# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_22020817ypj20201020_0m
_audit_block_doi                 10.5517/ccdc.csd.cc27g4lg
_database_code_depnum_ccdc_archive 'CCDC 2069175'
loop_
_audit_author_name
_audit_author_address
'zaiyong zhang'
;nanjing university of science and technology
China
;
_audit_update_record             
;
2021-03-10 deposited with the CCDC.	2021-10-21 downloaded from the CCDC.
;
_audit_creation_date             2020-10-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C6 H4 N8 O5), 4(H2 O)'
_chemical_formula_sum            'C18 H20 N24 O19'
_chemical_formula_weight         876.58
_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      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                   4.7356(3)
_cell_length_b                   8.6658(5)
_cell_length_c                   20.0098(14)
_cell_angle_alpha                87.617(2)
_cell_angle_beta                 83.852(2)
_cell_angle_gamma                84.952(2)
_cell_volume                     812.84(9)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2171
_cell_measurement_temperature    170
_cell_measurement_theta_max      25.966
_cell_measurement_theta_min      2.361
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.8260
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1220 before and 0.0522 after correction. The Ratio of minimum to maximum transmission is 0.8900. 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    1.791
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.12
_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  0.0484
_diffrn_reflns_av_unetI/netI     0.0621
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9169
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.414
_diffrn_reflns_theta_min         2.048
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.989
_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_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2213
_reflns_number_total             3282
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         3282
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1016
_refine_ls_R_factor_gt           0.0608
_refine_ls_restrained_S_all      1.066
_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)+(0.0548P)²+1.1169P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1324
_refine_ls_wR_factor_ref         0.1589
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 O6-H6B
 0.87 with sigma of 0.02
3. Others
 Fixed Sof: O8(0.5)
4.a Free rotating group:
 O6(H6A), O7(H7B,H7C)
4.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C1(H1), C6(H6), C7(H7A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 1.5906(5) 0.1937(3) 0.60945(12) 0.0313(6) Uani 1 1 d . . . . .
O5 O 1.7097(5) 0.0009(3) 0.67681(12) 0.0321(6) Uani 1 1 d . . . . .
O2 O 1.2131(5) 0.7585(3) 0.66386(12) 0.0342(6) Uani 1 1 d . . . . .
O1 O 1.2546(5) 0.9228(3) 0.57883(12) 0.0335(6) Uani 1 1 d . . . . .
O9 O -0.3566(5) 0.7118(3) 0.92292(13) 0.0419(7) Uani 1 1 d . . . . .
N3 N 1.1589(6) 0.8074(3) 0.60781(14) 0.0249(6) Uani 1 1 d . . . . .
N2 N 0.7073(6) 0.6558(3) 0.50110(13) 0.0232(6) Uani 1 1 d . . . . .
H2 H 0.616547 0.656019 0.464941 0.028 Uiso 1 1 calc R . . . .
N6 N 0.9111(6) 0.2753(3) 0.76210(13) 0.0238(6) Uani 1 1 d . . . . .
N4 N 0.8795(6) 0.4921(3) 0.65479(13) 0.0244(6) Uani 1 1 d . . . . .
N5 N 1.0784(5) 0.3839(3) 0.65107(13) 0.0236(6) Uani 1 1 d . . . . .
N8 N 1.5505(6) 0.1137(3) 0.66158(14) 0.0240(6) Uani 1 1 d . . . . .
N1 N 0.6915(6) 0.5428(3) 0.55033(13) 0.0249(6) Uani 1 1 d . . . . .
O4 O 0.6996(7) 0.5263(3) 0.70316(14) 0.0556(9) Uani 1 1 d . . . . .
N9 N 0.4209(6) 0.4637(3) 0.82542(14) 0.0295(7) Uani 1 1 d . . . . .
O10 O -0.2145(6) 0.8123(3) 0.82497(14) 0.0491(8) Uani 1 1 d . . . . .
N10 N 0.3571(6) 0.4014(3) 0.88793(14) 0.0322(7) Uani 1 1 d . . . . .
N7 N 1.0096(6) 0.1484(3) 0.79785(15) 0.0293(7) Uani 1 1 d . . . . .
