# Supplementary Information (SI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 2365261'
loop_
_audit_author_name
_audit_author_address
'Ena Luis'
;University of Sydney
Australia
;
_audit_update_record             
;
2024-06-25 deposited with the CCDC.	2024-11-26 downloaded from the CCDC.
;
_audit_creation_date             2022-10-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_publ_section_exptl              
;
Any special experimental details
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H20 N2'
_chemical_formula_sum            'C24 H20 N2'
_chemical_formula_weight         336.42
_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 0.0181 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'

_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                   13.6209(4)
_cell_length_b                   11.4212(4)
_cell_length_c                   11.9286(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.726(2)
_cell_angle_gamma                90
_cell_volume                     1810.11(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8137
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      63.166
_cell_measurement_theta_min      5.106
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.863
_exptl_absorpt_coefficient_mu    0.556
_exptl_absorpt_correction_T_max  0.7523
_exptl_absorpt_correction_T_min  0.6510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0897 before and 0.0711 after correction.
The Ratio of minimum to maximum transmission is 0.8653.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             712
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.272
_exptl_crystal_size_mid          0.221
_exptl_crystal_size_min          0.054
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23956
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        63.441
_diffrn_reflns_theta_max         63.441
_diffrn_reflns_theta_min         3.326
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest ECO'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       APEX2
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.6
_diffrn_source_power             0.029795999999999996
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           49.66
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2443
_reflns_number_total             2950
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX 3 (Bruker, 2017) '
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 (Sheldrick, 2015)'
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         2950
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0426
_refine_ls_restrained_S_all      1.047
_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)+(0.0627P)²+0.4873P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1170
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C17(H17), C18(H18), C20(H20), C21(H21), C23(H23),
  C24(H24)
;
_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
N1 N 0.36623(10) 0.74146(12) 0.42048(13) 0.0362(4) Uani 1 1 d . . . . .
N2 N -0.10295(13) 0.07077(14) 0.38785(16) 0.0473(4) Uani 1 1 d . . . . .
C1 C 0.44946(12) 0.73198(14) 0.36624(15) 0.0330(4) Uani 1 1 d . . . . .
C2 C 0.45902(14) 0.80533(16) 0.27619(15) 0.0407(4) Uani 1 1 d . . . . .
H2 H 0.410402 0.864695 0.250538 0.049 Uiso 1 1 calc R U . . .
C3 C 0.53943(15) 0.79161(18) 0.22412(17) 0.0487(5) Uani 1 1 d . . . . .
H3 H 0.545768 0.842000 0.162747 0.058 Uiso 1 1 calc R U . . .
C4 C 0.61090(15) 0.70540(18) 0.26018(18) 0.0494(5) Uani 1 1 d . . . . .
H4 H 0.665141 0.695470 0.222807 0.059 Uiso 1 1 calc R U . . .
C5 C 0.60250(13) 0.63409(16) 0.35097(17) 0.0437(5) Uani 1 1 d . . . . .
H5 H 0.651772 0.575529 0.377038 0.052 Uiso 1 1 calc R U . . .
C6 C 0.52267(13) 0.64747(14) 0.40418(15) 0.0365(4) Uani 1 1 d . . . . .
H6 H 0.517835 0.598528 0.467140 0.044 Uiso 1 1 calc R U . . .
C7 C 0.32250(12) 0.85539(14) 0.42498(15) 0.0346(4) Uani 1 1 d . . . . .
C8 C 0.37309(13) 0.93797(15) 0.50150(16) 0.0401(4) Uani 1 1 d . . . . .
H8 H 0.435927 0.919265 0.550817 0.048 Uiso 1 1 calc R U . . .
C9 C 0.33103(14) 1.04855(16) 0.50548(18) 0.0449(5) Uani 1 1 d . . . . .
H9 H 0.365672 1.105739 0.557265 0.054 Uiso 1 1 calc R U . . .
C10 C 0.23895(14) 1.07574(15) 0.43437(17) 0.0435(5) Uani 1 1 d . . . . .
H10 H 0.210353 1.151147 0.437893 0.052 Uiso 1 1 calc R U . . .
C11 C 0.18868(14) 0.99282(16) 0.35816(17) 0.0422(4) Uani 1 1 d . . . . .
H11 H 0.125398 1.011241 0.309628 0.051 Uiso 1 1 calc R U . . .
C12 C 0.23059(13) 0.88307(16) 0.35267(16) 0.0393(4) Uani 1 1 d . . . . .
H12 H 0.196574 0.826670 0.299500 0.047 Uiso 1 1 calc R U . . .
C13 C 0.30414(12) 0.64263(14) 0.42366(15) 0.0341(4) Uani 1 1 d . . . . .
C14 C 0.30554(12) 0.54568(14) 0.35295(15) 0.0341(4) Uani 1 1 d . . . . .
H14 H 0.351068 0.543533 0.303023 0.041 Uiso 1 1 calc R U . . .
C15 C 0.24073(12) 0.45230(14) 0.35514(15) 0.0335(4) Uani 1 1 d . . . . .
H15 H 0.244173 0.386097 0.307941 0.040 Uiso 1 1 calc R U . . .
C16 C 0.17048(12) 0.45290(14) 0.42490(14) 0.0324(4) Uani 1 1 d . . . . .
C17 C 0.17180(12) 0.54938(14) 0.49744(15) 0.0342(4) Uani 1 1 d . . . . .
H17 H 0.126626 0.551342 0.547783 0.041 Uiso 1 1 calc R U . . .
C18 C 0.23723(13) 0.64196(14) 0.49764(15) 0.0352(4) Uani 1 1 d . . . . .
H18 H 0.236830 0.705859 0.548526 0.042 Uiso 1 1 calc R U . . .
C19 C 0.09751(12) 0.35561(14) 0.41805(14) 0.0320(4) Uani 1 1 d . . . . .
C20 C 0.06871(12) 0.30903(14) 0.51371(14) 0.0340(4) Uani 1 1 d . . . . .
H20 H 0.095568 0.341345 0.587474 0.041 Uiso 1 1 calc R U . . .
C21 C 0.00167(13) 0.21649(15) 0.50345(15) 0.0348(4) Uani 1 1 d . . . . .
H21 H -0.016543 0.186424 0.570304 0.042 Uiso 1 1 calc R U . . .
C22 C -0.03949(12) 0.16676(14) 0.39710(15) 0.0343(4) Uani 1 1 d . . . . .
C23 C -0.01196(13) 0.21273(15) 0.30055(15) 0.0361(4) Uani 1 1 d . . . . .
H23 H -0.039158 0.180390 0.226877 0.043 Uiso 1 1 calc R U . . .
C24 C 0.05497(13) 0.30548(15) 0.31138(15) 0.0360(4) Uani 1 1 d . . . . .
H24 H 0.072529 0.335992 0.244336 0.043 Uiso 1 1 calc R U . . .
H2A H -0.1461(17) 0.058(2) 0.318(2) 0.062(7) Uiso 1 1 d . . . . .
H2B H -0.1303(17) 0.052(2) 0.451(2) 0.063(7) Uiso 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
N1 C1 1.428(2) . ?
N1 C7 1.437(2) . ?
N1 C13 1.416(2) . ?
N2 C22 1.385(2) . ?
N2 H2A 0.92(2) . ?
N2 H2B 0.93(3) . ?
C1 C2 1.391(2) . ?
C1 C6 1.390(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.380(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.386(2) . ?
C7 C12 1.391(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.392(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.385(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.395(2) . ?
C13 C18 1.401(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.400(2) . ?
C16 C17 1.399(2) . ?
C16 C19 1.481(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(2) . ?
C19 C24 1.399(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.384(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.390(2) . ?
C22 C23 1.390(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(2) . ?
C24 H24 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
C1 N1 C7 117.56(13) . . ?
C13 N1 C1 119.36(13) . . ?
C13 N1 C7 117.77(13) . . ?
C22 N2 H2A 117.6(15) . . ?
C22 N2 H2B 117.9(15) . . ?
H2A N2 H2B 114(2) . . ?
C2 C1 N1 121.54(15) . . ?
C6 C1 N1 119.30(15) . . ?
C6 C1 C2 119.16(16) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.81(17) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 120.91(18) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.29(17) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.30(17) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.49(17) . . ?
C5 C6 H6 119.8 . . ?
C8 C7 N1 119.39(15) . . ?
C8 C7 C12 120.18(16) . . ?
C12 C7 N1 120.43(16) . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.43(17) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.41(18) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 119.90(16) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.04(17) . . ?
C12 C11 H11 120.0 . . ?
C7 C12 H12 120.0 . . ?
C11 C12 C7 120.03(17) . . ?
C11 C12 H12 120.0 . . ?
C14 C13 N1 121.93(15) . . ?
C14 C13 C18 118.30(15) . . ?
C18 C13 N1 119.76(15) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.33(15) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 119.1 . . ?
C14 C15 C16 121.89(15) . . ?
C16 C15 H15 119.1 . . ?
C15 C16 C19 120.13(15) . . ?
C17 C16 C15 117.02(15) . . ?
C17 C16 C19 122.83(15) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.60(16) . . ?
C18 C17 H17 119.2 . . ?
C13 C18 H18 119.6 . . ?
C17 C18 C13 120.76(15) . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C16 123.27(15) . . ?
C20 C19 C24 117.01(15) . . ?
C24 C19 C16 119.71(15) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.27(15) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.20(16) . . ?
C22 C21 H21 119.4 . . ?
N2 C22 C21 121.01(16) . . ?
N2 C22 C23 120.68(16) . . ?
C21 C22 C23 118.26(15) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.24(16) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 H24 119.0 . . ?
C23 C24 C19 122.01(16) . . ?
C23 C24 H24 119.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -178.48(16) . . . . ?
N1 C1 C6 C5 178.08(15) . . . . ?
N1 C7 C8 C9 179.66(16) . . . . ?
N1 C7 C12 C11 179.55(15) . . . . ?
N1 C13 C14 C15 -177.43(15) . . . . ?
N1 C13 C18 C17 176.25(15) . . . . ?
N2 C22 C23 C24 -177.18(16) . . . . ?
C1 N1 C7 C8 -74.5(2) . . . . ?
C1 N1 C7 C12 105.00(18) . . . . ?
C1 N1 C13 C14 -15.9(2) . . . . ?
C1 N1 C13 C18 165.65(15) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C1 C6 C5 -1.9(2) . . . . ?
C2 C3 C4 C5 -1.4(3) . . . . ?
C3 C4 C5 C6 1.0(3) . . . . ?
C4 C5 C6 C1 0.6(3) . . . . ?
C6 C1 C2 C3 1.5(3) . . . . ?
C7 N1 C1 C2 -30.9(2) . . . . ?
C7 N1 C1 C6 149.16(16) . . . . ?
C7 N1 C13 C14 137.78(17) . . . . ?
C7 N1 C13 C18 -40.7(2) . . . . ?
C7 C8 C9 C10 0.6(3) . . . . ?
C8 C7 C12 C11 -0.9(3) . . . . ?
C8 C9 C10 C11 -0.5(3) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C11 C12 C7 1.0(3) . . . . ?
C12 C7 C8 C9 0.1(3) . . . . ?
C13 N1 C1 C2 122.80(18) . . . . ?
C13 N1 C1 C6 -57.1(2) . . . . ?
C13 N1 C7 C8 131.37(17) . . . . ?
C13 N1 C7 C12 -49.1(2) . . . . ?
C13 C14 C15 C16 1.8(3) . . . . ?
C14 C13 C18 C17 -2.3(2) . . . . ?
C14 C15 C16 C17 -3.3(2) . . . . ?
C14 C15 C16 C19 175.29(15) . . . . ?
C15 C16 C17 C18 2.1(2) . . . . ?
C15 C16 C19 C20 141.19(17) . . . . ?
C15 C16 C19 C24 -38.1(2) . . . . ?
C16 C17 C18 C13 0.7(3) . . . . ?
C16 C19 C20 C21 -178.73(15) . . . . ?
C16 C19 C24 C23 178.60(15) . . . . ?
C17 C16 C19 C20 -40.3(2) . . . . ?
C17 C16 C19 C24 140.42(17) . . . . ?
C18 C13 C14 C15 1.1(2) . . . . ?
C19 C16 C17 C18 -176.49(15) . . . . ?
C19 C20 C21 C22 -0.1(3) . . . . ?
C20 C19 C24 C23 -0.7(2) . . . . ?
C20 C21 C22 N2 177.02(16) . . . . ?
C20 C21 C22 C23 -0.3(2) . . . . ?
C21 C22 C23 C24 0.1(3) . . . . ?
C22 C23 C24 C19 0.4(3) . . . . ?
C24 C19 C20 C21 0.6(2) . . . . ?

_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_4
_database_code_depnum_ccdc_archive 'CCDC 2365262'
loop_
_audit_author_name
_audit_author_address
'Ena Luis'
;University of Sydney
Australia
;
_audit_update_record             
;
2024-06-25 deposited with the CCDC.	2024-11-26 downloaded from the CCDC.
;
_audit_creation_date             2022-12-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C62 H40 N4 O4, C H Cl3'
_chemical_formula_sum            'C63 H41 Cl3 N4 O4'
_chemical_formula_weight         1024.35
_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 0.0181 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'
Cl Cl 0.3639 0.7018 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0793(7)
_cell_length_b                   12.3470(8)
_cell_length_c                   12.5800(11)
_cell_angle_alpha                65.311(6)
_cell_angle_beta                 83.296(7)
_cell_angle_gamma                73.552(6)
_cell_volume                     1228.90(18)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    838
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      66.228
_cell_measurement_theta_min      3.868
_shelx_estimated_absorpt_T_max   0.944
_shelx_estimated_absorpt_T_min   0.669
_exptl_absorpt_coefficient_mu    2.142
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1076 before and 0.0861 after correction.
The Ratio of minimum to maximum transmission is 0.7917.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             530
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4.00 -2.00 -1.00 0.0910
-4.00 1.00 3.00 0.0810
-3.00 3.00 -2.00 0.0610
-3.00 -1.00 -3.00 0.0720
0.00 0.00 1.00 0.0050
0.00 0.00 -1.00 0.0130
0.00 3.00 1.00 0.0350
0.00 -3.00 -1.00 0.0230
4.00 2.00 1.00 0.0990

_exptl_crystal_size_max          0.204
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.027
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0933
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            36338
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.019
_diffrn_reflns_theta_min         3.867
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 Kappa Duo'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       APEX2
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.6
_diffrn_source_power             0.029765999999999997
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           49.61
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3055
_reflns_number_total             4588
_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       'SAINT v8.38A (Bruker, 2016)'
_computing_data_collection       'APEX 3 (Bruker, 2017) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2016)'
_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         0.382
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         4588
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.1035
_refine_ls_R_factor_gt           0.0699
_refine_ls_restrained_S_all      1.071
_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)+(0.1280P)²+0.2823P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1925
_refine_ls_wR_factor_ref         0.2202
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C26-C31 \\sim C26A-C31A
 with sigma of 0.02
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C31-C27 \\sim C31A-C27A
 with sigma of 0.04
 C31-C30 \\sim C31A-C30A
 with sigma of 0.02
 C27-C28 \\sim C27A-C28A
 with sigma of 0.02
 C30-C29 \\sim C30A-C29A
 with sigma of 0.02
 C30-C28 \\sim C30A-C28A
 with sigma of 0.04
 C28-C29 \\sim C28A-C29A
 with sigma of 0.02
 C31-C29 \\sim C31A-C29A
 with sigma of 0.04
 C27-C29 \\sim C27A-C29A
 with sigma of 0.04
 N2-C31 \\sim N2-C31A
 with sigma of 0.04
 N2-C27 \\sim N2-C27A
 with sigma of 0.04
 C26-C30 \\sim C26A-C30A
 with sigma of 0.04
 C26-C28 \\sim C26A-C28A
 with sigma of 0.04
 N2-C26 \\sim N2-C26A
 with sigma of 0.02
3. Others
 Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=Sof(C30A)=Sof(H30A)=Sof(C31A)=
 Sof(H31A)=Sof(C26A)=Sof(C27A)=Sof(H27A)=1-FVAR(1)
 Sof(C26)=Sof(C31)=Sof(H31)=Sof(C27)=Sof(H27)=Sof(C30)=Sof(H30)=Sof(C28)=
 Sof(H28)=Sof(C29)=Sof(H29)=FVAR(1)
 Fixed Sof: Cl2(0.5) Cl1(0.5) Cl3(0.5) C32(0.5) H32(0.5)
4.a Free rotating group:
 Cl2(Cl1,Cl3,C32)
4.b Ternary CH refined with riding coordinates:
 C32(H32)
4.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C9(H9), C15(H15), C25(H25), C19(H19), C4(H4), C18(H18), C5(H5),
 C16(H16), C13(H13), C21(H21), C12(H12), C22(H22), C24(H24), C31(H31), C23(H23),
  C27(H27), C30(H30), C28(H28), C29(H29), C28A(H28A), C29A(H29A), C30A(H30A),
 C31A(H31A), C27A(H27A)
;
_atom_sites_solution_hydrogens   geom
_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
O2 O -0.1347(3) 0.36480(19) 0.7504(2) 0.0391(5) Uani 1 1 d . . . . .
O1 O 0.3517(2) 0.18209(19) 0.8960(2) 0.0398(6) Uani 1 1 d . . . . .
N1 N 0.1096(3) 0.2730(2) 0.8202(2) 0.0326(6) Uani 1 1 d . . . . .
N2 N 0.4727(3) 1.0145(2) 0.3016(3) 0.0380(6) Uani 1 1 d D . . . .
C7 C -0.0214(3) -0.0552(2) 1.0350(3) 0.0295(6) Uani 1 1 d . . . . .
