# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_cu_20231219_wq_nlg_dg_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2j4fgl
_database_code_depnum_ccdc_archive 'CCDC 2327959'
loop_
_audit_author_name
_audit_author_address
'lei shi'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2024-01-24 deposited with the CCDC.	2025-02-18 downloaded from the CCDC.
;
_audit_creation_date             2023-12-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 N6 O4, 2(C H6 N3)'
_chemical_formula_sum            'C6 H12 N12 O4'
_chemical_formula_weight         316.28
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   3.55870(10)
_cell_length_b                   17.1844(6)
_cell_length_c                   10.0828(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.393(3)
_cell_angle_gamma                90
_cell_volume                     614.79(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2056
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      68.195
_cell_measurement_theta_min      5.097
_shelx_estimated_absorpt_T_max   0.885
_shelx_estimated_absorpt_T_min   0.854
_exptl_absorpt_coefficient_mu    1.249
_exptl_absorpt_correction_T_max  0.3200
_exptl_absorpt_correction_T_min  0.2207
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0943 before and 0.0552 after correction.
The Ratio of minimum to maximum transmission is 0.6897.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6855
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.393
_diffrn_reflns_theta_min         5.097
_diffrn_ambient_temperature      193.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                929
_reflns_number_total             1132
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.0036(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         1132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.123
_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)+(0.0585P)²+0.0657P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1018
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2.a X=CH2 refined with riding coordinates:
 N4(H4A,H4B), N5(H5A,H5B), N6(H6A,H6B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.2931(4) 0.45944(7) 0.82757(12) 0.0381(4) Uani 1 1 d . . . . .
N1 N 0.4254(4) 0.41020(8) 0.75255(15) 0.0304(4) Uani 1 1 d . . . . .
O2 O 0.4818(4) 0.34143(7) 0.78956(13) 0.0409(4) Uani 1 1 d . . . . .
N2 N 0.6377(4) 0.38234(8) 0.53742(14) 0.0307(4) Uani 1 1 d . . . . .
N3 N 0.6706(4) 0.41802(8) 0.42070(14) 0.0292(4) Uani 1 1 d . . . . .
C3 C 0.5039(4) 0.43353(9) 0.62528(16) 0.0271(4) Uani 1 1 d . . . . .
N4 N 0.8581(4) 0.30372(9) 0.22199(15) 0.0344(4) Uani 1 1 d . . . . .
H4A H 0.820847 0.338704 0.283367 0.041 Uiso 1 1 calc R U . . .
H4B H 0.798723 0.254721 0.234767 0.041 Uiso 1 1 calc R U . . .
C4 C 0.5541(4) 0.49342(9) 0.43639(16) 0.0257(4) Uani 1 1 d . . . . .
N5 N 1.0657(4) 0.27206(9) 0.01802(15) 0.0350(4) Uani 1 1 d . . . . .
H5A H 1.165802 0.286215 -0.055399 0.042 Uiso 1 1 calc R U . . .
H5B H 1.006800 0.222995 0.030367 0.042 Uiso 1 1 calc R U . . .
C5 C 1.0035(4) 0.32484(10) 0.11033(17) 0.0292(4) Uani 1 1 d . . . . .
N6 N 1.0923(4) 0.39867(9) 0.09156(16) 0.0380(4) Uani 1 1 d . . . . .
H6A H 1.054748 0.433507 0.153132 0.046 Uiso 1 1 calc R U . . .
H6B H 1.188908 0.412879 0.017522 0.046 Uiso 1 1 calc R U . . .

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 0.0510(8) 0.0300(7) 0.0348(7) -0.0002(5) 0.0121(6) 0.0079(5)
N1 0.0313(8) 0.0275(8) 0.0325(8) 0.0015(6) 0.0041(6) 0.0020(6)
O2 0.0563(8) 0.0285(7) 0.0397(7) 0.0079(5) 0.0153(6) 0.0100(6)
N2 0.0347(8) 0.0260(7) 0.0320(8) -0.0002(6) 0.0069(6) 0.0012(6)
N3 0.0336(8) 0.0235(7) 0.0310(7) -0.0001(5) 0.0057(6) 0.0009(5)
C3 0.0277(9) 0.0247(8) 0.0294(8) 0.0001(7) 0.0041(7) 0.0001(6)
N4 0.0394(9) 0.0285(8) 0.0361(8) 0.0015(6) 0.0084(6) -0.0003(6)
C4 0.0249(8) 0.0234(9) 0.0289(8) -0.0019(6) 0.0037(6) -0.0007(6)
N5 0.0433(9) 0.0303(8) 0.0318(8) -0.0017(6) 0.0067(6) -0.0005(6)
C5 0.0272(8) 0.0282(9) 0.0317(8) 0.0001(7) -0.0007(6) 0.0023(6)
N6 0.0481(9) 0.0275(8) 0.0396(9) -0.0005(6) 0.0117(7) -0.0021(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 N1 1.2507(19) . ?
N1 O2 1.2509(18) . ?
N1 C3 1.393(2) . ?
N2 N3 1.340(2) . ?
N2 C3 1.360(2) . ?
N3 C4 1.373(2) . ?
C3 C4 1.409(2) 3_666 ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
N4 C5 1.325(2) . ?
C4 C4 1.386(3) 3_666 ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
N5 C5 1.330(2) . ?
C5 N6 1.325(2) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?

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
O1 N1 O2 121.20(14) . . ?
O1 N1 C3 118.27(14) . . ?
O2 N1 C3 120.52(14) . . ?
N3 N2 C3 109.54(13) . . ?
N2 N3 C4 106.45(13) . . ?
N1 C3 C4 129.05(15) . 3_666 ?
N2 C3 N1 121.25(15) . . ?
N2 C3 C4 109.61(14) . 3_666 ?
H4A N4 H4B 120.0 . . ?
C5 N4 H4A 120.0 . . ?
C5 N4 H4B 120.0 . . ?
N3 C4 C3 145.60(15) . 3_666 ?
N3 C4 C4 111.61(18) . 3_666 ?
C4 C4 C3 102.80(17) 3_666 3_666 ?
H5A N5 H5B 120.0 . . ?
C5 N5 H5A 120.0 . . ?
C5 N5 H5B 120.0 . . ?
N4 C5 N5 120.30(16) . . ?
N6 C5 N4 119.77(16) . . ?
N6 C5 N5 119.91(16) . . ?
C5 N6 H6A 120.0 . . ?
C5 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 N1 C3 N2 -178.06(15) . . . . ?
O1 N1 C3 C4 -2.0(3) . . . 3_666 ?
O2 N1 C3 N2 1.0(2) . . . . ?
O2 N1 C3 C4 177.10(16) . . . 3_666 ?
N2 N3 C4 C3 179.9(2) . . . 3_666 ?
N2 N3 C4 C4 0.1(2) . . . 3_666 ?
N3 N2 C3 N1 176.74(14) . . . . ?
N3 N2 C3 C4 -0.04(18) . . . 3_666 ?
C3 N2 N3 C4 -0.01(18) . . . . ?

_shelx_res_file                  
;
TITL cu_20231219_wq_nlg_dg_0m_a.res in P2(1)/c
    cu_20231219_wq_nlg_dg_0m.res
    created by SHELXL-2018/3 at 13:59:44 on 21-Dec-2023
REM Old TITL cu_20231219_WQ_NLG_DG_0m in P2(1)/c
REM SHELXT solution in P2(1)/c: R1 0.127, Rweak 0.006, Alpha 0.013
REM <I/s> 0.806 for 53 systematic absences, Orientation as input
REM Formula found by SHELXT: C9 N O
CELL 1.54178 3.5587 17.1844 10.0828 90 94.393 90
ZERR 2 0.0001 0.0006 0.0004 0 0.003 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 12 24 24 8

L.S. 4 0 0
PLAN  2
SIZE 0.1 0.12 0.13
TEMP -80.15
CONF
list 4
MORE -1
BOND $H
fmap 2 53
acta
OMIT 0 0 2
OMIT 0 3 2
REM <olex2.extras>
REM <HklSrc "%.\\cu_20231219_WQ_NLG_DG_0m.hkl">
REM </olex2.extras>

WGHT    0.058500    0.065700
EXTI    0.003571
FVAR       0.91676
O1    4    0.293141    0.459442    0.827566    11.00000    0.05102    0.02998 =
         0.03477   -0.00025    0.01207    0.00788
N1    3    0.425389    0.410199    0.752549    11.00000    0.03131    0.02754 =
         0.03255    0.00145    0.00408    0.00195
O2    4    0.481765    0.341429    0.789562    11.00000    0.05627    0.02854 =
         0.03970    0.00794    0.01532    0.01003
N2    3    0.637677    0.382335    0.537417    11.00000    0.03469    0.02600 =
         0.03196   -0.00019    0.00695    0.00125
N3    3    0.670638    0.418025    0.420701    11.00000    0.03360    0.02347 =
         0.03096   -0.00007    0.00572    0.00086
C3    1    0.503863    0.433532    0.625279    11.00000    0.02767    0.02466 =
         0.02941    0.00008    0.00415    0.00011
N4    3    0.858058    0.303722    0.221992    11.00000    0.03938    0.02848 =
         0.03612    0.00151    0.00843   -0.00033
AFIX  93
H4A   2    0.820847    0.338704    0.283367    11.00000   -1.20000
H4B   2    0.798723    0.254721    0.234767    11.00000   -1.20000
AFIX   0

C4    1    0.554136    0.493424    0.436387    11.00000    0.02490    0.02345 =
         0.02890   -0.00195    0.00374   -0.00065
N5    3    1.065708    0.272062    0.018018    11.00000    0.04334    0.03031 =
         0.03181   -0.00172    0.00667   -0.00050
AFIX  93
H5A   2    1.165802    0.286215   -0.055399    11.00000   -1.20000
H5B   2    1.006800    0.222995    0.030367    11.00000   -1.20000
AFIX   0
C5    1    1.003452    0.324836    0.110327    11.00000    0.02720    0.02817 =
         0.03169    0.00014   -0.00067    0.00233
N6    3    1.092313    0.398669    0.091560    11.00000    0.04813    0.02749 =
         0.03957   -0.00049    0.01174   -0.00214
AFIX  93
H6A   2    1.054748    0.433507    0.153132    11.00000   -1.20000
H6B   2    1.188908    0.412879    0.017522    11.00000   -1.20000
AFIX   0
HKLF 4




REM  cu_20231219_wq_nlg_dg_0m_a.res in P2(1)/c
REM wR2 = 0.1018, GooF = S = 1.123, Restrained GooF = 1.123 for all data
REM R1 = 0.0383 for 929 Fo > 4sig(Fo) and 0.0477 for all 1132 data
REM 101 parameters refined using 0 restraints

