# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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 
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data_mx7551
_audit_block_doi                 10.5517/ccdc.csd.cc21pfmt
_database_code_depnum_ccdc_archive 'CCDC 1897436'
loop_
_audit_author_name
_audit_author_address
'Liang Zhang'
;Institute of Chemistry Chinese Academy of Sciences
China
;
_audit_update_record             
;
2019-02-15 deposited with the CCDC.	2019-09-26 downloaded from the CCDC.
;
_audit_creation_date             2018-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H16 N2 O2'
_chemical_formula_sum            'C26 H16 N2 O2'
_chemical_formula_weight         388.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           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                   12.726(3)
_cell_length_b                   16.762(4)
_cell_length_c                   17.775(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3791.5(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8674
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4822
_cell_measurement_theta_min      1.1456
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78603
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.366
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.127
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            21239
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_min         2.292
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4104
_reflns_number_total             4347
_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       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.348
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0869
_refine_ls_restrained_S_all      1.348
_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)+(0.0225P)²+2.8260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1420
_refine_ls_wR_factor_ref         0.1445
_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:
 C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12), C13(H13),
 C16(H16), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23), C24(H24), C25(H25)
;
_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 0.76231(14) 0.20329(11) 0.62764(11) 0.0430(5) Uani 1 1 d . . . . .
O2 O 0.53313(14) 0.40638(11) 0.67864(11) 0.0449(5) Uani 1 1 d . . . . .
N1 N 0.62537(16) 0.29256(12) 0.64516(11) 0.0317(5) Uani 1 1 d . . . . .
N2 N 0.56900(16) 0.21505(12) 0.51010(11) 0.0329(5) Uani 1 1 d . . . . .
C1 C 0.73178(19) 0.27068(15) 0.63636(14) 0.0329(5) Uani 1 1 d . . . . .
C2 C 0.79216(19) 0.34606(15) 0.64375(13) 0.0329(5) Uani 1 1 d . . . . .
C3 C 0.8990(2) 0.35944(17) 0.63946(14) 0.0388(6) Uani 1 1 d . . . . .
H3 H 0.946502 0.317500 0.627854 0.047 Uiso 1 1 calc R . . . .
C4 C 0.9345(2) 0.43664(18) 0.65277(15) 0.0439(7) Uani 1 1 d . . . . .
H4 H 1.007644 0.447540 0.650480 0.053 Uiso 1 1 calc R . . . .
C5 C 0.8654(2) 0.49783(18) 0.66926(15) 0.0441(7) Uani 1 1 d . . . . .
H5 H 0.891903 0.549902 0.678417 0.053 Uiso 1 1 calc R . . . .
C6 C 0.7574(2) 0.48434(16) 0.67268(15) 0.0409(6) Uani 1 1 d . . . . .
H6 H 0.709560 0.526400 0.683219 0.049 Uiso 1 1 calc R . . . .
C7 C 0.7227(2) 0.40739(15) 0.66014(13) 0.0338(6) Uani 1 1 d . . . . .
C8 C 0.6146(2) 0.37396(15) 0.66312(14) 0.0336(6) Uani 1 1 d . . . . .
C9 C 0.54183(18) 0.23569(14) 0.64464(13) 0.0304(5) Uani 1 1 d . . . . .
C10 C 0.4875(2) 0.21954(15) 0.71022(14) 0.0355(6) Uani 1 1 d . . . . .
H10 H 0.502628 0.248856 0.754663 0.043 Uiso 1 1 calc R . . . .
C11 C 0.4113(2) 0.16084(16) 0.71132(15) 0.0389(6) Uani 1 1 d . . . . .
H11 H 0.373965 0.149933 0.756465 0.047 Uiso 1 1 calc R . . . .
C12 C 0.3892(2) 0.11791(16) 0.64665(16) 0.0401(6) Uani 1 1 d . . . . .
H12 H 0.338254 0.076476 0.647821 0.048 Uiso 1 1 calc R . . . .
C13 C 0.4413(2) 0.13542(15) 0.58021(15) 0.0364(6) Uani 1 1 d . . . . .
H13 H 0.425020 0.106721 0.535631 0.044 Uiso 1 1 calc R . . . .
C14 C 0.51756(19) 0.19493(15) 0.57865(13) 0.0308(5) Uani 1 1 d . . . . .
C15 C 0.55585(19) 0.28710(14) 0.47165(13) 0.0308(5) Uani 1 1 d . . . . .
C16 C 0.4898(2) 0.35086(15) 0.48895(15) 0.0377(6) Uani 1 1 d . . . . .
H16 H 0.447657 0.350786 0.533044 0.045 Uiso 1 1 calc R . . . .
C17 C 0.4884(2) 0.41422(16) 0.43915(16) 0.0418(7) Uani 1 1 d . . . . .
H17 H 0.444394 0.458685 0.449439 0.050 Uiso 1 1 calc R . . . .
C18 C 0.5501(2) 0.41450(16) 0.37391(16) 0.0404(6) Uani 1 1 d . . . . .
H18 H 0.547222 0.458835 0.340682 0.048 Uiso 1 1 calc R . . . .
C19 C 0.6151(2) 0.35104(15) 0.35749(15) 0.0358(6) Uani 1 1 d . . . . .
H19 H 0.657474 0.351682 0.313474 0.043 Uiso 1 1 calc R . . . .
C20 C 0.61798(18) 0.28583(14) 0.40628(13) 0.0299(5) Uani 1 1 d . . . . .
C21 C 0.67032(18) 0.20882(14) 0.40481(13) 0.0295(5) Uani 1 1 d . . . . .
C22 C 0.74050(19) 0.17276(16) 0.35510(14) 0.0363(6) Uani 1 1 d . . . . .
H22 H 0.763378 0.200050 0.311218 0.044 Uiso 1 1 calc R . . . .
C23 C 0.7763(2) 0.09671(17) 0.37067(15) 0.0392(6) Uani 1 1 d . . . . .
H23 H 0.823513 0.071424 0.336861 0.047 Uiso 1 1 calc R . . . .
C24 C 0.7439(2) 0.05659(16) 0.43533(15) 0.0373(6) Uani 1 1 d . . . . .
H24 H 0.770264 0.004598 0.445166 0.045 Uiso 1 1 calc R . . . .
C25 C 0.6744(2) 0.09085(15) 0.48528(14) 0.0353(6) Uani 1 1 d . . . . .
H25 H 0.652245 0.063281 0.529191 0.042 Uiso 1 1 calc R . . . .
C26 C 0.63805(18) 0.16700(14) 0.46924(13) 0.0295(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.205(3) . ?
O2 C8 1.203(3) . ?
N1 C1 1.412(3) . ?
N1 C8 1.408(3) . ?
N1 C9 1.428(3) . ?
N2 C14 1.424(3) . ?
N2 C15 1.398(3) . ?
N2 C26 1.396(3) . ?
C1 C2 1.485(4) . ?
C2 C3 1.380(4) . ?
C2 C7 1.387(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.394(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.381(4) . ?
C7 C8 1.486(4) . ?
C9 C10 1.382(3) . ?
C9 C14 1.392(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.385(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.392(4) . ?
C15 C16 1.394(3) . ?
C15 C20 1.405(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.401(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.379(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.396(3) . ?
C20 C21 1.453(3) . ?
C21 C22 1.394(3) . ?
C21 C26 1.404(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.382(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.394(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.387(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C9 122.7(2) . . ?
C8 N1 C1 111.7(2) . . ?
C8 N1 C9 125.2(2) . . ?
C15 N2 C14 124.6(2) . . ?
C26 N2 C14 126.7(2) . . ?
C26 N2 C15 108.63(19) . . ?