C6 C -0.1735(3) -0.0599(3) 1.0297(3) 0.0316(6) Uani 1 1 d . . . . .
C1 C 0.2227(3) 0.1735(3) 0.8949(3) 0.0324(7) Uani 1 1 d . . . . .
C3 C -0.0891(4) 0.1586(3) 0.8909(3) 0.0324(7) Uani 1 1 d . . . . .
C10 C 0.2021(4) 0.5213(3) 0.5464(3) 0.0330(7) Uani 1 1 d . . . . .
H10 H 0.201478 0.544218 0.464326 0.040 Uiso 1 1 calc R U . . .
C8 C 0.1581(4) 0.3827(3) 0.7414(3) 0.0336(7) Uani 1 1 d . . . . .
C14 C 0.2981(4) 0.7053(3) 0.5101(3) 0.0341(7) Uani 1 1 d . . . . .
C2 C -0.0441(4) 0.2730(3) 0.8151(3) 0.0325(7) Uani 1 1 d . . . . .
C9 C 0.1571(4) 0.4160(3) 0.6217(3) 0.0339(7) Uani 1 1 d . . . . .
H9 H 0.125812 0.367291 0.591333 0.041 Uiso 1 1 calc R U . . .
C11 C 0.2480(4) 0.5933(3) 0.5902(3) 0.0343(7) Uani 1 1 d . . . . .
C15 C 0.4000(4) 0.7030(3) 0.4186(3) 0.0336(7) Uani 1 1 d . . . . .
H15 H 0.433102 0.630342 0.403967 0.040 Uiso 1 1 calc R U . . .
C25 C 0.7292(4) 0.8918(3) 0.3815(3) 0.0378(7) Uani 1 1 d . . . . .
H25 H 0.687056 0.827650 0.436264 0.045 Uiso 1 1 calc R U . . .
C20 C 0.6334(4) 0.9974(3) 0.3008(3) 0.0347(7) Uani 1 1 d . . . . .
C19 C 0.2479(4) 0.8153(3) 0.5269(3) 0.0379(7) Uani 1 1 d . . . . .
H19 H 0.175902 0.820189 0.586934 0.046 Uiso 1 1 calc R U . . .
C4 C -0.2361(4) 0.1514(3) 0.8880(3) 0.0383(7) Uani 1 1 d . . . . .
H4 H -0.309805 0.221400 0.838469 0.046 Uiso 1 1 calc R U . . .
C17 C 0.4084(4) 0.9127(3) 0.3688(3) 0.0361(7) Uani 1 1 d . . . . .
C18 C 0.3018(4) 0.9169(3) 0.4572(3) 0.0399(8) Uani 1 1 d . . . . .
H18 H 0.265659 0.990775 0.469660 0.048 Uiso 1 1 calc R U . . .
C5 C -0.2799(4) 0.0418(3) 0.9573(3) 0.0390(7) Uani 1 1 d . . . . .
H5 H -0.382345 0.038089 0.954273 0.047 Uiso 1 1 calc R U . . .
C16 C 0.4537(4) 0.8051(3) 0.3487(3) 0.0344(7) Uani 1 1 d . . . . .
H16 H 0.522165 0.801727 0.286299 0.041 Uiso 1 1 calc R U . . .
C13 C 0.2020(4) 0.4522(3) 0.7869(3) 0.0426(8) Uani 1 1 d . . . . .
H13 H 0.201461 0.428945 0.869055 0.051 Uiso 1 1 calc R U . . .
C21 C 0.6987(4) 1.0896(3) 0.2203(3) 0.0424(8) Uani 1 1 d . . . . .
H21 H 0.635660 1.161410 0.163524 0.051 Uiso 1 1 calc R U . . .
C12 C 0.2473(4) 0.5573(3) 0.7112(3) 0.0431(8) Uani 1 1 d . . . . .
H12 H 0.278288 0.605439 0.742459 0.052 Uiso 1 1 calc R U . . .
C22 C 0.8547(5) 1.0766(4) 0.2229(3) 0.0494(9) Uani 1 1 d . . . . .
H22 H 0.897808 1.140151 0.168108 0.059 Uiso 1 1 calc R U . . .
C24 C 0.8857(4) 0.8798(3) 0.3821(4) 0.0462(9) Uani 1 1 d . . . . .
H24 H 0.949776 0.806838 0.436835 0.055 Uiso 1 1 calc R U . . .
C26 C 0.3668(14) 1.1308(10) 0.2926(13) 0.034(3) Uani 0.493(16) 1 d D . P A 1
C31 C 0.4013(16) 1.2074(10) 0.3351(13) 0.038(3) Uani 0.493(16) 1 d D . P A 1
H31 H 0.496387 1.182514 0.374062 0.045 Uiso 0.493(16) 1 calc R U P A 1
C23 C 0.9497(4) 0.9716(4) 0.3047(4) 0.0510(9) Uani 1 1 d . . . . .
H23 H 1.056602 0.963719 0.307005 0.061 Uiso 1 1 calc R U . . .
C27 C 0.2270(12) 1.1700(9) 0.2365(12) 0.047(3) Uani 0.493(16) 1 d D . P A 1
H27 H 0.201860 1.120969 0.203468 0.056 Uiso 0.493(16) 1 calc R U P A 1
C30 C 0.3000(9) 1.3200(7) 0.3223(12) 0.042(2) Uani 0.493(16) 1 d D . P A 1
H30 H 0.328348 1.372542 0.349356 0.050 Uiso 0.493(16) 1 calc R U P A 1
C28 C 0.1237(10) 1.2799(7) 0.2282(13) 0.051(3) Uani 0.493(16) 1 d D . P A 1
H28 H 0.026486 1.303316 0.192517 0.061 Uiso 0.493(16) 1 calc R U P A 1
C29 C 0.1590(9) 1.3560(6) 0.2706(11) 0.044(3) Uani 0.493(16) 1 d D . P A 1
H29 H 0.087640 1.431422 0.264242 0.053 Uiso 0.493(16) 1 calc R U P A 1
Cl2 Cl 0.49814(18) 0.63474(15) 1.04086(19) 0.0585(5) Uani 0.5 1 d G . P B -1
Cl1 Cl 0.21157(15) 0.60516(16) 0.98435(17) 0.0556(5) Uani 0.5 1 d G . P B -1
Cl3 Cl 0.5020(2) 0.42156(15) 0.9924(2) 0.0804(8) Uani 0.5 1 d G . P B -1
C32 C 0.39477(17) 0.52767(11) 1.05199(12) 0.062(2) Uani 0.5 1 d G . P B -1
H32 H 0.378217 0.479654 1.136948 0.074 Uiso 0.5 1 calc R U P B -1
C28A C 0.1564(10) 1.2894(7) 0.1553(13) 0.055(3) Uani 0.507(16) 1 d D . P A 2
H28A H 0.068517 1.311899 0.108948 0.066 Uiso 0.507(16) 1 calc R U P A 2
C29A C 0.1860(9) 1.3732(7) 0.1901(13) 0.057(3) Uani 0.507(16) 1 d D . P A 2
H29A H 0.120057 1.454289 0.166140 0.069 Uiso 0.507(16) 1 calc R U P A 2
C30A C 0.3114(11) 1.3390(8) 0.2595(13) 0.055(3) Uani 0.507(16) 1 d D . P A 2
H30A H 0.331261 1.397795 0.282355 0.066 Uiso 0.507(16) 1 calc R U P A 2
C31A C 0.4092(16) 1.2221(10) 0.2969(12) 0.040(3) Uani 0.507(16) 1 d D . P A 2
H31A H 0.493382 1.198590 0.347158 0.048 Uiso 0.507(16) 1 calc R U P A 2
C26A C 0.3800(14) 1.1397(9) 0.2584(12) 0.034(3) Uani 0.507(16) 1 d D . P A 2
C27A C 0.2556(12) 1.1717(8) 0.1883(11) 0.043(2) Uani 0.507(16) 1 d D . P A 2
H27A H 0.237682 1.114156 0.162807 0.052 Uiso 0.507(16) 1 calc R 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
O2 C2 1.217(4) . ?
O1 C1 1.208(4) . ?
N1 C1 1.412(4) . ?
N1 C8 1.458(4) . ?
N1 C2 1.405(4) . ?
N2 C20 1.413(4) . ?
N2 C17 1.431(4) . ?
N2 C26 1.452(9) . ?
N2 C26A 1.436(9) . ?
C7 C7 1.414(6) 2_557 ?
C7 C6 1.410(4) . ?
C7 C3 1.415(4) 2_557 ?
C6 C1 1.487(4) 2_557 ?
C6 C5 1.379(4) . ?
C3 C2 1.477(4) . ?
C3 C4 1.368(5) . ?
C10 H10 0.9500 . ?
C10 C9 1.391(4) . ?
C10 C11 1.393(4) . ?
C8 C9 1.385(4) . ?
C8 C13 1.371(5) . ?
C14 C11 1.489(4) . ?
C14 C15 1.395(5) . ?
C14 C19 1.402(4) . ?
C9 H9 0.9500 . ?
C11 C12 1.397(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(4) . ?
C25 H25 0.9500 . ?
C25 C20 1.395(4) . ?
C25 C24 1.387(5) . ?
C20 C21 1.397(5) . ?
C19 H19 0.9500 . ?
C19 C18 1.382(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.410(5) . ?
C17 C18 1.394(5) . ?
C17 C16 1.395(4) . ?
C18 H18 0.9500 . ?
C5 H5 0.9500 . ?
C16 H16 0.9500 . ?
C13 H13 0.9500 . ?
C13 C12 1.392(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.383(5) . ?
C12 H12 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.394(6) . ?
C24 H24 0.9500 . ?
C24 C23 1.375(6) . ?
C26 C31 1.382(12) . ?
C26 C27 1.385(11) . ?
C31 H31 0.9500 . ?
C31 C30 1.388(11) . ?
C23 H23 0.9500 . ?
C27 H27 0.9500 . ?
C27 C28 1.384(10) . ?
C30 H30 0.9500 . ?
C30 C29 1.375(10) . ?
C28 H28 0.9500 . ?
C28 C29 1.378(11) . ?
C29 H29 0.9500 . ?
Cl2 C32 1.7792 . ?
Cl1 C32 1.7763 . ?
Cl3 C32 1.7756 . ?
C32 H32 1.0000 . ?
C28A H28A 0.9500 . ?
C28A C29A 1.377(11) . ?
C28A C27A 1.392(10) . ?
C29A H29A 0.9500 . ?
C29A C30A 1.374(12) . ?
C30A H30A 0.9500 . ?
C30A C31A 1.378(11) . ?
C31A H31A 0.9500 . ?
C31A C26A 1.391(11) . ?
C26A C27A 1.378(11) . ?
C27A H27A 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
C1 N1 C8 116.9(3) . . ?
C2 N1 C1 125.0(3) . . ?
C2 N1 C8 118.1(2) . . ?
C20 N2 C17 119.8(2) . . ?
C20 N2 C26 121.3(6) . . ?
C20 N2 C26A 116.6(6) . . ?
C17 N2 C26 111.3(7) . . ?
C17 N2 C26A 121.8(6) . . ?
C7 C7 C3 119.5(4) 2_557 2_557 ?
C6 C7 C7 119.3(3) . 2_557 ?
C6 C7 C3 121.3(3) . 2_557 ?
C7 C6 C1 120.3(3) . 2_557 ?
C5 C6 C7 120.6(3) . . ?
C5 C6 C1 119.1(3) . 2_557 ?
O1 C1 N1 120.8(3) . . ?
O1 C1 C6 122.9(3) . 2_557 ?
N1 C1 C6 116.3(3) . 2_557 ?
C7 C3 C2 119.8(3) 2_557 . ?
C4 C3 C7 120.0(3) . 2_557 ?
C4 C3 C2 120.2(3) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.7(3) . . ?
C11 C10 H10 119.7 . . ?
C9 C8 N1 119.5(3) . . ?
C13 C8 N1 119.4(3) . . ?
C13 C8 C9 121.1(3) . . ?
C15 C14 C11 121.2(3) . . ?
C15 C14 C19 117.8(3) . . ?
C19 C14 C11 120.9(3) . . ?
O2 C2 N1 120.2(3) . . ?
O2 C2 C3 122.5(3) . . ?
N1 C2 C3 117.3(3) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 C10 119.5(3) . . ?
C8 C9 H9 120.2 . . ?
C10 C11 C14 121.0(3) . . ?
C10 C11 C12 118.3(3) . . ?
C12 C11 C14 120.7(3) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.1(3) . . ?
C16 C15 H15 119.4 . . ?
C20 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C20 120.4(3) . . ?
C25 C20 N2 121.6(3) . . ?
C25 C20 C21 118.6(3) . . ?
C21 C20 N2 119.8(3) . . ?
C14 C19 H19 119.5 . . ?
C18 C19 C14 120.9(3) . . ?
C18 C19 H19 119.5 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.0(3) . . ?
C5 C4 H4 119.5 . . ?
C18 C17 N2 121.4(3) . . ?
C18 C17 C16 118.2(3) . . ?
C16 C17 N2 120.4(3) . . ?
C19 C18 C17 121.0(3) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C15 C16 C17 120.8(3) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C8 C13 H13 120.4 . . ?
C8 C13 C12 119.2(3) . . ?
C12 C13 H13 120.4 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.2(3) . . ?
C13 C12 H12 119.4 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 120.9(3) . . ?
C23 C22 H22 119.5 . . ?
C25 C24 H24 119.4 . . ?
C23 C24 C25 121.1(4) . . ?
C23 C24 H24 119.4 . . ?
C31 C26 N2 122.6(9) . . ?
C31 C26 C27 117.7(9) . . ?
C27 C26 N2 119.7(9) . . ?
C26 C31 H31 119.3 . . ?
C26 C31 C30 121.5(11) . . ?
C30 C31 H31 119.3 . . ?
C22 C23 H23 120.6 . . ?
C24 C23 C22 118.7(4) . . ?
C24 C23 H23 120.6 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.7(9) . . ?
C28 C27 H27 119.7 . . ?
C31 C30 H30 119.8 . . ?
C29 C30 C31 120.4(9) . . ?
C29 C30 H30 119.8 . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.2(8) . . ?
C29 C28 H28 119.4 . . ?
C30 C29 C28 118.4(6) . . ?
C30 C29 H29 120.8 . . ?
C28 C29 H29 120.8 . . ?
Cl2 C32 H32 107.8 . . ?
Cl1 C32 Cl2 111.1 . . ?
Cl1 C32 H32 107.8 . . ?
Cl3 C32 Cl2 111.0 . . ?
Cl3 C32 Cl1 111.2 . . ?
Cl3 C32 H32 107.8 . . ?
C29A C28A H28A 120.1 . . ?
C29A C28A C27A 119.9(8) . . ?
C27A C28A H28A 120.1 . . ?
C28A C29A H29A 120.1 . . ?
C30A C29A C28A 119.7(7) . . ?
C30A C29A H29A 120.1 . . ?
C29A C30A H30A 119.0 . . ?
C29A C30A C31A 122.0(9) . . ?
C31A C30A H30A 119.0 . . ?
C30A C31A H31A 121.2 . . ?
C30A C31A C26A 117.5(10) . . ?
C26A C31A H31A 121.2 . . ?
C31A C26A N2 119.3(9) . . ?
C27A C26A N2 118.8(9) . . ?
C27A C26A C31A 121.6(9) . . ?
C28A C27A H27A 120.4 . . ?
C26A C27A C28A 119.2(9) . . ?
C26A C27A H27A 120.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C8 C9 C10 179.4(3) . . . . ?
N1 C8 C13 C12 -179.6(3) . . . . ?
N2 C20 C21 C22 176.6(3) . . . . ?
N2 C17 C18 C19 -175.6(3) . . . . ?
N2 C17 C16 C15 175.6(3) . . . . ?
N2 C26 C31 C30 178.0(11) . . . . ?
N2 C26 C27 C28 179.2(10) . . . . ?
N2 C26A C27A C28A 173.8(10) . . . . ?
C7 C7 C6 C1 -178.0(3) 2_557 . . 2_557 ?
C7 C7 C6 C5 -0.2(5) 2_557 . . . ?
C7 C6 C5 C4 0.1(5) . . . . ?
C7 C3 C2 O2 -179.5(3) 2_557 . . . ?
C7 C3 C2 N1 0.2(4) 2_557 . . . ?
C7 C3 C4 C5 -0.4(5) 2_557 . . . ?
C1 N1 C8 C9 114.0(3) . . . . ?
C1 N1 C8 C13 -67.0(4) . . . . ?
C1 N1 C2 O2 177.7(3) . . . . ?
C1 N1 C2 C3 -2.0(4) . . . . ?
C1 C6 C5 C4 178.0(3) 2_557 . . . ?
C3 C7 C6 C1 1.9(4) 2_557 . . 2_557 ?
C3 C7 C6 C5 179.8(3) 2_557 . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C10 C11 C12 C13 0.0(5) . . . . ?
C8 N1 C1 O1 3.1(4) . . . . ?
C8 N1 C1 C6 -176.9(3) . . . 2_557 ?
C8 N1 C2 O2 -3.6(4) . . . . ?
C8 N1 C2 C3 176.7(3) . . . . ?
C8 C13 C12 C11 0.4(6) . . . . ?
C14 C11 C12 C13 -179.4(3) . . . . ?
C14 C15 C16 C17 0.7(5) . . . . ?
C14 C19 C18 C17 -0.5(5) . . . . ?
C2 N1 C1 O1 -178.1(3) . . . . ?
C2 N1 C1 C6 1.8(4) . . . 2_557 ?
C2 N1 C8 C9 -64.9(4) . . . . ?
C2 N1 C8 C13 114.2(3) . . . . ?
