# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# 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_yzp029
_database_code_depnum_ccdc_archive 'CCDC 2120330'
loop_
_audit_author_name
_audit_author_address
'Yuqiao Zhou'
;College of Chemistry, Sichuan University, Chengdu, China
China
;
_audit_update_record             
;
2021-11-05 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H11 F3 N4 O2'
_chemical_formula_sum            'C17 H11 F3 N4 O2'
_chemical_formula_weight         360.30

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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   16.5366(7)
_cell_length_b                   13.2575(6)
_cell_length_c                   7.2540(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.407(2)
_cell_angle_gamma                90
_cell_volume                     1585.62(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      68.27

_exptl_crystal_description       flake
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.808
_exptl_crystal_size_mid          0.276
_exptl_crystal_size_min          0.084
_exptl_absorpt_coefficient_mu    1.092
_shelx_estimated_absorpt_T_min   0.472
_shelx_estimated_absorpt_T_max   0.914
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5375
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18466
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.680
_diffrn_reflns_theta_max         68.377
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             2857
_reflns_number_gt                2442
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0841P)²+1.0997P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0021(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2857
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0612
_refine_ls_wR_factor_ref         0.1573
_refine_ls_wR_factor_gt          0.1447
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.01110(15) 0.5093(2) 0.2671(4) 0.1017(9) Uani 1 1 d . . . . .
F2 F -0.02844(12) 0.3744(3) 0.3783(4) 0.1016(10) Uani 1 1 d . . . . .
F3 F 0.01605(17) 0.3741(3) 0.1146(4) 0.1300(15) Uani 1 1 d . . . . .
O1 O 0.59609(9) 0.38191(11) 0.5575(2) 0.0285(4) Uani 1 1 d . . . . .
O2 O 0.49073(9) 0.07246(11) 0.6830(2) 0.0305(4) Uani 1 1 d . . . . .
N1 N 0.57041(10) 0.21470(12) 0.6384(2) 0.0223(4) Uani 1 1 d . . . . .
N2 N 0.48213(11) 0.33333(12) 0.7032(3) 0.0238(4) Uani 1 1 d . . . . .
N3 N 0.44777(10) 0.23585(12) 0.7387(2) 0.0238(4) Uani 1 1 d . . . . .
N4 N 0.36763(11) 0.23229(13) 0.6570(3) 0.0255(4) Uani 1 1 d . . . . .
C1 C 0.55427(12) 0.31862(14) 0.6221(3) 0.0216(4) Uani 1 1 d . . . . .
C2 C 0.50220(12) 0.16138(15) 0.6818(3) 0.0231(4) Uani 1 1 d . . . . .
C3 C 0.34845(13) 0.32164(15) 0.6024(3) 0.0242(4) Uani 1 1 d . . . . .
C4 C 0.41573(12) 0.39867(15) 0.6302(3) 0.0276(5) Uani 1 1 d . . . . .
H4A H 0.427841 0.430823 0.512210 0.033 Uiso 1 1 calc R U . . .
H4B H 0.402895 0.451330 0.720165 0.033 Uiso 1 1 calc R U . . .
C11 C 0.64667(13) 0.16925(15) 0.6039(3) 0.0237(4) Uani 1 1 d . . . . .
C12 C 0.71775(14) 0.21565(17) 0.6756(3) 0.0320(5) Uani 1 1 d . . . . .
H12 H 0.715858 0.276316 0.744828 0.038 Uiso 1 1 calc R U . . .
C13 C 0.79158(15) 0.1714(2) 0.6437(4) 0.0423(6) Uani 1 1 d . . . . .
H13 H 0.840730 0.202871 0.689130 0.051 Uiso 1 1 calc R U . . .
C14 C 0.79413(16) 0.0817(2) 0.5465(4) 0.0433(6) Uani 1 1 d . . . . .
H14 H 0.844840 0.051128 0.528066 0.052 Uiso 1 1 calc R U . . .
C15 C 0.72274(16) 0.03649(17) 0.4758(4) 0.0367(6) Uani 1 1 d . . . . .
H15 H 0.724740 -0.024810 0.408522 0.044 Uiso 1 1 calc R U . . .
C16 C 0.64792(14) 0.08057(15) 0.5032(3) 0.0268(5) Uani 1 1 d . . . . .
H16 H 0.598867 0.050360 0.453683 0.032 Uiso 1 1 calc R U . . .
C21 C 0.26648(13) 0.34570(17) 0.5195(3) 0.0278(5) Uani 1 1 d . . . . .
C22 C 0.24294(15) 0.44556(19) 0.4943(4) 0.0381(6) Uani 1 1 d . . . . .
H22 H 0.279701 0.498458 0.529389 0.046 Uiso 1 1 calc R U . . .
C23 C 0.16507(17) 0.4680(2) 0.4172(4) 0.0458(7) Uani 1 1 d . . . . .
H23 H 0.148612 0.536226 0.399654 0.055 Uiso 1 1 calc R U . . .
C24 C 0.11225(16) 0.3908(2) 0.3667(4) 0.0442(6) Uani 1 1 d . . . . .
C25 C 0.13544(16) 0.2909(2) 0.3908(4) 0.0458(6) Uani 1 1 d . . . . .
H25 H 0.098751 0.238244 0.354061 0.055 Uiso 1 1 calc R U . . .
C26 C 0.21245(15) 0.26837(19) 0.4687(4) 0.0385(6) Uani 1 1 d . . . . .
H26 H 0.228342 0.200052 0.487500 0.046 Uiso 1 1 calc R U . . .
C27 C 0.02850(19) 0.4130(3) 0.2792(5) 0.0636(9) 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
F1 C27 1.311(5) . ?