O1 C1 N1 124.6(2) . . ?
O1 C1 C2 130.0(2) . . ?
N1 C1 C2 105.4(2) . . ?
C3 C2 C1 130.0(2) . . ?
C3 C2 C7 121.3(3) . . ?
C7 C2 C1 108.6(2) . . ?
C2 C3 H3 121.3 . . ?
C2 C3 C4 117.5(3) . . ?
C4 C3 H3 121.3 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.3(3) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.1(3) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 H6 121.3 . . ?
C7 C6 C5 117.4(3) . . ?
C7 C6 H6 121.3 . . ?
C2 C7 C8 108.5(2) . . ?
C6 C7 C2 121.5(2) . . ?
C6 C7 C8 130.0(2) . . ?
O2 C8 N1 125.0(2) . . ?
O2 C8 C7 129.5(2) . . ?
N1 C8 C7 105.5(2) . . ?
C10 C9 N1 119.8(2) . . ?
C10 C9 C14 120.2(2) . . ?
C14 C9 N1 119.9(2) . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0(2) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.2(2) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 N2 120.2(2) . . ?
C13 C14 N2 120.5(2) . . ?
C13 C14 C9 119.3(2) . . ?
N2 C15 C20 108.9(2) . . ?
C16 C15 N2 128.8(2) . . ?
C16 C15 C20 122.2(2) . . ?
C15 C16 H16 121.4 . . ?
C17 C16 C15 117.1(3) . . ?
C17 C16 H16 121.4 . . ?
C16 C17 H17 119.2 . . ?
C16 C17 C18 121.7(3) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.6(2) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.4 . . ?
C18 C19 C20 119.2(2) . . ?
C20 C19 H19 120.4 . . ?
C15 C20 C21 106.6(2) . . ?
C19 C20 C15 119.2(2) . . ?
C19 C20 C21 134.1(2) . . ?
C22 C21 C20 133.7(2) . . ?
C22 C21 C26 119.2(2) . . ?
C26 C21 C20 107.2(2) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 119.0(2) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.9(2) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.3(2) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 H25 121.1 . . ?
C24 C25 C26 117.7(2) . . ?
C26 C25 H25 121.1 . . ?
N2 C26 C21 108.7(2) . . ?
C25 C26 N2 129.3(2) . . ?
C25 C26 C21 122.0(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 3.1(5) . . . . ?
O1 C1 C2 C7 -174.3(3) . . . . ?
N1 C1 C2 C3 -179.6(3) . . . . ?
N1 C1 C2 C7 3.1(3) . . . . ?
N1 C9 C10 C11 -175.7(2) . . . . ?
N1 C9 C14 N2 -5.9(3) . . . . ?
N1 C9 C14 C13 175.2(2) . . . . ?
N2 C15 C16 C17 -177.1(2) . . . . ?
N2 C15 C20 C19 178.1(2) . . . . ?
N2 C15 C20 C21 0.7(3) . . . . ?
C1 N1 C8 O2 -174.6(2) . . . . ?
C1 N1 C8 C7 4.2(3) . . . . ?
C1 N1 C9 C10 110.3(3) . . . . ?
C1 N1 C9 C14 -67.7(3) . . . . ?
C1 C2 C3 C4 -176.6(2) . . . . ?
C1 C2 C7 C6 177.8(2) . . . . ?
C1 C2 C7 C8 -0.6(3) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C2 C7 C8 O2 176.6(3) . . . . ?
C2 C7 C8 N1 -2.1(3) . . . . ?
C3 C2 C7 C6 0.1(4) . . . . ?
C3 C2 C7 C8 -178.2(2) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C5 C6 C7 1.0(4) . . . . ?
C5 C6 C7 C2 -0.9(4) . . . . ?
C5 C6 C7 C8 177.1(2) . . . . ?
C6 C7 C8 O2 -1.6(5) . . . . ?
C6 C7 C8 N1 179.7(3) . . . . ?
C7 C2 C3 C4 0.5(4) . . . . ?
C8 N1 C1 O1 173.0(2) . . . . ?
C8 N1 C1 C2 -4.5(3) . . . . ?
C8 N1 C9 C10 -61.6(3) . . . . ?
C8 N1 C9 C14 120.3(3) . . . . ?
C9 N1 C1 O1 0.1(4) . . . . ?
C9 N1 C1 C2 -177.5(2) . . . . ?
C9 N1 C8 O2 -1.8(4) . . . . ?
C9 N1 C8 C7 176.9(2) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
C10 C9 C14 N2 176.1(2) . . . . ?
C10 C9 C14 C13 -2.8(4) . . . . ?
C10 C11 C12 C13 -1.9(4) . . . . ?
C11 C12 C13 C14 1.4(4) . . . . ?
C12 C13 C14 N2 -177.9(2) . . . . ?
C12 C13 C14 C9 1.0(4) . . . . ?
C14 N2 C15 C16 -2.8(4) . . . . ?
C14 N2 C15 C20 -179.6(2) . . . . ?
C14 N2 C26 C21 179.4(2) . . . . ?
C14 N2 C26 C25 -1.4(4) . . . . ?
C14 C9 C10 C11 2.3(4) . . . . ?
C15 N2 C14 C9 -67.6(3) . . . . ?
C15 N2 C14 C13 111.3(3) . . . . ?
C15 N2 C26 C21 0.7(3) . . . . ?
C15 N2 C26 C25 179.9(2) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C15 C20 C21 C22 179.8(3) . . . . ?
C15 C20 C21 C26 -0.2(3) . . . . ?
C16 C15 C20 C19 1.1(4) . . . . ?
C16 C15 C20 C21 -176.4(2) . . . . ?
C16 C17 C18 C19 -0.2(4) . . . . ?
C17 C18 C19 C20 0.7(4) . . . . ?
C18 C19 C20 C15 -1.1(3) . . . . ?
C18 C19 C20 C21 175.6(2) . . . . ?
C19 C20 C21 C22 2.9(5) . . . . ?
C19 C20 C21 C26 -177.2(3) . . . . ?
C20 C15 C16 C17 -0.7(4) . . . . ?
C20 C21 C22 C23 -180.0(2) . . . . ?
C20 C21 C26 N2 -0.3(3) . . . . ?
C20 C21 C26 C25 -179.6(2) . . . . ?
C21 C22 C23 C24 -0.7(4) . . . . ?
C22 C21 C26 N2 179.6(2) . . . . ?
C22 C21 C26 C25 0.4(4) . . . . ?
C22 C23 C24 C25 0.8(4) . . . . ?
C23 C24 C25 C26 -0.3(4) . . . . ?
C24 C25 C26 N2 -179.3(2) . . . . ?
C24 C25 C26 C21 -0.3(4) . . . . ?
C26 N2 C14 C9 114.0(3) . . . . ?
C26 N2 C14 C13 -67.2(3) . . . . ?
C26 N2 C15 C16 175.9(2) . . . . ?
C26 N2 C15 C20 -0.9(3) . . . . ?
C26 C21 C22 C23 0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tx324
_audit_block_doi                 10.5517/ccdc.csd.cc21pfpw
_database_code_depnum_ccdc_archive 'CCDC 1897438'
loop_
_audit_author_name
_audit_author_address
'Liang Zhang'
;Institute of Chemistry Chinese Academy of Sciences
China
;
_audit_update_record             
;
2019-02-15 deposited with the CCDC.	2019-09-26 downloaded from the CCDC.