C2 C3 C4 C5 178.2(3) . . . . ?
C9 C10 C11 C14 179.3(3) . . . . ?
C9 C10 C11 C12 -0.2(5) . . . . ?
C9 C8 C13 C12 -0.6(5) . . . . ?
C11 C10 C9 C8 0.0(5) . . . . ?
C11 C14 C15 C16 -176.0(3) . . . . ?
C11 C14 C19 C18 175.9(3) . . . . ?
C15 C14 C11 C10 -45.9(4) . . . . ?
C15 C14 C11 C12 133.5(4) . . . . ?
C15 C14 C19 C18 -2.1(5) . . . . ?
C25 C20 C21 C22 -1.4(5) . . . . ?
C25 C24 C23 C22 -1.7(5) . . . . ?
C20 N2 C17 C18 121.0(4) . . . . ?
C20 N2 C17 C16 -57.7(4) . . . . ?
C20 N2 C26 C31 -30.5(16) . . . . ?
C20 N2 C26 C27 147.6(9) . . . . ?
C20 N2 C26A C31A -47.3(14) . . . . ?
C20 N2 C26A C27A 138.7(10) . . . . ?
C20 C25 C24 C23 0.8(5) . . . . ?
C20 C21 C22 C23 0.5(5) . . . . ?
C19 C14 C11 C10 136.2(3) . . . . ?
C19 C14 C11 C12 -44.4(5) . . . . ?
C19 C14 C15 C16 1.9(5) . . . . ?
C4 C3 C2 O2 1.9(5) . . . . ?
C4 C3 C2 N1 -178.4(3) . . . . ?
C17 N2 C20 C25 -13.2(5) . . . . ?
C17 N2 C20 C21 168.9(3) . . . . ?
C17 N2 C26 C31 119.0(12) . . . . ?
C17 N2 C26 C27 -62.9(13) . . . . ?
C17 N2 C26A C31A 117.2(11) . . . . ?
C17 N2 C26A C27A -56.8(13) . . . . ?
C18 C17 C16 C15 -3.2(5) . . . . ?
C16 C17 C18 C19 3.1(5) . . . . ?
C13 C8 C9 C10 0.4(5) . . . . ?
C21 C22 C23 C24 1.0(5) . . . . ?
C24 C25 C20 N2 -177.2(3) . . . . ?
C24 C25 C20 C21 0.8(5) . . . . ?
C26 N2 C20 C25 133.8(8) . . . . ?
C26 N2 C20 C21 -44.2(8) . . . . ?
C26 N2 C17 C18 -29.0(7) . . . . ?
C26 N2 C17 C16 152.3(6) . . . . ?
C26 C31 C30 C29 2.7(19) . . . . ?
C26 C27 C28 C29 2.8(18) . . . . ?
C31 C26 C27 C28 -2.6(19) . . . . ?
C31 C30 C29 C28 -2.4(16) . . . . ?
C27 C26 C31 C30 0(2) . . . . ?
C27 C28 C29 C30 -0.3(16) . . . . ?
C28A C29A C30A C31A -0.6(17) . . . . ?
C29A C28A C27A C26A 1.9(17) . . . . ?
C29A C30A C31A C26A 2.3(19) . . . . ?
C30A C31A C26A N2 -175.8(10) . . . . ?
C30A C31A C26A C27A -2(2) . . . . ?
C31A C26A C27A C28A -0.1(19) . . . . ?
C26A N2 C20 C25 151.6(7) . . . . ?
C26A N2 C20 C21 -26.3(8) . . . . ?
C26A N2 C17 C18 -43.0(8) . . . . ?
C26A N2 C17 C16 138.3(7) . . . . ?
C27A C28A C29A C30A -1.6(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_3
_database_code_depnum_ccdc_archive 'CCDC 2365264'
loop_
_audit_author_name
_audit_author_address
'Ena Luis'
;University of Sydney
Australia
;
_audit_update_record             
;
2024-06-25 deposited with the CCDC.	2024-11-26 downloaded from the CCDC.
;
_audit_creation_date             2023-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C54 H37 N3 O2)'
_chemical_formula_sum            'C27 H18.50 N1.50 O'
_chemical_formula_weight         379.93
_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 0.0181 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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4102(4)
_cell_length_b                   9.8093(5)
_cell_length_c                   21.2869(12)
_cell_angle_alpha                90.731(4)
_cell_angle_beta                 100.745(4)
_cell_angle_gamma                96.990(4)
_cell_volume                     1914.87(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2392
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.20
_cell_measurement_theta_min      4.23
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.912
_exptl_absorpt_coefficient_mu    0.627
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker, 2016) was used for absorption correction.
wR2(int) was 0.0837 before and 0.0654 after correction.
The Ratio of minimum to maximum transmission is 0.7967.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0866
_diffrn_reflns_av_unetI/netI     0.1034
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            22232
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.286
_diffrn_reflns_theta_min         2.114
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 Kappa Duo'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       APEX2
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.6
_diffrn_source_power             0.029795999999999996
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           49.66
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3326
_reflns_number_total             6974
_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       'SAINT v8.38A (Bruker, 2016)'
_computing_data_collection       'APEX 4 (Bruker, 2021)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2016)'
_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         0.472
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       0.0025(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     533
_refine_ls_number_reflns         6974
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1641
_refine_ls_R_factor_gt           0.0906
_refine_ls_restrained_S_all      0.948
_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)+(0.1586P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2312
_refine_ls_wR_factor_ref         0.2873
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C15(H15), C16(H16), C18(H18),
 C19(H19), C21(H21), C22(H22), C24(H24), C25(H25), C28(H28), C29(H29), C30(H30),
  C31(H31), C32(H32), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38),
 C40(H40), C41(H41), C43(H43), C44(H44), C47(H47), C48(H48), C49(H49), C50(H50),
  C51(H51), C53(H53), C54(H54), C56(H56), C57(H57), C58(H58)
;
_atom_sites_solution_hydrogens   geom
_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
O1 O 0.4022(4) 0.4761(4) 0.26655(17) 0.0569(9) Uani 1 1 d . . . . .
O2 O 0.1481(4) 0.2960(4) 0.4139(2) 0.0661(11) Uani 1 1 d . . . . .
N1 N 0.2741(4) 0.3861(4) 0.3393(2) 0.0494(10) Uani 1 1 d . . . . .
N2 N 1.1025(4) 0.1169(5) 0.6529(2) 0.0519(10) Uani 1 1 d . . . . .
N3 N -0.5847(4) 0.8928(5) 0.0727(2) 0.0578(11) Uani 1 1 d . . . . .
C1 C 0.1514(5) 0.5104(5) 0.2500(2) 0.0512(12) Uani 1 1 d . . . . .
C2 C 0.1563(5) 0.5869(6) 0.1974(3) 0.0555(12) Uani 1 1 d . . . . .
H2 H 0.245600 0.606084 0.182605 0.067 Uiso 1 1 calc R U . . .
C3 C 0.0307(5) 0.6381(5) 0.1647(3) 0.0528(12) Uani 1 1 d . . . . .
H3 H 0.035460 0.688416 0.127117 0.063 Uiso 1 1 calc R U . . .
C4 C -0.1002(5) 0.6161(6) 0.1865(3) 0.0534(12) Uani 1 1 d . . . . .
C5 C -0.1091(5) 0.5356(6) 0.2406(3) 0.0541(12) Uani 1 1 d . . . . .
C6 C -0.2371(5) 0.5066(5) 0.2661(2) 0.0515(12) Uani 1 1 d . . . . .
H6 H -0.322016 0.545358 0.247105 0.062 Uiso 1 1 calc R U . . .
C7 C -0.2428(5) 0.4249(6) 0.3170(3) 0.0571(13) Uani 1 1 d . . . . .
H7 H -0.332814 0.401783 0.330719 0.069 Uiso 1 1 calc R U . . .
C8 C -0.1162(6) 0.3741(6) 0.3496(3) 0.0588(13) Uani 1 1 d . . . . .
H8 H -0.120345 0.318855 0.385648 0.071 Uiso 1 1 calc R U . . .
C9 C 0.0127(5) 0.4052(6) 0.3287(3) 0.0543(12) Uani 1 1 d . . . . .
C10 C 0.1437(5) 0.3584(6) 0.3651(3) 0.0557(13) Uani 1 1 d . . . . .
C11 C 0.0190(5) 0.4824(5) 0.2744(3) 0.0519(12) Uani 1 1 d . . . . .
C12 C 0.2864(5) 0.4588(5) 0.2837(3) 0.0505(11) Uani 1 1 d . . . . .
C14 C 0.4043(5) 0.3469(5) 0.3775(2) 0.0492(11) Uani 1 1 d . . . . .
C15 C 0.4939(5) 0.4438(6) 0.4179(3) 0.0546(12) Uani 1 1 d . . . . .
H15 H 0.471963 0.535736 0.418409 0.066 Uiso 1 1 calc R U . . .
C16 C 0.6161(5) 0.4088(5) 0.4581(2) 0.0520(12) Uani 1 1 d . . . . .
H16 H 0.678444 0.477504 0.485379 0.062 Uiso 1 1 calc R U . . .
C17 C 0.6491(5) 0.2739(5) 0.4590(2) 0.0495(11) Uani 1 1 d . . . . .
C18 C 0.5586(5) 0.1772(5) 0.4153(2) 0.0510(12) Uani 1 1 d . . . . .
H18 H 0.581546 0.085831 0.413145 0.061 Uiso 1 1 calc R U . . .
C19 C 0.4366(5) 0.2136(5) 0.3755(2) 0.0502(11) Uani 1 1 d . . . . .
H19 H 0.374995 0.146873 0.346838 0.060 Uiso 1 1 calc R U . . .
C20 C 0.7719(5) 0.2317(5) 0.5064(2) 0.0499(11) Uani 1 1 d . . . . .
C21 C 0.8916(5) 0.3266(6) 0.5340(3) 0.0536(12) Uani 1 1 d . . . . .
H21 H 0.898543 0.418350 0.520085 0.064 Uiso 1 1 calc R U . . .
C22 C 0.9998(5) 0.2882(5) 0.5814(3) 0.0533(12) Uani 1 1 d . . . . .
H22 H 1.079968 0.354131 0.599538 0.064 Uiso 1 1 calc R U . . .
C23 C 0.9931(5) 0.1565(5) 0.6026(2) 0.0503(11) Uani 1 1 d . . . . .
C24 C 0.8781(5) 0.0593(6) 0.5749(2) 0.0525(12) Uani 1 1 d . . . . .
H24 H 0.875087 -0.033285 0.587689 0.063 Uiso 1 1 calc R U . . .
C25 C 0.7673(5) 0.0979(5) 0.5282(2) 0.0507(11) Uani 1 1 d . . . . .
H25 H 0.686769 0.031711 0.510832 0.061 Uiso 1 1 calc R U . . .
C27 C 1.0572(5) 0.0389(6) 0.7023(3) 0.0566(13) Uani 1 1 d . . . . .
C28 C 0.9295(5) 0.0659(6) 0.7234(3) 0.0602(14) Uani 1 1 d . . . . .
H28 H 0.879434 0.139590 0.706364 0.072 Uiso 1 1 calc R U . . .
C29 C 0.8773(6) -0.0148(7) 0.7688(3) 0.0698(17) Uani 1 1 d . . . . .
H29 H 0.788187 0.000730 0.780873 0.084 Uiso 1 1 calc R U . . .
C30 C 0.9527(7) -0.1185(7) 0.7972(3) 0.0735(18) Uani 1 1 d . . . . .
H30 H 0.917877 -0.171485 0.829532 0.088 Uiso 1 1 calc R U . . .
C31 C 1.0810(6) -0.1430(6) 0.7772(3) 0.0666(15) Uani 1 1 d . . . . .
H31 H 1.134300 -0.212726 0.796473 0.080 Uiso 1 1 calc R U . . .
C32 C 1.1311(6) -0.0673(6) 0.7299(3) 0.0591(13) Uani 1 1 d . . . . .
H32 H 1.216661 -0.087459 0.715919 0.071 Uiso 1 1 calc R U . . .
C33 C 1.2520(5) 0.1481(5) 0.6489(3) 0.0521(12) Uani 1 1 d . . . . .
C34 C 1.3589(5) 0.1642(6) 0.7035(3) 0.0549(12) Uani 1 1 d . . . . .
H34 H 1.332577 0.155625 0.744383 0.066 Uiso 1 1 calc R U . . .
C35 C 1.5065(5) 0.1934(6) 0.6988(3) 0.0594(14) Uani 1 1 d . . . . .
H35 H 1.578983 0.204629 0.736669 0.071 Uiso 1 1 calc R U . . .
C36 C 1.5474(5) 0.2057(6) 0.6410(3) 0.0595(13) Uani 1 1 d . . . . .
H36 H 1.647542 0.222776 0.638179 0.071 Uiso 1 1 calc R U . . .
C37 C 1.4391(5) 0.1929(5) 0.5857(3) 0.0561(12) Uani 1 1 d . . . . .
H37 H 1.465820 0.204020 0.544998 0.067 Uiso 1 1 calc R U . . .
C38 C 1.2921(5) 0.1639(5) 0.5897(3) 0.0514(12) Uani 1 1 d . . . . .
H38 H 1.219530 0.154919 0.551797 0.062 Uiso 1 1 calc R U . . .
C39 C -0.2278(6) 0.6808(6) 0.1524(3) 0.0592(13) Uani 1 1 d . . . . .
C40 C -0.3675(6) 0.6109(6) 0.1330(3) 0.0610(14) Uani 1 1 d . . . . .
H40 H -0.382958 0.514503 0.138183 0.073 Uiso 1 1 calc R U . . .
C41 C -0.4860(6) 0.6785(6) 0.1060(3) 0.0602(14) Uani 1 1 d . . . . .
H41 H -0.580000 0.627680 0.093483 0.072 Uiso 1 1 calc R U . . .
C42 C -0.4670(5) 0.8197(6) 0.0975(3) 0.0567(13) Uani 1 1 d . . . . .
C43 C -0.3250(5) 0.8897(6) 0.1143(2) 0.0559(13) Uani 1 1 d . . . . .
H43 H -0.307983 0.985288 0.107451 0.067 Uiso 1 1 calc R U . . .
C44 C -0.2093(6) 0.8202(6) 0.1408(3) 0.0575(13) Uani 1 1 d . . . . .
H44 H -0.114350 0.869716 0.151446 0.069 Uiso 1 1 calc R U . . .
C46 C -0.7126(5) 0.8278(6) 0.0316(3) 0.0582(13) Uani 1 1 d . . . . .
C47 C -0.7011(6) 0.7348(7) -0.0159(3) 0.0642(15) Uani 1 1 d . . . . .
H47 H -0.607962 0.715419 -0.021882 0.077 Uiso 1 1 calc R U . . .
C48 C -0.8254(6) 0.6704(7) -0.0545(3) 0.0700(16) Uani 1 1 d . . . . .
H48 H -0.817305 0.605853 -0.086907 0.084 Uiso 1 1 calc R U . . .
C49 C -0.9625(6) 0.6980(7) -0.0470(3) 0.0715(17) Uani 1 1 d . . . . .
H49 H -1.047980 0.651645 -0.073195 0.086 Uiso 1 1 calc R U . . .
C50 C -0.9721(6) 0.7945(7) -0.0004(3) 0.0691(16) Uani 1 1 d . . . . .
H50 H -1.064974 0.817530 0.004171 0.083 Uiso 1 1 calc R U . . .
C51 C -0.8493(6) 0.8570(6) 0.0392(3) 0.0616(14) Uani 1 1 d . . . . .
H51 H -0.857589 0.920612 0.071983 0.074 Uiso 1 1 calc R U . . .
C52 C -0.5862(5) 1.0294(6) 0.0963(3) 0.0560(13) Uani 1 1 d . . . . .
C53 C -0.5362(5) 1.0670(6) 0.1609(3) 0.0589(13) Uani 1 1 d . . . . .
H53 H -0.496713 1.002543 0.189996 0.071 Uiso 1 1 calc R U . . .
C54 C -0.5450(6) 1.2007(6) 0.1823(3) 0.0642(14) Uani 1 1 d . . . . .
H54 H -0.510356 1.226789 0.226178 0.077 Uiso 1 1 calc R U . . .
C56 C -0.6028(6) 1.2946(6) 0.1411(3) 0.0629(14) Uani 1 1 d . . . . .
H56 H -0.613281 1.383153 0.156761 0.075 Uiso 1 1 calc R U . . .
C57 C -0.6448(6) 1.2610(6) 0.0781(3) 0.0615(14) Uani 1 1 d . . . . .
H57 H -0.679197 1.328118 0.049339 0.074 Uiso 1 1 calc R U . . .
C58 C -0.6383(5) 1.1273(6) 0.0546(3) 0.0597(13) Uani 1 1 d . . . . .
H58 H -0.669598 1.104277 0.010320 0.072 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
O1 C12 1.206(6) . ?
O2 C10 1.209(7) . ?
N1 C10 1.435(7) . ?
N1 C12 1.405(6) . ?
N1 C14 1.435(6) . ?
N2 C23 1.434(6) . ?
N2 C27 1.406(7) . ?
N2 C33 1.422(6) . ?
N3 C42 1.417(6) . ?
N3 C46 1.423(7) . ?
N3 C52 1.427(7) . ?
C1 C2 1.360(7) . ?
C1 C11 1.435(7) . ?
C1 C12 1.487(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.408(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(7) . ?
C4 C5 1.415(7) . ?
C4 C39 1.497(7) . ?
C5 C6 1.411(7) . ?
C5 C11 1.442(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.361(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.412(7) . ?
C8 H8 0.9500 . ?
C8 C9 1.370(7) . ?
C9 C10 1.457(7) . ?
