114.7 . yes
N5 H5B N109 0.960(18) 2.597(18) 3.5494(17) 171.3(13) 1_655 yes
N5A H5AA N3 0.88 1.93 2.563(11) 128.1 . yes
N5A H5AB N6 0.88 2.68 3.189(11) 118.4 . yes
N6 H6 N1 0.892(15) 2.219(15) 2.6930(13) 112.8(12) . yes
N6 H6 N5A 0.892(15) 2.70(2) 3.189(11) 115.7(12) . yes
N9 H9A N7 0.942(18) 1.955(18) 2.6598(15) 129.9(14) . yes
N9 H9B O102 0.901(19) 2.043(19) 2.9159(15) 162.7(16) 1_554 yes
C102 H102 O2 0.95 2.43 3.2096(14) 138.8 4_566 yes
C104 H104 N5A 0.95 2.41 2.998(12) 119.7 . yes
C112 H112 O101 0.95 2.43 2.9363(15) 112.9 . yes
C125 H125 O102 0.95 2.37 2.8813(14) 113.4 . yes
N102 H10A N101 0.854(16) 2.241(15) 2.6907(13) 112.9(12) . yes
N102 H10A N9B 0.854(16) 2.50(2) 2.940(15) 113.1(13) . yes
N105 H10B N103 0.964(16) 1.922(16) 2.6584(14) 131.3(13) . yes
N105 H10C O1 0.978(16) 1.985(16) 2.9106(13) 157.1(13) . yes
N106 H106 N105 0.855(15) 2.678(16) 3.1771(14) 118.6(12) . yes
N109 H10D N108 0.922(16) 2.273(15) 2.7311(14) 110.1(12) . yes
N9B H9BA N107 0.88 1.83 2.485(15) 129.9 . yes
N9B H9BB N102 0.88 2.39 2.940(15) 120.6 . yes

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
C1 C2 C3 C4 -0.13(18) . . . . ?
C1 C6 N2 C7 -179.05(10) . . . . ?
C2 C1 C6 N2 179.76(10) . . . . ?
C2 C1 C6 O1 0.27(16) . . . . ?
C2 C1 N1 C5 0.47(16) . . . . ?
C2 C3 C4 C5 1.51(18) . . . . ?
C3 C4 C5 C19 175.55(11) . . . . ?
C3 C4 C5 N1 -2.04(18) . . . . ?
C4 C5 C19 N6 -174.93(10) . . . . ?
C4 C5 C19 O2 3.91(17) . . . . ?
C4 C5 N1 C1 1.04(16) . . . . ?
C5 C19 N6 C20 172.78(11) . . . . ?
C6 C1 C2 C3 179.93(11) . . . . ?
C6 C1 N1 C5 179.62(10) . . . . ?
C7 C8 C9 C10 -1.51(18) . . . . ?
C7 C8 N3 N4 174.93(10) . . . . ?
C8 C7 C12 C11 0.61(17) . . . . ?
C8 C7 N2 C6 148.81(11) . . . . ?
C8 C9 C10 C11 0.49(19) . . . . ?
C8 N3 N4 C13 179.67(15) . . . . ?
C8 N3 N4 C13A -179.9(19) . . . . ?
C9 C8 N3 N4 -5.64(16) . . . . ?
C9 C10 C11 C12 1.1(2) . . . . ?
C10 C11 C12 C7 -1.66(19) . . . . ?
C12 C7 C8 C9 0.96(17) . . . . ?
C12 C7 C8 N3 -179.58(10) . . . . ?
C12 C7 N2 C6 -32.88(17) . . . . ?
C13 C14 C15 C16 -3.5(2) . . . . ?
C14 C13 C18 C17 0.0(3) . . . . ?
C14 C13 N4 N3 174.45(16) . . . . ?
C14 C15 C16 C17 1.5(2) . . . . ?
C15 C16 C17 C18 1.4(2) . . . . ?
C16 C17 C18 C13 -2.1(3) . . . . ?
C18 C13 C14 C15 2.8(3) . . . . ?
C18 C13 C14 N5 179.86(19) . . . . ?
C18 C13 N4 N3 -5.7(3) . . . . ?
C13A C14A C15A C16A 1(3) . . . . ?
C14A C13A C18A C17A -1(4) . . . . ?
C14A C13A N4 N3 -4(4) . . . . ?
C14A C15A C16A C17A 0(3) . . . . ?
C15A C16A C17A C18A -3(3) . . . . ?
C16A C17A C18A C13A 3(3) . . . . ?
C18A C13A C14A C15A -1(4) . . . . ?
C18A C13A C14A N5A -178(2) . . . . ?
C18A C13A N4 N3 175.4(15) . . . . ?
C19 C5 N1 C1 -176.57(10) . . . . ?
C20 C21 C22 C23 -1.30(18) . . . . ?
C20 C21 N7 N8 160.95(10) . . . . ?
C21 C20 C25 C24 -0.56(18) . . . . ?
C21 C20 N6 C19 158.50(11) . . . . ?
C21 C22 C23 C24 -0.2(2) . . . . ?
C21 N7 N8 C26 -179.17(19) . . . . ?
C21 N7 N8 C26A -179.9(14) . . . . ?
C22 C21 N7 N8 -16.83(16) . . . . ?
C22 C23 C24 C25 1.4(2) . . . . ?
C23 C24 C25 C20 -1.0(2) . . . . ?
C25 C20 C21 C22 1.70(17) . . . . ?
C25 C20 C21 N7 -176.18(11) . . . . ?
C25 C20 N6 C19 -27.92(19) . . . . ?
C26 C27 C28 C29 -1.6(3) . . . . ?
C27 C26 C31 C30 -2.5(4) . . . . ?
C27 C26 N8 N7 -4.9(4) . . . . ?
C27 C28 C29 C30 -1.2(3) . . . . ?
C28 C29 C30 C31 2.1(2) . . . . ?
C29 C30 C31 C26 -0.3(3) . . . . ?
C31 C26 C27 C28 3.4(4) . . . . ?
C31 C26 C27 N9 -175.1(2) . . . . ?
C31 C26 N8 N7 174.46(18) . . . . ?
C26A C27A C28A C29A 1(3) . . . . ?
C27A C26A C31A C30A 2(3) . . . . ?
C27A C26A N8 N7 174.4(19) . . . . ?
C27A C28A C29A C30A -2.3(19) . . . . ?
C28A C29A C30A C31A 3.3(19) . . . . ?
C29A C30A C31A C26A -3(3) . . . . ?
C31A C26A C27A C28A -1(3) . . . . ?
C31A C26A C27A N9A 178.4(17) . . . . ?
C31A C26A N8 N7 -5(3) . . . . ?
N1 C1 C2 C3 -0.92(18) . . . . ?
N1 C1 C6 N2 0.57(15) . . . . ?
N1 C1 C6 O1 -178.93(10) . . . . ?
N1 C5 C19 N6 2.79(15) . . . . ?
N1 C5 C19 O2 -178.37(11) . . . . ?
N2 C7 C8 C9 179.30(10) . . . . ?
N2 C7 C8 N3 -1.24(15) . . . . ?
N2 C7 C12 C11 -177.66(11) . . . . ?
N3 C8 C9 C10 179.08(11) . . . . ?
N4 C13 C14 C15 -177.34(17) . . . . ?
N4 C13 C14 N5 -0.3(3) . . . . ?
N4 C13 C18 C17 -179.8(2) . . . . ?
N4 C13A C14A C15A 178(2) . . . . ?
N4 C13A C14A N5A 1(4) . . . . ?
N4 C13A C18A C17A 179(2) . . . . ?
N5 C14 C15 C16 179.37(13) . . . . ?
N5A C14A C15A C16A 178.9(17) . . . . ?
N6 C20 C21 C22 175.44(11) . . . . ?
N6 C20 C21 N7 -2.44(16) . . . . ?
N6 C20 C25 C24 -174.03(11) . . . . ?
N7 C21 C22 C23 176.40(11) . . . . ?
N8 C26 C27 C28 -177.3(2) . . . . ?
N8 C26 C27 N9 4.2(4) . . . . ?
N8 C26 C31 C30 178.12(19) . . . . ?
N8 C26A C27A C28A 179.2(17) . . . . ?
N8 C26A C27A N9A -1(3) . . . . ?
N8 C26A C31A C30A -178(2) . . . . ?
N9 C27 C28 C29 176.91(16) . . . . ?
N9A C27A C28A C29A -178.3(12) . . . . ?
O1 C6 N2 C7 0.43(18) . . . . ?
O2 C19 N6 C20 -6.0(2) . . . . ?
C101 C102 C103 C104 -0.33(18) . . . . ?
C101 C106 N102 C107 -177.91(11) . . . . ?
C102 C101 C106 N102 178.90(11) . . . . ?
C102 C101 C106 O101 -1.50(18) . . . . ?
C102 C101 N101 C105 0.34(17) . . . . ?
C102 C103 C104 C105 0.55(18) . . . . ?
C103 C104 C105 C119 178.94(10) . . . . ?
C103 C104 C105 N101 -0.35(18) . . . . ?
C104 C105 C119 N106 -179.26(10) . . . . ?
C104 C105 C119 O102 -0.11(16) . . . . ?
C104 C105 N101 C101 -0.09(16) . . . . ?
C105 C119 N106 C120 174.96(10) . . . . ?
C106 C101 C102 C103 -179.14(11) . . . . ?
C106 C101 N101 C105 179.35(10) . . . . ?
C107 C108 C109 C110 1.73(17) . . . . ?
C107 C108 N103 N104 -161.59(10) . . . . ?
C108 C107 C112 C111 1.30(18) . . . . ?
C108 C107 N102 C106 -154.22(12) . . . . ?
C108 C109 C110 C111 0.10(18) . . . . ?
C108 N103 N104 C113 178.35(9) . . . . ?
C109 C108 N103 N104 16.76(16) . . . . ?
C109 C110 C111 C112 -1.25(19) . . . . ?
C110 C111 C112 C107 0.54(19) . . . . ?
C112 C107 C108 C109 -2.44(17) . . . . ?
C112 C107 C108 N103 175.97(10) . . . . ?
C112 C107 N102 C106 31.42(18) . . . . ?
C113 C114 C115 C116 -0.39(18) . . . . ?
C114 C113 C118 C117 -0.23(18) . . . . ?
C114 C113 N104 N103 2.41(17) . . . . ?
C114 C115 C116 C117 0.3(2) . . . . ?
C115 C116 C117 C118 -0.2(2) . . . . ?
C116 C117 C118 C113 0.1(2) . . . . ?
C118 C113 C114 C115 0.35(17) . . . . ?
C118 C113 C114 N105 179.66(11) . . . . ?
C118 C113 N104 N103 -177.88(10) . . . . ?
C119 C105 N101 C101 -179.38(10) . . . . ?
C120 C121 C122 C123 1.19(17) . . . . ?
C120 C121 N107 N108 -169.08(10) . . . . ?
C121 C120 C125 C124 3.47(17) . . . . ?
C121 C120 N106 C119 -153.41(11) . . . . ?
C121 C122 C123 C124 1.91(19) . . . . ?
C121 N107 N108 C126 -175.92(13) . . . . ?
C121 N107 N108 C26B -173(2) . . . . ?
C122 C121 N107 N108 14.71(16) . . . . ?
C122 C123 C124 C125 -2.35(19) . . . . ?
C123 C124 C125 C120 -0.37(19) . . . . ?
C125 C120 C121 C122 -3.89(17) . . . . ?
C125 C120 C121 N107 179.71(10) . . . . ?
C125 C120 N106 C119 26.35(18) . . . . ?
C126 C127 C128 C129 -1.5(2) . . . . ?
C127 C126 C131 C130 -1.2(3) . . . . ?
C127 C126 N108 N107 -177.75(14) . . . . ?
C127 C128 C129 C130 0.1(2) . . . . ?
C128 C129 C130 C131 0.7(2) . . . . ?
C129 C130 C131 C126 -0.2(3) . . . . ?
C131 C126 C127 C128 2.0(3) . . . . ?
C131 C126 C127 N109 -174.59(18) . . . . ?
C131 C126 N108 N107 5.3(3) . . . . ?
C26B C27B C28B C29B 0(5) . . . . ?
C27B C26B C31B C30B 4(5) . . . . ?
C27B C26B N108 N107 -3(4) . . . . ?
C27B C28B C29B C30B -1(4) . . . . ?
C28B C29B C30B C31B 3(4) . . . . ?
C29B C30B C31B C26B -5(4) . . . . ?
C31B C26B C27B C28B -2(6) . . . . ?
C31B C26B C27B N9B 178(3) . . . . ?
C31B C26B N108 N107 -179(2) . . . . ?
N101 C101 C102 C103 -0.13(18) . . . . ?
N101 C101 C106 N102 -0.16(15) . . . . ?
N101 C101 C106 O101 179.44(11) . . . . ?
N101 C105 C119 N106 0.07(15) . . . . ?
N101 C105 C119 O102 179.21(10) . . . . ?
N102 C107 C108 C109 -176.94(11) . . . . ?
N102 C107 C108 N103 1.47(15) . . . . ?
N102 C107 C112 C111 175.57(11) . . . . ?
N103 C108 C109 C110 -176.54(11) . . . . ?
N104 C113 C114 C115 -179.97(11) . . . . ?
N104 C113 C114 N105 -0.65(18) . . . . ?
N104 C113 C118 C117 -179.96(12) . . . . ?
N105 C114 C115 C116 -179.72(12) . . . . ?
N106 C120 C121 C122 175.88(10) . . . . ?
N106 C120 C121 N107 -0.52(15) . . . . ?
N106 C120 C125 C124 -176.29(11) . . . . ?
N107 C121 C122 C123 177.28(11) . . . . ?
N108 C126 C127 C128 -175.08(15) . . . . ?
N108 C126 C127 N109 8.3(3) . . . . ?
N108 C126 C131 C130 175.58(18) . . . . ?
N108 C26B C27B C28B -178(3) . . . . ?
N108 C26B C27B N9B 2(5) . . . . ?
N108 C26B C31B C30B -180(3) . . . . ?
N109 C127 C128 C129 175.15(14) . . . . ?
N9B C27B C28B C29B -180(3) . . . . ?
O101 C106 N102 C107 2.5(2) . . . . ?
O102 C119 N106 C120 -4.14(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_SP031_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2426430'
loop_
_audit_author_name
_audit_author_address
'Colin Seaton'
;University of Bradford
United Kingdom
;
_audit_update_record             
;
2025-02-24 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_audit_creation_date             2021-07-07
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N9 O2'
_chemical_formula_sum            'C31 H25 N9 O2'
_chemical_formula_weight         555.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 H30 N5 O5'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.56410(10)
_cell_length_b                   38.6957(4)
_cell_length_c                   12.34340(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.4570(10)
_cell_angle_gamma                90
_cell_volume                     5348.54(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    25567
_cell_measurement_temperature    103(6)
_cell_measurement_theta_max      78.6570
_cell_measurement_theta_min      3.8530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.527
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2320
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 7 -7 0.0864
1 -7 7 0.0864
-7 -6 2 0.0935
7 6 -1 0.2021
6 1 2 0.1895
1 -25 0 0.1065
-1 25 0 0.0930
-6 -13 1 0.1119
1 -18 -5 0.1155
0 19 5 0.0475
-7 4 4 0.0896
-7 0 1 0.0906
3 -23 -1 0.1107
4 -20 -2 0.1461
0 19 -5 0.0934

_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.217
_exptl_crystal_size_min          0.168
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.8321 7.3235 -7.1472 0.9339 -0.3298 0.1384
0.8321 -7.3235 7.1472 -0.9339 0.3298 -0.1384
-7.2610 -6.4041 1.8778 -0.0943 0.0294 0.9951
7.2802 5.9575 -1.4592 0.0402 -0.0103 -0.9991
6.3871 1.2453 2.3577 -0.4315 0.1556 -0.8886
1.0723 -24.8533 -0.3823 0.0250 0.9958 0.0878
-0.6882 25.0030 0.3221 -0.0251 -0.9899 -0.1392
-6.3891 -12.9481 0.9130 0.0111 0.3074 0.9515
0.7528 -18.3367 -5.4448 0.6811 0.7190 0.1381
-0.2445 18.5081 5.3034 -0.6733 -0.7104 -0.2051
-7.1959 3.8944 3.7815 -0.3388 -0.3626 0.8682
-7.4855 -0.1021 1.3808 -0.0255 -0.2233 0.9744
2.6242 -23.4106 -1.4283 0.1278 0.9849 -0.1170
4.3743 -20.3555 -1.6291 0.1184 0.9199 -0.3739
-0.1297 19.0467 -5.0176 0.6477 -0.7567 -0.0888