F2 C27 1.330(5) . ?
F3 C27 1.302(4) . ?
O1 C1 1.205(3) . ?
O2 C2 1.194(3) . ?
N1 C2 1.388(3) . ?
N1 C1 1.407(2) . ?
N1 C11 1.437(3) . ?
N2 C1 1.384(3) . ?
N2 N3 1.443(2) . ?
N2 C4 1.465(3) . ?
N3 N4 1.410(2) . ?
N3 C2 1.419(3) . ?
N4 C3 1.281(3) . ?
C3 C21 1.475(3) . ?
C3 C4 1.512(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C11 C16 1.385(3) . ?
C11 C12 1.392(3) . ?
C12 C13 1.390(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.396(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.388(3) . ?
C21 C26 1.391(3) . ?
C22 C23 1.396(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.377(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.386(4) . ?
C24 C27 1.507(4) . ?
C25 C26 1.386(4) . ?
C25 H25 0.9500 . ?
C26 H26 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
C2 N1 C1 111.45(16) . . ?
C2 N1 C11 124.43(17) . . ?
C1 N1 C11 124.03(17) . . ?
C1 N2 N3 108.29(15) . . ?
C1 N2 C4 125.19(18) . . ?
N3 N2 C4 107.44(15) . . ?
N4 N3 C2 116.82(16) . . ?
N4 N3 N2 108.97(15) . . ?
C2 N3 N2 107.70(15) . . ?
C3 N4 N3 107.54(17) . . ?
O1 C1 N2 127.34(18) . . ?
O1 C1 N1 127.14(19) . . ?
N2 C1 N1 105.46(16) . . ?
O2 C2 N1 129.6(2) . . ?
O2 C2 N3 125.46(19) . . ?
N1 C2 N3 104.86(16) . . ?
N4 C3 C21 121.60(19) . . ?
N4 C3 C4 114.90(19) . . ?
C21 C3 C4 123.50(18) . . ?
N2 C4 C3 99.91(16) . . ?
N2 C4 H4A 111.8 . . ?
C3 C4 H4A 111.8 . . ?
N2 C4 H4B 111.8 . . ?
C3 C4 H4B 111.8 . . ?
H4A C4 H4B 109.5 . . ?
C16 C11 C12 121.7(2) . . ?
C16 C11 N1 119.79(19) . . ?
C12 C11 N1 118.48(18) . . ?
C13 C12 C11 118.6(2) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C14 C13 C12 120.6(2) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 120.1(2) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C16 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C11 C16 C15 118.7(2) . . ?
C11 C16 H16 120.7 . . ?
C15 C16 H16 120.7 . . ?
C22 C21 C26 120.0(2) . . ?
C22 C21 C3 120.0(2) . . ?
C26 C21 C3 120.0(2) . . ?
C21 C22 C23 119.8(2) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C24 C23 C22 119.7(3) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 120.9(2) . . ?
C23 C24 C27 120.7(3) . . ?
C25 C24 C27 118.4(3) . . ?
C24 C25 C26 119.6(3) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C25 C26 C21 120.0(2) . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
F3 C27 F1 107.8(3) . . ?
F3 C27 F2 105.9(4) . . ?
F1 C27 F2 104.5(3) . . ?
F3 C27 C24 112.6(3) . . ?
F1 C27 C24 114.1(3) . . ?
F2 C27 C24 111.3(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N2 N3 N4 -125.99(17) . . . . ?
C4 N2 N3 N4 11.7(2) . . . . ?
C1 N2 N3 C2 1.6(2) . . . . ?
C4 N2 N3 C2 139.37(17) . . . . ?
C2 N3 N4 C3 -131.62(19) . . . . ?
N2 N3 N4 C3 -9.3(2) . . . . ?
N3 N2 C1 O1 172.5(2) . . . . ?
C4 N2 C1 O1 44.3(3) . . . . ?
N3 N2 C1 N1 -10.0(2) . . . . ?
C4 N2 C1 N1 -138.27(19) . . . . ?
C2 N1 C1 O1 -167.0(2) . . . . ?
C11 N1 C1 O1 9.6(3) . . . . ?
C2 N1 C1 N2 15.5(2) . . . . ?
C11 N1 C1 N2 -167.83(18) . . . . ?
C1 N1 C2 O2 169.4(2) . . . . ?
C11 N1 C2 O2 -7.2(3) . . . . ?
C1 N1 C2 N3 -14.3(2) . . . . ?
C11 N1 C2 N3 169.01(18) . . . . ?
N4 N3 C2 O2 -53.1(3) . . . . ?
N2 N3 C2 O2 -176.0(2) . . . . ?
N4 N3 C2 N1 130.48(17) . . . . ?
N2 N3 C2 N1 7.5(2) . . . . ?
N3 N4 C3 C21 -176.51(18) . . . . ?
N3 N4 C3 C4 3.4(2) . . . . ?
C1 N2 C4 C3 119.7(2) . . . . ?
N3 N2 C4 C3 -8.9(2) . . . . ?
N4 C3 C4 N2 3.7(2) . . . . ?
C21 C3 C4 N2 -176.47(19) . . . . ?
C2 N1 C11 C16 40.0(3) . . . . ?
C1 N1 C11 C16 -136.2(2) . . . . ?
C2 N1 C11 C12 -139.2(2) . . . . ?
C1 N1 C11 C12 44.6(3) . . . . ?
C16 C11 C12 C13 0.3(4) . . . . ?
N1 C11 C12 C13 179.4(2) . . . . ?
C11 C12 C13 C14 -1.5(4) . . . . ?
C12 C13 C14 C15 1.6(4) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C12 C11 C16 C15 0.9(3) . . . . ?
N1 C11 C16 C15 -178.28(19) . . . . ?
C14 C15 C16 C11 -0.8(3) . . . . ?
N4 C3 C21 C22 167.8(2) . . . . ?
C4 C3 C21 C22 -12.1(3) . . . . ?
N4 C3 C21 C26 -11.5(3) . . . . ?
C4 C3 C21 C26 168.7(2) . . . . ?
C26 C21 C22 C23 -0.3(4) . . . . ?
C3 C21 C22 C23 -179.5(2) . . . . ?
C21 C22 C23 C24 0.0(4) . . . . ?
C22 C23 C24 C25 -0.2(4) . . . . ?
C22 C23 C24 C27 -178.6(3) . . . . ?
C23 C24 C25 C26 0.8(4) . . . . ?
C27 C24 C25 C26 179.2(3) . . . . ?
C24 C25 C26 C21 -1.1(4) . . . . ?
C22 C21 C26 C25 0.8(4) . . . . ?
C3 C21 C26 C25 -180.0(2) . . . . ?
C23 C24 C27 F3 119.8(4) . . . . ?
C25 C24 C27 F3 -58.6(5) . . . . ?
C23 C24 C27 F1 -3.5(5) . . . . ?
C25 C24 C27 F1 178.1(3) . . . . ?
C23 C24 C27 F2 -121.4(4) . . . . ?
C25 C24 C27 F2 60.1(4) . . . . ?