C9 C11 1.396(7) . ?
C14 C15 1.367(7) . ?
C14 C19 1.381(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.395(7) . ?
C17 C18 1.406(7) . ?
C17 C20 1.488(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.381(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.402(7) . ?
C20 C25 1.396(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.372(7) . ?
C23 C24 1.387(7) . ?
C24 H24 0.9500 . ?
C24 C25 1.392(7) . ?
C25 H25 0.9500 . ?
C27 C28 1.412(8) . ?
C27 C32 1.397(7) . ?
C28 H28 0.9500 . ?
C28 C29 1.379(8) . ?
C29 H29 0.9500 . ?
C29 C30 1.391(9) . ?
C30 H30 0.9500 . ?
C30 C31 1.399(9) . ?
C31 H31 0.9500 . ?
C31 C32 1.378(8) . ?
C32 H32 0.9500 . ?
C33 C34 1.382(7) . ?
C33 C38 1.386(7) . ?
C34 H34 0.9500 . ?
C34 C35 1.407(7) . ?
C35 H35 0.9500 . ?
C35 C36 1.358(8) . ?
C36 H36 0.9500 . ?
C36 C37 1.400(7) . ?
C37 H37 0.9500 . ?
C37 C38 1.396(7) . ?
C38 H38 0.9500 . ?
C39 C40 1.393(8) . ?
C39 C44 1.388(8) . ?
C40 H40 0.9500 . ?
C40 C41 1.401(7) . ?
C41 H41 0.9500 . ?
C41 C42 1.394(8) . ?
C42 C43 1.406(7) . ?
C43 H43 0.9500 . ?
C43 C44 1.389(7) . ?
C44 H44 0.9500 . ?
C46 C47 1.382(8) . ?
C46 C51 1.389(7) . ?
C47 H47 0.9500 . ?
C47 C48 1.375(8) . ?
C48 H48 0.9500 . ?
C48 C49 1.387(8) . ?
C49 H49 0.9500 . ?
C49 C50 1.385(9) . ?
C50 H50 0.9500 . ?
C50 C51 1.368(8) . ?
C51 H51 0.9500 . ?
C52 C53 1.399(8) . ?
C52 C58 1.386(7) . ?
C53 H53 0.9500 . ?
C53 C54 1.400(8) . ?
C54 H54 0.9500 . ?
C54 C56 1.372(8) . ?
C56 H56 0.9500 . ?
C56 C57 1.348(8) . ?
C57 H57 0.9500 . ?
C57 C58 1.410(8) . ?
C58 H58 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
C10 N1 C14 116.0(4) . . ?
C12 N1 C10 125.4(4) . . ?
C12 N1 C14 118.3(4) . . ?
C27 N2 C23 118.4(4) . . ?
C27 N2 C33 122.2(4) . . ?
C33 N2 C23 119.2(4) . . ?
C42 N3 C46 121.7(5) . . ?
C42 N3 C52 119.7(4) . . ?
C46 N3 C52 118.0(4) . . ?
C2 C1 C11 120.9(5) . . ?
C2 C1 C12 119.4(5) . . ?
C11 C1 C12 119.7(5) . . ?
C1 C2 H2 119.6 . . ?
C1 C2 C3 120.8(5) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.0(5) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C5 119.5(5) . . ?
C3 C4 C39 118.7(5) . . ?
C5 C4 C39 121.8(5) . . ?
C4 C5 C11 119.9(5) . . ?
C6 C5 C4 123.7(5) . . ?
C6 C5 C11 116.4(5) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 C5 122.0(5) . . ?
C7 C6 H6 119.0 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.7(5) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 120.3 . . ?
C9 C8 C7 119.4(5) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 C10 118.5(5) . . ?
C8 C9 C11 120.8(5) . . ?
C11 C9 C10 120.7(5) . . ?
O2 C10 N1 118.9(4) . . ?
O2 C10 C9 124.6(5) . . ?
N1 C10 C9 116.5(5) . . ?
C1 C11 C5 117.9(5) . . ?
C9 C11 C1 121.5(4) . . ?
C9 C11 C5 120.5(5) . . ?
O1 C12 N1 119.6(4) . . ?
O1 C12 C1 124.4(5) . . ?
N1 C12 C1 116.0(4) . . ?
C15 C14 N1 118.5(5) . . ?
C15 C14 C19 120.2(5) . . ?
C19 C14 N1 121.2(5) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.5(5) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.8(5) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C18 117.7(5) . . ?
C16 C17 C20 121.4(5) . . ?
C18 C17 C20 120.8(5) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.8(5) . . ?
C19 C18 H18 119.6 . . ?
C14 C19 C18 119.9(5) . . ?
C14 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C17 121.4(5) . . ?
C25 C20 C17 121.1(5) . . ?
C25 C20 C21 117.4(5) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 C20 120.8(5) . . ?
C22 C21 H21 119.6 . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 121.0(5) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 N2 121.4(5) . . ?
C22 C23 C24 119.5(5) . . ?
C24 C23 N2 119.1(5) . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.7(5) . . ?
C25 C24 H24 120.1 . . ?
C20 C25 H25 119.3 . . ?
C24 C25 C20 121.5(5) . . ?
C24 C25 H25 119.3 . . ?
N2 C27 C28 118.8(5) . . ?
C32 C27 N2 122.6(5) . . ?
C32 C27 C28 118.6(5) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0(6) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 119.4 . . ?
C28 C29 C30 121.2(6) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 H30 120.7 . . ?
C29 C30 C31 118.5(6) . . ?
C31 C30 H30 120.7 . . ?
C30 C31 H31 119.5 . . ?
C32 C31 C30 120.9(6) . . ?
C32 C31 H31 119.5 . . ?
C27 C32 H32 119.7 . . ?
C31 C32 C27 120.6(6) . . ?
C31 C32 H32 119.7 . . ?
C34 C33 N2 120.7(5) . . ?
C34 C33 C38 119.2(5) . . ?
C38 C33 N2 120.1(5) . . ?
C33 C34 H34 119.9 . . ?
C33 C34 C35 120.2(5) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 119.4 . . ?
C36 C35 C34 121.2(5) . . ?
C36 C35 H35 119.4 . . ?
C35 C36 H36 120.7 . . ?
C35 C36 C37 118.7(5) . . ?
C37 C36 H36 120.7 . . ?
C36 C37 H37 119.6 . . ?
C38 C37 C36 120.7(5) . . ?
C38 C37 H37 119.6 . . ?
C33 C38 C37 120.0(5) . . ?
C33 C38 H38 120.0 . . ?
C37 C38 H38 120.0 . . ?
C40 C39 C4 124.2(5) . . ?
C44 C39 C4 119.0(5) . . ?
C44 C39 C40 116.8(5) . . ?
C39 C40 H40 119.0 . . ?
C39 C40 C41 122.0(6) . . ?
C41 C40 H40 119.0 . . ?
C40 C41 H41 119.8 . . ?
C42 C41 C40 120.4(5) . . ?
C42 C41 H41 119.8 . . ?
C41 C42 N3 122.2(5) . . ?
C41 C42 C43 117.8(5) . . ?
C43 C42 N3 120.0(5) . . ?
C42 C43 H43 119.7 . . ?
C44 C43 C42 120.6(5) . . ?
C44 C43 H43 119.7 . . ?
C39 C44 C43 122.3(5) . . ?
C39 C44 H44 118.9 . . ?
C43 C44 H44 118.9 . . ?
C47 C46 N3 120.0(5) . . ?
C47 C46 C51 119.7(5) . . ?
C51 C46 N3 120.3(5) . . ?
C46 C47 H47 120.2 . . ?
C48 C47 C46 119.6(5) . . ?
C48 C47 H47 120.2 . . ?
C47 C48 H48 119.4 . . ?
C47 C48 C49 121.2(6) . . ?
C49 C48 H48 119.4 . . ?
C48 C49 H49 120.7 . . ?
C50 C49 C48 118.6(5) . . ?
C50 C49 H49 120.7 . . ?
C49 C50 H50 119.7 . . ?
C51 C50 C49 120.7(5) . . ?
C51 C50 H50 119.7 . . ?
C46 C51 H51 119.9 . . ?
C50 C51 C46 120.2(6) . . ?
C50 C51 H51 119.9 . . ?
C53 C52 N3 121.3(5) . . ?
C58 C52 N3 119.8(5) . . ?
C58 C52 C53 118.9(5) . . ?
C52 C53 H53 120.4 . . ?
C52 C53 C54 119.3(5) . . ?
C54 C53 H53 120.4 . . ?
C53 C54 H54 119.5 . . ?
C56 C54 C53 121.0(6) . . ?
C56 C54 H54 119.5 . . ?
C54 C56 H56 120.0 . . ?
C57 C56 C54 119.9(6) . . ?
C57 C56 H56 120.0 . . ?
C56 C57 H57 119.6 . . ?
C56 C57 C58 120.7(5) . . ?
C58 C57 H57 119.6 . . ?
C52 C58 C57 120.0(5) . . ?
C52 C58 H58 120.0 . . ?
C57 C58 H58 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
C56 H56 O1 0.95 2.47 3.181(7) 131.6 1_465 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
N1 C14 C15 C16 176.5(5) . . . . ?
N1 C14 C19 C18 -176.5(5) . . . . ?
N2 C23 C24 C25 176.8(5) . . . . ?
N2 C27 C28 C29 175.8(5) . . . . ?
N2 C27 C32 C31 -178.6(5) . . . . ?
N2 C33 C34 C35 179.2(5) . . . . ?
N2 C33 C38 C37 -179.2(5) . . . . ?
N3 C42 C43 C44 177.6(5) . . . . ?
N3 C46 C47 C48 178.7(5) . . . . ?
N3 C46 C51 C50 179.9(5) . . . . ?
N3 C52 C53 C54 -177.5(5) . . . . ?
N3 C52 C58 C57 177.7(5) . . . . ?
C1 C2 C3 C4 2.3(8) . . . . ?
C2 C1 C11 C5 1.2(7) . . . . ?
C2 C1 C11 C9 -179.3(5) . . . . ?
C2 C1 C12 O1 -2.6(8) . . . . ?
C2 C1 C12 N1 177.1(5) . . . . ?
C2 C3 C4 C5 -3.0(8) . . . . ?
C2 C3 C4 C39 175.9(5) . . . . ?
C3 C4 C5 C6 -179.5(5) . . . . ?
C3 C4 C5 C11 2.7(8) . . . . ?
C3 C4 C39 C40 131.9(6) . . . . ?
C3 C4 C39 C44 -50.3(8) . . . . ?
C4 C5 C6 C7 177.7(5) . . . . ?
C4 C5 C11 C1 -1.8(7) . . . . ?
C4 C5 C11 C9 178.7(5) . . . . ?
C4 C39 C40 C41 174.6(5) . . . . ?
C4 C39 C44 C43 -174.6(5) . . . . ?
C5 C4 C39 C40 -49.2(8) . . . . ?
C5 C4 C39 C44 128.5(6) . . . . ?
C5 C6 C7 C8 4.9(9) . . . . ?
C6 C5 C11 C1 -179.7(5) . . . . ?
C6 C5 C11 C9 0.8(7) . . . . ?
C6 C7 C8 C9 -1.4(9) . . . . ?
C7 C8 C9 C10 176.6(5) . . . . ?
C7 C8 C9 C11 -2.2(8) . . . . ?
C8 C9 C10 O2 -1.9(9) . . . . ?
C8 C9 C10 N1 176.3(5) . . . . ?
C8 C9 C11 C1 -177.0(5) . . . . ?
C8 C9 C11 C5 2.5(8) . . . . ?
C10 N1 C12 O1 179.9(5) . . . . ?
C10 N1 C12 C1 0.2(7) . . . . ?
C10 N1 C14 C15 -94.9(6) . . . . ?
C10 N1 C14 C19 82.7(6) . . . . ?
C10 C9 C11 C1 4.3(8) . . . . ?
C10 C9 C11 C5 -176.3(5) . . . . ?
C11 C1 C2 C3 -1.4(8) . . . . ?
C11 C1 C12 O1 179.3(5) . . . . ?
C11 C1 C12 N1 -1.0(7) . . . . ?
C11 C5 C6 C7 -4.5(8) . . . . ?
C11 C9 C10 O2 176.9(5) . . . . ?
C11 C9 C10 N1 -4.9(8) . . . . ?
C12 N1 C10 O2 -179.0(5) . . . . ?
C12 N1 C10 C9 2.7(8) . . . . ?
C12 N1 C14 C15 79.2(6) . . . . ?
C12 N1 C14 C19 -103.2(6) . . . . ?
C12 C1 C2 C3 -179.6(5) . . . . ?
C12 C1 C11 C5 179.3(5) . . . . ?
C12 C1 C11 C9 -1.2(7) . . . . ?
C14 N1 C10 O2 -5.3(7) . . . . ?
C14 N1 C10 C9 176.4(5) . . . . ?
C14 N1 C12 O1 6.3(7) . . . . ?
C14 N1 C12 C1 -173.4(5) . . . . ?
C14 C15 C16 C17 -1.2(8) . . . . ?
C15 C14 C19 C18 1.1(8) . . . . ?
C15 C16 C17 C18 3.5(7) . . . . ?
C15 C16 C17 C20 -173.9(5) . . . . ?
C16 C17 C18 C19 -3.6(7) . . . . ?
C16 C17 C20 C21 -25.6(8) . . . . ?
C16 C17 C20 C25 150.0(5) . . . . ?
C17 C18 C19 C14 1.4(8) . . . . ?
C17 C20 C21 C22 175.3(5) . . . . ?
C17 C20 C25 C24 -176.7(5) . . . . ?
C18 C17 C20 C21 157.0(5) . . . . ?
C18 C17 C20 C25 -27.3(7) . . . . ?
C19 C14 C15 C16 -1.2(8) . . . . ?
C20 C17 C18 C19 173.8(5) . . . . ?
C20 C21 C22 C23 0.1(8) . . . . ?
C21 C20 C25 C24 -0.9(8) . . . . ?
C21 C22 C23 N2 -178.2(5) . . . . ?
C21 C22 C23 C24 1.8(8) . . . . ?
C22 C23 C24 C25 -3.2(8) . . . . ?
C23 N2 C27 C28 -36.2(7) . . . . ?
C23 N2 C27 C32 141.7(5) . . . . ?
C23 N2 C33 C34 153.7(5) . . . . ?
C23 N2 C33 C38 -25.7(8) . . . . ?
C23 C24 C25 C20 2.8(8) . . . . ?
C25 C20 C21 C22 -0.5(8) . . . . ?
C27 N2 C23 C22 134.1(5) . . . . ?
C27 N2 C23 C24 -45.9(7) . . . . ?
C27 N2 C33 C34 -31.3(8) . . . . ?
C27 N2 C33 C38 149.2(5) . . . . ?
C27 C28 C29 C30 3.7(9) . . . . ?
C28 C27 C32 C31 -0.7(8) . . . . ?
C28 C29 C30 C31 -2.2(9) . . . . ?
C29 C30 C31 C32 -0.7(9) . . . . ?
C30 C31 C32 C27 2.1(9) . . . . ?
C32 C27 C28 C29 -2.2(8) . . . . ?
C33 N2 C23 C22 -50.8(7) . . . . ?
C33 N2 C23 C24 129.2(5) . . . . ?
C33 N2 C27 C28 148.8(5) . . . . ?
C33 N2 C27 C32 -33.2(8) . . . . ?
C33 C34 C35 C36 -0.3(9) . . . . ?
C34 C33 C38 C37 1.3(8) . . . . ?
C34 C35 C36 C37 1.9(9) . . . . ?
C35 C36 C37 C38 -1.9(8) . . . . ?
C36 C37 C38 C33 0.3(8) . . . . ?
C38 C33 C34 C35 -1.3(8) . . . . ?
C39 C4 C5 C6 1.6(8) . . . . ?
C39 C4 C5 C11 -176.1(5) . . . . ?
C39 C40 C41 C42 0.3(10) . . . . ?
C40 C39 C44 C43 3.3(9) . . . . ?
C40 C41 C42 N3 -177.5(5) . . . . ?
C40 C41 C42 C43 2.5(9) . . . . ?
C41 C42 C43 C44 -2.4(9) . . . . ?
C42 N3 C46 C47 -41.3(8) . . . . ?
C42 N3 C46 C51 138.5(6) . . . . ?
C42 N3 C52 C53 -37.8(7) . . . . ?
C42 N3 C52 C58 142.4(5) . . . . ?
C42 C43 C44 C39 -0.5(9) . . . . ?
C44 C39 C40 C41 -3.2(9) . . . . ?
C46 N3 C42 C41 -26.4(8) . . . . ?
C46 N3 C42 C43 153.6(5) . . . . ?
C46 N3 C52 C53 133.2(5) . . . . ?
C46 N3 C52 C58 -46.6(7) . . . . ?
C46 C47 C48 C49 0.5(10) . . . . ?
C47 C46 C51 C50 -0.3(9) . . . . ?
C47 C48 C49 C50 1.4(10) . . . . ?
C48 C49 C50 C51 -2.8(10) . . . . ?
C49 C50 C51 C46 2.3(10) . . . . ?
C51 C46 C47 C48 -1.1(9) . . . . ?
C52 N3 C42 C41 144.3(6) . . . . ?
C52 N3 C42 C43 -35.8(8) . . . . ?
C52 N3 C46 C47 147.9(5) . . . . ?
C52 N3 C46 C51 -32.3(8) . . . . ?
C52 C53 C54 C56 0.5(8) . . . . ?
C53 C52 C58 C57 -2.1(8) . . . . ?
C53 C54 C56 C57 -3.7(8) . . . . ?
C54 C56 C57 C58 3.9(8) . . . . ?