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            39445
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.501
_diffrn_reflns_theta_min         3.871
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      103(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     85.00 111.00   0.50    0.80    --  111.50 169.00 100.00   52
  2  ω     96.00 133.00   0.50    0.80    --  111.50 125.00  30.00   74
  3  ω    151.00 178.00   0.50    0.80    --  111.50 125.00  30.00   54
  4  ω     95.00 156.00   0.50    0.80    --  111.50 125.00 -30.00  122
  5  ω    103.00 143.00   0.50    0.80    --  111.50 115.00 -43.00   80
  6  ω    109.00 173.00   0.50    0.80    --  111.50  57.00 120.00  128
  7  ω    -25.00  24.00   0.50    0.20    --  -49.04  19.00 -30.00   98
  8  ω    -25.00  25.00   0.50    0.20    --  -49.04  19.00 -90.00  100
  9  ω     -9.00  22.00   0.50    0.20    --  -49.04  38.00  90.00   62
 10  ω    -65.00 -29.00   0.50    0.80    --  -90.00  57.00 150.00   72
 11  ω    -63.00 -23.00   0.50    0.80    --  -90.00  57.00  90.00   80
 12  ω    -45.00 -10.00   0.50    0.20    --  -49.04 115.00 -43.00   70
 13  ω   -100.00 -75.00   0.50    0.80    --  -90.00 169.00 100.00   50
 14  ω    -83.00 -55.00   0.50    0.80    --  -90.00 115.00 -43.00   56
 15  ω   -156.00 -77.00   0.50    0.80    --  -90.00 -57.00 -90.00  158
 16  ω   -121.00 -85.00   0.50    0.80    --  -90.00-115.00-132.00   72
 17  ω    -98.00 -73.00   0.50    0.80    --  -90.00-125.00 -90.00   50
 18  ω   -161.00-104.00   0.50    0.80    --  -90.00-125.00 -90.00  114
 19  ω   -120.00 -47.00   0.50    0.20    --  -49.04-169.00  83.00  146
 20  ω   -114.00 -88.00   0.50    0.80    --  -90.00 -38.00  60.00   52
 21  ω     65.00  90.00   0.50    0.20    --   49.04-169.00  83.00   50
 22  ω    117.00 142.00   0.50    0.80    --  111.50-169.00  83.00   50
 23  ω     40.00 106.00   0.50    0.80    --  111.50 -99.00 -30.00  132
 24  ω     35.00  60.00   0.50    0.20    --   49.04-115.00-132.00   50
 25  ω     68.00 108.00   0.50    0.80    --  111.50-115.00-132.00   80
 26  ω     43.00  76.00   0.50    0.80    --  111.50 -77.00-120.00   66
 27  ω     41.00  91.00   0.50    0.80    --  111.50 -77.00-150.00  100
 28  ω     40.00  65.00   0.50    0.80    --  111.50 -57.00 -90.00   50
 29  ω    -23.00   7.00   0.50    0.20    --   49.04 -19.00 -60.00   60
 30  ω    -22.00  21.00   0.50    0.20    --   49.04 -19.00 120.00   86
 31  ω     41.00  66.00   0.50    0.80    --  111.50 -57.00   0.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0202451000
_diffrn_orient_matrix_UB_12      0.0000923000
_diffrn_orient_matrix_UB_13      -0.1282087000
_diffrn_orient_matrix_UB_21      0.0308820000
_diffrn_orient_matrix_UB_22      -0.0387790000
_diffrn_orient_matrix_UB_23      0.0028098000
_diffrn_orient_matrix_UB_31      -0.1324859000
_diffrn_orient_matrix_UB_32      -0.0090455000
_diffrn_orient_matrix_UB_33      -0.0132083000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9045
_reflns_number_total             10243
_reflns_odcompleteness_completeness 98.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.339
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     805
_refine_ls_number_reflns         10243
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0469
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0581P)²+3.9271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1200
_refine_ls_wR_factor_ref         0.1369
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 N1-H1A = N1-H1B
 0.86 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31), C103(H103), C104(H104), C105(H105), C106(H106),
 C109(H109), C110(H110), C111(H111), C112(H112), C115(H115), C116(H116),
 C117(H117), C122(H122), C123(H123), C124(H124), C125(H125), C128(H128),
 C129(H129), C130(H130), C131(H131)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.26519(16) 0.02572(5) 0.24821(17) 0.0286(4) Uani 1 1 d . . . . .
C2 C 0.24083(15) 0.06023(5) 0.27234(16) 0.0254(4) Uani 1 1 d . . . . .
C3 C 0.23341(16) 0.08592(5) 0.19062(16) 0.0294(4) Uani 1 1 d . . . . .
H3 H 0.218091 0.108648 0.207229 0.035 Uiso 1 1 calc R U . . .
C4 C 0.24847(18) 0.07801(6) 0.08626(18) 0.0375(5) Uani 1 1 d . . . . .
H4 H 0.243767 0.095245 0.032819 0.045 Uiso 1 1 calc R U . . .
C5 C 0.27059(18) 0.04425(6) 0.06187(18) 0.0385(5) Uani 1 1 d . . . . .
H5 H 0.280081 0.038872 -0.008837 0.046 Uiso 1 1 calc R U . . .
C6 C 0.27891(17) 0.01840(6) 0.13956(19) 0.0365(5) Uani 1 1 d . . . . .
H6 H 0.293710 -0.004153 0.120744 0.044 Uiso 1 1 calc R U . . .
C7 C 0.19268(15) 0.10153(4) 0.51458(15) 0.0229(4) Uani 1 1 d . . . . .
C8 C 0.14264(15) 0.13301(4) 0.53683(15) 0.0223(4) Uani 1 1 d . . . . .
C9 C 0.14144(16) 0.14141(5) 0.64682(15) 0.0254(4) Uani 1 1 d . . . . .
H9 H 0.106990 0.161964 0.662128 0.030 Uiso 1 1 calc R U . . .
C10 C 0.19194(17) 0.11887(5) 0.73257(16) 0.0272(4) Uani 1 1 d . . . . .
H10 H 0.191988 0.124554 0.805786 0.033 Uiso 1 1 calc R U . . .
C11 C 0.24264(18) 0.08786(5) 0.71100(16) 0.0289(4) Uani 1 1 d . . . . .
H11 H 0.276189 0.072960 0.769534 0.035 Uiso 1 1 calc R U . . .
C12 C 0.24314(17) 0.07919(5) 0.60267(16) 0.0275(4) Uani 1 1 d . . . . .
H12 H 0.277111 0.058455 0.588262 0.033 Uiso 1 1 calc R U . . .
C13 C 0.07067(15) 0.18863(4) 0.44604(15) 0.0232(4) Uani 1 1 d . . . . .
C14 C 0.03002(15) 0.20447(4) 0.33145(15) 0.0230(4) Uani 1 1 d . . . . .
C15 C 0.00230(17) 0.23954(5) 0.32128(16) 0.0272(4) Uani 1 1 d . . . . .
H15 H 0.007721 0.253211 0.384329 0.033 Uiso 1 1 calc R U . . .
C16 C -0.03351(17) 0.25353(5) 0.21493(17) 0.0290(4) Uani 1 1 d . . . . .
H16 H -0.054387 0.276742 0.205231 0.035 Uiso 1 1 calc R U . . .
C17 C -0.03786(16) 0.23256(5) 0.12331(17) 0.0273(4) Uani 1 1 d . . . . .
H17 H -0.061274 0.241444 0.051130 0.033 Uiso 1 1 calc R U . . .
C18 C -0.00647(15) 0.19783(4) 0.14113(15) 0.0236(4) Uani 1 1 d . . . . .
C19 C -0.00734(15) 0.17473(5) 0.04276(15) 0.0242(4) Uani 1 1 d . . . . .
C20 C -0.03068(15) 0.11214(5) -0.00496(15) 0.0234(4) Uani 1 1 d . . . . .
C21 C -0.05693(15) 0.08042(5) 0.03938(15) 0.0233(4) Uani 1 1 d . . . . .
C22 C -0.07536(17) 0.05096(5) -0.02790(17) 0.0289(4) Uani 1 1 d . . . . .
H22 H -0.092368 0.029957 0.001341 0.035 Uiso 1 1 calc R U . . .
C23 C -0.06844(18) 0.05290(5) -0.13751(17) 0.0328(4) Uani 1 1 d . . . . .
H23 H -0.081774 0.033301 -0.182527 0.039 Uiso 1 1 calc R U . . .
C24 C -0.04142(18) 0.08428(5) -0.18087(17) 0.0323(4) Uani 1 1 d . . . . .
H24 H -0.036001 0.085364 -0.254710 0.039 Uiso 1 1 calc R U . . .
C25 C -0.02246(17) 0.11393(5) -0.11560(16) 0.0282(4) Uani 1 1 d . . . . .
H25 H -0.004490 0.134754 -0.145309 0.034 Uiso 1 1 calc R U . . .
C26 C -0.10197(15) 0.05360(4) 0.30066(15) 0.0228(4) Uani 1 1 d . . . . .
C27 C -0.11257(15) 0.02087(5) 0.34820(16) 0.0248(4) Uani 1 1 d . . . . .
C28 C -0.13037(16) 0.01955(5) 0.45661(16) 0.0275(4) Uani 1 1 d . . . . .
H28 H -0.137464 -0.001718 0.489422 0.033 Uiso 1 1 calc R U . . .
C29 C -0.13740(17) 0.04968(5) 0.51484(16) 0.0290(4) Uani 1 1 d . . . . .
H29 H -0.148583 0.048436 0.586776 0.035 Uiso 1 1 calc R U . . .
C30 C -0.12791(18) 0.08206(5) 0.46697(16) 0.0297(4) Uani 1 1 d . . . . .
H30 H -0.133369 0.102211 0.506463 0.036 Uiso 1 1 calc R U . . .
C31 C -0.11048(17) 0.08369(5) 0.36119(16) 0.0275(4) Uani 1 1 d . . . . .
H31 H -0.104208 0.105136 0.329135 0.033 Uiso 1 1 calc R U . . .
N1 N 0.27036(17) 0.00064(5) 0.32490(17) 0.0378(4) Uani 1 1 d D . . . .
H1A H 0.320(3) -0.0183(7) 0.320(3) 0.095(12) Uiso 1 1 d D . . . .
H1B H 0.283(3) 0.0100(8) 0.3977(18) 0.082(11) Uiso 1 1 d D . . . .
N2 N 0.23103(13) 0.06600(4) 0.38279(13) 0.0252(3) Uani 1 1 d . . . . .
N3 N 0.19417(13) 0.09573(4) 0.40123(13) 0.0234(3) Uani 1 1 d . . . . .
N4 N 0.09439(13) 0.15445(4) 0.44506(13) 0.0236(3) Uani 1 1 d . . . . .
H4A H 0.092(2) 0.1458(6) 0.380(2) 0.031(6) Uiso 1 1 d . . . . .
N5 N 0.02494(13) 0.18373(4) 0.24358(13) 0.0223(3) Uani 1 1 d . . . . .
N6 N -0.01478(14) 0.14074(4) 0.06679(13) 0.0243(3) Uani 1 1 d . . . . .
H6A H -0.018(2) 0.1359(6) 0.135(2) 0.031(6) Uiso 1 1 d . . . . .
N7 N -0.06721(13) 0.08169(4) 0.15148(13) 0.0229(3) Uani 1 1 d . . . . .
N8 N -0.08575(13) 0.05263(4) 0.19140(13) 0.0236(3) Uani 1 1 d . . . . .
N9 N -0.10744(16) -0.00878(4) 0.28910(16) 0.0330(4) Uani 1 1 d . . . . .
H9A H -0.101(2) -0.0285(7) 0.323(2) 0.041(7) Uiso 1 1 d . . . . .
H9B H -0.092(2) -0.0067(7) 0.220(2) 0.052(8) Uiso 1 1 d . . . . .
O1 O 0.08021(12) 0.20628(3) 0.53056(11) 0.0295(3) Uani 1 1 d . . . . .
O2 O -0.00309(12) 0.18683(3) -0.04788(11) 0.0308(3) Uani 1 1 d . . . . .
C101 C 0.62313(19) 0.27604(5) 0.8589(2) 0.0391(5) Uani 1 1 d . . . . .
C102 C 0.68106(17) 0.30558(5) 0.83032(19) 0.0330(4) Uani 1 1 d . . . . .
C103 C 0.74334(19) 0.32767(6) 0.91293(19) 0.0377(5) Uani 1 1 d . . . . .
H103 H 0.781566 0.346901 0.892929 0.045 Uiso 1 1 calc R U . . .
C104 C 0.7495(2) 0.32155(6) 1.0245(2) 0.0428(5) Uani 1 1 d . . . . .
H104 H 0.792493 0.336272 1.079501 0.051 Uiso 1 1 calc R U . . .
C105 C 0.6903(2) 0.29300(6) 1.0531(2) 0.0462(6) Uani 1 1 d . . . . .
H105 H 0.692977 0.288942 1.127949 0.055 Uiso 1 1 calc R U . . .
C106 C 0.6283(2) 0.27076(6) 0.9732(2) 0.0412(5) Uani 1 1 d . . . . .
H106 H 0.589010 0.251936 0.994468 0.049 Uiso 1 1 calc R U . . .
C107 C 0.68770(16) 0.34398(5) 0.57058(17) 0.0291(4) Uani 1 1 d . . . . .
C108 C 0.66777(16) 0.37759(5) 0.52494(17) 0.0285(4) Uani 1 1 d . . . . .
C109 C 0.67138(17) 0.38325(6) 0.41446(17) 0.0333(4) Uani 1 1 d . . . . .
H109 H 0.658272 0.405242 0.383465 0.040 Uiso 1 1 calc R U . . .
C110 C 0.69476(18) 0.35572(7) 0.35104(18) 0.0400(5) Uani 1 1 d . . . . .
H110 H 0.698622 0.359582 0.277660 0.048 Uiso 1 1 calc R U . . .
C111 C 0.71246(18) 0.32259(6) 0.3947(2) 0.0422(5) Uani 1 1 d . . . . .
H111 H 0.726592 0.304391 0.350514 0.051 Uiso 1 1 calc R U . . .
C112 C 0.70901(17) 0.31674(6) 0.50413(19) 0.0359(5) Uani 1 1 d . . . . .
H112 H 0.720951 0.294544 0.533696 0.043 Uiso 1 1 calc R U . . .
C113 C 0.61274(16) 0.43690(5) 0.57232(16) 0.0279(4) Uani 1 1 d . . . . .
C114 C 0.59149(15) 0.45622(5) 0.67107(16) 0.0249(4) Uani 1 1 d . . . . .
C115 C 0.58225(16) 0.49206(5) 0.66775(17) 0.0285(4) Uani 1 1 d . . . . .
H115 H 0.586864 0.504307 0.604135 0.034 Uiso 1 1 calc R U . . .
C116 C 0.56607(16) 0.50898(5) 0.76127(18) 0.0302(4) Uani 1 1 d . . . . .
H116 H 0.559650 0.532938 0.761605 0.036 Uiso 1 1 calc R U . . .
C117 C 0.55947(16) 0.48997(5) 0.85466(17) 0.0281(4) Uani 1 1 d . . . . .
H117 H 0.552199 0.500886 0.919762 0.034 Uiso 1 1 calc R U . . .
C118 C 0.56401(15) 0.45408(4) 0.84841(16) 0.0237(4) Uani 1 1 d . . . . .
C119 C 0.54391(16) 0.43247(4) 0.94404(16) 0.0246(4) Uani 1 1 d . . . . .
C120 C 0.47795(15) 0.37313(4) 0.97753(15) 0.0226(4) Uani 1 1 d . . . . .
C121 C 0.42420(15) 0.34353(4) 0.91944(15) 0.0221(4) Uani 1 1 d . . . . .
C122 C 0.38441(16) 0.31701(5) 0.97758(16) 0.0268(4) Uani 1 1 d . . . . .
H122 H 0.349546 0.297414 0.939370 0.032 Uiso 1 1 calc R U . . .
C123 C 0.39637(17) 0.31961(5) 1.09138(16) 0.0285(4) Uani 1 1 d . . . . .
H123 H 0.369360 0.301910 1.129761 0.034 Uiso 1 1 calc R U . . .
C124 C 0.44882(17) 0.34874(5) 1.14791(16) 0.0285(4) Uani 1 1 d . . . . .
H124 H 0.456487 0.350423 1.224539 0.034 Uiso 1 1 calc R U . . .
C125 C 0.49017(16) 0.37543(5) 1.09301(16) 0.0260(4) Uani 1 1 d . . . . .
H125 H 0.525755 0.394735 1.132529 0.031 Uiso 1 1 calc R U . . .
C126 C 0.35225(15) 0.31494(5) 0.63749(15) 0.0235(4) Uani 1 1 d . . . . .
C127 C 0.29640(16) 0.28471(5) 0.58466(17) 0.0265(4) Uani 1 1 d . . . . .
C128 C 0.28531(17) 0.28083(5) 0.46948(17) 0.0319(4) Uani 1 1 d . . . . .
H128 H 0.249020 0.261135 0.433067 0.038 Uiso 1 1 calc R U . . .
C129 C 0.32742(18) 0.30578(6) 0.40971(17) 0.0346(5) Uani 1 1 d . . . . .
H129 H 0.318712 0.302777 0.333341 0.041 Uiso 1 1 calc R U . . .
C130 C 0.38295(18) 0.33551(5) 0.46193(17) 0.0323(4) Uani 1 1 d . . . . .
H130 H 0.411660 0.352146 0.420914 0.039 Uiso 1 1 calc R U . . .
C131 C 0.39489(16) 0.34000(5) 0.57527(16) 0.0271(4) Uani 1 1 d . . . . .
H131 H 0.431522 0.359819 0.610520 0.033 Uiso 1 1 calc R U . . .
N101 N 0.5635(2) 0.25366(5) 0.7782(2) 0.0494(5) Uani 1 1 d . . . . .
H10A H 0.546(3) 0.2624(9) 0.704(3) 0.079(11) Uiso 1 1 d . . . . .
H10B H 0.508(4) 0.2390(11) 0.805(3) 0.110(14) Uiso 1 1 d . . . . .
N102 N 0.67104(14) 0.30985(4) 0.71384(16) 0.0330(4) Uani 1 1 d . . . . .
N103 N 0.69004(14) 0.34038(4) 0.68512(14) 0.0291(4) Uani 1 1 d . . . . .
N104 N 0.64257(14) 0.40333(4) 0.59543(14) 0.0272(3) Uani 1 1 d . . . . .
H10C H 0.647(2) 0.3963(6) 0.664(2) 0.039(6) Uiso 1 1 d . . . . .
N105 N 0.57998(12) 0.43726(4) 0.75888(13) 0.0229(3) Uani 1 1 d . . . . .
N106 N 0.51596(14) 0.39910(4) 0.91505(13) 0.0234(3) Uani 1 1 d . . . . .
H10D H 0.512(2) 0.3940(6) 0.846(2) 0.032(6) Uiso 1 1 d . . . . .
N107 N 0.41732(13) 0.34267(4) 0.80301(13) 0.0228(3) Uani 1 1 d . . . . .
N108 N 0.35935(13) 0.31710(4) 0.75296(13) 0.0243(3) Uani 1 1 d . . . . .
N109 N 0.25863(16) 0.25924(4) 0.64617(16) 0.0322(4) Uani 1 1 d . . . . .
H10E H 0.252(2) 0.2668(7) 0.713(2) 0.042(7) Uiso 1 1 d . . . . .
H10F H 0.202(2) 0.2442(7) 0.612(2) 0.049(7) Uiso 1 1 d . . . . .
O101 O 0.60379(14) 0.45119(4) 0.48180(12) 0.0395(4) Uani 1 1 d . . . . .
O102 O 0.54989(13) 0.44524(3) 1.03620(11) 0.0324(3) 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 C2 1.412(3) . ?
C1 C6 1.418(3) . ?
C1 N1 1.346(3) . ?
C2 C3 1.403(3) . ?
C2 N2 1.414(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.372(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.405(2) . ?
C7 C12 1.398(3) . ?
C7 N3 1.421(2) . ?
C8 C9 1.399(3) . ?
C8 N4 1.403(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.383(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.390(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.380(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.505(3) . ?
C13 N4 1.352(2) . ?
C13 O1 1.229(2) . ?
C14 C15 1.393(2) . ?
C14 N5 1.339(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.384(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.395(3) . ?
C18 C19 1.506(3) . ?
C18 N5 1.342(2) . ?
C19 N6 1.356(2) . ?
C19 O2 1.225(2) . ?
C20 C21 1.407(3) . ?
C20 C25 1.394(3) . ?
C20 N6 1.401(2) . ?
C21 C22 1.395(2) . ?
C21 N7 1.419(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.377(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.393(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.388(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.414(2) . ?
C26 C31 1.400(3) . ?
C26 N8 1.408(2) . ?
C27 C28 1.405(3) . ?
C27 N9 1.369(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.382(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.401(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.371(3) . ?
C31 H31 0.9300 . ?
N1 H1A 0.943(18) . ?
N1 H1B 0.946(18) . ?
N2 N3 1.267(2) . ?
N4 H4A 0.86(2) . ?
N6 H6A 0.87(2) . ?
N7 N8 1.267(2) . ?
N9 H9A 0.87(3) . ?
N9 H9B 0.92(3) . ?
C101 C102 1.414(3) . ?
C101 C106 1.412(3) . ?
C101 N101 1.369(3) . ?
C102 C103 1.386(3) . ?
C102 N102 1.423(3) . ?
C103 H103 0.9300 . ?
C103 C104 1.381(3) . ?
C104 H104 0.9300 . ?
C104 C105 1.391(3) . ?
C105 H105 0.9300 . ?
C105 C106 1.370(4) . ?
C106 H106 0.9300 . ?
C107 C108 1.413(3) . ?
C107 C112 1.395(3) . ?
C107 N103 1.414(3) . ?
C108 C109 1.392(3) . ?
C108 N104 1.400(3) . ?
C109 H109 0.9300 . ?
C109 C110 1.388(3) . ?
C110 H110 0.9300 . ?
C110 C111 1.386(4) . ?
C111 H111 0.9300 . ?
C111 C112 1.380(3) . ?
C112 H112 0.9300 . ?
C113 C114 1.501(3) . ?
C113 N104 1.356(2) . ?
C113 O101 1.228(2) . ?
C114 C115 1.391(3) . ?
C114 N105 1.343(2) . ?
C115 H115 0.9300 . ?
C115 C116 1.380(3) . ?
C116 H116 0.9300 . ?
C116 C117 1.386(3) . ?
C117 H117 0.9300 . ?
C117 C118 1.393(2) . ?
C118 C119 1.511(3) . ?
C118 N105 1.334(2) . ?
C119 N106 1.357(2) . ?
C119 O102 1.226(2) . ?
C120 C121 1.410(2) . ?
C120 C125 1.400(3) . ?
C120 N106 1.403(2) . ?
C121 C122 1.395(3) . ?
C121 N107 1.420(2) . ?
C122 H122 0.9300 . ?
C122 C123 1.380(3) . ?
C123 H123 0.9300 . ?
C123 C124 1.384(3) . ?
C124 H124 0.9300 . ?
C124 C125 1.384(3) . ?
C125 H125 0.9300 . ?
C126 C127 1.414(2) . ?
C126 C131 1.401(3) . ?
C126 N108 1.410(2) . ?
C127 C128 1.403(3) . ?
C127 N109 1.380(3) . ?
C128 H128 0.9300 . ?
C128 C129 1.376(3) . ?
C129 H129 0.9300 . ?
C129 C130 1.394(3) . ?
C130 H130 0.9300 . ?
C130 C131 1.382(3) . ?
C131 H131 0.9300 . ?
N101 H10A 0.95(4) . ?
N101 H10B 0.97(4) . ?
N102 N103 1.268(2) . ?
N104 H10C 0.88(3) . ?
N106 H10D 0.87(2) . ?
N107 N108 1.266(2) . ?
N109 H10E 0.90(3) . ?
N109 H10F 0.90(3) . ?

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 117.62(19) . . ?
N1 C1 C2 120.63(19) . . ?
N1 C1 C6 121.69(18) . . ?
C1 C2 N2 114.90(17) . . ?
C3 C2 C1 119.87(18) . . ?
C3 C2 N2 125.17(16) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.04(19) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.3(2) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.5(2) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.71(19) . . ?
C5 C6 H6 119.6 . . ?
C8 C7 N3 115.87(15) . . ?
C12 C7 C8 119.77(17) . . ?
C12 C7 N3 124.25(16) . . ?
C9 C8 C7 119.69(16) . . ?
C9 C8 N4 123.23(16) . . ?
N4 C8 C7 117.07(16) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.44(17) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 121.02(18) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 119.95(18) . . ?
C12 C11 H11 120.0 . . ?
C7 C12 H12 119.9 . . ?
C11 C12 C7 120.11(17) . . ?
C11 C12 H12 119.9 . . ?
N4 C13 C14 113.99(15) . . ?
O1 C13 C14 120.82(16) . . ?
O1 C13 N4 125.19(17) . . ?
C15 C14 C13 119.49(16) . . ?
N5 C14 C13 117.23(15) . . ?
N5 C14 C15 123.27(17) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 C14 118.29(17) . . ?
C16 C15 H15 120.9 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.17(17) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 120.6 . . ?
C16 C17 C18 118.79(18) . . ?
C18 C17 H17 120.6 . . ?
C17 C18 C19 119.71(16) . . ?
N5 C18 C17 122.62(17) . . ?
N5 C18 C19 117.67(15) . . ?
N6 C19 C18 112.79(16) . . ?
O2 C19 C18 121.07(16) . . ?
O2 C19 N6 126.13(17) . . ?
C25 C20 C21 119.89(16) . . ?
C25 C20 N6 123.35(17) . . ?
N6 C20 C21 116.75(16) . . ?
C20 C21 N7 115.34(15) . . ?
C22 C21 C20 119.79(17) . . ?
C22 C21 N7 124.83(17) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.17(18) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.90(18) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 121.04(19) . . ?
C25 C24 H24 119.5 . . ?
C20 C25 H25 120.4 . . ?
C24 C25 C20 119.21(18) . . ?
C24 C25 H25 120.4 . . ?
C31 C26 C27 119.90(17) . . ?
C31 C26 N8 125.26(16) . . ?
N8 C26 C27 114.83(15) . . ?
C28 C27 C26 118.45(17) . . ?
N9 C27 C26 120.65(18) . . ?
N9 C27 C28 120.89(17) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 C27 120.42(17) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 119.5 . . ?
C28 C29 C30 120.92(18) . . ?
C30 C29 H29 119.5 . . ?
C29 C30 H30 120.4 . . ?
C31 C30 C29 119.21(18) . . ?
C31 C30 H30 120.4 . . ?
C26 C31 H31 119.5 . . ?
C30 C31 C26 121.10(17) . . ?
C30 C31 H31 119.5 . . ?
C1 N1 H1A 116(2) . . ?
C1 N1 H1B 111(2) . . ?
H1A N1 H1B 114(3) . . ?
N3 N2 C2 115.35(15) . . ?
N2 N3 C7 114.05(15) . . ?
C8 N4 H4A 115.8(15) . . ?
C13 N4 C8 127.76(16) . . ?
C13 N4 H4A 115.3(15) . . ?
C14 N5 C18 117.81(15) . . ?
C19 N6 C20 129.32(16) . . ?
C19 N6 H6A 116.1(15) . . ?
C20 N6 H6A 114.1(15) . . ?
N8 N7 C21 114.34(14) . . ?
N7 N8 C26 115.15(14) . . ?
C27 N9 H9A 119.3(17) . . ?
C27 N9 H9B 117.8(17) . . ?
H9A N9 H9B 121(2) . . ?
C106 C101 C102 117.5(2) . . ?
N101 C101 C102 120.9(2) . . ?
N101 C101 C106 121.6(2) . . ?
C101 C102 N102 115.0(2) . . ?
C103 C102 C101 120.4(2) . . ?
C103 C102 N102 124.61(18) . . ?
C102 C103 H103 119.5 . . ?
C104 C103 C102 121.0(2) . . ?
C104 C103 H103 119.5 . . ?
C103 C104 H104 120.5 . . ?
C103 C104 C105 118.9(2) . . ?
C105 C104 H104 120.5 . . ?
C104 C105 H105 119.4 . . ?
C106 C105 C104 121.2(2) . . ?
C106 C105 H105 119.4 . . ?
C101 C106 H106 119.6 . . ?
C105 C106 C101 120.8(2) . . ?
C105 C106 H106 119.6 . . ?
C108 C107 N103 116.73(17) . . ?
C112 C107 C108 119.8(2) . . ?
C112 C107 N103 123.45(18) . . ?
C109 C108 C107 119.56(19) . . ?
C109 C108 N104 123.98(18) . . ?
N104 C108 C107 116.45(18) . . ?
C108 C109 H109 120.3 . . ?
C110 C109 C108 119.3(2) . . ?
C110 C109 H109 120.3 . . ?
C109 C110 H110 119.3 . . ?
C111 C110 C109 121.4(2) . . ?
C111 C110 H110 119.3 . . ?
C110 C111 H111 120.2 . . ?
C112 C111 C110 119.7(2) . . ?
C112 C111 H111 120.2 . . ?
C107 C112 H112 119.9 . . ?
C111 C112 C107 120.3(2) . . ?
C111 C112 H112 119.9 . . ?
N104 C113 C114 113.00(16) . . ?
O101 C113 C114 121.39(17) . . ?
O101 C113 N104 125.61(19) . . ?
C115 C114 C113 119.97(17) . . ?
N105 C114 C113 116.92(16) . . ?
N105 C114 C115 123.10(18) . . ?
C114 C115 H115 120.9 . . ?
C116 C115 C114 118.30(18) . . ?
C116 C115 H115 120.9 . . ?
C115 C116 H116 120.3 . . ?
C115 C116 C117 119.42(17) . . ?
C117 C116 H116 120.3 . . ?
C116 C117 H117 120.9 . . ?
C116 C117 C118 118.21(18) . . ?
C118 C117 H117 120.9 . . ?
C117 C118 C119 119.55(17) . . ?
N105 C118 C117 123.17(18) . . ?
N105 C118 C119 117.21(15) . . ?
N106 C119 C118 113.17(16) . . ?
O102 C119 C118 121.18(16) . . ?
O102 C119 N106 125.62(18) . . ?
C125 C120 C121 119.28(16) . . ?
C125 C120 N106 123.27(16) . . ?
N106 C120 C121 117.45(16) . . ?
C120 C121 N107 116.10(15) . . ?
C122 C121 C120 119.75(17) . . ?
C122 C121 N107 124.13(16) . . ?
C121 C122 H122 119.7 . . ?
C123 C122 C121 120.52(17) . . ?
C123 C122 H122 119.7 . . ?
C122 C123 H123 120.2 . . ?
C122 C123 C124 119.51(17) . . ?
C124 C123 H123 120.2 . . ?
C123 C124 H124 119.2 . . ?
C123 C124 C125 121.50(18) . . ?
C125 C124 H124 119.2 . . ?
C120 C125 H125 120.3 . . ?
C124 C125 C120 119.44(17) . . ?
C124 C125 H125 120.3 . . ?
C131 C126 C127 120.16(17) . . ?
C131 C126 N108 125.02(16) . . ?
N108 C126 C127 114.82(16) . . ?
C128 C127 C126 118.11(18) . . ?
N109 C127 C126 120.53(18) . . ?
N109 C127 C128 121.31(17) . . ?
C127 C128 H128 119.6 . . ?
C129 C128 C127 120.88(18) . . ?
C129 C128 H128 119.6 . . ?
C128 C129 H129 119.5 . . ?
C128 C129 C130 120.98(19) . . ?
C130 C129 H129 119.5 . . ?
C129 C130 H130 120.3 . . ?
C131 C130 C129 119.32(19) . . ?
C131 C130 H130 120.3 . . ?
C126 C131 H131 119.7 . . ?
C130 C131 C126 120.54(17) . . ?
C130 C131 H131 119.7 . . ?
C101 N101 H10A 115(2) . . ?
C101 N101 H10B 112(2) . . ?
H10A N101 H10B 123(3) . . ?
N103 N102 C102 114.49(17) . . ?
N102 N103 C107 114.21(17) . . ?
C108 N104 H10C 113.9(16) . . ?
C113 N104 C108 129.21(18) . . ?
C113 N104 H10C 116.9(16) . . ?
C118 N105 C114 117.66(16) . . ?
C119 N106 C120 128.56(16) . . ?
C119 N106 H10D 115.4(15) . . ?
C120 N106 H10D 115.4(15) . . ?
N108 N107 C121 113.67(15) . . ?
N107 N108 C126 115.45(15) . . ?
C127 N109 H10E 112.6(16) . . ?
C127 N109 H10F 119.8(17) . . ?
H10E N109 H10F 115(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A O102 0.943(18) 2.46(3) 3.175(2) 132(3) 2_646 yes
N4 H4A N5 0.86(2) 2.22(2) 2.668(2) 111.8(18) . yes
N6 H6A N7 0.87(2) 2.19(2) 2.645(2) 111.8(18) . yes
N104 H10C N103 0.88(3) 2.22(2) 2.675(2) 112(2) . yes
N106 H10D N105 0.87(2) 2.24(2) 2.675(2) 111.1(18) . yes
N109 H10F O1 0.90(3) 2.11(3) 3.004(2) 176(2) . yes

