# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_js623a
_database_code_depnum_ccdc_archive 'CCDC 2268205'
loop_
_audit_author_name
_audit_author_address
'Dr. Richard J. Staples'
;Michigan State University
United States of America
;
_audit_update_record             
;
2023-06-07 deposited with the CCDC.	2023-08-09 downloaded from the CCDC.
;
_audit_creation_date             2023-06-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
staples@chemistry.msu.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H2 N6 O7'
_chemical_formula_sum            'C3 H2 N6 O7'
_chemical_formula_weight         234.11
_chemical_melting_point          353
_chemical_oxdiff_formula         C3H2N6O7
_chemical_oxdiff_usercomment     SOHAN-630
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.4982(2)
_cell_length_b                   7.1276(2)
_cell_length_c                   13.8819(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.573(3)
_cell_angle_gamma                90
_cell_volume                     817.37(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4363
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.4490
_cell_measurement_theta_min      6.5470
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.837
_exptl_absorpt_coefficient_mu    1.682
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.902
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.91a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.902
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             472
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.0094
1 0 0 0.0094
0 1 0 0.0550
0 -1 0 0.0550
0 0 -1 0.0301
0 0 1 0.0069
1 0 -1 0.0195
-1 0 1 0.0034

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.038
_exptl_crystal_size_min          0.019
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0002 0.0003 0.0009 0.0228 0.0741 0.1697
1.0002 -0.0003 -0.0009 -0.0228 -0.0741 -0.1697
-0.0004 1.0013 -0.0005 -0.1128 -0.1632 0.0867
0.0004 -1.0013 0.0005 0.1128 0.1632 -0.0867
0.0004 0.0001 -1.0007 0.0970 -0.0475 0.0370
-0.0004 -0.0001 1.0007 -0.0970 0.0475 -0.0370
1.0005 0.0007 -1.0023 0.0742 -0.1218 -0.1325
-1.0010 -0.0001 1.0017 -0.0742 0.1216 0.1326

_exptl_special_details           
;
Data was collected using a Rigaku Synergy S Diffractometer diffractometer equipped 
with an Oxford 800 low-temperature apparatus.  A suitable 
crystal was chosen and mounted on a nylon loop using Paratone oil.  Data  were 
measured based on the Pre-Experiment plugin of CrysAlisPro software.  Cell 
parameters were retrieved using CrysAlisPro software and data reduction was 
performed using the intergration software inside the CrysAlisPro which 
corrects for Lp.  The structure was solved by the direct method using the 
SHELXT program and refined by least squares method on F2, SHELXL,
 incorporated in OLEX2. 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8681
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.393
_diffrn_reflns_theta_min         5.585
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -76.00  26.00   0.50    0.50    --  -46.85  91.00 112.00  204
  2  ω    -18.00  76.00   0.50    0.50    --   46.85 -91.00  -1.00  188
  3  ω    -78.00 -19.00   0.50    2.00    --  -91.75  91.00 112.00  118
  4  ω     42.00 104.00   0.50    2.00    --  113.25 -91.00  -1.00  124
  5  ω    103.00 178.00   0.50    2.00    --  113.25  91.00 112.00  150
  6  ω    -39.00  29.00   0.50    0.50    --  -46.85  19.00-120.00  136
  7  ω    -27.00  38.00   0.50    0.50    --   46.85 -19.00 -90.00  130
  8  ω    -27.00  38.00   0.50    0.50    --   46.85 -19.00 -30.00  130
  9  ω    -53.00 -20.00   0.50    2.00    --  -91.75  45.00 -60.00   66
 10  ω   -163.00 -81.00   0.50    2.00    --  -91.75 -91.00  -1.00  164
 11  ω     44.00 108.00   0.50    2.00    --  113.25-125.00 -30.00  128
 12  ω     42.00  94.00   0.50    2.00    --  113.25 -77.00 150.00  104
 13  ω     42.00  94.00   0.50    2.00    --  113.25 -77.00-150.00  104
 14  ω     42.00  94.00   0.50    2.00    --  113.25 -77.00  30.00  104
 15  ω     42.00  69.00   0.50    2.00    --  113.25 -61.00  90.00   54
 16  ω    110.00 178.00   0.50    2.00    --  113.25  77.00 150.00  136
 17  ω     42.00  94.00   0.50    2.00    --  113.25 -77.00-180.00  104
 18  ω     42.00  69.00   0.50    2.00    --  113.25 -61.00  30.00   54
 19  ω     42.00  69.00   0.50    2.00    --  113.25 -61.00-120.00   54
 20  ω    101.00 178.00   0.50    2.00    --  113.25  45.00 150.00  154
 21  ω     42.00  94.00   0.50    2.00    --  113.25 -77.00  60.00  104
 22  ω     42.00  69.00   0.50    2.00    --  113.25 -61.00  60.00   54
 23  ω    106.00 178.00   0.50    2.00    --  113.25  61.00   0.00  144
 24  ω     42.00  94.00   0.50    2.00    --  113.25 -77.00   0.00  104
 25  ω     42.00  94.00   0.50    2.00    --  113.25 -77.00  90.00  104
 26  ω     42.00  69.00   0.50    2.00    --  113.25 -61.00 150.00   54
 27  ω   -120.00 -34.00   0.50    0.50    --  -46.85 -37.00  60.00  172
 28  ω     35.00 110.00   0.50    0.50    --   46.85  37.00 -90.00  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0229542000
_diffrn_orient_matrix_UB_12      -0.1126704000
_diffrn_orient_matrix_UB_13      -0.0969821000
_diffrn_orient_matrix_UB_21      -0.0740625000
_diffrn_orient_matrix_UB_22      -0.1629770000
_diffrn_orient_matrix_UB_23      0.0474217000
_diffrn_orient_matrix_UB_31      -0.1696200000
_diffrn_orient_matrix_UB_32      0.0864799000
_diffrn_orient_matrix_UB_33      -0.0370703000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1461
_reflns_number_total             1751
_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 1.171.42.91a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.91a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.91a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         1751
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0459
_refine_ls_restrained_S_all      1.055
_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)+(0.0793P)²+0.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1274
_refine_ls_wR_factor_ref         0.1356
_refine_special_details          
;
The structure was refined by Least Squares SHELXL incorporated 
in Olex2 software program. All non-hydrogen atoms were refined anisotropically. 
Hydrogen atom positions were calculated geometrically and refined using the 
riding model, except for the hydrogen atom on the non-carbon atom(s) which were found 
by difference Fourier methods and refined isotropically when data permits.
;
_olex2_refinement_description    
;
;
_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
O1 O 0.20327(17) 0.86682(19) 0.23594(11) 0.0255(4) Uani 1 1 d . . . . .
O2 O 0.57654(18) 0.3997(2) 0.42714(13) 0.0342(4) Uani 1 1 d . . . . .
O3 O 0.77988(17) 0.4521(2) 0.55227(12) 0.0300(4) Uani 1 1 d . . . . .
O4 O 0.88814(18) 0.4511(2) 0.35710(13) 0.0318(4) Uani 1 1 d . . . . .
O5 O 0.8103(3) 0.7051(3) 0.27246(16) 0.0593(7) Uani 1 1 d . . . . .
O6 O 0.80747(19) 0.8398(2) 0.56431(12) 0.0342(4) Uani 1 1 d . . . . .
O7 O 0.98167(19) 0.8072(2) 0.47320(15) 0.0384(4) Uani 1 1 d . . . . .
N1 N 0.4405(2) 0.7122(2) 0.31720(13) 0.0231(4) Uani 1 1 d . . . . .
H1 H 0.415(3) 0.604(5) 0.302(2) 0.036(8) Uiso 1 1 d . . . . .
N2 N 0.4351(2) 1.0124(3) 0.33004(14) 0.0241(4) Uani 1 1 d . . . . .
H2 H 0.414(3) 1.117(5) 0.323(2) 0.033(8) Uiso 1 1 d . . . . .
N3 N 0.5833(2) 0.9602(2) 0.38473(14) 0.0255(4) Uani 1 1 d . . . . .
N4 N 0.6920(2) 0.4891(2) 0.47293(14) 0.0265(4) Uani 1 1 d . . . . .
N5 N 0.8157(2) 0.5966(3) 0.34077(15) 0.0327(4) Uani 1 1 d . . . . .
N6 N 0.8519(2) 0.7842(3) 0.49298(15) 0.0280(4) Uani 1 1 d . . . . .
C1 C 0.3433(2) 0.8655(3) 0.28779(16) 0.0234(4) Uani 1 1 d . . . . .
C2 C 0.5814(2) 0.7789(3) 0.37622(16) 0.0233(4) Uani 1 1 d . . . . .
C3 C 0.7277(2) 0.6660(3) 0.41964(16) 0.0253(4) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0241(7) 0.0145(7) 0.0345(8) 0.0001(5) 0.0000(6) 0.0001(5)
O2 0.0302(8) 0.0196(8) 0.0464(10) -0.0008(6) -0.0040(7) -0.0022(6)
O3 0.0275(7) 0.0269(8) 0.0334(8) 0.0035(6) 0.0023(6) 0.0023(6)
O4 0.0292(8) 0.0229(8) 0.0407(9) -0.0048(6) 0.0033(6) 0.0049(6)
O5 0.0720(14) 0.0671(15) 0.0467(12) 0.0250(10) 0.0300(10) 0.0396(12)
O6 0.0372(9) 0.0294(9) 0.0341(9) -0.0035(7) 0.0044(7) -0.0011(7)
O7 0.0278(8) 0.0232(8) 0.0656(12) -0.0045(8) 0.0135(8) -0.0028(6)
N1 0.0247(8) 0.0114(8) 0.0313(9) -0.0002(6) 0.0032(7) 0.0003(6)
N2 0.0238(8) 0.0109(8) 0.0355(9) -0.0004(7) 0.0028(7) 0.0013(6)
N3 0.0219(8) 0.0169(8) 0.0361(9) 0.0004(7) 0.0038(7) 0.0013(6)
N4 0.0239(8) 0.0183(8) 0.0355(10) 0.0012(7) 0.0037(7) 0.0024(6)
N5 0.0332(9) 0.0316(10) 0.0326(10) 0.0022(8) 0.0062(8) 0.0101(8)
N6 0.0243(8) 0.0186(9) 0.0389(10) 0.0019(7) 0.0033(7) 0.0026(7)
C1 0.0275(10) 0.0141(9) 0.0287(10) -0.0003(7) 0.0069(8) 0.0000(7)
C2 0.0226(9) 0.0179(9) 0.0285(10) 0.0000(8) 0.0045(7) 0.0013(7)
C3 0.0248(9) 0.0182(10) 0.0321(10) -0.0009(8) 0.0047(8) 0.0004(7)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.238(3) . ?
O2 N4 1.216(2) . ?
O3 N4 1.206(2) . ?
O4 N5 1.200(2) . ?
O5 N5 1.216(3) . ?
O6 N6 1.207(3) . ?
O7 N6 1.208(2) . ?
N1 H1 0.81(3) . ?
N1 C1 1.373(3) . ?
N1 C2 1.368(3) . ?
N2 H2 0.77(3) . ?
N2 N3 1.361(2) . ?
N2 C1 1.355(3) . ?
N3 C2 1.297(3) . ?
N4 C3 1.528(3) . ?
N5 C3 1.545(3) . ?
N6 C3 1.535(3) . ?
C2 C3 1.484(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
C1 N1 H1 125(2) . . ?
C2 N1 H1 129(2) . . ?
C2 N1 C1 106.41(17) . . ?
N3 N2 H2 120(2) . . ?
C1 N2 H2 127(2) . . ?
C1 N2 N3 113.16(17) . . ?
C2 N3 N2 103.42(16) . . ?
O2 N4 C3 113.98(17) . . ?
O3 N4 O2 127.85(19) . . ?
O3 N4 C3 118.16(17) . . ?
O4 N5 O5 128.3(2) . . ?
O4 N5 C3 117.07(18) . . ?
O5 N5 C3 114.42(18) . . ?
O6 N6 O7 128.3(2) . . ?
O6 N6 C3 115.19(17) . . ?
O7 N6 C3 116.49(19) . . ?
O1 C1 N1 127.48(19) . . ?
O1 C1 N2 128.54(19) . . ?
N2 C1 N1 103.97(17) . . ?
N1 C2 C3 125.92(18) . . ?
N3 C2 N1 113.01(17) . . ?
N3 C2 C3 120.78(18) . . ?
N4 C3 N5 105.24(16) . . ?
N4 C3 N6 108.38(16) . . ?
N6 C3 N5 105.88(16) . . ?
C2 C3 N4 113.67(17) . . ?
C2 C3 N5 112.59(18) . . ?
C2 C3 N6 110.62(17) . . ?

