# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_lcc992
_database_code_depnum_ccdc_archive 'CCDC 2357665'
loop_
_audit_author_name
_audit_author_address
'congcong li'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2024-05-23 deposited with the CCDC.	2026-06-17 downloaded from the CCDC.
;
_audit_creation_date             2024-04-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H3 N7 O5'
_chemical_formula_sum            'C5 H3 N7 O5'
_chemical_formula_weight         241.14
_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 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.9980(17)
_cell_length_b                   6.7180(9)
_cell_length_c                   17.197(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1617.2(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9999
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      179
_cell_measurement_theta_min      1
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.001
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.111
_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    1.981
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11932
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         56.880
_diffrn_reflns_theta_min         5.252
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       ?
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   'Rotating-anode X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1458
_reflns_number_total             1644
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0041(7)
_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   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1644
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.065
_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)+(0.0387P)²+1.2047P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0879
_refine_ls_wR_factor_ref         0.0908
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 N8(H8)
1.b X=CH2 refined with riding coordinates:
 N7(H7A,H7B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.45672(8) -0.87890(19) -0.61071(7) 0.0263(3) Uani 1 1 d . . . A -1
O2 O 0.44106(8) -0.4046(2) -0.25929(7) 0.0286(3) Uani 1 1 d . . . . .
O3 O 0.14851(8) -0.68832(19) -0.41063(7) 0.0263(3) Uani 1 1 d . . . B 1
O1 O 0.59399(8) -0.4440(2) -0.27554(7) 0.0306(3) Uani 1 1 d . . . . .
O5 O 0.30472(9) -0.9316(2) -0.63222(7) 0.0341(4) Uani 1 1 d . . . . .
N6 N 0.23898(9) -0.7065(2) -0.42732(7) 0.0190(3) Uani 1 1 d . . . . .
N8 N 0.52283(9) -0.7159(2) -0.47292(8) 0.0191(3) Uani 1 1 d . . . . .
H8 H 0.554639 -0.758242 -0.512373 0.023 Uiso 1 1 calc R U . . .
N5 N 0.26187(9) -0.7815(2) -0.49628(7) 0.0192(3) Uani 1 1 d . . . . .
N7 N 0.26637(9) -0.5822(2) -0.30585(8) 0.0217(3) Uani 1 1 d . . . . .
H7A H 0.205446 -0.584132 -0.299442 0.026 Uiso 1 1 calc R U . . .
H7B H 0.302895 -0.540769 -0.269049 0.026 Uiso 1 1 calc R U . . .
N1 N 0.51059(10) -0.4729(2) -0.29400(8) 0.0219(3) Uani 1 1 d . . . . .
N4 N 0.37138(10) -0.8757(2) -0.59208(8) 0.0216(3) Uani 1 1 d . . . . .
N2 N 0.56247(9) -0.6274(2) -0.41057(8) 0.0206(3) Uani 1 1 d . . . . .
C1 C 0.35213(11) -0.7954(2) -0.51505(9) 0.0180(4) Uani 1 1 d . . . . .
C3 C 0.40114(11) -0.6482(2) -0.39376(9) 0.0173(3) Uani 1 1 d . . . . .
C4 C 0.49093(11) -0.5871(2) -0.36360(9) 0.0184(4) Uani 1 1 d . . . . .
C2 C 0.42662(11) -0.7301(2) -0.46590(9) 0.0175(3) Uani 1 1 d . . . . .
C5 C 0.30363(11) -0.6427(2) -0.37184(9) 0.0182(4) 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
O4 N4 1.2370(18) . ?
O2 N1 1.2304(18) . ?
O3 N6 1.3042(17) . ?
O1 N1 1.2254(18) . ?
O5 N4 1.2199(18) . ?
N6 N5 1.3276(18) . ?
N6 C5 1.383(2) . ?
N8 H8 0.8600 . ?
N8 N2 1.3458(19) . ?
N8 C2 1.3555(19) . ?
N5 C1 1.307(2) . ?
N7 H7A 0.8600 . ?
N7 H7B 0.8600 . ?
N7 C5 1.313(2) . ?
N1 C4 1.448(2) . ?
N4 C1 1.456(2) . ?
