# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_2_a
_audit_block_doi                 10.5517/ccdc.csd.cc2fgrsg
_database_code_depnum_ccdc_archive 'CCDC 2248516'
loop_
_audit_author_name
_audit_author_address
'Rongzheng Zhang'
;University
China
;
_audit_update_record             
;
2023-08-05 deposited with the CCDC.	2023-09-14 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         'C15 H7 N7 O10, C H4 O'
_chemical_formula_sum            'C16 H11 N7 O11'
_chemical_formula_weight         477.32

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'
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'
H H 0.0000 0.0000 '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                   26.806(4)
_cell_length_b                   7.7681(10)
_cell_length_c                   20.357(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.251(3)
_cell_angle_gamma                90
_cell_volume                     3923.3(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8882
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      22.75

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_F_000             1952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.140
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4691
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_source.type              microfocus
_diffrn_radiation_type           MoK\a
_diffrn_source.source            'Ius 2.0'
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.42
_diffrn_reflns_number            27370
_diffrn_reflns_av_unetI/netI     0.0802
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         0.821
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.960
_reflns_number_total             6638
_reflns_number_gt                4468
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0815P)²+2.8248P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6638
_refine_ls_number_parameters     617
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1105
_refine_ls_R_factor_gt           0.0702
_refine_ls_wR_factor_ref         0.1870
_refine_ls_wR_factor_gt          0.1647
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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
C1 C 0.9128(2) 0.5180(7) 0.2709(3) 0.0414(14) Uani 1 1 d . . . . .
C2 C 0.9681(2) 0.5212(7) 0.3103(3) 0.0391(13) Uani 1 1 d . . . . .
C3 C 0.9762(2) 0.6155(6) 0.3712(3) 0.0418(14) Uani 1 1 d . . . . .
C4 C 1.0254(2) 0.6664(7) 0.4327(3) 0.0410(14) Uani 1 1 d . . . . .
C5 C 1.0646(2) 0.5516(7) 0.4747(3) 0.0415(15) Uani 1 1 d . . . . .
C6 C 1.1065(2) 0.6058(8) 0.5338(3) 0.0456(15) Uani 1 1 d . . . . .
H6 H 1.132381 0.528411 0.561406 0.055 Uiso 1 1 calc R U . . .
C7 C 1.1096(2) 0.7768(8) 0.5514(3) 0.0415(15) Uani 1 1 d . . . . .
C8 C 1.0736(3) 0.8951(7) 0.5112(4) 0.0516(17) Uani 1 1 d . . . . .
H8 H 1.077222 1.010941 0.523629 0.062 Uiso 1 1 calc R U . . .
C9 C 1.0316(3) 0.8390(7) 0.4513(4) 0.0459(15) Uani 1 1 d . . . . .
H9 H 1.007013 0.918652 0.422856 0.055 Uiso 1 1 calc R U . . .
C10 C 0.8799(2) 0.4493(8) 0.2016(3) 0.0485(15) Uani 1 1 d . . . . .
C11 C 0.8639(3) 0.2779(8) 0.1872(4) 0.0466(16) Uani 1 1 d . . . . .
C12 C 0.8309(3) 0.2239(10) 0.1183(5) 0.065(2) Uani 1 1 d . . . . .
H12 H 0.820753 0.109507 0.108003 0.079 Uiso 1 1 calc R U . . .
C13 C 0.8149(3) 0.3470(10) 0.0683(4) 0.0573(18) Uani 1 1 d . . . . .
C14 C 0.8302(3) 0.5185(10) 0.0775(4) 0.068(2) Uani 1 1 d . . . . .
H14 H 0.819434 0.596779 0.040119 0.082 Uiso 1 1 calc R U . . .
C15 C 0.8629(3) 0.5664(9) 0.1471(4) 0.0642(19) Uani 1 1 d . . . . .
H15 H 0.873393 0.680804 0.156549 0.077 Uiso 1 1 calc R U . . .
C16 C 0.4143(2) 0.9853(7) 0.1434(3) 0.0382(13) Uani 1 1 d . . . . .
C17 C 0.4697(2) 0.9952(7) 0.1601(3) 0.0386(13) Uani 1 1 d . . . . .
C18 C 0.4765(2) 1.0947(6) 0.1073(3) 0.0331(12) Uani 1 1 d . . . . .
C19 C 0.5252(2) 1.1576(6) 0.0941(3) 0.0348(13) Uani 1 1 d . . . . .
C20 C 0.5663(2) 1.0511(6) 0.0905(3) 0.0359(13) Uani 1 1 d . . . . .
C21 C 0.6085(2) 1.1124(7) 0.0741(3) 0.0442(14) Uani 1 1 d . . . . .
H21 H 0.635379 1.039541 0.071850 0.053 Uiso 1 1 calc R U . . .
C22 C 0.6091(3) 1.2848(7) 0.0613(3) 0.0448(15) Uani 1 1 d . . . . .