C56 C57 C58 C52 -1.0(8) . . . . ?
C58 C52 C53 C54 2.3(8) . . . . ?

_olex2_exptl_crystal_mounting_method 'mounted in oil on a MiTeGen microloop'
_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_2
_database_code_depnum_ccdc_archive 'CCDC 2365266'
loop_
_audit_author_name
_audit_author_address
'Ena Luis'
;University of Sydney
Australia
;
_audit_update_record             
;
2024-08-20 deposited with the CCDC.	2024-11-26 downloaded from the CCDC.
;
_audit_creation_date             2024-08-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H25 N3 O2, C4 H10 O3'
_chemical_formula_sum            'C40 H35 N3 O5'
_chemical_formula_weight         637.71
_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 0.0181 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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7325(3)
_cell_length_b                   11.2122(4)
_cell_length_c                   15.8447(6)
_cell_angle_alpha                75.214(3)
_cell_angle_beta                 83.986(3)
_cell_angle_gamma                76.066(3)
_cell_volume                     1620.84(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3347
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.551
_cell_measurement_theta_min      2.888
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.897
_exptl_absorpt_coefficient_mu    0.698
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5871
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Krause, 2015) was used for absorption correction.
wR2(int) was 0.0929 before and 0.0762 after correction.
The Ratio of minimum to maximum transmission is 0.7796.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       fragment
_exptl_crystal_F_000             672
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 -1.00 0.0190
0.00 0.00 1.00 0.0010
-3.00 1.00 1.00 0.0720
3.00 -1.00 -1.00 0.0570
1.00 3.00 2.00 0.0190
-1.00 -3.00 -2.00 0.0390
0.00 -3.00 -2.00 0.0400

_exptl_crystal_size_max          0.159
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.038
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0830
_diffrn_reflns_av_unetI/netI     0.0878
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27945
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        65.295
_diffrn_reflns_theta_max         65.295
_diffrn_reflns_theta_min         2.887
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker ApexII Duo'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3385
_reflns_number_total             5536
_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 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     444
_refine_ls_number_reflns         5536
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1264
_refine_ls_R_factor_gt           0.0813
_refine_ls_restrained_S_all      1.067
_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)+(0.1581P)²+0.0011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2257
_refine_ls_wR_factor_ref         0.2696
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 N1-H1B = N1-H1A
 0.88 with sigma of 0.02
 O42-H42
 0.84 with sigma of 0.02
2.a Ternary CH refined with riding coordinates:
 C44(H44)
2.b Secondary CH2 refined with riding coordinates:
 C47(H47A,H47B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C27(H27), C22(H22), C21(H21), C28(H28), C24(H24), C10(H10),
 C37(H37), C25(H25), C18(H18), C11(H11), C12(H12), C19(H19), C35(H35), C39(H39),
  C41(H41), C38(H38), C31(H31), C40(H40), C33(H33), C34(H34), C32(H32)
2.d Idealised Me refined as rotating group:
 C45(H45A,H45B,H45C), C48(H48A,H48B,H48C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
O15 O 0.2971(3) 0.7034(3) 0.40843(19) 0.0475(7) Uani 1 1 d . . . . .
O16 O 0.5147(3) 0.8410(3) 0.5926(2) 0.0549(8) Uani 1 1 d . . . . .
N7 N 0.4035(3) 0.7692(3) 0.5033(2) 0.0418(7) Uani 1 1 d . . . . .
N29 N 1.2818(4) 0.4417(3) 0.1758(2) 0.0485(8) Uani 1 1 d . . . . .
C9 C 0.2642(4) 0.8722(4) 0.6127(3) 0.0437(9) Uani 1 1 d . . . . .
C13 C 0.0080(4) 0.8960(4) 0.6261(3) 0.0436(8) Uani 1 1 d . . . . .
C5 C 0.1464(4) 0.7981(3) 0.5129(3) 0.0411(8) Uani 1 1 d . . . . .
C14 C 0.1392(4) 0.8557(3) 0.5833(3) 0.0413(8) Uani 1 1 d . . . . .
C17 C 0.5384(4) 0.7258(4) 0.4604(3) 0.0433(8) Uani 1 1 d . . . . .
C23 C 0.9227(4) 0.5923(4) 0.3237(3) 0.0428(8) Uani 1 1 d . . . . .
C6 C 0.2806(4) 0.7540(3) 0.4703(3) 0.0409(8) Uani 1 1 d . . . . .
C2 C -0.1199(4) 0.8811(3) 0.5956(3) 0.0432(9) Uani 1 1 d . . . . .
C8 C 0.4028(4) 0.8287(4) 0.5708(3) 0.0451(9) Uani 1 1 d . . . . .
C20 C 0.7927(4) 0.6405(4) 0.3733(3) 0.0414(8) Uani 1 1 d . . . . .
C4 C 0.0211(4) 0.7854(4) 0.4843(3) 0.0433(9) Uani 1 1 d . . . . .
H4 H 0.025153 0.748247 0.436214 0.052 Uiso 1 1 calc R U . . .
C3 C -0.1087(4) 0.8256(4) 0.5244(3) 0.0460(9) Uani 1 1 d . . . . .
H3 H -0.192061 0.815464 0.503360 0.055 Uiso 1 1 calc R U . . .
C27 C 1.1557(4) 0.4532(4) 0.3174(3) 0.0457(9) Uani 1 1 d . . . . .
H27 H 1.231915 0.392452 0.347108 0.055 Uiso 1 1 calc R U . . .
C22 C 0.6200(4) 0.6063(4) 0.4938(3) 0.0418(8) Uani 1 1 d . . . . .
H22 H 0.589245 0.553242 0.545642 0.050 Uiso 1 1 calc R U . . .
C26 C 1.1636(4) 0.4916(4) 0.2269(3) 0.0465(9) Uani 1 1 d . . . . .
C21 C 0.7470(4) 0.5652(4) 0.4506(3) 0.0431(8) Uani 1 1 d . . . . .
H21 H 0.804163 0.484034 0.474083 0.052 Uiso 1 1 calc R U . . .
C30 C 1.2547(4) 0.3789(4) 0.1139(3) 0.0479(9) Uani 1 1 d . . . . .
C28 C 1.0376(4) 0.5026(4) 0.3647(3) 0.0441(9) Uani 1 1 d . . . . .
H28 H 1.034404 0.475086 0.426610 0.053 Uiso 1 1 calc R U . . .
C36 C 1.4205(4) 0.4364(4) 0.1968(3) 0.0456(9) Uani 1 1 d . . . . .
C24 C 0.9321(4) 0.6283(4) 0.2326(3) 0.0481(9) Uani 1 1 d . . . . .
H24 H 0.855460 0.688259 0.202699 0.058 Uiso 1 1 calc R U . . .
C10 C 0.2584(5) 0.9277(4) 0.6818(3) 0.0498(9) Uani 1 1 d . . . . .
H10 H 0.343082 0.938618 0.700741 0.060 Uiso 1 1 calc R U . . .
C37 C 1.5373(5) 0.3547(4) 0.1678(3) 0.0509(10) Uani 1 1 d . . . . .
H37 H 1.523928 0.300721 0.133389 0.061 Uiso 1 1 calc R U . . .
C25 C 1.0480(4) 0.5800(4) 0.1848(3) 0.0490(9) Uani 1 1 d . . . . .
H25 H 1.050366 0.606464 0.122815 0.059 Uiso 1 1 calc R U . . .
C18 C 0.5826(4) 0.8038(4) 0.3854(3) 0.0480(9) Uani 1 1 d . . . . .
H18 H 0.526507 0.885978 0.363556 0.058 Uiso 1 1 calc R U . . .
C11 C 0.1291(5) 0.9676(4) 0.7238(3) 0.0502(10) Uani 1 1 d . . . . .
H11 H 0.125413 1.005625 0.771405 0.060 Uiso 1 1 calc R U . . .
C12 C 0.0071(5) 0.9521(4) 0.6966(3) 0.0505(10) Uani 1 1 d . . . . .
H12 H -0.080615 0.979763 0.725882 0.061 Uiso 1 1 calc R U . . .
C19 C 0.7090(4) 0.7616(4) 0.3423(3) 0.0463(9) Uani 1 1 d . . . . .
H19 H 0.739388 0.815652 0.290857 0.056 Uiso 1 1 calc R U . . .
C35 C 1.3077(5) 0.4045(5) 0.0285(3) 0.0556(10) Uani 1 1 d . . . . .
H35 H 1.363542 0.466146 0.009831 0.067 Uiso 1 1 calc R U . . .
C39 C 1.6941(5) 0.4279(5) 0.2413(3) 0.0621(12) Uani 1 1 d . . . . .
H39 H 1.787089 0.424007 0.256733 0.074 Uiso 1 1 calc R U . . .
C41 C 1.4448(5) 0.5141(4) 0.2474(3) 0.0515(10) Uani 1 1 d . . . . .
H41 H 1.367034 0.572116 0.266516 0.062 Uiso 1 1 calc R U . . .
C38 C 1.6724(5) 0.3519(4) 0.1889(3) 0.0586(11) Uani 1 1 d . . . . .
H38 H 1.751331 0.297476 0.167568 0.070 Uiso 1 1 calc R U . . .
C31 C 1.1702(5) 0.2901(4) 0.1399(3) 0.0531(10) Uani 1 1 d . . . . .
H31 H 1.131610 0.272449 0.198155 0.064 Uiso 1 1 calc R U . . .
C40 C 1.5801(5) 0.5081(5) 0.2701(3) 0.0585(11) Uani 1 1 d . . . . .
H40 H 1.593969 0.559969 0.305965 0.070 Uiso 1 1 calc R U . . .
C33 C 1.1980(6) 0.2513(5) -0.0035(3) 0.0632(12) Uani 1 1 d . . . . .
H33 H 1.180468 0.206767 -0.043370 0.076 Uiso 1 1 calc R U . . .
C34 C 1.2803(6) 0.3412(5) -0.0302(3) 0.0627(12) Uani 1 1 d . . . . .
H34 H 1.317771 0.359219 -0.088727 0.075 Uiso 1 1 calc R U . . .
C32 C 1.1426(6) 0.2275(5) 0.0801(3) 0.0638(12) Uani 1 1 d . . . . .
H32 H 1.084561 0.167565 0.097887 0.077 Uiso 1 1 calc R U . . .
O46 O 0.3245(4) 0.9126(4) 0.0747(2) 0.0730(10) Uani 1 1 d . . . . .
C44 C 0.3980(6) 0.8894(5) 0.1490(3) 0.0661(13) Uani 1 1 d . . . . .
H44 H 0.455817 0.800595 0.162884 0.079 Uiso 1 1 calc R U . . .
C45 C 0.4924(6) 0.9837(6) 0.1329(4) 0.0725(14) Uani 1 1 d . . . . .
H45A H 0.563270 0.968172 0.085984 0.109 Uiso 1 1 calc R U . . .
H45B H 0.540285 0.973876 0.186500 0.109 Uiso 1 1 calc R U . . .
H45C H 0.434452 1.069862 0.115984 0.109 Uiso 1 1 calc R U . . .
C47 C 0.2897(9) 0.8060(7) 0.0583(4) 0.096(2) Uani 1 1 d . . . . .
H47A H 0.242463 0.761347 0.111203 0.115 Uiso 1 1 calc R U . . .
H47B H 0.377252 0.746852 0.044091 0.115 Uiso 1 1 calc R U . . .
C48 C 0.1958(10) 0.8449(8) -0.0143(6) 0.121(3) Uani 1 1 d . . . . .
H48A H 0.243606 0.887491 -0.066852 0.181 Uiso 1 1 calc R U . . .
H48B H 0.109130 0.903236 0.000043 0.181 Uiso 1 1 calc R U . . .
H48C H 0.171458 0.770323 -0.024946 0.181 Uiso 1 1 calc R U . . .
O42 O 0.2193(4) 0.8199(4) 0.2438(2) 0.0692(9) Uani 1 1 d D . . . .
H42 H 0.232(8) 0.779(6) 0.298(2) 0.104 Uiso 1 1 d D U . . .
O43 O 0.3071(4) 0.9144(3) 0.2216(2) 0.0675(9) Uani 1 1 d . . . . .
N1 N -0.2463(4) 0.9215(4) 0.6339(3) 0.0526(9) Uani 1 1 d D . . . .
H1A H -0.321(4) 0.902(5) 0.615(3) 0.063 Uiso 1 1 d D U . . .
H1B H -0.256(6) 0.953(5) 0.681(2) 0.063 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
O15 C6 1.231(5) . ?
O16 C8 1.224(5) . ?
N7 C17 1.448(5) . ?
N7 C6 1.418(5) . ?
N7 C8 1.396(5) . ?
N29 C26 1.420(5) . ?
N29 C30 1.422(5) . ?
N29 C36 1.408(5) . ?
C9 C14 1.416(6) . ?
C9 C8 1.469(6) . ?
C9 C10 1.381(6) . ?
C13 C14 1.411(6) . ?
C13 C2 1.441(6) . ?
C13 C12 1.414(6) . ?
C5 C14 1.412(6) . ?
C5 C6 1.443(6) . ?
C5 C4 1.395(5) . ?
C17 C22 1.386(6) . ?
C17 C18 1.380(6) . ?
C23 C20 1.480(5) . ?
C23 C28 1.400(6) . ?
C23 C24 1.395(6) . ?
C2 C3 1.406(6) . ?
C2 N1 1.342(5) . ?
C20 C21 1.397(6) . ?
C20 C19 1.400(6) . ?
C4 H4 0.9500 . ?
C4 C3 1.380(6) . ?
C3 H3 0.9500 . ?
C27 H27 0.9500 . ?
C27 C26 1.387(6) . ?
C27 C28 1.384(6) . ?
C22 H22 0.9500 . ?
C22 C21 1.384(6) . ?
C26 C25 1.406(6) . ?
C21 H21 0.9500 . ?
C30 C35 1.380(6) . ?
C30 C31 1.397(6) . ?
C28 H28 0.9500 . ?
C36 C37 1.396(6) . ?
C36 C41 1.398(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.369(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(6) . ?
C37 H37 0.9500 . ?
C37 C38 1.381(7) . ?
C25 H25 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.382(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.368(6) . ?
C12 H12 0.9500 . ?
C19 H19 0.9500 . ?
C35 H35 0.9500 . ?
C35 C34 1.386(7) . ?
C39 H39 0.9500 . ?
C39 C38 1.394(7) . ?
C39 C40 1.368(7) . ?
C41 H41 0.9500 . ?
C41 C40 1.383(6) . ?
C38 H38 0.9500 . ?
C31 H31 0.9500 . ?
C31 C32 1.395(7) . ?
C40 H40 0.9500 . ?
C33 H33 0.9500 . ?
C33 C34 1.392(8) . ?
C33 C32 1.362(8) . ?
C34 H34 0.9500 . ?
C32 H32 0.9500 . ?
O46 C44 1.376(6) . ?
O46 C47 1.408(7) . ?
C44 H44 1.0000 . ?
C44 C45 1.520(8) . ?
C44 O43 1.420(6) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.457(10) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
O42 H42 0.87(2) . ?
O42 O43 1.470(5) . ?
N1 H1A 0.90(2) . ?
N1 H1B 0.89(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
C6 N7 C17 117.2(3) . . ?
C8 N7 C17 118.0(3) . . ?
C8 N7 C6 124.7(3) . . ?
C26 N29 C30 117.0(3) . . ?
C36 N29 C26 120.3(3) . . ?
C36 N29 C30 121.9(3) . . ?
C14 C9 C8 120.3(4) . . ?
C10 C9 C14 120.7(4) . . ?
C10 C9 C8 118.9(4) . . ?
C14 C13 C2 119.3(4) . . ?
C14 C13 C12 118.3(4) . . ?
C12 C13 C2 122.4(4) . . ?
C14 C5 C6 120.9(3) . . ?
C4 C5 C14 119.0(4) . . ?
C4 C5 C6 120.1(4) . . ?
C13 C14 C9 119.0(4) . . ?
C13 C14 C5 120.7(4) . . ?
C5 C14 C9 120.3(4) . . ?
C22 C17 N7 120.0(4) . . ?
C18 C17 N7 119.2(4) . . ?
C18 C17 C22 120.9(4) . . ?
C28 C23 C20 122.1(4) . . ?
C24 C23 C20 121.0(4) . . ?
C24 C23 C28 116.8(4) . . ?
O15 C6 N7 117.6(3) . . ?
O15 C6 C5 125.5(4) . . ?
N7 C6 C5 116.9(3) . . ?
C3 C2 C13 118.3(4) . . ?
N1 C2 C13 120.4(4) . . ?
N1 C2 C3 121.2(4) . . ?
O16 C8 N7 119.7(4) . . ?
O16 C8 C9 123.6(4) . . ?
N7 C8 C9 116.7(3) . . ?
C21 C20 C23 121.1(3) . . ?
C21 C20 C19 118.0(4) . . ?
C19 C20 C23 120.8(4) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.3(4) . . ?
C3 C4 H4 119.3 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.3(4) . . ?
C4 C3 H3 119.3 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C28 C27 C26 120.5(4) . . ?
C17 C22 H22 120.4 . . ?
C21 C22 C17 119.1(4) . . ?
C21 C22 H22 120.4 . . ?
C27 C26 N29 122.3(4) . . ?
C27 C26 C25 118.3(4) . . ?
C25 C26 N29 119.3(4) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.4(4) . . ?
C22 C21 H21 119.3 . . ?
C35 C30 N29 121.9(4) . . ?
C35 C30 C31 119.0(4) . . ?
C31 C30 N29 119.0(4) . . ?
C23 C28 H28 119.1 . . ?
C27 C28 C23 121.7(4) . . ?
C27 C28 H28 119.1 . . ?