_refine_diff_density_max         0.360
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.068


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CDCl3'
####################################################################### 
# 
# 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_yzp030
_database_code_depnum_ccdc_archive 'CCDC 2133031'
loop_
_audit_author_name
_audit_author_address
'Yuqiao Zhou'
;College of Chemistry, Sichuan University, Chengdu, China
China
;
_audit_update_record             
;
2022-01-07 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_STRVA01_yzp030              
;
PROBLEM: Flack test results are ambiguous.
RESPONSE: Note that the Friedel pairs of the data set is not
 sufficient to determine the absolute configuration. In this
 case, the structural data alone should not be used to confirm
 absolute stereochemistry, but should be used in conjunction
 with the established stereochemistry of the precursor compound.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H18 N4 O3'
_chemical_formula_sum            'C23 H18 N4 O3'
_chemical_formula_weight         398.41

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   6.9981(2)
_cell_length_b                   8.0024(3)
_cell_length_c                   33.3161(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1865.75(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6707
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      72.40

_exptl_crystal_description       flake
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.533
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.046
_exptl_absorpt_coefficient_mu    0.790
_shelx_estimated_absorpt_T_min   0.678
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5555
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8416
_diffrn_reflns_av_unetI/netI     0.0662
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.652
_diffrn_reflns_theta_max         72.396
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_point_group_measured_fraction_full 0.940
_reflns_number_total             3460
_reflns_number_gt                3241
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.652
_reflns_Friedel_fraction_max     0.892
_reflns_Friedel_fraction_full    0.905