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
C1 C2 C3 C4 0.6(3) . . . . ?
C1 C2 N2 N3 -171.27(15) . . . . ?
C2 C1 C6 C5 1.0(3) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C2 N2 N3 C7 -176.09(14) . . . . ?
C3 C2 N2 N3 11.6(2) . . . . ?
C3 C4 C5 C6 -0.5(3) . . . . ?
C4 C5 C6 C1 -0.2(3) . . . . ?
C6 C1 C2 C3 -1.3(3) . . . . ?
C6 C1 C2 N2 -178.52(15) . . . . ?
C7 C8 C9 C10 1.4(3) . . . . ?
C7 C8 N4 C13 -161.12(17) . . . . ?
C8 C7 C12 C11 0.7(3) . . . . ?
C8 C7 N3 N2 -174.63(15) . . . . ?
C8 C9 C10 C11 -0.7(3) . . . . ?
C9 C8 N4 C13 19.7(3) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C10 C11 C12 C7 -0.1(3) . . . . ?
C12 C7 C8 C9 -1.4(3) . . . . ?
C12 C7 C8 N4 179.42(16) . . . . ?
C12 C7 N3 N2 9.2(2) . . . . ?
C13 C14 C15 C16 179.25(17) . . . . ?
C13 C14 N5 C18 -177.33(15) . . . . ?
C14 C13 N4 C8 174.41(16) . . . . ?
C14 C15 C16 C17 -1.5(3) . . . . ?
C15 C14 N5 C18 1.2(3) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C16 C17 C18 C19 -178.36(16) . . . . ?
C16 C17 C18 N5 1.7(3) . . . . ?
C17 C18 C19 N6 -159.25(16) . . . . ?
C17 C18 C19 O2 19.9(3) . . . . ?
C17 C18 N5 C14 -2.5(3) . . . . ?
C18 C19 N6 C20 172.36(17) . . . . ?
C19 C18 N5 C14 177.62(15) . . . . ?
C20 C21 C22 C23 -0.3(3) . . . . ?
C20 C21 N7 N8 -177.11(15) . . . . ?
C21 C20 C25 C24 0.5(3) . . . . ?
C21 C20 N6 C19 -168.71(17) . . . . ?
C21 C22 C23 C24 0.8(3) . . . . ?
C21 N7 N8 C26 -177.05(14) . . . . ?
C22 C21 N7 N8 5.5(2) . . . . ?
C22 C23 C24 C25 -0.7(3) . . . . ?
C23 C24 C25 C20 0.0(3) . . . . ?
C25 C20 C21 C22 -0.4(3) . . . . ?
C25 C20 C21 N7 -177.96(15) . . . . ?
C25 C20 N6 C19 10.9(3) . . . . ?
C26 C27 C28 C29 0.1(3) . . . . ?
C27 C26 C31 C30 0.6(3) . . . . ?
C27 C26 N8 N7 -174.92(15) . . . . ?
C27 C28 C29 C30 0.5(3) . . . . ?
C28 C29 C30 C31 -0.5(3) . . . . ?
C29 C30 C31 C26 -0.1(3) . . . . ?
C31 C26 C27 C28 -0.6(3) . . . . ?
C31 C26 C27 N9 178.36(17) . . . . ?
C31 C26 N8 N7 6.5(3) . . . . ?
N1 C1 C2 C3 -178.73(17) . . . . ?
N1 C1 C2 N2 4.0(3) . . . . ?
N1 C1 C6 C5 178.49(19) . . . . ?
N2 C2 C3 C4 177.56(17) . . . . ?
N3 C7 C8 C9 -177.69(15) . . . . ?
N3 C7 C8 N4 3.1(2) . . . . ?
N3 C7 C12 C11 176.71(17) . . . . ?
N4 C8 C9 C10 -179.47(17) . . . . ?
N4 C13 C14 C15 179.73(16) . . . . ?
N4 C13 C14 N5 -1.7(2) . . . . ?
N5 C14 C15 C16 0.7(3) . . . . ?
N5 C18 C19 N6 20.7(2) . . . . ?
N5 C18 C19 O2 -160.16(17) . . . . ?
N6 C20 C21 C22 179.19(16) . . . . ?
N6 C20 C21 N7 1.6(2) . . . . ?
N6 C20 C25 C24 -179.03(17) . . . . ?
N7 C21 C22 C23 177.02(17) . . . . ?
N8 C26 C27 C28 -179.27(15) . . . . ?
N8 C26 C27 N9 -0.3(2) . . . . ?
N8 C26 C31 C30 179.11(17) . . . . ?
N9 C27 C28 C29 -178.91(17) . . . . ?
O1 C13 C14 C15 -0.3(3) . . . . ?
O1 C13 C14 N5 178.27(16) . . . . ?
O1 C13 N4 C8 -5.5(3) . . . . ?
O2 C19 N6 C20 -6.7(3) . . . . ?
C101 C102 C103 C104 -0.5(3) . . . . ?
C101 C102 N102 N103 159.77(17) . . . . ?
C102 C101 C106 C105 -1.9(3) . . . . ?
C102 C103 C104 C105 -1.0(3) . . . . ?
C102 N102 N103 C107 176.05(15) . . . . ?
C103 C102 N102 N103 -21.2(3) . . . . ?
C103 C104 C105 C106 1.1(3) . . . . ?
C104 C105 C106 C101 0.4(3) . . . . ?
C106 C101 C102 C103 2.0(3) . . . . ?
C106 C101 C102 N102 -178.94(17) . . . . ?
C107 C108 C109 C110 -0.1(3) . . . . ?
C107 C108 N104 C113 -175.44(18) . . . . ?
C108 C107 C112 C111 1.0(3) . . . . ?
C108 C107 N103 N102 159.27(16) . . . . ?
C108 C109 C110 C111 1.2(3) . . . . ?
C109 C108 N104 C113 3.1(3) . . . . ?
C109 C110 C111 C112 -1.2(3) . . . . ?
C110 C111 C112 C107 0.1(3) . . . . ?
C112 C107 C108 C109 -0.9(3) . . . . ?
C112 C107 C108 N104 177.67(17) . . . . ?
C112 C107 N103 N102 -23.6(3) . . . . ?
C113 C114 C115 C116 -178.21(16) . . . . ?
C113 C114 N105 C118 178.38(15) . . . . ?
C114 C113 N104 C108 179.50(17) . . . . ?
C114 C115 C116 C117 -0.1(3) . . . . ?
C115 C114 N105 C118 -2.9(2) . . . . ?
C115 C116 C117 C118 -2.9(3) . . . . ?
C116 C117 C118 C119 -173.53(16) . . . . ?
C116 C117 C118 N105 3.2(3) . . . . ?
C117 C118 C119 N106 161.74(16) . . . . ?
C117 C118 C119 O102 -16.3(3) . . . . ?
C117 C118 N105 C114 -0.3(2) . . . . ?
C118 C119 N106 C120 -171.61(16) . . . . ?
C119 C118 N105 C114 176.50(15) . . . . ?
C120 C121 C122 C123 0.5(3) . . . . ?
C120 C121 N107 N108 -174.23(15) . . . . ?
C121 C120 C125 C124 -0.3(3) . . . . ?
C121 C120 N106 C119 163.37(17) . . . . ?
C121 C122 C123 C124 -0.3(3) . . . . ?
C121 N107 N108 C126 -178.90(14) . . . . ?
C122 C121 N107 N108 7.4(2) . . . . ?
C122 C123 C124 C125 -0.2(3) . . . . ?
C123 C124 C125 C120 0.5(3) . . . . ?
C125 C120 C121 C122 -0.2(3) . . . . ?
C125 C120 C121 N107 -178.63(15) . . . . ?
C125 C120 N106 C119 -16.2(3) . . . . ?
C126 C127 C128 C129 -0.1(3) . . . . ?
C127 C126 C131 C130 0.0(3) . . . . ?
C127 C126 N108 N107 174.70(15) . . . . ?
C127 C128 C129 C130 0.4(3) . . . . ?
C128 C129 C130 C131 -0.5(3) . . . . ?
C129 C130 C131 C126 0.3(3) . . . . ?
C131 C126 C127 C128 -0.1(3) . . . . ?
C131 C126 C127 N109 177.29(17) . . . . ?
C131 C126 N108 N107 -5.6(2) . . . . ?
N101 C101 C102 C103 -178.6(2) . . . . ?
N101 C101 C102 N102 0.5(3) . . . . ?
N101 C101 C106 C105 178.7(2) . . . . ?
N102 C102 C103 C104 -179.52(19) . . . . ?
N103 C107 C108 C109 176.26(16) . . . . ?
N103 C107 C108 N104 -5.1(2) . . . . ?
N103 C107 C112 C111 -176.04(17) . . . . ?
N104 C108 C109 C110 -178.62(18) . . . . ?
N104 C113 C114 C115 167.97(16) . . . . ?
N104 C113 C114 N105 -13.3(2) . . . . ?
N105 C114 C115 C116 3.1(3) . . . . ?
N105 C118 C119 N106 -15.2(2) . . . . ?
N105 C118 C119 O102 166.75(17) . . . . ?
N106 C120 C121 C122 -179.75(16) . . . . ?
N106 C120 C121 N107 1.8(2) . . . . ?
N106 C120 C125 C124 179.23(17) . . . . ?
N107 C121 C122 C123 178.81(16) . . . . ?
N108 C126 C127 C128 179.58(15) . . . . ?
N108 C126 C127 N109 -3.0(2) . . . . ?
N108 C126 C131 C130 -179.63(17) . . . . ?
N109 C127 C128 C129 -177.47(18) . . . . ?
O101 C113 C114 C115 -11.5(3) . . . . ?
O101 C113 C114 N105 167.19(17) . . . . ?
O101 C113 N104 C108 -1.0(3) . . . . ?
O102 C119 N106 C120 6.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.211
_oxdiff_exptl_absorpt_empirical_full_min 0.815
####################################################################### 
# 
# 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_1-Butanone
_database_code_depnum_ccdc_archive 'CCDC 2426872'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2025-02-25 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_audit_creation_date             2025-02-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N9 O2, C4 H8 O'
_chemical_formula_sum            'C35 H33 N9 O3'
_chemical_formula_weight         627.70
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C36 H34 N8 O3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.7137(2)
_cell_length_b                   10.3944(2)
_cell_length_c                   12.6481(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.4610(10)
_cell_angle_gamma                90
_cell_volume                     1537.18(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15697
_cell_measurement_temperature    99.99(16)
_cell_measurement_theta_max      78.1730
_cell_measurement_theta_min      3.4900
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.743
_exptl_absorpt_coefficient_mu    0.733
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.572
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.93a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             660
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 0 8 0.0630
2 0 -8 0.0583
0 -7 0 0.1963
0 6 3 0.2121
1 4 -6 0.1624
-7 0 -1 0.0158
7 0 1 0.0168
-7 0 -1 0.0108
-7 0 3 0.0338
-6 0 -5 0.0327

_exptl_crystal_preparation       'see experimental'
_exptl_crystal_recrystallization_method 'slow evaporation from butanone'
_exptl_crystal_size_max          0.434
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.033
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.5723 -0.1197 8.1213 0.5920 0.7723 -0.2305
1.5729 0.1341 -8.1209 -0.5917 -0.7719 0.2325
-0.3119 -6.7412 0.0837 -0.1178 -0.1600 -0.9801
-0.3718 6.1626 3.3281 0.3568 0.4713 0.8066
1.3637 4.4767 -6.0495 -0.3603 -0.4660 0.8081
-7.4403 0.1810 -1.1810 0.7941 -0.6077 -0.0091
7.4403 -0.1810 1.1810 -0.7941 0.6077 0.0091
-7.0065 -0.0247 -0.9774 0.7502 -0.5620 -0.0401
-7.0166 -0.0262 3.0205 0.9556 -0.1308 -0.1386
-5.9951 -0.0197 -4.9785 0.4302 -0.9283 0.0677