END

WGHT      0.0585      0.0657

REM Highest difference peak  0.234,  deepest hole -0.201,  1-sigma level  0.053
Q1    1   0.5544  0.4793  0.6211  11.00000  0.05    0.23
Q2    1   0.3747  0.4686  0.6095  11.00000  0.05    0.19
;
_shelx_res_checksum              60698
_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_cu_20231122_ys_nlg_dadnpp_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2j4fhm
_database_code_depnum_ccdc_archive 'CCDC 2327960'
loop_
_audit_author_name
_audit_author_address
'lei shi'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2024-01-24 deposited with the CCDC.	2025-02-18 downloaded from the CCDC.
;
_audit_creation_date             2023-11-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 N6 O4, 2(H4 N)'
_chemical_formula_sum            'C4 H8 N8 O4'
_chemical_formula_weight         232.18
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   3.4551(3)
_cell_length_b                   14.0564(9)
_cell_length_c                   9.0385(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.842(6)
_cell_angle_gamma                90
_cell_volume                     437.98(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1510
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      68.236
_cell_measurement_theta_min      5.830
_shelx_estimated_absorpt_T_max   0.911
_shelx_estimated_absorpt_T_min   0.844
_exptl_absorpt_coefficient_mu    1.354
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1282 before and 0.0649 after correction.
The Ratio of minimum to maximum transmission is 0.7650.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.761
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             240
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5248
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.507
_diffrn_reflns_theta_min         5.829
_diffrn_ambient_temperature      193.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                674
_reflns_number_total             808
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     84
_refine_ls_number_reflns         808
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      1.037
_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)+(0.0625P)²+0.3052P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1182
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All N(H,H) groups
2. Restrained distances
 N1-H1B = N1-H1A = N1-H1D = N1-H1C
 0.9 with sigma of 0.02
3.a Free rotating group:
 N1(H1A,H1B)
;
_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 0.5035(5) 0.31525(11) 0.83528(18) 0.0390(5) Uani 1 1 d . . . . .
O2 O 0.7733(5) 0.45345(11) 0.87243(17) 0.0341(5) Uani 1 1 d . . . . .
N1 N 0.0381(8) 0.17123(14) 0.6361(2) 0.0383(6) Uani 1 1 d DG . . . .
H1A H 0.122708 0.162049 0.727813 0.057 Uiso 1 1 d DG U . . .
H1B H 0.133414 0.226150 0.613154 0.057 Uiso 1 1 d DG U . . .
H1C H 0.013(11) 0.132(2) 0.567(3) 0.071(11) Uiso 1 1 d D . . . .
H1D H -0.218(6) 0.167(5) 0.634(7) 0.15(2) Uiso 1 1 d D . . . .
N2 N 0.2892(5) 0.40123(12) 0.41294(18) 0.0223(4) Uani 1 1 d . . . . .
N3 N 0.3340(5) 0.35855(12) 0.54626(19) 0.0227(4) Uani 1 1 d . . . . .
N4 N 0.5956(5) 0.39460(13) 0.79155(19) 0.0252(5) Uani 1 1 d . . . . .
C1 C 0.5006(6) 0.42136(14) 0.6429(2) 0.0216(5) Uani 1 1 d . . . . .
C2 C 0.4308(5) 0.49200(14) 0.4272(2) 0.0206(5) 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 0.0610(12) 0.0236(9) 0.0314(9) 0.0070(7) -0.0043(8) -0.0112(7)
O2 0.0481(10) 0.0263(9) 0.0263(9) -0.0039(6) -0.0090(7) -0.0043(7)
N1 0.0793(18) 0.0176(10) 0.0162(10) 0.0019(8) -0.0105(10) -0.0107(10)
N2 0.0280(9) 0.0162(9) 0.0223(9) -0.0010(7) -0.0003(7) 0.0006(6)
N3 0.0276(9) 0.0183(9) 0.0219(9) 0.0003(7) -0.0008(7) 0.0007(6)
N4 0.0305(10) 0.0206(10) 0.0240(9) -0.0014(8) -0.0016(7) -0.0007(7)
C1 0.0231(10) 0.0179(10) 0.0234(11) -0.0026(8) -0.0014(8) 0.0012(7)
C2 0.0212(10) 0.0172(10) 0.0231(10) -0.0033(8) -0.0008(8) 0.0029(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 N4 1.232(2) . ?
O2 N4 1.239(2) . ?
N1 H1A 0.8701 . ?
N1 H1B 0.8698 . ?
N1 H1C 0.835(19) . ?
N1 H1D 0.89(2) . ?
N2 N3 1.346(2) . ?
N2 C2 1.369(3) . ?
N3 C1 1.344(3) . ?
N4 C1 1.413(3) . ?
C1 C2 1.400(3) 3_666 ?
C2 C2 1.389(4) 3_666 ?

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
H1A N1 H1B 104.5 . . ?
H1A N1 H1C 129.0 . . ?
H1A N1 H1D 106.3 . . ?
H1B N1 H1C 115.4 . . ?
H1B N1 H1D 116.7 . . ?
H1C N1 H1D 84(4) . . ?
N3 N2 C2 108.21(16) . . ?
C1 N3 N2 107.90(16) . . ?
O1 N4 O2 122.92(18) . . ?
O1 N4 C1 119.84(17) . . ?
O2 N4 C1 117.24(17) . . ?
N3 C1 N4 120.35(18) . . ?
N3 C1 C2 110.84(18) . 3_666 ?
C2 C1 N4 128.77(18) 3_666 . ?
N2 C2 C1 146.95(19) . 3_666 ?
N2 C2 C2 109.8(2) . 3_666 ?
C2 C2 C1 103.3(2) 3_666 3_666 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 N4 C1 N3 -4.5(3) . . . . ?
O1 N4 C1 C2 178.2(2) . . . 3_666 ?
O2 N4 C1 N3 175.02(18) . . . . ?
O2 N4 C1 C2 -2.2(3) . . . 3_666 ?
N2 N3 C1 N4 -177.71(17) . . . . ?
N2 N3 C1 C2 0.0(2) . . . 3_666 ?
N3 N2 C2 C1 -180.0(3) . . . 3_666 ?
N3 N2 C2 C2 -0.1(3) . . . 3_666 ?
C2 N2 N3 C1 0.0(2) . . . . ?

_shelx_res_file                  
;
TITL cu_20231122_ys_nlg_dadnpp_0m_a.res in P2(1)/c
    cu_20231122_ys_nlg_dadnpp_0m.res
    created by SHELXL-2018/3 at 14:09:05 on 22-Nov-2023
REM Old TITL cu_20231122_YS_NLG_DADNPP_0m in P2(1)/c
REM SHELXT solution in P2(1)/c: R1 0.156, Rweak 0.006, Alpha 0.014
REM <I/s> 0.242 for 44 systematic absences, Orientation as input
REM Formula found by SHELXT: C6 N O
CELL 1.54178 3.4551 14.0564 9.0385 90 93.842 90
ZERR 2 0.0003 0.0009 0.0006 0 0.006 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 8 16 16 8
DFIX 0.9 N1 H1b N1 H1a N1 H1d N1 H1c

L.S. 4
PLAN  10
SIZE 0.07 0.1 0.13
TEMP -80.15
CONF
BOND
list 4
MORE -1
BOND $H
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\cu_20231122_YS_NLG_DADNPP_0m.hkl">
REM </olex2.extras>

WGHT    0.062500    0.305200
FVAR       1.12529
O1    4    0.503510    0.315250    0.835280    11.00000    0.06097    0.02361 =
         0.03139    0.00699   -0.00429   -0.01119
O2    4    0.773326    0.453447    0.872427    11.00000    0.04805    0.02626 =
         0.02631   -0.00387   -0.00895   -0.00430
AFIX   6
N1    3    0.038064    0.171230    0.636082    11.00000    0.07927    0.01763 =
         0.01625    0.00187   -0.01054   -0.01065
H1A   2    0.122708    0.162049    0.727813    11.00000   -1.50000
H1B   2    0.133414    0.226150    0.613154    11.00000   -1.50000
AFIX   0
H1C   2    0.013171    0.131994    0.566693    11.00000    0.07098
H1D   2   -0.218331    0.166887    0.634111    11.00000    0.15278
N2    3    0.289247    0.401230    0.412945    11.00000    0.02804    0.01620 =
         0.02232   -0.00101   -0.00029    0.00056
N3    3    0.333978    0.358547    0.546256    11.00000    0.02759    0.01831 =
         0.02193    0.00032   -0.00083    0.00072
N4    3    0.595640    0.394597    0.791551    11.00000    0.03050    0.02060 =
         0.02402   -0.00144   -0.00165   -0.00068
C1    1    0.500631    0.421360    0.642874    11.00000    0.02306    0.01793 =
         0.02343   -0.00261   -0.00145    0.00117
C2    1    0.430813    0.492002    0.427167    11.00000    0.02116    0.01724 =
         0.02305   -0.00333   -0.00080    0.00291
HKLF 4




REM  cu_20231122_ys_nlg_dadnpp_0m_a.res in P2(1)/c
REM wR2 = 0.1182, GooF = S = 1.030, Restrained GooF = 1.037 for all data
REM R1 = 0.0436 for 674 Fo > 4sig(Fo) and 0.0522 for all 808 data
REM 84 parameters refined using 4 restraints