C37 C36 N29 121.5(4) . . ?
C37 C36 C41 118.0(4) . . ?
C41 C36 N29 120.5(4) . . ?
C23 C24 H24 118.9 . . ?
C25 C24 C23 122.2(4) . . ?
C25 C24 H24 118.9 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(4) . . ?
C11 C10 H10 119.9 . . ?
C36 C37 H37 119.8 . . ?
C38 C37 C36 120.3(4) . . ?
C38 C37 H37 119.8 . . ?
C26 C25 H25 119.8 . . ?
C24 C25 C26 120.4(4) . . ?
C24 C25 H25 119.8 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.7(4) . . ?
C19 C18 H18 120.2 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.0(4) . . ?
C12 C11 H11 120.0 . . ?
C13 C12 H12 119.1 . . ?
C11 C12 C13 121.7(4) . . ?
C11 C12 H12 119.1 . . ?
C20 C19 H19 119.5 . . ?
C18 C19 C20 121.0(4) . . ?
C18 C19 H19 119.5 . . ?
C30 C35 H35 119.7 . . ?
C30 C35 C34 120.6(4) . . ?
C34 C35 H35 119.7 . . ?
C38 C39 H39 120.4 . . ?
C40 C39 H39 120.4 . . ?
C40 C39 C38 119.2(4) . . ?
C36 C41 H41 119.4 . . ?
C40 C41 C36 121.1(4) . . ?
C40 C41 H41 119.4 . . ?
C37 C38 C39 120.8(4) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 H38 119.6 . . ?
C30 C31 H31 120.1 . . ?
C32 C31 C30 119.9(4) . . ?
C32 C31 H31 120.1 . . ?
C39 C40 C41 120.5(4) . . ?
C39 C40 H40 119.8 . . ?
C41 C40 H40 119.8 . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C32 C33 C34 119.7(4) . . ?
C35 C34 C33 120.0(4) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.7(5) . . ?
C33 C32 H32 119.6 . . ?
C44 O46 C47 115.2(5) . . ?
O46 C44 H44 110.7 . . ?
O46 C44 C45 107.7(5) . . ?
O46 C44 O43 112.1(5) . . ?
C45 C44 H44 110.7 . . ?
O43 C44 H44 110.7 . . ?
O43 C44 C45 104.6(4) . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
O46 C47 H47A 109.7 . . ?
O46 C47 H47B 109.7 . . ?
O46 C47 C48 110.0(6) . . ?
H47A C47 H47B 108.2 . . ?
C48 C47 H47A 109.7 . . ?
C48 C47 H47B 109.7 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O43 O42 H42 108(5) . . ?
C44 O43 O42 107.0(4) . . ?
C2 N1 H1A 116(3) . . ?
C2 N1 H1B 123(4) . . ?
H1A N1 H1B 121(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N7 C17 C22 C21 178.4(3) . . . . ?
N7 C17 C18 C19 -177.9(4) . . . . ?
N29 C26 C25 C24 179.1(4) . . . . ?
N29 C30 C35 C34 179.6(4) . . . . ?
N29 C30 C31 C32 -180.0(4) . . . . ?
N29 C36 C37 C38 179.6(4) . . . . ?
N29 C36 C41 C40 178.6(4) . . . . ?
C9 C10 C11 C12 -0.1(7) . . . . ?
C13 C2 C3 C4 0.3(6) . . . . ?
C5 C4 C3 C2 0.1(6) . . . . ?
C14 C9 C8 O16 179.4(4) . . . . ?
C14 C9 C8 N7 -1.4(5) . . . . ?
C14 C9 C10 C11 0.3(6) . . . . ?
C14 C13 C2 C3 0.6(5) . . . . ?
C14 C13 C2 N1 -178.4(4) . . . . ?
C14 C13 C12 C11 -0.1(6) . . . . ?
C14 C5 C6 O15 -179.6(4) . . . . ?
C14 C5 C6 N7 1.1(5) . . . . ?
C14 C5 C4 C3 -1.3(6) . . . . ?
C17 N7 C6 O15 1.0(5) . . . . ?
C17 N7 C6 C5 -179.6(3) . . . . ?
C17 N7 C8 O16 -1.0(6) . . . . ?
C17 N7 C8 C9 179.7(3) . . . . ?
C17 C22 C21 C20 -1.4(6) . . . . ?
C17 C18 C19 C20 0.3(6) . . . . ?
C23 C20 C21 C22 -175.0(3) . . . . ?
C23 C20 C19 C18 175.6(4) . . . . ?
C23 C24 C25 C26 -0.4(6) . . . . ?
C6 N7 C17 C22 -95.7(4) . . . . ?
C6 N7 C17 C18 83.1(5) . . . . ?
C6 N7 C8 O16 -177.5(4) . . . . ?
C6 N7 C8 C9 3.2(5) . . . . ?
C6 C5 C14 C9 0.6(5) . . . . ?
C6 C5 C14 C13 -178.5(3) . . . . ?
C6 C5 C4 C3 179.3(4) . . . . ?
C2 C13 C14 C9 179.1(3) . . . . ?
C2 C13 C14 C5 -1.8(5) . . . . ?
C2 C13 C12 C11 -178.8(4) . . . . ?
C8 N7 C17 C22 87.5(5) . . . . ?
C8 N7 C17 C18 -93.7(5) . . . . ?
C8 N7 C6 O15 177.5(3) . . . . ?
C8 N7 C6 C5 -3.1(5) . . . . ?
C8 C9 C14 C13 178.6(4) . . . . ?
C8 C9 C14 C5 -0.5(6) . . . . ?
C8 C9 C10 C11 -178.8(4) . . . . ?
C20 C23 C28 C27 176.6(4) . . . . ?
C20 C23 C24 C25 -176.5(4) . . . . ?
C4 C5 C14 C9 -178.8(3) . . . . ?
C4 C5 C14 C13 2.2(5) . . . . ?
C4 C5 C6 O15 -0.2(6) . . . . ?
C4 C5 C6 N7 -179.6(3) . . . . ?
C27 C26 C25 C24 1.2(6) . . . . ?
C22 C17 C18 C19 0.9(6) . . . . ?
C26 N29 C30 C35 132.1(4) . . . . ?
C26 N29 C30 C31 -46.8(6) . . . . ?
C26 N29 C36 C37 159.4(4) . . . . ?
C26 N29 C36 C41 -20.9(6) . . . . ?
C26 C27 C28 C23 0.1(6) . . . . ?
C21 C20 C19 C18 -2.0(6) . . . . ?
C30 N29 C26 C27 120.1(4) . . . . ?
C30 N29 C26 C25 -57.7(5) . . . . ?
C30 N29 C36 C37 -9.5(6) . . . . ?
C30 N29 C36 C41 170.2(4) . . . . ?
C30 C35 C34 C33 0.4(8) . . . . ?
C30 C31 C32 C33 0.4(8) . . . . ?
C28 C23 C20 C21 -30.4(5) . . . . ?
C28 C23 C20 C19 152.1(4) . . . . ?
C28 C23 C24 C25 -0.6(6) . . . . ?
C28 C27 C26 N29 -178.9(4) . . . . ?
C28 C27 C26 C25 -1.1(6) . . . . ?
C36 N29 C26 C27 -49.4(6) . . . . ?
C36 N29 C26 C25 132.8(4) . . . . ?
C36 N29 C30 C35 -58.6(6) . . . . ?
C36 N29 C30 C31 122.4(5) . . . . ?
C36 C37 C38 C39 1.7(7) . . . . ?
C36 C41 C40 C39 1.8(7) . . . . ?
C24 C23 C20 C21 145.3(4) . . . . ?
C24 C23 C20 C19 -32.2(5) . . . . ?
C24 C23 C28 C27 0.8(6) . . . . ?
C10 C9 C14 C13 -0.5(6) . . . . ?
C10 C9 C14 C5 -179.6(4) . . . . ?
C10 C9 C8 O16 -1.5(6) . . . . ?
C10 C9 C8 N7 177.8(4) . . . . ?
C10 C11 C12 C13 0.0(7) . . . . ?
C37 C36 C41 C40 -1.7(7) . . . . ?
C18 C17 C22 C21 -0.4(6) . . . . ?
C12 C13 C14 C9 0.4(5) . . . . ?
C12 C13 C14 C5 179.5(4) . . . . ?
C12 C13 C2 C3 179.3(4) . . . . ?
C12 C13 C2 N1 0.3(6) . . . . ?
C19 C20 C21 C22 2.5(6) . . . . ?
C35 C30 C31 C32 1.1(7) . . . . ?
C41 C36 C37 C38 -0.1(6) . . . . ?
C38 C39 C40 C41 -0.2(7) . . . . ?
C31 C30 C35 C34 -1.4(7) . . . . ?
C40 C39 C38 C37 -1.5(7) . . . . ?
C34 C33 C32 C31 -1.5(8) . . . . ?
C32 C33 C34 C35 1.1(8) . . . . ?
O46 C44 O43 O42 67.2(5) . . . . ?
C44 O46 C47 C48 172.1(6) . . . . ?
C45 C44 O43 O42 -176.3(4) . . . . ?
C47 O46 C44 C45 149.6(5) . . . . ?
C47 O46 C44 O43 -95.8(6) . . . . ?
N1 C2 C3 C4 179.2(4) . . . . ?

_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_1
_database_code_depnum_ccdc_archive 'CCDC 2365263'
loop_
_audit_author_name
_audit_author_address
'Ena Luis'
;University of Sydney
Australia
;
_audit_update_record             
;
2024-06-25 deposited with the CCDC.	2024-11-26 downloaded from the CCDC.
;
_audit_creation_date             2022-10-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H23 N3 O4, 0.5(C7 H8)'
_chemical_formula_sum            'C39.50 H27 N3 O4'
_chemical_formula_weight         607.64
_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 0.0181 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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1317(3)
_cell_length_b                   12.3094(4)
_cell_length_c                   14.9218(4)
_cell_angle_alpha                69.2120(10)
_cell_angle_beta                 74.3380(10)
_cell_angle_gamma                75.4100(10)
_cell_volume                     1487.01(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9779
_cell_measurement_temperature    99.99
_cell_measurement_theta_max      69.787
_cell_measurement_theta_min      3.233
_shelx_estimated_absorpt_T_max   0.941
_shelx_estimated_absorpt_T_min   0.792
_exptl_absorpt_coefficient_mu    0.713
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.6222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1168 before and 0.0699 after correction.
The Ratio of minimum to maximum transmission is 0.8260.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             634
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'grown by slow diffusion of hexane into a solution of the compound in toluene'
_exptl_crystal_size_max          0.343
_exptl_crystal_size_mid          0.127
_exptl_crystal_size_min          0.086
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            54284
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.041
_diffrn_reflns_theta_min         3.233
_diffrn_ambient_temperature      99.99
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 Kappa Duo'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       APEX2
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.6
_diffrn_source_power             0.029795999999999996
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           49.66
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5126
_reflns_number_total             5582
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX 3 (Bruker, 2017)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.913
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         5582
_refine_ls_number_restraints     136
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0541
_refine_ls_restrained_S_all      1.046
_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)+(0.0871P)²+1.2782P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1582
_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
2. Restrained distances
 C43-C37
 1.51 with sigma of 0.02
 C37-C38 = C37-C42 = C39-C40
 1.39 with sigma of 0.02
 C38-C39 = C40-C41 = C41-C42
 1.38 with sigma of 0.02
 C37-C39
 2.42 with sigma of 0.04
 C38-C40
 2.39 with sigma of 0.04
 C37-C41
 2.41 with sigma of 0.04
 C39-C41 = C40-C42
 2.4 with sigma of 0.04
 C43-C38 = C43-C42
 2.52 with sigma of 0.04
 C37-C38 \\sim C38-C39 \\sim C39-C40 \\sim C40-C41 \\sim C41-C42 \\sim C42-C37
 with sigma of 0.02
 C37-C41 \\sim C37-C39 \\sim C42-C40 \\sim C38-C42 \\sim C39-C41 \\sim C38-C40
 with sigma of 0.04
 C43-C42 \\sim C43-C38
 with sigma of 0.04
3. Restrained planarity
 C43, C37, C38, C39, C40, C41, C42
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C43 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41 \\sim C42: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 C43, C37, C38, C39, C40, C41, C42
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: C43(0.5) H43A(0.5) H43B(0.5) H43C(0.5) C37(0.5) C38(0.5) H38(0.5)
 C39(0.5) H39(0.5) C40(0.5) H40(0.5) C41(0.5) H41(0.5) C42(0.5) H42(0.5)
7.a Aromatic/amide H refined with riding coordinates:
 C20(H20), C14(H14), C21(H21), C28(H28), C17(H17), C35(H35), C12(H12),
 C18(H18), C15(H15), C8(H8), C29(H29), C33(H33), C23(H23), C34(H34), C11(H11),
 C2(H2), C24(H24), C10(H10), C9(H9), C3(H3), C6(H6), C4(H4), C5(H5), C38(H38),
 C39(H39), C40(H40), C41(H41), C42(H42)
7.b Idealised Me refined as rotating group:
 C43(H43A,H43B,H43C)
;
_atom_sites_solution_hydrogens   geom
_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
O2 O 0.56335(14) 0.53574(12) 0.82778(9) 0.0228(3) Uani 1 1 d . . . . .
O1 O 1.07874(14) 0.45311(12) 0.70858(10) 0.0250(3) Uani 1 1 d . . . . .
N2 N 0.82031(16) 0.49903(13) 0.76450(10) 0.0180(3) Uani 1 1 d . . . . .
N1 N 0.57910(17) 0.13268(13) 0.33594(11) 0.0205(3) Uani 1 1 d . . . . .
O3 O 1.22441(18) 0.69251(14) 1.02585(11) 0.0371(4) Uani 1 1 d . . . . .
O4 O 1.0221(2) 0.82722(16) 0.99972(16) 0.0511(5) Uani 1 1 d . . . . .
N3 N 1.10712(19) 0.73352(15) 0.99245(12) 0.0290(4) Uani 1 1 d . . . . .
C25 C 0.9752(2) 0.49888(15) 0.76117(12) 0.0186(4) Uani 1 1 d . . . . .
C26 C 0.69380(19) 0.54126(15) 0.82831(12) 0.0179(4) Uani 1 1 d . . . . .
C32 C 0.8813(2) 0.60378(15) 0.88899(12) 0.0174(4) Uani 1 1 d . . . . .
C20 C 0.7856(2) 0.45362(16) 0.53769(13) 0.0194(4) Uani 1 1 d . . . . .
H20 H 0.802503 0.492716 0.469219 0.023 Uiso 1 1 calc R U . . .
C36 C 0.7279(2) 0.59390(15) 0.89431(12) 0.0179(4) Uani 1 1 d . . . . .
C31 C 0.9101(2) 0.66175(15) 0.94864(13) 0.0198(4) Uani 1 1 d . . . . .
C22 C 0.78893(19) 0.44685(16) 0.69977(13) 0.0183(4) Uani 1 1 d . . . . .
C27 C 1.0050(2) 0.55741(15) 0.82462(12) 0.0181(4) Uani 1 1 d . . . . .
C16 C 0.69964(19) 0.29180(16) 0.50952(13) 0.0185(4) Uani 1 1 d . . . . .
C14 C 0.7134(2) 0.11933(16) 0.46242(13) 0.0199(4) Uani 1 1 d . . . . .
H14 H 0.749102 0.037582 0.470686 0.024 Uiso 1 1 calc R U . . .
C7 C 0.4198(2) 0.14876(15) 0.33499(13) 0.0194(4) Uani 1 1 d . . . . .
C19 C 0.73188(19) 0.34611(15) 0.57499(13) 0.0185(4) Uani 1 1 d . . . . .
C21 C 0.8144(2) 0.50366(16) 0.59985(13) 0.0195(4) Uani 1 1 d . . . . .
H21 H 0.851288 0.576478 0.574024 0.023 Uiso 1 1 calc R U . . .
C28 C 1.1550(2) 0.56464(16) 0.81961(13) 0.0203(4) Uani 1 1 d . . . . .
H28 H 1.237046 0.530978 0.777458 0.024 Uiso 1 1 calc R U . . .
C17 C 0.61582(19) 0.35891(16) 0.43627(13) 0.0195(4) Uani 1 1 d . . . . .
H17 H 0.583513 0.441281 0.426127 0.023 Uiso 1 1 calc R U . . .
C35 C 0.6083(2) 0.63417(16) 0.95942(13) 0.0218(4) Uani 1 1 d . . . . .
H35 H 0.505909 0.625844 0.963251 0.026 Uiso 1 1 calc R U . . .
C13 C 0.62495(19) 0.18651(16) 0.39205(13) 0.0185(4) Uani 1 1 d . . . . .
C12 C 0.3041(2) 0.18641(15) 0.40575(13) 0.0211(4) Uani 1 1 d . . . . .
H12 H 0.330911 0.205289 0.455038 0.025 Uiso 1 1 calc R U . . .
C18 C 0.57894(19) 0.30725(16) 0.37804(13) 0.0193(4) Uani 1 1 d . . . . .
H18 H 0.522169 0.354403 0.328520 0.023 Uiso 1 1 calc R U . . .
C15 C 0.7494(2) 0.17171(16) 0.52054(13) 0.0195(4) Uani 1 1 d . . . . .
H15 H 0.809068 0.124900 0.568616 0.023 Uiso 1 1 calc R U . . .
C8 C 0.3769(2) 0.12336(16) 0.26230(14) 0.0234(4) Uani 1 1 d . . . . .
H8 H 0.454228 0.100559 0.212083 0.028 Uiso 1 1 calc R U . . .
C30 C 1.0673(2) 0.66923(16) 0.93781(13) 0.0211(4) Uani 1 1 d . . . . .