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            28058
_diffrn_reflns_point_group_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.071
_diffrn_reflns_theta_min         3.501
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(16)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -34.00  25.00   0.50    3.44    --  -49.13  18.00 -60.00  118
  2  ω   -122.00 -38.00   0.50    3.44    --  -49.13 -18.00 130.00  168
  3  ω     39.00 124.00   0.50    3.44    --   49.13  18.00 -60.00  170
  4  ω   -163.00 -79.00   0.50   13.76    --  -90.00 -18.00 130.00  168
  5  ω    102.00 178.00   0.50   13.76    --  111.50  18.00 -60.00  152
  6  ω   -121.00 -38.00   0.50    3.44    --  -49.13 -38.00  60.00  166
  7  ω    -47.00  21.00   0.50    3.44    --  -49.13  38.00  30.00  136
  8  ω    -77.00 -51.00   0.50    3.44    --  -49.13 -49.00   3.30   52
  9  ω   -108.00 -81.00   0.50    3.44    --  -49.13 -49.00   3.30   54
 10  ω    -90.00 -39.00   0.50    3.44    --  -49.13 -19.00  30.00  102
 11  ω   -120.00 -95.00   0.50    3.44    --  -49.13 -57.00-150.00   50
 12  ω    -77.00 -47.00   0.50    3.44    --  -49.13 -51.00  45.12   60
 13  ω    -68.00 -37.00   0.50    3.44    --  -49.13 -50.00 -65.50   62
 14  ω    -63.00 -37.00   0.50    3.44    --  -49.13 -47.00 -47.99   52
 15  ω     41.00  68.00   0.50    3.44    --   49.13  50.00  54.79   54
 16  ω     38.00  68.00   0.50    3.44    --   49.13  52.00  72.98   60
 17  ω     37.00  80.00   0.50    3.44    --   49.13  51.00 131.93   86
 18  ω     -7.00  21.00   0.50    3.44    --   49.13 -18.00 130.00   56
 19  ω     38.00  63.00   0.50    3.44    --   49.13  50.00  46.56   50
 20  ω     37.00  63.00   0.50    3.44    --   49.13  51.00 109.90   52
 21  ω     37.00  66.00   0.50    3.44    --   49.13  51.00  96.08   58
 22  ω   -103.00 -78.00   0.50   13.76    --  -90.00 -49.00  -5.13   50
 23  ω   -105.00 -80.00   0.50   13.76    --  -90.00 -52.00 -10.04   50
 24  ω   -115.00 -79.00   0.50   13.76    --  -90.00 -47.00  16.31   72
 25  ω   -103.00 -78.00   0.50   13.76    --  -90.00 -48.00  99.54   50
 26  ω   -106.00 -80.00   0.50   13.76    --  -90.00 -52.00  -8.51   52
 27  ω   -118.00 -80.00   0.50   13.76    --  -90.00 -52.00  32.49   76
 28  ω   -108.00 -81.00   0.50   13.76    --  -90.00 -51.00  78.55   54
 29  ω   -104.00 -78.00   0.50   13.76    --  -90.00 -49.00  55.30   52
 30  ω   -109.00 -81.00   0.50   13.76    --  -90.00 -51.00 -57.69   56
 31  ω   -104.00 -78.00   0.50   13.76    --  -90.00 -51.00 -43.04   52
 32  ω   -113.00 -81.00   0.50   13.76    --  -90.00 -48.00   5.35   64
 33  ω   -107.00 -81.00   0.50   13.76    --  -90.00 -52.00  43.89   52
 34  ω   -104.00 -78.00   0.50   13.76    --  -90.00 -49.00 -23.47   52
 35  ω   -107.00 -81.00   0.50   13.76    --  -90.00 -49.00  64.55   52
 36  ω   -105.00 -80.00   0.50   13.76    --  -90.00 -52.00  85.83   50
 37  ω   -104.00 -78.00   0.50   13.76    --  -90.00 -47.00  -5.00   52
 38  ω   -155.00-129.00   0.50   13.76    --  -90.00 -52.00  85.83   52
 39  ω   -106.00 -80.00   0.50   13.76    --  -90.00 -52.00 -51.02   52
 40  ω   -106.00 -80.00   0.50   13.76    --  -90.00 -52.00  50.66   52
 41  ω    -65.00 -19.00   0.50   13.76    --  -90.00  61.00  90.00   92
 42  ω   -111.00 -85.00   0.50   13.76    --  -90.00 -53.00 -27.25   52
 43  ω     47.00 104.00   0.50   13.76    --  111.50 -95.00  30.00  114
 44  ω     40.00  83.00   0.50   13.76    --  111.50 -77.00  60.00   86
 45  ω    143.00 169.00   0.50   13.76    --  111.50  61.00  90.00   52
 46  ω    103.00 129.00   0.50   13.76    --  111.50  61.00  90.00   52
 47  ω    150.00 177.00   0.50   13.76    --  111.50  45.00  30.00   54
 48  ω    147.00 177.00   0.50   13.76    --  111.50  61.00   0.00   60
 49  ω     98.00 128.00   0.50   13.76    --  111.50  61.00   0.00   60
 50  ω    105.00 142.00   0.50   13.76    --  111.50  45.00  30.00   74
 51  ω     99.00 155.00   0.50   13.76    --  111.50  61.00  60.00  112
 52  ω     78.00 105.00   0.50   13.76    --  111.50 -95.00   0.00   54
 53  ω     47.00  73.00   0.50   13.76    --  111.50 -95.00   0.00   52
 54  ω     40.00  67.00   0.50   13.76    --  111.50 -61.00-120.00   54
 55  ω     40.00  66.00   0.50   13.76    --  111.50 -61.00-150.00   52
 56  ω    103.00 130.00   0.50   13.76    --  111.50  45.00  90.00   54
 57  ω    101.00 144.00   0.50   13.76    --  111.50  61.00  30.00   86
 58  ω    101.00 129.00   0.50   13.76    --  111.50  45.00   0.00   56
 59  ω    115.00 175.00   0.50   13.76    --  111.50  45.00 -30.00  120
 60  ω     40.00  67.00   0.50   13.76    --  111.50 -77.00 -30.00   54
 61  ω     40.00  96.00   0.50   13.76    --  111.50 -77.00-120.00  112
 62  ω     50.00  85.00   0.50   13.76    --  111.50 -77.00 150.00   70
 63  ω     40.00  67.00   0.50   13.76    --  111.50 -61.00 150.00   54
 64  ω     40.00  67.00   0.50   13.76    --  111.50 -77.00  30.00   54
 65  ω    102.00 151.00   0.50   13.76    --  111.50  45.00  60.00   98
 66  ω     40.00  66.00   0.50   13.76    --  111.50-125.00-180.00   52
 67  ω     83.00 109.00   0.50   13.76    --  111.50-125.00-180.00   52
 68  ω     99.00 154.00   0.50   13.76    --  111.50  55.00-173.80  110
 69  ω     40.00  87.00   0.50   13.76    --  111.50 -95.00 -60.00   94
 70  ω     40.00  65.00   0.50   13.76    --  111.50 -61.00  30.00   50
 71  ω     49.00 109.00   0.50   13.76    --  111.50-125.00   0.00  120
 72  ω    107.00 165.00   0.50   13.76    --  111.50  78.00  83.36  116
 73  ω    106.00 177.00   0.50   13.76    --  111.50  77.00  60.00  142
 74  ω     98.00 169.00   0.50   13.76    --  111.50  61.00 120.00  142
 75  ω    103.00 147.00   0.50   13.76    --  111.50  61.00 -30.00   88
 76  ω     40.00  66.00   0.50   13.76    --  111.50 -61.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1142789000
_diffrn_orient_matrix_UB_12      0.0234020000
_diffrn_orient_matrix_UB_13      0.0511126000
_diffrn_orient_matrix_UB_21      0.0650633000
_diffrn_orient_matrix_UB_22      0.0220613000
_diffrn_orient_matrix_UB_23      0.1080167000
_diffrn_orient_matrix_UB_31      0.0086413000
_diffrn_orient_matrix_UB_32      0.1446800000
_diffrn_orient_matrix_UB_33      -0.0245741000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.793
_reflns_Friedel_fraction_full    0.901
_reflns_Friedel_fraction_max     0.892
_reflns_number_gt                5140
_reflns_number_total             5534
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 42.54a 64-bit (release 26-04-2022))'
_computing_data_reduction        'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 2092 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     544
_refine_ls_number_reflns         5534
_refine_ls_number_restraints     127
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0440
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0754P)²+0.2836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1187
_refine_ls_wR_factor_ref         0.1215
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O101-C102 \\sim O102-C106
 with sigma of 0.02
 C101-C102 \\sim C105-C106
 with sigma of 0.02
 C102-C103 \\sim C106-C107
 with sigma of 0.02
 C103-C104 \\sim C107-C108
 with sigma of 0.02
 O101-C101 \\sim O102-C105
 with sigma of 0.04
 O101-C103 \\sim O102-C107
 with sigma of 0.04
 C101-C103 \\sim C105-C107
 with sigma of 0.04
 C102-C104 \\sim C106-C108
 with sigma of 0.04
 N8-C26 \\sim N8-C26A
 with sigma of 0.005
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C26-C31 \\sim C26A-C31A
 with sigma of 0.02
 C27-C28 \\sim C27A-C28A
 with sigma of 0.02
 C28-C29 \\sim C28A-C29A
 with sigma of 0.02
 C29-C30 \\sim C29A-C30A
 with sigma of 0.02
 C30-C31 \\sim C30A-C31A
 with sigma of 0.02
 N8-C27 \\sim N8-C27A
 with sigma of 0.04
 N8-C31 \\sim N8-C31A
 with sigma of 0.04
 N9-C28 \\sim N9A-C28A
 with sigma of 0.04
 C26-C28 \\sim C26A-C28A
 with sigma of 0.04
 C26-C30 \\sim C26A-C30A
 with sigma of 0.04
 C27-C29 \\sim C27A-C29A
 with sigma of 0.04
 C27-C31 \\sim C27A-C31A
 with sigma of 0.04
 C28-C30 \\sim C28A-C30A
 with sigma of 0.04
 C29-C31 \\sim C29A-C31A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C26A \\sim C27A \\sim C28A \\sim C29A \\sim C30A \\sim C31A \\sim N9A: within
1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04 within 1.7A
C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31: within 1.7A with sigma
of 0.005 and sigma for terminal atoms of 0.02 within 1.7A
C105 \\sim C106 \\sim C107 \\sim C108 \\sim O102: within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 1.7A
4. Others
 Sof(C105)=Sof(H10I)=Sof(H10J)=Sof(H10K)=Sof(C106)=Sof(C107)=Sof(H10L)=
 Sof(H10M)=Sof(C108)=Sof(H10N)=Sof(H10O)=Sof(H10P)=Sof(O102)=1-FVAR(1)
 Sof(C101)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(C102)=Sof(C103)=Sof(H10D)=
 Sof(H10E)=Sof(C104)=Sof(H10F)=Sof(H10G)=Sof(H10H)=Sof(O101)=FVAR(1)
 Sof(C29A)=Sof(H29A)=Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=Sof(C26A)=
 Sof(C27A)=Sof(C28A)=Sof(H28A)=Sof(N9A)=Sof(H9AA)=Sof(H9AB)=1-FVAR(2)
 Sof(C26)=Sof(C27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=
 Sof(C31)=Sof(H31)=Sof(N9)=Sof(H9A)=Sof(H9B)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C103(H10D,H10E), C107(H10L,H10M)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15),
 C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31), C29A(H29A), C30A(H30A), C31A(H31A), C28A(H28A)
5.c Fitted hexagon refined as free rotating group:
 C29A(C30A,C31A,C26A,C27A,C28A)
5.d X=CH2 refined with riding coordinates:
 N9A(H9AA,H9AB)
5.e Idealised Me refined as rotating group:
 C101(H10A,H10B,H10C), C104(H10F,H10G,H10H), C105(H10I,H10J,H10K), C108(H10N,
 H10O,H10P)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.3149(3) 0.5930(3) 0.3146(2) 0.0413(7) Uani 1 1 d . . . . .
C2 C 0.2100(3) 0.5955(4) 0.2575(3) 0.0489(8) Uani 1 1 d . . . . .
H2 H 0.206225 0.590954 0.182313 0.059 Uiso 1 1 calc R U . . .
C3 C 0.1115(3) 0.6047(4) 0.3111(3) 0.0553(9) Uani 1 1 d . . . . .
H3 H 0.038684 0.605517 0.273823 0.066 Uiso 1 1 calc R U . . .
C4 C 0.1208(3) 0.6127(4) 0.4204(3) 0.0509(8) Uani 1 1 d . . . . .
H4 H 0.054474 0.615370 0.459969 0.061 Uiso 1 1 calc R U . . .
C5 C 0.2294(3) 0.6168(3) 0.4710(3) 0.0437(7) Uani 1 1 d . . . . .
C6 C 0.2391(3) 0.6373(3) 0.5898(2) 0.0433(7) Uani 1 1 d . . . . .
C7 C 0.3897(3) 0.6821(3) 0.7330(2) 0.0448(7) Uani 1 1 d . . . . .
C8 C 0.5033(3) 0.7221(3) 0.7476(2) 0.0427(7) Uani 1 1 d . . . . .
C9 C 0.5518(3) 0.7433(4) 0.8499(3) 0.0508(8) Uani 1 1 d . . . . .
H9 H 0.628410 0.772985 0.860210 0.061 Uiso 1 1 calc R U . . .
C10 C 0.4871(4) 0.7206(4) 0.9355(2) 0.0562(9) Uani 1 1 d . . . . .
H10 H 0.519958 0.733096 1.005262 0.067 Uiso 1 1 calc R U . . .
C11 C 0.3754(4) 0.6800(4) 0.9212(3) 0.0553(9) Uani 1 1 d . . . . .
H11 H 0.332463 0.664466 0.981243 0.066 Uiso 1 1 calc R U . . .
C12 C 0.3244(3) 0.6612(4) 0.8206(2) 0.0507(8) Uani 1 1 d . . . . .
H12 H 0.246833 0.634834 0.811228 0.061 Uiso 1 1 calc R U . . .
C13 C 0.7230(3) 0.7785(3) 0.5706(2) 0.0422(7) Uani 1 1 d . . . . .
C14 C 0.8425(3) 0.7832(3) 0.5771(3) 0.0445(7) Uani 1 1 d . . . . .
C15 C 0.8982(3) 0.8064(3) 0.4823(3) 0.0463(7) Uani 1 1 d . . . . .
H15 H 0.979200 0.812484 0.484778 0.056 Uiso 1 1 calc R U . . .
C16 C 0.8366(3) 0.8204(4) 0.3870(3) 0.0514(8) Uani 1 1 d . . . . .
H16 H 0.875779 0.835678 0.324537 0.062 Uiso 1 1 calc R U . . .
C17 C 0.7193(3) 0.8125(4) 0.3807(3) 0.0493(8) Uani 1 1 d . . . . .
H17 H 0.677439 0.820033 0.314254 0.059 Uiso 1 1 calc R U . . .
C18 C 0.6629(3) 0.7933(3) 0.4726(2) 0.0457(7) Uani 1 1 d . . . . .
H18 H 0.581694 0.790123 0.468889 0.055 Uiso 1 1 calc R U . . .
C19 C 0.4202(3) 0.5721(3) 0.2550(2) 0.0448(7) Uani 1 1 d . . . . .
C20 C 0.6253(3) 0.5173(3) 0.2840(2) 0.0425(7) Uani 1 1 d . . . . .
C21 C 0.7099(3) 0.4822(3) 0.3626(3) 0.0484(8) Uani 1 1 d . . . . .
C22 C 0.8195(3) 0.4521(4) 0.3341(3) 0.0572(9) Uani 1 1 d . . . . .
H22 H 0.876841 0.429355 0.387060 0.069 Uiso 1 1 calc R U . . .
C23 C 0.8455(3) 0.4552(4) 0.2289(4) 0.0631(10) Uani 1 1 d . . . . .
H23 H 0.920156 0.433397 0.209597 0.076 Uiso 1 1 calc R U . . .
C24 C 0.7628(3) 0.4900(4) 0.1522(3) 0.0565(9) Uani 1 1 d . . . . .
H24 H 0.781398 0.492289 0.080156 0.068 Uiso 1 1 calc R U . . .
C25 C 0.6533(3) 0.5217(3) 0.1780(3) 0.0493(8) Uani 1 1 d . . . . .
H25 H 0.597452 0.546236 0.124232 0.059 Uiso 1 1 calc R U . . .
N1 N 0.3260(2) 0.6066(3) 0.42022(19) 0.0396(5) Uani 1 1 d . . . . .
N2 N 0.3467(2) 0.6591(3) 0.62763(19) 0.0420(6) Uani 1 1 d . . . . .
H2A H 0.403(3) 0.662(4) 0.584(3) 0.050 Uiso 1 1 d . U . . .
N3 N 0.5619(2) 0.7409(3) 0.65389(19) 0.0407(6) Uani 1 1 d . . . . .
N4 N 0.6685(2) 0.7571(3) 0.6664(2) 0.0410(6) Uani 1 1 d . . . . .
N5 N 0.9054(3) 0.7664(3) 0.6715(2) 0.0536(7) Uani 1 1 d . . . . .
H5A H 0.982(4) 0.732(5) 0.661(3) 0.064 Uiso 1 1 d . U . . .
H5B H 0.860(4) 0.722(5) 0.719(4) 0.064 Uiso 1 1 d . U . . .
N6 N 0.5169(2) 0.5484(3) 0.3165(2) 0.0423(6) Uani 1 1 d . . . . .
H6 H 0.503(3) 0.545(4) 0.382(3) 0.051 Uiso 1 1 d . U . . .
N7 N 0.6746(3) 0.4753(3) 0.4681(2) 0.0510(7) Uani 1 1 d . . . . .
N8 N 0.7538(3) 0.4578(3) 0.5382(2) 0.0631(10) Uani 1 1 d D . . . .
O1 O 0.1541(2) 0.6366(3) 0.64191(19) 0.0547(6) Uani 1 1 d . . . . .
O2 O 0.4135(2) 0.5736(3) 0.15810(17) 0.0582(7) Uani 1 1 d . . . . .
C26 C 0.7136(6) 0.4439(5) 0.6407(4) 0.0423(14) Uani 0.695(7) 1 d D U P A 1
C27 C 0.8008(5) 0.4355(5) 0.7263(3) 0.0403(12) Uani 0.695(7) 1 d D U P A 1
C28 C 0.7716(5) 0.4169(7) 0.8299(6) 0.0393(14) Uani 0.695(7) 1 d D U P A 1
H28 H 0.830815 0.411062 0.884407 0.047 Uiso 0.695(7) 1 calc R U P A 1
C29 C 0.6577(4) 0.4065(5) 0.8566(4) 0.0457(12) Uani 0.695(7) 1 d D U P A 1
H29 H 0.640293 0.392296 0.928038 0.055 Uiso 0.695(7) 1 calc R U P A 1
C30 C 0.5692(4) 0.4171(5) 0.7767(4) 0.0473(12) Uani 0.695(7) 1 d D U P A 1
H30 H 0.491306 0.411612 0.793296 0.057 Uiso 0.695(7) 1 calc R U P A 1
C31 C 0.5983(5) 0.4358(5) 0.6729(5) 0.0452(12) Uani 0.695(7) 1 d D U P A 1
H31 H 0.537927 0.443800 0.619728 0.054 Uiso 0.695(7) 1 calc R U P A 1
N9 N 0.9096(7) 0.4484(7) 0.7019(4) 0.0502(14) Uani 0.695(7) 1 d D . P A 1
H9A H 0.928(5) 0.467(6) 0.643(5) 0.060 Uiso 0.695(7) 1 d . U P A 1
H9B H 0.962(5) 0.446(7) 0.764(5) 0.060 Uiso 0.695(7) 1 d . U P A 1
C29A C 0.7677(12) 0.4163(13) 0.8579(5) 0.062(6) Uani 0.305(7) 1 d DG U P A 2
H29A H 0.763219 0.403145 0.931820 0.075 Uiso 0.305(7) 1 calc R U P A 2
C30A C 0.8733(10) 0.4356(15) 0.8159(7) 0.087(5) Uani 0.305(7) 1 d DG U P A 2
H30A H 0.941035 0.435591 0.861161 0.105 Uiso 0.305(7) 1 calc R U P A 2
C31A C 0.8798(9) 0.4549(15) 0.7077(8) 0.083(9) Uani 0.305(7) 1 d DG U P A 2
H31A H 0.952022 0.468043 0.678982 0.100 Uiso 0.305(7) 1 calc R U P A 2
C26A C 0.7807(10) 0.4549(13) 0.6414(5) 0.081(5) Uani 0.305(7) 1 d DG U P A 2
C27A C 0.6751(9) 0.4356(10) 0.6834(7) 0.056(4) Uani 0.305(7) 1 d DG U P A 2
C28A C 0.6686(10) 0.4163(10) 0.7916(8) 0.066(4) Uani 0.305(7) 1 d DG U P A 2
H28A H 0.596388 0.403152 0.820298 0.079 Uiso 0.305(7) 1 calc R U P A 2
N9A N 0.5625(11) 0.4292(11) 0.6251(10) 0.053(3) Uani 0.305(7) 1 d D U P A 2
H9AA H 0.500697 0.414420 0.659437 0.064 Uiso 0.305(7) 1 calc R U P A 2
H9AB H 0.557108 0.440103 0.556019 0.064 Uiso 0.305(7) 1 calc R U P A 2
C101 C 0.7678(13) 0.8514(18) 1.0663(8) 0.060(3) Uani 0.702(7) 1 d D . P B 1
H10A H 0.714324 0.781689 1.080036 0.090 Uiso 0.702(7) 1 calc R U P B 1
H10B H 0.741319 0.897198 1.001700 0.090 Uiso 0.702(7) 1 calc R U P B 1
H10C H 0.771750 0.911293 1.126217 0.090 Uiso 0.702(7) 1 calc R U P B 1
C102 C 0.8818(6) 0.7972(7) 1.0527(5) 0.0575(17) Uani 0.702(7) 1 d D . P B 1
C103 C 0.9008(6) 0.7383(7) 0.9486(4) 0.0636(17) Uani 0.702(7) 1 d D . P B 1
H10D H 0.896773 0.806919 0.894189 0.076 Uiso 0.702(7) 1 calc R U P B 1
H10E H 0.837571 0.677316 0.930796 0.076 Uiso 0.702(7) 1 calc R U P B 1
C104 C 1.0154(8) 0.6660(12) 0.9417(9) 0.079(3) Uani 0.702(7) 1 d D . P B 1
H10F H 1.021502 0.598953 0.996209 0.119 Uiso 0.702(7) 1 calc R U P B 1
H10G H 1.078915 0.726754 0.952929 0.119 Uiso 0.702(7) 1 calc R U P B 1
H10H H 1.018343 0.626452 0.871574 0.119 Uiso 0.702(7) 1 calc R U P B 1
O101 O 0.9586(4) 0.8023(6) 1.1221(3) 0.0873(19) Uani 0.702(7) 1 d D . P B 1
C105 C 1.046(2) 0.720(2) 0.946(2) 0.086(7) Uani 0.298(7) 1 d D U P B 2
H10I H 1.046295 0.651213 0.999384 0.129 Uiso 0.298(7) 1 calc R U P B 2
H10J H 1.121603 0.761216 0.948911 0.129 Uiso 0.298(7) 1 calc R U P B 2
H10K H 1.029131 0.683520 0.875736 0.129 Uiso 0.298(7) 1 calc R U P B 2
C106 C 0.9596(18) 0.8151(19) 0.9688(13) 0.095(6) Uani 0.298(7) 1 d D U P B 2
C107 C 0.8538(18) 0.774(3) 1.009(2) 0.110(8) Uani 0.298(7) 1 d D U P B 2
H10L H 0.870936 0.700187 1.056891 0.132 Uiso 0.298(7) 1 calc R U P B 2
H10M H 0.804590 0.741767 0.948769 0.132 Uiso 0.298(7) 1 calc R U P B 2
C108 C 0.783(4) 0.871(5) 1.070(4) 0.103(17) Uani 0.298(7) 1 d D U P B 2
H10N H 0.743137 0.930033 1.019704 0.154 Uiso 0.298(7) 1 calc R U P B 2
H10O H 0.833242 0.920031 1.119628 0.154 Uiso 0.298(7) 1 calc R U P B 2
H10P H 0.726101 0.824361 1.109413 0.154 Uiso 0.298(7) 1 calc R U P B 2
O102 O 0.9701(13) 0.9275(13) 0.9491(10) 0.096(4) Uani 0.298(7) 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 1.387(4) . ?
C1 C19 1.499(5) . ?
C1 N1 1.342(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.377(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(4) . ?
C5 C6 1.515(5) . ?
C5 N1 1.339(4) . ?
C6 N2 1.340(4) . ?
C6 O1 1.228(4) . ?
C7 C8 1.396(5) . ?
C7 C12 1.400(4) . ?
C7 N2 1.416(4) . ?
C8 C9 1.398(4) . ?
C8 N3 1.419(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.380(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.376(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.398(5) . ?
C13 C18 1.396(4) . ?
C13 N4 1.421(4) . ?
C14 C15 1.420(5) . ?
C14 N5 1.375(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.375(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.375(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(5) . ?
C18 H18 0.9500 . ?
C19 N6 1.357(4) . ?
C19 O2 1.224(4) . ?
C20 C21 1.409(4) . ?
C20 C25 1.400(5) . ?
C20 N6 1.396(5) . ?
C21 C22 1.390(6) . ?
C21 N7 1.423(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.377(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(5) . ?
C25 H25 0.9500 . ?
N2 H2A 0.88(4) . ?
N3 N4 1.260(4) . ?
N5 H5A 0.98(5) . ?
N5 H5B 0.95(5) . ?
N6 H6 0.85(4) . ?
N7 N8 1.257(4) . ?
N8 C26 1.414(6) . ?
N8 C26A 1.325(7) . ?
C26 C27 1.445(6) . ?
C26 C31 1.436(9) . ?
C27 C28 1.387(9) . ?
C27 N9 1.337(9) . ?
C28 H28 0.9500 . ?
C28 C29 1.400(8) . ?
C29 H29 0.9500 . ?
C29 C30 1.408(7) . ?
C30 H30 0.9500 . ?
C30 C31 1.389(8) . ?
C31 H31 0.9500 . ?
N9 H9A 0.81(7) . ?
N9 H9B 0.97(6) . ?
C29A H29A 0.9500 . ?
C29A C30A 1.3900 . ?
C29A C28A 1.3900 . ?
C30A H30A 0.9500 . ?
C30A C31A 1.3900 . ?
C31A H31A 0.9500 . ?
C31A C26A 1.3900 . ?
C26A C27A 1.3900 . ?
C27A C28A 1.3900 . ?
C27A N9A 1.473(15) . ?
C28A H28A 0.9500 . ?
N9A H9AA 0.8800 . ?
N9A H9AB 0.8800 . ?
C101 H10A 0.9800 . ?
C101 H10B 0.9800 . ?
C101 H10C 0.9800 . ?
C101 C102 1.468(15) . ?
C102 C103 1.482(8) . ?
C102 O101 1.219(7) . ?
C103 H10D 0.9900 . ?
C103 H10E 0.9900 . ?
C103 C104 1.545(12) . ?
C104 H10F 0.9800 . ?
C104 H10G 0.9800 . ?
C104 H10H 0.9800 . ?
C105 H10I 0.9800 . ?
C105 H10J 0.9800 . ?
C105 H10K 0.9800 . ?
C105 C106 1.46(2) . ?
C106 C107 1.43(2) . ?
C106 O102 1.202(19) . ?
C107 H10L 0.9900 . ?
C107 H10M 0.9900 . ?
C107 C108 1.54(3) . ?
C108 H10N 0.9800 . ?
C108 H10O 0.9800 . ?
C108 H10P 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
C2 C1 C19 118.1(3) . . ?
N1 C1 C2 123.1(3) . . ?
N1 C1 C19 118.9(3) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.7(3) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.5(3) . . ?
C5 C4 H4 120.8 . . ?
C4 C5 C6 118.2(3) . . ?
N1 C5 C4 123.6(3) . . ?
N1 C5 C6 118.1(3) . . ?
N2 C6 C5 113.0(3) . . ?
O1 C6 C5 121.1(3) . . ?
O1 C6 N2 125.8(3) . . ?
C8 C7 C12 120.2(3) . . ?
C8 C7 N2 117.2(3) . . ?
C12 C7 N2 122.6(3) . . ?
C7 C8 C9 120.1(3) . . ?
C7 C8 N3 115.8(3) . . ?
C9 C8 N3 124.1(3) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.1(4) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.8(3) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C7 C12 H12 120.7 . . ?
C11 C12 C7 118.6(3) . . ?
C11 C12 H12 120.7 . . ?
C14 C13 N4 117.1(3) . . ?
C18 C13 C14 119.9(3) . . ?
C18 C13 N4 123.0(3) . . ?
C13 C14 C15 117.7(3) . . ?
N5 C14 C13 122.0(3) . . ?
N5 C14 C15 120.4(3) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.1(3) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 119.1(3) . . ?
C18 C17 H17 120.5 . . ?
C13 C18 H18 119.3 . . ?
C17 C18 C13 121.3(3) . . ?
C17 C18 H18 119.3 . . ?
N6 C19 C1 114.9(3) . . ?
O2 C19 C1 119.8(3) . . ?
O2 C19 N6 125.3(3) . . ?
C25 C20 C21 119.2(3) . . ?
N6 C20 C21 117.8(3) . . ?
N6 C20 C25 123.0(3) . . ?
C20 C21 N7 116.3(3) . . ?
C22 C21 C20 119.8(3) . . ?
C22 C21 N7 123.9(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(3) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.8(4) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.3(4) . . ?
C25 C24 H24 119.4 . . ?
C20 C25 H25 120.2 . . ?
C24 C25 C20 119.6(3) . . ?
C24 C25 H25 120.2 . . ?
C5 N1 C1 116.9(3) . . ?
C6 N2 C7 129.6(3) . . ?
C6 N2 H2A 120(2) . . ?
C7 N2 H2A 110(2) . . ?
N4 N3 C8 116.1(2) . . ?
N3 N4 C13 114.0(2) . . ?
C14 N5 H5A 112(3) . . ?
C14 N5 H5B 108(3) . . ?
H5A N5 H5B 118(4) . . ?
C19 N6 C20 127.9(3) . . ?
C19 N6 H6 111(3) . . ?
C20 N6 H6 120(3) . . ?
N8 N7 C21 115.1(3) . . ?
N7 N8 C26 112.9(4) . . ?
N7 N8 C26A 145.1(6) . . ?
N8 C26 C27 115.7(5) . . ?
N8 C26 C31 129.6(4) . . ?
C31 C26 C27 114.7(5) . . ?
C28 C27 C26 120.8(5) . . ?
N9 C27 C26 117.5(5) . . ?
N9 C27 C28 121.6(5) . . ?
C27 C28 H28 119.0 . . ?
C27 C28 C29 122.1(6) . . ?
C29 C28 H28 119.0 . . ?
C28 C29 H29 120.3 . . ?
C28 C29 C30 119.5(5) . . ?
C30 C29 H29 120.3 . . ?
C29 C30 H30 120.8 . . ?
C31 C30 C29 118.5(5) . . ?
C31 C30 H30 120.8 . . ?
C26 C31 H31 117.8 . . ?
C30 C31 C26 124.4(5) . . ?
C30 C31 H31 117.8 . . ?
C27 N9 H9A 123(5) . . ?
C27 N9 H9B 112(4) . . ?
H9A N9 H9B 124(6) . . ?
C30A C29A H29A 120.0 . . ?
C30A C29A C28A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C31A C30A C29A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C30A C31A H31A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C26A C31A H31A 120.0 . . ?
N8 C26A C31A 137.3(7) . . ?
N8 C26A C27A 102.4(8) . . ?
C27A C26A C31A 120.0 . . ?
C26A C27A N9A 127.3(8) . . ?
C28A C27A C26A 120.0 . . ?
C28A C27A N9A 112.7(8) . . ?
C29A C28A H28A 120.0 . . ?
C27A C28A C29A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C27A N9A H9AA 120.0 . . ?
C27A N9A H9AB 120.0 . . ?
H9AA N9A H9AB 120.0 . . ?
H10A C101 H10B 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
C102 C101 H10A 109.5 . . ?
C102 C101 H10B 109.5 . . ?
C102 C101 H10C 109.5 . . ?
C101 C102 C103 116.6(7) . . ?
O101 C102 C101 122.4(7) . . ?
O101 C102 C103 120.9(6) . . ?
C102 C103 H10D 108.4 . . ?
C102 C103 H10E 108.4 . . ?
C102 C103 C104 115.4(6) . . ?
H10D C103 H10E 107.5 . . ?
C104 C103 H10D 108.4 . . ?
C104 C103 H10E 108.4 . . ?
C103 C104 H10F 109.5 . . ?
C103 C104 H10G 109.5 . . ?
C103 C104 H10H 109.5 . . ?
H10F C104 H10G 109.5 . . ?
H10F C104 H10H 109.5 . . ?
H10G C104 H10H 109.5 . . ?
H10I C105 H10J 109.5 . . ?
H10I C105 H10K 109.5 . . ?
H10J C105 H10K 109.5 . . ?
C106 C105 H10I 109.5 . . ?
C106 C105 H10J 109.5 . . ?
C106 C105 H10K 109.5 . . ?
C107 C106 C105 120(2) . . ?
O102 C106 C105 122.5(19) . . ?
O102 C106 C107 117.6(19) . . ?
C106 C107 H10L 107.5 . . ?
C106 C107 H10M 107.5 . . ?
C106 C107 C108 119(3) . . ?
H10L C107 H10M 107.0 . . ?
C108 C107 H10L 107.5 . . ?
C108 C107 H10M 107.5 . . ?
C107 C108 H10N 109.5 . . ?
C107 C108 H10O 109.5 . . ?
C107 C108 H10P 109.5 . . ?
H10N C108 H10O 109.5 . . ?
H10N C108 H10P 109.5 . . ?
H10O C108 H10P 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C12 H12 O1 0.95 2.34 2.934(4) 119.9 . yes
C18 H18 N9A 0.95 2.47 3.178(14) 131.0 2_656 yes
C25 H25 O2 0.95 2.24 2.856(5) 121.7 . yes
N2 H2A N3 0.88(4) 2.17(4) 2.662(4) 115(3) . yes
N5 H5A O1 0.98(5) 2.28(5) 3.252(4) 176(4) 1_655 yes
N6 H6 N1 0.85(4) 2.25(4) 2.727(4) 115(3) . yes
N9 H9B O101 0.97(6) 2.23(7) 3.039(8) 140(6) 2_747 yes
N9A H9AB N7 0.88 1.86 2.492(11) 127.5 . yes
C105 H10I O102 0.98 2.43 3.33(3) 152.4 2_747 yes