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
N1 H1 O1 0.81(3) 1.97(3) 2.770(2) 166(3) 2_545 yes
N2 H2 O1 0.77(3) 2.11(3) 2.845(2) 161(3) 2 yes

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
O2 N4 C3 N5 -78.3(2) . . . . ?
O2 N4 C3 N6 168.83(17) . . . . ?
O2 N4 C3 C2 45.4(2) . . . . ?
O3 N4 C3 N5 100.4(2) . . . . ?
O3 N4 C3 N6 -12.5(2) . . . . ?
O3 N4 C3 C2 -135.9(2) . . . . ?
O4 N5 C3 N4 -25.9(2) . . . . ?
O4 N5 C3 N6 88.8(2) . . . . ?
O4 N5 C3 C2 -150.24(19) . . . . ?
O5 N5 C3 N4 158.6(2) . . . . ?
O5 N5 C3 N6 -86.7(2) . . . . ?
O5 N5 C3 C2 34.3(3) . . . . ?
O6 N6 C3 N4 -62.5(2) . . . . ?
O6 N6 C3 N5 -175.03(17) . . . . ?
O6 N6 C3 C2 62.7(2) . . . . ?
O7 N6 C3 N4 116.32(19) . . . . ?
O7 N6 C3 N5 3.8(2) . . . . ?
O7 N6 C3 C2 -118.4(2) . . . . ?
N1 C2 C3 N4 -49.9(3) . . . . ?
N1 C2 C3 N5 69.7(3) . . . . ?
N1 C2 C3 N6 -172.09(19) . . . . ?
N2 N3 C2 N1 1.2(2) . . . . ?
N2 N3 C2 C3 175.43(19) . . . . ?
N3 N2 C1 O1 178.4(2) . . . . ?
N3 N2 C1 N1 -0.5(2) . . . . ?
N3 C2 C3 N4 136.6(2) . . . . ?
N3 C2 C3 N5 -103.8(2) . . . . ?
N3 C2 C3 N6 14.4(3) . . . . ?
C1 N1 C2 N3 -1.5(2) . . . . ?
C1 N1 C2 C3 -175.4(2) . . . . ?
C1 N2 N3 C2 -0.4(2) . . . . ?
C2 N1 C1 O1 -177.8(2) . . . . ?
C2 N1 C1 N2 1.2(2) . . . . ?