C29 C 1.1870(2) 0.62192(16) 0.87697(13) 0.0220(4) Uani 1 1 d . . . . .
H29 H 1.290325 0.627702 0.873526 0.026 Uiso 1 1 calc R U . . .
C1 C 0.6801(2) 0.03124(16) 0.31536(13) 0.0210(4) Uani 1 1 d . . . . .
C33 C 0.7832(2) 0.70284(17) 1.01485(14) 0.0240(4) Uani 1 1 d . . . . .
H33 H 0.799858 0.741090 1.055552 0.029 Uiso 1 1 calc R U . . .
C23 C 0.7356(2) 0.34063(17) 0.73842(13) 0.0226(4) Uani 1 1 d . . . . .
H23 H 0.718165 0.302288 0.807001 0.027 Uiso 1 1 calc R U . . .
C34 C 0.6368(2) 0.68777(17) 1.02053(14) 0.0246(4) Uani 1 1 d . . . . .
H34 H 0.553488 0.713916 1.066397 0.030 Uiso 1 1 calc R U . . .
C11 C 0.1495(2) 0.19642(16) 0.40441(15) 0.0251(4) Uani 1 1 d . . . . .
H11 H 0.071530 0.223496 0.452266 0.030 Uiso 1 1 calc R U . . .
C2 C 0.6320(2) -0.07759(17) 0.34624(14) 0.0244(4) Uani 1 1 d . . . . .
H2 H 0.528972 -0.084792 0.380092 0.029 Uiso 1 1 calc R U . . .
C24 C 0.7078(2) 0.29064(16) 0.67587(13) 0.0228(4) Uani 1 1 d . . . . .
H24 H 0.671690 0.217463 0.702192 0.027 Uiso 1 1 calc R U . . .
C10 C 0.1076(2) 0.16751(17) 0.33436(16) 0.0282(4) Uani 1 1 d . . . . .
H10 H 0.001834 0.172352 0.334960 0.034 Uiso 1 1 calc R U . . .
C9 C 0.2228(2) 0.13124(17) 0.26305(15) 0.0272(4) Uani 1 1 d . . . . .
H9 H 0.195302 0.111664 0.214336 0.033 Uiso 1 1 calc R U . . .
C3 C 0.7341(2) -0.17519(19) 0.32771(17) 0.0330(5) Uani 1 1 d . . . . .
H3 H 0.700208 -0.248753 0.348268 0.040 Uiso 1 1 calc R U . . .
C6 C 0.8312(2) 0.0404(2) 0.26563(17) 0.0332(5) Uani 1 1 d . . . . .
H6 H 0.864564 0.114349 0.243044 0.040 Uiso 1 1 calc R U . . .
C4 C 0.8846(3) -0.1662(2) 0.2796(2) 0.0492(7) Uani 1 1 d . . . . .
H4 H 0.954543 -0.233376 0.267489 0.059 Uiso 1 1 calc R U . . .
C5 C 0.9331(3) -0.0581(2) 0.2489(2) 0.0504(7) Uani 1 1 d . . . . .
H5 H 1.036860 -0.051699 0.216314 0.060 Uiso 1 1 calc R U . . .
C43 C 0.2917(9) -0.0094(7) 0.9343(5) 0.0538(18) Uani 0.5 1 d D U P A -1
H43A H 0.284767 0.059196 0.875734 0.081 Uiso 0.5 1 calc R U P A -1
H43B H 0.193707 -0.006389 0.981558 0.081 Uiso 0.5 1 calc R U P A -1
H43C H 0.313279 -0.081882 0.916300 0.081 Uiso 0.5 1 calc R U P A -1
C37 C 0.4178(6) -0.0081(4) 0.9787(4) 0.0380(10) Uani 0.5 1 d D U P A -1
C38 C 0.5470(11) 0.0412(10) 0.9187(6) 0.040(2) Uani 0.5 1 d D U P A -1
H38 H 0.551978 0.076236 0.850318 0.049 Uiso 0.5 1 calc R U P A -1
C39 C 0.6694(6) 0.0384(5) 0.9608(5) 0.0515(13) Uani 0.5 1 d D U P A -1
H39 H 0.757900 0.071279 0.921249 0.062 Uiso 0.5 1 calc R U P A -1
C40 C 0.6584(9) -0.0112(7) 1.0570(6) 0.0584(18) Uani 0.5 1 d D U P A -1
H40 H 0.740542 -0.013478 1.085819 0.070 Uiso 0.5 1 calc R U P A -1
C41 C 0.5368(6) -0.0571(5) 1.1132(4) 0.0441(11) Uani 0.5 1 d D U P A -1
H41 H 0.535620 -0.092596 1.181201 0.053 Uiso 0.5 1 calc R U P A -1
C42 C 0.4127(11) -0.0564(9) 1.0790(6) 0.0334(17) Uani 0.5 1 d D U P A -1
H42 H 0.325331 -0.087881 1.122157 0.040 Uiso 0.5 1 calc R U P A -1


_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
O2 C26 1.212(2) . ?
O1 C25 1.214(2) . ?
N2 C25 1.401(2) . ?
N2 C26 1.402(2) . ?
N2 C22 1.453(2) . ?
N1 C7 1.421(2) . ?
N1 C13 1.428(2) . ?
N1 C1 1.429(2) . ?
O3 N3 1.220(2) . ?
O4 N3 1.240(2) . ?
N3 C30 1.479(2) . ?
C25 C27 1.487(2) . ?
C26 C36 1.486(2) . ?
C32 C36 1.415(2) . ?
C32 C31 1.429(2) . ?
C32 C27 1.415(2) . ?
C20 H20 0.9500 . ?
C20 C19 1.399(2) . ?
C20 C21 1.388(2) . ?
C36 C35 1.371(2) . ?
C31 C30 1.423(3) . ?
C31 C33 1.420(3) . ?
C22 C21 1.386(3) . ?
C22 C23 1.383(3) . ?
C27 C28 1.376(2) . ?
C16 C19 1.485(2) . ?
C16 C17 1.398(2) . ?
C16 C15 1.396(3) . ?
C14 H14 0.9500 . ?
C14 C13 1.394(2) . ?
C14 C15 1.391(2) . ?
C7 C12 1.394(3) . ?
C7 C8 1.400(3) . ?
C19 C24 1.396(3) . ?
C21 H21 0.9500 . ?
C28 H28 0.9500 . ?
C28 C29 1.408(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(2) . ?
C35 H35 0.9500 . ?
C35 C34 1.406(3) . ?
C13 C18 1.393(2) . ?
C12 H12 0.9500 . ?
C12 C11 1.391(3) . ?
C18 H18 0.9500 . ?
C15 H15 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.384(3) . ?
C30 C29 1.370(3) . ?
C29 H29 0.9500 . ?
C1 C2 1.396(3) . ?
C1 C6 1.390(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.372(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(3) . ?
C34 H34 0.9500 . ?
C11 H11 0.9500 . ?
C11 C10 1.384(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.386(3) . ?
C24 H24 0.9500 . ?
C10 H10 0.9500 . ?
C10 C9 1.391(3) . ?
C9 H9 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.380(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.385(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(4) . ?
C5 H5 0.9500 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C43 C37 1.481(7) . ?
C37 C38 1.403(8) . ?
C37 C42 1.393(8) . ?
C38 H38 0.9500 . ?
C38 C39 1.410(8) . ?
C39 H39 0.9500 . ?
C39 C40 1.333(8) . ?
C40 H40 0.9500 . ?
C40 C41 1.317(8) . ?
C41 H41 0.9500 . ?
C41 C42 1.359(7) . ?
C42 H42 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
C25 N2 C26 125.00(15) . . ?
C25 N2 C22 117.43(14) . . ?
C26 N2 C22 117.51(14) . . ?
C7 N1 C13 119.10(14) . . ?
C7 N1 C1 118.80(14) . . ?
C13 N1 C1 117.61(14) . . ?
O3 N3 O4 123.68(18) . . ?
O3 N3 C30 117.84(16) . . ?
O4 N3 C30 118.45(16) . . ?
O1 C25 N2 120.96(16) . . ?
O1 C25 C27 122.30(16) . . ?
N2 C25 C27 116.74(15) . . ?
O2 C26 N2 120.73(16) . . ?
O2 C26 C36 122.43(15) . . ?
N2 C26 C36 116.83(14) . . ?
C36 C32 C31 119.43(16) . . ?
C36 C32 C27 120.26(16) . . ?
C27 C32 C31 120.31(16) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C21 C20 C19 120.59(16) . . ?
C32 C36 C26 120.46(15) . . ?
C35 C36 C26 118.94(16) . . ?
C35 C36 C32 120.60(16) . . ?
C30 C31 C32 115.79(16) . . ?
C33 C31 C32 118.33(16) . . ?
C33 C31 C30 125.85(17) . . ?
C21 C22 N2 119.49(15) . . ?
C23 C22 N2 119.68(15) . . ?
C23 C22 C21 120.83(16) . . ?
C32 C27 C25 120.46(15) . . ?
C28 C27 C25 118.51(15) . . ?
C28 C27 C32 121.03(16) . . ?
C17 C16 C19 121.02(16) . . ?
C15 C16 C19 120.99(16) . . ?
C15 C16 C17 117.98(16) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C15 C14 C13 120.16(16) . . ?
C12 C7 N1 122.09(16) . . ?
C12 C7 C8 118.68(16) . . ?
C8 C7 N1 119.21(16) . . ?
C20 C19 C16 121.24(16) . . ?
C24 C19 C20 118.54(16) . . ?
C24 C19 C16 120.22(16) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.66(16) . . ?
C22 C21 H21 120.2 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 119.99(16) . . ?
C29 C28 H28 120.0 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.17(16) . . ?
C18 C17 H17 119.4 . . ?
C36 C35 H35 120.0 . . ?
C36 C35 C34 120.09(17) . . ?
C34 C35 H35 120.0 . . ?
C14 C13 N1 120.80(16) . . ?
C18 C13 N1 119.99(15) . . ?
C18 C13 C14 119.20(16) . . ?
C7 C12 H12 119.9 . . ?
C11 C12 C7 120.23(17) . . ?
C11 C12 H12 119.9 . . ?
C17 C18 C13 120.21(16) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
C16 C15 H15 119.4 . . ?
C14 C15 C16 121.21(16) . . ?
C14 C15 H15 119.4 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.47(18) . . ?
C9 C8 H8 119.8 . . ?
C31 C30 N3 119.59(16) . . ?
C29 C30 N3 116.70(16) . . ?
C29 C30 C31 123.69(17) . . ?
C28 C29 H29 120.4 . . ?
C30 C29 C28 119.15(16) . . ?
C30 C29 H29 120.4 . . ?
C2 C1 N1 121.64(16) . . ?
C6 C1 N1 119.19(17) . . ?
C6 C1 C2 119.14(17) . . ?
C31 C33 H33 119.7 . . ?
C34 C33 C31 120.54(17) . . ?
C34 C33 H33 119.7 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.29(16) . . ?
C24 C23 H23 120.4 . . ?
C35 C34 H34 119.5 . . ?
C33 C34 C35 120.92(17) . . ?
C33 C34 H34 119.5 . . ?
C12 C11 H11 119.5 . . ?
C10 C11 C12 120.93(18) . . ?
C10 C11 H11 119.5 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.28(18) . . ?
C3 C2 H2 119.9 . . ?
C19 C24 H24 119.4 . . ?
C23 C24 C19 121.10(16) . . ?
C23 C24 H24 119.4 . . ?
C11 C10 H10 120.5 . . ?
C11 C10 C9 118.92(17) . . ?
C9 C10 H10 120.5 . . ?
C8 C9 C10 120.71(18) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(2) . . ?
C4 C3 H3 119.8 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.2(2) . . ?
C5 C6 H6 119.9 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.5(2) . . ?
C5 C4 H4 120.2 . . ?
C6 C5 C4 120.4(2) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C37 C43 H43A 109.5 . . ?
C37 C43 H43B 109.5 . . ?
C37 C43 H43C 109.5 . . ?
C38 C37 C43 119.6(6) . . ?
C42 C37 C43 121.6(6) . . ?
C42 C37 C38 118.8(5) . . ?
C37 C38 H38 120.3 . . ?
C37 C38 C39 119.5(7) . . ?
C39 C38 H38 120.3 . . ?
C38 C39 H39 120.7 . . ?
C40 C39 C38 118.7(6) . . ?
C40 C39 H39 120.7 . . ?
C39 C40 H40 119.1 . . ?
C41 C40 C39 121.7(7) . . ?
C41 C40 H40 119.1 . . ?
C40 C41 H41 118.3 . . ?
C40 C41 C42 123.4(7) . . ?
C42 C41 H41 118.3 . . ?
C37 C42 H42 121.1 . . ?
C41 C42 C37 117.9(7) . . ?
C41 C42 H42 121.1 . . ?

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
O2 C26 C36 C32 -176.83(16) . . . . ?
O2 C26 C36 C35 2.3(3) . . . . ?
O1 C25 C27 C32 -176.38(16) . . . . ?
O1 C25 C27 C28 3.2(3) . . . . ?
N2 C25 C27 C32 3.8(2) . . . . ?
N2 C25 C27 C28 -176.61(15) . . . . ?
N2 C26 C36 C32 2.2(2) . . . . ?
N2 C26 C36 C35 -178.66(16) . . . . ?
N2 C22 C21 C20 179.53(15) . . . . ?
N2 C22 C23 C24 -179.19(15) . . . . ?
N1 C7 C12 C11 -177.39(16) . . . . ?
N1 C7 C8 C9 176.03(16) . . . . ?
N1 C13 C18 C17 176.35(15) . . . . ?
N1 C1 C2 C3 -178.05(17) . . . . ?
N1 C1 C6 C5 177.0(2) . . . . ?
O3 N3 C30 C31 141.46(18) . . . . ?
O3 N3 C30 C29 -40.0(2) . . . . ?
O4 N3 C30 C31 -40.3(3) . . . . ?
O4 N3 C30 C29 138.3(2) . . . . ?
N3 C30 C29 C28 -176.99(16) . . . . ?
C25 N2 C26 O2 -178.39(15) . . . . ?
C25 N2 C26 C36 2.5(2) . . . . ?
C25 N2 C22 C21 -70.3(2) . . . . ?
C25 N2 C22 C23 109.11(19) . . . . ?
C25 C27 C28 C29 178.51(15) . . . . ?
C26 N2 C25 O1 174.72(16) . . . . ?
C26 N2 C25 C27 -5.4(2) . . . . ?
C26 N2 C22 C21 112.31(18) . . . . ?
C26 N2 C22 C23 -68.3(2) . . . . ?
C26 C36 C35 C34 -177.98(16) . . . . ?
C32 C36 C35 C34 1.1(3) . . . . ?
C32 C31 C30 N3 176.59(15) . . . . ?
C32 C31 C30 C29 -1.9(3) . . . . ?
C32 C31 C33 C34 -0.5(3) . . . . ?
C32 C27 C28 C29 -1.9(3) . . . . ?
C20 C19 C24 C23 0.2(3) . . . . ?
C36 C32 C31 C30 -179.19(15) . . . . ?
C36 C32 C31 C33 2.9(2) . . . . ?
C36 C32 C27 C25 0.6(2) . . . . ?
C36 C32 C27 C28 -178.99(16) . . . . ?
C36 C35 C34 C33 1.3(3) . . . . ?
C31 C32 C36 C26 175.88(15) . . . . ?
C31 C32 C36 C35 -3.2(3) . . . . ?
C31 C32 C27 C25 -178.93(15) . . . . ?
C31 C32 C27 C28 1.5(3) . . . . ?
C31 C30 C29 C28 1.5(3) . . . . ?
C31 C33 C34 C35 -1.6(3) . . . . ?
C22 N2 C25 O1 -2.5(2) . . . . ?
C22 N2 C25 C27 177.34(14) . . . . ?
C22 N2 C26 O2 -1.2(2) . . . . ?
C22 N2 C26 C36 179.75(14) . . . . ?
C22 C23 C24 C19 -0.4(3) . . . . ?
C27 C32 C36 C26 -3.7(2) . . . . ?
C27 C32 C36 C35 177.25(16) . . . . ?
C27 C32 C31 C30 0.4(2) . . . . ?
C27 C32 C31 C33 -177.61(16) . . . . ?
C27 C28 C29 C30 0.4(3) . . . . ?
C16 C19 C24 C23 -179.28(16) . . . . ?
C16 C17 C18 C13 0.2(3) . . . . ?
C14 C13 C18 C17 -2.5(3) . . . . ?
C7 N1 C13 C14 125.06(18) . . . . ?
C7 N1 C13 C18 -53.8(2) . . . . ?
C7 N1 C1 C2 -36.0(2) . . . . ?
C7 N1 C1 C6 145.72(18) . . . . ?
C7 C12 C11 C10 1.1(3) . . . . ?
C7 C8 C9 C10 1.7(3) . . . . ?
C19 C20 C21 C22 -0.3(3) . . . . ?
C19 C16 C17 C18 -176.81(15) . . . . ?
C19 C16 C15 C14 176.98(15) . . . . ?
C21 C20 C19 C16 179.62(15) . . . . ?
C21 C20 C19 C24 0.1(3) . . . . ?
C21 C22 C23 C24 0.2(3) . . . . ?
C17 C16 C19 C20 -46.3(2) . . . . ?
C17 C16 C19 C24 133.16(18) . . . . ?
C17 C16 C15 C14 -1.8(3) . . . . ?
C13 N1 C7 C12 -18.0(2) . . . . ?
C13 N1 C7 C8 163.64(16) . . . . ?
C13 N1 C1 C2 120.03(19) . . . . ?
