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

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

data_mo_2023484_0m
_database_code_depnum_ccdc_archive 'CCDC 2252071'
loop_
_audit_author_name
_audit_author_address
'hui zhang' 'Beijing Institute of Technology'
_audit_update_record             
;
2023-03-28 deposited with the CCDC.	2024-10-15 downloaded from the CCDC.
;
_audit_creation_date             2023-03-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H4 N14 O12'
_chemical_formula_sum            'C6 H4 N14 O12'
_chemical_formula_weight         464.23
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.2756(6)
_cell_length_b                   10.1099(5)
_cell_length_c                   14.2647(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.605(2)
_cell_angle_gamma                90
_cell_volume                     1611.80(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3548
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.659
_cell_measurement_theta_min      2.468
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.973
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6945
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1352 before and 0.0635 after correction.
The Ratio of minimum to maximum transmission is 0.9317.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.913
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0647
_diffrn_reflns_av_unetI/netI     0.0518
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17279
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.403
_diffrn_reflns_theta_min         2.168
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2128
_reflns_number_total             3275
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.685
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     453
_refine_ls_number_reflns         3275
_refine_ls_number_restraints     937
_refine_ls_R_factor_all          0.1151
_refine_ls_R_factor_gt           0.0715
_refine_ls_restrained_S_all      0.983
_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)+(0.0655P)²+3.4595P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1609
_refine_ls_wR_factor_ref         0.1881
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2. Restrained distances
 O19-N19 \\sim O5-N3 \\sim O17-N19 \\sim O6-N3 \\sim O1-N1 \\sim O2-N1 \\sim
O14-N16 \\sim O4-N2 \\sim O3-N2
 with sigma of 0.02
 O16-N16 \\sim O14-N16 \\sim O2-N1 \\sim O1-N1 \\sim O17-N19 \\sim O19-N19
\\sim O5-N3 \\sim O6-N3 \\sim O23-
 N17 \\sim O15-N17 \\sim O3-N2 \\sim O4-N2
 with sigma of 0.02
 O20-N18 \\sim O18-N18 \\sim O11-N14 \\sim O12-N14 \\sim O8-N13 \\sim O7-N13
\\sim O21-N20 \\sim O22-N20 ~
 O24-N15 \\sim O10-N12 \\sim O9-N12
 with sigma of 0.02
 N20-C6 \\sim N13-C6 \\sim N14-C6 \\sim N18-C6 \\sim N12-C6 \\sim N15-C6
 with sigma of 0.02
 N16-C1 \\sim N1-C1 \\sim N3-C1 \\sim N19-C1 \\sim N17-C1 \\sim N2-C1
 with sigma of 0.02
 O25-N15 \\sim O24-N15 \\sim O22-N20 \\sim O21-N20
 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
Uanis(O6) \\sim Ueq, Uanis(O5) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(N3) \\sim Ueq, Uanis(N15) \\sim Ueq, Uanis(N12) \\sim Ueq, Uanis(O9)
\\sim Ueq, Uanis(O24) \\sim Ueq, Uanis(O21) \\sim Ueq: with sigma of 0.001 and
sigma for terminal atoms of 0.002
Uanis(N19) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Others
 Fixed Sof: O3(0.75) O7(0.75) N13(0.75) O10(0.75) O1(0.75) N12(0.75) O2(0.75)
 O5(0.75) O4(0.75) O12(0.75) N14(0.75) O8(0.75) O6(0.75) O11(0.75) N2(0.75)
 N1(0.75) O9(0.75) N3(0.75) N17(0.25) N16(0.25) N19(0.25) O14(0.25) O15(0.25)
 O19(0.25) O17(0.25) O23(0.25) O16(0.25) O20(0.25) O21(0.25) O18(0.25)
 O22(0.25) N18(0.25) N15(0.25) N20(0.25) O24(0.25) O25(0.25)
6.a Rotating group:
 N11(H11A,H11B), N7(H7A,H7B)
;
_atom_sites_solution_hydrogens   difmap
_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
N10 N 0.3535(3) 0.2267(3) 0.28971(19) 0.0352(7) Uani 1 1 d . U . . .
N8 N 0.2541(3) 0.4021(3) 0.23710(19) 0.0344(7) Uani 1 1 d . U . . .
N4 N 0.3440(3) 0.3401(3) 0.48679(19) 0.0353(7) Uani 1 1 d . U . . .
N9 N 0.3648(3) 0.2294(3) 0.1970(2) 0.0364(7) Uani 1 1 d . U . . .
O3 O 0.5402(9) 0.3345(13) 0.6877(9) 0.054(2) Uani 0.75 1 d D U P A 1
N5 N 0.1678(3) 0.4139(3) 0.52814(19) 0.0355(7) Uani 1 1 d . U . . .
N6 N 0.1614(3) 0.4005(3) 0.43337(18) 0.0331(7) Uani 1 1 d . U . . .
N11 N 0.4010(3) 0.1246(3) 0.3486(2) 0.0421(8) Uani 1 1 d . U . . .
H11A H 0.357181 0.113734 0.394875 0.051 Uiso 1 1 d R U . . .
H11B H 0.400243 0.050870 0.315484 0.051 Uiso 1 1 d R U . . .
N7 N 0.0583(3) 0.4282(4) 0.3706(2) 0.0440(8) Uani 1 1 d . U . . .
H7A H -0.005941 0.395339 0.391889 0.053 Uiso 1 1 d R U . . .
H7B H 0.049734 0.515132 0.365012 0.053 Uiso 1 1 d R U . . .
O7 O 0.3891(6) 0.5767(7) 0.1270(4) 0.0568(16) Uani 0.75 1 d D U P B 1
N13 N 0.3288(10) 0.5261(7) 0.0612(4) 0.0418(18) Uani 0.75 1 d D U P B 1
O10 O 0.3479(10) 0.1896(8) -0.0104(6) 0.096(3) Uani 0.75 1 d D U P B 1
C4 C 0.2881(3) 0.3294(4) 0.3129(2) 0.0326(8) Uani 1 1 d . U . . .
C3 C 0.2656(3) 0.3567(4) 0.4097(2) 0.0313(8) Uani 1 1 d . U . . .
O1 O 0.3887(6) 0.5439(10) 0.7705(6) 0.070(2) Uani 0.75 1 d D U P C 1
N12 N 0.3727(5) 0.2987(6) 0.0139(5) 0.0509(16) Uani 0.75 1 d D U P B 1
C5 C 0.3028(4) 0.3367(4) 0.1696(2) 0.0363(9) Uani 1 1 d . U . . .