_shelx_res_file                  
;
TITL js623a_a.res in P2(1)/n
    js623a.res
    created by SHELXL-2018/3 at 15:34:44 on 01-Jun-2023
REM Old TITL JS623A in P2(1)/n
REM SHELXT solution in P2(1)/n: R1 0.168, Rweak 0.037, Alpha 0.020
REM <I/s> 0.320 for 145 systematic absences, Orientation as input
REM Formula found by SHELXT: C12 O7
CELL 1.54184 8.4982 7.127606 13.881883 90 103.5734 90
ZERR 4 0.000235 0.000199 0.000434 0 0.003 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 12 8 24 28
EQIV $1 0.5-X,-0.5+Y,0.5-Z
EQIV $2 0.5-X,0.5+Y,0.5-Z

L.S. 4
PLAN  5
SIZE 0.019 0.038 0.11
TEMP -173.15(10)
CONF
HTAB N1 O1_$1
HTAB N2 O1_$2
fmap 2
acta
MORE -1
BOND $H
REM <olex2.extras>
REM <HklSrc "%.\\JS623A.hkl">
REM </olex2.extras>

WGHT    0.079300    0.500000
FVAR       3.71835
O1    4    0.203266    0.866825    0.235941    11.00000    0.02412    0.01453 =
         0.03447    0.00014    0.00003    0.00007
O2    4    0.576536    0.399723    0.427145    11.00000    0.03017    0.01959 =
         0.04642   -0.00081   -0.00402   -0.00223
O3    4    0.779879    0.452107    0.552274    11.00000    0.02748    0.02687 =
         0.03338    0.00351    0.00228    0.00229
O4    4    0.888142    0.451138    0.357100    11.00000    0.02925    0.02292 =
         0.04073   -0.00483    0.00325    0.00490
O5    4    0.810297    0.705060    0.272464    11.00000    0.07196    0.06713 =
         0.04666    0.02505    0.02998    0.03959
O6    4    0.807473    0.839829    0.564306    11.00000    0.03720    0.02939 =
         0.03406   -0.00346    0.00438   -0.00113
O7    4    0.981669    0.807169    0.473196    11.00000    0.02782    0.02321 =
         0.06557   -0.00453    0.01348   -0.00282
N1    3    0.440532    0.712164    0.317205    11.00000    0.02474    0.01141 =
         0.03131   -0.00019    0.00316    0.00030
H1    2    0.414606    0.604136    0.302202    11.00000    0.03631
N2    3    0.435084    1.012448    0.330040    11.00000    0.02384    0.01087 =
         0.03553   -0.00039    0.00278    0.00128
H2    2    0.413830    1.117155    0.323183    11.00000    0.03298
N3    3    0.583251    0.960200    0.384731    11.00000    0.02191    0.01687 =
         0.03607    0.00042    0.00375    0.00131
N4    3    0.692005    0.489077    0.472935    11.00000    0.02394    0.01829 =
         0.03551    0.00123    0.00370    0.00245
N5    3    0.815670    0.596640    0.340769    11.00000    0.03324    0.03157 =
         0.03259    0.00221    0.00619    0.01008
N6    3    0.851925    0.784162    0.492981    11.00000    0.02431    0.01863 =
         0.03888    0.00195    0.00328    0.00256
C1    1    0.343290    0.865473    0.287794    11.00000    0.02749    0.01409 =
         0.02874   -0.00034    0.00692   -0.00001
C2    1    0.581429    0.778891    0.376219    11.00000    0.02262    0.01789 =
         0.02849   -0.00004    0.00447    0.00129
C3    1    0.727674    0.666042    0.419637    11.00000    0.02481    0.01816 =
         0.03210   -0.00086    0.00472    0.00040
HKLF 4




REM  js623a_a.res in P2(1)/n
REM wR2 = 0.1356, GooF = S = 1.055, Restrained GooF = 1.055 for all data
REM R1 = 0.0459 for 1461 Fo > 4sig(Fo) and 0.0551 for all 1751 data
REM 153 parameters refined using 0 restraints

END

WGHT      0.0793      0.5000

REM Highest difference peak  0.488,  deepest hole -0.402,  1-sigma level  0.067
Q1    1   0.7157  0.6028  0.2470  11.00000  0.05    0.49
Q2    1   0.8978  0.8127  0.4130  11.00000  0.05    0.32
Q3    1   0.5258  0.7387  0.3546  11.00000  0.05    0.32
Q4    1   0.2622  0.8591  0.2602  11.00000  0.05    0.28
Q5    1   0.6507  0.7234  0.4005  11.00000  0.05    0.27
;
_shelx_res_checksum              96331
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id SOHAN-630
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.419
_oxdiff_exptl_absorpt_empirical_full_min 0.772
_vrf_PLAT430_js623a              
;
PROBLEM: Short Inter D...A Contact  O3       ..O7       .       2.83 Ang.  
RESPONSE:We have seen in these small compounds that they will pack with some 
relatively short O---O distances that get flagged by cifcheck routine.
;
####################################################################### 
# 
# 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_js623b
_database_code_depnum_ccdc_archive 'CCDC 2268207'
loop_
_audit_author_name
_audit_author_address
'Dr. Richard J. Staples'
;Michigan State University
United States of America
;
_audit_update_record             
;
2023-06-07 deposited with the CCDC.	2023-08-09 downloaded from the CCDC.
;
_audit_creation_date             2023-06-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
staples@chemistry.msu.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H2 N5 O6, H4 N, H2 O'
_chemical_formula_sum            'C4 H8 N6 O7'
_chemical_formula_weight         252.16
_chemical_absolute_configuration .
_chemical_melting_point          506
_chemical_oxdiff_formula         C5H8N8O10
_chemical_oxdiff_usercomment     SOHAN-626
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           9
_space_group_name_H-M_alt        'I 1 a 1'
_space_group_name_Hall           'I -2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z'
'x+1/2, y+1/2, z+1/2'
'x+1, -y+1/2, z+1/2'

_cell_length_a                   8.26070(10)
_cell_length_b                   9.13530(10)
_cell_length_c                   12.5011(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.6790(10)
_cell_angle_gamma                90
_cell_volume                     936.98(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3564
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.4620
_cell_measurement_theta_min      5.9930
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.851
_exptl_absorpt_coefficient_mu    1.507
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.933
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.80a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.788
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             520
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0367
0 -1 0 0.0349
0 0 1 0.0386
0 0 -1 0.0232
1 -1 0 0.0423
-1 1 0 0.0280
1 0 0 0.0461
-1 0 0 0.0320

_exptl_crystal_size_max          0.111
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.062
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0005 0.9992 0.0009 -0.0881 -0.1354 -0.0480
0.0005 -0.9992 -0.0009 0.0881 0.1354 0.0480
-0.0003 -0.0003 1.0002 0.1043 -0.0535 -0.0405
0.0003 0.0003 -1.0002 -0.1043 0.0535 0.0405
1.0007 -0.9987 -0.0008 0.1324 0.0495 0.2091
-1.0007 0.9987 0.0008 -0.1324 -0.0495 -0.2091
1.0002 0.0004 0.0001 0.0443 -0.0859 0.1611
-1.0002 -0.0004 -0.0001 -0.0443 0.0859 -0.1611