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0643P)²+0.5395P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0032(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1228 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.33(18)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         3460
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1327
_refine_ls_wR_factor_gt          0.1231
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2116(3) 0.3786(3) 0.51247(7) 0.0312(5) Uani 1 1 d . . . . .
O2 O -0.2607(3) 0.5605(3) 0.42661(7) 0.0323(5) Uani 1 1 d . . . . .
O3 O 1.1346(4) 0.4390(3) 0.14886(7) 0.0379(6) Uani 1 1 d . . . . .
N1 N 0.1435(4) 0.3258(3) 0.44585(8) 0.0265(6) Uani 1 1 d . . . . .
N2 N -0.0022(4) 0.3795(4) 0.41888(8) 0.0262(6) Uani 1 1 d . . . . .
N3 N 0.0810(4) 0.4231(3) 0.38227(7) 0.0263(6) Uani 1 1 d . . . . .
N4 N -0.0591(3) 0.4826(3) 0.47938(7) 0.0226(5) Uani 1 1 d . . . . .
C1 C 0.1135(4) 0.3962(4) 0.48292(9) 0.0238(6) Uani 1 1 d . . . . .
C2 C -0.1252(4) 0.4874(4) 0.43987(9) 0.0245(6) Uani 1 1 d . . . . .
C3 C 0.3187(5) 0.3037(4) 0.42320(9) 0.0287(7) Uani 1 1 d . . . . .
H3A H 0.353516 0.184258 0.420588 0.034 Uiso 1 1 calc R U . . .
H3B H 0.426570 0.366031 0.435259 0.034 Uiso 1 1 calc R U . . .
C4 C 0.2575(4) 0.3783(4) 0.38328(9) 0.0247(6) Uani 1 1 d . . . . .
C11 C -0.1573(4) 0.5596(4) 0.51241(8) 0.0221(6) Uani 1 1 d . . . . .
C12 C -0.0567(4) 0.6654(4) 0.53797(9) 0.0242(6) Uani 1 1 d . . . . .
H12 H 0.074210 0.689815 0.533205 0.029 Uiso 1 1 calc R U . . .
C13 C -0.1518(5) 0.7345(4) 0.57059(9) 0.0267(6) Uani 1 1 d . . . . .
H13 H -0.085476 0.807570 0.588203 0.032 Uiso 1 1 calc R U . . .
C14 C -0.3419(5) 0.6981(4) 0.57771(9) 0.0273(6) Uani 1 1 d . . . . .
H14 H -0.404298 0.743554 0.600551 0.033 Uiso 1 1 calc R U . . .
C15 C -0.4422(4) 0.5946(4) 0.55141(9) 0.0275(6) Uani 1 1 d . . . . .
H15 H -0.573610 0.571585 0.555937 0.033 Uiso 1 1 calc R U . . .
C16 C -0.3491(4) 0.5256(4) 0.51861(9) 0.0239(6) Uani 1 1 d . . . . .
H16 H -0.416478 0.455437 0.500487 0.029 Uiso 1 1 calc R U . . .
C21 C 0.3861(4) 0.3922(4) 0.34894(9) 0.0247(6) Uani 1 1 d . . . . .
C22 C 0.5701(5) 0.3297(4) 0.35108(9) 0.0290(7) Uani 1 1 d . . . . .
H22 H 0.614151 0.282047 0.375506 0.035 Uiso 1 1 calc R U . . .
C23 C 0.6917(4) 0.3354(4) 0.31805(9) 0.0270(7) Uani 1 1 d . . . . .
H23 H 0.817785 0.292598 0.320418 0.032 Uiso 1 1 calc R U . . .
C24 C 0.6315(5) 0.4033(4) 0.28131(9) 0.0249(6) Uani 1 1 d . . . . .
C25 C 0.4449(5) 0.4659(4) 0.27967(9) 0.0299(7) Uani 1 1 d . . . . .
H25 H 0.399855 0.512595 0.255221 0.036 Uiso 1 1 calc R U . . .
C26 C 0.3241(5) 0.4619(4) 0.31248(10) 0.0305(7) Uani 1 1 d . . . . .
H26 H 0.198635 0.506514 0.310385 0.037 Uiso 1 1 calc R U . . .
C31 C 0.7605(4) 0.4050(4) 0.24617(8) 0.0236(6) Uani 1 1 d . . . . .
C32 C 0.9210(5) 0.3028(4) 0.24413(10) 0.0315(7) Uani 1 1 d . . . . .
H32 H 0.944319 0.226265 0.265369 0.038 Uiso 1 1 calc R U . . .
C33 C 1.0481(5) 0.3085(4) 0.21231(10) 0.0314(7) Uani 1 1 d . . . . .
H33 H 1.156753 0.237352 0.212078 0.038 Uiso 1 1 calc R U . . .
C34 C 1.0165(4) 0.4177(4) 0.18092(9) 0.0270(6) Uani 1 1 d . . . . .
C35 C 0.8526(5) 0.5171(4) 0.18133(10) 0.0332(7) Uani 1 1 d . . . . .
H35 H 0.826436 0.588874 0.159299 0.040 Uiso 1 1 calc R U . . .
C36 C 0.7282(5) 0.5120(4) 0.21338(9) 0.0280(6) Uani 1 1 d . . . . .
H36 H 0.618711 0.582138 0.213327 0.034 Uiso 1 1 calc R U . . .
C37 C 1.3056(6) 0.3444(6) 0.14789(12) 0.0489(10) Uani 1 1 d . . . . .
H37A H 1.381353 0.376893 0.124406 0.073 Uiso 1 1 calc R U . . .
H37B H 1.274435 0.225221 0.146217 0.073 Uiso 1 1 calc R U . . .
H37C H 1.379389 0.365649 0.172363 0.073 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 C1 1.208(4) . ?
O2 C2 1.199(4) . ?
O3 C34 1.361(4) . ?
O3 C37 1.416(5) . ?
N1 C1 1.373(4) . ?
N1 N2 1.425(4) . ?
N1 C3 1.451(4) . ?
N2 N3 1.396(3) . ?
N2 C2 1.405(4) . ?
N3 C4 1.287(4) . ?
N4 C2 1.396(4) . ?
N4 C1 1.397(4) . ?
N4 C11 1.436(4) . ?
C3 C4 1.520(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C21 1.460(4) . ?
C11 C16 1.385(4) . ?
C11 C12 1.392(4) . ?
C12 C13 1.389(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.382(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.395(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.387(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.383(5) . ?
C21 C26 1.406(4) . ?
C22 C23 1.392(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.404(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.399(5) . ?
C24 C31 1.479(4) . ?
C25 C26 1.383(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.391(5) . ?