O2 O 0.4151(5) 0.5860(5) 0.6259(4) 0.0607(13) Uani 0.75 1 d D U P C 1
C2 C 0.2788(3) 0.3761(4) 0.5553(2) 0.0343(8) Uani 1 1 d . U . . .
O5 O 0.1585(6) 0.3874(7) 0.7188(5) 0.070(2) Uani 0.75 1 d D U P D 1
O4 O 0.4186(6) 0.1707(6) 0.6548(5) 0.0650(19) Uani 0.75 1 d D U P A 1
O12 O 0.0817(4) 0.3766(4) 0.0554(3) 0.0521(10) Uani 0.75 1 d D U P B 1
N14 N 0.1668(6) 0.3702(6) 0.0118(5) 0.0483(15) Uani 0.75 1 d D U P B 1
O8 O 0.2839(5) 0.5859(6) -0.0115(4) 0.0637(14) Uani 0.75 1 d D U P B 1
C1 C 0.3356(3) 0.3774(4) 0.6565(2) 0.0379(9) Uani 1 1 d D U . . .
O6 O 0.2974(7) 0.2654(7) 0.7902(4) 0.077(2) Uani 0.75 1 d D U P D 1
O11 O 0.1628(5) 0.3575(6) -0.0736(3) 0.0729(17) Uani 0.75 1 d D U P B 1
N2 N 0.4430(5) 0.2865(5) 0.6675(3) 0.0463(11) Uani 0.75 1 d D U P A 1
C6 C 0.2935(4) 0.3791(4) 0.0695(2) 0.0418(9) Uani 1 1 d D U . . .
N1 N 0.3832(4) 0.5166(5) 0.6874(3) 0.0486(11) Uani 0.75 1 d D U P C 1
O9 O 0.4568(6) 0.3559(6) -0.0065(4) 0.0820(16) Uani 0.75 1 d D U P B 1
N3 N 0.2551(5) 0.3390(5) 0.7288(4) 0.0565(12) Uani 0.75 1 d D U P D 1
N17 N 0.3407(11) 0.2377(10) 0.7043(7) 0.037(3) Uani 0.25 1 d D U P A 2
N16 N 0.4659(10) 0.4203(13) 0.6624(8) 0.044(3) Uani 0.25 1 d D U P A 2
N19 N 0.2707(11) 0.4563(13) 0.7243(9) 0.048(3) Uani 0.25 1 d D U P A 2
O14 O 0.4772(16) 0.5272(15) 0.6283(10) 0.068(4) Uani 0.25 1 d D U P A 2
O15 O 0.3534(18) 0.1441(16) 0.6529(12) 0.063(5) Uani 0.25 1 d D U P A 2
O19 O 0.3326(19) 0.534(3) 0.772(2) 0.071(6) Uani 0.25 1 d D U P A 2
O17 O 0.1641(14) 0.4531(15) 0.7178(15) 0.045(4) Uani 0.25 1 d D U P A 2
O23 O 0.3317(18) 0.2194(18) 0.7870(9) 0.049(4) Uani 0.25 1 d D U P A 2
O16 O 0.544(3) 0.352(4) 0.701(3) 0.077(12) Uani 0.25 1 d D U P A 2
O20 O 0.1655(15) 0.2022(17) 0.0352(12) 0.092(5) Uani 0.25 1 d D U P B 2
O21 O 0.3481(16) 0.579(2) 0.1128(15) 0.043(4) Uani 0.25 1 d D U P B 2
O18 O 0.130(2) 0.406(2) -0.027(2) 0.104(7) Uani 0.25 1 d D U P B 2
O22 O 0.330(2) 0.5323(19) -0.0355(11) 0.091(6) Uani 0.25 1 d D U P B 2
N18 N 0.1801(18) 0.3169(18) 0.0195(19) 0.061(5) Uani 0.25 1 d D U P B 2
N15 N 0.4026(11) 0.3065(14) 0.0279(12) 0.039(3) Uani 0.25 1 d D U P B 2
N20 N 0.305(3) 0.5251(16) 0.0430(13) 0.049(5) Uani 0.25 1 d D U P B 2
O24 O 0.3566(18) 0.2002(17) 0.0065(15) 0.038(4) Uani 0.25 1 d D U P B 2
O25 O 0.5057(10) 0.3379(14) 0.0496(10) 0.057(3) Uani 0.25 1 d D U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N10 N9 1.346(4) . ?
N10 N11 1.393(4) . ?
N10 C4 1.340(5) . ?
N8 C4 1.322(4) . ?
N8 C5 1.344(5) . ?
N4 C3 1.327(4) . ?
N4 C2 1.348(5) . ?
N9 C5 1.321(5) . ?
O3 N2 1.198(12) . ?
N5 N6 1.351(4) . ?
N5 C2 1.318(5) . ?
N6 N7 1.398(4) . ?
N6 C3 1.341(5) . ?
N11 H11A 0.8818 . ?
N11 H11B 0.8817 . ?
N7 H7A 0.8868 . ?
N7 H7B 0.8862 . ?
O7 N13 1.199(7) . ?
N13 O8 1.249(7) . ?
N13 C6 1.547(7) . ?
O10 N12 1.179(8) . ?
C4 C3 1.463(4) . ?
O1 N1 1.210(8) . ?
N12 C6 1.508(7) . ?
N12 O9 1.180(7) . ?
C5 C6 1.481(5) . ?
O2 N1 1.215(6) . ?
C2 C1 1.500(5) . ?
O5 N3 1.185(7) . ?
O4 N2 1.211(7) . ?
O12 N14 1.211(8) . ?
N14 O11 1.220(8) . ?
N14 C6 1.553(7) . ?
C1 N2 1.511(6) . ?
C1 N1 1.550(6) . ?
C1 N3 1.512(6) . ?
C1 N17 1.566(10) . ?
C1 N16 1.523(11) . ?
C1 N19 1.515(11) . ?
O6 N3 1.199(7) . ?
C6 N18 1.515(14) . ?
C6 N15 1.612(12) . ?
C6 N20 1.533(15) . ?
N17 O15 1.218(13) . ?
N17 O23 1.211(13) . ?
N16 O14 1.199(13) . ?
N16 O16 1.197(16) . ?
N19 O19 1.201(14) . ?
N19 O17 1.193(13) . ?
O20 N18 1.197(13) . ?
O21 N20 1.181(14) . ?
O18 N18 1.210(14) . ?
O22 N20 1.195(15) . ?
N15 O24 1.214(13) . ?
N15 O25 1.205(12) . ?