_exptl_special_details           
;
Data was collected using a Rigaku Synergy S Diffractometer diffractometer equipped 
with an Oxford 800 low-temperature apparatus.  A suitable 
crystal was chosen and mounted on a nylon loop using Paratone oil.  Data  were 
measured based on the Pre-Experiment plugin of CrysAlisPro software.  Cell 
parameters were retrieved using CrysAlisPro software and data reduction was 
performed using the intergration software inside the CrysAlisPro which 
corrects for Lp.  The structure was solved by the direct method using the 
SHELXT program and refined by least squares method on F2, SHELXL,
 incorporated in OLEX2. 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5189
_diffrn_reflns_point_group_measured_fraction_full 0.766
_diffrn_reflns_point_group_measured_fraction_max 0.713
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.141
_diffrn_reflns_theta_min         6.014
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00 -20.00   0.50    0.19    --  -91.75  45.00 120.00   66
  2  ω    -39.00  28.00   0.50    0.05    --  -47.10  19.00  30.00  134
  3  ω    -78.00  12.00   0.50    0.05    --  -47.10 102.00 -71.00  180
  4  ω    -79.00 -21.00   0.50    0.19    --  -91.75 102.00 -71.00  116
  5  ω    -39.00  28.00   0.50    0.05    --  -47.10  19.00 -90.00  134
  6  ω   -120.00 -35.00   0.50    0.05    --  -47.10 -37.00 -90.00  170
  7  ω   -120.00 -35.00   0.50    0.05    --  -47.10 -37.00  90.00  170
  8  ω   -120.00 -35.00   0.50    0.05    --  -47.10 -37.00   0.00  170
  9  ω   -120.00 -35.00   0.50    0.05    --  -47.10 -37.00-180.00  170
 10  ω   -120.00 -83.00   0.50    0.05    --  -47.10 -37.00-120.00   74
 11  ω   -162.00 -87.00   0.50    0.19    --  -91.75-102.00-174.00  150
 12  ω     42.00  94.00   0.50    0.19    --  113.25 -77.00  60.00  104
 13  ω     42.00  94.00   0.50    0.19    --  113.25 -77.00 120.00  104
 14  ω     42.00  69.00   0.50    0.19    --  113.25 -61.00  30.00   54
 15  ω     42.00  94.00   0.50    0.19    --  113.25 -77.00 -30.00  104
 16  ω     42.00  69.00   0.50    0.19    --  113.25 -61.00   0.00   54
 17  ω     42.00  69.00   0.50    0.19    --  113.25 -61.00 -60.00   54
 18  ω     42.00  69.00   0.50    0.19    --  113.25 -61.00 -30.00   54
 19  ω     42.00  69.00   0.50    0.19    --  113.25 -61.00-120.00   54
 20  ω     42.00  69.00   0.50    0.19    --  113.25 -61.00-180.00   54
 21  ω     42.00  94.00   0.50    0.19    --  113.25 -77.00-150.00  104
 22  ω     42.00 104.00   0.50    0.19    --  113.25 -94.00-120.00  124
 23  ω     10.00  81.00   0.50    0.05    --   47.10-102.00-174.00  142
 24  ω     43.00 104.00   0.50    0.19    --  113.25-102.00-174.00  122
 25  ω     44.00 108.00   0.50    0.19    --  113.25-125.00 -60.00  128
 26  ω     44.00 108.00   0.50    0.19    --  113.25-125.00 -30.00  128
 27  ω    100.00 178.00   0.50    0.19    --  113.25  15.00  30.00  156
 28  ω    106.00 178.00   0.50    0.19    --  113.25  61.00 -30.00  144
 29  ω    108.00 178.00   0.50    0.19    --  113.25 102.00 -71.00  140
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0443529000
_diffrn_orient_matrix_UB_12      -0.0882175000
_diffrn_orient_matrix_UB_13      0.1043171000
_diffrn_orient_matrix_UB_21      -0.0857940000
_diffrn_orient_matrix_UB_22      -0.1354804000
_diffrn_orient_matrix_UB_23      -0.0535380000
_diffrn_orient_matrix_UB_31      0.1610708000
_diffrn_orient_matrix_UB_32      -0.0479712000
_diffrn_orient_matrix_UB_33      -0.0404820000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.450
_reflns_Friedel_fraction_full    0.531
_reflns_Friedel_fraction_max     0.444
_reflns_number_gt                1424
_reflns_number_total             1465
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.6(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         1465
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0286
_refine_ls_restrained_S_all      1.064
_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)+(0.0512P)²+0.1483P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0765
_refine_special_details          
;
The structure was refined by Least Squares SHELXL incorporated 
in Olex2 software program. All non-hydrogen atoms were refined anisotropically. 
Hydrogen atom positions were calculated geometrically and refined using the 
riding model, except for the hydrogen atom on the non-carbon atom(s) which were found 
by difference Fourier methods and refined isotropically when data permits.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.4(4)
 0.6(4)
;
_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
O1 O 0.5109(2) 0.65664(19) 0.47707(15) 0.0211(4) Uani 1 1 d . . . . .
O2 O 0.3857(2) 0.2337(2) 0.64047(14) 0.0221(4) Uani 1 1 d . . . . .
O3 O 0.7510(2) 0.38720(19) 0.24421(15) 0.0186(4) Uani 1 1 d . . . . .
O4 O 0.7770(2) 0.16077(19) 0.19009(14) 0.0202(4) Uani 1 1 d . . . . .
O5 O 0.7423(2) -0.0132(2) 0.43176(15) 0.0250(4) Uani 1 1 d . . . . .
O6 O 0.5602(3) -0.0206(2) 0.29370(18) 0.0334(5) Uani 1 1 d . . . . .
N1 N 0.4422(3) 0.4453(2) 0.55791(17) 0.0162(4) Uani 1 1 d . . . . .
H1 H 0.395(4) 0.491(4) 0.607(3) 0.026(9) Uiso 1 1 d . . . . .
N2 N 0.5966(3) 0.4378(2) 0.41633(17) 0.0153(4) Uani 1 1 d . . . . .
H2 H 0.648(5) 0.480(4) 0.370(3) 0.030(9) Uiso 1 1 d . . . . .
N3 N 0.5291(2) 0.2167(2) 0.49703(17) 0.0151(4) Uani 1 1 d . . . . .
N4 N 0.7340(2) 0.2504(2) 0.25712(17) 0.0143(4) Uani 1 1 d . . . . .
N5 N 0.6580(3) 0.0457(2) 0.35691(17) 0.0166(4) Uani 1 1 d . . . . .
C1 C 0.5156(3) 0.5236(3) 0.4837(2) 0.0148(4) Uani 1 1 d . . . . .
C2 C 0.4495(3) 0.2939(3) 0.5692(2) 0.0160(4) Uani 1 1 d . . . . .
C3 C 0.5975(3) 0.2892(3) 0.42314(18) 0.0144(4) Uani 1 1 d . . . . .
C4 C 0.6706(3) 0.2037(3) 0.34633(19) 0.0159(5) Uani 1 1 d . . . . .
N6 N 0.5086(3) -0.0838(2) 0.60521(18) 0.0177(4) Uani 1 1 d . . . . .
H6A H 0.416(4) -0.089(4) 0.637(3) 0.019(8) Uiso 1 1 d . . . . .
H6B H 0.519(4) -0.001(4) 0.569(3) 0.029(9) Uiso 1 1 d . . . . .
H6C H 0.507(4) -0.170(4) 0.566(3) 0.021(8) Uiso 1 1 d . . . . .
H6D H 0.597(5) -0.094(5) 0.658(4) 0.040(10) Uiso 1 1 d . . . . .
O7 O 0.7204(3) 0.6758(2) 0.30926(17) 0.0242(4) Uani 1 1 d . . . . .
H7A H 0.784(5) 0.724(4) 0.276(3) 0.025(9) Uiso 1 1 d . . . . .
H7B H 0.672(5) 0.748(5) 0.338(3) 0.034(10) Uiso 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0303(9) 0.0121(8) 0.0226(9) -0.0016(7) 0.0098(7) 0.0012(7)
O2 0.0311(9) 0.0177(9) 0.0199(10) 0.0017(8) 0.0124(8) -0.0001(8)
O3 0.0259(8) 0.0118(8) 0.0201(8) 0.0007(6) 0.0104(6) 0.0000(7)
O4 0.0248(9) 0.0190(8) 0.0180(8) -0.0038(7) 0.0082(7) 0.0049(7)
O5 0.0301(9) 0.0184(9) 0.0251(9) 0.0029(7) -0.0021(7) 0.0060(8)
O6 0.0470(12) 0.0172(9) 0.0318(11) -0.0004(8) -0.0129(9) -0.0091(8)
N1 0.0207(10) 0.0137(10) 0.0151(9) -0.0010(8) 0.0064(7) 0.0022(8)
N2 0.0187(9) 0.0138(10) 0.0142(9) -0.0002(8) 0.0052(7) -0.0005(8)
N3 0.0178(9) 0.0124(9) 0.0155(9) 0.0005(8) 0.0037(7) 0.0014(8)
N4 0.0152(8) 0.0135(10) 0.0152(9) -0.0003(7) 0.0057(7) 0.0022(8)
N5 0.0206(9) 0.0139(10) 0.0156(9) -0.0015(8) 0.0035(7) 0.0008(8)
C1 0.0164(10) 0.0145(10) 0.0140(10) -0.0014(9) 0.0032(8) 0.0007(9)
C2 0.0190(10) 0.0144(11) 0.0148(10) -0.0007(9) 0.0029(8) -0.0008(9)
C3 0.0148(9) 0.0142(11) 0.0139(10) -0.0008(9) 0.0008(8) -0.0010(9)
C4 0.0177(10) 0.0129(12) 0.0174(12) 0.0006(9) 0.0036(9) 0.0008(9)
N6 0.0230(10) 0.0126(9) 0.0182(10) -0.0001(8) 0.0052(8) -0.0008(9)
O7 0.0340(9) 0.0143(9) 0.0279(10) -0.0002(8) 0.0188(8) -0.0021(8)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.219(3) . ?
O2 C2 1.218(3) . ?
O3 N4 1.270(3) . ?
O4 N4 1.252(3) . ?
O5 N5 1.224(3) . ?
O6 N5 1.223(3) . ?
N1 H1 0.87(4) . ?
N1 C1 1.367(3) . ?
N1 C2 1.392(3) . ?
N2 H2 0.85(4) . ?
N2 C1 1.379(3) . ?
N2 C3 1.360(3) . ?
N3 C2 1.371(3) . ?
N3 C3 1.317(3) . ?
N4 C4 1.355(3) . ?
N5 C4 1.454(3) . ?
C3 C4 1.425(3) . ?
N6 H6A 0.90(4) . ?
N6 H6B 0.89(4) . ?
N6 H6C 0.93(4) . ?
N6 H6D 0.93(5) . ?
O7 H7A 0.83(4) . ?
O7 H7B 0.87(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
C1 N1 H1 120(2) . . ?
C1 N1 C2 124.8(2) . . ?
C2 N1 H1 115(2) . . ?
C1 N2 H2 119(3) . . ?
C3 N2 H2 120(3) . . ?
C3 N2 C1 121.9(2) . . ?
C3 N3 C2 118.71(19) . . ?
O3 N4 C4 118.3(2) . . ?
O4 N4 O3 121.0(2) . . ?
O4 N4 C4 120.7(2) . . ?
O5 N5 C4 117.8(2) . . ?
O6 N5 O5 123.4(2) . . ?
O6 N5 C4 118.8(2) . . ?
O1 C1 N1 123.7(2) . . ?
O1 C1 N2 122.6(2) . . ?
N1 C1 N2 113.7(2) . . ?
O2 C2 N1 120.4(2) . . ?
O2 C2 N3 122.1(2) . . ?
N3 C2 N1 117.6(2) . . ?
N2 C3 C4 120.3(2) . . ?
N3 C3 N2 123.1(2) . . ?
N3 C3 C4 116.5(2) . . ?
N4 C4 N5 115.2(2) . . ?
N4 C4 C3 128.0(2) . . ?
C3 C4 N5 116.3(2) . . ?
H6A N6 H6B 114(3) . . ?
H6A N6 H6C 103(3) . . ?
H6A N6 H6D 108(3) . . ?
H6B N6 H6C 116(3) . . ?
H6B N6 H6D 110(3) . . ?
H6C N6 H6D 105(3) . . ?
H7A O7 H7B 99(3) . . ?