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
C1 C2 C3 C4 0.8(6) . . . . ?
C1 C19 N6 C20 175.5(3) . . . . ?
C2 C1 C19 N6 -169.1(3) . . . . ?
C2 C1 C19 O2 9.0(5) . . . . ?
C2 C1 N1 C5 3.2(5) . . . . ?
C2 C3 C4 C5 2.8(6) . . . . ?
C3 C4 C5 C6 174.7(3) . . . . ?
C3 C4 C5 N1 -3.6(5) . . . . ?
C4 C5 C6 N2 -170.4(3) . . . . ?
C4 C5 C6 O1 7.7(5) . . . . ?
C4 C5 N1 C1 0.7(5) . . . . ?
C5 C6 N2 C7 -179.9(3) . . . . ?
C6 C5 N1 C1 -177.7(3) . . . . ?
C7 C8 C9 C10 1.9(5) . . . . ?
C7 C8 N3 N4 -169.3(3) . . . . ?
C8 C7 C12 C11 -0.6(5) . . . . ?
C8 C7 N2 C6 -170.0(3) . . . . ?
C8 C9 C10 C11 -1.3(6) . . . . ?
C8 N3 N4 C13 -178.6(3) . . . . ?
C9 C8 N3 N4 11.9(5) . . . . ?
C9 C10 C11 C12 -0.3(6) . . . . ?
C10 C11 C12 C7 1.3(6) . . . . ?
C12 C7 C8 C9 -0.9(5) . . . . ?
C12 C7 C8 N3 -179.8(3) . . . . ?
C12 C7 N2 C6 12.6(6) . . . . ?
C13 C14 C15 C16 -1.7(5) . . . . ?
C14 C13 C18 C17 0.1(5) . . . . ?
C14 C13 N4 N3 -173.2(3) . . . . ?
C14 C15 C16 C17 0.2(6) . . . . ?
C15 C16 C17 C18 1.6(6) . . . . ?
C16 C17 C18 C13 -1.7(6) . . . . ?
C18 C13 C14 C15 1.6(5) . . . . ?
C18 C13 C14 N5 -178.6(3) . . . . ?
C18 C13 N4 N3 6.2(4) . . . . ?
C19 C1 C2 C3 175.0(3) . . . . ?
C19 C1 N1 C5 -175.8(3) . . . . ?
C20 C21 C22 C23 -0.7(5) . . . . ?
C20 C21 N7 N8 -172.5(3) . . . . ?
C21 C20 C25 C24 0.8(5) . . . . ?
C21 C20 N6 C19 -172.7(3) . . . . ?
C21 C22 C23 C24 0.9(6) . . . . ?
C21 N7 N8 C26 -176.4(4) . . . . ?
C21 N7 N8 C26A 171.0(11) . . . . ?
C22 C21 N7 N8 9.9(5) . . . . ?
C22 C23 C24 C25 -0.3(6) . . . . ?
C23 C24 C25 C20 -0.6(6) . . . . ?
C25 C20 C21 C22 -0.2(5) . . . . ?
C25 C20 C21 N7 -177.9(3) . . . . ?
C25 C20 N6 C19 8.3(5) . . . . ?
N1 C1 C2 C3 -3.9(5) . . . . ?
N1 C1 C19 N6 10.0(4) . . . . ?
N1 C1 C19 O2 -172.0(3) . . . . ?
N1 C5 C6 N2 8.0(4) . . . . ?
N1 C5 C6 O1 -173.8(3) . . . . ?
N2 C7 C8 C9 -178.4(3) . . . . ?
N2 C7 C8 N3 2.7(4) . . . . ?
N2 C7 C12 C11 176.7(3) . . . . ?
N3 C8 C9 C10 -179.3(3) . . . . ?
N4 C13 C14 C15 -179.0(3) . . . . ?
N4 C13 C14 N5 0.8(5) . . . . ?
N4 C13 C18 C17 -179.2(3) . . . . ?
N5 C14 C15 C16 178.4(4) . . . . ?
N6 C20 C21 C22 -179.1(3) . . . . ?
N6 C20 C21 N7 3.2(4) . . . . ?
N6 C20 C25 C24 179.7(3) . . . . ?
N7 C21 C22 C23 176.8(4) . . . . ?
N7 N8 C26 C27 -174.4(4) . . . . ?
N7 N8 C26 C31 6.1(7) . . . . ?
N7 N8 C26A C31A -165.9(8) . . . . ?
N7 N8 C26A C27A 20.9(14) . . . . ?
N8 C26 C27 C28 -177.6(5) . . . . ?
N8 C26 C27 N9 3.4(7) . . . . ?
N8 C26 C31 C30 177.4(5) . . . . ?
N8 C26A C27A C28A 174.7(9) . . . . ?
N8 C26A C27A N9A -3.5(11) . . . . ?
O1 C6 N2 C7 2.0(6) . . . . ?
O2 C19 N6 C20 -2.4(6) . . . . ?
C26 C27 C28 C29 -0.5(9) . . . . ?
C27 C26 C31 C30 -2.1(8) . . . . ?
C27 C28 C29 C30 -1.0(9) . . . . ?
C28 C29 C30 C31 1.0(8) . . . . ?
C29 C30 C31 C26 0.7(8) . . . . ?
C31 C26 C27 C28 2.0(8) . . . . ?
C31 C26 C27 N9 -177.0(6) . . . . ?
N9 C27 C28 C29 178.4(6) . . . . ?
C29A C30A C31A C26A 0.0 . . . . ?
C30A C29A C28A C27A 0.0 . . . . ?
C30A C31A C26A N8 -172.4(13) . . . . ?
C30A C31A C26A C27A 0.0 . . . . ?
C31A C26A C27A C28A 0.0 . . . . ?
C31A C26A C27A N9A -178.2(11) . . . . ?
C26A C27A C28A C29A 0.0 . . . . ?
C28A C29A C30A C31A 0.0 . . . . ?
N9A C27A C28A C29A 178.5(10) . . . . ?
C101 C102 C103 C104 -172.0(11) . . . . ?
O101 C102 C103 C104 9.6(11) . . . . ?
C105 C106 C107 C108 158(3) . . . . ?
O102 C106 C107 C108 -26(4) . . . . ?

_olex2_exptl_crystal_mounting_method 'using Fomblin'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.866
_oxdiff_exptl_absorpt_empirical_full_min 0.560
####################################################################### 
# 
# 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_1-DMSO
_database_code_depnum_ccdc_archive 'CCDC 2426874'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2025-02-25 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_audit_creation_date             2025-02-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N9 O2, C2 H6 O S'
_chemical_formula_sum            'C33 H31 N9 O3 S'
_chemical_formula_weight         633.73
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C35 H44 N9 O3 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.5089(5)
_cell_length_b                   10.4369(4)
_cell_length_c                   12.6459(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.842(4)
_cell_angle_gamma                90
_cell_volume                     1518.83(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10525
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.3140
_cell_measurement_theta_min      3.7870
_shelx_estimated_absorpt_T_max   0.925
_shelx_estimated_absorpt_T_min   0.734
_exptl_absorpt_coefficient_mu    1.373
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.729
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.128a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             664
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 0 8 0.0479
-2 7 1 0.1175
1 -7 -1 0.1044
2 0 -8 0.0534
6 -1 4 0.0214
-7 -1 2 0.0262
-6 0 -5 0.0344
7 0 1 0.0294
5 5 1 0.1034
7 -1 0 0.0298
-7 0 0 0.0227

_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.058
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.8052 -0.3159 7.9839 0.0262 0.1024 -0.9944
-1.5534 6.5166 1.4709 0.2323 0.9700 -0.0713
1.4242 -6.6147 -0.8394 -0.2328 -0.9725 -0.0086
1.7903 0.3946 -7.9826 -0.0235 -0.0910 0.9956
6.2456 -0.6304 4.3405 -0.9363 0.0244 -0.3504
-7.2921 -0.7830 1.6280 0.9041 -0.1178 -0.4107
-5.8178 0.0726 -5.0579 0.8932 -0.1177 0.4341
7.3314 0.4580 1.3649 -0.9901 0.1296 0.0532
4.5251 5.3285 0.9428 -0.5618 0.8165 0.1329
7.4202 -0.7767 -0.0378 -0.9781 -0.0773 0.1930
-7.4695 0.0525 0.2355 0.9720 -0.0244 -0.2336

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23584
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.644
_diffrn_reflns_theta_min         3.495
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3537
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00 -10.00   1.00    4.72    --  -39.96 117.00 -49.00   62
  2  ω    -36.00 -10.00   1.00    4.72    --   39.96 -19.00  58.00   26
  3  ω    104.00 169.00   1.00   18.89    --  113.00 110.00  45.00   65
  4  ω     70.00 177.00   1.00   18.89    --  113.00  19.00-134.00  107
  5  ω     42.00 108.00   1.00   18.89    --  113.00-117.00-137.00   66
  6  ω   -104.00 -16.00   1.00    4.72    --  -39.96 -38.00-150.00   88
  7  ω     59.00  85.00   1.00    4.72    --   39.96 -19.00  58.00   26
  8  ω     66.00  95.00   1.00   18.89    --  113.00 178.00  60.00   29
  9  ω    117.00 146.00   1.00   18.89    --  113.00 178.00  60.00   29
 10  ω     39.00  93.00   1.00   18.89    --  113.00-111.00 150.00   54
 11  ω     27.00  52.00   1.00    4.72    --   40.58-110.00 -49.00   25
 12  ω    -17.00  15.00   1.00    4.72    --  -40.58  38.00  60.00   32
 13  ω    -62.00 -34.00   1.00    4.72    --  -40.58  38.00  60.00   28
 14  ω    -53.00 -11.00   1.00    4.72    --  -40.58 125.00-120.00   42
 15  ω   -103.00 -15.00   1.00    4.72    --  -40.58 -38.00  90.00   88
 16  ω     29.00  95.00   1.00    4.72    --   40.58-125.00-120.00   66
 17  ω    119.00 145.00   1.00   18.89    --  113.00  77.00 -60.00   26
 18  ω     37.00  65.00   1.00   18.89    --  113.00 -30.00 120.00   28
 19  ω     81.00 107.00   1.00   18.89    --  113.00-111.00 120.00   26
 20  ω     81.00 109.00   1.00   18.89    --  113.00-111.00  30.00   28
 21  ω     77.00 103.00   1.00   18.89    --  113.00-111.00  90.00   26
 22  ω     39.00  78.00   1.00   18.89    --  113.00-111.00 120.00   39
 23  ω     72.00  98.00   1.00   18.89    --  113.00 -30.00 120.00   26
 24  ω    108.00 141.00   1.00   18.89    --  113.00 -30.00 120.00   33
 25  ω     83.00 109.00   1.00   18.89    --  113.00-111.00-180.00   26
 26  ω     44.00  77.00   1.00   18.89    --  113.00-111.00-180.00   33
 27  ω    133.00 159.00   1.00   18.89    --  113.00  45.00-120.00   26
 28  ω    105.00 158.00   1.00   18.89    --  113.00  77.00  90.00   53
 29  ω     62.00 141.00   1.00   18.89    --  113.00 -30.00 -90.00   79
 30  ω     38.00  93.00   1.00   18.89    --  113.00-111.00 -90.00   55
 31  ω     51.00  77.00   1.00   18.89    --  113.00 -61.00-180.00   26
 32  ω     99.00 142.00   1.00   18.89    --  113.00 -61.00-180.00   43
 33  ω     78.00 109.00   1.00   18.89    --  113.00-111.00 -60.00   31
 34  ω     39.00 141.00   1.00   18.89    --  113.00 -61.00 -60.00  102
 35  ω     86.00 172.00   1.00   18.89    --  113.00  30.00  30.00   86
 36  ω     27.00  52.00   1.00    4.72    --   40.58-110.00 -49.00   25
 37  ω   -122.00   6.00   1.00    4.72    --  -40.58 -19.00 -60.00  128
 38  ω    -87.00  -6.00   1.00    4.72    --  -40.58 125.00  60.00   81
 39  ω   -115.00 -42.00   1.00    4.72    --  -40.58 -57.00-180.00   73
 40  ω   -115.00 -11.00   1.00    4.72    --  -40.58 -57.00  60.00  104
 41  ω      4.00  31.00   1.00    4.72    --   40.58  87.00 -58.22   27
 42  ω      3.00  30.00   1.00    4.72    --   40.58  89.00 114.87   27
 43  ω      3.00  30.00   1.00    4.72    --   40.58  88.00-130.77   27
 44  ω      2.00  29.00   1.00    4.72    --   40.58  90.00  75.23   27
 45  ω      3.00  30.00   1.00    4.72    --   40.58  88.00  11.02   27
 46  ω     27.00  52.00   1.00    4.72    --   40.58-110.00 -49.00   25
 47  ω    -87.00  -6.00   1.00    4.72    --  -40.58 125.00 150.00   81
 48  ω     11.00 115.00   1.00    4.72    --   40.58  57.00 -90.00  104
 49  ω     -6.00 118.00   1.00    4.72    --   40.58  19.00   0.00  124
 50  ω     11.00 115.00   1.00    4.72    --   40.58  57.00  90.00  104
 51  ω    -33.00  70.00   1.00    4.72    --   40.58 -57.00 150.00  103
 52  ω     11.00 115.00   1.00    4.72    --   40.58  57.00 120.00  104
 53  ω     11.00 115.00   1.00    4.72    --   40.58  57.00-150.00  104
 54  ω     11.00 115.00   1.00    4.72    --   40.58  57.00   0.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1308762000
_diffrn_orient_matrix_UB_12      0.0102972000
_diffrn_orient_matrix_UB_13      -0.0258984000
_diffrn_orient_matrix_UB_21      0.0049161000
_diffrn_orient_matrix_UB_22      0.1455800000
_diffrn_orient_matrix_UB_23      0.0196972000
_diffrn_orient_matrix_UB_31      0.0277308000
_diffrn_orient_matrix_UB_32      0.0221624000
_diffrn_orient_matrix_UB_33      -0.1174029000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.871
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.959
_reflns_number_gt                5052
_reflns_number_total             6284
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.128a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.128a 64-bit (release 20-06-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.128a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.596
_refine_diff_density_min         -0.668
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 
;
 Flack x determined using 1871 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     532
_refine_ls_number_reflns         6284
_refine_ls_number_restraints     363
_refine_ls_R_factor_all          0.0938
_refine_ls_R_factor_gt           0.0788
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1450P)²+0.5344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2116
_refine_ls_wR_factor_ref         0.2337
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N5-H5A = N5-H5B
 0.88 with sigma of 0.02
 O101-S101
 1.69 with sigma of 0.005
 O11A-S11A
 1.69 with sigma of 0.008
 S101-C101 = S101-C102 = S11A-C11A = S11A-C12A
 1.89 with sigma of 0.02
 N6-H6
 0.87 with sigma of 0.02
 O101-C101 = O101-C102 = O11A-C11A = O11A-C12A
 2.79 with sigma of 0.04
 N4-C13 \\sim N8-C26
 with sigma of 0.01
 N4-C13 \\sim N8-C26A
 with sigma of 0.01
 C28-C27 \\sim C28A-C27A
 with sigma of 0.02
 C28-C29 \\sim C28A-C29A
 with sigma of 0.02
 N9-C27 \\sim N9A-C27A
 with sigma of 0.02
 C26-C31 \\sim C26A-C31A
 with sigma of 0.02
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C31-C30 \\sim C31A-C30A
 with sigma of 0.02
 C30-C29 \\sim C30A-C29A
 with sigma of 0.02
 N8-C31 \\sim N8-C31A
 with sigma of 0.04
 N8-C27 \\sim N8-C27A
 with sigma of 0.04
 C28-N9 \\sim C28A-N9A
 with sigma of 0.04
 C28-C26 \\sim C28A-C26A
 with sigma of 0.04
 C28-C30 \\sim C28A-C30A
 with sigma of 0.04
 N9-C26 \\sim N9A-C26A
 with sigma of 0.04
 C26-C30 \\sim C26A-C30A
 with sigma of 0.04
 C31-C27 \\sim C31A-C27A
 with sigma of 0.04
 C31-C29 \\sim C31A-C29A
 with sigma of 0.04
 C27-C29 \\sim C27A-C29A
 with sigma of 0.04
 S101-C102 \\sim S101-C101
 with sigma of 0.02
 C102-O101 \\sim C101-O101
 with sigma of 0.04
 S11A-C11A \\sim S11A-C12A
 with sigma of 0.02
 C11A-O11A \\sim C12A-O11A
 with sigma of 0.04
 C5-C19 \\sim C6-C1
 with sigma of 0.02
3. Rigid bond restraints
 C26, C26, C26, C27, C31, N8
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C26A, C26A, C26A, C27A, C31A, N8
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C26A \\sim C27A
\\sim C28A \\sim C29A \\sim C30A \\sim C31A \\sim N9 \\sim N9A: within 1.7A
with sigma of 0.02 and sigma for terminal atoms of 0.04 within 1.7A
C101 \\sim C102 \\sim C11A \\sim C12A \\sim O101 \\sim O11A \\sim S101 \\sim
S11A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within
2A
5. Rigid body (RIGU) restrains
 C101, C102, O101, S101
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C11A, C12A, O11A, S11A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C26A)=Sof(C27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=Sof(C30A)=
 Sof(H30A)=Sof(C31A)=Sof(H31A)=Sof(N9A)=Sof(H9AA)=Sof(H9AB)=1-FVAR(1)
 Sof(C26)=Sof(C27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=
 Sof(C31)=Sof(H31)=Sof(N9)=Sof(H9A)=Sof(H9B)=FVAR(1)
 Sof(C11A)=Sof(H11A)=Sof(H11B)=Sof(H11C)=Sof(C12A)=Sof(H12A)=Sof(H12B)=
 Sof(H12C)=Sof(O11A)=Sof(S11A)=1-FVAR(2)
 Sof(C101)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(C102)=Sof(H10D)=Sof(H10E)=
 Sof(H10F)=Sof(O101)=Sof(S101)=FVAR(2)
7.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15),
 C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31), C28A(H28A), C29A(H29A), C30A(H30A), C31A(H31A)
7.b X=CH2 refined with riding coordinates:
 N9(H9A,H9B), N9A(H9AA,H9AB)
7.c Idealised Me refined as rotating group:
 C101(H10A,H10B,H10C), C102(H10D,H10E,H10F), C11A(H11A,H11B,H11C), C12A(H12A,
 H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.2205(5) 0.4137(5) 0.4742(5) 0.0486(12) Uani 1 1 d D . . . .
C2 C 0.1153(5) 0.4119(6) 0.4213(5) 0.0556(14) Uani 1 1 d . . . . .
H2 H 0.044960 0.407847 0.459503 0.067 Uiso 1 1 calc R U . . .
C3 C 0.1130(5) 0.4159(6) 0.3131(6) 0.0595(15) Uani 1 1 d . . . . .
H3 H 0.041474 0.409746 0.275014 0.071 Uiso 1 1 calc R U . . .
C4 C 0.2166(6) 0.4292(6) 0.2603(5) 0.0530(13) Uani 1 1 d . . . . .
H4 H 0.217961 0.432863 0.185228 0.064 Uiso 1 1 calc R U . . .
C5 C 0.3182(5) 0.4370(5) 0.3195(4) 0.0456(12) Uani 1 1 d D . . . .
C6 C 0.2225(5) 0.3983(5) 0.5941(5) 0.0515(13) Uani 1 1 d D . . . .
C7 C 0.3666(6) 0.3594(5) 0.7389(4) 0.0523(14) Uani 1 1 d . . . . .
C8 C 0.4801(6) 0.3172(6) 0.7541(5) 0.0538(14) Uani 1 1 d . . . . .
C9 C 0.5243(7) 0.2982(7) 0.8554(5) 0.0613(16) Uani 1 1 d . . . . .
H9 H 0.601475 0.267530 0.865152 0.074 Uiso 1 1 calc R U . . .
C10 C 0.4572(8) 0.3233(8) 0.9416(6) 0.072(2) Uani 1 1 d . . . . .
H10 H 0.488094 0.312026 1.011106 0.087 Uiso 1 1 calc R U . . .
C11 C 0.3437(8) 0.3654(8) 0.9266(5) 0.0706(19) Uani 1 1 d . . . . .
H11 H 0.296988 0.382044 0.986363 0.085 Uiso 1 1 calc R U . . .
C12 C 0.2973(7) 0.3837(7) 0.8258(5) 0.0599(15) Uani 1 1 d . . . . .
H12 H 0.219510 0.412328 0.816327 0.072 Uiso 1 1 calc R U . . .
C13 C 0.7095(6) 0.2529(5) 0.5766(5) 0.0513(13) Uani 1 1 d D . . . .
C14 C 0.8321(6) 0.2436(5) 0.5829(6) 0.0574(15) Uani 1 1 d . . . . .
C15 C 0.8906(6) 0.2184(7) 0.4884(6) 0.0626(16) Uani 1 1 d . . . . .
H15 H 0.972384 0.205804 0.491167 0.075 Uiso 1 1 calc R U . . .
C16 C 0.8349(7) 0.2115(7) 0.3935(6) 0.0675(18) Uani 1 1 d . . . . .
H16 H 0.877982 0.199292 0.330829 0.081 Uiso 1 1 calc R U . . .
C17 C 0.7158(7) 0.2220(7) 0.3879(5) 0.0616(16) Uani 1 1 d . . . . .
H17 H 0.676321 0.215719 0.321584 0.074 Uiso 1 1 calc R U . . .
C18 C 0.6547(6) 0.2416(6) 0.4786(5) 0.0534(13) Uani 1 1 d . . . . .
H18 H 0.572391 0.247697 0.474293 0.064 Uiso 1 1 calc R U . . .
C19 C 0.4296(5) 0.4612(5) 0.2616(5) 0.0507(13) Uani 1 1 d D . . . .
C20 C 0.6360(5) 0.5194(5) 0.2886(5) 0.0515(13) Uani 1 1 d . . . . .
C21 C 0.7190(5) 0.5528(5) 0.3667(5) 0.0507(13) Uani 1 1 d . . . . .
C22 C 0.8315(6) 0.5825(6) 0.3366(6) 0.0611(16) Uani 1 1 d . . . . .
H22 H 0.887913 0.604052 0.389238 0.073 Uiso 1 1 calc R U . . .
C23 C 0.8626(6) 0.5814(7) 0.2322(7) 0.0692(18) Uani 1 1 d . . . . .
H23 H 0.939286 0.603851 0.212573 0.083 Uiso 1 1 calc R U . . .
C24 C 0.7802(6) 0.5469(7) 0.1554(6) 0.0658(17) Uani 1 1 d . . . . .
H24 H 0.801638 0.544163 0.083152 0.079 Uiso 1 1 calc R U . . .
C25 C 0.6677(6) 0.5165(6) 0.1830(5) 0.0549(14) Uani 1 1 d . . . . .
H25 H 0.612159 0.493779 0.129940 0.066 Uiso 1 1 calc R U . . .
C26 C 0.7176(10) 0.5878(13) 0.6465(7) 0.051(3) Uani 0.646(10) 1 d D U P A 1
C27 C 0.8039(9) 0.5865(9) 0.7301(8) 0.047(2) Uani 0.646(10) 1 d D U P A 1
C28 C 0.7724(13) 0.597(3) 0.8350(13) 0.052(3) Uani 0.646(10) 1 d D U P A 1
H28 H 0.831322 0.594600 0.888336 0.063 Uiso 0.646(10) 1 calc R U P A 1
C29 C 0.6574(8) 0.6115(9) 0.8646(8) 0.048(2) Uani 0.646(10) 1 d D U P A 1
H29 H 0.637536 0.619352 0.936960 0.058 Uiso 0.646(10) 1 calc R U P A 1
C30 C 0.5700(9) 0.6140(9) 0.7838(7) 0.053(2) Uani 0.646(10) 1 d D U P A 1
H30 H 0.490998 0.626011 0.802323 0.063 Uiso 0.646(10) 1 calc R U P A 1
C31 C 0.5989(12) 0.5991(13) 0.6779(10) 0.054(3) Uani 0.646(10) 1 d D U P A 1
H31 H 0.538837 0.596334 0.625632 0.065 Uiso 0.646(10) 1 calc R U P A 1
C26A C 0.7588(17) 0.571(3) 0.6517(9) 0.060(5) Uani 0.354(10) 1 d D U P A 2
C27A C 0.647(2) 0.592(3) 0.6911(17) 0.059(4) Uani 0.354(10) 1 d D U P A 2
C28A C 0.6547(18) 0.6071(17) 0.7987(14) 0.056(4) Uani 0.354(10) 1 d D U P A 2
H28A H 0.585364 0.622839 0.836364 0.067 Uiso 0.354(10) 1 calc R U P A 2
C29A C 0.759(2) 0.600(7) 0.855(2) 0.054(6) Uani 0.354(10) 1 d D U P A 2
H29A H 0.758123 0.613119 0.929266 0.065 Uiso 0.354(10) 1 calc R U P A 2
C30A C 0.8677(18) 0.5754(18) 0.8052(14) 0.063(4) Uani 0.354(10) 1 d D U P A 2
H30A H 0.937637 0.568881 0.845699 0.076 Uiso 0.354(10) 1 calc R U P A 2
C31A C 0.868(2) 0.5609(19) 0.6973(16) 0.053(4) Uani 0.354(10) 1 d D U P A 2
H31A H 0.935921 0.545283 0.658006 0.064 Uiso 0.354(10) 1 calc R U P A 2
N1 N 0.3228(4) 0.4268(4) 0.4256(4) 0.0457(10) Uani 1 1 d . . . . .
N2 N 0.3295(5) 0.3805(5) 0.6332(4) 0.0514(11) Uani 1 1 d . . . . .
H2A H 0.385(7) 0.373(8) 0.588(6) 0.062 Uiso 1 1 d . U . . .
N3 N 0.5435(5) 0.2956(5) 0.6599(4) 0.0492(11) Uani 1 1 d . . . . .
N4 N 0.6509(5) 0.2758(4) 0.6717(4) 0.0526(12) Uani 1 1 d D . . . .
N5 N 0.8899(5) 0.2546(6) 0.6788(5) 0.0642(14) Uani 1 1 d D . . . .
H5A H 0.847(7) 0.291(9) 0.730(5) 0.077 Uiso 1 1 d D U . . .
H5B H 0.963(4) 0.284(9) 0.672(7) 0.077 Uiso 1 1 d D U . . .
N6 N 0.5242(4) 0.4876(4) 0.3230(4) 0.0479(10) Uani 1 1 d D . . . .
H6 H 0.521(6) 0.482(7) 0.394(2) 0.058 Uiso 1 1 d D U . . .
N7 N 0.6812(5) 0.5589(4) 0.4722(4) 0.0557(12) Uani 1 1 d . . . . .
N8 N 0.7617(6) 0.5701(5) 0.5416(5) 0.0653(14) Uani 1 1 d D U . . .
N9 N 0.9192(8) 0.5752(11) 0.7079(8) 0.055(2) Uani 0.646(10) 1 d D U P A 1
H9A H 0.971197 0.574830 0.759636 0.066 Uiso 0.646(10) 1 calc R U P A 1
H9B H 0.941483 0.568228 0.641908 0.066 Uiso 0.646(10) 1 calc R U P A 1
N9A N 0.5528(13) 0.6025(13) 0.6289(12) 0.048(3) Uani 0.354(10) 1 d D U P A 2
H9AA H 0.485216 0.621243 0.656604 0.057 Uiso 0.354(10) 1 calc R U P A 2
H9AB H 0.558226 0.590743 0.560217 0.057 Uiso 0.354(10) 1 calc R U P A 2
O1 O 0.1314(4) 0.3985(5) 0.6437(3) 0.0593(11) Uani 1 1 d . . . . .
O2 O 0.4278(5) 0.4630(6) 0.1646(4) 0.0746(15) Uani 1 1 d . . . . .
C101 C 0.9836(19) 0.290(2) 0.002(2) 0.106(6) Uani 0.630(6) 1 d D U P B 1
H10A H 0.944658 0.373085 0.009032 0.159 Uiso 0.630(6) 1 calc R U P B 1
H10B H 1.039564 0.294593 -0.055726 0.159 Uiso 0.630(6) 1 calc R U P B 1
H10C H 1.024458 0.269003 0.068088 0.159 Uiso 0.630(6) 1 calc R U P B 1
C102 C 0.7644(14) 0.2090(15) 0.0659(11) 0.077(3) Uani 0.630(6) 1 d D U P B 1
H10D H 0.799286 0.214030 0.136906 0.115 Uiso 0.630(6) 1 calc R U P B 1
H10E H 0.702946 0.143983 0.064999 0.115 Uiso 0.630(6) 1 calc R U P B 1
H10F H 0.731272 0.292354 0.046522 0.115 Uiso 0.630(6) 1 calc R U P B 1
C11A C 0.766(2) 0.217(3) 0.008(3) 0.101(7) Uani 0.370(6) 1 d D U P B 2
H11A H 0.742770 0.305842 -0.004028 0.151 Uiso 0.370(6) 1 calc R U P B 2
H11B H 0.704860 0.172588 0.047712 0.151 Uiso 0.370(6) 1 calc R U P B 2
H11C H 0.777149 0.173578 -0.059427 0.151 Uiso 0.370(6) 1 calc R U P B 2
C12A C 0.958(4) 0.291(4) -0.034(2) 0.100(7) Uani 0.370(6) 1 d D U P B 2
H12A H 0.934042 0.242246 -0.096803 0.150 Uiso 0.370(6) 1 calc R U P B 2
H12B H 1.043275 0.292604 -0.028958 0.150 Uiso 0.370(6) 1 calc R U P B 2
H12C H 0.928356 0.378359 -0.038840 0.150 Uiso 0.370(6) 1 calc R U P B 2
O101 O 0.9281(13) 0.0204(9) -0.0143(15) 0.154(5) Uani 0.630(6) 1 d D U P B 1
O11A O 0.9455(8) 0.0669(8) 0.0822(7) 0.041(2) Uani 0.370(6) 1 d D U P B 2
S101 S 0.8749(4) 0.1655(4) -0.0281(5) 0.1128(18) Uani 0.630(6) 1 d D U P B 1
S11A S 0.9002(5) 0.2130(5) 0.0846(4) 0.0755(17) Uani 0.370(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 1.374(9) . ?
C1 C6 1.524(8) . ?
C1 N1 1.343(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.369(10) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(8) . ?
C5 C19 1.507(8) . ?
C5 N1 1.346(7) . ?
C6 N2 1.334(8) . ?
C6 O1 1.229(7) . ?
C7 C8 1.388(10) . ?
C7 C12 1.391(9) . ?
C7 N2 1.414(8) . ?
C8 C9 1.387(9) . ?
C8 N3 1.424(8) . ?
C9 H9 0.9500 . ?
C9 C10 1.371(11) . ?
C10 H10 0.9500 . ?
C10 C11 1.389(12) . ?
C11 H11 0.9500 . ?
C11 C12 1.388(10) . ?
C12 H12 0.9500 . ?
C13 C14 1.416(9) . ?
C13 C18 1.387(9) . ?
C13 N4 1.408(8) . ?
C14 C15 1.405(10) . ?
C14 N5 1.380(9) . ?
C15 H15 0.9500 . ?
C15 C16 1.355(11) . ?
C16 H16 0.9500 . ?
C16 C17 1.375(11) . ?
C17 H17 0.9500 . ?
C17 C18 1.370(9) . ?
C18 H18 0.9500 . ?
C19 N6 1.355(8) . ?
C19 O2 1.227(7) . ?
C20 C21 1.409(8) . ?
C20 C25 1.389(9) . ?
C20 N6 1.403(8) . ?
C21 C22 1.390(9) . ?
C21 N7 1.410(8) . ?
C22 H22 0.9500 . ?
C22 C23 1.373(11) . ?
C23 H23 0.9500 . ?
C23 C24 1.395(11) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(10) . ?
C25 H25 0.9500 . ?
C26 C27 1.440(12) . ?
C26 C31 1.434(16) . ?
C26 N8 1.440(10) . ?
C27 C28 1.384(18) . ?
C27 N9 1.366(12) . ?
C28 H28 0.9500 . ?
C28 C29 1.389(15) . ?
C29 H29 0.9500 . ?
C29 C30 1.423(14) . ?
C30 H30 0.9500 . ?
C30 C31 1.393(15) . ?
C31 H31 0.9500 . ?
C26A C27A 1.40(2) . ?
C26A C31A 1.38(2) . ?
C26A N8 1.394(12) . ?
C27A C28A 1.37(2) . ?
C27A N9A 1.338(19) . ?
C28A H28A 0.9500 . ?
C28A C29A 1.39(2) . ?
C29A H29A 0.9500 . ?
C29A C30A 1.43(2) . ?
C30A H30A 0.9500 . ?
C30A C31A 1.37(2) . ?
C31A H31A 0.9500 . ?
N2 H2A 0.87(8) . ?
N3 N4 1.261(7) . ?
N5 H5A 0.90(3) . ?
N5 H5B 0.90(3) . ?
N6 H6 0.91(3) . ?
N7 N8 1.272(7) . ?
N9 H9A 0.8800 . ?
N9 H9B 0.8800 . ?
N9A H9AA 0.8800 . ?
N9A H9AB 0.8800 . ?
C101 H10A 0.9800 . ?
C101 H10B 0.9800 . ?
C101 H10C 0.9800 . ?
C101 S101 1.840(16) . ?
C102 H10D 0.9800 . ?
C102 H10E 0.9800 . ?
C102 H10F 0.9800 . ?
C102 S101 1.811(13) . ?
C11A H11A 0.9800 . ?
C11A H11B 0.9800 . ?
C11A H11C 0.9800 . ?
C11A S11A 1.810(18) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C12A S11A 1.84(2) . ?
O101 S101 1.642(7) . ?
O11A S11A 1.613(8) . ?