C31 C36 1.406(4) . ?
C32 C33 1.384(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.381(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.396(5) . ?
C35 C36 1.378(5) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C34 O3 C37 117.6(3) . . ?
C1 N1 N2 109.5(2) . . ?
C1 N1 C3 130.3(3) . . ?
N2 N1 C3 108.3(2) . . ?
N3 N2 C2 122.4(3) . . ?
N3 N2 N1 109.1(2) . . ?
C2 N2 N1 108.0(2) . . ?
C4 N3 N2 107.9(3) . . ?
C2 N4 C1 112.3(2) . . ?
C2 N4 C11 123.5(2) . . ?
C1 N4 C11 124.2(2) . . ?
O1 C1 N1 126.7(3) . . ?
O1 C1 N4 128.1(3) . . ?
N1 C1 N4 105.0(2) . . ?
O2 C2 N4 128.5(3) . . ?
O2 C2 N2 126.9(3) . . ?
N4 C2 N2 104.5(2) . . ?
N1 C3 C4 99.7(2) . . ?
N1 C3 H3A 111.8 . . ?
C4 C3 H3A 111.8 . . ?
N1 C3 H3B 111.8 . . ?
C4 C3 H3B 111.8 . . ?
H3A C3 H3B 109.6 . . ?
N3 C4 C21 123.4(3) . . ?
N3 C4 C3 113.8(3) . . ?
C21 C4 C3 122.8(3) . . ?
C16 C11 C12 121.2(3) . . ?
C16 C11 N4 119.6(3) . . ?
C12 C11 N4 119.2(3) . . ?
C13 C12 C11 118.6(3) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 120.1(3) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 119.6(3) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C11 C16 C15 119.7(3) . . ?
C11 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C22 C21 C26 118.4(3) . . ?
C22 C21 C4 120.4(3) . . ?
C26 C21 C4 121.1(3) . . ?
C21 C22 C23 121.1(3) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
C22 C23 C24 121.2(3) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C23 116.9(3) . . ?
C25 C24 C31 122.4(3) . . ?
C23 C24 C31 120.7(3) . . ?
C26 C25 C24 122.1(3) . . ?
C26 C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
C25 C26 C21 120.2(3) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?
C32 C31 C36 116.7(3) . . ?
C32 C31 C24 121.8(3) . . ?
C36 C31 C24 121.5(3) . . ?
C33 C32 C31 122.5(3) . . ?
C33 C32 H32 118.8 . . ?
C31 C32 H32 118.8 . . ?
C34 C33 C32 119.9(3) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
O3 C34 C33 125.2(3) . . ?
O3 C34 C35 115.8(3) . . ?
C33 C34 C35 119.0(3) . . ?
C36 C35 C34 120.7(3) . . ?
C36 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C35 C36 C31 121.2(3) . . ?
C35 C36 H36 119.4 . . ?
C31 C36 H36 119.4 . . ?
O3 C37 H37A 109.5 . . ?
O3 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O3 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 N3 135.7(3) . . . . ?
C3 N1 N2 N3 -11.4(3) . . . . ?
C1 N1 N2 C2 0.5(3) . . . . ?
C3 N1 N2 C2 -146.7(3) . . . . ?
C2 N2 N3 C4 136.3(3) . . . . ?
N1 N2 N3 C4 8.8(3) . . . . ?
N2 N1 C1 O1 -179.0(3) . . . . ?
C3 N1 C1 O1 -41.5(5) . . . . ?
N2 N1 C1 N4 4.5(3) . . . . ?
C3 N1 C1 N4 142.0(3) . . . . ?
C2 N4 C1 O1 175.4(3) . . . . ?
C11 N4 C1 O1 -3.9(5) . . . . ?
C2 N4 C1 N1 -8.1(3) . . . . ?
C11 N4 C1 N1 172.5(3) . . . . ?
C1 N4 C2 O2 -174.5(3) . . . . ?
C11 N4 C2 O2 4.8(5) . . . . ?
C1 N4 C2 N2 8.3(3) . . . . ?
C11 N4 C2 N2 -172.3(3) . . . . ?
N3 N2 C2 O2 49.7(5) . . . . ?
N1 N2 C2 O2 177.6(3) . . . . ?
N3 N2 C2 N4 -133.2(3) . . . . ?
N1 N2 C2 N4 -5.2(3) . . . . ?
C1 N1 C3 C4 -129.1(3) . . . . ?
N2 N1 C3 C4 8.8(3) . . . . ?
N2 N3 C4 C21 175.0(3) . . . . ?
N2 N3 C4 C3 -2.9(3) . . . . ?
N1 C3 C4 N3 -3.8(3) . . . . ?
N1 C3 C4 C21 178.2(3) . . . . ?
C2 N4 C11 C16 51.9(4) . . . . ?
C1 N4 C11 C16 -128.8(3) . . . . ?
C2 N4 C11 C12 -129.0(3) . . . . ?
C1 N4 C11 C12 50.3(4) . . . . ?
C16 C11 C12 C13 1.3(4) . . . . ?
N4 C11 C12 C13 -177.8(3) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
C12 C13 C14 C15 -1.8(5) . . . . ?
C13 C14 C15 C16 1.4(5) . . . . ?
C12 C11 C16 C15 -1.6(4) . . . . ?
N4 C11 C16 C15 177.4(3) . . . . ?
C14 C15 C16 C11 0.3(5) . . . . ?
N3 C4 C21 C22 -174.9(3) . . . . ?
C3 C4 C21 C22 2.9(4) . . . . ?
N3 C4 C21 C26 2.2(5) . . . . ?
C3 C4 C21 C26 180.0(3) . . . . ?
C26 C21 C22 C23 0.0(5) . . . . ?
C4 C21 C22 C23 177.2(3) . . . . ?
C21 C22 C23 C24 -0.6(5) . . . . ?
C22 C23 C24 C25 0.6(5) . . . . ?
C22 C23 C24 C31 -178.5(3) . . . . ?
C23 C24 C25 C26 0.0(5) . . . . ?
C31 C24 C25 C26 179.1(3) . . . . ?
C24 C25 C26 C21 -0.6(5) . . . . ?
C22 C21 C26 C25 0.6(5) . . . . ?
C4 C21 C26 C25 -176.6(3) . . . . ?
C25 C24 C31 C32 -161.3(3) . . . . ?
C23 C24 C31 C32 17.8(5) . . . . ?
C25 C24 C31 C36 19.7(5) . . . . ?
C23 C24 C31 C36 -161.3(3) . . . . ?
C36 C31 C32 C33 2.2(5) . . . . ?
C24 C31 C32 C33 -176.9(3) . . . . ?
C31 C32 C33 C34 -0.5(5) . . . . ?
C37 O3 C34 C33 -1.4(5) . . . . ?
C37 O3 C34 C35 178.1(3) . . . . ?
C32 C33 C34 O3 177.4(3) . . . . ?
C32 C33 C34 C35 -2.0(5) . . . . ?
O3 C34 C35 C36 -176.6(3) . . . . ?
C33 C34 C35 C36 2.9(5) . . . . ?
C34 C35 C36 C31 -1.2(5) . . . . ?
C32 C31 C36 C35 -1.3(5) . . . . ?
C24 C31 C36 C35 177.8(3) . . . . ?