N11 N 0.0057(6) 0.4478(3) 0.97874(14) 0.0325(7) Uani 1 1 d . . . . .
N12 N -0.1878(6) 0.7180(4) 0.87193(15) 0.0338(7) Uani 1 1 d . . . . .
O6 O 0.6547(8) 0.1081(4) 0.91520(17) 0.0637(10) Uani 1 1 d D . . . .
H6A H 0.614249 0.206581 0.921643 0.096 Uiso 1 1 d G . . . .
C4 C 1.0950(6) 0.2802(3) 0.70641(16) 0.0204(7) Uani 1 1 d . . . . .
C2 C 0.9746(7) 0.7249(3) 0.57371(15) 0.0205(7) Uani 1 1 d . . . . .
C5 C 1.3084(7) 0.1554(4) 0.70876(16) 0.0221(7) Uani 1 1 d . . . . .
C1 C 0.8727(7) 0.7656(4) 0.51281(16) 0.0242(7) Uani 1 1 d . . . . .
H1 H 0.912687 0.854049 0.484931 0.029 Uiso 1 1 calc R . . . .
C3 C 0.8545(6) 0.5860(3) 0.59403(15) 0.0208(7) Uani 1 1 d . . . . .
C6 C 1.2440(7) 0.0749(4) 0.76804(17) 0.0274(8) Uani 1 1 d . . . . .
H6 H 1.346642 -0.015358 0.784488 0.033 Uiso 1 1 calc R . . . .
C8 C 0.0512(7) 0.6058(4) 0.86644(17) 0.0272(8) Uani 1 1 d . . . . .
C9 C 0.1317(7) 0.4892(4) 0.91286(17) 0.0276(8) Uani 1 1 d . . . . .
C7 C 0.2449(7) 0.5850(4) 0.81024(17) 0.0273(8) Uani 1 1 d . . . . .
H7A H 0.251082 0.644810 0.769318 0.033 Uiso 1 1 calc R . . . .
O7 O 0.1805(11) -0.0484(7) 0.9324(3) 0.132(2) Uani 1 1 d . . . . .
H7B H 0.023160 0.005160 0.946690 0.198 Uiso 1 1 d G . . . .
H7C H 0.217043 -0.111528 0.965881 0.198 Uiso 1 1 d G . . . .
O8 O -0.0683(13) 0.3207(6) 0.9878(3) 0.0459(14) Uani 0.5 1 d . . P . .
H9 H 0.573(9) 0.424(4) 0.8020(19) 0.038(11) Uiso 1 1 d . . . . .
H7 H 0.906(8) 0.132(4) 0.837(2) 0.034(10) Uiso 1 1 d . . . . .
H6B H 0.542(19) 0.075(12) 0.949(4) 0.24(5) Uiso 1 1 d 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
O3 N8 1.235(3) . ?
O5 N8 1.230(3) . ?
O2 N3 1.227(3) . ?
O1 N3 1.232(3) . ?
O9 N12 1.229(4) . ?
N3 C2 1.420(4) . ?
N2 H2 0.8800 . ?
N2 N1 1.361(3) . ?
N2 C1 1.328(4) . ?
N6 N7 1.362(4) . ?
N6 C4 1.340(4) . ?
N4 N5 1.268(4) . ?
N4 O4 1.246(4) . ?
N4 C3 1.444(4) . ?
N5 C4 1.401(4) . ?
N8 C5 1.435(4) . ?
N1 C3 1.313(4) . ?
N9 N10 1.356(4) . ?
N9 C7 1.328(4) . ?
N9 H9 0.87(4) . ?
O10 N12 1.229(4) . ?
N10 C9 1.320(4) . ?
N7 C6 1.326(4) . ?
N7 H7 0.89(4) . ?
N11 N11 1.261(6) 2_567 ?
N11 C9 1.433(4) . ?
N11 O8 1.186(6) . ?
N12 C8 1.424(4) . ?
O6 H6A 0.8701 . ?
O6 H6B 0.87(2) . ?
C4 C5 1.417(4) . ?