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 118.9(5) . . ?
N1 C1 C2 123.4(6) . . ?
N1 C1 C6 117.7(5) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.3(6) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.8(6) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.2(6) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 C19 117.8(5) . . ?
N1 C5 C4 123.8(5) . . ?
N1 C5 C19 118.5(5) . . ?
N2 C6 C1 112.6(5) . . ?
O1 C6 C1 120.5(6) . . ?
O1 C6 N2 126.9(6) . . ?
C8 C7 C12 119.8(6) . . ?
C8 C7 N2 116.7(5) . . ?
C12 C7 N2 123.4(6) . . ?
C7 C8 N3 115.3(5) . . ?
C9 C8 C7 120.3(6) . . ?
C9 C8 N3 124.4(6) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.3(7) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 120.3 . . ?
C9 C10 C11 119.4(7) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.2(7) . . ?
C12 C11 H11 119.4 . . ?
C7 C12 H12 120.5 . . ?
C11 C12 C7 118.9(7) . . ?
C11 C12 H12 120.5 . . ?
C18 C13 C14 118.9(6) . . ?
C18 C13 N4 124.1(6) . . ?
N4 C13 C14 116.9(6) . . ?
C15 C14 C13 117.1(6) . . ?
N5 C14 C13 120.7(6) . . ?
N5 C14 C15 122.2(6) . . ?
C14 C15 H15 118.8 . . ?
C16 C15 C14 122.4(7) . . ?
C16 C15 H15 118.8 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.0(7) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.5(7) . . ?
C18 C17 H17 120.3 . . ?
C13 C18 H18 119.1 . . ?
C17 C18 C13 121.9(6) . . ?
C17 C18 H18 119.1 . . ?
N6 C19 C5 116.0(5) . . ?
O2 C19 C5 119.1(5) . . ?
O2 C19 N6 124.8(6) . . ?
C25 C20 C21 119.6(6) . . ?
C25 C20 N6 123.2(6) . . ?
N6 C20 C21 117.2(5) . . ?
C20 C21 N7 117.3(5) . . ?
C22 C21 C20 119.2(6) . . ?
C22 C21 N7 123.4(6) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.2(7) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.2(7) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.8(7) . . ?
C25 C24 H24 119.6 . . ?
C20 C25 H25 120.1 . . ?
C24 C25 C20 119.9(6) . . ?
C24 C25 H25 120.1 . . ?
C27 C26 N8 115.3(9) . . ?
C31 C26 C27 116.5(9) . . ?
C31 C26 N8 128.0(9) . . ?
C28 C27 C26 121.0(10) . . ?
N9 C27 C26 120.8(9) . . ?
N9 C27 C28 118.2(10) . . ?
C27 C28 H28 119.0 . . ?
C27 C28 C29 122.1(13) . . ?
C29 C28 H28 119.0 . . ?
C28 C29 H29 120.8 . . ?
C28 C29 C30 118.3(10) . . ?
C30 C29 H29 120.8 . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.8(10) . . ?
C31 C30 H30 119.6 . . ?
C26 C31 H31 119.4 . . ?
C30 C31 C26 121.2(11) . . ?
C30 C31 H31 119.4 . . ?
C31A C26A C27A 134.2(16) . . ?
C31A C26A N8 112.5(15) . . ?
N8 C26A C27A 113.1(14) . . ?
C28A C27A C26A 109.1(16) . . ?
N9A C27A C26A 123.0(18) . . ?
N9A C27A C28A 128(2) . . ?
C27A C28A H28A 118.5 . . ?
C27A C28A C29A 123(2) . . ?
C29A C28A H28A 118.5 . . ?
C28A C29A H29A 118.7 . . ?
C28A C29A C30A 123(2) . . ?
C30A C29A H29A 118.7 . . ?
C29A C30A H30A 121.1 . . ?
C31A C30A C29A 118(2) . . ?
C31A C30A H30A 121.1 . . ?
C26A C31A H31A 123.4 . . ?
C30A C31A C26A 113(2) . . ?
C30A C31A H31A 123.4 . . ?
C1 N1 C5 116.3(5) . . ?
C6 N2 C7 129.5(5) . . ?
C6 N2 H2A 117(5) . . ?
C7 N2 H2A 114(5) . . ?
N4 N3 C8 116.2(5) . . ?
N3 N4 C13 114.1(5) . . ?
C14 N5 H5A 114(6) . . ?
C14 N5 H5B 113(5) . . ?
H5A N5 H5B 117(8) . . ?
C19 N6 C20 127.1(5) . . ?
C19 N6 H6 121(4) . . ?
C20 N6 H6 112(4) . . ?
N8 N7 C21 115.1(6) . . ?
N7 N8 C26 112.6(7) . . ?
N7 N8 C26A 131.5(10) . . ?
C27 N9 H9A 120.0 . . ?
C27 N9 H9B 120.0 . . ?
H9A N9 H9B 120.0 . . ?
C27A N9A H9AA 120.0 . . ?
C27A N9A H9AB 120.0 . . ?
H9AA N9A H9AB 120.0 . . ?
H10A C101 H10B 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
S101 C101 H10A 109.5 . . ?
S101 C101 H10B 109.5 . . ?
S101 C101 H10C 109.5 . . ?
H10D C102 H10E 109.5 . . ?
H10D C102 H10F 109.5 . . ?
H10E C102 H10F 109.5 . . ?
S101 C102 H10D 109.5 . . ?
S101 C102 H10E 109.5 . . ?
S101 C102 H10F 109.5 . . ?
H11A C11A H11B 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
S11A C11A H11A 109.5 . . ?
S11A C11A H11B 109.5 . . ?
S11A C11A H11C 109.5 . . ?
H12A C12A H12B 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
S11A C12A H12A 109.5 . . ?
S11A C12A H12B 109.5 . . ?
S11A C12A H12C 109.5 . . ?
C102 S101 C101 99.8(11) . . ?
O101 S101 C101 112.3(10) . . ?
O101 S101 C102 115.2(8) . . ?
C11A S11A C12A 82.8(19) . . ?
O11A S11A C11A 106.5(11) . . ?
O11A S11A C12A 106.2(14) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C12 H12 O1 0.95 2.40 2.974(8) 118.8 . yes
C18 H18 N9A 0.95 2.45 3.092(18) 124.5 2_646 yes
C25 H25 O2 0.95 2.20 2.822(8) 122.5 . yes
N2 H2A N1 0.87(8) 2.23(7) 2.670(7) 111(6) . yes
N2 H2A N3 0.87(8) 2.19(8) 2.634(7) 112(6) . yes
N5 H5B O1 0.90(3) 2.31(4) 3.196(8) 168(8) 1_655 yes
N6 H6 N7 0.91(3) 2.23(7) 2.698(7) 112(5) . yes
N9A H9AB N7 0.88 1.84 2.531(15) 133.4 . yes
C12A H12C O11A 0.98 2.51 3.15(3) 122.9 2_755 yes

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
C1 C2 C3 C4 -3.7(9) . . . . ?
C1 C6 N2 C7 -178.2(5) . . . . ?
C2 C1 C6 N2 169.6(5) . . . . ?
C2 C1 C6 O1 -7.9(8) . . . . ?
C2 C1 N1 C5 -0.7(8) . . . . ?
C2 C3 C4 C5 0.4(9) . . . . ?
C3 C4 C5 C19 -175.6(5) . . . . ?
C3 C4 C5 N1 3.0(8) . . . . ?
C4 C5 C19 N6 170.3(5) . . . . ?
C4 C5 C19 O2 -5.7(8) . . . . ?
C4 C5 N1 C1 -2.9(8) . . . . ?
C5 C19 N6 C20 -176.7(5) . . . . ?
C6 C1 C2 C3 -175.1(5) . . . . ?
C6 C1 N1 C5 178.4(5) . . . . ?
C7 C8 C9 C10 -1.4(10) . . . . ?
C7 C8 N3 N4 169.9(5) . . . . ?
C8 C7 C12 C11 0.2(10) . . . . ?
C8 C7 N2 C6 166.8(6) . . . . ?
C8 C9 C10 C11 1.4(11) . . . . ?
C8 N3 N4 C13 179.0(5) . . . . ?
C9 C8 N3 N4 -10.5(8) . . . . ?
C9 C10 C11 C12 -0.6(12) . . . . ?
C10 C11 C12 C7 -0.2(11) . . . . ?
C12 C7 C8 C9 0.6(9) . . . . ?
C12 C7 C8 N3 -179.8(5) . . . . ?
C12 C7 N2 C6 -15.9(10) . . . . ?
C13 C14 C15 C16 4.3(9) . . . . ?
C14 C13 C18 C17 -0.1(9) . . . . ?
C14 C13 N4 N3 173.4(5) . . . . ?
C14 C15 C16 C17 -3.7(10) . . . . ?
C15 C16 C17 C18 1.1(10) . . . . ?
C16 C17 C18 C13 0.8(10) . . . . ?
C18 C13 C14 C15 -2.3(8) . . . . ?
C18 C13 C14 N5 179.9(6) . . . . ?
C18 C13 N4 N3 -5.3(8) . . . . ?
C19 C5 N1 C1 175.7(5) . . . . ?
C20 C21 C22 C23 0.8(9) . . . . ?
C20 C21 N7 N8 169.8(5) . . . . ?
C21 C20 C25 C24 -0.3(9) . . . . ?
C21 C20 N6 C19 175.2(5) . . . . ?
C21 C22 C23 C24 -1.5(10) . . . . ?
C21 N7 N8 C26 174.5(7) . . . . ?
C21 N7 N8 C26A -175.7(16) . . . . ?
C22 C21 N7 N8 -12.7(8) . . . . ?
C22 C23 C24 C25 1.3(11) . . . . ?
C23 C24 C25 C20 -0.5(10) . . . . ?
C25 C20 C21 C22 0.1(8) . . . . ?
C25 C20 C21 N7 177.7(5) . . . . ?
C25 C20 N6 C19 -6.2(9) . . . . ?
C26 C27 C28 C29 -1(4) . . . . ?
C27 C26 C31 C30 3.0(18) . . . . ?
C27 C26 N8 N7 173.2(8) . . . . ?
C27 C28 C29 C30 1(4) . . . . ?
C28 C29 C30 C31 2(2) . . . . ?
C29 C30 C31 C26 -3.5(17) . . . . ?
C31 C26 C27 C28 -1(2) . . . . ?
C31 C26 C27 N9 179.5(11) . . . . ?
C31 C26 N8 N7 -2.8(16) . . . . ?
C26A C27A C28A C29A -1(5) . . . . ?
C27A C26A C31A C30A -1(4) . . . . ?
C27A C26A N8 N7 -16(3) . . . . ?
C27A C28A C29A C30A -1(8) . . . . ?
C28A C29A C30A C31A 2(7) . . . . ?
C29A C30A C31A C26A -1(4) . . . . ?
C31A C26A C27A C28A 2(4) . . . . ?
C31A C26A C27A N9A 178(3) . . . . ?
C31A C26A N8 N7 168.3(13) . . . . ?
N1 C1 C2 C3 4.0(9) . . . . ?
N1 C1 C6 N2 -9.7(7) . . . . ?
N1 C1 C6 O1 172.9(5) . . . . ?
N1 C5 C19 N6 -8.4(7) . . . . ?
N1 C5 C19 O2 175.6(6) . . . . ?
N2 C7 C8 C9 178.0(6) . . . . ?
N2 C7 C8 N3 -2.4(8) . . . . ?
N2 C7 C12 C11 -177.0(6) . . . . ?
N3 C8 C9 C10 179.1(6) . . . . ?
N4 C13 C14 C15 178.9(5) . . . . ?
N4 C13 C14 N5 1.1(8) . . . . ?
N4 C13 C18 C17 178.6(6) . . . . ?
N5 C14 C15 C16 -177.9(6) . . . . ?
N6 C20 C21 C22 178.7(5) . . . . ?
N6 C20 C21 N7 -3.7(7) . . . . ?
N6 C20 C25 C24 -178.8(6) . . . . ?
N7 C21 C22 C23 -176.7(6) . . . . ?
N8 C26 C27 C28 -177.3(19) . . . . ?
N8 C26 C27 N9 3.1(16) . . . . ?
N8 C26 C31 C30 178.9(11) . . . . ?
N8 C26A C27A C28A -173(2) . . . . ?
N8 C26A C27A N9A 3(4) . . . . ?
N8 C26A C31A C30A 173.7(17) . . . . ?
N9 C27 C28 C29 179(2) . . . . ?
N9A C27A C28A C29A -177(4) . . . . ?
O1 C6 N2 C7 -0.9(10) . . . . ?
O2 C19 N6 C20 -1.0(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.424
_oxdiff_exptl_absorpt_empirical_full_min 0.683
####################################################################### 
# 
# 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_1A_prime
_database_code_depnum_ccdc_archive 'CCDC 2426870'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2025-02-25 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_audit_creation_date             2023-12-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N9 O2'
_chemical_formula_sum            'C31 H25 N9 O2'
_chemical_formula_weight         555.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.57690(10)
_cell_length_b                   38.7107(2)
_cell_length_c                   12.34610(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.7550(10)
_cell_angle_gamma                90
_cell_volume                     5350.45(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    44652
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      78.4200
_cell_measurement_theta_min      3.4130
_shelx_estimated_absorpt_T_max   0.947
_shelx_estimated_absorpt_T_min   0.898
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.794
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.93a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2320
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-6 2 7 0.0329
7 7 1 0.0483
7 4 -2 0.0439
5 -3 -7 0.0384
3 -6 -8 0.0400
-7 -4 3 0.0525
0 -25 1 0.0357
0 25 0 0.0377
-3 15 -4 0.0551
-4 5 -5 0.0643
-4 -11 -5 0.0699
1 -24 2 0.0450
4 -18 -5 0.0350
6 -13 -1 0.0481
4 21 -3 0.0358
5 19 0 0.0382
-1 5 -7 0.0507
-4 21 2 0.0478
7 -5 2 0.0560