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
N9 N10 N11 122.0(3) . . ?
C4 N10 N9 110.7(3) . . ?
C4 N10 N11 127.3(3) . . ?
C4 N8 C5 102.1(3) . . ?
C3 N4 C2 101.5(3) . . ?
C5 N9 N10 101.1(3) . . ?
C2 N5 N6 100.8(3) . . ?
N5 N6 N7 123.4(3) . . ?
C3 N6 N5 110.6(3) . . ?
C3 N6 N7 126.0(3) . . ?
N10 N11 H11A 109.6 . . ?
N10 N11 H11B 109.1 . . ?
H11A N11 H11B 109.3 . . ?
N6 N7 H7A 110.7 . . ?
N6 N7 H7B 109.2 . . ?
H7A N7 H7B 108.5 . . ?
O7 N13 O8 124.7(7) . . ?
O7 N13 C6 118.4(6) . . ?
O8 N13 C6 116.6(6) . . ?
N10 C4 C3 123.3(3) . . ?
N8 C4 N10 109.8(3) . . ?
N8 C4 C3 126.8(3) . . ?
N4 C3 N6 110.1(3) . . ?
N4 C3 C4 125.4(3) . . ?
N6 C3 C4 124.6(3) . . ?
O10 N12 C6 121.7(7) . . ?
O10 N12 O9 123.6(8) . . ?
O9 N12 C6 114.7(5) . . ?
N8 C5 C6 124.4(3) . . ?
N9 C5 N8 116.2(3) . . ?
N9 C5 C6 119.3(3) . . ?
N4 C2 C1 119.8(3) . . ?
N5 C2 N4 116.9(3) . . ?
N5 C2 C1 123.3(3) . . ?
O12 N14 O11 126.2(6) . . ?
O12 N14 C6 117.4(6) . . ?
O11 N14 C6 116.4(7) . . ?
C2 C1 N2 109.1(3) . . ?
C2 C1 N1 111.7(3) . . ?
C2 C1 N3 115.8(3) . . ?
C2 C1 N17 113.4(5) . . ?
C2 C1 N16 110.0(5) . . ?
C2 C1 N19 116.0(6) . . ?
N2 C1 N1 106.3(3) . . ?
N2 C1 N3 108.6(4) . . ?
N3 C1 N1 104.8(3) . . ?
N16 C1 N17 104.7(7) . . ?
N19 C1 N17 101.0(7) . . ?
N19 C1 N16 111.0(7) . . ?
O3 N2 O4 127.6(7) . . ?
O3 N2 C1 118.3(6) . . ?
O4 N2 C1 114.2(5) . . ?
N13 C6 N14 104.1(5) . . ?
N12 C6 N13 107.5(5) . . ?
N12 C6 N14 105.0(4) . . ?
C5 C6 N13 111.4(4) . . ?
C5 C6 N12 112.3(4) . . ?
C5 C6 N14 115.9(4) . . ?
C5 C6 N18 106.4(10) . . ?
C5 C6 N15 105.2(7) . . ?
C5 C6 N20 121.2(8) . . ?
N18 C6 N15 106.0(12) . . ?
N18 C6 N20 112.1(14) . . ?
N20 C6 N15 104.9(14) . . ?
O1 N1 O2 126.5(7) . . ?
O1 N1 C1 117.2(6) . . ?
O2 N1 C1 116.3(4) . . ?
O5 N3 C1 115.9(5) . . ?
O5 N3 O6 127.9(7) . . ?
O6 N3 C1 116.2(5) . . ?
O15 N17 C1 116.0(12) . . ?
O23 N17 C1 124.0(11) . . ?
O23 N17 O15 120.0(15) . . ?
O14 N16 C1 112.8(12) . . ?
O14 N16 O16 127(3) . . ?
O16 N16 C1 120(2) . . ?
O19 N19 C1 114.3(15) . . ?
O17 N19 C1 120.2(13) . . ?
O17 N19 O19 124.5(18) . . ?
O20 N18 C6 116.2(14) . . ?
O20 N18 O18 139.1(19) . . ?
O18 N18 C6 104.7(16) . . ?
O24 N15 C6 100.0(13) . . ?
O25 N15 C6 122.9(12) . . ?
O25 N15 O24 131.5(17) . . ?
O21 N20 C6 105.9(18) . . ?
O21 N20 O22 130(3) . . ?
O22 N20 C6 109.1(17) . . ?

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
N10 N9 C5 N8 0.3(4) . . . . ?
N10 N9 C5 C6 179.0(3) . . . . ?
N10 C4 C3 N4 37.8(6) . . . . ?
N10 C4 C3 N6 -141.1(4) . . . . ?
N8 C4 C3 N4 -138.8(4) . . . . ?
N8 C4 C3 N6 42.4(6) . . . . ?
N8 C5 C6 N13 50.4(7) . . . . ?
N8 C5 C6 N12 171.0(4) . . . . ?
N8 C5 C6 N14 -68.4(5) . . . . ?
N8 C5 C6 N18 -88.7(11) . . . . ?
N8 C5 C6 N15 159.1(6) . . . . ?
N8 C5 C6 N20 40.7(17) . . . . ?
N4 C2 C1 N2 -22.5(5) . . . . ?
N4 C2 C1 N1 94.7(4) . . . . ?
N4 C2 C1 N3 -145.4(4) . . . . ?
N4 C2 C1 N17 -81.6(6) . . . . ?
N4 C2 C1 N16 35.2(7) . . . . ?
N4 C2 C1 N19 162.2(6) . . . . ?
N9 N10 C4 N8 0.3(4) . . . . ?
N9 N10 C4 C3 -176.7(3) . . . . ?
N9 C5 C6 N13 -128.1(6) . . . . ?
N9 C5 C6 N12 -7.5(5) . . . . ?
N9 C5 C6 N14 113.1(5) . . . . ?
N9 C5 C6 N18 92.8(11) . . . . ?
N9 C5 C6 N15 -19.4(7) . . . . ?
N9 C5 C6 N20 -137.8(17) . . . . ?
N5 N6 C3 N4 -0.1(4) . . . . ?
N5 N6 C3 C4 178.9(3) . . . . ?
N5 C2 C1 N2 160.4(4) . . . . ?
N5 C2 C1 N1 -82.4(5) . . . . ?
N5 C2 C1 N3 37.5(6) . . . . ?
N5 C2 C1 N17 101.3(6) . . . . ?
N5 C2 C1 N16 -141.9(6) . . . . ?
N5 C2 C1 N19 -14.9(8) . . . . ?
N6 N5 C2 N4 0.2(4) . . . . ?