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
N1 H1 O4 0.87(4) 2.16(4) 2.999(3) 161(3) 3_455 yes
N1 H1 O6 0.87(4) 2.57(4) 3.073(3) 117(3) 4_455 yes
N2 H2 O3 0.85(4) 2.05(4) 2.666(3) 128(3) . yes
N2 H2 O7 0.85(4) 2.06(4) 2.807(3) 146(4) . yes
N6 H6A O3 0.90(4) 2.03(4) 2.911(3) 165(3) 3_445 yes
N6 H6B N3 0.89(4) 2.19(4) 3.073(3) 172(3) . yes
N6 H6C O1 0.93(4) 1.94(4) 2.863(3) 177(3) 1_545 yes
N6 H6D O3 0.93(5) 2.46(4) 3.073(3) 124(3) 4_455 yes
N6 H6D O7 0.93(5) 2.17(5) 3.039(3) 155(4) 4_455 yes
O7 H7A O2 0.83(4) 1.98(4) 2.696(3) 144(4) 3_554 yes
O7 H7B O6 0.87(4) 2.34(4) 3.070(3) 141(3) 1_565 yes

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
O3 N4 C4 N5 -178.71(19) . . . . ?
O3 N4 C4 C3 9.5(4) . . . . ?
O4 N4 C4 N5 0.2(3) . . . . ?
O4 N4 C4 C3 -171.5(2) . . . . ?
O5 N5 C4 N4 114.3(3) . . . . ?
O5 N5 C4 C3 -73.0(3) . . . . ?
O6 N5 C4 N4 -68.4(3) . . . . ?
O6 N5 C4 C3 104.3(3) . . . . ?
N2 C3 C4 N4 -5.2(4) . . . . ?
N2 C3 C4 N5 -176.9(2) . . . . ?
N3 C3 C4 N4 173.0(2) . . . . ?
N3 C3 C4 N5 1.3(3) . . . . ?
C1 N1 C2 O2 177.1(2) . . . . ?
C1 N1 C2 N3 -3.5(4) . . . . ?
C1 N2 C3 N3 -3.5(3) . . . . ?
C1 N2 C3 C4 174.6(2) . . . . ?
C2 N1 C1 O1 -178.1(2) . . . . ?
C2 N1 C1 N2 1.8(4) . . . . ?
C2 N3 C3 N2 1.6(3) . . . . ?
C2 N3 C3 C4 -176.5(2) . . . . ?
C3 N2 C1 O1 -178.4(2) . . . . ?
C3 N2 C1 N1 1.6(3) . . . . ?
C3 N3 C2 O2 -178.9(2) . . . . ?
C3 N3 C2 N1 1.7(3) . . . . ?

_shelx_res_file                  
;
TITL js623b_a.res in Ia
    js623b.res
    created by SHELXL-2018/3 at 16:05:40 on 01-Jun-2023
REM Old TITL JS623B in I2/a
REM SHELXT solution in Ia: R1 0.088, Rweak 0.020, Alpha 0.000
REM <I/s> 0.335 for 63 systematic absences, Orientation as input
REM Flack x = 0.472 ( 0.202 ) from 426 Parsons' quotients
REM Formula found by SHELXT: C9 N4 O4
CELL 1.54184 8.2607 9.1353 12.5011 90 96.679 90
ZERR 4 0.0001 0.0001 0.0002 0 0.001 0
LATT -2
SYMM 0.5+X,-Y,+Z
SFAC C H N O
UNIT 16 32 24 28
EQIV $1 0.5+X,0.5+Y,-0.5+Z
EQIV $2 +X,1+Y,+Z
EQIV $3 -0.5+X,0.5+Y,0.5+Z
EQIV $4 +X,0.5-Y,0.5+Z
EQIV $5 +X,-1+Y,+Z
EQIV $6 -0.5+X,-0.5+Y,0.5+Z

L.S. 4 0 0
PLAN  3
SIZE 0.062 0.07 0.111
TEMP -173.15(10)
CONF
HTAB O7 O2_$1
HTAB O7 O6_$2
HTAB N1 O4_$3
HTAB N1 O6_$4
HTAB N6 O1_$5
HTAB N6 O3_$6
HTAB N6 O3_$4
HTAB N6 O7_$4
HTAB N6 N3
HTAB N2 O3
HTAB N2 O7
MORE -1
BOND $H
fmap 2 53
acta
TWIN -1 0 0 0 -1 0 0 0 -1 2
REM <olex2.extras>
REM <HklSrc "%.\\JS623B.hkl">
REM </olex2.extras>