_refine_diff_density_max         0.233
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.056


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH, DCM'
####################################################################### 
# 
# 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_yzp031
_database_code_depnum_ccdc_archive 'CCDC 2133032'
loop_
_audit_author_name
_audit_author_address
'Yuqiao Zhou'
;College of Chemistry, Sichuan University, Chengdu, China
China
;
_audit_update_record             
;
2022-01-07 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H14 N4 O4'
_chemical_formula_sum            'C18 H14 N4 O4'
_chemical_formula_weight         350.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

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

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

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

_cell_length_a                   30.3987(7)
_cell_length_b                   7.1957(2)
_cell_length_c                   14.7204(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.5970(10)
_cell_angle_gamma                90
_cell_volume                     3165.02(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6473
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      68.33

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_F_000             1456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.453
_exptl_crystal_size_mid          0.224
_exptl_crystal_size_min          0.119
_exptl_absorpt_coefficient_mu    0.894
_shelx_estimated_absorpt_T_min   0.688
_shelx_estimated_absorpt_T_max   0.901
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7058
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9491
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.958
_diffrn_reflns_theta_max         68.324
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.961
_reflns_number_total             2793
_reflns_number_gt                2426
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0652P)²+2.5911P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2793
_refine_ls_number_parameters     328
_refine_ls_number_restraints     77
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1248
_refine_ls_wR_factor_gt          0.1129
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.74038(4) 0.40331(15) 0.56748(8) 0.0288(3) Uani 1 1 d . . . . .
O2 O 0.66185(4) -0.10623(17) 0.63386(10) 0.0366(3) Uani 1 1 d . . . . .
O3X O 0.46787(10) 1.0495(5) 0.6363(3) 0.0536(8) Uani 0.725(6) 1 d D . P A 1
O4X O 0.42898(11) 0.7976(5) 0.66240(16) 0.0365(6) Uani 0.725(6) 1 d D . P A 1
O3Y O 0.4215(2) 0.6991(15) 0.6665(5) 0.0455(17) Uani 0.275(6) 1 d D . P A 2
O4Y O 0.4598(3) 0.9665(18) 0.6585(8) 0.055(3) Uani 0.275(6) 1 d D . P A 2
N1 N 0.71380(4) 0.11123(18) 0.60234(9) 0.0226(3) Uani 1 1 d . . . . .
N2 N 0.66763(5) 0.30504(19) 0.51460(10) 0.0265(3) Uani 1 1 d . . . . .
N3 N 0.64203(5) 0.15074(19) 0.53832(10) 0.0275(3) Uani 1 1 d . . . . .
N4 N 0.60432(4) 0.2187(2) 0.57079(10) 0.0277(3) Uani 1 1 d . . . . .
C1 C 0.71108(5) 0.2897(2) 0.56317(10) 0.0235(3) Uani 1 1 d . . . . .
C2 C 0.67182(5) 0.0337(2) 0.59802(11) 0.0257(4) Uani 1 1 d . . . . .
C3 C 0.63977(6) 0.4706(2) 0.51208(12) 0.0292(4) Uani 1 1 d . . . . .
H3A H 0.629066 0.514033 0.448018 0.035 Uiso 1 1 calc R U . . .
H3B H 0.655751 0.572933 0.549244 0.035 Uiso 1 1 calc R U . . .
C4 C 0.60184(5) 0.3950(2) 0.55514(11) 0.0255(4) Uani 1 1 d D . . . .
C5X C 0.5664(4) 0.5177(16) 0.5764(15) 0.0241(19) Uani 0.725(6) 1 d D . P A 1
C6X C 0.5663(4) 0.7101(11) 0.5582(9) 0.0273(14) Uani 0.725(6) 1 d . . P A 1
H6X H 0.589495 0.761249 0.530548 0.033 Uiso 0.725(6) 1 calc R U P A 1
C7X C 0.5343(2) 0.8236(7) 0.5791(5) 0.0292(10) Uani 0.725(6) 1 d . . P A 1
H7X H 0.535849 0.953293 0.568058 0.035 Uiso 0.725(6) 1 calc R U P A 1
C8X C 0.49898(17) 0.7521(7) 0.6168(4) 0.0257(10) Uani 0.725(6) 1 d D . P A 1
C9X C 0.49700(19) 0.5616(8) 0.6326(5) 0.0272(11) Uani 0.725(6) 1 d . . P A 1
H9X H 0.472617 0.511419 0.656726 0.033 Uiso 0.725(6) 1 calc R U P A 1
C10X C 0.5305(3) 0.4444(8) 0.6132(7) 0.0275(13) Uani 0.725(6) 1 d . . P A 1
H10X H 0.529086 0.314878 0.624892 0.033 Uiso 0.725(6) 1 calc R U P A 1
C5Y C 0.5629(12) 0.489(4) 0.581(4) 0.024(4) Uani 0.275(6) 1 d D . P A 2
C6Y C 0.5651(9) 0.674(3) 0.573(2) 0.027(4) Uani 0.275(6) 1 d . . P A 2
H6Y H 0.589676 0.733115 0.553379 0.033 Uiso 0.275(6) 1 calc R U P A 2