N6 N5 C2 C1 177.4(3) . . . . ?
N11 N10 N9 C5 177.0(3) . . . . ?
N11 N10 C4 N8 -176.9(3) . . . . ?
N11 N10 C4 C3 6.1(6) . . . . ?
N7 N6 C3 N4 -179.7(3) . . . . ?
N7 N6 C3 C4 -0.7(6) . . . . ?
O7 N13 C6 N12 -102.8(10) . . . . ?
O7 N13 C6 C5 20.7(12) . . . . ?
O7 N13 C6 N14 146.2(9) . . . . ?
O10 N12 C6 N13 -162.0(8) . . . . ?
O10 N12 C6 C5 75.2(8) . . . . ?
O10 N12 C6 N14 -51.6(9) . . . . ?
C4 N10 N9 C5 -0.4(4) . . . . ?
C4 N8 C5 N9 -0.2(4) . . . . ?
C4 N8 C5 C6 -178.7(4) . . . . ?
C3 N4 C2 N5 -0.3(4) . . . . ?
C3 N4 C2 C1 -177.6(3) . . . . ?
C5 N8 C4 N10 -0.1(4) . . . . ?
C5 N8 C4 C3 176.8(4) . . . . ?
C5 C6 N18 O20 -47(3) . . . . ?
C5 C6 N18 O18 133(3) . . . . ?
C5 C6 N15 O24 84.9(15) . . . . ?
C5 C6 N15 O25 -71.5(18) . . . . ?
C5 C6 N20 O21 16(3) . . . . ?
C5 C6 N20 O22 159.4(19) . . . . ?
C2 N4 C3 N6 0.2(4) . . . . ?
C2 N4 C3 C4 -178.8(4) . . . . ?
C2 N5 N6 N7 179.5(3) . . . . ?
C2 N5 N6 C3 0.0(4) . . . . ?
C2 C1 N2 O3 114.2(8) . . . . ?
C2 C1 N2 O4 -66.3(6) . . . . ?
C2 C1 N1 O1 152.8(5) . . . . ?
C2 C1 N1 O2 -29.5(6) . . . . ?
C2 C1 N3 O5 -45.1(7) . . . . ?
C2 C1 N3 O6 136.2(6) . . . . ?
C2 C1 N17 O15 32.9(16) . . . . ?
C2 C1 N17 O23 -146.4(15) . . . . ?
C2 C1 N16 O14 57.9(13) . . . . ?
C2 C1 N16 O16 -124(3) . . . . ?
C2 C1 N19 O19 -129(2) . . . . ?
C2 C1 N19 O17 40.3(17) . . . . ?
O12 N14 C6 N13 -97.1(7) . . . . ?
O12 N14 C6 N12 150.1(6) . . . . ?
O12 N14 C6 C5 25.6(7) . . . . ?
O8 N13 C6 N12 82.8(10) . . . . ?
O8 N13 C6 C5 -153.8(7) . . . . ?
O8 N13 C6 N14 -28.2(10) . . . . ?
O11 N14 C6 N13 82.9(7) . . . . ?
O11 N14 C6 N12 -29.9(7) . . . . ?
O11 N14 C6 C5 -154.4(6) . . . . ?
N2 C1 N1 O1 -88.2(6) . . . . ?
N2 C1 N1 O2 89.5(5) . . . . ?
N2 C1 N3 O5 -168.3(6) . . . . ?
N2 C1 N3 O6 13.0(7) . . . . ?
N1 C1 N2 O3 -6.4(9) . . . . ?
N1 C1 N2 O4 173.1(5) . . . . ?
N1 C1 N3 O5 78.5(6) . . . . ?
N1 C1 N3 O6 -100.2(6) . . . . ?
O9 N12 C6 N13 14.6(8) . . . . ?
O9 N12 C6 C5 -108.3(7) . . . . ?
O9 N12 C6 N14 125.0(7) . . . . ?
N3 C1 N2 O3 -118.7(8) . . . . ?
N3 C1 N2 O4 60.8(6) . . . . ?
N3 C1 N1 O1 26.7(6) . . . . ?
N3 C1 N1 O2 -155.7(5) . . . . ?
N17 C1 N16 O14 -179.9(12) . . . . ?
N17 C1 N16 O16 -2(3) . . . . ?
N17 C1 N19 O19 108(2) . . . . ?
N17 C1 N19 O17 -82.7(16) . . . . ?
N16 C1 N17 O15 -87.0(15) . . . . ?
N16 C1 N17 O23 93.8(17) . . . . ?
N16 C1 N19 O19 -2(2) . . . . ?
N16 C1 N19 O17 166.8(15) . . . . ?
N19 C1 N17 O15 157.7(15) . . . . ?
N19 C1 N17 O23 -21.6(17) . . . . ?
N19 C1 N16 O14 -71.8(14) . . . . ?
N19 C1 N16 O16 106(3) . . . . ?
N18 C6 N15 O24 -27.6(18) . . . . ?
N18 C6 N15 O25 176.0(18) . . . . ?
N18 C6 N20 O21 143(3) . . . . ?
N18 C6 N20 O22 -74(3) . . . . ?
N15 C6 N18 O20 65(3) . . . . ?
N15 C6 N18 O18 -115(3) . . . . ?
N15 C6 N20 O21 -102(2) . . . . ?
N15 C6 N20 O22 41(3) . . . . ?
N20 C6 N18 O20 179(2) . . . . ?
N20 C6 N18 O18 -1(3) . . . . ?
N20 C6 N15 O24 -146.3(17) . . . . ?
N20 C6 N15 O25 57(2) . . . . ?


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

data_ZH_TNF_0m
_database_code_depnum_ccdc_archive 'CCDC 2257694'
loop_
_audit_author_name
_audit_author_address
'hui zhang' 'Beijing Institute of Technology'
_audit_update_record             
;
2023-04-20 deposited with the CCDC.	2024-10-15 downloaded from the CCDC.
;
_audit_creation_date             2023-04-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 N14 O12'
_chemical_formula_sum            'C6 H0 N14 O12'
_chemical_formula_weight         460.20
_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'
O O 0.0106 0.0060 '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'

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

_cell_length_a                   5.859(5)
_cell_length_b                   11.684(10)
_cell_length_c                   12.127(10)
_cell_angle_alpha                100.143(9)
_cell_angle_beta                 98.783(9)
_cell_angle_gamma                100.825(9)
_cell_volume                     787.8(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1486
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.92
_cell_measurement_theta_min      2.77
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.940
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_unetI/netI     0.0817
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6959
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.731
_diffrn_reflns_theta_min         1.815
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1934
_reflns_number_total             3556
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3556
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1142
_refine_ls_R_factor_gt           0.0647
_refine_ls_restrained_S_all      1.005
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1647
_refine_ls_wR_factor_ref         0.1998
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_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 0.5410(8) 0.8504(3) 0.2522(3) 0.0995(13) Uani 1 1 d . . . . .