;
_audit_creation_date             2019-01-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H16 N2 O2'
_chemical_formula_sum            'C26 H16 N2 O2'
_chemical_formula_weight         388.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNO
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.7499(2)
_cell_length_b                   10.38590(10)
_cell_length_c                   19.34770(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.2670(10)
_cell_angle_gamma                90
_cell_volume                     3695.05(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    18483
_cell_measurement_temperature    169.98(10)
_cell_measurement_theta_max      75.0480
_cell_measurement_theta_min      2.3220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.715
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.14e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.302
_exptl_crystal_size_mid          0.234
_exptl_crystal_size_min          0.032
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            31269
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.430
_diffrn_reflns_theta_min         4.661
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00 -40.00   0.50    0.50    --  -47.20 136.00-143.00   50
  2  ω   -117.00 -92.00   0.50    0.50    --  -47.20-133.00 -29.00   50
  3  ω   -116.00 -91.00   0.50    0.50    --  -47.20-136.00 152.00   50
  4  ω     32.00 101.00   0.50    0.50    --   47.20-136.00 152.00  138
  5  ω     36.00  61.00   0.50    0.50    --   47.20-133.00 -29.00   50
  6  ω     72.00  97.00   0.50    0.50    --   47.20 133.00  38.00   50
  7  ω   -100.00 -75.00   0.50    1.00    --  -99.00 136.00-143.00   50
  8  ω    -99.00 -74.00   0.50    1.00    --  -99.00 133.00  38.00   50
  9  ω     72.00 101.00   0.50    1.00    --  103.25 133.00  38.00   58
 10  ω     96.00 158.00   0.50    1.00    --  103.25 136.00-143.00  124
 11  ω     31.00 122.00   0.50    1.00    --  103.25-133.00 -29.00  182
 12  ω    116.00 143.00   0.50    1.00    --  103.25 133.00  38.00   54
 13  ω     78.00 123.00   0.50    1.00    --  103.25-136.00 152.00   90
 14  ω   -120.00 -75.00   0.50    0.50    --  -47.20-125.00-180.00   90
 15  ω   -119.00 -88.00   0.50    0.50    --  -47.20-125.00 -90.00   62
 16  ω     25.00 118.00   0.50    0.50    --   47.20  77.00  60.00  186
 17  ω     36.00 118.00   0.50    0.50    --   47.20  38.00 -30.00  164
 18  ω   -167.00 -90.00   0.50    1.00    --  -99.00 -45.00 -30.00  154
 19  ω   -140.00-115.00   0.50    1.00    --  -99.00-136.00 152.00   50
 20  ω     52.00 116.00   0.50    1.00    --  103.25-125.00  90.00  128
 21  ω     32.00 114.00   0.50    1.00    --  103.25 -45.00 -90.00  164
 22  ω     91.00 117.00   0.50    1.00    --  103.25  45.00 -30.00   52
 23  ω     31.00 102.00   0.50    1.00    --  103.25 -61.00 -60.00  142
 24  ω     34.00 101.00   0.50    1.00    --  103.25-125.00-180.00  134
 25  ω     91.00 159.00   0.50    1.00    --  103.25  45.00 150.00  136
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0064780000
_diffrn_orient_matrix_UB_12      -0.1479708000
_diffrn_orient_matrix_UB_13      0.0011429000
_diffrn_orient_matrix_UB_21      -0.0826908000
_diffrn_orient_matrix_UB_22      -0.0114339000
_diffrn_orient_matrix_UB_23      -0.0266151000
_diffrn_orient_matrix_UB_31      0.0114931000
_diffrn_orient_matrix_UB_32      0.0019337000
_diffrn_orient_matrix_UB_33      -0.0766816000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6631
_reflns_number_total             7351
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         7351
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0487P)²+1.2435P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1004
_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), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C18(H18), C23(H23), C24(H24), C25(H25), C26(H26),
  C29(H29), C30(H30), C31(H31), C32(H32), C36(H36), C37(H37), C38(H38),
 C40(H40), C42(H42), C43(H43), C44(H44), C45(H45), C49(H49), C50(H50), C51(H51),
  C52(H52)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.43294(5) 0.53300(9) 0.87980(4) 0.0324(2) Uani 1 1 d . . . . .
O2 O 0.56420(5) 0.73771(9) 0.73501(4) 0.0326(2) Uani 1 1 d . . . . .
N1 N 0.24942(5) 0.46655(10) 0.66906(5) 0.0266(2) Uani 1 1 d . . . . .
N2 N 0.48194(5) 0.63316(9) 0.79206(5) 0.0250(2) Uani 1 1 d . . . . .
C1 C 0.21971(6) 0.40476(11) 0.72130(6) 0.0263(2) Uani 1 1 d . . . . .
C2 C 0.23946(7) 0.41316(12) 0.79454(6) 0.0313(3) Uani 1 1 d . . . . .
H2 H 0.278499 0.463516 0.816187 0.038 Uiso 1 1 calc R . . . .
C3 C 0.19834(7) 0.34314(13) 0.83364(7) 0.0355(3) Uani 1 1 d . . . . .
H3 H 0.210342 0.346568 0.882574 0.043 Uiso 1 1 calc R . . . .
C4 C 0.13950(7) 0.26772(13) 0.80171(7) 0.0357(3) Uani 1 1 d . . . . .
H4 H 0.112844 0.222671 0.829582 0.043 Uiso 1 1 calc R . . . .
C5 C 0.12042(7) 0.25916(12) 0.72947(7) 0.0321(3) Uani 1 1 d . . . . .
H5 H 0.081200 0.208710 0.708347 0.039 Uiso 1 1 calc R . . . .
C6 C 0.16101(6) 0.32758(12) 0.68846(6) 0.0277(2) Uani 1 1 d . . . . .
C7 C 0.15538(6) 0.34174(12) 0.61342(6) 0.0282(2) Uani 1 1 d . . . . .
C8 C 0.20963(6) 0.42911(12) 0.60340(6) 0.0274(2) Uani 1 1 d . . . . .
C9 C 0.21930(7) 0.46385(13) 0.53598(6) 0.0324(3) Uani 1 1 d . . . . .
H9 H 0.255072 0.522195 0.529576 0.039 Uiso 1 1 calc R . . . .
C10 C 0.17344(8) 0.40781(15) 0.47921(7) 0.0388(3) Uani 1 1 d . . . . .
H10 H 0.178640 0.428865 0.433732 0.047 Uiso 1 1 calc R . . . .
C11 C 0.11956(8) 0.32044(15) 0.48859(7) 0.0402(3) Uani 1 1 d . . . . .
H11 H 0.089959 0.283705 0.449373 0.048 Uiso 1 1 calc R . . . .
C12 C 0.10955(7) 0.28777(13) 0.55510(7) 0.0353(3) Uani 1 1 d . . . . .
H12 H 0.072928 0.230812 0.560989 0.042 Uiso 1 1 calc R . . . .
C13 C 0.30198(6) 0.56652(11) 0.68071(6) 0.0254(2) Uani 1 1 d . . . . .
C14 C 0.28771(7) 0.68296(12) 0.64496(6) 0.0296(3) Uani 1 1 d . . . . .
H14 H 0.244177 0.694668 0.613076 0.035 Uiso 1 1 calc R . . . .
C15 C 0.33836(7) 0.78087(12) 0.65700(7) 0.0321(3) Uani 1 1 d . . . . .
H15 H 0.329182 0.857744 0.632205 0.039 Uiso 1 1 calc R . . . .
C16 C 0.40270(7) 0.76609(12) 0.70555(6) 0.0293(3) Uani 1 1 d . . . . .
H16 H 0.436140 0.833111 0.714329 0.035 Uiso 1 1 calc R . . . .
C17 C 0.41651(6) 0.64949(11) 0.74095(6) 0.0246(2) Uani 1 1 d . . . . .
C18 C 0.36735(6) 0.54815(11) 0.72780(6) 0.0247(2) Uani 1 1 d . . . . .