C2 C1 1.379(4) . ?
C2 C3 1.403(4) . ?
C5 C6 1.370(4) . ?
C1 H1 0.9500 . ?
C6 H6 0.9500 . ?
C8 C9 1.399(5) . ?
C8 C7 1.380(5) . ?
C7 H7A 0.9500 . ?
O7 H7B 0.8700 . ?
O7 H7C 0.8698 . ?

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
O2 N3 O1 124.5(3) . . ?
O2 N3 C2 117.9(3) . . ?
O1 N3 C2 117.6(3) . . ?
N1 N2 H2 123.2 . . ?
C1 N2 H2 123.2 . . ?
C1 N2 N1 113.6(3) . . ?
C4 N6 N7 104.5(3) . . ?
N5 N4 C3 115.3(3) . . ?
O4 N4 N5 128.9(3) . . ?
O4 N4 C3 115.8(3) . . ?
N4 N5 C4 117.6(3) . . ?
O3 N8 C5 119.0(3) . . ?
O5 N8 O3 124.0(3) . . ?
O5 N8 C5 117.0(3) . . ?
C3 N1 N2 103.7(2) . . ?
N10 N9 H9 117(3) . . ?
C7 N9 N10 113.7(3) . . ?
C7 N9 H9 129(3) . . ?
C9 N10 N9 104.1(3) . . ?
N6 N7 H7 114(2) . . ?
C6 N7 N6 113.5(3) . . ?
C6 N7 H7 133(2) . . ?
N11 N11 C9 114.8(4) 2_567 . ?
O8 N11 N11 127.5(4) . 2_567 ?
O8 N11 C9 117.7(4) . . ?
O9 N12 C8 117.5(3) . . ?
O10 N12 O9 124.5(3) . . ?
O10 N12 C8 118.0(3) . . ?
H6A O6 H6B 97.0 . . ?
N6 C4 N5 127.2(3) . . ?
N6 C4 C5 109.6(3) . . ?
N5 C4 C5 123.1(3) . . ?
C1 C2 N3 127.0(3) . . ?
C1 C2 C3 104.7(3) . . ?
C3 C2 N3 128.3(3) . . ?
C4 C5 N8 130.1(3) . . ?
C6 C5 N8 123.8(3) . . ?
C6 C5 C4 106.2(3) . . ?
N2 C1 C2 106.0(3) . . ?
N2 C1 H1 127.0 . . ?
C2 C1 H1 127.0 . . ?
N1 C3 N4 118.3(3) . . ?
N1 C3 C2 112.0(3) . . ?
C2 C3 N4 129.6(3) . . ?
N7 C6 C5 106.2(3) . . ?
N7 C6 H6 126.9 . . ?
C5 C6 H6 126.9 . . ?
C9 C8 N12 129.0(3) . . ?
C7 C8 N12 125.4(3) . . ?
C7 C8 C9 105.5(3) . . ?
N10 C9 N11 117.3(3) . . ?
N10 C9 C8 111.2(3) . . ?
C8 C9 N11 131.4(3) . . ?
N9 C7 C8 105.5(3) . . ?
N9 C7 H7A 127.2 . . ?
C8 C7 H7A 127.2 . . ?
H7B O7 H7C 104.5 . . ?

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
O6 H6A N10 0.87 2.12 2.858(4) 141.7 . yes
O7 H7B O6 0.87 2.04 2.776(6) 142.1 1_455 yes
O7 H7C O8 0.87 2.14 2.851(7) 138.4 2_557 yes
N7 H7 O6 0.89(4) 1.88(4) 2.766(4) 174(3) . yes
O6 H6B O7 0.87(2) 2.16(10) 2.708(7) 121(9) . yes

_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_mo_22020471_0m
_database_code_depnum_ccdc_archive 'CCDC 2069174'
loop_
_audit_author_name
_audit_author_address
'zaiyong zhang'
;nanjing university of science and technology
China
;
_audit_update_record             
;
2021-03-10 deposited with the CCDC.	2021-10-21 downloaded from the CCDC.