C23 C 0.5707(2) 1.3965(7) 0.0658(3) 0.0494(16) Uani 1 1 d . . . . .
H23 H 0.572891 1.513549 0.057584 0.059 Uiso 1 1 calc R U . . .
C24 C 0.5285(2) 1.3331(6) 0.0826(3) 0.0408(14) Uani 1 1 d . . . . .
H24 H 0.502576 1.407879 0.086193 0.049 Uiso 1 1 calc R U . . .
C25 C 0.3815(2) 0.9062(7) 0.1807(3) 0.0453(15) Uani 1 1 d . . . . .
C26 C 0.3657(2) 0.7328(8) 0.1739(3) 0.0446(15) Uani 1 1 d . . . . .
C27 C 0.3332(2) 0.6713(9) 0.2076(3) 0.0535(17) Uani 1 1 d . . . . .
H27 H 0.322462 0.556639 0.202676 0.064 Uiso 1 1 calc R U . . .
C28 C 0.3171(2) 0.7802(10) 0.2480(4) 0.0601(18) Uani 1 1 d . . . . .
C29 C 0.3319(3) 0.9528(10) 0.2569(4) 0.0660(19) Uani 1 1 d . . . . .
H29 H 0.320441 1.024806 0.284873 0.079 Uiso 1 1 calc R U . . .
C30 C 0.3643(3) 1.0144(9) 0.2229(4) 0.0590(18) Uani 1 1 d . . . . .
H30 H 0.374802 1.129375 0.228271 0.071 Uiso 1 1 calc R U . . .
N1 N 0.9291(2) 0.6690(6) 0.3714(3) 0.0518(13) Uani 1 1 d . . . . .
H1 H 0.923701 0.727957 0.403794 0.062 Uiso 1 1 calc R U . . .
N2 N 0.8915(2) 0.6112(6) 0.3095(3) 0.0511(13) Uani 1 1 d . . . . .
N3 N 1.0617(2) 0.3673(6) 0.4602(3) 0.0481(13) Uani 1 1 d . . . . .
N4 N 1.1542(2) 0.8327(9) 0.6153(3) 0.0623(15) Uani 1 1 d . . . . .
N5 N 0.8792(2) 0.1460(7) 0.2422(4) 0.0607(15) Uani 1 1 d . . . . .
N6 N 0.7807(3) 0.2908(13) -0.0063(4) 0.075(2) Uani 1 1 d . . . . .
N7 N 1.0077(2) 0.4462(7) 0.2875(3) 0.0515(13) Uani 1 1 d . . . . .
N8 N 0.42944(18) 1.1479(6) 0.0616(3) 0.0434(12) Uani 1 1 d . . . . .
N9 N 0.39268(19) 1.0787(6) 0.0847(3) 0.0464(12) Uani 1 1 d . . . . .
H9A H 0.358518 1.093887 0.063478 0.056 Uiso 1 1 calc R U . . .
N10 N 0.5088(2) 0.9231(7) 0.2201(3) 0.0541(14) Uani 1 1 d . . . . .
N11 N 0.5659(2) 0.8649(6) 0.1020(3) 0.0459(12) Uani 1 1 d . . . . .
N12 N 0.6533(2) 1.3535(7) 0.0415(3) 0.0564(14) Uani 1 1 d . . . . .
N13 N 0.3826(2) 0.6082(7) 0.1324(3) 0.0596(14) Uani 1 1 d . . . . .
N14 N 0.2817(3) 0.7115(13) 0.2818(4) 0.081(2) Uani 1 1 d . . . . .
O1 O 0.9922(2) 0.3730(8) 0.2295(3) 0.0909(18) Uani 1 1 d . . . . .
O2 O 1.0547(2) 0.4575(6) 0.3260(3) 0.0635(12) Uani 1 1 d . . . . .
O3 O 0.9165(3) 0.1731(6) 0.2972(3) 0.0825(16) Uani 1 1 d . . . . .
O4 O 0.8535(2) 0.0083(6) 0.2289(3) 0.0866(16) Uani 1 1 d . . . . .
O5 O 0.7750(2) 0.1396(10) -0.0176(3) 0.101(2) Uani 1 1 d . . . . .
O6 O 0.7620(3) 0.4031(11) -0.0491(4) 0.112(2) Uani 1 1 d . . . . .
O7 O 1.01701(18) 0.2991(5) 0.4365(3) 0.0600(12) Uani 1 1 d . . . . .
O8 O 1.10401(18) 0.2914(5) 0.4738(3) 0.0673(13) Uani 1 1 d . . . . .
O9 O 1.1794(2) 0.7217(9) 0.6557(3) 0.0850(17) Uani 1 1 d . . . . .
O10 O 1.1604(2) 0.9873(7) 0.6255(3) 0.0912(18) Uani 1 1 d . . . . .
O11 O 0.55635(17) 0.9413(6) 0.2288(2) 0.0634(13) Uani 1 1 d . . . . .