END

WGHT      0.0625      0.3052

REM Highest difference peak  0.402,  deepest hole -0.301,  1-sigma level  0.060
Q1    1   0.2212  0.3666  0.3265  11.00000  0.05    0.40
Q2    1   0.2612  0.1634  0.6204  11.00000  0.05    0.32
Q3    1   0.4203  0.5047  0.5044  11.00000  0.05    0.23
Q4    1   0.3977  0.4451  0.4020  11.00000  0.05    0.22
Q5    1   0.3893  0.5344  0.3820  11.00000  0.05    0.21
Q6    1   0.0102  0.2018  0.6408  11.00000  0.05    0.18
Q7    1  -0.0595  0.1480  0.5979  11.00000  0.05    0.15
Q8    1   1.1274  0.4653  0.8223  11.00000  0.05    0.15
Q9    1   0.2470  0.3114  0.5860  11.00000  0.05    0.14
Q10   1   0.7686  0.4623  0.9928  11.00000  0.05    0.14
;
_shelx_res_checksum              15509
_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_cu_nlg_hclo4_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2lpt37
_database_code_depnum_ccdc_archive 'CCDC 2404239'
loop_
_audit_author_name
_audit_author_address
'Lei Shi'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2024-11-21 deposited with the CCDC.	2025-02-18 downloaded from the CCDC.
;
_audit_creation_date             2024-10-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H6 N10 O2, 2(H2 O)'
_chemical_formula_sum            'C6 H10 N10 O4'
_chemical_formula_weight         286.24
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   3.9810(2)
_cell_length_b                   26.2212(13)
_cell_length_c                   11.0929(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.702(3)
_cell_angle_gamma                90
_cell_volume                     1144.62(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1977
_cell_measurement_temperature    213.15
_cell_measurement_theta_max      68.490
_cell_measurement_theta_min      4.370
_shelx_estimated_absorpt_T_max   0.888
_shelx_estimated_absorpt_T_min   0.857
_exptl_absorpt_coefficient_mu    1.220
_exptl_absorpt_correction_T_max  0.3201
_exptl_absorpt_correction_T_min  0.2095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1047 before and 0.0619 after correction.
The Ratio of minimum to maximum transmission is 0.6545.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0618
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8674
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.684
_diffrn_reflns_theta_min         4.371
_diffrn_ambient_temperature      213.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1522
_reflns_number_total             2066
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2066
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0409
_refine_ls_restrained_S_all      1.067
_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)+(0.0680P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1045
_refine_ls_wR_factor_ref         0.1155
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O2_$1-O2
 2.8 with sigma of 0.01
3. Others
 Sof(O4A)=Sof(H4AA)=Sof(H4AB)=1-FVAR(1)
 Sof(O04)=Sof(H04A)=Sof(H04B)=FVAR(1)
4.a Free rotating group:
 O4A(H4AA,H4AB), O04(H04A,H04B), O3(H3A,H3B)
4.b Rotating group:
 N10(H10A)
4.c Aromatic/amide H refined with riding coordinates:
 N3(H3)
;
_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
C1 C 1.0198(6) 0.08336(7) 0.15587(18) 0.0357(5) Uani 1 1 d . . . . .
O1 O 1.2796(5) 0.02036(6) 0.27249(15) 0.0536(5) Uani 1 1 d . . . . .
N1 N 1.2154(5) 0.03785(7) 0.16833(17) 0.0409(4) Uani 1 1 d . . . . .
O2 O 1.3136(5) 0.01884(7) 0.08010(15) 0.0580(5) Uani 1 1 d D . . A 4
N2 N 0.9419(5) 0.10738(7) 0.04976(15) 0.0375(4) Uani 1 1 d . . . . .
C2 C 0.8964(5) 0.10971(7) 0.24994(17) 0.0331(4) Uani 1 1 d . . . . .
N3 N 0.7682(5) 0.14909(6) 0.07281(14) 0.0349(4) Uani 1 1 d . . . . .
H3 H 0.687202 0.171426 0.018037 0.042 Uiso 1 1 calc R U . . .
C3 C 0.7341(5) 0.15210(7) 0.19440(16) 0.0315(4) Uani 1 1 d . . . . .
C4 C 0.6093(5) 0.17915(7) 0.28964(16) 0.0310(4) Uani 1 1 d . . . . .
N4 N 0.8683(5) 0.11123(7) 0.36923(15) 0.0364(4) Uani 1 1 d . . . . .
H4 H 0.958(9) 0.0922(12) 0.430(3) 0.061(8) Uiso 1 1 d . . . . .
C5 C 0.4233(5) 0.22641(7) 0.29301(15) 0.0290(4) Uani 1 1 d . . . . .
N5 N 0.6940(5) 0.15320(6) 0.39423(14) 0.0351(4) Uani 1 1 d . . . . .
N6 N 0.3205(5) 0.24635(6) 0.38898(14) 0.0342(4) Uani 1 1 d . . . . .
C6 C 0.1706(5) 0.29826(7) 0.23657(16) 0.0323(4) Uani 1 1 d . . . . .
N7 N 0.1582(5) 0.29235(6) 0.35363(14) 0.0350(4) Uani 1 1 d . . . . .
N8 N 0.3335(4) 0.25752(6) 0.19467(13) 0.0297(4) Uani 1 1 d . . . . .
N9 N 0.4210(6) 0.24765(7) 0.07957(15) 0.0385(4) Uani 1 1 d . . . . .
H9A H 0.558(8) 0.2748(11) 0.060(2) 0.054(7) Uiso 1 1 d . . . . .
H9B H 0.246(7) 0.2492(9) 0.028(2) 0.036(6) Uiso 1 1 d . . . . .
N10 N 0.0249(5) 0.33590(7) 0.16307(16) 0.0421(5) Uani 1 1 d . . . . .
H10A H -0.038158 0.360599 0.207309 0.051 Uiso 1 1 d R U . . .
H10B H 0.081(7) 0.3381(9) 0.093(2) 0.042(6) Uiso 1 1 d . . . . .
O4A O 1.1775(15) 0.04374(12) 0.5593(3) 0.0526(16) Uani 0.523(8) 1 d G . P B 2
H4AA H 1.076057 0.015505 0.537606 0.079 Uiso 0.523(8) 1 d G U P B 2
H4AB H 1.157830 0.046961 0.635093 0.079 Uiso 0.523(8) 1 d G U P B 2
O04 O 0.9082(17) 0.04619(15) 0.5570(3) 0.0531(16) Uani 0.477(8) 1 d G . P B 1
H04A H 0.691559 0.047984 0.554512 0.080 Uiso 0.477(8) 1 d G U P B 1
H04B H 0.986791 0.042982 0.633160 0.080 Uiso 0.477(8) 1 d G U P B 1
O3 O 1.2548(5) 0.07592(7) 0.80795(15) 0.0554(5) Uani 1 1 d G . . . .
H3A H 1.154821 0.085241 0.867846 0.083 Uiso 1 1 d G U . . .
H3B H 1.395717 0.052721 0.838320 0.083 Uiso 1 1 d G U . . .

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
C1 0.0371(13) 0.0371(10) 0.0347(10) -0.0056(8) 0.0109(8) -0.0054(8)
O1 0.0645(13) 0.0486(9) 0.0490(9) 0.0032(7) 0.0129(8) 0.0110(8)
N1 0.0389(12) 0.0417(10) 0.0444(10) -0.0068(8) 0.0136(8) -0.0029(7)
O2 0.0676(13) 0.0570(10) 0.0544(10) -0.0136(7) 0.0252(9) 0.0096(8)
N2 0.0386(11) 0.0428(10) 0.0324(8) -0.0052(7) 0.0096(7) -0.0045(7)
C2 0.0358(12) 0.0341(10) 0.0300(9) -0.0022(7) 0.0070(8) -0.0052(8)
N3 0.0402(11) 0.0386(9) 0.0271(8) -0.0033(6) 0.0085(7) -0.0018(7)
C3 0.0330(12) 0.0352(10) 0.0270(9) -0.0017(7) 0.0070(8) -0.0051(8)
C4 0.0328(12) 0.0355(10) 0.0252(8) -0.0032(7) 0.0057(7) -0.0065(8)
N4 0.0452(12) 0.0356(9) 0.0291(8) -0.0001(7) 0.0075(7) 0.0001(7)
C5 0.0293(11) 0.0351(10) 0.0228(8) 0.0003(7) 0.0049(7) -0.0044(7)
N5 0.0438(12) 0.0343(9) 0.0276(8) -0.0007(6) 0.0070(7) -0.0010(7)
N6 0.0370(11) 0.0400(9) 0.0260(8) 0.0002(6) 0.0067(7) 0.0016(7)
C6 0.0322(12) 0.0385(10) 0.0265(9) -0.0026(7) 0.0058(7) -0.0018(8)
N7 0.0407(11) 0.0393(9) 0.0256(8) -0.0009(6) 0.0067(7) 0.0025(7)
N8 0.0339(10) 0.0361(8) 0.0198(7) -0.0009(6) 0.0064(6) -0.0009(6)
N9 0.0483(13) 0.0488(11) 0.0195(8) 0.0011(7) 0.0091(8) 0.0049(8)
N10 0.0559(13) 0.0432(10) 0.0287(9) 0.0047(7) 0.0109(8) 0.0093(8)
O4A 0.072(4) 0.0454(19) 0.0380(17) 0.0080(12) 0.0020(16) 0.0004(16)
O04 0.064(4) 0.052(2) 0.044(2) 0.0170(15) 0.0088(19) 0.0080(19)
O3 0.0658(14) 0.0525(10) 0.0487(9) 0.0017(7) 0.0116(8) 0.0032(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
C1 N1 1.420(3) . ?
C1 N2 1.330(3) . ?
C1 C2 1.401(3) . ?
O1 N1 1.234(2) . ?
N1 O2 1.215(2) . ?
N2 N3 1.339(2) . ?
C2 C3 1.383(3) . ?
C2 N4 1.345(3) . ?
N3 H3 0.8700 . ?
N3 C3 1.378(2) . ?
C3 C4 1.423(3) . ?
C4 C5 1.447(3) . ?
C4 N5 1.343(2) . ?
N4 H4 0.87(3) . ?
N4 N5 1.352(2) . ?
C5 N6 1.306(2) . ?
C5 N8 1.366(2) . ?
N6 N7 1.396(2) . ?
C6 N7 1.316(2) . ?
C6 N8 1.367(3) . ?
C6 N10 1.354(3) . ?
N8 N9 1.398(2) . ?
N9 H9A 0.94(3) . ?
N9 H9B 0.83(3) . ?
N10 H10A 0.8721 . ?
N10 H10B 0.84(3) . ?
O4A H4AA 0.8603 . ?
O4A H4AB 0.8599 . ?
O04 H04A 0.8600 . ?
O04 H04B 0.8600 . ?
O3 H3A 0.8599 . ?
O3 H3B 0.8609 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 122.36(17) . . ?
N2 C1 C2 111.39(18) . . ?
C2 C1 N1 126.21(18) . . ?
O1 N1 C1 115.88(16) . . ?
O2 N1 C1 120.34(18) . . ?
O2 N1 O1 123.77(19) . . ?
C1 N2 N3 106.01(15) . . ?
C3 C2 C1 104.91(17) . . ?
N4 C2 C1 146.9(2) . . ?
N4 C2 C3 108.17(17) . . ?
N2 N3 H3 124.3 . . ?
N2 N3 C3 111.34(16) . . ?
C3 N3 H3 124.3 . . ?
C2 C3 C4 105.18(16) . . ?
N3 C3 C2 106.35(16) . . ?
N3 C3 C4 148.47(19) . . ?
C3 C4 C5 133.12(17) . . ?
N5 C4 C3 108.57(17) . . ?
N5 C4 C5 118.31(15) . . ?
C2 N4 H4 131(2) . . ?
C2 N4 N5 110.33(17) . . ?
N5 N4 H4 118.0(19) . . ?
N6 C5 C4 126.04(16) . . ?
N6 C5 N8 109.61(17) . . ?
N8 C5 C4 124.34(15) . . ?
C4 N5 N4 107.75(15) . . ?
C5 N6 N7 107.78(14) . . ?
N7 C6 N8 109.51(17) . . ?
N7 C6 N10 127.12(18) . . ?
N10 C6 N8 123.17(16) . . ?
C6 N7 N6 107.10(15) . . ?
C5 N8 C6 105.99(14) . . ?
C5 N8 N9 123.23(16) . . ?
C6 N8 N9 130.68(16) . . ?
N8 N9 H9A 107.9(16) . . ?
N8 N9 H9B 108.7(18) . . ?
H9A N9 H9B 105(2) . . ?
C6 N10 H10A 109.6 . . ?
C6 N10 H10B 117.1(17) . . ?
H10A N10 H10B 127.5 . . ?
H4AA O4A H4AB 104.5 . . ?
H04A O04 H04B 104.5 . . ?
H3A O3 H3B 104.4 . . ?