_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.078
_exptl_crystal_size_min          0.074
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-5.7497 2.0158 6.5100 0.8434 -0.5159 0.1505
6.7006 7.1989 0.8944 -0.4852 0.2928 0.8239
7.3989 4.2459 -2.3018 -0.7288 0.4429 0.5222
5.2398 -2.9289 -6.9025 -0.8255 0.5054 -0.2514
2.9598 -5.9221 -7.6897 -0.6887 0.4233 -0.5887
-7.3988 -3.9206 2.5906 0.7457 -0.4534 -0.4882
0.3755 -24.8925 0.8820 0.5062 0.8302 -0.2337
0.0491 25.1109 -0.2872 -0.4898 -0.8040 0.3371
-3.0143 15.3905 -4.4625 -0.4485 -0.7306 -0.5149
-3.8044 5.4925 -5.4346 -0.2930 -0.4738 -0.8304
-3.6350 -10.5380 -4.9685 0.0294 0.0551 -0.9980
1.2280 -23.5416 2.0631 0.5212 0.8533 -0.0141
3.5316 -18.4411 -4.7596 -0.2607 0.8705 -0.4175
6.3811 -13.2359 -1.4591 -0.2746 0.9256 0.2604
4.0581 20.6478 -2.5051 -0.8368 -0.3463 0.4240
4.6130 19.2088 0.2684 -0.6249 -0.2569 0.7372
-0.5249 4.6351 -7.4574 -0.6451 -0.1892 -0.7403
-3.8749 21.4550 1.6012 -0.0243 -0.9939 0.1078
6.9966 -4.9883 1.9984 -0.1910 0.7080 0.7884

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            71800
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.619
_diffrn_reflns_theta_min         3.875
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -79.00  23.00   0.50    6.00    --  -49.13  95.00 115.00  204
  2  ω     -9.00  79.00   0.50    6.00    --   49.13 -95.00   5.00  176
  3  ω   -161.00 -83.00   0.50   24.00    --  -90.00 -95.00   5.00  156
  4  ω    -79.00 -18.00   0.50   24.00    --  -90.00  95.00 115.00  122
  5  ω     40.00 105.00   0.50   24.00    --  111.50 -95.00   5.00  130
  6  ω   -120.00 -94.00   0.50    6.00    --  -49.13 -57.00   0.00   52
  7  ω   -120.00 -94.00   0.50    6.00    --  -49.13 -57.00  30.00   52
  8  ω   -120.00 -94.00   0.50    6.00    --  -49.13 -57.00  90.00   52
  9  ω   -120.00 -94.00   0.50    6.00    --  -49.13 -57.00  60.00   52
 10  ω    -24.00  26.00   0.50    6.00    --   49.13 -19.00 -60.00  100
 11  ω     94.00 121.00   0.50    6.00    --   49.13  57.00-180.00   54
 12  ω     94.00 121.00   0.50    6.00    --   49.13  57.00 150.00   54
 13  ω    -48.00 -18.00   0.50   24.00    --  -90.00  38.00 -30.00   60
 14  ω   -161.00-102.00   0.50   24.00    --  -90.00 -99.00 -30.00  118
 15  ω    -48.00 -18.00   0.50   24.00    --  -90.00  38.00  60.00   60
 16  ω   -161.00-102.00   0.50   24.00    --  -90.00 -99.00 -60.00  118
 17  ω    -69.00 -18.00   0.50   24.00    --  -90.00  57.00 -60.00  102
 18  ω    -48.00 -18.00   0.50   24.00    --  -90.00  38.00 -60.00   60
 19  ω    -69.00 -18.00   0.50   24.00    --  -90.00  57.00-150.00  102
 20  ω   -161.00-105.00   0.50   24.00    --  -90.00 -77.00 -90.00  112
 21  ω     40.00  97.00   0.50   24.00    --  111.50 -77.00   0.00  114
 22  ω    102.00 178.00   0.50   24.00    --  111.50  19.00  30.00  152
 23  ω     40.00  97.00   0.50   24.00    --  111.50 -77.00  60.00  114
 24  ω     40.00  97.00   0.50   24.00    --  111.50 -77.00 150.00  114
 25  ω     40.00 106.00   0.50   24.00    --  111.50 -99.00  60.00  132
 26  ω    105.00 178.00   0.50   24.00    --  111.50  95.00 115.00  146
 27  ω   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00-120.00  166
 28  ω   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00 -30.00  166
 29  ω   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00 150.00  166
 30  ω   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00  30.00  166
 31  ω   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00 -90.00  166
 32  ω   -121.00 -90.00   0.50    6.00    --  -49.13 -38.00-180.00   62
 33  ω   -121.00 -38.00   0.50    6.00    --  -49.13 -38.00  90.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0631731000
_diffrn_orient_matrix_UB_12      -0.0184713000
_diffrn_orient_matrix_UB_13      0.0794720000
_diffrn_orient_matrix_UB_21      0.0782896000
_diffrn_orient_matrix_UB_22      -0.0321744000
_diffrn_orient_matrix_UB_23      -0.0001324000
_diffrn_orient_matrix_UB_31      0.0939245000
_diffrn_orient_matrix_UB_32      0.0144034000
_diffrn_orient_matrix_UB_33      0.1016107000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9720
_reflns_number_total             10856
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 42.54a 64-bit (release 26-04-2022))'
_computing_data_reduction        'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     805
_refine_ls_number_reflns         10856
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0496P)²+1.7981P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1024
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 N9-H9A = N9-H9B = N105-H10C = N105-H10B
 0.87 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15),
 C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31), C102(H102), C103(H103), C104(H104), C109(H109),
 C110(H110), C111(H111), C112(H112), C115(H115), C116(H116), C117(H117),
 C118(H118), C122(H122), C123(H123), C124(H124), C125(H125), C128(H128),
 C129(H129), C130(H130), C131(H131)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.56398(11) 0.54586(3) 0.84768(11) 0.0292(3) Uani 1 1 d . . . . .
C2 C 0.55968(12) 0.50991(3) 0.85355(12) 0.0343(3) Uani 1 1 d . . . . .
H2 H 0.552107 0.498651 0.919771 0.041 Uiso 1 1 calc R U . . .
C3 C 0.56677(12) 0.49113(3) 0.76015(13) 0.0375(3) Uani 1 1 d . . . . .
H3 H 0.560549 0.466664 0.760197 0.045 Uiso 1 1 calc R U . . .
C4 C 0.58292(12) 0.50813(3) 0.66696(12) 0.0355(3) Uani 1 1 d . . . . .
H4 H 0.587868 0.495677 0.601987 0.043 Uiso 1 1 calc R U . . .
C5 C 0.59180(11) 0.54399(3) 0.67044(11) 0.0313(3) Uani 1 1 d . . . . .
C6 C 0.54421(11) 0.56724(3) 0.94360(11) 0.0296(3) Uani 1 1 d . . . . .
C7 C 0.47828(11) 0.62654(3) 0.97802(10) 0.0277(3) Uani 1 1 d . . . . .
C8 C 0.42463(11) 0.65610(3) 0.92000(10) 0.0276(2) Uani 1 1 d . . . . .
C9 C 0.38477(12) 0.68260(3) 0.97822(11) 0.0327(3) Uani 1 1 d . . . . .
H9 H 0.349321 0.702655 0.939233 0.039 Uiso 1 1 calc R U . . .
C10 C 0.39645(12) 0.67986(4) 1.09172(12) 0.0357(3) Uani 1 1 d . . . . .
H10 H 0.368719 0.697868 1.130930 0.043 Uiso 1 1 calc R U . . .
C11 C 0.44903(12) 0.65061(4) 1.14837(11) 0.0355(3) Uani 1 1 d . . . . .
H11 H 0.456818 0.648752 1.226625 0.043 Uiso 1 1 calc R U . . .
C12 C 0.49041(12) 0.62406(4) 1.09297(11) 0.0329(3) Uani 1 1 d . . . . .
H12 H 0.526807 0.604286 1.133111 0.039 Uiso 1 1 calc R U . . .
C13 C 0.35297(11) 0.68494(3) 0.63798(11) 0.0301(3) Uani 1 1 d . . . . .
C14 C 0.29732(11) 0.71540(3) 0.58533(11) 0.0333(3) Uani 1 1 d . . . . .
C15 C 0.28659(13) 0.71938(4) 0.47031(12) 0.0398(3) Uani 1 1 d . . . . .
H15 H 0.250115 0.739593 0.433159 0.048 Uiso 1 1 calc R U . . .
C16 C 0.32818(13) 0.69438(4) 0.41049(12) 0.0411(3) Uani 1 1 d . . . . .
H16 H 0.319338 0.697519 0.332490 0.049 Uiso 1 1 calc R U . . .
C17 C 0.38316(13) 0.66447(4) 0.46261(12) 0.0391(3) Uani 1 1 d . . . . .
H17 H 0.412068 0.647448 0.420678 0.047 Uiso 1 1 calc R U . . .
C18 C 0.39497(12) 0.65996(3) 0.57589(11) 0.0329(3) Uani 1 1 d . . . . .
H18 H 0.432054 0.639658 0.611911 0.039 Uiso 1 1 calc R U . . .
C19 C 0.61309(12) 0.56348(4) 0.57231(11) 0.0337(3) Uani 1 1 d . . . . .
C20 C 0.66761(11) 0.62283(4) 0.52617(11) 0.0337(3) Uani 1 1 d . . . . .
C21 C 0.68829(11) 0.65625(4) 0.57238(12) 0.0345(3) Uani 1 1 d . . . . .
C22 C 0.70937(13) 0.68360(4) 0.50651(13) 0.0423(3) Uani 1 1 d . . . . .
H22 H 0.721666 0.706209 0.537239 0.051 Uiso 1 1 calc R U . . .
C23 C 0.71246(14) 0.67803(5) 0.39711(14) 0.0489(4) Uani 1 1 d . . . . .
H23 H 0.726685 0.696712 0.352329 0.059 Uiso 1 1 calc R U . . .
C24 C 0.69470(13) 0.64503(5) 0.35283(13) 0.0472(4) Uani 1 1 d . . . . .
H24 H 0.698821 0.641229 0.277885 0.057 Uiso 1 1 calc R U . . .
C25 C 0.67103(12) 0.61737(4) 0.41540(12) 0.0406(3) Uani 1 1 d . . . . .
H25 H 0.657308 0.594984 0.383140 0.049 Uiso 1 1 calc R U . . .
C26 C 0.68187(12) 0.69430(4) 0.83155(13) 0.0379(3) Uani 1 1 d . . . . .
C27 C 0.62380(14) 0.72381(4) 0.86059(15) 0.0449(4) Uani 1 1 d . . . . .
C28 C 0.62877(15) 0.72895(4) 0.97360(15) 0.0503(4) Uani 1 1 d . . . . .
H28 H 0.588536 0.748150 0.995045 0.060 Uiso 1 1 calc R U . . .
C29 C 0.69102(15) 0.70663(5) 1.05454(15) 0.0520(4) Uani 1 1 d . . . . .
H29 H 0.693811 0.710796 1.130992 0.062 Uiso 1 1 calc R U . . .
C30 C 0.75004(15) 0.67799(4) 1.02571(14) 0.0488(4) Uani 1 1 d . . . . .
H30 H 0.793675 0.662853 1.081976 0.059 Uiso 1 1 calc R U . . .
C31 C 0.74409(13) 0.67199(4) 0.91444(13) 0.0417(3) Uani 1 1 d . . . . .
H31 H 0.782999 0.652352 0.894015 0.050 Uiso 1 1 calc R U . . .
C101 C 0.03138(11) 0.79553(3) 0.33064(10) 0.0275(3) Uani 1 1 d . . . . .
C102 C 0.00421(12) 0.76044(3) 0.32022(11) 0.0326(3) Uani 1 1 d . . . . .
H102 H 0.009833 0.746464 0.384617 0.039 Uiso 1 1 calc R U . . .
C103 C -0.03116(12) 0.74643(3) 0.21382(12) 0.0349(3) Uani 1 1 d . . . . .
H103 H -0.051913 0.722689 0.203846 0.042 Uiso 1 1 calc R U . . .
C104 C -0.03594(12) 0.76739(3) 0.12223(11) 0.0329(3) Uani 1 1 d . . . . .
H104 H -0.059545 0.758322 0.048374 0.039 Uiso 1 1 calc R U . . .
C105 C -0.00542(11) 0.80213(3) 0.14041(10) 0.0280(3) Uani 1 1 d . . . . .
C106 C 0.07127(11) 0.81140(3) 0.44531(10) 0.0278(3) Uani 1 1 d . . . . .
C107 C 0.14225(11) 0.86708(3) 0.53624(10) 0.0266(2) Uani 1 1 d . . . . .
C108 C 0.19248(11) 0.89856(3) 0.51413(10) 0.0267(2) Uani 1 1 d . . . . .
C109 C 0.24174(12) 0.92097(3) 0.60222(11) 0.0323(3) Uani 1 1 d . . . . .
H109 H 0.275772 0.942241 0.587569 0.039 Uiso 1 1 calc R U . . .
C110 C 0.24129(13) 0.91236(3) 0.71072(11) 0.0350(3) Uani 1 1 d . . . . .
H110 H 0.275339 0.927618 0.770604 0.042 Uiso 1 1 calc R U . . .
C111 C 0.19095(12) 0.88136(3) 0.73201(10) 0.0326(3) Uani 1 1 d . . . . .
H111 H 0.190831 0.875583 0.806769 0.039 Uiso 1 1 calc R U . . .
C112 C 0.14095(12) 0.85873(3) 0.64613(10) 0.0302(3) Uani 1 1 d . . . . .
H112 H 0.106020 0.837706 0.661673 0.036 Uiso 1 1 calc R U . . .
C113 C 0.24070(11) 0.93943(3) 0.27184(10) 0.0278(3) Uani 1 1 d . . . . .
C114 C 0.26541(11) 0.97393(3) 0.24761(11) 0.0302(3) Uani 1 1 d . . . . .
C115 C 0.27925(12) 0.98137(4) 0.13994(12) 0.0355(3) Uani 1 1 d . . . . .
H115 H 0.294934 1.004401 0.121247 0.043 Uiso 1 1 calc R U . . .
C116 C 0.27024(12) 0.95555(4) 0.06164(12) 0.0384(3) Uani 1 1 d . . . . .
H116 H 0.279279 0.961085 -0.010721 0.046 Uiso 1 1 calc R U . . .
C117 C 0.24814(12) 0.92149(4) 0.08633(11) 0.0370(3) Uani 1 1 d . . . . .
H117 H 0.243292 0.903865 0.031800 0.044 Uiso 1 1 calc R U . . .
C118 C 0.23338(11) 0.91363(3) 0.19088(11) 0.0316(3) Uani 1 1 d . . . . .
H118 H 0.218060 0.890442 0.208208 0.038 Uiso 1 1 calc R U . . .
C119 C -0.00696(11) 0.82527(3) 0.04186(10) 0.0286(3) Uani 1 1 d . . . . .
C120 C -0.03098(11) 0.88778(3) -0.00583(10) 0.0270(2) Uani 1 1 d . . . . .
C121 C -0.05734(11) 0.91951(3) 0.03832(10) 0.0264(2) Uani 1 1 d . . . . .
C122 C -0.07622(12) 0.94893(3) -0.02898(11) 0.0327(3) Uani 1 1 d . . . . .
H122 H -0.093733 0.970351 0.000849 0.039 Uiso 1 1 calc R U . . .
C123 C -0.06953(13) 0.94702(4) -0.13875(12) 0.0385(3) Uani 1 1 d . . . . .
H123 H -0.083189 0.967031 -0.184818 0.046 Uiso 1 1 calc R U . . .
C124 C -0.04273(13) 0.91572(4) -0.18164(11) 0.0380(3) Uani 1 1 d . . . . .
H124 H -0.037533 0.914592 -0.257121 0.046 Uiso 1 1 calc R U . . .
C125 C -0.02344(12) 0.88610(4) -0.11655(10) 0.0332(3) Uani 1 1 d . . . . .
H125 H -0.005263 0.864863 -0.147082 0.040 Uiso 1 1 calc R U . . .
C126 C -0.10168(10) 0.94632(3) 0.29977(10) 0.0262(2) Uani 1 1 d . . . . .
C127 C -0.11209(11) 0.97903(3) 0.34712(11) 0.0288(3) Uani 1 1 d . . . . .
C128 C -0.12954(12) 0.98014(3) 0.45552(11) 0.0323(3) Uani 1 1 d . . . . .
H128 H -0.135974 1.001844 0.489410 0.039 Uiso 1 1 calc R U . . .
C129 C -0.13748(12) 0.95014(3) 0.51344(10) 0.0322(3) Uani 1 1 d . . . . .
H129 H -0.149375 0.951455 0.586677 0.039 Uiso 1 1 calc R U . . .
C130 C -0.12824(12) 0.91781(3) 0.46579(11) 0.0329(3) Uani 1 1 d . . . . .
H130 H -0.134012 0.897269 0.506189 0.039 Uiso 1 1 calc R U . . .
C131 C -0.11066(11) 0.91605(3) 0.35958(10) 0.0299(3) Uani 1 1 d . . . . .
H131 H -0.104589 0.894167 0.326642 0.036 Uiso 1 1 calc R U . . .
N1 N 0.58024(9) 0.56276(3) 0.75855(9) 0.0280(2) Uani 1 1 d . . . . .
N2 N 0.51629(10) 0.60063(3) 0.91497(9) 0.0284(2) Uani 1 1 d . . . . .
H2A H 0.5120(15) 0.6058(4) 0.8430(15) 0.044(4) Uiso 1 1 d . . . . .
N3 N 0.41744(9) 0.65716(3) 0.80358(9) 0.0277(2) Uani 1 1 d . . . . .
N4 N 0.35994(9) 0.68277(3) 0.75345(9) 0.0294(2) Uani 1 1 d . . . . .
N5 N 0.26048(11) 0.74090(3) 0.64691(12) 0.0399(3) Uani 1 1 d . . . . .
H5A H 0.2032(18) 0.7559(5) 0.6097(16) 0.061(6) Uiso 1 1 d . . . . .
H5B H 0.2563(15) 0.7335(4) 0.7169(14) 0.042(4) Uiso 1 1 d . . . . .
N6 N 0.64276(10) 0.59698(3) 0.59612(10) 0.0323(2) Uani 1 1 d . . . . .
H6 H 0.6470(14) 0.6040(4) 0.6671(14) 0.039(4) Uiso 1 1 d . . . . .
N7 N 0.69073(10) 0.65963(3) 0.68718(10) 0.0341(2) Uani 1 1 d . . . . .
N8 N 0.67206(10) 0.69009(3) 0.71607(11) 0.0379(3) Uani 1 1 d . . . . .
N9 N 0.56395(14) 0.74649(4) 0.77898(16) 0.0575(4) Uani 1 1 d D . . . .
H9A H 0.512(2) 0.7612(6) 0.801(2) 0.108(9) Uiso 1 1 d D . . . .
H9B H 0.551(2) 0.7381(6) 0.7056(14) 0.082(7) Uiso 1 1 d D . . . .
N101 N 0.02585(9) 0.81632(3) 0.24262(8) 0.0260(2) Uani 1 1 d . . . . .
N102 N 0.09482(10) 0.84558(3) 0.44439(9) 0.0277(2) Uani 1 1 d . . . . .
H10A H 0.0941(14) 0.8541(4) 0.3795(13) 0.035(4) Uiso 1 1 d . . . . .
N103 N 0.19381(9) 0.90429(3) 0.40081(8) 0.0265(2) Uani 1 1 d . . . . .
N104 N 0.23115(9) 0.93383(3) 0.38210(9) 0.0279(2) Uani 1 1 d . . . . .
N105 N 0.27083(11) 0.99938(3) 0.32537(11) 0.0377(3) Uani 1 1 d D . . . .
H10B H 0.3186(17) 1.0188(5) 0.3202(17) 0.071(6) Uiso 1 1 d D . . . .
H10C H 0.2815(17) 0.9912(5) 0.3990(13) 0.061(5) Uiso 1 1 d D . . . .
N106 N -0.01420(10) 0.85926(3) 0.06596(9) 0.0276(2) Uani 1 1 d . . . . .
H106 H -0.0163(13) 0.8641(4) 0.1326(13) 0.032(4) Uiso 1 1 d . . . . .
N107 N -0.06713(9) 0.91830(3) 0.15049(8) 0.0259(2) Uani 1 1 d . . . . .
N108 N -0.08564(9) 0.94726(3) 0.19026(8) 0.0269(2) Uani 1 1 d . . . . .
N109 N -0.10661(12) 1.00859(3) 0.28826(11) 0.0385(3) Uani 1 1 d . . . . .
H10D H -0.0914(17) 1.0066(5) 0.2188(17) 0.061(6) Uiso 1 1 d . . . . .
H10E H -0.1000(17) 1.0281(5) 0.3231(16) 0.060(6) Uiso 1 1 d . . . . .
O1 O 0.54996(9) 0.55435(2) 1.03553(8) 0.0387(2) Uani 1 1 d . . . . .
O2 O 0.60425(10) 0.54940(3) 0.48138(9) 0.0470(3) Uani 1 1 d . . . . .
O101 O 0.08129(9) 0.79376(2) 0.52984(7) 0.0346(2) Uani 1 1 d . . . . .
O102 O -0.00313(9) 0.81325(2) -0.04882(8) 0.0373(2) 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 C2 1.3952(18) . ?
C1 C6 1.5093(18) . ?
C1 N1 1.3341(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.3916(19) . ?
C5 C19 1.500(2) . ?
C5 N1 1.3430(16) . ?
C6 N2 1.3572(16) . ?
C6 O1 1.2260(15) . ?
C7 C8 1.4078(17) . ?
C7 C12 1.3934(17) . ?
C7 N2 1.4070(16) . ?
C8 C9 1.3966(18) . ?
C8 N3 1.4189(16) . ?
C9 H9 0.9500 . ?
C9 C10 1.3771(19) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.3860(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.4195(18) . ?
C13 C18 1.3961(19) . ?
C13 N4 1.4097(16) . ?
C14 C15 1.402(2) . ?
C14 N5 1.3781(19) . ?
C15 H15 0.9500 . ?
C15 C16 1.377(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.397(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.3812(19) . ?
C18 H18 0.9500 . ?
C19 N6 1.3544(17) . ?
C19 O2 1.2285(16) . ?
C20 C21 1.410(2) . ?
C20 C25 1.3943(19) . ?
C20 N6 1.3989(17) . ?
C21 C22 1.394(2) . ?
C21 N7 1.4164(18) . ?
C22 H22 0.9500 . ?
C22 C23 1.377(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.384(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.417(2) . ?
C26 C31 1.392(2) . ?
C26 N8 1.4105(19) . ?
C27 C28 1.396(2) . ?
C27 N9 1.382(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.377(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.395(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.377(2) . ?
C31 H31 0.9500 . ?
C101 C102 1.3931(17) . ?
C101 C106 1.5040(17) . ?
C101 N101 1.3404(15) . ?
C102 H102 0.9500 . ?
C102 C103 1.3833(19) . ?
C103 H103 0.9500 . ?
C103 C104 1.3814(19) . ?
C104 H104 0.9500 . ?
C104 C105 1.3940(18) . ?
C105 C119 1.5073(17) . ?
C105 N101 1.3388(16) . ?
C106 N102 1.3514(16) . ?
C106 O101 1.2278(15) . ?
C107 C108 1.4068(17) . ?
C107 C112 1.3984(17) . ?
C107 N102 1.4010(16) . ?
C108 C109 1.3944(17) . ?
C108 N103 1.4204(15) . ?
C109 H109 0.9500 . ?
C109 C110 1.3817(18) . ?
C110 H110 0.9500 . ?
C110 C111 1.3882(19) . ?
C111 H111 0.9500 . ?
C111 C112 1.3833(18) . ?
C112 H112 0.9500 . ?
C113 C114 1.4135(17) . ?
C113 C118 1.4002(18) . ?
C113 N104 1.4103(16) . ?
C114 C115 1.4086(18) . ?
C114 N105 1.3659(18) . ?
C115 H115 0.9500 . ?
C115 C116 1.376(2) . ?
C116 H116 0.9500 . ?
C116 C117 1.392(2) . ?
C117 H117 0.9500 . ?
C117 C118 1.3785(18) . ?
C118 H118 0.9500 . ?
C119 N106 1.3562(16) . ?
C119 O102 1.2236(15) . ?
C120 C121 1.4083(17) . ?
C120 C125 1.3933(17) . ?
C120 N106 1.3983(15) . ?
C121 C122 1.3938(17) . ?
C121 N107 1.4188(15) . ?
C122 H122 0.9500 . ?
C122 C123 1.3789(19) . ?
C123 H123 0.9500 . ?
C123 C124 1.389(2) . ?
C124 H124 0.9500 . ?
C124 C125 1.3851(19) . ?
C125 H125 0.9500 . ?
C126 C127 1.4127(17) . ?
C126 C131 1.4027(17) . ?
C126 N108 1.4112(15) . ?
C127 C128 1.4041(18) . ?
C127 N109 1.3659(17) . ?
C128 H128 0.9500 . ?
C128 C129 1.3790(19) . ?
C129 H129 0.9500 . ?
C129 C130 1.3985(18) . ?
C130 H130 0.9500 . ?
C130 C131 1.3790(17) . ?
C131 H131 0.9500 . ?
N2 H2A 0.900(17) . ?
N3 N4 1.2645(14) . ?
N5 H5A 0.91(2) . ?
N5 H5B 0.923(17) . ?
N6 H6 0.906(17) . ?
N7 N8 1.2664(16) . ?
N9 H9A 0.917(17) . ?
N9 H9B 0.938(16) . ?
N102 H10A 0.865(16) . ?
N103 N104 1.2643(14) . ?
N105 H10B 0.946(15) . ?
N105 H10C 0.940(14) . ?
N106 H106 0.850(15) . ?
N107 N108 1.2639(14) . ?
N109 H10D 0.92(2) . ?
N109 H10E 0.86(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 119.46(12) . . ?
N1 C1 C2 123.12(12) . . ?
N1 C1 C6 117.37(11) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 C1 118.06(13) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.63(12) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.35(13) . . ?
C5 C4 H4 120.8 . . ?
C4 C5 C19 120.19(12) . . ?
N1 C5 C4 122.89(13) . . ?
N1 C5 C19 116.92(11) . . ?
N2 C6 C1 113.05(11) . . ?
O1 C6 C1 121.31(11) . . ?
O1 C6 N2 125.59(12) . . ?
C12 C7 C8 119.43(12) . . ?
C12 C7 N2 123.34(11) . . ?
N2 C7 C8 117.22(11) . . ?
C7 C8 N3 116.32(11) . . ?
C9 C8 C7 119.72(12) . . ?
C9 C8 N3 123.94(11) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.50(12) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.50(12) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.26(12) . . ?
C12 C11 H11 119.4 . . ?
C7 C12 H12 120.2 . . ?
C11 C12 C7 119.57(12) . . ?
C11 C12 H12 120.2 . . ?
C18 C13 C14 120.33(12) . . ?
C18 C13 N4 125.15(11) . . ?
N4 C13 C14 114.52(12) . . ?
C15 C14 C13 117.89(13) . . ?
N5 C14 C13 120.70(12) . . ?
N5 C14 C15 121.34(12) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.89(13) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 121.08(13) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.16(14) . . ?
C18 C17 H17 120.4 . . ?
C13 C18 H18 119.7 . . ?
C17 C18 C13 120.66(13) . . ?
C17 C18 H18 119.7 . . ?
N6 C19 C5 113.02(11) . . ?
O2 C19 C5 121.48(13) . . ?
O2 C19 N6 125.50(14) . . ?
C25 C20 C21 119.46(13) . . ?
C25 C20 N6 123.97(13) . . ?
N6 C20 C21 116.56(12) . . ?
C20 C21 N7 116.61(12) . . ?
C22 C21 C20 119.86(13) . . ?
C22 C21 N7 123.49(13) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.35(15) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.59(15) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.2 . . ?
C23 C24 C25 121.51(15) . . ?
C25 C24 H24 119.2 . . ?
C20 C25 H25 120.4 . . ?
C24 C25 C20 119.20(15) . . ?
C24 C25 H25 120.4 . . ?
C31 C26 C27 120.28(14) . . ?
C31 C26 N8 124.40(13) . . ?
N8 C26 C27 115.32(13) . . ?
C28 C27 C26 117.79(15) . . ?
N9 C27 C26 120.64(16) . . ?
N9 C27 C28 121.58(15) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.10(15) . . ?
C29 C28 H28 119.4 . . ?
C28 C29 H29 119.6 . . ?
C28 C29 C30 120.87(16) . . ?
C30 C29 H29 119.6 . . ?
C29 C30 H30 120.5 . . ?
C31 C30 C29 119.01(16) . . ?
C31 C30 H30 120.5 . . ?
C26 C31 H31 119.5 . . ?
C30 C31 C26 120.92(14) . . ?
C30 C31 H31 119.5 . . ?
C102 C101 C106 119.55(11) . . ?
N101 C101 C102 123.19(12) . . ?
N101 C101 C106 117.25(10) . . ?
C101 C102 H102 120.8 . . ?
C103 C102 C101 118.37(12) . . ?
C103 C102 H102 120.8 . . ?
C102 C103 H103 120.4 . . ?
C104 C103 C102 119.18(12) . . ?
C104 C103 H103 120.4 . . ?
C103 C104 H104 120.7 . . ?
C103 C104 C105 118.64(12) . . ?
C105 C104 H104 120.7 . . ?
C104 C105 C119 119.53(11) . . ?
N101 C105 C104 122.95(12) . . ?
N101 C105 C119 117.52(11) . . ?
N102 C106 C101 113.96(10) . . ?
O101 C106 C101 120.84(11) . . ?
O101 C106 N102 125.19(12) . . ?
C112 C107 C108 119.70(11) . . ?
C112 C107 N102 123.31(11) . . ?
N102 C107 C108 116.98(11) . . ?
C107 C108 N103 115.79(10) . . ?
C109 C108 C107 119.65(11) . . ?
C109 C108 N103 124.48(11) . . ?
C108 C109 H109 119.9 . . ?
C110 C109 C108 120.29(12) . . ?
C110 C109 H109 119.9 . . ?
C109 C110 H110 120.1 . . ?
C109 C110 C111 119.83(12) . . ?
C111 C110 H110 120.1 . . ?
C110 C111 H111 119.5 . . ?
C112 C111 C110 121.07(12) . . ?
C112 C111 H111 119.5 . . ?
C107 C112 H112 120.3 . . ?
C111 C112 C107 119.45(12) . . ?
C111 C112 H112 120.3 . . ?
C118 C113 C114 120.09(12) . . ?
C118 C113 N104 125.03(11) . . ?
N104 C113 C114 114.80(11) . . ?
C115 C114 C113 118.08(12) . . ?
N105 C114 C113 120.54(12) . . ?
N105 C114 C115 121.32(12) . . ?
C114 C115 H115 119.7 . . ?
C116 C115 C114 120.53(12) . . ?
C116 C115 H115 119.7 . . ?
C115 C116 H116 119.3 . . ?
C115 C116 C117 121.31(13) . . ?
C117 C116 H116 119.3 . . ?
C116 C117 H117 120.4 . . ?
C118 C117 C116 119.19(13) . . ?
C118 C117 H117 120.4 . . ?
C113 C118 H118 119.6 . . ?
C117 C118 C113 120.78(13) . . ?
C117 C118 H118 119.6 . . ?
N106 C119 C105 112.83(10) . . ?
O102 C119 C105 121.12(11) . . ?
O102 C119 N106 126.04(12) . . ?
C125 C120 C121 119.64(11) . . ?
C125 C120 N106 123.48(12) . . ?
N106 C120 C121 116.88(10) . . ?
C120 C121 N107 115.34(10) . . ?
C122 C121 C120 119.89(11) . . ?
C122 C121 N107 124.72(11) . . ?
C121 C122 H122 119.9 . . ?
C123 C122 C121 120.18(13) . . ?
C123 C122 H122 119.9 . . ?
C122 C123 H123 120.2 . . ?
C122 C123 C124 119.69(12) . . ?
C124 C123 H123 120.2 . . ?
C123 C124 H124 119.3 . . ?
C125 C124 C123 121.31(12) . . ?
C125 C124 H124 119.3 . . ?
C120 C125 H125 120.4 . . ?
C124 C125 C120 119.29(13) . . ?
C124 C125 H125 120.4 . . ?
C131 C126 C127 120.35(11) . . ?
C131 C126 N108 124.84(11) . . ?
N108 C126 C127 114.78(11) . . ?
C128 C127 C126 118.03(11) . . ?
N109 C127 C126 120.70(12) . . ?
N109 C127 C128 121.27(12) . . ?
C127 C128 H128 119.6 . . ?
C129 C128 C127 120.88(12) . . ?
C129 C128 H128 119.6 . . ?
C128 C129 H129 119.6 . . ?
C128 C129 C130 120.87(12) . . ?
C130 C129 H129 119.6 . . ?
C129 C130 H130 120.3 . . ?
C131 C130 C129 119.33(12) . . ?
C131 C130 H130 120.3 . . ?
C126 C131 H131 119.7 . . ?
C130 C131 C126 120.53(12) . . ?
C130 C131 H131 119.7 . . ?
C1 N1 C5 117.83(11) . . ?
C6 N2 C7 128.46(11) . . ?
C6 N2 H2A 114.8(11) . . ?
C7 N2 H2A 116.2(11) . . ?
N4 N3 C8 113.97(10) . . ?
N3 N4 C13 115.41(11) . . ?
C14 N5 H5A 117.7(12) . . ?
C14 N5 H5B 112.9(10) . . ?
H5A N5 H5B 117.7(16) . . ?
C19 N6 C20 129.17(12) . . ?
C19 N6 H6 116.4(10) . . ?
C20 N6 H6 114.4(10) . . ?
N8 N7 C21 113.99(12) . . ?
N7 N8 C26 114.63(12) . . ?
C27 N9 H9A 114.9(17) . . ?
C27 N9 H9B 114.4(14) . . ?
H9A N9 H9B 123(2) . . ?
C105 N101 C101 117.63(10) . . ?
C106 N102 C107 127.81(11) . . ?
C106 N102 H10A 115.3(10) . . ?
C107 N102 H10A 115.6(10) . . ?
N104 N103 C108 114.28(10) . . ?
N103 N104 C113 115.46(10) . . ?
C114 N105 H10B 116.7(13) . . ?
C114 N105 H10C 114.0(12) . . ?
H10B N105 H10C 113.5(17) . . ?
C119 N106 C120 129.30(11) . . ?
C119 N106 H106 116.4(10) . . ?
C120 N106 H106 114.0(10) . . ?
N108 N107 C121 114.42(10) . . ?
N107 N108 C126 115.21(10) . . ?
C127 N109 H10D 118.1(12) . . ?
C127 N109 H10E 118.6(13) . . ?
H10D N109 H10E 121.5(18) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2A N1 0.900(17) 2.216(17) 2.6750(15) 111.1(13) . yes
N5 H5A O101 0.91(2) 2.10(2) 3.0086(15) 175.2(18) . yes
N6 H6 N7 0.906(17) 2.212(16) 2.6714(16) 110.8(12) . yes
N102 H10A N101 0.865(16) 2.223(15) 2.6670(14) 111.7(12) . yes
N105 H10B O1 0.946(15) 2.449(18) 3.1571(15) 131.6(16) 2_656 yes
N106 H106 N101 0.850(15) 2.272(15) 2.6870(14) 110.2(12) . yes
N106 H106 N107 0.850(15) 2.206(15) 2.6483(14) 112.3(12) . yes