N2 C4 1.315(2) . ?
C1 C2 1.412(2) . ?
C3 C4 1.420(2) . ?
C3 C2 1.403(2) . ?
C3 C5 1.416(2) . ?

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
O3 N6 N5 117.80(12) . . ?
O3 N6 C5 117.03(13) . . ?
N5 N6 C5 125.16(13) . . ?
N2 N8 H8 124.1 . . ?
N2 N8 C2 111.71(13) . . ?
C2 N8 H8 124.1 . . ?
C1 N5 N6 118.73(13) . . ?
H7A N7 H7B 120.0 . . ?
C5 N7 H7A 120.0 . . ?
C5 N7 H7B 120.0 . . ?
O2 N1 C4 116.63(13) . . ?
O1 N1 O2 124.67(14) . . ?
O1 N1 C4 118.63(14) . . ?
O4 N4 C1 114.89(13) . . ?
O5 N4 O4 125.94(14) . . ?
O5 N4 C1 119.18(13) . . ?
C4 N2 N8 105.45(13) . . ?
N5 C1 N4 115.46(13) . . ?
N5 C1 C2 122.95(14) . . ?
C2 C1 N4 121.54(14) . . ?
C2 C3 C4 102.20(13) . . ?
C2 C3 C5 119.37(14) . . ?
C5 C3 C4 138.42(15) . . ?
N2 C4 N1 118.18(13) . . ?
N2 C4 C3 112.96(14) . . ?
C3 C4 N1 128.55(14) . . ?
N8 C2 C1 134.61(15) . . ?
N8 C2 C3 107.67(14) . . ?
C3 C2 C1 117.59(14) . . ?
N6 C5 C3 116.03(14) . . ?
N7 C5 N6 115.60(14) . . ?
N7 C5 C3 128.36(15) . . ?

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
O4 N4 C1 N5 176.56(14) . . . . ?
O4 N4 C1 C2 -1.0(2) . . . . ?
O2 N1 C4 N2 166.31(15) . . . . ?
O2 N1 C4 C3 -6.7(2) . . . . ?
O3 N6 N5 C1 177.96(14) . . . . ?
O3 N6 C5 N7 4.3(2) . . . . ?
O3 N6 C5 C3 -174.85(14) . . . . ?
O1 N1 C4 N2 -10.8(2) . . . . ?
O1 N1 C4 C3 176.19(16) . . . . ?
O5 N4 C1 N5 -3.0(2) . . . . ?
O5 N4 C1 C2 179.44(15) . . . . ?
N6 N5 C1 N4 -178.96(13) . . . . ?
N6 N5 C1 C2 -1.4(2) . . . . ?
N8 N2 C4 N1 -174.13(13) . . . . ?
N8 N2 C4 C3 -0.03(18) . . . . ?
N5 N6 C5 N7 -176.82(14) . . . . ?
N5 N6 C5 C3 4.0(2) . . . . ?
N5 C1 C2 N8 -175.08(17) . . . . ?
N5 C1 C2 C3 0.4(2) . . . . ?
N4 C1 C2 N8 2.3(3) . . . . ?
N4 C1 C2 C3 177.77(14) . . . . ?
N2 N8 C2 C1 174.88(17) . . . . ?
N2 N8 C2 C3 -0.86(18) . . . . ?
C4 C3 C2 N8 0.77(17) . . . . ?
C4 C3 C2 C1 -175.82(14) . . . . ?
C4 C3 C5 N6 173.25(18) . . . . ?
C4 C3 C5 N7 -5.8(3) . . . . ?
C2 N8 N2 C4 0.55(18) . . . . ?
C2 C3 C4 N1 172.89(15) . . . . ?
C2 C3 C4 N2 -0.47(18) . . . . ?
C2 C3 C5 N6 -4.9(2) . . . . ?
C2 C3 C5 N7 176.14(16) . . . . ?
C5 N6 N5 C1 -0.9(2) . . . . ?
C5 C3 C4 N1 -5.4(3) . . . . ?
C5 C3 C4 N2 -178.77(19) . . . . ?
C5 C3 C2 N8 179.48(14) . . . . ?
C5 C3 C2 C1 2.9(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