O12 O 0.4947(2) 0.8456(7) 0.2621(3) 0.0849(17) Uani 1 1 d . . . . .
O13 O 0.52262(17) 0.7892(5) 0.0813(2) 0.0545(11) Uani 1 1 d . . . . .
O14 O 0.61015(18) 0.7930(5) 0.1302(3) 0.0669(14) Uani 1 1 d . . . . .
O15 O 0.6815(2) 1.2504(6) 0.0239(3) 0.0704(15) Uani 1 1 d . . . . .
O16 O 0.6600(2) 1.5072(6) 0.0453(3) 0.0821(16) Uani 1 1 d . . . . .
O17 O 0.4194(2) 0.6482(6) 0.1129(3) 0.0794(16) Uani 1 1 d . . . . .
O18 O 0.3591(2) 0.4715(6) 0.1175(3) 0.0800(14) Uani 1 1 d . . . . .
O19 O 0.2735(2) 0.5575(10) 0.2791(4) 0.110(2) Uani 1 1 d . . . . .
O20 O 0.2637(2) 0.8123(12) 0.3123(3) 0.114(3) Uani 1 1 d . . . . .
C31 C 0.2689(4) 0.3382(13) 0.4229(6) 0.108(3) Uani 1 1 d . . . . .
H31A H 0.263869 0.460411 0.416805 0.161 Uiso 1 1 calc R U . . .
H31B H 0.234860 0.281171 0.400804 0.161 Uiso 1 1 calc R U . . .
H31C H 0.293252 0.300064 0.401388 0.161 Uiso 1 1 calc R U . . .
O21 O 0.2918(2) 0.2966(7) 0.4999(4) 0.099(2) Uani 1 1 d . . . . .
H21A H 0.296410 0.192368 0.505071 0.149 Uiso 1 1 calc R U . . .
C32 C 0.2280(5) 0.1993(14) 0.1488(9) 0.171(7) Uani 1 1 d . . . . .
H32A H 0.201564 0.255143 0.108497 0.256 Uiso 1 1 calc R U . . .
H32B H 0.229677 0.079349 0.138530 0.256 Uiso 1 1 calc R U . . .
H32C H 0.262586 0.251320 0.158858 0.256 Uiso 1 1 calc R U . . .
O22 O 0.2125(2) 0.2185(9) 0.2119(5) 0.116(2) Uani 1 1 d . . . . .
H22 H 0.180529 0.194497 0.200545 0.173 Uiso 1 1 d 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
C1 N2 1.346(7) . ?
C1 C2 1.392(8) . ?
C1 C10 1.453(8) . ?
C2 C3 1.386(8) . ?
C2 N7 1.432(7) . ?
C3 N1 1.328(7) . ?
C3 C4 1.487(8) . ?
C4 C9 1.386(7) . ?
C4 C5 1.397(8) . ?
C5 C6 1.364(8) . ?
C5 N3 1.458(7) . ?
C6 C7 1.370(8) . ?
C7 C8 1.359(9) . ?
C7 N4 1.460(8) . ?
C8 C9 1.379(9) . ?
C10 C15 1.372(9) . ?
C10 C11 1.396(8) . ?
C11 C12 1.410(10) . ?
C11 N5 1.458(9) . ?
C12 C13 1.343(11) . ?
C13 C14 1.386(10) . ?
C13 N6 1.511(10) . ?
C14 C15 1.406(10) . ?
C16 N9 1.328(7) . ?
C16 C17 1.394(7) . ?
C16 C25 1.495(8) . ?
C17 N10 1.390(7) . ?
C17 C18 1.391(7) . ?
C18 N8 1.318(7) . ?
C18 C19 1.509(7) . ?
C19 C24 1.392(7) . ?
C19 C20 1.402(7) . ?
C20 C21 1.382(7) . ?
C20 N11 1.466(7) . ?
C21 C22 1.366(8) . ?
C22 C23 1.376(8) . ?
C22 N12 1.489(8) . ?
C23 C24 1.389(8) . ?
C25 C30 1.400(9) . ?
C25 C26 1.404(8) . ?
C26 C27 1.382(9) . ?
C26 N13 1.465(9) . ?
C27 C28 1.359(9) . ?
C28 C29 1.391(10) . ?
C28 N14 1.465(9) . ?
C29 C30 1.384(9) . ?
N1 N2 1.358(7) . ?
N3 O8 1.214(6) . ?
N3 O7 1.230(6) . ?
N4 O9 1.206(8) . ?
N4 O10 1.219(7) . ?
N5 O3 1.204(7) . ?
N5 O4 1.246(7) . ?
N6 O5 1.195(8) . ?
N6 O6 1.199(9) . ?
N7 O2 1.210(6) . ?
N7 O1 1.233(7) . ?
N8 N9 1.354(6) . ?
N10 O12 1.216(7) . ?
N10 O11 1.227(6) . ?