H18 H 0.378013 0.469251 0.750166 0.030 Uiso 1 1 calc R . . . .
C19 C 0.48491(6) 0.57278(11) 0.85780(6) 0.0247(2) Uani 1 1 d . . . . .
C20 C 0.56276(6) 0.57393(11) 0.89332(6) 0.0255(2) Uani 1 1 d . . . . .
C21 C 0.60196(6) 0.63829(11) 0.84996(6) 0.0265(2) Uani 1 1 d . . . . .
C22 C 0.55106(6) 0.67808(11) 0.78471(6) 0.0257(2) Uani 1 1 d . . . . .
C23 C 0.67559(7) 0.65993(12) 0.87058(7) 0.0311(3) Uani 1 1 d . . . . .
H23 H 0.701447 0.704953 0.841973 0.037 Uiso 1 1 calc R . . . .
C24 C 0.70985(7) 0.61171(13) 0.93597(7) 0.0349(3) Uani 1 1 d . . . . .
H24 H 0.759571 0.624061 0.951169 0.042 Uiso 1 1 calc R . . . .
C25 C 0.67083(7) 0.54562(13) 0.97866(7) 0.0340(3) Uani 1 1 d . . . . .
H25 H 0.695040 0.513238 1.021704 0.041 Uiso 1 1 calc R . . . .
C26 C 0.59589(7) 0.52676(12) 0.95828(6) 0.0295(3) Uani 1 1 d . . . . .
H26 H 0.569477 0.484186 0.987309 0.035 Uiso 1 1 calc R . . . .
O3 O 0.52812(5) 0.45569(9) 0.67475(5) 0.0383(2) Uani 1 1 d . . . . .
O4 O 0.65512(6) 0.28295(11) 0.51627(5) 0.0452(2) Uani 1 1 d . . . . .
N3 N 0.60929(6) 0.36648(10) 0.61055(6) 0.0339(2) Uani 1 1 d . . . . .
N4 N 0.85472(6) 0.22295(12) 0.70164(7) 0.0419(3) Uani 1 1 d . . . . .
C27 C 0.54015(7) 0.40564(12) 0.62176(7) 0.0324(3) Uani 1 1 d . . . . .
C28 C 0.48792(7) 0.37111(12) 0.55667(7) 0.0330(3) Uani 1 1 d . . . . .
C29 C 0.41334(8) 0.38709(13) 0.54012(7) 0.0361(3) Uani 1 1 d . . . . .
H29 H 0.388044 0.425155 0.571594 0.043 Uiso 1 1 calc R . . . .
C30 C 0.37781(8) 0.34381(13) 0.47441(7) 0.0377(3) Uani 1 1 d . . . . .
H30 H 0.327596 0.352682 0.461720 0.045 Uiso 1 1 calc R . . . .
C31 C 0.41571(8) 0.28752(13) 0.42720(8) 0.0394(3) Uani 1 1 d . . . . .
H31 H 0.390330 0.258139 0.383924 0.047 Uiso 1 1 calc R . . . .
C32 C 0.49071(8) 0.27449(13) 0.44360(7) 0.0377(3) Uani 1 1 d . . . . .
H32 H 0.516300 0.239130 0.411586 0.045 Uiso 1 1 calc R . . . .
C33 C 0.52603(7) 0.31600(12) 0.50926(7) 0.0338(3) Uani 1 1 d . . . . .
C34 C 0.60392(8) 0.31614(12) 0.54150(7) 0.0353(3) Uani 1 1 d . . . . .
C35 C 0.67650(7) 0.38572(13) 0.65791(7) 0.0346(3) Uani 1 1 d . . . . .
C36 C 0.68940(8) 0.49757(13) 0.69780(8) 0.0412(3) Uani 1 1 d . . . . .
H36 H 0.653228 0.559501 0.695771 0.049 Uiso 1 1 calc R . . . .
C37 C 0.75660(8) 0.51519(15) 0.74036(9) 0.0492(4) Uani 1 1 d . . . . .
H37 H 0.765022 0.588511 0.768356 0.059 Uiso 1 1 calc R . . . .
C38 C 0.81186(8) 0.42630(16) 0.74242(9) 0.0487(4) Uani 1 1 d . . . . .
H38 H 0.857529 0.441371 0.770067 0.058 Uiso 1 1 calc R . . . .
C39 C 0.79852(8) 0.31437(14) 0.70283(8) 0.0397(3) Uani 1 1 d . . . . .
C40 C 0.73020(7) 0.29215(13) 0.66210(7) 0.0352(3) Uani 1 1 d . . . . .
H40 H 0.720323 0.215018 0.637695 0.042 Uiso 1 1 calc R . . . .
C41 C 0.89968(7) 0.16726(15) 0.75957(8) 0.0424(3) Uani 1 1 d . . . . .
C42 C 0.90166(8) 0.18600(18) 0.83137(9) 0.0511(4) Uani 1 1 d . . . . .
H42 H 0.871571 0.246034 0.846985 0.061 Uiso 1 1 calc R . . . .
C43 C 0.94952(9) 0.1128(2) 0.87815(10) 0.0606(5) Uani 1 1 d . . . . .
H43 H 0.951624 0.123514 0.926237 0.073 Uiso 1 1 calc R . . . .
C44 C 0.99540(9) 0.0222(2) 0.85512(11) 0.0612(5) Uani 1 1 d . . . . .
H44 H 1.027405 -0.025906 0.887999 0.073 Uiso 1 1 calc R . . . .
C45 C 0.99337(8) 0.00396(17) 0.78434(10) 0.0532(4) Uani 1 1 d . . . . .
H45 H 1.023664 -0.056326 0.769229 0.064 Uiso 1 1 calc R . . . .
C46 C 0.94542(7) 0.07685(15) 0.73556(9) 0.0438(3) Uani 1 1 d . . . . .
C47 C 0.92749(7) 0.07900(14) 0.65958(9) 0.0427(3) Uani 1 1 d . . . . .
C48 C 0.87131(8) 0.16971(14) 0.64025(8) 0.0409(3) Uani 1 1 d . . . . .
C49 C 0.84104(9) 0.19602(16) 0.57024(9) 0.0491(4) Uani 1 1 d . . . . .
H49 H 0.804810 0.257704 0.558088 0.059 Uiso 1 1 calc R . . . .
C50 C 0.86717(10) 0.12635(18) 0.51921(10) 0.0565(4) Uani 1 1 d . . . . .
H50 H 0.847718 0.141270 0.471884 0.068 Uiso 1 1 calc R . . . .
C51 C 0.92154(10) 0.03512(18) 0.53712(10) 0.0586(5) Uani 1 1 d . . . . .
H51 H 0.937320 -0.010697 0.501632 0.070 Uiso 1 1 calc R . . . .
C52 C 0.95280(8) 0.01084(16) 0.60666(10) 0.0520(4) Uani 1 1 d . . . . .
H52 H 0.989882 -0.049497 0.618122 0.062 Uiso 1 1 calc R . . . .


_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 C19 1.2096(14) . ?
O2 C22 1.2090(14) . ?
N1 C1 1.4013(15) . ?
N1 C8 1.3969(15) . ?
N1 C13 1.4189(15) . ?
N2 C17 1.4274(15) . ?
N2 C19 1.4094(14) . ?
N2 C22 1.4105(15) . ?
C1 C2 1.3957(17) . ?
C1 C6 1.4086(17) . ?
C2 C3 1.3869(18) . ?
C3 C4 1.395(2) . ?
C4 C5 1.3763(19) . ?
C5 C6 1.3963(17) . ?
C6 C7 1.4424(17) . ?
C7 C8 1.4045(17) . ?