WGHT    0.051200    0.148300
BASF   0.61928
FVAR       3.72290
O1    4    0.510906    0.656643    0.477072    11.00000    0.03028    0.01213 =
         0.02258   -0.00165    0.00980    0.00116
O2    4    0.385718    0.233718    0.640469    11.00000    0.03105    0.01773 =
         0.01986    0.00174    0.01237   -0.00013
O3    4    0.751023    0.387197    0.244209    11.00000    0.02587    0.01180 =
         0.02008    0.00065    0.01042    0.00004
O4    4    0.776976    0.160772    0.190089    11.00000    0.02480    0.01904 =
         0.01796   -0.00384    0.00815    0.00492
O5    4    0.742298   -0.013168    0.431762    11.00000    0.03012    0.01840 =
         0.02513    0.00292   -0.00215    0.00601
O6    4    0.560212   -0.020591    0.293700    11.00000    0.04703    0.01723 =
         0.03177   -0.00037   -0.01289   -0.00911
N1    3    0.442236    0.445347    0.557905    11.00000    0.02071    0.01374 =
         0.01509   -0.00096    0.00635    0.00224
H1    2    0.395476    0.491285    0.607249    11.00000    0.02587
N2    3    0.596619    0.437848    0.416330    11.00000    0.01869    0.01377 =
         0.01422   -0.00016    0.00516   -0.00049
H2    2    0.647834    0.479996    0.369549    11.00000    0.02992
N3    3    0.529099    0.216688    0.497029    11.00000    0.01777    0.01236 =
         0.01546    0.00050    0.00371    0.00136
N4    3    0.734022    0.250448    0.257124    11.00000    0.01520    0.01350 =
         0.01517   -0.00030    0.00568    0.00217
N5    3    0.657999    0.045747    0.356911    11.00000    0.02058    0.01394 =
         0.01559   -0.00150    0.00346    0.00079
C1    1    0.515622    0.523579    0.483720    11.00000    0.01637    0.01445 =
         0.01402   -0.00144    0.00321    0.00071
C2    1    0.449535    0.293864    0.569190    11.00000    0.01901    0.01437 =
         0.01475   -0.00067    0.00289   -0.00077
C3    1    0.597550    0.289247    0.423141    11.00000    0.01480    0.01418 =
         0.01391   -0.00075    0.00078   -0.00103
C4    1    0.670563    0.203693    0.346329    11.00000    0.01772    0.01292 =
         0.01738    0.00064    0.00365    0.00081
N6    3    0.508568   -0.083761    0.605207    11.00000    0.02304    0.01262 =
         0.01820   -0.00011    0.00523   -0.00076
H6A   2    0.415923   -0.089080    0.637158    11.00000    0.01851
H6B   2    0.518672   -0.001229    0.568930    11.00000    0.02907
H6C   2    0.507014   -0.169766    0.565726    11.00000    0.02142
H6D   2    0.596985   -0.094227    0.658397    11.00000    0.03997
O7    4    0.720426    0.675796    0.309256    11.00000    0.03402    0.01432 =
         0.02787   -0.00024    0.01882   -0.00212
H7A   2    0.784051    0.723583    0.275701    11.00000    0.02508
H7B   2    0.672000    0.748456    0.337942    11.00000    0.03361
HKLF 4




REM  js623b_a.res in Ia
REM wR2 = 0.0765, GooF = S = 1.065, Restrained GooF = 1.064 for all data
REM R1 = 0.0286 for 1424 Fo > 4sig(Fo) and 0.0295 for all 1465 data
REM 187 parameters refined using 2 restraints

END

WGHT      0.0512      0.1483

REM Highest difference peak  0.148,  deepest hole -0.218,  1-sigma level  0.048
Q1    1   0.3351  0.3790  0.5210  11.00000  0.05    0.15
Q2    1   0.7846 -0.0517  0.3853  11.00000  0.05    0.14
Q3    1   0.9629  0.7321  0.3061  11.00000  0.05    0.14
;
_shelx_res_checksum              3766
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_original_sample_id SOHAN-626
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.196
_oxdiff_exptl_absorpt_empirical_full_min 0.853
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.4(4)
2 0.6(4)

_vrf_PLAT089_js623b              
;
PROBLEM: Poor Data / Parameter Ratio (Zmax < 18) ........       5.40 Note  
RESPONSE: This was partially due to the refinement of the hydrogen atoms, which 
we deem important over calculated them.
;
_vrf_PLAT430_js623b              
;
PROBLEM: Short Inter D...A Contact  O4       ..O6       .       2.84 Ang.  
RESPONSE: RESPONSE:We have seen in these small compounds that they will pack with some 
relatively short O---O distances that get flagged by cifcheck routine.
;
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CH3CN'
####################################################################### 
# 
# 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_js623c
_database_code_depnum_ccdc_archive 'CCDC 2268206'
loop_
_audit_author_name
_audit_author_address
'Dr. Richard J. Staples'
;Michigan State University
United States of America
;
_audit_update_record             
;
2023-06-07 deposited with the CCDC.	2023-08-09 downloaded from the CCDC.
;
_audit_creation_date             2023-06-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
staples@chemistry.msu.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H2 N5 O5, H5 N2'
_chemical_formula_sum            'C3 H7 N7 O5'
_chemical_formula_weight         221.16
_chemical_melting_point          451
_chemical_oxdiff_formula         C3H7N7O5
_chemical_oxdiff_usercomment     SOHAN-619
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   3.63691(18)
_cell_length_b                   17.1203(9)
_cell_length_c                   12.4539(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.177(4)
_cell_angle_gamma                90
_cell_volume                     773.38(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2813
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      79.1950
_cell_measurement_theta_min      6.2450
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.774
_exptl_absorpt_coefficient_mu    1.554
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.748
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.80a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             456
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.0693
1 0 0 0.1037
0 1 0 0.0061
0 -1 0 0.0108
0 0 -1 0.0048
0 0 1 0.0057

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CH3CN'
_exptl_crystal_size_max          0.174
_exptl_crystal_size_mid          0.017
_exptl_crystal_size_min          0.01
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0012 0.0080 0.0049 -0.0430 0.2975 0.3008
1.0012 -0.0080 -0.0049 0.0430 -0.2975 -0.3008
0.0003 1.0009 0.0003 0.0098 -0.0629 0.0636
-0.0003 -1.0009 -0.0003 -0.0098 0.0629 -0.0636
-0.0004 -0.0026 -1.0004 0.1215 0.0248 0.0055
0.0004 0.0026 1.0004 -0.1215 -0.0248 -0.0055