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
C1 N2 N3 C3 0.1(2) . . . . ?
C1 C2 C3 N3 -0.1(2) . . . . ?
C1 C2 C3 C4 -179.78(17) . . . . ?
C1 C2 N4 N5 -179.9(3) . . . . ?
N1 C1 N2 N3 -177.92(18) . . . . ?
N1 C1 C2 C3 177.81(19) . . . . ?
N1 C1 C2 N4 -2.5(5) . . . . ?
N2 C1 N1 O1 177.6(2) . . . . ?
N2 C1 N1 O2 -1.3(3) . . . . ?
N2 C1 C2 C3 0.2(2) . . . . ?
N2 C1 C2 N4 179.9(3) . . . . ?
N2 N3 C3 C2 0.0(2) . . . . ?
N2 N3 C3 C4 179.4(3) . . . . ?
C2 C1 N1 O1 0.2(3) . . . . ?
C2 C1 N1 O2 -178.7(2) . . . . ?
C2 C1 N2 N3 -0.2(2) . . . . ?
C2 C3 C4 C5 179.0(2) . . . . ?
C2 C3 C4 N5 -0.5(2) . . . . ?
C2 N4 N5 C4 -0.1(2) . . . . ?
N3 C3 C4 C5 -0.4(5) . . . . ?
N3 C3 C4 N5 -179.9(3) . . . . ?
C3 C2 N4 N5 -0.2(2) . . . . ?
C3 C4 C5 N6 179.0(2) . . . . ?
C3 C4 C5 N8 -2.2(3) . . . . ?
C3 C4 N5 N4 0.4(2) . . . . ?
C4 C5 N6 N7 178.72(18) . . . . ?
C4 C5 N8 C6 -178.53(18) . . . . ?
C4 C5 N8 N9 -1.9(3) . . . . ?
N4 C2 C3 N3 -179.93(17) . . . . ?
N4 C2 C3 C4 0.4(2) . . . . ?
C5 C4 N5 N4 -179.17(17) . . . . ?
C5 N6 N7 C6 -0.1(2) . . . . ?
N5 C4 C5 N6 -1.6(3) . . . . ?
N5 C4 C5 N8 177.23(18) . . . . ?
N6 C5 N8 C6 0.5(2) . . . . ?
N6 C5 N8 N9 177.12(19) . . . . ?
N7 C6 N8 C5 -0.5(2) . . . . ?
N7 C6 N8 N9 -176.8(2) . . . . ?
N8 C5 N6 N7 -0.3(2) . . . . ?
N8 C6 N7 N6 0.4(2) . . . . ?
N10 C6 N7 N6 175.3(2) . . . . ?
N10 C6 N8 C5 -175.71(19) . . . . ?
N10 C6 N8 N9 8.0(3) . . . . ?

_shelx_res_file                  
;
TITL cu_nlg_hclo4_0m_a.res in P-1 New:P21/n
    cu_nlg_hclo4_0m.res
    created by SHELXL-2018/3 at 11:17:23 on 10-Oct-2024
CELL 1.54184 3.981 26.2212 11.0929 90 98.702 90
ZERR 4 0.0002 0.0013 0.0005 0 0.003 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 24 40 40 16
EQIV $1 3-X,-Y,-Z
DFIX 2.8 0.01 O2_$1 O2

L.S. 5
PLAN  2
SIZE 0.1 0.11 0.13
TEMP -60
CONF
BOND $H
MORE -1
fmap 2
acta
OMIT -1 11 2
REM <olex2.extras>
REM <HklSrc "%.\\cu_NLG_HCLO4_0m.hkl">
REM </olex2.extras>

WGHT    0.068000
FVAR       0.55590   0.47712
C1    1    1.019790    0.083363    0.155866    11.00000    0.03709    0.03705 =
         0.03466   -0.00563    0.01093   -0.00543
O1    4    1.279625    0.020360    0.272493    11.00000    0.06453    0.04860 =
         0.04898    0.00317    0.01290    0.01098
N1    3    1.215440    0.037853    0.168326    11.00000    0.03889    0.04165 =
         0.04438   -0.00685    0.01362   -0.00289
PART 4
O2    4    1.313627    0.018836    0.080100    11.00000    0.06756    0.05696 =
         0.05445   -0.01355    0.02517    0.00960
PART 0
N2    3    0.941887    0.107384    0.049757    11.00000    0.03857    0.04278 =
         0.03236   -0.00519    0.00963   -0.00448
C2    1    0.896393    0.109713    0.249944    11.00000    0.03575    0.03405 =
         0.03004   -0.00219    0.00700   -0.00522
N3    3    0.768183    0.149088    0.072811    11.00000    0.04023    0.03863 =
         0.02705   -0.00332    0.00854   -0.00179
AFIX  43
H3    2    0.687202    0.171426    0.018037    11.00000   -1.20000
AFIX   0
C3    1    0.734087    0.152103    0.194397    11.00000    0.03299    0.03517 =
         0.02700   -0.00167    0.00695   -0.00515
C4    1    0.609269    0.179149    0.289643    11.00000    0.03276    0.03547 =
         0.02518   -0.00322    0.00572   -0.00650
N4    3    0.868339    0.111227    0.369228    11.00000    0.04517    0.03559 =
         0.02911   -0.00007    0.00754    0.00005
H4    2    0.957511    0.092200    0.430002    11.00000    0.06065
C5    1    0.423254    0.226411    0.293005    11.00000    0.02931    0.03508 =
         0.02283    0.00033    0.00493   -0.00439
N5    3    0.694037    0.153198    0.394227    11.00000    0.04379    0.03433 =
         0.02757   -0.00066    0.00697   -0.00103
N6    3    0.320496    0.246345    0.388982    11.00000    0.03704    0.03998 =
         0.02604    0.00020    0.00675    0.00162
C6    1    0.170601    0.298257    0.236572    11.00000    0.03223    0.03852 =
         0.02654   -0.00262    0.00579   -0.00180
N7    3    0.158241    0.292350    0.353626    11.00000    0.04073    0.03934 =
         0.02560   -0.00086    0.00672    0.00250
N8    3    0.333463    0.257516    0.194669    11.00000    0.03395    0.03607 =
         0.01975   -0.00089    0.00642   -0.00091
N9    3    0.420980    0.247654    0.079565    11.00000    0.04833    0.04879 =
         0.01953    0.00114    0.00909    0.00488
H9A   2    0.558108    0.274848    0.059566    11.00000    0.05373
H9B   2    0.245661    0.249169    0.027909    11.00000    0.03557
N10   3    0.024863    0.335899    0.163069    11.00000    0.05586    0.04321 =
         0.02874    0.00470    0.01091    0.00925
AFIX   7
H10A  2   -0.038158    0.360599    0.207309    11.00000   -1.20000
AFIX   0
H10B  2    0.080941    0.338060    0.093261    11.00000    0.04160

PART 2
AFIX   6
O4A   4    1.177529    0.043744    0.559333   -21.00000    0.07229    0.04541 =
         0.03804    0.00801    0.00197    0.00044
H4AA  2    1.076057    0.015505    0.537606   -21.00000   -1.50000
H4AB  2    1.157830    0.046961    0.635093   -21.00000   -1.50000
AFIX   6

PART 1
O04   4    0.908178    0.046194    0.556950    21.00000    0.06350    0.05239 =
         0.04372    0.01699    0.00875    0.00803
H04A  2    0.691559    0.047984    0.554512    21.00000   -1.50000
H04B  2    0.986791    0.042982    0.633160    21.00000   -1.50000
AFIX   6

PART 0
O3    4    1.254787    0.075922    0.807954    11.00000    0.06584    0.05250 =
         0.04874    0.00171    0.01161    0.00319
H3A   2    1.154821    0.085241    0.867846    11.00000   -1.50000
H3B   2    1.395717    0.052721    0.838320    11.00000   -1.50000
AFIX   0
HKLF 4




REM  cu_nlg_hclo4_0m_a.res in P-1 New:P21/n
REM wR2 = 0.1155, GooF = S = 1.027, Restrained GooF = 1.067 for all data
REM R1 = 0.0409 for 1522 Fo > 4sig(Fo) and 0.0590 for all 2066 data
REM 217 parameters refined using 1 restraints