C7 C12 1.3953(17) . ?
C8 C9 1.3989(17) . ?
C9 C10 1.3841(19) . ?
C10 C11 1.396(2) . ?
C11 C12 1.379(2) . ?
C13 C14 1.3928(17) . ?
C13 C18 1.3902(16) . ?
C14 C15 1.3798(18) . ?
C15 C16 1.3850(18) . ?
C16 C17 1.3905(17) . ?
C17 C18 1.3894(16) . ?
C19 C20 1.4871(16) . ?
C20 C21 1.3897(16) . ?
C20 C26 1.3787(17) . ?
C21 C22 1.4848(17) . ?
C21 C23 1.3786(17) . ?
C23 C24 1.3952(19) . ?
C24 C25 1.3874(19) . ?
C25 C26 1.3970(18) . ?
O3 C27 1.2094(15) . ?
O4 C34 1.2089(16) . ?
N3 C27 1.4153(16) . ?
N3 C34 1.4199(17) . ?
N3 C35 1.4199(18) . ?
N4 C39 1.4221(18) . ?
N4 C41 1.390(2) . ?
N4 C48 1.3992(18) . ?
C27 C28 1.480(2) . ?
C28 C29 1.382(2) . ?
C28 C33 1.3913(17) . ?
C29 C30 1.390(2) . ?
C30 C31 1.3910(19) . ?
C31 C32 1.386(2) . ?
C32 C33 1.382(2) . ?
C33 C34 1.472(2) . ?
C35 C36 1.3895(19) . ?
C35 C40 1.3903(19) . ?
C36 C37 1.376(2) . ?
C37 C38 1.383(2) . ?
C38 C39 1.388(2) . ?
C39 C40 1.386(2) . ?
C41 C42 1.396(2) . ?
C41 C46 1.410(2) . ?
C42 C43 1.373(3) . ?
C43 C44 1.406(3) . ?
C44 C45 1.375(3) . ?
C45 C46 1.393(2) . ?
C46 C47 1.443(2) . ?
C47 C48 1.408(2) . ?
C47 C52 1.402(2) . ?
C48 C49 1.389(2) . ?
C49 C50 1.388(2) . ?
C50 C51 1.385(3) . ?
C51 C52 1.382(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C13 125.61(10) . . ?
C8 N1 C1 108.15(10) . . ?
C8 N1 C13 125.39(10) . . ?
C19 N2 C17 123.72(9) . . ?
C19 N2 C22 111.29(9) . . ?
C22 N2 C17 124.96(9) . . ?
N1 C1 C6 108.72(10) . . ?
C2 C1 N1 129.77(11) . . ?
C2 C1 C6 121.50(11) . . ?
C3 C2 C1 117.10(12) . . ?
C2 C3 C4 121.91(12) . . ?
C5 C4 C3 120.81(12) . . ?
C4 C5 C6 118.81(12) . . ?
C1 C6 C7 107.04(10) . . ?
C5 C6 C1 119.85(11) . . ?
C5 C6 C7 133.08(12) . . ?
C8 C7 C6 106.99(10) . . ?
C12 C7 C6 133.26(12) . . ?
C12 C7 C8 119.75(11) . . ?
N1 C8 C7 109.08(10) . . ?
N1 C8 C9 129.25(11) . . ?
C9 C8 C7 121.64(11) . . ?
C10 C9 C8 117.26(12) . . ?
C9 C10 C11 121.55(12) . . ?
C12 C11 C10 121.03(12) . . ?
C11 C12 C7 118.76(13) . . ?
C14 C13 N1 119.76(10) . . ?
C18 C13 N1 119.98(10) . . ?
C18 C13 C14 120.25(11) . . ?
C15 C14 C13 119.80(11) . . ?
C14 C15 C16 120.82(11) . . ?
C15 C16 C17 118.97(11) . . ?
C16 C17 N2 119.80(11) . . ?
C18 C17 N2 119.11(10) . . ?
C18 C17 C16 121.10(11) . . ?
C17 C18 C13 118.98(11) . . ?
O1 C19 N2 125.24(11) . . ?
O1 C19 C20 128.73(11) . . ?
N2 C19 C20 105.99(9) . . ?
C21 C20 C19 108.19(10) . . ?
C26 C20 C19 130.18(11) . . ?
C26 C20 C21 121.60(11) . . ?
C20 C21 C22 108.62(10) . . ?
C23 C21 C20 121.44(11) . . ?
C23 C21 C22 129.91(11) . . ?
O2 C22 N2 125.71(11) . . ?
O2 C22 C21 128.45(11) . . ?
N2 C22 C21 105.83(9) . . ?
C21 C23 C24 117.48(12) . . ?
C25 C24 C23 120.97(12) . . ?
C24 C25 C26 121.31(12) . . ?
C20 C26 C25 117.17(12) . . ?
C27 N3 C34 110.57(11) . . ?
C27 N3 C35 125.78(11) . . ?
C34 N3 C35 123.35(11) . . ?
C41 N4 C39 126.81(12) . . ?
C41 N4 C48 108.65(12) . . ?
C48 N4 C39 124.47(13) . . ?
O3 C27 N3 125.56(13) . . ?
O3 C27 C28 128.56(12) . . ?
N3 C27 C28 105.88(10) . . ?
C29 C28 C27 129.73(12) . . ?
C29 C28 C33 121.56(13) . . ?
C33 C28 C27 108.72(12) . . ?
C28 C29 C30 117.10(12) . . ?
C29 C30 C31 121.44(13) . . ?
C32 C31 C30 121.08(14) . . ?
C33 C32 C31 117.54(12) . . ?
C28 C33 C34 108.37(12) . . ?
C32 C33 C28 121.25(13) . . ?
C32 C33 C34 130.36(12) . . ?
O4 C34 N3 124.68(14) . . ?
O4 C34 C33 128.98(13) . . ?
N3 C34 C33 106.33(11) . . ?
C36 C35 N3 120.82(12) . . ?
C36 C35 C40 120.43(13) . . ?
C40 C35 N3 118.72(12) . . ?
C37 C36 C35 118.90(13) . . ?
C36 C37 C38 121.46(14) . . ?
C37 C38 C39 119.35(15) . . ?
C38 C39 N4 120.93(13) . . ?
C40 C39 N4 119.02(12) . . ?
C40 C39 C38 120.02(13) . . ?
C39 C40 C35 119.68(12) . . ?
N4 C41 C42 129.68(14) . . ?
N4 C41 C46 108.87(13) . . ?
C42 C41 C46 121.39(15) . . ?
C43 C42 C41 117.77(16) . . ?
C42 C43 C44 121.57(17) . . ?
C45 C44 C43 120.55(17) . . ?
C44 C45 C46 119.23(17) . . ?
C41 C46 C47 106.84(13) . . ?
C45 C46 C41 119.49(16) . . ?
C45 C46 C47 133.61(15) . . ?
C48 C47 C46 107.12(13) . . ?
C52 C47 C46 133.76(15) . . ?
C52 C47 C48 119.10(15) . . ?
N4 C48 C47 108.52(14) . . ?
C49 C48 N4 129.31(14) . . ?
C49 C48 C47 122.17(13) . . ?
C50 C49 C48 117.20(16) . . ?
C51 C50 C49 121.54(17) . . ?
C52 C51 C50 121.33(15) . . ?
C51 C52 C47 118.64(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.370
_oxdiff_exptl_absorpt_empirical_full_min 0.504
####################################################################### 
# 
# 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_tx297_sq
_audit_block_doi                 10.5517/ccdc.csd.cc21pfnv
_database_code_depnum_ccdc_archive 'CCDC 1897437'
loop_
_audit_author_name
_audit_author_address
'Liang Zhang'
;Institute of Chemistry Chinese Academy of Sciences
China
;
_audit_update_record             
;
2019-02-15 deposited with the CCDC.	2019-09-26 downloaded from the CCDC.