O2 O 0.6981(8) 0.9894(3) 0.1788(3) 0.1009(13) Uani 1 1 d . . . . .
O3 O 1.0986(6) 0.9141(3) 0.1260(3) 0.0745(9) Uani 1 1 d . . . . .
O4 O 0.8955(6) 0.8551(3) -0.0457(3) 0.0763(9) Uani 1 1 d . . . . .
O5 O 0.4034(6) 0.8180(3) -0.0266(3) 0.0855(10) Uani 1 1 d . . . . .
O6 O 0.4691(6) 0.6418(3) -0.0334(2) 0.0748(9) Uani 1 1 d . . . . .
O7 O 0.3516(6) 0.2989(3) 0.5296(2) 0.0652(8) Uani 1 1 d . . . . .
O8 O 0.7105(6) 0.4016(2) 0.5922(2) 0.0652(8) Uani 1 1 d . . . . .
O9 O 0.8750(6) 0.2016(3) 0.6038(2) 0.0746(9) Uani 1 1 d . . . . .
O10 O 0.8880(5) 0.1058(3) 0.4367(3) 0.0683(8) Uani 1 1 d . . . . .
O11 O 0.3589(5) 0.1566(2) 0.2802(2) 0.0678(8) Uani 1 1 d . . . . .
O12 O 0.3771(5) 0.0627(2) 0.4188(3) 0.0684(8) Uani 1 1 d . . . . .
N1 N 0.6857(5) 0.6354(2) 0.2155(2) 0.0409(7) Uani 1 1 d . . . . .
N2 N 0.9828(5) 0.6566(2) 0.1135(2) 0.0428(7) Uani 1 1 d . . . . .
N3 N 0.9818(5) 0.5625(2) 0.1638(2) 0.0365(6) Uani 1 1 d . . . . .
N4 N 1.1398(5) 0.4907(2) 0.1465(2) 0.0436(7) Uani 1 1 d . . . . .
N5 N 1.1259(5) 0.4030(2) 0.1945(2) 0.0452(7) Uani 1 1 d . . . . .
N6 N 0.9573(5) 0.3890(2) 0.2608(2) 0.0387(7) Uani 1 1 d . . . . .
N7 N 0.9357(5) 0.2986(2) 0.3176(2) 0.0428(7) Uani 1 1 d . . . . .
N8 N 0.6639(5) 0.4123(2) 0.3498(2) 0.0423(7) Uani 1 1 d . . . . .
N9 N 0.6535(6) 0.8887(3) 0.1898(3) 0.0539(8) Uani 1 1 d . . . . .
N10 N 0.9252(6) 0.8631(3) 0.0546(3) 0.0504(8) Uani 1 1 d . . . . .
N11 N 0.5109(6) 0.7485(3) 0.0042(2) 0.0533(8) Uani 1 1 d . . . . .
N12 N 0.4419(5) 0.1429(2) 0.3728(3) 0.0456(7) Uani 1 1 d . . . . .
N13 N 0.5612(6) 0.3201(3) 0.5307(2) 0.0462(7) Uani 1 1 d . . . . .
N14 N 0.8252(5) 0.1757(3) 0.5003(3) 0.0460(7) Uani 1 1 d . . . . .
C1 C 0.7266(6) 0.7968(3) 0.1027(3) 0.0422(8) Uani 1 1 d . . . . .
C2 C 0.8043(6) 0.6964(3) 0.1479(3) 0.0378(7) Uani 1 1 d . . . . .
C3 C 0.8034(6) 0.5528(3) 0.2250(3) 0.0366(7) Uani 1 1 d . . . . .
C4 C 0.7938(6) 0.4548(3) 0.2811(3) 0.0362(7) Uani 1 1 d . . . . .
C5 C 0.7604(6) 0.3180(3) 0.3689(3) 0.0398(8) Uani 1 1 d . . . . .
C6 C 0.6538(6) 0.2406(3) 0.4417(3) 0.0395(8) 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 N9 1.170(4) . ?
O2 N9 1.192(4) . ?
O3 N10 1.207(4) . ?
O4 N10 1.186(4) . ?
O5 N11 1.193(4) . ?
O6 N11 1.214(4) . ?
O7 N13 1.204(4) . ?
O8 N13 1.211(4) . ?
O9 N14 1.213(4) . ?
O10 N14 1.173(4) . ?
O11 N12 1.203(4) . ?
O12 N12 1.204(4) . ?
N1 C2 1.363(4) . ?
N1 C3 1.298(4) . ?
N2 N3 1.348(3) . ?
N2 C2 1.315(4) . ?
N3 N4 1.376(4) . ?
N3 C3 1.370(4) . ?
N4 N5 1.261(4) . ?
N5 N6 1.370(4) . ?
N6 N7 1.355(3) . ?
N6 C4 1.360(4) . ?
N7 C5 1.314(4) . ?
N8 C4 1.311(4) . ?
N8 C5 1.367(4) . ?
N9 C1 1.538(4) . ?
N10 C1 1.523(4) . ?
N11 C1 1.541(5) . ?
N12 C6 1.536(5) . ?
N13 C6 1.529(4) . ?
N14 C6 1.532(4) . ?
C1 C2 1.496(4) . ?
C3 C4 1.427(4) . ?
C5 C6 1.492(4) . ?

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
C3 N1 C2 101.3(3) . . ?
C2 N2 N3 101.0(2) . . ?
N2 N3 N4 120.6(2) . . ?
N2 N3 C3 109.6(2) . . ?
C3 N3 N4 129.8(2) . . ?
N5 N4 N3 117.1(3) . . ?
N4 N5 N6 117.0(2) . . ?
N7 N6 N5 120.4(2) . . ?
N7 N6 C4 110.2(3) . . ?
C4 N6 N5 129.4(2) . . ?
C5 N7 N6 100.6(2) . . ?
C4 N8 C5 101.0(3) . . ?
O1 N9 O2 127.2(3) . . ?
O1 N9 C1 116.2(3) . . ?
O2 N9 C1 116.1(3) . . ?
O3 N10 C1 113.8(3) . . ?
O4 N10 O3 128.6(4) . . ?
O4 N10 C1 117.6(3) . . ?