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
C1 C2 C3 C4 2.80(19) . . . . ?
C1 C6 N2 C7 171.56(11) . . . . ?
C2 C1 C6 N2 -161.94(11) . . . . ?
C2 C1 C6 O1 15.87(18) . . . . ?
C2 C1 N1 C5 0.63(18) . . . . ?
C2 C3 C4 C5 0.11(19) . . . . ?
C3 C4 C5 C19 178.16(12) . . . . ?
C3 C4 C5 N1 -2.93(19) . . . . ?
C4 C5 C19 N6 -167.80(12) . . . . ?
C4 C5 C19 O2 11.8(2) . . . . ?
C4 C5 N1 C1 2.55(18) . . . . ?
C5 C19 N6 C20 -179.31(12) . . . . ?
C6 C1 C2 C3 173.95(11) . . . . ?
C6 C1 N1 C5 -176.66(11) . . . . ?
C7 C8 C9 C10 -0.66(19) . . . . ?
C7 C8 N3 N4 174.47(11) . . . . ?
C8 C7 C12 C11 0.30(19) . . . . ?
C8 C7 N2 C6 -163.36(12) . . . . ?
C8 C9 C10 C11 0.4(2) . . . . ?
C8 N3 N4 C13 178.89(10) . . . . ?
C9 C8 N3 N4 -7.10(17) . . . . ?
C9 C10 C11 C12 0.2(2) . . . . ?
C10 C11 C12 C7 -0.5(2) . . . . ?
C12 C7 C8 C9 0.29(18) . . . . ?
C12 C7 C8 N3 178.78(11) . . . . ?
C12 C7 N2 C6 16.1(2) . . . . ?
C13 C14 C15 C16 0.4(2) . . . . ?
C14 C13 C18 C17 0.0(2) . . . . ?
C14 C13 N4 N3 -174.69(11) . . . . ?
C14 C15 C16 C17 -0.5(2) . . . . ?
C15 C16 C17 C18 0.4(2) . . . . ?
C16 C17 C18 C13 -0.2(2) . . . . ?
C18 C13 C14 C15 -0.11(19) . . . . ?
C18 C13 C14 N5 -177.04(12) . . . . ?
C18 C13 N4 N3 5.70(18) . . . . ?
C19 C5 N1 C1 -178.50(11) . . . . ?
C20 C21 C22 C23 -1.3(2) . . . . ?
C20 C21 N7 N8 -159.07(12) . . . . ?
C21 C20 C25 C24 0.0(2) . . . . ?
C21 C20 N6 C19 175.86(13) . . . . ?
C21 C22 C23 C24 -0.1(2) . . . . ?
C21 N7 N8 C26 -176.09(11) . . . . ?
C22 C21 N7 N8 23.37(18) . . . . ?
C22 C23 C24 C25 1.5(2) . . . . ?
C23 C24 C25 C20 -1.4(2) . . . . ?
C25 C20 C21 C22 1.36(19) . . . . ?
C25 C20 C21 N7 -176.29(12) . . . . ?
C25 C20 N6 C19 -3.2(2) . . . . ?
C26 C27 C28 C29 1.9(2) . . . . ?
C27 C26 C31 C30 0.3(2) . . . . ?
C27 C26 N8 N7 -159.50(12) . . . . ?
C27 C28 C29 C30 -0.7(2) . . . . ?
C28 C29 C30 C31 -0.8(2) . . . . ?
C29 C30 C31 C26 1.0(2) . . . . ?
C31 C26 C27 C28 -1.7(2) . . . . ?
C31 C26 C27 N9 178.63(14) . . . . ?
C31 C26 N8 N7 21.13(19) . . . . ?
C101 C102 C103 C104 1.3(2) . . . . ?
C101 C106 N102 C107 -174.50(11) . . . . ?
C102 C101 C106 N102 -179.93(12) . . . . ?
C102 C101 C106 O101 0.71(19) . . . . ?
C102 C101 N101 C105 -1.21(18) . . . . ?
C102 C103 C104 C105 -0.4(2) . . . . ?
C103 C104 C105 C119 178.44(12) . . . . ?
C103 C104 C105 N101 -1.5(2) . . . . ?
C104 C105 C119 N106 159.81(12) . . . . ?
C104 C105 C119 O102 -19.49(19) . . . . ?
C104 C105 N101 C101 2.27(18) . . . . ?
C105 C119 N106 C120 -172.09(12) . . . . ?
C106 C101 C102 C103 -179.40(12) . . . . ?
C106 C101 N101 C105 177.65(11) . . . . ?
C107 C108 C109 C110 -0.04(19) . . . . ?
C107 C108 N103 N104 174.95(11) . . . . ?
C108 C107 C112 C111 -1.06(18) . . . . ?
C108 C107 N102 C106 161.05(12) . . . . ?
C108 C109 C110 C111 -0.4(2) . . . . ?
C108 N103 N104 C113 176.08(10) . . . . ?
C109 C108 N103 N104 -8.17(17) . . . . ?
C109 C110 C111 C112 0.1(2) . . . . ?
C110 C111 C112 C107 0.7(2) . . . . ?
C112 C107 C108 C109 0.75(18) . . . . ?
C112 C107 C108 N103 177.80(11) . . . . ?
C112 C107 N102 C106 -19.3(2) . . . . ?
C113 C114 C115 C116 -0.77(19) . . . . ?
C114 C113 C118 C117 -1.04(19) . . . . ?
C114 C113 N104 N103 171.10(11) . . . . ?
C114 C115 C116 C117 -0.4(2) . . . . ?
C115 C116 C117 C118 0.9(2) . . . . ?
C116 C117 C118 C113 -0.2(2) . . . . ?
C118 C113 C114 C115 1.49(18) . . . . ?
C118 C113 C114 N105 178.94(12) . . . . ?
C118 C113 N104 N103 -12.16(17) . . . . ?
C119 C105 N101 C101 -177.69(11) . . . . ?
C120 C121 C122 C123 0.21(19) . . . . ?
C120 C121 N107 N108 177.07(10) . . . . ?
C121 C120 C125 C124 -0.36(19) . . . . ?
C121 C120 N106 C119 168.42(12) . . . . ?
C121 C122 C123 C124 -0.6(2) . . . . ?
C121 N107 N108 C126 176.92(10) . . . . ?
C122 C121 N107 N108 -5.45(17) . . . . ?
C122 C123 C124 C125 0.6(2) . . . . ?
C123 C124 C125 C120 -0.1(2) . . . . ?
C125 C120 C121 C122 0.29(18) . . . . ?
C125 C120 C121 N107 177.90(11) . . . . ?
C125 C120 N106 C119 -11.3(2) . . . . ?
C126 C127 C128 C129 -0.65(19) . . . . ?
C127 C126 C131 C130 -0.82(19) . . . . ?
C127 C126 N108 N107 174.83(10) . . . . ?
C127 C128 C129 C130 0.1(2) . . . . ?
C128 C129 C130 C131 0.2(2) . . . . ?
C129 C130 C131 C126 0.2(2) . . . . ?
C131 C126 C127 C128 1.02(18) . . . . ?
C131 C126 C127 N109 -178.26(12) . . . . ?
C131 C126 N108 N107 -6.96(17) . . . . ?
N1 C1 C2 C3 -3.29(19) . . . . ?
N1 C1 C6 N2 15.46(16) . . . . ?
N1 C1 C6 O1 -166.73(12) . . . . ?
N1 C5 C19 N6 13.22(16) . . . . ?
N1 C5 C19 O2 -167.21(12) . . . . ?
N2 C7 C8 C9 179.76(11) . . . . ?
N2 C7 C8 N3 -1.74(16) . . . . ?
N2 C7 C12 C11 -179.14(12) . . . . ?
N3 C8 C9 C10 -179.04(12) . . . . ?
N4 C13 C14 C15 -179.74(11) . . . . ?
N4 C13 C14 N5 3.33(18) . . . . ?
N4 C13 C18 C17 179.61(12) . . . . ?
N5 C14 C15 C16 177.28(13) . . . . ?
N6 C20 C21 C22 -177.70(12) . . . . ?
N6 C20 C21 N7 4.65(17) . . . . ?
N6 C20 C25 C24 178.95(13) . . . . ?
N7 C21 C22 C23 176.19(13) . . . . ?
N8 C26 C27 C28 178.88(12) . . . . ?
N8 C26 C27 N9 -0.8(2) . . . . ?
N8 C26 C31 C30 179.66(14) . . . . ?
N9 C27 C28 C29 -178.46(15) . . . . ?
N101 C101 C102 C103 -0.6(2) . . . . ?
N101 C101 C106 N102 1.16(16) . . . . ?
N101 C101 C106 O101 -178.19(11) . . . . ?
N101 C105 C119 N106 -20.23(16) . . . . ?
N101 C105 C119 O102 160.46(12) . . . . ?
N102 C107 C108 C109 -179.62(11) . . . . ?
N102 C107 C108 N103 -2.58(16) . . . . ?
N102 C107 C112 C111 179.34(12) . . . . ?
N103 C108 C109 C110 -176.81(12) . . . . ?
N104 C113 C114 C115 178.41(11) . . . . ?
N104 C113 C114 N105 -4.14(17) . . . . ?
N104 C113 C118 C117 -177.63(12) . . . . ?
N105 C114 C115 C116 -178.19(13) . . . . ?
N106 C120 C121 C122 -179.41(11) . . . . ?
N106 C120 C121 N107 -1.80(16) . . . . ?
N106 C120 C125 C124 179.32(13) . . . . ?
N107 C121 C122 C123 -177.16(12) . . . . ?
N108 C126 C127 C128 179.32(11) . . . . ?
N108 C126 C127 N109 0.05(17) . . . . ?
N108 C126 C131 C130 -178.94(12) . . . . ?
N109 C127 C128 C129 178.63(12) . . . . ?
O1 C6 N2 C7 -6.1(2) . . . . ?
O2 C19 N6 C20 1.1(2) . . . . ?
O101 C106 N102 C107 4.8(2) . . . . ?
O102 C119 N106 C120 7.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.771