;
_audit_creation_date             2019-01-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H16 N2 O2'
_chemical_formula_sum            'C26 H16 N2 O2'
_chemical_formula_weight         388.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNO
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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   44.5283(2)
_cell_length_b                   44.5283(2)
_cell_length_c                   11.03077(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     18941.3(2)
_cell_formula_units_Z            36
_cell_measurement_reflns_used    44494
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      74.9950
_cell_measurement_theta_min      3.4230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.628
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76495
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.14e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             7272
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0113
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       55
_diffrn_reflns_limit_h_min       -55
_diffrn_reflns_limit_k_max       55
_diffrn_reflns_limit_k_min       -55
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            78786
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.623
_diffrn_reflns_theta_min         3.971
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     34.00 120.00   0.50    1.20    --   47.20  51.00-103.00  172
  2  ω     90.00 169.00   0.50    3.00    --  103.25  51.00-103.00  158
  3  ω     90.00 169.00   0.50    3.00    --  103.25  15.00-180.00  158
  4  ω     88.00 169.00   0.50    3.00    --  103.25 102.00 -12.00  162
  5  ω     91.00 169.00   0.50    3.00    --  103.25  45.00  90.00  156
  6  ω     91.00 116.00   0.50    3.00    --  103.25  30.00  60.00   50
  7  ω     31.00 108.00   0.50    3.00    --  103.25 -92.00 -23.00  154
  8  ω     31.00 117.00   0.50    3.00    --  103.25-125.00-150.00  172
  9  ω     32.00 120.00   0.50    1.20    --   47.20  57.00 -30.00  176
 10  ω     25.00 120.00   0.50    1.20    --   47.20  77.00   0.00  190
 11  ω     32.00 120.00   0.50    1.20    --   47.20  57.00-150.00  176
 12  ω    -24.00  62.00   0.50    1.20    --   47.20 -57.00-120.00  172
 13  ω     25.00 120.00   0.50    1.20    --   47.20  77.00 120.00  190
 14  ω    -95.00 -10.00   0.50    1.20    --  -47.20 125.00   0.00  170
 15  ω   -113.00 -24.00   0.50    3.00    --  -99.00  15.00  60.00  178
 16  ω   -112.00 -27.00   0.50    3.00    --  -99.00  45.00  90.00  170
 17  ω   -132.00 -26.00   0.50    3.00    --  -99.00 147.00-128.00  212
 18  ω   -168.00 -86.00   0.50    3.00    --  -99.00 -45.00 -60.00  164
 19  ω   -120.00 -56.00   0.50    1.20    --  -47.20-147.00-177.00  128
 20  ω   -168.00 -82.00   0.50    3.00    --  -99.00-102.00-115.00  172
 21  ω   -168.00 -76.00   0.50    3.00    --  -99.00 -77.00   0.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0109782000
_diffrn_orient_matrix_UB_12      0.0245836000
_diffrn_orient_matrix_UB_13      -0.0573872000
_diffrn_orient_matrix_UB_21      -0.0163596000
_diffrn_orient_matrix_UB_22      0.0015341000
_diffrn_orient_matrix_UB_23      0.1211861000
_diffrn_orient_matrix_UB_31      0.0347520000
_diffrn_orient_matrix_UB_32      0.0314739000
_diffrn_orient_matrix_UB_33      0.0389666000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7613
_reflns_number_total             8547
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         8547
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0434
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0528P)²+15.8202P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1103
_refine_ls_wR_factor_ref         0.1140
_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:
 C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14),
 C17(H17), C18(H18), C19(H19), C20(H20), C23(H23), C24(H24), C25(H25), C26(H26),
  C31(H31), C32(H32), C33(H33), C34(H34), C36(H36), C37(H37), C39(H39),
 C40(H40), C42(H42), C43(H43), C44(H44), C45(H45), C49(H49), C50(H50), C51(H51),
  C52(H52)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.05441(3) 0.39276(3) 0.92947(9) 0.0615(3) Uani 1 1 d . . . . .
O2 O -0.03006(3) 0.42300(3) 0.92206(10) 0.0571(3) Uani 1 1 d . . . . .
N1 N 0.01575(3) 0.41254(3) 0.89744(9) 0.0425(3) Uani 1 1 d . . . . .
N2 N 0.04323(3) 0.45201(3) 0.40786(9) 0.0389(2) Uani 1 1 d . . . . .
C1 C 0.03122(4) 0.39713(4) 0.96509(11) 0.0461(3) Uani 1 1 d . . . . .
C2 C 0.01215(4) 0.38702(4) 1.08277(11) 0.0462(3) Uani 1 1 d . . . . .
C3 C -0.01318(4) 0.39622(3) 1.08014(11) 0.0440(3) Uani 1 1 d . . . . .
C4 C -0.01175(4) 0.41238(3) 0.96115(12) 0.0440(3) Uani 1 1 d . . . . .
C5 C -0.03567(4) 0.38939(4) 1.17632(13) 0.0537(4) Uani 1 1 d . . . . .
H5 H -0.052367 0.396112 1.174725 0.064 Uiso 1 1 calc R . . . .
C6 C -0.03222(5) 0.37211(4) 1.27512(13) 0.0591(4) Uani 1 1 d . . . . .
H6 H -0.047299 0.366570 1.340429 0.071 Uiso 1 1 calc R . . . .
C7 C -0.00683(5) 0.36297(5) 1.27836(13) 0.0648(5) Uani 1 1 d . . . . .
H7 H -0.005063 0.351501 1.346074 0.078 Uiso 1 1 calc R . . . .
C8 C 0.01618(5) 0.37053(5) 1.18256(13) 0.0602(4) Uani 1 1 d . . . . .
H8 H 0.033549 0.364748 1.185455 0.072 Uiso 1 1 calc R . . . .
C9 C 0.02349(4) 0.42258(3) 0.77290(11) 0.0402(3) Uani 1 1 d . . . . .
C10 C 0.05663(4) 0.44709(4) 0.73755(11) 0.0442(3) Uani 1 1 d . . . . .
H10 H 0.074336 0.457133 0.794599 0.053 Uiso 1 1 calc R . . . .
C11 C 0.06336(4) 0.45665(4) 0.61650(11) 0.0428(3) Uani 1 1 d . . . . .
H11 H 0.085650 0.472970 0.592007 0.051 Uiso 1 1 calc R . . . .
C12 C 0.03668(3) 0.44174(3) 0.53195(11) 0.0376(3) Uani 1 1 d . . . . .
C13 C 0.00372(4) 0.41699(4) 0.56789(11) 0.0430(3) Uani 1 1 d . . . . .
H13 H -0.014006 0.406850 0.510951 0.052 Uiso 1 1 calc R . . . .
C14 C -0.00300(4) 0.40723(4) 0.68840(12) 0.0441(3) Uani 1 1 d . . . . .
H14 H -0.025158 0.390483 0.712546 0.053 Uiso 1 1 calc R . . . .
C15 C 0.06766(4) 0.45018(4) 0.33436(11) 0.0413(3) Uani 1 1 d . . . . .
C16 C 0.06766(4) 0.46411(4) 0.21975(11) 0.0429(3) Uani 1 1 d . . . . .
C17 C 0.08998(4) 0.46463(5) 0.12998(13) 0.0576(4) Uani 1 1 d . . . . .
H17 H 0.090704 0.474091 0.054120 0.069 Uiso 1 1 calc R . . . .
C18 C 0.11091(5) 0.45088(6) 0.15582(16) 0.0703(5) Uani 1 1 d . . . . .