END

WGHT      0.0680      0.0000

REM Highest difference peak  0.155,  deepest hole -0.247,  1-sigma level  0.049
Q1    1   0.5573  0.2525  0.3747  11.00000  0.05    0.15
Q2    1  -0.0142  0.3006  0.4140  11.00000  0.05    0.14
;
_shelx_res_checksum              19125
_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_20241112_zh_nlg_clo4_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2lpt26
_database_code_depnum_ccdc_archive 'CCDC 2404238'
loop_
_audit_author_name
_audit_author_address
'Lei Shi'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2024-11-21 deposited with the CCDC.	2025-02-18 downloaded from the CCDC.
;
_audit_creation_date             2024-11-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H7 N10 O2, 2(H2 O), Cl O4'
_chemical_formula_sum            'C6 H11 Cl N10 O8'
_chemical_formula_weight         386.70
_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'
Cl Cl 0.1484 0.1585 '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                   10.4988(4)
_cell_length_b                   13.0416(5)
_cell_length_c                   11.0271(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.205(2)
_cell_angle_gamma                90
_cell_volume                     1469.92(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4431
_cell_measurement_temperature    223.15
_cell_measurement_theta_max      24.541
_cell_measurement_theta_min      2.458
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.952
_exptl_absorpt_coefficient_mu    0.329
_exptl_absorpt_correction_T_max  0.2616
_exptl_absorpt_correction_T_min  0.2265
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1123 before and 0.0744 after correction.
The Ratio of minimum to maximum transmission is 0.8658.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0729
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            26099
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.504
_diffrn_reflns_theta_min         2.417
_diffrn_ambient_temperature      223.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2565
_reflns_number_total             3381
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         3381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0453
_refine_ls_restrained_S_all      1.049
_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)+(0.0578P)²+1.2088P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1152
_refine_ls_wR_factor_ref         0.1353
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O7(H7A,H7B), O8(H8C,H8D)
2.b Rotating group:
 N10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 N3(H3), N4(H4), N7(H7)
2.d X=CH2 refined with riding coordinates:
 N8(H8A,H8B)
;
_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
C1 C 0.2129(2) 0.50391(17) 0.7165(2) 0.0312(5) Uani 1 1 d . . . . .
C2 C 0.1790(2) 0.52704(16) 0.5892(2) 0.0283(4) Uani 1 1 d . . . . .
C3 C 0.1712(2) 0.43242(16) 0.5311(2) 0.0287(4) Uani 1 1 d . . . . .
C4 C 0.1341(2) 0.45373(16) 0.40233(19) 0.0271(4) Uani 1 1 d . . . . .
C5 C 0.1051(2) 0.38631(16) 0.2946(2) 0.0275(4) Uani 1 1 d . . . . .
C6 C 0.0696(2) 0.24496(17) 0.1826(2) 0.0308(5) Uani 1 1 d . . . . .
N1 N 0.2329(2) 0.57254(15) 0.81950(18) 0.0351(4) Uani 1 1 d . . . . .
N2 N 0.2268(2) 0.40354(15) 0.73555(17) 0.0359(4) Uani 1 1 d . . . . .
N3 N 0.2007(2) 0.36049(14) 0.62217(17) 0.0337(4) Uani 1 1 d . . . . .
H3 H 0.202350 0.294832 0.608678 0.040 Uiso 1 1 calc R U . . .
N4 N 0.14962(19) 0.59951(14) 0.49889(17) 0.0313(4) Uani 1 1 d . . . . .
H4 H 0.148888 0.665218 0.512333 0.038 Uiso 1 1 calc R U . . .
N5 N 0.12175(19) 0.55535(14) 0.38533(17) 0.0312(4) Uani 1 1 d . . . . .
N6 N 0.0691(2) 0.41629(14) 0.17945(17) 0.0333(4) Uani 1 1 d . . . . .
N7 N 0.0486(2) 0.32709(14) 0.11029(17) 0.0333(4) Uani 1 1 d . . . . .
H7 H 0.024787 0.325119 0.029397 0.040 Uiso 1 1 calc R U . . .
N8 N 0.0579(2) 0.14760(15) 0.1507(2) 0.0429(5) Uani 1 1 d . . . . .
H8A H 0.033238 0.130539 0.072569 0.051 Uiso 1 1 calc R U . . .
H8B H 0.074815 0.100286 0.207741 0.051 Uiso 1 1 calc R U . . .
N9 N 0.10693(18) 0.28092(13) 0.30148(16) 0.0272(4) Uani 1 1 d . . . . .
N10 N 0.1458(2) 0.22330(14) 0.41043(17) 0.0346(4) Uani 1 1 d . . . . .
H10A H 0.197424 0.187271 0.392086 0.042 Uiso 1 1 d R U . . .
H10B H 0.079783 0.187319 0.422224 0.042 Uiso 1 1 d R U . . .
O1 O 0.20528(19) 0.66310(13) 0.79336(16) 0.0409(4) Uani 1 1 d . . . . .
O2 O 0.2736(2) 0.54011(15) 0.92514(16) 0.0524(5) Uani 1 1 d . . . . .
O7 O 0.0993(2) 0.62533(13) 0.11609(16) 0.0430(4) Uani 1 1 d G . . . .
H7A H 0.092916 0.560573 0.128078 0.064 Uiso 1 1 d G U . . .
H7B H 0.085226 0.653260 0.182466 0.064 Uiso 1 1 d G U . . .
Cl1 Cl 0.45847(6) 0.36989(5) 0.28818(6) 0.03912(18) Uani 1 1 d . . . . .
O3 O 0.4164(2) 0.4097(2) 0.39294(19) 0.0672(6) Uani 1 1 d . . . . .
O4 O 0.3608(2) 0.30195(18) 0.2201(2) 0.0600(6) Uani 1 1 d . . . . .
O5 O 0.5759(2) 0.3138(2) 0.3328(3) 0.0873(9) Uani 1 1 d . . . . .
O6 O 0.4788(3) 0.45182(18) 0.2098(2) 0.0783(8) Uani 1 1 d . . . . .
O8 O -0.1185(2) 0.19139(13) 0.45744(16) 0.0439(4) Uani 1 1 d G . . . .
H8C H -0.176761 0.166453 0.396918 0.066 Uiso 1 1 d G U . . .
H8D H -0.124940 0.155301 0.521017 0.066 Uiso 1 1 d G U . . .

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
C1 0.0383(12) 0.0264(10) 0.0268(11) -0.0050(8) 0.0030(9) -0.0007(9)
C2 0.0324(11) 0.0241(10) 0.0277(11) -0.0034(8) 0.0050(8) -0.0012(8)
C3 0.0338(11) 0.0238(10) 0.0268(11) -0.0014(8) 0.0033(8) 0.0006(8)
C4 0.0312(11) 0.0244(10) 0.0252(10) 0.0002(8) 0.0053(8) 0.0000(8)
C5 0.0318(11) 0.0220(10) 0.0276(11) 0.0003(8) 0.0045(8) 0.0015(8)
C6 0.0372(12) 0.0271(11) 0.0260(11) -0.0031(8) 0.0029(9) -0.0002(9)
N1 0.0429(11) 0.0321(10) 0.0299(10) -0.0071(8) 0.0078(8) -0.0017(8)
N2 0.0498(12) 0.0298(10) 0.0248(9) -0.0030(8) 0.0016(8) 0.0011(9)
N3 0.0496(12) 0.0231(9) 0.0250(9) -0.0021(7) 0.0011(8) 0.0029(8)
N4 0.0403(10) 0.0222(9) 0.0306(10) -0.0017(7) 0.0064(8) -0.0007(8)
N5 0.0399(10) 0.0234(9) 0.0291(10) -0.0011(7) 0.0052(8) -0.0019(8)
N6 0.0463(11) 0.0252(9) 0.0258(9) -0.0010(7) 0.0029(8) -0.0008(8)
N7 0.0491(12) 0.0266(9) 0.0214(9) -0.0014(7) 0.0023(8) -0.0001(8)
N8 0.0674(15) 0.0273(10) 0.0296(11) -0.0048(8) 0.0021(10) 0.0012(10)
N9 0.0366(10) 0.0213(8) 0.0215(9) 0.0000(7) 0.0018(7) 0.0018(7)
N10 0.0500(12) 0.0248(9) 0.0261(10) 0.0034(7) 0.0027(8) 0.0039(8)
O1 0.0553(11) 0.0266(8) 0.0413(10) -0.0082(7) 0.0122(8) -0.0040(7)
O2 0.0808(14) 0.0446(11) 0.0270(9) -0.0059(8) 0.0021(9) 0.0055(10)
O7 0.0717(13) 0.0285(8) 0.0267(9) 0.0021(7) 0.0070(8) -0.0038(8)
Cl1 0.0423(3) 0.0354(3) 0.0405(3) -0.0010(2) 0.0113(3) -0.0011(2)
O3 0.0816(16) 0.0812(16) 0.0406(12) -0.0084(11) 0.0173(11) 0.0109(13)
O4 0.0612(13) 0.0623(13) 0.0514(12) -0.0055(10) 0.0021(10) -0.0148(11)
O5 0.0468(13) 0.0654(16) 0.145(3) -0.0003(16) 0.0124(15) 0.0090(11)
O6 0.124(2) 0.0539(14) 0.0643(15) 0.0118(11) 0.0366(15) -0.0151(14)
O8 0.0637(12) 0.0336(9) 0.0302(9) 0.0004(7) 0.0022(8) -0.0071(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
C1 C2 1.400(3) . ?
C1 N1 1.424(3) . ?
C1 N2 1.329(3) . ?
C2 C3 1.384(3) . ?
C2 N4 1.356(3) . ?
C3 C4 1.411(3) . ?
C3 N3 1.357(3) . ?
C4 C5 1.453(3) . ?
C4 N5 1.341(3) . ?
C5 N6 1.299(3) . ?
C5 N9 1.377(3) . ?
C6 N7 1.323(3) . ?
C6 N8 1.316(3) . ?
C6 N9 1.363(3) . ?
N1 O1 1.234(3) . ?
N1 O2 1.221(3) . ?
N2 N3 1.341(3) . ?
N3 H3 0.8700 . ?
N4 H4 0.8700 . ?
N4 N5 1.348(3) . ?
N6 N7 1.381(3) . ?
N7 H7 0.8700 . ?
N8 H8A 0.8700 . ?
N8 H8B 0.8700 . ?
N9 N10 1.397(2) . ?
N10 H10A 0.7785 . ?
N10 H10B 0.8707 . ?
O7 H7A 0.8599 . ?
O7 H7B 0.8602 . ?
Cl1 O3 1.426(2) . ?
Cl1 O4 1.431(2) . ?
Cl1 O5 1.422(2) . ?
Cl1 O6 1.421(2) . ?
O8 H8C 0.8598 . ?
O8 H8D 0.8600 . ?