N11 O13 1.225(6) . ?
N11 O14 1.237(6) . ?
N12 O16 1.205(6) . ?
N12 O15 1.241(7) . ?
N13 O18 1.213(6) . ?
N13 O17 1.235(7) . ?
N14 O20 1.208(10) . ?
N14 O19 1.214(10) . ?
C31 O21 1.486(12) . ?
C32 O22 1.501(18) . ?

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
N2 C1 C2 104.5(5) . . ?
N2 C1 C10 121.9(5) . . ?
C2 C1 C10 133.5(5) . . ?
C3 C2 C1 107.2(5) . . ?
C3 C2 N7 128.4(5) . . ?
C1 C2 N7 124.3(5) . . ?
N1 C3 C2 109.9(5) . . ?
N1 C3 C4 117.1(5) . . ?
C2 C3 C4 133.0(5) . . ?
C9 C4 C5 117.7(6) . . ?
C9 C4 C3 117.7(5) . . ?
C5 C4 C3 124.6(5) . . ?
C6 C5 C4 121.3(5) . . ?
C6 C5 N3 116.4(5) . . ?
C4 C5 N3 122.2(5) . . ?
C5 C6 C7 118.6(6) . . ?
C8 C7 C6 122.6(6) . . ?
C8 C7 N4 119.4(6) . . ?
C6 C7 N4 118.0(6) . . ?
C7 C8 C9 118.3(5) . . ?
C8 C9 C4 121.4(6) . . ?
C15 C10 C11 118.7(6) . . ?
C15 C10 C1 115.8(5) . . ?
C11 C10 C1 125.4(6) . . ?
C10 C11 C12 121.4(6) . . ?
C10 C11 N5 122.3(6) . . ?
C12 C11 N5 116.3(6) . . ?
C13 C12 C11 116.3(6) . . ?
C12 C13 C14 126.1(7) . . ?
C12 C13 N6 117.0(7) . . ?
C14 C13 N6 116.7(7) . . ?
C13 C14 C15 115.5(7) . . ?
C10 C15 C14 122.0(6) . . ?
N9 C16 C17 104.6(4) . . ?
N9 C16 C25 122.7(5) . . ?
C17 C16 C25 132.5(5) . . ?
N10 C17 C18 128.9(5) . . ?
N10 C17 C16 124.8(5) . . ?
C18 C17 C16 106.2(5) . . ?
N8 C18 C17 110.5(5) . . ?
N8 C18 C19 115.7(5) . . ?
C17 C18 C19 133.7(5) . . ?
C24 C19 C20 117.8(5) . . ?
C24 C19 C18 117.5(4) . . ?
C20 C19 C18 124.6(4) . . ?
C21 C20 C19 122.8(5) . . ?
C21 C20 N11 115.7(5) . . ?
C19 C20 N11 121.5(5) . . ?
C22 C21 C20 117.0(5) . . ?
C21 C22 C23 122.9(6) . . ?
C21 C22 N12 118.1(6) . . ?
C23 C22 N12 119.0(5) . . ?
C22 C23 C24 119.5(5) . . ?
C23 C24 C19 120.0(5) . . ?
C30 C25 C26 118.6(6) . . ?
C30 C25 C16 117.4(5) . . ?
C26 C25 C16 124.0(5) . . ?
C27 C26 C25 120.4(6) . . ?
C27 C26 N13 116.7(5) . . ?
C25 C26 N13 122.9(6) . . ?
C28 C27 C26 119.4(6) . . ?
C27 C28 C29 122.5(6) . . ?
C27 C28 N14 117.9(7) . . ?
C29 C28 N14 119.6(7) . . ?
C30 C29 C28 118.1(6) . . ?
C29 C30 C25 120.9(6) . . ?
C3 N1 N2 105.5(5) . . ?
C1 N2 N1 112.8(5) . . ?
O8 N3 O7 124.6(5) . . ?
O8 N3 C5 117.3(5) . . ?
O7 N3 C5 118.1(5) . . ?
O9 N4 O10 125.6(7) . . ?
O9 N4 C7 116.9(6) . . ?
O10 N4 C7 117.3(6) . . ?
O3 N5 O4 123.3(6) . . ?
O3 N5 C11 119.0(6) . . ?
O4 N5 C11 117.7(7) . . ?
O5 N6 O6 126.0(8) . . ?
O5 N6 C13 117.5(8) . . ?
O6 N6 C13 116.6(8) . . ?
O2 N7 O1 122.9(5) . . ?
O2 N7 C2 118.7(5) . . ?
O1 N7 C2 118.5(5) . . ?
C18 N8 N9 104.9(4) . . ?
C16 N9 N8 113.7(4) . . ?
O12 N10 O11 122.4(5) . . ?
O12 N10 C17 119.1(5) . . ?
O11 N10 C17 118.5(5) . . ?
O13 N11 O14 124.0(5) . . ?
O13 N11 C20 118.7(5) . . ?