;
_audit_creation_date             2020-08-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H2 N10 O9'
_chemical_formula_sum            'C6 H2 N10 O9'
_chemical_formula_weight         358.18
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.4799(18)
_cell_length_b                   14.679(3)
_cell_length_c                   18.484(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2572.3(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1725
_cell_measurement_temperature    150
_cell_measurement_theta_max      22.034
_cell_measurement_theta_min      2.775
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0847 before and 0.0626 after correction. The Ratio of minimum to maximum transmission is 0.8158. 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    1.850
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1141
_diffrn_reflns_av_unetI/netI     0.0930
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10384
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.204
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_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_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1193
_reflns_number_total             2250
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.652
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.088
_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     226
_refine_ls_number_reflns         2250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1853
_refine_ls_R_factor_gt           0.1022
_refine_ls_restrained_S_all      1.031
_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)+(0.0787P)²+16.8144P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2233
_refine_ls_wR_factor_ref         0.2773
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O9 O 0.8098(6) 0.4761(3) 0.5976(3) 0.0509(15) Uani 1 1 d . . . . .
O3 O 1.1247(6) 0.3702(4) 0.3048(3) 0.0561(16) Uani 1 1 d . . . . .
N1 N 0.9842(6) 0.3780(4) 0.4005(3) 0.0391(15) Uani 1 1 d . . . . .
N7 N 0.5052(7) 0.3382(4) 0.6382(3) 0.0425(15) Uani 1 1 d . . . . .
O4 O 0.9210(7) 0.4390(4) 0.2938(3) 0.0632(17) Uani 1 1 d . . . . .
N8 N 0.4062(6) 0.3827(4) 0.6772(3) 0.0437(16) Uani 1 1 d . . . . .
O8 O 0.3425(7) 0.2499(5) 0.7271(3) 0.0718(19) Uani 1 1 d . . . . .
N2 N 1.0108(7) 0.3969(4) 0.3252(4) 0.0493(17) Uani 1 1 d . . . . .
O7 O 0.2355(7) 0.3760(5) 0.7571(4) 0.083(2) Uani 1 1 d . . . . .
O5 O 0.6059(8) 0.5782(5) 0.5335(5) 0.095(3) Uani 1 1 d . . . . .
N3 N 0.8607(7) 0.4034(4) 0.4292(5) 0.062(2) Uani 1 1 d . . . . .
N00C N 0.3196(8) 0.3293(6) 0.7257(4) 0.059(2) Uani 1 1 d . . . . .
N4 N 1.0788(12) 0.3301(4) 0.5836(5) 0.068(2) Uani 1 1 d . . . . .
O1 O 1.2025(10) 0.3036(5) 0.5812(4) 0.097(3) Uani 1 1 d . . . . .
N6 N 0.6759(8) 0.3700(5) 0.5442(5) 0.070(2) Uani 1 1 d . . . . .
N00G N 0.5367(11) 0.5781(7) 0.5908(6) 0.084(3) Uani 1 1 d . . . . .
N5 N 0.7739(12) 0.4161(5) 0.5569(4) 0.088(3) Uani 1 1 d . . . . .
C6 C 0.4020(9) 0.4735(5) 0.6679(4) 0.049(2) Uani 1 1 d . . . . .
H6 H 0.340508 0.516391 0.689971 0.059 Uiso 1 1 calc R . . . .
C1 C 1.0766(9) 0.3462(5) 0.4483(5) 0.048(2) Uani 1 1 d . . . . .
H1 H 1.169177 0.324854 0.438383 0.058 Uiso 1 1 calc R . . . .
C4 C 0.5653(8) 0.4053(6) 0.6024(4) 0.050(2) Uani 1 1 d . . . . .
O2 O 1.0009(12) 0.3355(5) 0.6352(4) 0.122(4) Uani 1 1 d . . . . .
O6 O 0.4931(12) 0.6431(5) 0.6205(5) 0.126(4) Uani 1 1 d . . . . .
C2 C 1.0136(11) 0.3502(5) 0.5132(5) 0.055(2) Uani 1 1 d . . . . .
C5 C 0.5072(9) 0.4892(6) 0.6193(4) 0.053(2) Uani 1 1 d . . . . .