O5 N11 O6 127.0(4) . . ?
O5 N11 C1 117.8(3) . . ?
O6 N11 C1 115.2(3) . . ?
O11 N12 O12 128.0(3) . . ?
O11 N12 C6 116.2(3) . . ?
O12 N12 C6 115.8(3) . . ?
O7 N13 O8 127.3(3) . . ?
O7 N13 C6 117.9(3) . . ?
O8 N13 C6 114.7(3) . . ?
O9 N14 C6 117.1(3) . . ?
O10 N14 O9 129.1(3) . . ?
O10 N14 C6 113.8(3) . . ?
N9 C1 N11 106.2(3) . . ?
N10 C1 N9 107.8(3) . . ?
N10 C1 N11 107.4(3) . . ?
C2 C1 N9 115.3(3) . . ?
C2 C1 N10 109.5(3) . . ?
C2 C1 N11 110.3(3) . . ?
N1 C2 C1 123.2(3) . . ?
N2 C2 N1 117.2(3) . . ?
N2 C2 C1 119.3(3) . . ?
N1 C3 N3 110.9(3) . . ?
N1 C3 C4 136.7(3) . . ?
N3 C3 C4 112.4(3) . . ?
N6 C4 C3 114.3(3) . . ?
N8 C4 N6 110.7(3) . . ?
N8 C4 C3 135.0(3) . . ?
N7 C5 N8 117.5(3) . . ?
N7 C5 C6 124.1(3) . . ?
N8 C5 C6 118.3(3) . . ?
N13 C6 N12 107.4(3) . . ?
N13 C6 N14 110.3(3) . . ?
N14 C6 N12 105.9(2) . . ?
C5 C6 N12 112.0(3) . . ?
C5 C6 N13 107.2(2) . . ?
C5 C6 N14 114.0(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
O1 N9 C1 N10 -163.9(4) . . . . ?
O1 N9 C1 N11 81.3(4) . . . . ?
O1 N9 C1 C2 -41.3(5) . . . . ?
O2 N9 C1 N10 23.1(5) . . . . ?
O2 N9 C1 N11 -91.7(4) . . . . ?
O2 N9 C1 C2 145.8(4) . . . . ?
O3 N10 C1 N9 60.0(4) . . . . ?
O3 N10 C1 N11 174.0(3) . . . . ?
O3 N10 C1 C2 -66.2(4) . . . . ?
O4 N10 C1 N9 -122.6(3) . . . . ?
O4 N10 C1 N11 -8.6(4) . . . . ?
O4 N10 C1 C2 111.2(3) . . . . ?
O5 N11 C1 N9 41.2(4) . . . . ?
O5 N11 C1 N10 -73.9(4) . . . . ?
O5 N11 C1 C2 166.9(3) . . . . ?
O6 N11 C1 N9 -138.7(3) . . . . ?
O6 N11 C1 N10 106.3(3) . . . . ?
O6 N11 C1 C2 -13.0(4) . . . . ?
O7 N13 C6 N12 -3.2(4) . . . . ?
O7 N13 C6 N14 -118.1(3) . . . . ?
O7 N13 C6 C5 117.3(3) . . . . ?
O8 N13 C6 N12 179.8(3) . . . . ?
O8 N13 C6 N14 64.9(3) . . . . ?
O8 N13 C6 C5 -59.8(4) . . . . ?
O9 N14 C6 N12 -120.9(3) . . . . ?
O9 N14 C6 N13 -5.1(4) . . . . ?
O9 N14 C6 C5 115.6(3) . . . . ?
O10 N14 C6 N12 58.3(3) . . . . ?
O10 N14 C6 N13 174.2(3) . . . . ?
O10 N14 C6 C5 -65.2(4) . . . . ?
O11 N12 C6 N13 101.5(3) . . . . ?
O11 N12 C6 N14 -140.6(3) . . . . ?
O11 N12 C6 C5 -15.8(4) . . . . ?
O12 N12 C6 N13 -77.4(3) . . . . ?
O12 N12 C6 N14 40.4(4) . . . . ?
O12 N12 C6 C5 165.3(3) . . . . ?
N1 C3 C4 N6 177.6(4) . . . . ?
N1 C3 C4 N8 -3.2(7) . . . . ?
N2 N3 N4 N5 -178.8(3) . . . . ?
N2 N3 C3 N1 0.9(4) . . . . ?
N2 N3 C3 C4 -179.6(3) . . . . ?
N3 N2 C2 N1 -0.5(4) . . . . ?
N3 N2 C2 C1 -174.6(3) . . . . ?
N3 N4 N5 N6 -1.1(4) . . . . ?
N3 C3 C4 N6 -1.6(4) . . . . ?
N3 C3 C4 N8 177.6(4) . . . . ?
N4 N3 C3 N1 -176.7(3) . . . . ?
N4 N3 C3 C4 2.7(5) . . . . ?
N4 N5 N6 N7 -178.3(3) . . . . ?
N4 N5 N6 C4 2.1(5) . . . . ?
N5 N6 N7 C5 179.7(3) . . . . ?
N5 N6 C4 N8 -180.0(3) . . . . ?
N5 N6 C4 C3 -0.6(5) . . . . ?
N6 N7 C5 N8 0.6(4) . . . . ?
N6 N7 C5 C6 177.7(3) . . . . ?
N7 N6 C4 N8 0.4(4) . . . . ?
N7 N6 C4 C3 179.8(3) . . . . ?
N7 C5 C6 N12 -91.9(4) . . . . ?
N7 C5 C6 N13 150.7(3) . . . . ?
N7 C5 C6 N14 28.3(5) . . . . ?
N8 C5 C6 N12 85.1(3) . . . . ?
N8 C5 C6 N13 -32.3(4) . . . . ?
N8 C5 C6 N14 -154.7(3) . . . . ?
N9 C1 C2 N1 45.1(4) . . . . ?
N9 C1 C2 N2 -141.2(3) . . . . ?
N10 C1 C2 N1 166.9(3) . . . . ?
N10 C1 C2 N2 -19.4(4) . . . . ?
N11 C1 C2 N1 -75.1(4) . . . . ?
N11 C1 C2 N2 98.5(4) . . . . ?
C2 N1 C3 N3 -1.1(3) . . . . ?
C2 N1 C3 C4 179.6(4) . . . . ?
C2 N2 N3 N4 177.7(3) . . . . ?
C2 N2 N3 C3 -0.2(3) . . . . ?
C3 N1 C2 N2 1.1(4) . . . . ?
C3 N1 C2 C1 174.9(3) . . . . ?