O14 N11 C20 117.2(5) . . ?
O16 N12 O15 124.6(5) . . ?
O16 N12 C22 116.8(6) . . ?
O15 N12 C22 118.6(5) . . ?
O18 N13 O17 122.9(6) . . ?
O18 N13 C26 118.5(6) . . ?
O17 N13 C26 118.6(5) . . ?
O20 N14 O19 124.1(8) . . ?
O20 N14 C28 117.4(8) . . ?
O19 N14 C28 118.5(8) . . ?

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 C1 C2 C3 0.9(6) . . . . ?
C10 C1 C2 C3 176.0(6) . . . . ?
N2 C1 C2 N7 -176.3(5) . . . . ?
C10 C1 C2 N7 -1.1(10) . . . . ?
C1 C2 C3 N1 0.3(6) . . . . ?
N7 C2 C3 N1 177.2(5) . . . . ?
C1 C2 C3 C4 -178.9(5) . . . . ?
N7 C2 C3 C4 -2.0(10) . . . . ?
N1 C3 C4 C9 -50.8(7) . . . . ?
C2 C3 C4 C9 128.3(7) . . . . ?
N1 C3 C4 C5 126.4(6) . . . . ?
C2 C3 C4 C5 -54.5(9) . . . . ?
C9 C4 C5 C6 2.6(8) . . . . ?
C3 C4 C5 C6 -174.6(5) . . . . ?
C9 C4 C5 N3 179.6(5) . . . . ?
C3 C4 C5 N3 2.3(8) . . . . ?
C4 C5 C6 C7 0.0(8) . . . . ?
N3 C5 C6 C7 -177.1(5) . . . . ?
C5 C6 C7 C8 -2.3(9) . . . . ?
C5 C6 C7 N4 179.2(5) . . . . ?
C6 C7 C8 C9 1.9(9) . . . . ?
N4 C7 C8 C9 -179.7(5) . . . . ?
C7 C8 C9 C4 0.9(9) . . . . ?
C5 C4 C9 C8 -3.0(9) . . . . ?
C3 C4 C9 C8 174.4(5) . . . . ?
N2 C1 C10 C15 74.9(7) . . . . ?
C2 C1 C10 C15 -99.6(8) . . . . ?
N2 C1 C10 C11 -103.8(7) . . . . ?
C2 C1 C10 C11 81.7(8) . . . . ?
C15 C10 C11 C12 0.0(9) . . . . ?
C1 C10 C11 C12 178.7(5) . . . . ?
C15 C10 C11 N5 -178.7(6) . . . . ?
C1 C10 C11 N5 0.0(9) . . . . ?
C10 C11 C12 C13 -1.5(9) . . . . ?
N5 C11 C12 C13 177.2(6) . . . . ?
C11 C12 C13 C14 3.6(10) . . . . ?
C11 C12 C13 N6 178.6(5) . . . . ?
C12 C13 C14 C15 -3.8(10) . . . . ?
N6 C13 C14 C15 -178.8(6) . . . . ?
C11 C10 C15 C14 -0.2(9) . . . . ?
C1 C10 C15 C14 -179.0(6) . . . . ?
C13 C14 C15 C10 1.9(10) . . . . ?
N9 C16 C17 N10 176.6(5) . . . . ?
C25 C16 C17 N10 1.5(10) . . . . ?
N9 C16 C17 C18 -1.2(6) . . . . ?
C25 C16 C17 C18 -176.2(6) . . . . ?
N10 C17 C18 N8 -176.0(5) . . . . ?
C16 C17 C18 N8 1.6(6) . . . . ?
N10 C17 C18 C19 1.0(10) . . . . ?
C16 C17 C18 C19 178.6(5) . . . . ?
N8 C18 C19 C24 49.3(7) . . . . ?
C17 C18 C19 C24 -127.6(6) . . . . ?
N8 C18 C19 C20 -128.6(6) . . . . ?
C17 C18 C19 C20 54.5(9) . . . . ?
C24 C19 C20 C21 -2.0(8) . . . . ?
C18 C19 C20 C21 175.9(5) . . . . ?
C24 C19 C20 N11 180.0(5) . . . . ?
C18 C19 C20 N11 -2.1(9) . . . . ?
C19 C20 C21 C22 0.1(8) . . . . ?
N11 C20 C21 C22 178.3(5) . . . . ?
C20 C21 C22 C23 1.6(9) . . . . ?
C20 C21 C22 N12 -178.3(5) . . . . ?
C21 C22 C23 C24 -1.3(10) . . . . ?
N12 C22 C23 C24 178.6(6) . . . . ?
C22 C23 C24 C19 -0.6(9) . . . . ?
C20 C19 C24 C23 2.2(8) . . . . ?
C18 C19 C24 C23 -175.9(5) . . . . ?
N9 C16 C25 C30 -77.8(8) . . . . ?
C17 C16 C25 C30 96.5(7) . . . . ?