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 C1 N1 128.5(2) . . ?
N2 C1 C2 111.39(19) . . ?
N2 C1 N1 120.1(2) . . ?
C3 C2 C1 104.28(19) . . ?
N4 C2 C1 148.2(2) . . ?
N4 C2 C3 107.56(18) . . ?
C2 C3 C4 105.29(18) . . ?
N3 C3 C2 107.11(19) . . ?
N3 C3 C4 147.6(2) . . ?
C3 C4 C5 131.42(19) . . ?
N5 C4 C3 109.32(18) . . ?
N5 C4 C5 119.22(19) . . ?
N6 C5 C4 125.21(19) . . ?
N6 C5 N9 110.61(18) . . ?
N9 C5 C4 124.13(19) . . ?
N7 C6 N9 105.83(18) . . ?
N8 C6 N7 128.9(2) . . ?
N8 C6 N9 125.3(2) . . ?
O1 N1 C1 115.54(19) . . ?
O2 N1 C1 119.9(2) . . ?
O2 N1 O1 124.5(2) . . ?
C1 N2 N3 105.86(18) . . ?
C3 N3 H3 124.3 . . ?
N2 N3 C3 111.36(18) . . ?
N2 N3 H3 124.3 . . ?
C2 N4 H4 124.8 . . ?
N5 N4 C2 110.43(17) . . ?
N5 N4 H4 124.8 . . ?
C4 N5 N4 107.39(18) . . ?
C5 N6 N7 105.07(17) . . ?
C6 N7 N6 111.45(18) . . ?
C6 N7 H7 124.3 . . ?
N6 N7 H7 124.3 . . ?
C6 N8 H8A 120.0 . . ?
C6 N8 H8B 120.0 . . ?
H8A N8 H8B 120.0 . . ?
C5 N9 N10 125.63(17) . . ?
C6 N9 C5 107.04(17) . . ?
C6 N9 N10 127.28(18) . . ?
N9 N10 H10A 100.7 . . ?
N9 N10 H10B 109.4 . . ?
H10A N10 H10B 109.8 . . ?
H7A O7 H7B 104.5 . . ?
O3 Cl1 O4 109.43(15) . . ?
O5 Cl1 O3 108.16(17) . . ?
O5 Cl1 O4 108.91(16) . . ?
O6 Cl1 O3 109.65(15) . . ?
O6 Cl1 O4 109.63(15) . . ?
O6 Cl1 O5 111.03(18) . . ?
H8C O8 H8D 104.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 178.73(19) . . . . ?
C1 C2 C3 N3 -0.5(3) . . . . ?
C1 C2 N4 N5 -178.3(3) . . . . ?
C1 N2 N3 C3 0.4(3) . . . . ?
C2 C1 N1 O1 7.1(4) . . . . ?
C2 C1 N1 O2 -173.5(2) . . . . ?
C2 C1 N2 N3 -0.7(3) . . . . ?
C2 C3 C4 C5 -177.1(2) . . . . ?
C2 C3 C4 N5 0.5(3) . . . . ?
C2 C3 N3 N2 0.0(3) . . . . ?
C2 N4 N5 C4 -0.5(2) . . . . ?
C3 C2 N4 N5 0.8(3) . . . . ?
C3 C4 C5 N6 178.5(2) . . . . ?
C3 C4 C5 N9 1.4(4) . . . . ?
C3 C4 N5 N4 0.0(2) . . . . ?
C4 C3 N3 N2 -178.5(3) . . . . ?
C4 C5 N6 N7 -178.1(2) . . . . ?
C4 C5 N9 C6 177.5(2) . . . . ?
C4 C5 N9 N10 -5.1(4) . . . . ?
C5 C4 N5 N4 177.88(19) . . . . ?
C5 N6 N7 C6 1.1(3) . . . . ?
N1 C1 C2 C3 -179.4(2) . . . . ?
N1 C1 C2 N4 -0.3(6) . . . . ?
N1 C1 N2 N3 179.4(2) . . . . ?
N2 C1 C2 C3 0.8(3) . . . . ?
N2 C1 C2 N4 179.9(3) . . . . ?
N2 C1 N1 O1 -173.1(2) . . . . ?
N2 C1 N1 O2 6.3(4) . . . . ?
N3 C3 C4 C5 1.5(6) . . . . ?
N3 C3 C4 N5 179.1(3) . . . . ?
N4 C2 C3 C4 -0.8(2) . . . . ?
N4 C2 C3 N3 -179.96(19) . . . . ?
N5 C4 C5 N6 1.1(3) . . . . ?
N5 C4 C5 N9 -175.9(2) . . . . ?
N6 C5 N9 C6 0.1(3) . . . . ?
N6 C5 N9 N10 177.5(2) . . . . ?
N7 C6 N9 C5 0.6(2) . . . . ?
N7 C6 N9 N10 -176.7(2) . . . . ?
N8 C6 N7 N6 178.8(2) . . . . ?
N8 C6 N9 C5 -179.2(2) . . . . ?
N8 C6 N9 N10 3.4(4) . . . . ?
N9 C5 N6 N7 -0.7(3) . . . . ?
N9 C6 N7 N6 -1.1(3) . . . . ?

_shelx_res_file                  
;
TITL mo_20241112_zh_nlg_clo4_0m_a.res in Pn New:P21/n
    mo_20241112_zh_nlg_clo4_0m.res
    created by SHELXL-2018/3 at 09:46:53 on 18-Nov-2024
CELL 0.71073 10.4988 13.0416 11.0271 90 103.205 90
ZERR 4 0.0004 0.0005 0.0005 0 0.002 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H Cl N O
UNIT 24 44 4 40 32

L.S. 5
PLAN  5
SIZE 0.12 0.13 0.15
TEMP -50
CONF
MORE -1
BOND $H
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\mo_20241112_Zh_NLG_ClO4_0m.hkl">
REM </olex2.extras>

WGHT    0.057800    1.208800
FVAR       0.24288
C1    1    0.212937    0.503910    0.716474    11.00000    0.03828    0.02638 =
         0.02680   -0.00502    0.00299   -0.00069
C2    1    0.178963    0.527043    0.589212    11.00000    0.03240    0.02406 =
         0.02769   -0.00335    0.00505   -0.00120
C3    1    0.171246    0.432419    0.531090    11.00000    0.03384    0.02382 =
         0.02676   -0.00142    0.00330    0.00062
C4    1    0.134139    0.453725    0.402327    11.00000    0.03115    0.02440 =
         0.02524    0.00016    0.00526    0.00002
C5    1    0.105144    0.386311    0.294559    11.00000    0.03183    0.02205 =
         0.02765    0.00030    0.00453    0.00154
C6    1    0.069597    0.244959    0.182594    11.00000    0.03723    0.02711 =
         0.02601   -0.00309    0.00286   -0.00021
N1    4    0.232876    0.572536    0.819504    11.00000    0.04290    0.03213 =
         0.02987   -0.00709    0.00775   -0.00165
N2    4    0.226787    0.403537    0.735549    11.00000    0.04979    0.02978 =
         0.02480   -0.00304    0.00159    0.00105
N3    4    0.200664    0.360491    0.622166    11.00000    0.04957    0.02309 =
         0.02497   -0.00208    0.00109    0.00291
AFIX  43
H3    2    0.202350    0.294832    0.608678    11.00000   -1.20000
AFIX   0
N4    4    0.149620    0.599510    0.498889    11.00000    0.04027    0.02221 =
         0.03064   -0.00175    0.00636   -0.00067
AFIX  43
H4    2    0.148888    0.665218    0.512333    11.00000   -1.20000
AFIX   0
N5    4    0.121747    0.555347    0.385331    11.00000    0.03992    0.02345 =
         0.02907   -0.00108    0.00524   -0.00189
N6    4    0.069071    0.416292    0.179449    11.00000    0.04635    0.02519 =
         0.02582   -0.00104    0.00294   -0.00076
N7    4    0.048551    0.327086    0.110289    11.00000    0.04912    0.02658 =
         0.02143   -0.00139    0.00227   -0.00007
AFIX  43
H7    2    0.024787    0.325119    0.029397    11.00000   -1.20000
AFIX   0
N8    4    0.057895    0.147600    0.150699    11.00000    0.06744    0.02727 =
         0.02963   -0.00477    0.00208    0.00124
AFIX  93
H8A   2    0.033238    0.130539    0.072569    11.00000   -1.20000
H8B   2    0.074815    0.100286    0.207741    11.00000   -1.20000
AFIX   0
N9    4    0.106929    0.280916    0.301481    11.00000    0.03661    0.02129 =
         0.02148    0.00004    0.00183    0.00185
N10   4    0.145762    0.223300    0.410435    11.00000    0.05001    0.02478 =
         0.02614    0.00336    0.00269    0.00386
AFIX   7
H10A  2    0.197424    0.187271    0.392086    11.00000   -1.20000
H10B  2    0.079783    0.187319    0.422224    11.00000   -1.20000
AFIX   0
O1    5    0.205282    0.663096    0.793356    11.00000    0.05532    0.02662 =
         0.04133   -0.00816    0.01217   -0.00396
O2    5    0.273578    0.540112    0.925141    11.00000    0.08082    0.04462 =
         0.02696   -0.00593    0.00211    0.00552

AFIX   6
O7    5    0.099342    0.625334    0.116085    11.00000    0.07169    0.02847 =
         0.02675    0.00207    0.00699   -0.00377
H7A   2    0.092916    0.560573    0.128078    11.00000   -1.50000
H7B   2    0.085226    0.653260    0.182466    11.00000   -1.50000
AFIX   0

CL1   3    0.458467    0.369890    0.288180    11.00000    0.04231    0.03540 =
         0.04055   -0.00102    0.01133   -0.00110
O3    5    0.416375    0.409715    0.392935    11.00000    0.08159    0.08119 =
         0.04058   -0.00845    0.01731    0.01094
O4    5    0.360781    0.301954    0.220144    11.00000    0.06120    0.06228 =
         0.05138   -0.00550    0.00213   -0.01484
O5    5    0.575926    0.313806    0.332841    11.00000    0.04678    0.06536 =
         0.14504   -0.00034    0.01236    0.00902
O6    5    0.478785    0.451816    0.209814    11.00000    0.12408    0.05388 =
         0.06434    0.01175    0.03659   -0.01505
AFIX   6
O8    5   -0.118450    0.191392    0.457438    11.00000    0.06374    0.03355 =
         0.03024    0.00036    0.00221   -0.00708
H8C   2   -0.176761    0.166453    0.396918    11.00000   -1.50000
H8D   2   -0.124940    0.155301    0.521017    11.00000   -1.50000
AFIX   0
HKLF 4




REM  mo_20241112_zh_nlg_clo4_0m_a.res in Pn New:P21/n
REM wR2 = 0.1353, GooF = S = 1.049, Restrained GooF = 1.049 for all data
REM R1 = 0.0453 for 2565 Fo > 4sig(Fo) and 0.0631 for all 3381 data
REM 233 parameters refined using 0 restraints