C3 C 0.8800(12) 0.3867(6) 0.4982(5) 0.069(3) 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
O9 N5 1.208(8) . ?
O3 N2 1.209(8) . ?
N1 N2 1.442(9) . ?
N1 N3 1.338(8) . ?
N1 C1 1.328(10) . ?
N7 N8 1.351(8) . ?
N7 C4 1.316(10) . ?
O4 N2 1.202(8) . ?
N8 N00C 1.446(9) . ?
N8 C6 1.345(9) . ?
O8 N00C 1.186(9) . ?
O7 N00C 1.201(9) . ?
O5 N00G 1.247(12) . ?
N3 C3 1.311(12) . ?
N4 O1 1.236(11) . ?
N4 O2 1.209(11) . ?
N4 C2 1.471(12) . ?
N6 N5 1.172(10) . ?
N6 C4 1.589(11) . ?
N00G O6 1.175(13) . ?
N00G C5 1.435(11) . ?
N5 C3 1.541(13) . ?
C6 H6 0.9500 . ?
C6 C5 1.362(11) . ?
C1 H1 0.9500 . ?
C1 C2 1.342(11) . ?
C4 C5 1.385(11) . ?
C2 C3 1.403(13) . ?

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
N3 N1 N2 118.8(7) . . ?
C1 N1 N2 126.4(7) . . ?
C1 N1 N3 114.3(7) . . ?
C4 N7 N8 102.0(6) . . ?
N7 N8 N00C 117.6(6) . . ?
C6 N8 N7 115.6(7) . . ?
C6 N8 N00C 126.8(7) . . ?
O3 N2 N1 113.3(7) . . ?
O4 N2 O3 130.4(7) . . ?
O4 N2 N1 116.2(6) . . ?
C3 N3 N1 102.2(7) . . ?
O8 N00C N8 116.2(7) . . ?
O8 N00C O7 132.2(8) . . ?
O7 N00C N8 111.6(7) . . ?
O1 N4 C2 115.5(9) . . ?
O2 N4 O1 129.0(10) . . ?
O2 N4 C2 115.3(10) . . ?
N5 N6 C4 101.6(8) . . ?
O5 N00G C5 114.5(11) . . ?
O6 N00G O5 125.6(10) . . ?
O6 N00G C5 119.8(11) . . ?
O9 N5 C3 117.3(9) . . ?
N6 N5 O9 140.1(12) . . ?
N6 N5 C3 102.5(8) . . ?
N8 C6 H6 128.4 . . ?
N8 C6 C5 103.3(7) . . ?
C5 C6 H6 128.4 . . ?
N1 C1 H1 126.7 . . ?
N1 C1 C2 106.6(8) . . ?
C2 C1 H1 126.7 . . ?
N7 C4 N6 112.5(7) . . ?
N7 C4 C5 112.3(7) . . ?
C5 C4 N6 134.8(7) . . ?
C1 C2 N4 126.5(10) . . ?
C1 C2 C3 104.0(8) . . ?
C3 C2 N4 129.1(9) . . ?
C6 C5 N00G 122.6(9) . . ?
C6 C5 C4 106.8(7) . . ?
C4 C5 N00G 130.4(9) . . ?
N3 C3 N5 122.8(9) . . ?
N3 C3 C2 112.9(8) . . ?
C2 C3 N5 123.9(9) . . ?

_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_mo_22020428_0m
_database_code_depnum_ccdc_archive 'CCDC 2069173'
loop_
_audit_author_name
_audit_author_address
'zaiyong zhang'
;nanjing university of science and technology
China
;
_audit_update_record             
;
2021-03-10 deposited with the CCDC.	2021-10-21 downloaded from the CCDC.