N9 C16 C25 C26 100.0(7) . . . . ?
C17 C16 C25 C26 -85.7(8) . . . . ?
C30 C25 C26 C27 0.8(9) . . . . ?
C16 C25 C26 C27 -177.0(6) . . . . ?
C30 C25 C26 N13 -178.5(6) . . . . ?
C16 C25 C26 N13 3.7(9) . . . . ?
C25 C26 C27 C28 -0.6(9) . . . . ?
N13 C26 C27 C28 178.8(6) . . . . ?
C26 C27 C28 C29 0.1(10) . . . . ?
C26 C27 C28 N14 178.8(6) . . . . ?
C27 C28 C29 C30 0.1(10) . . . . ?
N14 C28 C29 C30 -178.5(6) . . . . ?
C28 C29 C30 C25 0.2(10) . . . . ?
C26 C25 C30 C29 -0.6(9) . . . . ?
C16 C25 C30 C29 177.3(6) . . . . ?
C2 C3 N1 N2 -1.2(6) . . . . ?
C4 C3 N1 N2 178.1(5) . . . . ?
C2 C1 N2 N1 -1.7(6) . . . . ?
C10 C1 N2 N1 -177.6(5) . . . . ?
C3 N1 N2 C1 1.9(6) . . . . ?
C6 C5 N3 O8 -36.3(7) . . . . ?
C4 C5 N3 O8 146.5(6) . . . . ?
C6 C5 N3 O7 142.3(5) . . . . ?
C4 C5 N3 O7 -34.9(8) . . . . ?
C8 C7 N4 O9 167.4(6) . . . . ?
C6 C7 N4 O9 -14.0(8) . . . . ?
C8 C7 N4 O10 -7.6(8) . . . . ?
C6 C7 N4 O10 170.9(6) . . . . ?
C10 C11 N5 O3 -18.2(9) . . . . ?
C12 C11 N5 O3 163.0(6) . . . . ?
C10 C11 N5 O4 163.4(6) . . . . ?
C12 C11 N5 O4 -15.3(8) . . . . ?
C12 C13 N6 O5 -8.1(9) . . . . ?
C14 C13 N6 O5 167.3(6) . . . . ?
C12 C13 N6 O6 172.6(6) . . . . ?
C14 C13 N6 O6 -11.9(9) . . . . ?
C3 C2 N7 O2 3.1(9) . . . . ?
C1 C2 N7 O2 179.6(5) . . . . ?
C3 C2 N7 O1 -176.7(6) . . . . ?
C1 C2 N7 O1 -0.3(8) . . . . ?
C17 C18 N8 N9 -1.3(6) . . . . ?
C19 C18 N8 N9 -178.9(4) . . . . ?
C17 C16 N9 N8 0.4(6) . . . . ?
C25 C16 N9 N8 176.1(5) . . . . ?
C18 N8 N9 C16 0.5(6) . . . . ?
C18 C17 N10 O12 176.8(6) . . . . ?
C16 C17 N10 O12 -0.4(9) . . . . ?
C18 C17 N10 O11 -2.7(9) . . . . ?
C16 C17 N10 O11 -179.9(5) . . . . ?
C21 C20 N11 O13 -143.0(5) . . . . ?
C19 C20 N11 O13 35.3(8) . . . . ?
C21 C20 N11 O14 34.6(7) . . . . ?
C19 C20 N11 O14 -147.2(6) . . . . ?
C21 C22 N12 O16 -164.5(6) . . . . ?
C23 C22 N12 O16 15.6(9) . . . . ?
C21 C22 N12 O15 13.9(9) . . . . ?
C23 C22 N12 O15 -166.0(6) . . . . ?
C27 C26 N13 O18 15.1(9) . . . . ?
C25 C26 N13 O18 -165.6(6) . . . . ?
C27 C26 N13 O17 -166.3(6) . . . . ?
C25 C26 N13 O17 13.1(9) . . . . ?
C27 C28 N14 O20 -173.6(7) . . . . ?
C29 C28 N14 O20 5.1(10) . . . . ?
C27 C28 N14 O19 8.4(10) . . . . ?