C3 N3 N4 N5 -1.3(5) . . . . ?
C4 N6 N7 C5 -0.6(3) . . . . ?
C4 N8 C5 N7 -0.4(4) . . . . ?
C4 N8 C5 C6 -177.6(3) . . . . ?
C5 N8 C4 N6 0.0(3) . . . . ?
C5 N8 C4 C3 -179.2(4) . . . . ?

_shelx_SHELXL_version_number     2016/6
_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_test
_database_code_depnum_ccdc_archive 'CCDC 2322374'
loop_
_audit_author_name
_audit_author_address
'hui zhang' 'Beijing Institute of Technology'
_audit_update_record             
;
2023-12-28 deposited with the CCDC.	2024-10-15 downloaded from the CCDC.
;
_audit_creation_date             2023-12-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F2 N12 O8'
_chemical_formula_sum            'C6 F2 N12 O8'
_chemical_formula_weight         406.18
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.7826(2)
_cell_length_b                   10.8042(3)
_cell_length_c                   12.2660(4)
_cell_angle_alpha                108.876(3)
_cell_angle_beta                 90.143(3)
_cell_angle_gamma                105.181(3)
_cell_volume                     696.62(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7890
_cell_measurement_temperature    296
_cell_measurement_theta_max      99
_cell_measurement_theta_min      3
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.735
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.936
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       clear_block
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9874
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.965
_diffrn_reflns_theta_min         3.826
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2418
_reflns_number_total             2791
_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 1.171.42.59a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.59a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.59a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.0044(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         2791
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0985P)²+0.2190P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1554
_refine_ls_wR_factor_ref         0.1633
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_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
F28 F -0.0246(3) 0.08610(14) 0.41057(12) 0.0648(4) Uani 1 1 d . . . . .
F7 F 0.8070(3) 0.90763(16) 1.01771(13) 0.0726(5) Uani 1 1 d . . . . .
N2 N -0.0176(3) 0.39643(17) 0.69858(14) 0.0421(4) Uani 1 1 d . . . . .
N3 N 0.1280(3) 0.59057(17) 0.88425(14) 0.0421(4) Uani 1 1 d . . . . .
N25 N 0.5107(3) 0.66245(17) 0.86017(14) 0.0436(4) Uani 1 1 d . . . . .
O13 O 0.6682(4) 0.64337(19) 1.10248(16) 0.0652(5) Uani 1 1 d . . . . .
N15 N 0.3149(3) 0.40659(17) 0.61127(14) 0.0446(4) Uani 1 1 d . . . . .
N16 N 0.2206(3) 0.69171(18) 0.98482(14) 0.0465(4) Uani 1 1 d . . . . .
O6 O 0.1035(4) 0.3832(2) 0.36629(18) 0.0752(6) Uani 1 1 d . . . . .
N22 N -0.1814(3) 0.4192(2) 0.77780(16) 0.0513(5) Uani 1 1 d . . . . .
N18 N -0.0843(3) 0.29177(18) 0.59789(14) 0.0475(4) Uani 1 1 d . . . . .
N10 N 0.3844(4) 0.1891(2) 0.41907(16) 0.0567(5) Uani 1 1 d . . . . .
N20 N -0.1081(3) 0.5168(2) 0.87064(16) 0.0510(5) Uani 1 1 d . . . . .
O24 O 0.5235(4) 0.2633(2) 0.37928(18) 0.0783(6) Uani 1 1 d . . . . .
N8 N 0.7521(4) 0.7645(2) 1.12480(16) 0.0571(5) Uani 1 1 d . . . . .
N14 N 0.0781(4) 0.2623(2) 0.33710(16) 0.0553(5) Uani 1 1 d . . . . .
O26 O 0.0160(5) 0.1807(2) 0.24205(15) 0.0886(7) Uani 1 1 d . . . . .
N27 N 0.5160(4) 0.9266(2) 1.1505(2) 0.0640(6) Uani 1 1 d . . . . .
C1 C 0.3047(4) 0.57446(19) 0.81084(16) 0.0397(4) Uani 1 1 d . . . . .
O4 O 0.4207(5) 0.1030(2) 0.4527(2) 0.0909(7) Uani 1 1 d . . . . .
O12 O 0.4467(5) 0.8861(3) 1.2282(2) 0.0951(8) Uani 1 1 d . . . . .
C9 C 0.2210(4) 0.46399(19) 0.70526(16) 0.0399(4) Uani 1 1 d . . . . .
C21 C 0.1210(4) 0.3041(2) 0.55029(17) 0.0440(5) Uani 1 1 d . . . . .
O19 O 0.9222(5) 0.8382(2) 1.1926(2) 0.1009(9) Uani 1 1 d . . . . .
C11 C 0.4474(4) 0.72923(19) 0.96524(17) 0.0424(5) Uani 1 1 d . . . . .
O23 O 0.5119(6) 1.0293(2) 1.1358(2) 0.1125(10) Uani 1 1 d . . . . .
C17 C 0.1315(4) 0.2082(2) 0.43276(18) 0.0477(5) Uani 1 1 d . . . . .
C5 C 0.6319(4) 0.8332(2) 1.05792(18) 0.0472(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
F28 C17 1.331(2) . ?
F7 C5 1.322(3) . ?
N2 N22 1.369(2) . ?
N2 N18 1.348(2) . ?
N2 C9 1.370(3) . ?
N3 N16 1.349(2) . ?
N3 N20 1.368(3) . ?
N3 C1 1.372(3) . ?
N25 C1 1.311(3) . ?
N25 C11 1.362(3) . ?
O13 N8 1.208(3) . ?
N15 C9 1.314(3) . ?
N15 C21 1.361(3) . ?
N16 C11 1.315(3) . ?
O6 N14 1.206(3) . ?
N22 N20 1.255(3) . ?
N18 C21 1.319(3) . ?
N10 O24 1.203(3) . ?
N10 O4 1.195(3) . ?
N10 C17 1.532(3) . ?
N8 O19 1.204(3) . ?
N8 C5 1.539(3) . ?
N14 O26 1.197(3) . ?
N14 C17 1.533(3) . ?
N27 O12 1.200(3) . ?
N27 O23 1.187(3) . ?
N27 C5 1.540(3) . ?
C1 C9 1.425(3) . ?
C21 C17 1.491(3) . ?
C11 C5 1.494(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
N22 N2 C9 129.57(17) . . ?
N18 N2 N22 119.80(17) . . ?
N18 N2 C9 110.61(16) . . ?
N16 N3 N20 120.03(16) . . ?