;
_audit_creation_date             2020-07-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H3 N9 O7, 2(H2 O)'
_chemical_formula_sum            'C8 H7 N9 O9'
_chemical_formula_weight         373.23
_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                   5.0799(4)
_cell_length_b                   21.6912(18)
_cell_length_c                   12.8703(9)
_cell_angle_alpha                90
_cell_angle_beta                 91.338(3)
_cell_angle_gamma                90
_cell_volume                     1417.78(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2824
_cell_measurement_temperature    160
_cell_measurement_theta_max      26.226
_cell_measurement_theta_min      2.458
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.159
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6711
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0947 before and 0.0536 after correction. The Ratio of minimum to maximum transmission is 0.9003. 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    1.749
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11370
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.434
_diffrn_reflns_theta_min         1.878
_diffrn_ambient_temperature      160.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.981
_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_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2050
_reflns_number_total             2865
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         2865
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0499
_refine_ls_restrained_S_all      1.085
_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)+(0.0587P)²+0.7847P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1352
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O3-H3
 0.84 with sigma of 0.02
3.a Free rotating group:
 O5(H5A,H5B), O6(H6A,H6B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O7 O 1.0883(4) 0.68077(8) 0.65637(14) 0.0309(4) Uani 1 1 d . . . . .
O3 O 0.2319(4) 0.77338(9) 0.32403(15) 0.0318(5) Uani 1 1 d D . . . .
O1 O 1.0365(4) 0.91857(9) 0.42469(16) 0.0381(5) Uani 1 1 d . . . . .
O4 O 0.3854(4) 0.67802(9) 0.35372(16) 0.0411(5) Uani 1 1 d . . . . .
O5 O 0.8197(4) 0.59891(10) 0.31534(16) 0.0420(5) Uani 1 1 d . . . . .
H5A H 0.702404 0.623100 0.341897 0.063 Uiso 1 1 d G . . . .
H5B H 0.940578 0.595267 0.363965 0.063 Uiso 1 1 d G . . . .
O9 O 0.7503(4) 0.44227(9) 0.86174(17) 0.0420(5) Uani 1 1 d . . . . .
O2 O 1.2571(4) 0.87606(9) 0.55266(17) 0.0427(5) Uani 1 1 d . . . . .
O8 O 1.0890(4) 0.50254(10) 0.88890(16) 0.0455(6) Uani 1 1 d . . . . .
N5 N 0.8778(4) 0.65864(10) 0.62111(16) 0.0252(5) Uani 1 1 d . . . . .
N2 N 0.9020(4) 0.82844(9) 0.48561(16) 0.0241(5) Uani 1 1 d . . . . .
N7 N 0.8022(4) 0.52371(9) 0.75890(16) 0.0258(5) Uani 1 1 d . . . . .
O6 O -0.0793(4) 0.71406(10) 0.20399(17) 0.0449(6) Uani 1 1 d . . . . .
H6A H -0.084994 0.675323 0.221259 0.067 Uiso 1 1 d G . . . .
H6B H -0.217293 0.723225 0.165792 0.067 Uiso 1 1 d G . . . .
N4 N 0.7198(4) 0.67987(10) 0.55149(16) 0.0271(5) Uani 1 1 d . . . . .
N3 N 0.9548(4) 0.77813(9) 0.54496(15) 0.0249(5) Uani 1 1 d . . . . .
N6 N 0.9334(4) 0.57614(9) 0.73920(16) 0.0256(5) Uani 1 1 d . . . . .
N8 N 0.8917(5) 0.48583(11) 0.84595(17) 0.0323(5) Uani 1 1 d . . . . .
N1 N 1.0822(4) 0.87894(10) 0.48859(18) 0.0291(5) Uani 1 1 d . . . . .
C1 C 0.7027(5) 0.82171(12) 0.41431(19) 0.0259(6) Uani 1 1 d . . . . .
H1 H 0.641580 0.851195 0.364789 0.031 Uiso 1 1 calc R . . . .
N9 N 0.2202(5) 0.57312(13) 0.4885(2) 0.0428(6) Uani 1 1 d . . . . .
C2 C 0.6094(5) 0.76350(12) 0.42914(19) 0.0259(6) Uani 1 1 d . . . . .
C7 C 0.7921(5) 0.59975(11) 0.66251(19) 0.0243(6) Uani 1 1 d . . . . .
C4 C 0.3994(5) 0.73335(13) 0.3664(2) 0.0277(6) Uani 1 1 d . . . . .