C7Y C 0.5270(5) 0.783(2) 0.5964(12) 0.025(3) Uani 0.275(6) 1 d . . P A 2
H7Y H 0.525647 0.914179 0.589948 0.030 Uiso 0.275(6) 1 calc R U P A 2
C8Y C 0.4938(4) 0.6847(18) 0.6280(8) 0.022(2) Uani 0.275(6) 1 d D . P A 2
C9Y C 0.4955(6) 0.4936(18) 0.6380(14) 0.027(3) Uani 0.275(6) 1 d . . P A 2
H9Y H 0.472124 0.430786 0.660382 0.032 Uiso 0.275(6) 1 calc R U P A 2
C10Y C 0.5303(9) 0.394(2) 0.616(2) 0.031(4) Uani 0.275(6) 1 d . . P A 2
H10Y H 0.532066 0.263643 0.624844 0.038 Uiso 0.275(6) 1 calc R U P A 2
C11X C 0.46440(12) 0.8848(7) 0.6391(3) 0.0323(8) Uani 0.725(6) 1 d D . P A 1
C12X C 0.39606(10) 0.9203(4) 0.6892(2) 0.0452(9) Uani 0.725(6) 1 d D . P A 1
H12A H 0.369324 0.848946 0.695417 0.068 Uiso 0.725(6) 1 calc R U P A 1
H12B H 0.388004 1.016485 0.641896 0.068 Uiso 0.725(6) 1 calc R U P A 1
H12C H 0.408500 0.978991 0.748434 0.068 Uiso 0.725(6) 1 calc R U P A 1
C11Y C 0.4541(4) 0.7839(17) 0.6523(6) 0.040(2) Uani 0.275(6) 1 d D . P A 2
C12Y C 0.4220(3) 1.0646(13) 0.6823(7) 0.059(3) Uani 0.275(6) 1 d D . P A 2
H12D H 0.418241 1.028889 0.744731 0.089 Uiso 0.275(6) 1 calc R U P A 2
H12E H 0.394815 1.032731 0.638089 0.089 Uiso 0.275(6) 1 calc R U P A 2
H12F H 0.427213 1.198834 0.680418 0.089 Uiso 0.275(6) 1 calc R U P A 2
C21 C 0.75458(5) 0.0193(2) 0.64324(10) 0.0223(3) Uani 1 1 d . . . . .
C22 C 0.78755(6) 0.1169(2) 0.70186(11) 0.0276(4) Uani 1 1 d . . . . .
H22 H 0.783165 0.243158 0.716846 0.033 Uiso 1 1 calc R U . . .
C23 C 0.82716(6) 0.0254(3) 0.73813(12) 0.0333(4) Uani 1 1 d . . . . .
H23 H 0.850236 0.090404 0.777905 0.040 Uiso 1 1 calc R U . . .
C24 C 0.83344(6) -0.1586(3) 0.71719(12) 0.0321(4) Uani 1 1 d . . . . .
H24 H 0.860746 -0.219215 0.742242 0.039 Uiso 1 1 calc R U . . .
C25 C 0.79994(6) -0.2547(2) 0.65967(12) 0.0300(4) Uani 1 1 d . . . . .
H25 H 0.803955 -0.382086 0.646336 0.036 Uiso 1 1 calc R U . . .
C26 C 0.76044(5) -0.1647(2) 0.62145(11) 0.0263(4) Uani 1 1 d . . . . .
H26 H 0.737650 -0.229182 0.580671 0.032 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 C1 1.2022(19) . ?
O2 C2 1.201(2) . ?
O3X C11X 1.191(6) . ?
O4X C11X 1.344(5) . ?
O4X C12X 1.443(3) . ?
O3Y C11Y 1.213(12) . ?
O4Y C11Y 1.326(11) . ?
O4Y C12Y 1.446(11) . ?
N1 C2 1.383(2) . ?
N1 C1 1.404(2) . ?
N1 C21 1.436(2) . ?
N2 C1 1.386(2) . ?
N2 N3 1.4354(19) . ?
N2 C3 1.458(2) . ?
N3 N4 1.4085(19) . ?
N3 C2 1.417(2) . ?
N4 C4 1.289(2) . ?
C3 C4 1.515(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5X 1.469(6) . ?
C4 C5Y 1.474(15) . ?
C5X C10X 1.410(9) . ?
C5X C6X 1.410(9) . ?
C6X C7X 1.349(11) . ?
C6X H6X 0.9500 . ?
C7X C8X 1.395(5) . ?
C7X H7X 0.9500 . ?
C8X C9X 1.394(5) . ?
C8X C11X 1.501(6) . ?
C9X C10X 1.391(8) . ?
C9X H9X 0.9500 . ?
C10X H10X 0.9500 . ?
C5Y C6Y 1.34(3) . ?
C5Y C10Y 1.38(3) . ?
C6Y C7Y 1.49(3) . ?
C6Y H6Y 0.9500 . ?
C7Y C8Y 1.380(12) . ?
C7Y H7Y 0.9500 . ?
C8Y C9Y 1.383(13) . ?
C8Y C11Y 1.502(12) . ?
C9Y C10Y 1.36(3) . ?
C9Y H9Y 0.9500 . ?
C10Y H10Y 0.9500 . ?
C12X H12A 0.9800 . ?
C12X H12B 0.9800 . ?
C12X H12C 0.9800 . ?
C12Y H12D 0.9800 . ?
C12Y H12E 0.9800 . ?
C12Y H12F 0.9800 . ?
C21 C26 1.382(2) . ?
C21 C22 1.387(2) . ?
C22 C23 1.390(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.381(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.389(2) . ?
C25 H25 0.9500 . ?
C26 H26 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
C11X O4X C12X 114.3(3) . . ?
C11Y O4Y C12Y 113.7(10) . . ?
C2 N1 C1 111.45(13) . . ?
C2 N1 C21 123.48(13) . . ?
C1 N1 C21 125.06(13) . . ?
C1 N2 N3 108.71(12) . . ?
C1 N2 C3 124.92(14) . . ?
N3 N2 C3 107.44(12) . . ?
N4 N3 C2 117.59(13) . . ?
N4 N3 N2 108.99(12) . . ?
C2 N3 N2 107.29(12) . . ?
C4 N4 N3 107.81(13) . . ?
O1 C1 N2 126.85(15) . . ?
O1 C1 N1 127.83(15) . . ?
N2 C1 N1 105.27(13) . . ?
O2 C2 N1 128.53(15) . . ?
O2 C2 N3 125.90(15) . . ?
N1 C2 N3 105.53(13) . . ?
N2 C3 C4 100.34(13) . . ?
N2 C3 H3A 111.7 . . ?
C4 C3 H3A 111.7 . . ?
N2 C3 H3B 111.7 . . ?
C4 C3 H3B 111.7 . . ?
H3A C3 H3B 109.5 . . ?
N4 C4 C5X 125.1(5) . . ?
N4 C4 C5Y 115.3(13) . . ?
N4 C4 C3 113.82(14) . . ?
C5X C4 C3 121.1(5) . . ?
C5Y C4 C3 130.9(13) . . ?
C10X C5X C6X 117.7(6) . . ?
C10X C5X C4 120.5(8) . . ?
C6X C5X C4 121.7(8) . . ?
C7X C6X C5X 121.9(7) . . ?
C7X C6X H6X 119.1 . . ?
C5X C6X H6X 119.1 . . ?
C6X C7X C8X 120.6(5) . . ?
C6X C7X H7X 119.7 . . ?
C8X C7X H7X 119.7 . . ?
C9X C8X C7X 119.3(4) . . ?
C9X C8X C11X 122.4(4) . . ?
C7X C8X C11X 118.3(4) . . ?
C10X C9X C8X 120.4(5) . . ?
C10X C9X H9X 119.8 . . ?
C8X C9X H9X 119.8 . . ?