END

WGHT      0.0578      1.2088

REM Highest difference peak  0.481,  deepest hole -0.461,  1-sigma level  0.063
Q1    1   0.3917  0.4639  0.1983  11.00000  0.05    0.48
Q2    1   0.5097  0.4277  0.3930  11.00000  0.05    0.37
Q3    1   0.5239  0.2977  0.2421  11.00000  0.05    0.37
Q4    1   0.1901  0.4811  0.5584  11.00000  0.05    0.32
Q5    1   0.1418  0.4360  0.4682  11.00000  0.05    0.29
;
_shelx_res_checksum              88290
_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_cu_20240428_wq_nlg_n2h5_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2lpt48
_database_code_depnum_ccdc_archive 'CCDC 2404240'
loop_
_audit_author_name
_audit_author_address
'Lei Shi'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2024-11-21 deposited with the CCDC.	2025-02-18 downloaded from the CCDC.
;
_audit_creation_date             2024-05-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 N6 O4, 2(H5 N2)'
_chemical_formula_sum            'C4 H10 N10 O4'
_chemical_formula_weight         262.22
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      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                   3.6169(18)
_cell_length_b                   7.881(3)
_cell_length_c                   9.865(5)
_cell_angle_alpha                109.743(19)
_cell_angle_beta                 97.40(2)
_cell_angle_gamma                101.86(2)
_cell_volume                     252.9(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    607
_cell_measurement_temperature    233.00
_cell_measurement_theta_max      67.516
_cell_measurement_theta_min      6.181
_shelx_estimated_absorpt_T_max   0.880
_shelx_estimated_absorpt_T_min   0.859
_exptl_absorpt_coefficient_mu    1.309
_exptl_absorpt_correction_T_max  0.7542
_exptl_absorpt_correction_T_min  0.5626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1442 before and 0.0669 after correction.
The Ratio of minimum to maximum transmission is 0.7460.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             136
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0757
_diffrn_reflns_av_unetI/netI     0.0822
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2850
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         79.594
_diffrn_reflns_theta_min         4.877
_diffrn_ambient_temperature      233.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.11
_diffrn_source_power             0.05550000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                621
_reflns_number_total             1032
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     89
_refine_ls_number_reflns         1032
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1036
_refine_ls_R_factor_gt           0.0486
_refine_ls_restrained_S_all      0.944
_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)+(0.0834P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1188
_refine_ls_wR_factor_ref         0.1469
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups, All N(H,H,H) groups
2.a Idealised Me refined as rotating group:
 N5(H5A,H5B,H5C)
;
_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
O1 O -0.5617(6) -0.4483(3) -0.1454(3) 0.0399(7) Uani 1 1 d . . . . .
O2 O -0.2373(5) -0.1736(3) -0.1261(3) 0.0402(7) Uani 1 1 d . . . . .
N1 N -0.4855(6) -0.3252(3) -0.1967(3) 0.0291(6) Uani 1 1 d . . . . .
N2 N -0.6261(6) -0.2290(3) -0.3982(3) 0.0271(6) Uani 1 1 d . . . . .
N3 N -0.8444(6) -0.2967(3) -0.5351(3) 0.0280(7) Uani 1 1 d . . . . .
C1 C -1.0446(6) -0.4767(3) -0.5606(3) 0.0245(7) Uani 1 1 d . . . . .
C2 C -0.6843(7) -0.3596(3) -0.3390(3) 0.0241(7) Uani 1 1 d . . . . .
N4 N -0.2216(6) 0.2082(3) -0.1509(3) 0.0335(7) Uani 1 1 d . . . . .
H4A H -0.118(10) 0.325(5) -0.118(4) 0.040 Uiso 1 1 d . U . . .
H4B H -0.157(10) 0.176(5) -0.067(5) 0.040 Uiso 1 1 d . U . . .
N5 N -0.0414(6) 0.1209(3) -0.2675(3) 0.0317(7) Uani 1 1 d . . . . .
H5A H -0.059577 0.173249 -0.335457 0.038 Uiso 1 1 calc R U . . .
H5B H -0.161213 -0.002148 -0.309879 0.038 Uiso 1 1 calc R U . . .
H5C H 0.209494 0.137041 -0.230242 0.038 Uiso 1 1 calc R U . . .

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 0.0414(10) 0.0324(10) 0.0431(18) 0.0190(10) 0.0012(10) 0.0009(8)
O2 0.0345(10) 0.0303(10) 0.0398(17) 0.0076(10) -0.0074(10) -0.0063(8)
N1 0.0248(10) 0.0275(11) 0.0319(18) 0.0087(11) 0.0039(10) 0.0058(8)
N2 0.0237(9) 0.0241(10) 0.0294(17) 0.0083(10) 0.0040(10) 0.0020(7)
N3 0.0252(9) 0.0217(10) 0.0350(18) 0.0102(10) 0.0068(11) 0.0023(8)
C1 0.0194(10) 0.0216(11) 0.032(2) 0.0102(11) 0.0069(12) 0.0030(8)
C2 0.0222(10) 0.0233(11) 0.0269(19) 0.0107(12) 0.0047(11) 0.0041(9)
N4 0.0305(11) 0.0312(12) 0.036(2) 0.0107(12) 0.0057(12) 0.0062(9)
N5 0.0230(10) 0.0291(11) 0.044(2) 0.0155(11) 0.0087(11) 0.0057(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 N1 1.237(3) . ?
O2 N1 1.247(3) . ?
N1 C2 1.402(4) . ?
N2 N3 1.341(4) . ?
N2 C2 1.338(4) . ?
N3 C1 1.375(3) . ?
C1 C1 1.384(6) 2_344 ?
C1 C2 1.405(3) 2_344 ?
N4 H4A 0.85(4) . ?
N4 H4B 0.96(4) . ?
N4 N5 1.436(3) . ?
N5 H5A 0.9000 . ?
N5 H5B 0.9000 . ?
N5 H5C 0.9000 . ?

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
O1 N1 O2 122.0(3) . . ?
O1 N1 C2 118.4(2) . . ?
O2 N1 C2 119.6(3) . . ?
C2 N2 N3 109.7(2) . . ?
N2 N3 C1 106.2(2) . . ?
N3 C1 C1 111.3(3) . 2_344 ?
N3 C1 C2 146.1(3) . 2_344 ?
C1 C1 C2 102.6(3) 2_344 2_344 ?
N1 C2 C1 128.6(3) . 2_344 ?
N2 C2 N1 121.2(2) . . ?
N2 C2 C1 110.2(3) . 2_344 ?
H4A N4 H4B 103(3) . . ?
N5 N4 H4A 108(2) . . ?
N5 N4 H4B 111(2) . . ?
N4 N5 H5A 109.5 . . ?
N4 N5 H5B 109.5 . . ?
N4 N5 H5C 109.5 . . ?
H5A N5 H5B 109.5 . . ?
H5A N5 H5C 109.5 . . ?
H5B N5 H5C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 N1 C2 N2 177.2(2) . . . . ?
O1 N1 C2 C1 -3.5(4) . . . 2_344 ?
O2 N1 C2 N2 -3.2(4) . . . . ?
O2 N1 C2 C1 176.0(2) . . . 2_344 ?
N2 N3 C1 C1 0.4(3) . . . 2_344 ?
N2 N3 C1 C2 179.4(4) . . . 2_344 ?
N3 N2 C2 N1 179.0(2) . . . . ?
N3 N2 C2 C1 -0.3(3) . . . 2_344 ?
C2 N2 N3 C1 0.0(3) . . . . ?

_shelx_res_file                  
;
TITL cu_20240428_wq_nlg_n2h5_0m_a.res in P-1
    cu_20240428_wq_nlg_n2h5_0m.res
    created by SHELXL-2018/3 at 14:28:04 on 06-May-2024
REM Old TITL cu_20240428_WQ_NLG_N2H5_0m in P-1
REM SHELXT solution in P-1: R1 0.188, Rweak 0.005, Alpha 0.021
REM <I/s> 0.000 for 0 systematic absences, Orientation as input
REM Formula found by SHELXT: C8 O
CELL 1.54178 3.6169 7.8807 9.8648 109.743 97.397 101.864
ZERR 1 0.0018 0.0034 0.0046 0.019 0.022 0.022
LATT 1
SFAC C H N O
UNIT 4 10 10 4

L.S. 4 0 0
PLAN  1
SIZE 0.1 0.11 0.12
TEMP -40.15
CONF
BOND
list 4
fmap 2 53
ACTA
MORE -1
BOND $H
REM <olex2.extras>
REM <HklSrc "%.\\cu_20240428_WQ_NLG_N2H5_0m.hkl">
REM </olex2.extras>

WGHT    0.083400
FVAR       1.33175
O1    4   -0.561733   -0.448306   -0.145389    11.00000    0.04138    0.03242 =
         0.04311    0.01899    0.00123    0.00089
O2    4   -0.237339   -0.173588   -0.126064    11.00000    0.03447    0.03032 =
         0.03976    0.00758   -0.00740   -0.00626
N1    3   -0.485518   -0.325198   -0.196685    11.00000    0.02479    0.02754 =
         0.03190    0.00868    0.00390    0.00579
N2    3   -0.626106   -0.228999   -0.398154    11.00000    0.02374    0.02410 =
         0.02945    0.00833    0.00403    0.00203
N3    3   -0.844446   -0.296689   -0.535145    11.00000    0.02524    0.02173 =
         0.03497    0.01022    0.00677    0.00227
C1    1   -1.044576   -0.476694   -0.560619    11.00000    0.01937    0.02164 =
         0.03185    0.01016    0.00691    0.00297
C2    1   -0.684307   -0.359587   -0.339047    11.00000    0.02216    0.02325 =
         0.02688    0.01075    0.00472    0.00407
N4    3   -0.221613    0.208190   -0.150939    11.00000    0.03051    0.03116 =
         0.03586    0.01066    0.00573    0.00622
H4A   2   -0.117804    0.325186   -0.118058    11.00000   -1.20000
H4B   2   -0.157481    0.176065   -0.066613    11.00000   -1.20000
N5    3   -0.041404    0.120938   -0.267512    11.00000    0.02298    0.02913 =
         0.04430    0.01549    0.00874    0.00573
AFIX 137
H5A   2   -0.059577    0.173249   -0.335457    11.00000   -1.20000
H5B   2   -0.161213   -0.002148   -0.309879    11.00000   -1.20000
H5C   2    0.209494    0.137041   -0.230242    11.00000   -1.20000
AFIX   0
HKLF 4




REM  cu_20240428_wq_nlg_n2h5_0m_a.res in P-1
REM wR2 = 0.1469, GooF = S = 0.944, Restrained GooF = 0.944 for all data
REM R1 = 0.0486 for 621 Fo > 4sig(Fo) and 0.1036 for all 1032 data
REM 89 parameters refined using 0 restraints