C13 N1 C1 C6 -58.2(2) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C12 C7 C8 C9 -2.4(3) . . . . ?
C12 C11 C10 C9 -1.8(3) . . . . ?
C15 C16 C19 C20 134.95(18) . . . . ?
C15 C16 C19 C24 -45.5(2) . . . . ?
C15 C16 C17 C18 1.9(3) . . . . ?
C15 C14 C13 N1 -176.18(15) . . . . ?
C15 C14 C13 C18 2.7(3) . . . . ?
C8 C7 C12 C11 1.0(3) . . . . ?
C30 C31 C33 C34 -178.21(18) . . . . ?
C1 N1 C7 C12 137.74(18) . . . . ?
C1 N1 C7 C8 -40.7(2) . . . . ?
C1 N1 C13 C14 -30.9(2) . . . . ?
C1 N1 C13 C18 150.24(17) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C1 C6 C5 C4 1.5(4) . . . . ?
C33 C31 C30 N3 -5.6(3) . . . . ?
C33 C31 C30 C29 175.93(18) . . . . ?
C23 C22 C21 C20 0.2(3) . . . . ?
C11 C10 C9 C8 0.4(3) . . . . ?
C2 C1 C6 C5 -1.3(3) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C6 C1 C2 C3 0.2(3) . . . . ?
C43 C37 C38 C39 -177.7(8) . . . . ?
C43 C37 C42 C41 176.6(7) . . . . ?
C37 C38 C39 C40 -0.1(13) . . . . ?
C38 C37 C42 C41 -2.4(17) . . . . ?
C38 C39 C40 C41 -0.1(11) . . . . ?
C39 C40 C41 C42 -1.1(12) . . . . ?
C40 C41 C42 C37 2.3(14) . . . . ?
C42 C37 C38 C39 1.4(17) . . . . ?

_olex2_exptl_crystal_mounting_method mounted
_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_5
_database_code_depnum_ccdc_archive 'CCDC 2365265'
loop_
_audit_author_name
_audit_author_address
'Ena Luis'
;University of Sydney
Australia
;
_audit_update_record             
;
2024-06-25 deposited with the CCDC.	2024-11-26 downloaded from the CCDC.
;
_audit_creation_date             2023-05-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 N2 O2'
_chemical_formula_sum            'C24 H18 N2 O2'
_chemical_formula_weight         366.40
_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 0.0181 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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   10.3528(3)
_cell_length_b                   15.7578(5)
_cell_length_c                   22.7203(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3706.5(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9221
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.54
_cell_measurement_theta_min      3.41
_shelx_estimated_absorpt_T_max   0.903
_shelx_estimated_absorpt_T_min   0.770
_exptl_absorpt_coefficient_mu    0.674
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6052
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker, 2016) was used for absorption correction.
wR2(int) was 0.1030 before and 0.0609 after correction.
The Ratio of minimum to maximum transmission is 0.8036.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear pinkish pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1536
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 1.00 0.0480
0.00 0.00 -1.00 0.0780
-3.00 2.00 -1.00 0.1340
-3.00 -1.00 0.00 0.1180
0.00 -3.00 1.00 0.1770
2.00 2.00 -3.00 0.1100
1.00 0.00 -2.00 0.1110
0.00 1.00 3.00 0.0990
-3.00 0.00 -2.00 0.0870
1.00 -2.00 -3.00 0.1620
1.00 1.00 2.00 0.0890
1.00 2.00 3.00 0.0980
-2.00 3.00 3.00 0.1380
3.00 2.00 0.00 0.0860
1.00 2.00 0.00 0.1150
0.00 -1.00 2.00 0.1130
0.00 -1.00 -4.00 0.0750

_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.244
_exptl_crystal_size_min          0.155
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            72236
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.693
_diffrn_reflns_theta_min         3.891
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 Kappa Duo'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       APEX2
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.6
_diffrn_source_power             0.029795999999999996
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           49.66
_diffrn_special_details          ?
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3271
_reflns_number_total             3419
_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       'SAINT v8.38A (Bruker, 2016)'
_computing_data_collection       'APEX 4 (Bruker, 2021) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2016)'
_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         0.186
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.00090(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0362
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0580P)²+1.1985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.0982
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C18(H18), C16(H16), C8(H8), C15(H15), C11(H11), C12(H12), C9(H9),
 C17(H17), C3(H3), C20(H20), C6(H6), C2(H2), C5(H5), C21(H21), C24(H24),
 C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_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
O2 O 0.44185(8) 0.21442(6) 0.42080(4) 0.0362(2) Uani 1 1 d . . . . .
O1 O 0.64370(9) 0.19895(6) 0.44308(4) 0.0383(2) Uani 1 1 d . . . . .
N1 N 0.41809(9) 0.66480(6) 0.76389(4) 0.0252(2) Uani 1 1 d . . . . .
N2 N 0.54007(10) 0.23634(7) 0.44777(4) 0.0284(2) Uani 1 1 d . . . . .
C1 C 0.50381(11) 0.43370(7) 0.57346(5) 0.0220(2) Uani 1 1 d . . . . .
C14 C 0.25549(11) 0.76584(7) 0.79838(5) 0.0241(2) Uani 1 1 d . . . . .
H14 H 0.243366 0.732911 0.832966 0.029 Uiso 1 1 calc R U . . .
C10 C 0.44201(11) 0.61009(7) 0.71625(5) 0.0228(2) Uani 1 1 d . . . . .
C18 C 0.36260(11) 0.79004(7) 0.70584(5) 0.0247(3) Uani 1 1 d . . . . .
H18 H 0.425046 0.773889 0.677323 0.030 Uiso 1 1 calc R U . . .
C13 C 0.34522(10) 0.74060(7) 0.75615(5) 0.0223(2) Uani 1 1 d . . . . .
C16 C 0.19950(11) 0.88750(7) 0.73899(5) 0.0264(3) Uani 1 1 d . . . . .
H16 H 0.149054 0.937118 0.732986 0.032 Uiso 1 1 calc R U . . .
C7 C 0.48545(10) 0.49618(7) 0.62141(5) 0.0220(2) Uani 1 1 d . . . . .
C8 C 0.37717(11) 0.54936(7) 0.62319(5) 0.0239(2) Uani 1 1 d . . . . .
H8 H 0.317170 0.547620 0.591583 0.029 Uiso 1 1 calc R U . . .
C15 C 0.18384(11) 0.83929(7) 0.78973(5) 0.0248(2) Uani 1 1 d . . . . .
H15 H 0.123489 0.856771 0.818796 0.030 Uiso 1 1 calc R U . . .
C11 C 0.55250(11) 0.55884(7) 0.71458(5) 0.0253(3) Uani 1 1 d . . . . .
H11 H 0.614467 0.562524 0.745309 0.030 Uiso 1 1 calc R U . . .
C12 C 0.57208(11) 0.50289(7) 0.66851(5) 0.0249(3) Uani 1 1 d . . . . .
H12 H 0.646760 0.467860 0.668837 0.030 Uiso 1 1 calc R U . . .
C19 C 0.46384(10) 0.64313(7) 0.82115(5) 0.0236(2) Uani 1 1 d . . . . .
C9 C 0.35490(11) 0.60421(7) 0.66943(5) 0.0244(2) Uani 1 1 d . . . . .
H9 H 0.279356 0.638435 0.669434 0.029 Uiso 1 1 calc R U . . .
C4 C 0.53121(11) 0.30838(7) 0.48782(5) 0.0244(2) Uani 1 1 d . . . . .
C17 C 0.28943(12) 0.86250(7) 0.69722(5) 0.0269(3) Uani 1 1 d . . . . .
H17 H 0.300876 0.895259 0.662509 0.032 Uiso 1 1 calc R U . . .
C3 C 0.41662(11) 0.35319(7) 0.49113(5) 0.0261(3) Uani 1 1 d . . . . .
H3 H 0.347991 0.341735 0.464530 0.031 Uiso 1 1 calc R U . . .
C20 C 0.53425(11) 0.70148(7) 0.85371(5) 0.0268(3) Uani 1 1 d . . . . .
H20 H 0.551091 0.756346 0.838170 0.032 Uiso 1 1 calc R U . . .
C6 C 0.62039(11) 0.38937(7) 0.56643(5) 0.0257(3) Uani 1 1 d . . . . .
H6 H 0.691404 0.402842 0.591205 0.031 Uiso 1 1 calc R U . . .
C2 C 0.40394(11) 0.41490(7) 0.53385(5) 0.0258(3) Uani 1 1 d . . . . .
H2 H 0.325162 0.445581 0.536511 0.031 Uiso 1 1 calc R U . . .
C5 C 0.63459(11) 0.32666(8) 0.52442(5) 0.0271(3) Uani 1 1 d . . . . .
H5 H 0.713737 0.296631 0.520702 0.033 Uiso 1 1 calc R U . . .
C21 C 0.58008(12) 0.67947(8) 0.90914(5) 0.0319(3) Uani 1 1 d . . . . .
H21 H 0.628888 0.719346 0.931242 0.038 Uiso 1 1 calc R U . . .
C24 C 0.43850(12) 0.56305(8) 0.84453(5) 0.0307(3) Uani 1 1 d . . . . .
H24 H 0.389376 0.523155 0.822579 0.037 Uiso 1 1 calc R U . . .
C22 C 0.55526(13) 0.59995(9) 0.93242(5) 0.0358(3) Uani 1 1 d . . . . .
H22 H 0.586179 0.585481 0.970483 0.043 Uiso 1 1 calc R U . . .
C23 C 0.48504(14) 0.54156(9) 0.89990(6) 0.0373(3) Uani 1 1 d . . . . .
H23 H 0.468703 0.486681 0.915520 0.045 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
O2 N2 1.2364(13) . ?
O1 N2 1.2286(13) . ?
N1 C10 1.4056(14) . ?
N1 C13 1.4237(14) . ?
N1 C19 1.4261(14) . ?
N2 C4 1.4579(15) . ?
C1 C7 1.4807(15) . ?
C1 C6 1.4036(16) . ?
C1 C2 1.4023(16) . ?
C14 H14 0.9500 . ?
C14 C13 1.3935(16) . ?
C14 C15 1.3886(16) . ?
C10 C11 1.4009(15) . ?
C10 C9 1.3977(16) . ?
C18 H18 0.9500 . ?
C18 C13 1.3949(16) . ?
C18 C17 1.3841(16) . ?
C16 H16 0.9500 . ?
C16 C15 1.3902(16) . ?
C16 C17 1.3866(17) . ?
C7 C8 1.4001(15) . ?
C7 C12 1.4002(16) . ?
C8 H8 0.9500 . ?
C8 C9 1.3797(16) . ?
C15 H15 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.3835(16) . ?
C12 H12 0.9500 . ?
C19 C20 1.3872(16) . ?
C19 C24 1.3939(17) . ?
C9 H9 0.9500 . ?
C4 C3 1.3826(16) . ?
C4 C5 1.3856(16) . ?
C17 H17 0.9500 . ?
C3 H3 0.9500 . ?
C3 C2 1.3804(16) . ?
C20 H20 0.9500 . ?
C20 C21 1.3896(18) . ?
C6 H6 0.9500 . ?
C6 C5 1.3817(16) . ?
C2 H2 0.9500 . ?
C5 H5 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.384(2) . ?
C24 H24 0.9500 . ?
C24 C23 1.3890(18) . ?
C22 H22 0.9500 . ?
C22 C23 1.386(2) . ?
C23 H23 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
C10 N1 C13 120.85(9) . . ?
C10 N1 C19 119.81(9) . . ?
C13 N1 C19 119.31(9) . . ?
O2 N2 C4 118.36(10) . . ?
O1 N2 O2 122.77(10) . . ?
O1 N2 C4 118.85(10) . . ?
C6 C1 C7 121.67(10) . . ?
C2 C1 C7 121.19(10) . . ?
C2 C1 C6 117.12(10) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C15 C14 C13 119.77(10) . . ?
C11 C10 N1 121.22(10) . . ?
C9 C10 N1 120.87(10) . . ?
C9 C10 C11 117.90(10) . . ?
C13 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C13 120.40(10) . . ?
C14 C13 N1 120.51(10) . . ?
C14 C13 C18 119.39(10) . . ?
C18 C13 N1 120.10(10) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C17 C16 C15 119.37(10) . . ?
C8 C7 C1 121.47(10) . . ?
C8 C7 C12 116.45(10) . . ?
C12 C7 C1 122.02(10) . . ?
C7 C8 H8 119.0 . . ?
C9 C8 C7 122.06(10) . . ?
C9 C8 H8 119.0 . . ?
C14 C15 C16 120.71(10) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.50(10) . . ?
C12 C11 H11 119.7 . . ?
C7 C12 H12 118.9 . . ?
C11 C12 C7 122.17(10) . . ?
C11 C12 H12 118.9 . . ?
C20 C19 N1 120.15(10) . . ?
C20 C19 C24 119.72(11) . . ?
C24 C19 N1 120.12(10) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 C10 120.88(10) . . ?
C8 C9 H9 119.6 . . ?
C3 C4 N2 119.06(10) . . ?
C3 C4 C5 121.60(11) . . ?
C5 C4 N2 119.20(10) . . ?
C18 C17 C16 120.34(10) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C4 C3 H3 120.7 . . ?
C2 C3 C4 118.66(11) . . ?
C2 C3 H3 120.7 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.81(11) . . ?
C21 C20 H20 120.1 . . ?
C1 C6 H6 119.1 . . ?
C5 C6 C1 121.74(11) . . ?
C5 C6 H6 119.1 . . ?
C1 C2 H2 119.0 . . ?
C3 C2 C1 122.00(11) . . ?
C3 C2 H2 119.0 . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.75(11) . . ?
C6 C5 H5 120.6 . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.59(12) . . ?
C22 C21 H21 119.7 . . ?
C19 C24 H24 120.0 . . ?
C23 C24 C19 120.03(12) . . ?
C23 C24 H24 120.0 . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.64(11) . . ?
C23 C22 H22 120.2 . . ?
C24 C23 H23 119.9 . . ?
C22 C23 C24 120.19(12) . . ?
C22 C23 H23 119.9 . . ?

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
O2 N2 C4 C3 -4.53(16) . . . . ?
O2 N2 C4 C5 171.14(11) . . . . ?
O1 N2 C4 C3 176.90(10) . . . . ?
O1 N2 C4 C5 -7.43(16) . . . . ?
N1 C10 C11 C12 177.44(10) . . . . ?
N1 C10 C9 C8 -178.79(10) . . . . ?
N1 C19 C20 C21 -179.08(10) . . . . ?
N1 C19 C24 C23 178.89(11) . . . . ?
N2 C4 C3 C2 172.61(10) . . . . ?
N2 C4 C5 C6 -173.35(10) . . . . ?
C1 C7 C8 C9 175.99(10) . . . . ?
C1 C7 C12 C11 -177.36(10) . . . . ?
C1 C6 C5 C4 1.06(17) . . . . ?
C10 N1 C13 C14 139.48(11) . . . . ?
C10 N1 C13 C18 -40.09(15) . . . . ?
C10 N1 C19 C20 129.27(11) . . . . ?
C10 N1 C19 C24 -50.42(15) . . . . ?
C10 C11 C12 C7 1.45(18) . . . . ?
C13 N1 C10 C11 151.85(11) . . . . ?
C13 N1 C10 C9 -29.18(15) . . . . ?
C13 N1 C19 C20 -52.62(15) . . . . ?
C13 N1 C19 C24 127.69(12) . . . . ?
C13 C14 C15 C16 0.78(16) . . . . ?
C13 C18 C17 C16 1.07(17) . . . . ?
C7 C1 C6 C5 175.22(10) . . . . ?
C7 C1 C2 C3 -176.00(10) . . . . ?
C7 C8 C9 C10 1.32(17) . . . . ?
C8 C7 C12 C11 0.05(16) . . . . ?
C15 C14 C13 N1 -179.05(10) . . . . ?
C15 C14 C13 C18 0.53(16) . . . . ?
C15 C16 C17 C18 0.24(17) . . . . ?
C11 C10 C9 C8 0.22(16) . . . . ?
C12 C7 C8 C9 -1.44(16) . . . . ?
C19 N1 C10 C11 -30.07(16) . . . . ?
C19 N1 C10 C9 148.90(11) . . . . ?
C19 N1 C13 C14 -38.61(15) . . . . ?
C19 N1 C13 C18 141.81(11) . . . . ?
C19 C20 C21 C22 -0.51(17) . . . . ?
C19 C24 C23 C22 0.88(19) . . . . ?
C9 C10 C11 C12 -1.57(17) . . . . ?
C4 C3 C2 C1 0.47(17) . . . . ?
C17 C18 C13 N1 178.12(10) . . . . ?
C17 C18 C13 C14 -1.46(16) . . . . ?
C17 C16 C15 C14 -1.17(17) . . . . ?
C3 C4 C5 C6 2.20(17) . . . . ?
C20 C19 C24 C23 -0.80(18) . . . . ?
C20 C21 C22 C23 0.59(18) . . . . ?
C6 C1 C7 C8 170.27(10) . . . . ?
C6 C1 C7 C12 -12.44(16) . . . . ?
C6 C1 C2 C3 2.58(16) . . . . ?
C2 C1 C7 C8 -11.21(16) . . . . ?
C2 C1 C7 C12 166.08(11) . . . . ?
C2 C1 C6 C5 -3.36(16) . . . . ?
C5 C4 C3 C2 -2.95(17) . . . . ?
C21 C22 C23 C24 -0.77(19) . . . . ?
C24 C19 C20 C21 0.62(17) . . . . ?

_olex2_exptl_crystal_mounting_method 'mounted in oil on a MiTeGen microloop'
_olex2_submission_special_instructions 'No special instructions were received'