C9X C10X C5X 120.0(5) . . ?
C9X C10X H10X 120.0 . . ?
C5X C10X H10X 120.0 . . ?
C6Y C5Y C10Y 125.1(17) . . ?
C6Y C5Y C4 112(2) . . ?
C10Y C5Y C4 123(2) . . ?
C5Y C6Y C7Y 116.6(17) . . ?
C5Y C6Y H6Y 121.7 . . ?
C7Y C6Y H6Y 121.7 . . ?
C8Y C7Y C6Y 117.2(13) . . ?
C8Y C7Y H7Y 121.4 . . ?
C6Y C7Y H7Y 121.4 . . ?
C7Y C8Y C9Y 122.0(11) . . ?
C7Y C8Y C11Y 120.5(12) . . ?
C9Y C8Y C11Y 117.5(10) . . ?
C10Y C9Y C8Y 120.6(13) . . ?
C10Y C9Y H9Y 119.7 . . ?
C8Y C9Y H9Y 119.7 . . ?
C9Y C10Y C5Y 118.3(15) . . ?
C9Y C10Y H10Y 120.9 . . ?
C5Y C10Y H10Y 120.9 . . ?
O3X C11X O4X 123.6(3) . . ?
O3X C11X C8X 123.7(3) . . ?
O4X C11X C8X 112.6(4) . . ?
O4X C12X H12A 109.5 . . ?
O4X C12X H12B 109.5 . . ?
H12A C12X H12B 109.5 . . ?
O4X C12X H12C 109.5 . . ?
H12A C12X H12C 109.5 . . ?
H12B C12X H12C 109.5 . . ?
O3Y C11Y O4Y 125.9(10) . . ?
O3Y C11Y C8Y 121.3(9) . . ?
O4Y C11Y C8Y 112.7(10) . . ?
O4Y C12Y H12D 109.5 . . ?
O4Y C12Y H12E 109.5 . . ?
H12D C12Y H12E 109.5 . . ?
O4Y C12Y H12F 109.5 . . ?
H12D C12Y H12F 109.5 . . ?
H12E C12Y H12F 109.5 . . ?
C26 C21 C22 121.35(15) . . ?
C26 C21 N1 118.83(14) . . ?
C22 C21 N1 119.81(14) . . ?
C21 C22 C23 118.36(16) . . ?
C21 C22 H22 120.8 . . ?
C23 C22 H22 120.8 . . ?
C24 C23 C22 120.94(16) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 119.95(16) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 119.94(16) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C21 C26 C25 119.44(16) . . ?
C21 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N2 N3 N4 124.42(13) . . . . ?
C3 N2 N3 N4 -13.29(16) . . . . ?
C1 N2 N3 C2 -3.90(16) . . . . ?
C3 N2 N3 C2 -141.61(14) . . . . ?
C2 N3 N4 C4 131.91(15) . . . . ?
N2 N3 N4 C4 9.60(17) . . . . ?
N3 N2 C1 O1 -171.97(15) . . . . ?
C3 N2 C1 O1 -43.5(2) . . . . ?
N3 N2 C1 N1 10.52(16) . . . . ?
C3 N2 C1 N1 139.00(14) . . . . ?
C2 N1 C1 O1 168.60(15) . . . . ?
C21 N1 C1 O1 -10.6(2) . . . . ?
C2 N1 C1 N2 -13.92(17) . . . . ?
C21 N1 C1 N2 166.92(13) . . . . ?
C1 N1 C2 O2 -170.83(17) . . . . ?
C21 N1 C2 O2 8.4(3) . . . . ?
C1 N1 C2 N3 11.49(17) . . . . ?
C21 N1 C2 N3 -169.32(13) . . . . ?
N4 N3 C2 O2 54.6(2) . . . . ?
N2 N3 C2 O2 177.74(16) . . . . ?
N4 N3 C2 N1 -127.67(14) . . . . ?
N2 N3 C2 N1 -4.50(16) . . . . ?
C1 N2 C3 C4 -118.05(16) . . . . ?
N3 N2 C3 C4 10.95(16) . . . . ?
N3 N4 C4 C5X 178.2(11) . . . . ?
N3 N4 C4 C5Y 177(3) . . . . ?
N3 N4 C4 C3 -2.21(19) . . . . ?
N2 C3 C4 N4 -5.66(19) . . . . ?
N2 C3 C4 C5X 173.9(10) . . . . ?
N2 C3 C4 C5Y 175(3) . . . . ?
N4 C4 C5X C10X -3(2) . . . . ?
C3 C4 C5X C10X 177.6(11) . . . . ?
N4 C4 C5X C6X 179.2(11) . . . . ?
C3 C4 C5X C6X 0(2) . . . . ?
C10X C5X C6X C7X 3(2) . . . . ?
C4 C5X C6X C7X -178.8(13) . . . . ?
C5X C6X C7X C8X -2.3(18) . . . . ?
C6X C7X C8X C9X -0.1(11) . . . . ?
C6X C7X C8X C11X 179.7(8) . . . . ?
C7X C8X C9X C10X 1.6(9) . . . . ?
C11X C8X C9X C10X -178.2(7) . . . . ?
C8X C9X C10X C5X -0.8(15) . . . . ?
C6X C5X C10X C9X -2(2) . . . . ?
C4 C5X C10X C9X -179.6(12) . . . . ?
N4 C4 C5Y C6Y 173(3) . . . . ?
C3 C4 C5Y C6Y -8(6) . . . . ?
N4 C4 C5Y C10Y -3(6) . . . . ?
C3 C4 C5Y C10Y 177(3) . . . . ?
C10Y C5Y C6Y C7Y -6(7) . . . . ?
C4 C5Y C6Y C7Y 179(3) . . . . ?
C5Y C6Y C7Y C8Y 3(4) . . . . ?
C6Y C7Y C8Y C9Y 0(3) . . . . ?
C6Y C7Y C8Y C11Y -179.5(18) . . . . ?
C7Y C8Y C9Y C10Y 0(3) . . . . ?
C11Y C8Y C9Y C10Y 179(2) . . . . ?
C8Y C9Y C10Y C5Y -2(5) . . . . ?
C6Y C5Y C10Y C9Y 5(7) . . . . ?
C4 C5Y C10Y C9Y -180(4) . . . . ?
C12X O4X C11X O3X -3.4(5) . . . . ?
C12X O4X C11X C8X 176.9(3) . . . . ?
C9X C8X C11X O3X 171.1(5) . . . . ?
C7X C8X C11X O3X -8.7(7) . . . . ?
C9X C8X C11X O4X -9.1(6) . . . . ?
C7X C8X C11X O4X 171.1(4) . . . . ?
C12Y O4Y C11Y O3Y -1.6(15) . . . . ?
C12Y O4Y C11Y C8Y -179.7(9) . . . . ?
C7Y C8Y C11Y O3Y 168.7(12) . . . . ?
C9Y C8Y C11Y O3Y -11.0(15) . . . . ?
C7Y C8Y C11Y O4Y -13.1(16) . . . . ?
C9Y C8Y C11Y O4Y 167.2(12) . . . . ?
C2 N1 C21 C26 46.2(2) . . . . ?
C1 N1 C21 C26 -134.73(16) . . . . ?
C2 N1 C21 C22 -135.18(16) . . . . ?
C1 N1 C21 C22 43.9(2) . . . . ?
C26 C21 C22 C23 0.5(2) . . . . ?
N1 C21 C22 C23 -178.13(14) . . . . ?
C21 C22 C23 C24 -0.6(3) . . . . ?
C22 C23 C24 C25 -0.3(3) . . . . ?
C23 C24 C25 C26 1.4(3) . . . . ?
C22 C21 C26 C25 0.7(2) . . . . ?
N1 C21 C26 C25 179.26(14) . . . . ?
C24 C25 C26 C21 -1.6(2) . . . . ?

_refine_diff_density_max         0.239
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.050


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH, DCM'