N16 N3 C1 110.11(17) . . ?
N20 N3 C1 129.75(17) . . ?
C1 N25 C11 101.49(17) . . ?
C9 N15 C21 101.29(17) . . ?
C11 N16 N3 100.91(16) . . ?
N20 N22 N2 116.95(18) . . ?
C21 N18 N2 100.39(16) . . ?
O24 N10 C17 117.2(2) . . ?
O4 N10 O24 127.8(3) . . ?
O4 N10 C17 115.0(2) . . ?
N22 N20 N3 117.37(17) . . ?
O13 N8 C5 116.76(19) . . ?
O19 N8 O13 127.4(2) . . ?
O19 N8 C5 115.8(2) . . ?
O6 N14 C17 115.99(18) . . ?
O26 N14 O6 127.1(2) . . ?
O26 N14 C17 116.9(2) . . ?
O12 N27 C5 115.4(2) . . ?
O23 N27 O12 129.3(3) . . ?
O23 N27 C5 115.3(3) . . ?
N3 C1 C9 112.82(18) . . ?
N25 C1 N3 110.11(16) . . ?
N25 C1 C9 136.97(18) . . ?
N2 C9 C1 113.54(17) . . ?
N15 C9 N2 109.98(17) . . ?
N15 C9 C1 136.46(19) . . ?
N15 C21 C17 122.82(19) . . ?
N18 C21 N15 117.73(18) . . ?
N18 C21 C17 119.44(19) . . ?
N25 C11 C5 121.26(19) . . ?
N16 C11 N25 117.37(18) . . ?
N16 C11 C5 121.20(18) . . ?
F28 C17 N10 108.09(18) . . ?
F28 C17 N14 106.91(17) . . ?
F28 C17 C21 112.86(18) . . ?
N10 C17 N14 106.29(17) . . ?
C21 C17 N10 110.45(17) . . ?
C21 C17 N14 111.92(17) . . ?
F7 C5 N8 106.54(19) . . ?
F7 C5 N27 109.89(18) . . ?
F7 C5 C11 113.34(18) . . ?
N8 C5 N27 104.46(17) . . ?
C11 C5 N8 110.71(17) . . ?
C11 C5 N27 111.42(18) . . ?

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
N2 N22 N20 N3 -0.3(3) . . . . ?
N2 N18 C21 N15 0.5(2) . . . . ?
N2 N18 C21 C17 -178.65(18) . . . . ?
N3 N16 C11 N25 0.7(2) . . . . ?
N3 N16 C11 C5 -174.54(18) . . . . ?
N3 C1 C9 N2 -0.1(2) . . . . ?
N3 C1 C9 N15 -178.4(2) . . . . ?
N25 C1 C9 N2 175.7(2) . . . . ?
N25 C1 C9 N15 -2.6(4) . . . . ?
N25 C11 C5 F7 36.6(3) . . . . ?
N25 C11 C5 N8 -83.0(2) . . . . ?
N25 C11 C5 N27 161.18(19) . . . . ?
O13 N8 C5 F7 -130.7(2) . . . . ?
O13 N8 C5 N27 113.0(2) . . . . ?
O13 N8 C5 C11 -7.1(3) . . . . ?
N15 C21 C17 F28 150.9(2) . . . . ?
N15 C21 C17 N10 29.8(3) . . . . ?
N15 C21 C17 N14 -88.4(2) . . . . ?
N16 N3 N20 N22 -176.24(18) . . . . ?
N16 N3 C1 N25 -0.2(2) . . . . ?
N16 N3 C1 C9 176.79(16) . . . . ?
N16 C11 C5 F7 -148.3(2) . . . . ?
N16 C11 C5 N8 92.0(2) . . . . ?
N16 C11 C5 N27 -23.8(3) . . . . ?
O6 N14 C17 F28 144.3(2) . . . . ?
O6 N14 C17 N10 -100.4(2) . . . . ?
O6 N14 C17 C21 20.3(3) . . . . ?
N22 N2 N18 C21 -178.60(18) . . . . ?
N22 N2 C9 N15 178.1(2) . . . . ?
N22 N2 C9 C1 -0.6(3) . . . . ?
N18 N2 N22 N20 178.92(19) . . . . ?
N18 N2 C9 N15 0.0(2) . . . . ?
N18 N2 C9 C1 -178.80(16) . . . . ?
N18 C21 C17 F28 -30.0(3) . . . . ?
N18 C21 C17 N10 -151.1(2) . . . . ?
N18 C21 C17 N14 90.7(2) . . . . ?
N20 N3 N16 C11 176.25(18) . . . . ?
N20 N3 C1 N25 -176.3(2) . . . . ?
N20 N3 C1 C9 0.7(3) . . . . ?
O24 N10 C17 F28 144.0(2) . . . . ?
O24 N10 C17 N14 29.5(2) . . . . ?
O24 N10 C17 C21 -92.1(2) . . . . ?
O26 N14 C17 F28 -35.7(3) . . . . ?
O26 N14 C17 N10 79.6(3) . . . . ?
O26 N14 C17 C21 -159.7(2) . . . . ?
C1 N3 N16 C11 -0.3(2) . . . . ?
C1 N3 N20 N22 -0.5(3) . . . . ?
C1 N25 C11 N16 -0.8(2) . . . . ?
C1 N25 C11 C5 174.40(18) . . . . ?
O4 N10 C17 F28 -37.9(3) . . . . ?
O4 N10 C17 N14 -152.4(2) . . . . ?
O4 N10 C17 C21 86.0(2) . . . . ?
O12 N27 C5 F7 -145.9(2) . . . . ?
O12 N27 C5 N8 -31.9(3) . . . . ?
O12 N27 C5 C11 87.6(3) . . . . ?
C9 N2 N22 N20 0.9(3) . . . . ?
C9 N2 N18 C21 -0.2(2) . . . . ?
C9 N15 C21 N18 -0.5(3) . . . . ?
C9 N15 C21 C17 178.59(19) . . . . ?
C21 N15 C9 N2 0.3(2) . . . . ?
C21 N15 C9 C1 178.6(2) . . . . ?
O19 N8 C5 F7 48.2(3) . . . . ?
O19 N8 C5 N27 -68.1(3) . . . . ?
O19 N8 C5 C11 171.9(2) . . . . ?
C11 N25 C1 N3 0.6(2) . . . . ?
C11 N25 C1 C9 -175.4(2) . . . . ?
O23 N27 C5 F7 32.8(3) . . . . ?
O23 N27 C5 N8 146.8(2) . . . . ?
O23 N27 C5 C11 -93.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