H18 H 0.125722 0.450920 0.096313 0.084 Uiso 1 1 calc R . . . .
C19 C 0.11032(5) 0.43692(5) 0.26933(16) 0.0651(4) Uani 1 1 d . . . . .
H19 H 0.124684 0.427713 0.283913 0.078 Uiso 1 1 calc R . . . .
C20 C 0.08888(4) 0.43643(4) 0.36073(14) 0.0520(3) Uani 1 1 d . . . . .
H20 H 0.088659 0.427280 0.436741 0.062 Uiso 1 1 calc R . . . .
C21 C 0.04181(4) 0.47452(3) 0.22366(10) 0.0391(3) Uani 1 1 d . . . . .
C22 C 0.02686(3) 0.46626(3) 0.34051(10) 0.0372(3) Uani 1 1 d . . . . .
C23 C 0.00074(4) 0.47288(4) 0.37476(12) 0.0437(3) Uani 1 1 d . . . . .
H23 H -0.009020 0.467284 0.451796 0.052 Uiso 1 1 calc R . . . .
C24 C -0.01021(4) 0.48823(4) 0.28915(13) 0.0500(3) Uani 1 1 d . . . . .
H24 H -0.027576 0.493122 0.309549 0.060 Uiso 1 1 calc R . . . .
C25 C 0.00425(4) 0.49648(4) 0.17323(13) 0.0513(3) Uani 1 1 d . . . . .
H25 H -0.003708 0.506637 0.117782 0.062 Uiso 1 1 calc R . . . .
C26 C 0.03011(4) 0.48980(4) 0.13979(11) 0.0462(3) Uani 1 1 d . . . . .
H26 H 0.039639 0.495395 0.062420 0.055 Uiso 1 1 calc R . . . .
O3 O 0.14567(3) 0.46272(3) 0.60244(9) 0.0576(3) Uani 1 1 d . . . . .
O4 O 0.23040(3) 0.43294(3) 0.57822(8) 0.0525(3) Uani 1 1 d . . . . .
N3 N 0.21868(3) 0.49760(4) 0.07706(9) 0.0513(3) Uani 1 1 d . . . . .
N4 N 0.19054(3) 0.45194(3) 0.56074(9) 0.0455(3) Uani 1 1 d . . . . .
C27 C 0.20784(3) 0.43707(4) 0.62139(11) 0.0425(3) Uani 1 1 d . . . . .
C28 C 0.19192(3) 0.42781(4) 0.74403(11) 0.0403(3) Uani 1 1 d . . . . .
C29 C 0.16619(3) 0.43662(4) 0.75105(11) 0.0416(3) Uani 1 1 d . . . . .
C30 C 0.16476(4) 0.45229(4) 0.63371(11) 0.0447(3) Uani 1 1 d . . . . .
C31 C 0.14641(4) 0.43018(4) 0.85450(12) 0.0481(3) Uani 1 1 d . . . . .
H31 H 0.129195 0.436144 0.859623 0.058 Uiso 1 1 calc R . . . .
C32 C 0.15336(4) 0.41440(4) 0.95059(11) 0.0482(3) Uani 1 1 d . . . . .
H32 H 0.140531 0.409761 1.021615 0.058 Uiso 1 1 calc R . . . .
C33 C 0.17891(4) 0.40542(4) 0.94322(11) 0.0462(3) Uani 1 1 d . . . . .
H33 H 0.182688 0.394614 1.008838 0.055 Uiso 1 1 calc R . . . .
C34 C 0.19901(4) 0.41228(4) 0.83946(11) 0.0443(3) Uani 1 1 d . . . . .
H34 H 0.216474 0.406657 0.834552 0.053 Uiso 1 1 calc R . . . .
C35 C 0.19758(4) 0.46362(4) 0.43762(11) 0.0456(3) Uani 1 1 d . . . . .
C36 C 0.19595(3) 0.44107(4) 0.34795(11) 0.0446(3) Uani 1 1 d . . . . .
H36 H 0.190183 0.418495 0.367605 0.054 Uiso 1 1 calc R . . . .
C37 C 0.20298(4) 0.45236(4) 0.22861(11) 0.0450(3) Uani 1 1 d . . . . .
H37 H 0.201956 0.437339 0.168053 0.054 Uiso 1 1 calc R . . . .
C38 C 0.21157(4) 0.48616(4) 0.19949(11) 0.0486(3) Uani 1 1 d . . . . .
C39 C 0.21309(5) 0.50856(5) 0.28986(13) 0.0604(4) Uani 1 1 d . . . . .
H39 H 0.218796 0.531128 0.270414 0.072 Uiso 1 1 calc R . . . .
C40 C 0.20609(5) 0.49730(5) 0.40939(12) 0.0568(4) Uani 1 1 d . . . . .
H40 H 0.207110 0.512268 0.470114 0.068 Uiso 1 1 calc R . . . .
C41 C 0.24127(4) 0.49385(4) -0.00082(11) 0.0455(3) Uani 1 1 d . . . . .
C42 C 0.26224(4) 0.47956(4) 0.02069(12) 0.0460(3) Uani 1 1 d . . . . .
H42 H 0.262241 0.469925 0.095501 0.055 Uiso 1 1 calc R . . . .
C43 C 0.28313(4) 0.48016(4) -0.07317(13) 0.0495(3) Uani 1 1 d . . . . .
H43 H 0.297609 0.470990 -0.060645 0.059 Uiso 1 1 calc R . . . .
C44 C 0.28302(4) 0.49418(4) -0.18613(13) 0.0536(4) Uani 1 1 d . . . . .
H44 H 0.297080 0.493893 -0.247947 0.064 Uiso 1 1 calc R . . . .
C45 C 0.26229(4) 0.50844(4) -0.20687(12) 0.0555(4) Uani 1 1 d . . . . .
H45 H 0.262344 0.517876 -0.282137 0.067 Uiso 1 1 calc R . . . .
C46 C 0.24123(4) 0.50857(4) -0.11386(12) 0.0505(3) Uani 1 1 d . . . . .
C47 C 0.21735(5) 0.52141(5) -0.10457(12) 0.0596(4) Uani 1 1 d . . . . .
C48 C 0.20430(5) 0.51470(5) 0.01454(12) 0.0577(4) Uani 1 1 d . . . . .
C49 C 0.17986(6) 0.52331(6) 0.05297(14) 0.0738(6) Uani 1 1 d . . . . .
H49 H 0.171580 0.519074 0.132156 0.089 Uiso 1 1 calc R . . . .
C50 C 0.16827(7) 0.53836(7) -0.03032(16) 0.0922(8) Uani 1 1 d . . . . .
H50 H 0.151744 0.544145 -0.006854 0.111 Uiso 1 1 calc R . . . .
C51 C 0.18076(7) 0.54505(7) -0.14839(16) 0.0986(8) Uani 1 1 d . . . . .
H51 H 0.172504 0.555234 -0.202565 0.118 Uiso 1 1 calc R . . . .
C52 C 0.20516(6) 0.53680(6) -0.18617(14) 0.0816(7) Uani 1 1 d . . . . .
H52 H 0.213459 0.541426 -0.265309 0.098 Uiso 1 1 calc R . . . .


_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 C1 1.2080(18) . ?
O2 C4 1.2083(17) . ?
N1 C1 1.4055(17) . ?
N1 C4 1.4085(18) . ?
N1 C9 1.4324(16) . ?
N2 C12 1.4263(15) . ?
N2 C15 1.3915(16) . ?
N2 C22 1.3961(15) . ?
C1 C2 1.4921(19) . ?
C2 C3 1.380(2) . ?