_exptl_special_details           
;
Data was collected using a Rigaku Synergy S Diffractometer diffractometer equipped 
with an Oxford 800 low-temperature apparatus.  A suitable 
crystal was chosen and mounted on a nylon loop using Paratone oil.  Data  were 
measured based on the Pre-Experiment plugin of CrysAlisPro software.  Cell 
parameters were retrieved using CrysAlisPro software and data reduction was 
performed using the intergration software inside the CrysAlisPro which 
corrects for Lp.  The structure was solved by the direct method using the 
SHELXT program and refined by least squares method on F2, SHELXL,
 incorporated in OLEX2. 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0797
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8241
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         81.103
_diffrn_reflns_theta_min         4.398
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00  25.00   0.50    0.70    --  -47.10  60.00 168.00  176
  2  ω   -119.00 -31.00   0.50    0.70    --  -47.10 -60.00  29.00  176
  3  ω    -69.00 -20.00   0.50    2.80    --  -91.75  60.00 168.00   98
  4  ω   -163.00 -76.00   0.50    2.80    --  -91.75 -60.00  29.00  174
  5  ω     97.00 178.00   0.50    2.80    --  113.25  60.00 168.00  162
  6  ω     42.00  68.00   0.50    2.80    --  113.25 -60.00  29.00   52
  7  ω    -83.00 -15.00   0.50    0.70    --  -47.10 125.00 -90.00  136
  8  ω     36.00  93.00   0.50    0.70    --   47.10-125.00-120.00  114
  9  ω    -24.00  63.00   0.50    0.70    --   47.10 -60.00  29.00  174
 10  ω    -53.00 -20.00   0.50    2.80    --  -91.75  45.00   0.00   66
 11  ω    106.00 178.00   0.50    2.80    --  113.25  61.00  60.00  144
 12  ω     42.00 104.00   0.50    2.80    --  113.25 -94.00   0.00  124
 13  ω     42.00  69.00   0.50    2.80    --  113.25 -61.00 150.00   54
 14  ω     42.00  69.00   0.50    2.80    --  113.25 -61.00  90.00   54
 15  ω     42.00  69.00   0.50    2.80    --  113.25 -61.00-150.00   54
 16  ω     42.00  69.00   0.50    2.80    --  113.25 -61.00-180.00   54
 17  ω     97.00 178.00   0.50    2.80    --  113.25 125.00 -30.00  162
 18  ω    106.00 178.00   0.50    2.80    --  113.25  61.00  90.00  144
 19  ω     42.00  94.00   0.50    2.80    --  113.25 -77.00 120.00  104
 20  ω     42.00  94.00   0.50    2.80    --  113.25 -77.00  30.00  104
 21  ω     42.00  69.00   0.50    2.80    --  113.25 -61.00 -30.00   54
 22  ω     42.00 104.00   0.50    2.80    --  113.25 -94.00 -60.00  124
 23  ω    106.00 178.00   0.50    2.80    --  113.25  61.00 -90.00  144
 24  ω    100.00 178.00   0.50    2.80    --  113.25  15.00-120.00  156
 25  ω     42.00  69.00   0.50    2.80    --  113.25 -61.00  60.00   54
 26  ω   -120.00 -35.00   0.50    0.70    --  -47.10 -37.00 -90.00  170
 27  ω     35.00  98.00   0.50    0.70    --   47.10  37.00 120.00  126
 28  ω     31.00 119.00   0.50    0.70    --   47.10  60.00 168.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0423852000
_diffrn_orient_matrix_UB_12      0.0098256000
_diffrn_orient_matrix_UB_13      -0.1214885000
_diffrn_orient_matrix_UB_21      -0.2977554000
_diffrn_orient_matrix_UB_22      -0.0627734000
_diffrn_orient_matrix_UB_23      -0.0244863000
_diffrn_orient_matrix_UB_31      -0.2999407000
_diffrn_orient_matrix_UB_32      0.0636760000
_diffrn_orient_matrix_UB_33      -0.0055336000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1318
_reflns_number_total             1657
_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 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         1657
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.077
_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)+(0.0376P)²+0.8038P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1107
_refine_ls_wR_factor_ref         0.1229
_refine_special_details          
;
The structure was refined by Least Squares SHELXL incorporated 
in Olex2 software program. All non-hydrogen atoms were refined anisotropically. 
Hydrogen atom positions were calculated geometrically and refined using the 
riding model, except for the hydrogen atom on the non-carbon atom(s) which were found 
by difference Fourier methods and refined isotropically when data permits.
;
_olex2_refinement_description    
;
;
_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
O4 O 0.4303(5) 0.74030(10) 0.69234(14) 0.0239(4) Uani 1 1 d . . . . .
O1 O 0.4504(5) 0.58148(10) 1.09635(13) 0.0204(4) Uani 1 1 d . . . . .
O2 O -0.1514(5) 0.51365(10) 0.75054(14) 0.0233(4) Uani 1 1 d . . . . .
N3 N 0.0711(5) 0.69696(12) 0.88725(15) 0.0187(4) Uani 1 1 d . . . . .
O3 O -0.1437(6) 0.54925(11) 0.58424(14) 0.0303(5) Uani 1 1 d . . . . .
N6 N 0.3475(6) 0.64606(12) 0.30566(16) 0.0175(4) Uani 1 1 d . . . . .
N5 N 0.2523(5) 0.68245(11) 0.65166(16) 0.0175(4) Uani 1 1 d . . . . .
N2 N 0.1661(6) 0.68160(12) 0.99432(16) 0.0183(4) Uani 1 1 d . . . . .
N4 N -0.0607(5) 0.56070(12) 0.68058(15) 0.0178(4) Uani 1 1 d . . . . .
N7 N 0.6341(6) 0.60849(13) 0.37396(16) 0.0200(4) Uani 1 1 d . . . . .
C1 C 0.3324(6) 0.61170(14) 1.00989(18) 0.0175(5) Uani 1 1 d . . . . .
C2 C 0.1853(6) 0.63586(13) 0.83698(18) 0.0162(5) Uani 1 1 d . . . . .
C3 C 0.1373(6) 0.62661(13) 0.71993(18) 0.0167(5) Uani 1 1 d . . . . .
N1 N 0.3462(6) 0.58223(12) 0.90787(15) 0.0168(4) Uani 1 1 d . . . . .
O5 O 0.1905(5) 0.67855(11) 0.55188(13) 0.0235(4) Uani 1 1 d . . . . .
H2 H 0.082(9) 0.710(2) 1.045(3) 0.035(9) Uiso 1 1 d . . . . .
H1 H 0.425(9) 0.534(2) 0.894(3) 0.033(9) Uiso 1 1 d . . . . .
H6A H 0.111(9) 0.6324(18) 0.325(3) 0.025(7) Uiso 1 1 d . . . . .
H6B H 0.387(9) 0.698(2) 0.311(3) 0.027(8) Uiso 1 1 d . . . . .
H6C H 0.383(9) 0.6302(19) 0.236(3) 0.030(8) Uiso 1 1 d . . . . .
H7A H 0.549(11) 0.559(2) 0.382(3) 0.046(10) Uiso 1 1 d . . . . .
H7B H 0.621(9) 0.629(2) 0.440(3) 0.034(9) Uiso 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O4 0.0328(10) 0.0189(9) 0.0193(9) 0.0014(7) -0.0030(7) -0.0081(7)
O1 0.0315(9) 0.0158(9) 0.0136(8) 0.0013(6) -0.0007(6) 0.0033(7)
O2 0.0355(10) 0.0165(9) 0.0182(8) 0.0011(7) 0.0046(7) -0.0069(7)
N3 0.0225(10) 0.0184(10) 0.0148(9) 0.0004(8) -0.0009(7) 0.0011(8)
O3 0.0496(12) 0.0248(10) 0.0150(8) -0.0002(7) -0.0080(8) -0.0071(8)
N6 0.0221(10) 0.0138(10) 0.0162(10) 0.0015(8) -0.0022(7) 0.0003(8)
N5 0.0211(9) 0.0137(10) 0.0171(9) 0.0016(8) -0.0014(7) 0.0006(8)
N2 0.0264(10) 0.0154(10) 0.0128(9) -0.0022(8) -0.0001(7) 0.0032(8)
N4 0.0226(10) 0.0151(10) 0.0152(9) 0.0007(7) -0.0010(7) 0.0009(8)
N7 0.0235(10) 0.0208(11) 0.0149(10) 0.0011(8) -0.0035(8) 0.0013(8)
C1 0.0207(11) 0.0170(12) 0.0148(10) -0.0008(9) 0.0015(8) -0.0021(9)
C2 0.0190(11) 0.0146(11) 0.0149(10) -0.0008(8) 0.0005(8) -0.0013(8)
C3 0.0219(11) 0.0120(11) 0.0157(11) 0.0019(8) -0.0020(8) -0.0019(9)
N1 0.0245(10) 0.0130(10) 0.0128(9) 0.0002(7) -0.0001(7) 0.0032(8)
O5 0.0339(10) 0.0248(9) 0.0115(8) 0.0023(7) -0.0002(7) -0.0006(7)

_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 N5 1.268(3) . ?
O1 C1 1.243(3) . ?
O2 N4 1.248(3) . ?
N3 N2 1.378(3) . ?
N3 C2 1.303(3) . ?
O3 N4 1.231(3) . ?
N6 N7 1.447(3) . ?
N6 H6A 0.94(3) . ?
N6 H6B 0.90(4) . ?
N6 H6C 0.93(4) . ?
N5 C3 1.365(3) . ?
N5 O5 1.248(3) . ?
N2 C1 1.348(3) . ?
N2 H2 0.87(4) . ?
N4 C3 1.407(3) . ?
N7 H7A 0.92(4) . ?
N7 H7B 0.90(4) . ?
C1 N1 1.371(3) . ?
C2 C3 1.464(3) . ?
C2 N1 1.375(3) . ?
N1 H1 0.89(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
C2 N3 N2 104.21(19) . . ?
N7 N6 H6A 111.9(19) . . ?
N7 N6 H6B 107(2) . . ?
N7 N6 H6C 106(2) . . ?
H6A N6 H6B 112(3) . . ?
H6A N6 H6C 111(3) . . ?
H6B N6 H6C 109(3) . . ?
O4 N5 C3 117.94(19) . . ?
O5 N5 O4 119.27(19) . . ?
O5 N5 C3 122.8(2) . . ?
N3 N2 H2 121(2) . . ?
C1 N2 N3 112.75(19) . . ?
C1 N2 H2 125(2) . . ?
O2 N4 C3 115.40(19) . . ?
O3 N4 O2 121.2(2) . . ?
O3 N4 C3 123.4(2) . . ?
N6 N7 H7A 104(2) . . ?
N6 N7 H7B 106(2) . . ?
H7A N7 H7B 103(3) . . ?
O1 C1 N2 128.1(2) . . ?
O1 C1 N1 128.0(2) . . ?
N2 C1 N1 103.9(2) . . ?
N3 C2 C3 123.1(2) . . ?
N3 C2 N1 111.3(2) . . ?
N1 C2 C3 125.6(2) . . ?
N5 C3 N4 121.1(2) . . ?
N5 C3 C2 121.7(2) . . ?
N4 C3 C2 117.0(2) . . ?
C1 N1 C2 107.9(2) . . ?
C1 N1 H1 123(2) . . ?
C2 N1 H1 128(2) . . ?