C8 C 0.5846(5) 0.51386(12) 0.6999(2) 0.0282(6) Uani 1 1 d . . . . .
H8 H 0.465836 0.480134 0.703492 0.034 Uiso 1 1 calc R . . . .
C3 C 0.7724(5) 0.73821(11) 0.51055(19) 0.0246(5) Uani 1 1 d . . . . .
C6 C 0.5714(5) 0.56336(12) 0.6330(2) 0.0268(6) Uani 1 1 d . . . . .
C5 C 0.3778(5) 0.57037(13) 0.5519(2) 0.0309(6) Uani 1 1 d . . . . .
H3 H 0.120(6) 0.7537(17) 0.282(3) 0.074(13) Uiso 1 1 d 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
O7 N5 1.248(3) . ?
O3 C4 1.324(3) . ?
O3 H3 0.884(19) . ?
O1 N1 1.208(3) . ?
O4 C4 1.213(3) . ?
O5 H5A 0.8699 . ?
O5 H5B 0.8701 . ?
O9 N8 1.207(3) . ?
O2 N1 1.199(3) . ?
O8 N8 1.190(3) . ?
N5 N4 1.275(3) . ?
N5 C7 1.455(3) . ?
N2 N3 1.355(3) . ?
N2 N1 1.427(3) . ?
N2 C1 1.358(3) . ?
N7 N6 1.345(3) . ?
N7 N8 1.454(3) . ?
N7 C8 1.344(3) . ?
O6 H6A 0.8699 . ?
O6 H6B 0.8699 . ?
N4 C3 1.399(3) . ?
N3 C3 1.336(3) . ?
N6 C7 1.311(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.364(4) . ?
N9 C5 1.132(4) . ?
C2 C4 1.475(4) . ?
C2 C3 1.430(3) . ?
C7 C6 1.416(4) . ?
C8 H8 0.9500 . ?
C8 C6 1.377(4) . ?
C6 C5 1.425(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
C4 O3 H3 109(3) . . ?
H5A O5 H5B 104.5 . . ?
O7 N5 N4 129.5(2) . . ?
O7 N5 C7 117.8(2) . . ?
N4 N5 C7 112.7(2) . . ?
N3 N2 N1 119.0(2) . . ?
N3 N2 C1 115.4(2) . . ?
C1 N2 N1 124.6(2) . . ?
N6 N7 N8 118.4(2) . . ?
C8 N7 N6 115.6(2) . . ?
C8 N7 N8 125.8(2) . . ?
H6A O6 H6B 109.5 . . ?
N5 N4 C3 118.0(2) . . ?
C3 N3 N2 102.0(2) . . ?
C7 N6 N7 102.0(2) . . ?
O9 N8 N7 113.3(2) . . ?
O8 N8 O9 131.2(2) . . ?
O8 N8 N7 115.5(2) . . ?
O1 N1 N2 114.5(2) . . ?
O2 N1 O1 129.2(2) . . ?
O2 N1 N2 116.3(2) . . ?
N2 C1 H1 127.4 . . ?
N2 C1 C2 105.1(2) . . ?
C2 C1 H1 127.4 . . ?
C1 C2 C4 125.7(2) . . ?
C1 C2 C3 105.1(2) . . ?
C3 C2 C4 129.0(2) . . ?
N6 C7 N5 117.1(2) . . ?
N6 C7 C6 113.6(2) . . ?
C6 C7 N5 129.3(2) . . ?
O3 C4 C2 112.6(2) . . ?
O4 C4 O3 123.9(2) . . ?
O4 C4 C2 123.5(2) . . ?
N7 C8 H8 127.6 . . ?
N7 C8 C6 104.9(2) . . ?
C6 C8 H8 127.6 . . ?
N4 C3 C2 120.7(2) . . ?
N3 C3 N4 126.7(2) . . ?
N3 C3 C2 112.3(2) . . ?
C7 C6 C5 131.7(2) . . ?
C8 C6 C7 103.9(2) . . ?
C8 C6 C5 124.3(3) . . ?
N9 C5 C6 176.7(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