C29 C28 N14 O19 -172.9(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O22 H22 N2 0.82 1.97 2.781(7) 168.9 2_645 yes
C32 H32A O10 0.96 2.37 2.963(12) 119.3 4_475 yes
O21 H21A O18 0.82 2.60 3.170(8) 127.8 4_566 yes
O21 H21A O16 0.82 2.32 2.911(7) 129.1 2_635 yes
C31 H31C O16 0.96 2.63 3.120(11) 112.3 2_635 yes
N9 H9A O21 0.86 1.96 2.774(8) 157.3 4_575 yes
C23 H23 O14 0.93 2.60 3.358(7) 138.6 1_565 yes
C14 H14 O8 0.93 2.65 3.177(8) 116.6 2_755 yes
C8 H8 O8 0.93 2.62 3.344(7) 135.7 1_565 yes

_refine_diff_density_max         0.291
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.065

####################################################################### 
# 
# 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_ZRZ220909_a
_audit_block_doi                 10.5517/ccdc.csd.cc2fgrpc
_database_code_depnum_ccdc_archive 'CCDC 2248513'
loop_
_audit_author_name
_audit_author_address
'Rongzheng Zhang'
;University
China
;
_audit_update_record             
;
2023-08-05 deposited with the CCDC.	2023-09-14 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         'C12 H4 N10 O12, 2(C H4 O)'
_chemical_formula_sum            'C14 H12 N10 O14'
_chemical_formula_weight         544.34

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   6.2299(6)
_cell_length_b                   7.4168(7)
_cell_length_c                   12.7696(12)
_cell_angle_alpha                103.819(3)
_cell_angle_beta                 90.179(3)
_cell_angle_gamma                95.701(3)
_cell_volume                     569.90(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3367
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      27.29

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_F_000             278
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.144
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6360
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_source.type              microfocus
_diffrn_radiation_type           MoK\a
_diffrn_source.source            'Ius 2.0'
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.42
_diffrn_reflns_number            8294
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.843
_diffrn_reflns_theta_max         27.551
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2614
_reflns_number_gt                1702
_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 2014/5 (Sheldrick, 2014)'
_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)+(0.0629P)²+0.1747P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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         2614
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1346
_refine_ls_wR_factor_gt          0.1166
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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
C1 C 0.6432(3) 0.8119(3) 0.70410(14) 0.0352(4) Uani 1 1 d . . . . .
C2 C 0.8182(3) 0.7109(2) 0.69466(14) 0.0335(4) Uani 1 1 d . . . . .
C3 C 0.8915(3) 0.7516(3) 0.80243(15) 0.0377(5) Uani 1 1 d . . . . .
C4 C 0.9080(3) 0.5983(2) 0.59601(14) 0.0318(4) Uani 1 1 d . . . . .
C5 C 0.9867(3) 0.6890(2) 0.51869(14) 0.0340(4) Uani 1 1 d . . . . .
H4 H 0.978982 0.816676 0.529539 0.041 Uiso 1 1 calc R U . . .
C6 C 1.0759(3) 0.5931(2) 0.42623(14) 0.0339(4) Uani 1 1 d . . . . .
N1 N 0.7711(3) 0.8621(2) 0.87004(12) 0.0432(4) Uani 1 1 d . . . . .
N2 N 0.6197(3) 0.8984(2) 0.80764(13) 0.0413(4) Uani 1 1 d . . . . .
H2 H 0.519226 0.968371 0.830479 0.050 Uiso 1 1 calc R U . . .
N3 N 0.4960(3) 0.8354(3) 0.62364(14) 0.0470(5) Uani 1 1 d . . . . .
N4 N 1.0770(3) 0.6887(2) 0.84455(14) 0.0477(5) Uani 1 1 d . . . . .
N5 N 1.1618(3) 0.7072(2) 0.35221(13) 0.0463(5) Uani 1 1 d . . . . .
O1 O 0.3584(3) 0.9414(3) 0.65261(14) 0.0690(5) Uani 1 1 d . . . . .
O2 O 0.5171(3) 0.7484(3) 0.53084(13) 0.0694(5) Uani 1 1 d . . . . .
O3 O 1.1045(3) 0.7220(3) 0.94200(13) 0.0747(6) Uani 1 1 d . . . . .
O4 O 1.1977(3) 0.6061(2) 0.77889(13) 0.0621(5) Uani 1 1 d . . . . .
O5 O 1.1135(4) 0.8638(2) 0.36672(14) 0.0779(6) Uani 1 1 d . . . . .
O6 O 1.2782(4) 0.6409(2) 0.28219(15) 0.0896(7) Uani 1 1 d . . . . .
C7 C 0.7158(7) 0.7340(5) 0.1212(3) 0.1145(14) Uani 1 1 d . . . . .
H11 H 0.865939 0.714622 0.118431 0.172 Uiso 1 1 calc R U . . .
H10 H 0.635284 0.635506 0.068990 0.172 Uiso 1 1 calc R U . . .
H7 H 0.664440 0.734031 0.191992 0.172 Uiso 1 1 calc R U . . .
O7 O 0.6890(3) 0.9057(2) 0.09803(13) 0.0669(5) Uani 1 1 d . . . . .
H7A H 0.738012 0.907463 0.038727 0.100 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
C1 N2 1.340(2) . ?
C1 C2 1.373(3) . ?
C1 N3 1.428(3) . ?
C2 C3 1.401(3) . ?
C2 C4 1.481(2) . ?
C3 N1 1.330(2) . ?
C3 N4 1.437(3) . ?
C4 C5 1.386(2) . ?
C4 C6 1.393(3) 2_766 ?
C5 C6 1.375(2) . ?
C5 H4 0.9300 . ?