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
N2 H2 O4 0.87(4) 2.14(4) 2.986(3) 167(3) 4_576 yes
N2 H2 O5 0.87(4) 2.39(4) 3.069(3) 136(3) 4_576 yes
N1 H1 O1 0.89(4) 2.03(4) 2.900(3) 164(3) 3_667 yes
N1 H1 O2 0.89(4) 2.47(3) 3.013(3) 120(3) 1_655 yes
N6 H6A N7 0.94(3) 1.93(3) 2.862(3) 176(3) 1_455 yes
N6 H6B N3 0.90(4) 2.12(4) 2.966(3) 156(3) 4_675 yes
N6 H6C O1 0.93(4) 1.96(4) 2.881(3) 172(3) 1_554 yes
N7 H7A O2 0.92(4) 2.45(4) 3.076(3) 126(3) 3_566 yes
N7 H7B O3 0.90(4) 2.37(3) 2.869(3) 115(3) 1_655 yes
N7 H7B O5 0.90(4) 2.33(4) 3.078(3) 141(3) . yes

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 N5 C3 N4 -179.8(2) . . . . ?
O4 N5 C3 C2 5.7(3) . . . . ?
O1 C1 N1 C2 -179.5(2) . . . . ?
O2 N4 C3 N5 -180.0(2) . . . . ?
O2 N4 C3 C2 -5.2(3) . . . . ?
N3 N2 C1 O1 179.8(2) . . . . ?
N3 N2 C1 N1 0.7(3) . . . . ?
N3 C2 C3 N5 53.2(3) . . . . ?
N3 C2 C3 N4 -121.5(2) . . . . ?
N3 C2 N1 C1 0.0(3) . . . . ?
O3 N4 C3 N5 -0.4(3) . . . . ?
O3 N4 C3 C2 174.4(2) . . . . ?
N2 N3 C2 C3 179.3(2) . . . . ?
N2 N3 C2 N1 0.4(3) . . . . ?
N2 C1 N1 C2 -0.4(2) . . . . ?
C2 N3 N2 C1 -0.7(3) . . . . ?
C3 C2 N1 C1 -178.9(2) . . . . ?
N1 C2 C3 N5 -128.1(3) . . . . ?
N1 C2 C3 N4 57.2(3) . . . . ?
O5 N5 C3 N4 -0.1(3) . . . . ?
O5 N5 C3 C2 -174.6(2) . . . . ?

_shelx_res_file                  
;
TITL JS623C in P21/n #14
    js623c.res
    created by SHELXL-2018/3 at 16:35:25 on 01-Jun-2023
REM reset to P21/n #14
CELL 1.54184 3.636913 17.120323 12.453902 90 94.1766 90
ZERR 4 0.000183 0.000917 0.000557 0 0.0043 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 12 28 28 20
EQIV $1 -1+X,+Y,+Z
EQIV $2 -0.5+X,1.5-Y,0.5+Z
EQIV $3 1-X,1-Y,2-Z
EQIV $4 1+X,+Y,+Z
EQIV $5 0.5+X,1.5-Y,-0.5+Z
EQIV $6 -X,1-Y,1-Z
EQIV $7 +X,+Y,-1+Z

L.S. 9
PLAN  2
SIZE 0.01 0.017 0.174
TEMP -173
CONF
HTAB N6 O1_$7
HTAB N6 N3_$5
HTAB N6 N7_$1
HTAB N2 O4_$2
HTAB N2 O5_$2
HTAB N7 O2_$6
HTAB N7 O3_$4
HTAB N7 O5
HTAB N1 O1_$3
HTAB N1 O2_$4
MORE -1
BOND $H
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\olex2\\history.hkl">
REM </olex2.extras>

WGHT    0.037600    0.803800
FVAR       1.75929
O4    4    0.430296    0.740297    0.692335    11.00000    0.03277    0.01888 =
         0.01933    0.00143   -0.00299   -0.00810
O1    4    0.450378    0.581475    1.096353    11.00000    0.03149    0.01575 =
         0.01358    0.00127   -0.00070    0.00325
O2    4   -0.151360    0.513647    0.750539    11.00000    0.03547    0.01652 =
         0.01816    0.00109    0.00461   -0.00687
N3    3    0.071102    0.696962    0.887248    11.00000    0.02247    0.01838 =
         0.01482    0.00038   -0.00092    0.00105
O3    4   -0.143674    0.549252    0.584242    11.00000    0.04956    0.02476 =
         0.01498   -0.00018   -0.00804   -0.00714
N6    3    0.347543    0.646058    0.305665    11.00000    0.02211    0.01379 =
         0.01617    0.00151   -0.00225    0.00032
N5    3    0.252268    0.682450    0.651659    11.00000    0.02114    0.01369 =
         0.01714    0.00158   -0.00136    0.00064
N2    3    0.166099    0.681600    0.994316    11.00000    0.02642    0.01536 =
         0.01275   -0.00215   -0.00010    0.00318
N4    3   -0.060678    0.560704    0.680583    11.00000    0.02263    0.01510 =
         0.01518    0.00070   -0.00100    0.00085
N7    3    0.634088    0.608486    0.373957    11.00000    0.02348    0.02083 =
         0.01488    0.00113   -0.00348    0.00132
C1    1    0.332364    0.611696    1.009886    11.00000    0.02074    0.01705 =
         0.01477   -0.00075    0.00152   -0.00206
C2    1    0.185305    0.635856    0.836975    11.00000    0.01899    0.01462 =
         0.01495   -0.00079    0.00048   -0.00126
C3    1    0.137349    0.626612    0.719935    11.00000    0.02192    0.01195 =
         0.01571    0.00194   -0.00195   -0.00187
N1    3    0.346192    0.582229    0.907868    11.00000    0.02450    0.01298 =
         0.01276    0.00023   -0.00010    0.00316
O5    4    0.190467    0.678547    0.551876    11.00000    0.03389    0.02481 =
         0.01148    0.00232   -0.00017   -0.00057
H2    2    0.082262    0.710084    1.044614    11.00000    0.03470
H1    2    0.425024    0.534094    0.894226    11.00000    0.03346
H6A   2    0.111266    0.632422    0.324847    11.00000    0.02477
H6B   2    0.387165    0.698065    0.310715    11.00000    0.02675
H6C   2    0.383117    0.630218    0.235801    11.00000    0.03008
H7A   2    0.549282    0.558585    0.381660    11.00000    0.04588
H7B   2    0.620578    0.628954    0.439905    11.00000    0.03355
HKLF 4




REM  JS623C in P21/n #14
REM wR2 = 0.1229, GooF = S = 1.077, Restrained GooF = 1.077 for all data
REM R1 = 0.0452 for 1318 Fo > 4sig(Fo) and 0.0623 for all 1657 data
REM 164 parameters refined using 0 restraints

END

WGHT      0.0376      0.8036

REM Highest difference peak  0.325,  deepest hole -0.318,  1-sigma level  0.075
Q1    1   0.4161  0.6830  0.5130  11.00000  0.05    0.33
Q2    1   0.8652  0.6152  0.3569  11.00000  0.05    0.28
;
_shelx_res_checksum              8625
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id SOHAN-619
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.466
_oxdiff_exptl_absorpt_empirical_full_min 0.753
_vrf_PLAT430_js623c              
;
PROBLEM: Short Inter D...A Contact  O1       ..O2       .       2.79 Ang.  
RESPONSE:We have seen in these small compounds that they will pack with some 
relatively short O---O distances that get flagged by cifcheck routine.
;