C2 C8 1.3835(19) . ?
C3 C4 1.4828(18) . ?
C3 C5 1.384(2) . ?
C5 C6 1.386(2) . ?
C6 C7 1.381(3) . ?
C7 C8 1.391(2) . ?
C9 C10 1.382(2) . ?
C9 C14 1.3860(18) . ?
C10 C11 1.3879(18) . ?
C11 C12 1.3905(18) . ?
C12 C13 1.3815(19) . ?
C13 C14 1.3839(18) . ?
C15 C16 1.4083(18) . ?
C15 C20 1.3895(19) . ?
C16 C17 1.3948(19) . ?
C16 C21 1.4403(19) . ?
C17 C18 1.377(2) . ?
C18 C19 1.392(3) . ?
C19 C20 1.381(2) . ?
C21 C22 1.4125(17) . ?
C21 C26 1.3948(18) . ?
C22 C23 1.3874(19) . ?
C23 C24 1.3891(18) . ?
C24 C25 1.396(2) . ?
C25 C26 1.375(2) . ?
O3 C30 1.2047(16) . ?
O4 C27 1.2061(16) . ?
N3 C38 1.4221(15) . ?
N3 C41 1.3949(17) . ?
N3 C48 1.3974(17) . ?
N4 C27 1.4105(16) . ?
N4 C30 1.4086(16) . ?
N4 C35 1.4318(15) . ?
C27 C28 1.4867(16) . ?
C28 C29 1.3865(18) . ?
C28 C34 1.3799(17) . ?
C29 C30 1.4869(17) . ?
C29 C31 1.3811(17) . ?
C31 C32 1.389(2) . ?
C32 C33 1.384(2) . ?
C33 C34 1.3897(18) . ?
C35 C36 1.385(2) . ?
C35 C40 1.386(2) . ?
C36 C37 1.3879(17) . ?
C37 C38 1.393(2) . ?
C38 C39 1.388(2) . ?
C39 C40 1.3896(19) . ?
C41 C42 1.3884(19) . ?
C41 C46 1.4092(18) . ?
C42 C43 1.3830(19) . ?
C43 C44 1.395(2) . ?
C44 C45 1.376(2) . ?
C45 C46 1.3918(19) . ?
C46 C47 1.441(2) . ?
C47 C48 1.4069(19) . ?
C47 C52 1.395(2) . ?
C48 C49 1.388(2) . ?
C49 C50 1.380(2) . ?
C50 C51 1.389(2) . ?
C51 C52 1.374(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C4 111.70(11) . . ?
C1 N1 C9 124.14(11) . . ?
C4 N1 C9 123.58(11) . . ?
C15 N2 C12 125.52(10) . . ?
C15 N2 C22 108.53(10) . . ?
C22 N2 C12 125.93(10) . . ?
O1 C1 N1 124.97(12) . . ?
O1 C1 C2 129.61(13) . . ?
N1 C1 C2 105.39(12) . . ?
C3 C2 C1 108.57(11) . . ?
C3 C2 C8 121.09(14) . . ?
C8 C2 C1 130.33(14) . . ?
C2 C3 C4 108.64(12) . . ?
C2 C3 C5 121.85(13) . . ?
C5 C3 C4 129.49(14) . . ?
O2 C4 N1 125.09(13) . . ?
O2 C4 C3 129.20(13) . . ?
N1 C4 C3 105.70(11) . . ?
C3 C5 C6 117.11(16) . . ?
C7 C6 C5 121.23(15) . . ?
C6 C7 C8 121.44(15) . . ?
C2 C8 C7 117.25(16) . . ?
C10 C9 N1 120.82(12) . . ?
C10 C9 C14 120.60(12) . . ?
C14 C9 N1 118.58(12) . . ?
C9 C10 C11 119.68(12) . . ?
C10 C11 C12 119.80(13) . . ?
C11 C12 N2 120.11(12) . . ?
C13 C12 N2 119.77(11) . . ?
C13 C12 C11 120.12(12) . . ?
C12 C13 C14 120.18(12) . . ?
C13 C14 C9 119.61(13) . . ?
N2 C15 C16 108.96(11) . . ?
C20 C15 N2 128.87(12) . . ?
C20 C15 C16 122.14(13) . . ?
C15 C16 C21 106.92(11) . . ?
C17 C16 C15 119.18(13) . . ?
C17 C16 C21 133.88(13) . . ?
C18 C17 C16 118.73(15) . . ?
C17 C18 C19 121.27(15) . . ?
C20 C19 C18 121.46(15) . . ?
C19 C20 C15 117.20(15) . . ?
C22 C21 C16 106.99(11) . . ?
C26 C21 C16 133.69(12) . . ?
C26 C21 C22 119.32(12) . . ?
N2 C22 C21 108.57(11) . . ?
C23 C22 N2 129.45(11) . . ?
C23 C22 C21 121.97(11) . . ?
C22 C23 C24 117.20(13) . . ?
C23 C24 C25 121.54(14) . . ?
C26 C25 C24 120.98(12) . . ?
C25 C26 C21 119.01(12) . . ?
C41 N3 C38 125.92(11) . . ?
C41 N3 C48 108.39(11) . . ?
C48 N3 C38 125.69(11) . . ?
C27 N4 C35 123.28(10) . . ?
C30 N4 C27 111.93(10) . . ?
C30 N4 C35 124.73(11) . . ?
O4 C27 N4 125.19(11) . . ?
O4 C27 C28 129.41(12) . . ?
N4 C27 C28 105.39(10) . . ?
C29 C28 C27 108.61(11) . . ?
C34 C28 C27 129.52(12) . . ?
C34 C28 C29 121.85(12) . . ?
C28 C29 C30 108.64(11) . . ?
C31 C29 C28 121.25(12) . . ?
C31 C29 C30 130.10(12) . . ?
O3 C30 N4 125.21(12) . . ?
O3 C30 C29 129.35(12) . . ?
N4 C30 C29 105.42(11) . . ?
C29 C31 C32 117.07(13) . . ?
C33 C32 C31 121.63(12) . . ?
C32 C33 C34 121.14(12) . . ?
C28 C34 C33 117.04(13) . . ?
C36 C35 N4 119.43(13) . . ?
C36 C35 C40 120.72(12) . . ?
C40 C35 N4 119.85(13) . . ?
C35 C36 C37 119.61(14) . . ?
C36 C37 C38 120.04(13) . . ?
C37 C38 N3 119.87(13) . . ?
C39 C38 N3 120.16(14) . . ?
C39 C38 C37 119.98(12) . . ?
C38 C39 C40 120.03(15) . . ?
C35 C40 C39 119.63(14) . . ?
N3 C41 C46 108.70(12) . . ?
C42 C41 N3 129.80(12) . . ?
C42 C41 C46 121.47(12) . . ?
C43 C42 C41 117.58(13) . . ?
C42 C43 C44 121.65(14) . . ?
C45 C44 C43 120.54(13) . . ?
C44 C45 C46 119.23(13) . . ?
C41 C46 C47 107.12(12) . . ?
C45 C46 C41 119.52(14) . . ?
C45 C46 C47 133.36(13) . . ?
C48 C47 C46 106.90(12) . . ?
C52 C47 C46 133.99(14) . . ?
C52 C47 C48 119.06(14) . . ?
N3 C48 C47 108.87(12) . . ?
C49 C48 N3 129.46(13) . . ?
C49 C48 C47 121.61(13) . . ?
C50 C49 C48 117.75(14) . . ?
C49 C50 C51 121.44(17) . . ?
C52 C51 C50 120.83(16) . . ?
C51 C52 C47 119.30(15) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.372
_oxdiff_exptl_absorpt_empirical_full_min 0.664