C6 N5 1.480(2) . ?
N1 N2 1.321(2) . ?
N2 H2 0.8600 . ?
N3 O1 1.219(2) . ?
N3 O2 1.221(2) . ?
N4 O3 1.217(2) . ?
N4 O4 1.222(2) . ?
N5 O6 1.197(2) . ?
N5 O5 1.201(2) . ?
C7 O7 1.399(3) . ?
C7 H11 0.9600 . ?
C7 H10 0.9600 . ?
C7 H7 0.9600 . ?
O7 H7A 0.8200 . ?

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
N2 C1 C2 110.01(17) . . ?
N2 C1 N3 119.62(17) . . ?
C2 C1 N3 130.38(17) . . ?
C1 C2 C3 100.73(16) . . ?
C1 C2 C4 128.85(17) . . ?
C3 C2 C4 130.36(18) . . ?
N1 C3 C2 113.66(18) . . ?
N1 C3 N4 118.95(17) . . ?
C2 C3 N4 127.39(17) . . ?
C5 C4 C6 116.15(16) . 2_766 ?
C5 C4 C2 118.13(15) . . ?
C6 C4 C2 125.71(15) 2_766 . ?
C6 C5 C4 121.02(16) . . ?
C6 C5 H4 119.5 . . ?
C4 C5 H4 119.5 . . ?
C5 C6 C4 122.82(16) . 2_766 ?
C5 C6 N5 115.75(15) . . ?
C4 C6 N5 121.40(15) 2_766 . ?
N2 N1 C3 104.46(15) . . ?
N1 N2 C1 111.12(16) . . ?
N1 N2 H2 124.4 . . ?
C1 N2 H2 124.4 . . ?
O1 N3 O2 124.69(19) . . ?
O1 N3 C1 117.57(17) . . ?
O2 N3 C1 117.74(18) . . ?
O3 N4 O4 124.6(2) . . ?
O3 N4 C3 118.47(18) . . ?
O4 N4 C3 116.94(17) . . ?
O6 N5 O5 123.12(18) . . ?
O6 N5 C6 118.88(17) . . ?
O5 N5 C6 117.99(16) . . ?
O7 C7 H11 109.5 . . ?
O7 C7 H10 109.5 . . ?
H11 C7 H10 109.5 . . ?
O7 C7 H7 109.5 . . ?
H11 C7 H7 109.5 . . ?
H10 C7 H7 109.5 . . ?
C7 O7 H7A 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
N2 C1 C2 C3 -0.8(2) . . . . ?
N3 C1 C2 C3 178.7(2) . . . . ?
N2 C1 C2 C4 -178.23(16) . . . . ?
N3 C1 C2 C4 1.2(3) . . . . ?
C1 C2 C3 N1 1.2(2) . . . . ?
C4 C2 C3 N1 178.59(17) . . . . ?
C1 C2 C3 N4 -178.43(18) . . . . ?
C4 C2 C3 N4 -1.0(3) . . . . ?
C1 C2 C4 C5 62.5(3) . . . . ?
C3 C2 C4 C5 -114.2(2) . . . . ?
C1 C2 C4 C6 -118.4(2) . . . 2_766 ?
C3 C2 C4 C6 64.8(3) . . . 2_766 ?
C6 C4 C5 C6 -0.4(3) 2_766 . . . ?
C2 C4 C5 C6 178.75(17) . . . . ?
C4 C5 C6 C4 0.4(3) . . . 2_766 ?
C4 C5 C6 N5 -177.66(18) . . . . ?
C2 C3 N1 N2 -1.1(2) . . . . ?
N4 C3 N1 N2 178.53(17) . . . . ?
C3 N1 N2 C1 0.6(2) . . . . ?
C2 C1 N2 N1 0.2(2) . . . . ?
N3 C1 N2 N1 -179.36(17) . . . . ?
N2 C1 N3 O1 3.1(3) . . . . ?
C2 C1 N3 O1 -176.3(2) . . . . ?
N2 C1 N3 O2 -177.08(18) . . . . ?
C2 C1 N3 O2 3.5(3) . . . . ?
N1 C3 N4 O3 7.8(3) . . . . ?
C2 C3 N4 O3 -172.6(2) . . . . ?
N1 C3 N4 O4 -171.56(18) . . . . ?
C2 C3 N4 O4 8.1(3) . . . . ?
C5 C6 N5 O6 165.3(2) . . . . ?
C4 C6 N5 O6 -12.7(3) 2_766 . . . ?
C5 C6 N5 O5 -13.5(3) . . . . ?
C4 C6 N5 O5 168.5(2) 2_766 . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C5 H4 O5 0.93 2.55 3.410(2) 154.9 2_776 yes
N2 H2 O7 0.86 1.80 2.645(2) 168.2 2_676 yes
O7 H7A N1 0.82 2.11 2.904(2) 162.0 1_554 yes

_refine_diff_density_max         0.220
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.046