END

WGHT      0.0834      0.0000

REM Highest difference peak  0.294,  deepest hole -0.446,  1-sigma level  0.084
Q1    1   0.2986  0.2326 -0.0772  11.00000  0.05    0.29
;
_shelx_res_checksum              8194
_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_20240428_wq_nlg_nh3oh_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2lpt59
_database_code_depnum_ccdc_archive 'CCDC 2404241'
loop_
_audit_author_name
_audit_author_address
'Lei Shi'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2024-11-21 deposited with the CCDC.	2025-02-18 downloaded from the CCDC.
;
_audit_creation_date             2024-05-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(H4 N O), C4 N6 O4'
_chemical_formula_sum            'C4 H8 N8 O6'
_chemical_formula_weight         264.18
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   3.6899(7)
_cell_length_b                   13.747(3)
_cell_length_c                   9.3323(13)
_cell_angle_alpha                90
_cell_angle_beta                 95.909(10)
_cell_angle_gamma                90
_cell_volume                     470.88(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1717
_cell_measurement_temperature    233.00
_cell_measurement_theta_max      27.225
_cell_measurement_theta_min      2.963
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0814 before and 0.0635 after correction.
The Ratio of minimum to maximum transmission is 0.9254.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.863
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0795
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9659
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.535
_diffrn_reflns_theta_min         2.648
_diffrn_ambient_temperature      233.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                893
_reflns_number_total             1076
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         1076
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0689
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0858P)²+0.7887P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1864
_refine_ls_wR_factor_ref         0.1925
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 O1-H1
 0.9 with sigma of 0.01
 H4C-H1
 2.1 with sigma of 0.01
2.a Everything fixed:
 H4A, H4B, H4C
;
_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 1.1560(8) 0.3380(2) 0.8022(3) 0.0574(8) Uani 1 1 d D . . . .
H1 H 1.058(5) 0.346(6) 0.7094(12) 0.14(3) Uiso 1 1 d D . . . .
O2 O 0.5836(8) 0.32405(18) 0.1648(3) 0.0449(7) Uani 1 1 d . . . . .
O3 O 0.2602(7) 0.45566(17) 0.1346(2) 0.0415(6) Uani 1 1 d . . . . .
N1 N 0.4576(7) 0.39894(19) 0.2114(3) 0.0308(6) Uani 1 1 d . . . . .
N2 N 0.7232(7) 0.36335(19) 0.4506(3) 0.0296(6) Uani 1 1 d . . . . .
N3 N 0.7479(7) 0.40454(18) 0.5826(3) 0.0296(6) Uani 1 1 d . . . . .
N4 N 0.9192(10) 0.3311(2) 0.8954(3) 0.0497(8) Uani 1 1 d . . . . .
H4A H 1.015500 0.373000 0.970200 0.050 Uiso 1 1 d . . . . .
H4B H 0.895700 0.261100 0.923100 0.050 Uiso 1 1 d . . . . .
H4C H 0.665200 0.356500 0.855400 0.050 Uiso 1 1 d D . . . .
C1 C 0.5730(7) 0.4922(2) 0.5704(3) 0.0267(6) Uani 1 1 d . . . . .
C2 C 0.5323(8) 0.4241(2) 0.3584(3) 0.0275(6) 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 0.0458(16) 0.068(2) 0.0552(18) -0.0014(15) -0.0116(13) 0.0041(13)
O2 0.0649(17) 0.0345(13) 0.0353(13) -0.0087(10) 0.0058(11) 0.0043(11)
O3 0.0575(15) 0.0374(12) 0.0274(11) 0.0009(9) -0.0057(10) 0.0013(11)
N1 0.0349(13) 0.0322(13) 0.0256(13) -0.0007(10) 0.0051(10) -0.0076(10)
N2 0.0309(13) 0.0324(13) 0.0254(12) -0.0008(10) 0.0022(9) -0.0017(10)
N3 0.0336(13) 0.0294(13) 0.0249(12) 0.0011(9) -0.0014(10) -0.0001(10)
N4 0.063(2) 0.0418(17) 0.0406(17) 0.0019(13) -0.0106(15) -0.0033(15)
C1 0.0249(13) 0.0302(14) 0.0247(14) 0.0000(11) 0.0012(10) -0.0056(11)
C2 0.0277(14) 0.0299(14) 0.0248(14) -0.0023(11) 0.0025(11) -0.0061(11)

_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 H1 0.911(10) . ?
O1 N4 1.298(5) . ?
O2 N1 1.227(4) . ?
O3 N1 1.243(3) . ?
N1 C2 1.414(4) . ?
N2 N3 1.351(3) . ?
N2 C2 1.345(4) . ?
N3 C1 1.366(4) . ?
N4 H4A 0.9457 . ?
N4 H4B 1.0023 . ?
N4 H4C 1.0333 . ?
C1 C1 1.385(5) 3_666 ?
C1 C2 1.403(4) 3_666 ?

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
N4 O1 H1 114.6(12) . . ?
O2 N1 O3 122.9(3) . . ?
O2 N1 C2 120.4(3) . . ?
O3 N1 C2 116.8(3) . . ?
C2 N2 N3 107.7(2) . . ?
N2 N3 C1 107.9(2) . . ?
O1 N4 H4A 102.8 . . ?
O1 N4 H4B 108.9 . . ?
O1 N4 H4C 112.4 . . ?
H4A N4 H4B 115.5 . . ?
H4A N4 H4C 108.6 . . ?
H4B N4 H4C 108.6 . . ?
N3 C1 C1 110.5(3) . 3_666 ?
N3 C1 C2 146.6(3) . 3_666 ?
C1 C1 C2 102.9(3) 3_666 3_666 ?
N2 C2 N1 120.4(3) . . ?
N2 C2 C1 111.0(2) . 3_666 ?
C1 C2 N1 128.6(3) 3_666 . ?

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 N1 C2 N2 -4.1(4) . . . . ?
O2 N1 C2 C1 177.0(3) . . . 3_666 ?
O3 N1 C2 N2 175.5(3) . . . . ?
O3 N1 C2 C1 -3.4(4) . . . 3_666 ?
N2 N3 C1 C1 1.1(4) . . . 3_666 ?
N2 N3 C1 C2 179.4(4) . . . 3_666 ?
N3 N2 C2 N1 -178.9(2) . . . . ?
N3 N2 C2 C1 0.1(3) . . . 3_666 ?
C2 N2 N3 C1 -0.7(3) . . . . ?

_shelx_res_file                  
;
TITL mo_20240428_wq_nlg_nh3oh_0m_a.res in P2(1)/c
    mo_20240428_wq_nlg_nh3oh_0m.res
    created by SHELXL-2018/3 at 11:26:11 on 07-May-2024
REM Old TITL mo_20240428_WQ_NLG_NH3OH_0m in P2(1)/c
REM SHELXT solution in P2(1)/c: R1 0.143, Rweak 0.017, Alpha 0.025
REM <I/s> 1.230 for 49 systematic absences, Orientation as input
REM Formula found by SHELXT: C6 N O2
CELL 0.71073 3.6899 13.7474 9.3323 90 95.909 90
ZERR 2 0.0007 0.0025 0.0013 0 0.01 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 8 16 16 12
DFIX 0.9 0.01 O1 H1
DFIX 2.1 0.01 H4c H1

L.S. 4 0 0
PLAN  4
SIZE 0.1 0.11 0.12
TEMP -40.15
CONF
BOND
list 4
fmap 2 53
ACTA
MORE -1
BOND $H
OMIT -1 0 2
OMIT 0 2 1
OMIT 1 2 1
REM <olex2.extras>
REM <HklSrc "%.\\mo_20240428_WQ_NLG_NH3OH_0m.hkl">
REM </olex2.extras>

WGHT    0.085800    0.788700
FVAR       0.98985
O1    4    1.156046    0.337971    0.802242    11.00000    0.04580    0.06783 =
         0.05517   -0.00143   -0.01158    0.00411
H1    2    1.057770    0.345979    0.709436    11.00000    0.14085
O2    4    0.583577    0.324054    0.164818    11.00000    0.06490    0.03454 =
         0.03530   -0.00874    0.00582    0.00430
O3    4    0.260194    0.455661    0.134610    11.00000    0.05747    0.03742 =
         0.02739    0.00091   -0.00567    0.00127
N1    3    0.457630    0.398945    0.211425    11.00000    0.03495    0.03220 =
         0.02562   -0.00068    0.00506   -0.00759
N2    3    0.723200    0.363352    0.450551    11.00000    0.03093    0.03236 =
         0.02535   -0.00077    0.00220   -0.00174
N3    3    0.747869    0.404545    0.582647    11.00000    0.03361    0.02940 =
         0.02495    0.00107   -0.00136   -0.00007
N4    3    0.919194    0.331087    0.895413    11.00000    0.06346    0.04180 =
         0.04058    0.00191   -0.01061   -0.00329
AFIX   1
H4A   2    1.015500    0.373000    0.970200    11.00000    0.05000
AFIX   1
H4B   2    0.895700    0.261100    0.923100    11.00000    0.05000
AFIX   1
H4C   2    0.665200    0.356500    0.855400    11.00000    0.05000
AFIX   0
C1    1    0.572987    0.492206    0.570431    11.00000    0.02495    0.03022 =
         0.02472    0.00001    0.00125   -0.00556
C2    1    0.532281    0.424088    0.358438    11.00000    0.02772    0.02992 =
         0.02479   -0.00225    0.00249   -0.00607
HKLF 4




REM  mo_20240428_wq_nlg_nh3oh_0m_a.res in P2(1)/c
REM wR2 = 0.1925, GooF = S = 1.097, Restrained GooF = 1.097 for all data
REM R1 = 0.0689 for 893 Fo > 4sig(Fo) and 0.0799 for all 1076 data
REM 86 parameters refined using 2 restraints

END

WGHT      0.0858      0.7887

REM Highest difference peak  0.321,  deepest hole -0.599,  1-sigma level  0.083
Q1    1   0.8567  0.3810  0.6463  11.00000  0.05    0.32
Q2    1   0.5414  0.5245  0.6169  11.00000  0.05    0.30
Q3    1   0.5000  0.5000  0.5000  10.50000  0.05    0.26
Q4    1   0.5172  0.4133  0.2950  11.00000  0.05    0.26
;
_shelx_res_checksum              56828
_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_cu_202404112_wq_nlg_nh4_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2lx3c0
_database_code_depnum_ccdc_archive 'CCDC 2410292'
loop_
_audit_author_name
_audit_author_address
'Lei Shi'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2024-12-14 deposited with the CCDC.	2025-02-18 downloaded from the CCDC.
;
_audit_creation_date             2024-04-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(H2 O), C4 H2 N6 O4'
_chemical_formula_sum            'C4 H6 N6 O6'
_chemical_formula_weight         234.15
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   3.45260(10)
_cell_length_b                   14.0930(6)
_cell_length_c                   9.0501(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.007(3)
_cell_angle_gamma                90
_cell_volume                     439.28(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1927
_cell_measurement_temperature    223.00
_cell_measurement_theta_max      68.173
_cell_measurement_theta_min      5.821
_shelx_estimated_absorpt_T_max   0.867
_shelx_estimated_absorpt_T_min   0.832
_exptl_absorpt_coefficient_mu    1.469
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6313
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1223 before and 0.0458 after correction.
The Ratio of minimum to maximum transmission is 0.8383.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             240
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3842
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.420
_diffrn_reflns_theta_min         5.820
_diffrn_ambient_temperature      223.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                710
_reflns_number_total             800
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     81
_refine_ls_number_reflns         800
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0440
_refine_ls_restrained_S_all      1.102
_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)+(0.0688P)²+0.2786P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1254
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1)
;
_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
O1 O 0.0415(7) 0.32888(14) 0.1366(2) 0.0553(6) Uani 1 1 d . . . . .
H1A H 0.121(10) 0.264(3) 0.102(3) 0.067(9) Uiso 1 1 d . . . . .
H1B H -0.011(10) 0.377(3) 0.062(4) 0.079(11) Uiso 1 1 d . . . . .
O2 O 0.5036(5) 0.31562(11) 0.83473(17) 0.0422(5) Uani 1 1 d . . . . .
O3 O 0.7737(5) 0.45357(11) 0.87170(16) 0.0362(5) Uani 1 1 d . . . . .
N1 N 0.2919(4) 0.40168(11) 0.41367(17) 0.0232(4) Uani 1 1 d . . . . .
H1 H 0.191465 0.376140 0.332269 0.028 Uiso 1 1 calc R U . . .
N2 N 0.3348(4) 0.35852(12) 0.54589(17) 0.0242(4) Uani 1 1 d . . . . .
N3 N 0.5953(5) 0.39468(12) 0.79101(18) 0.0272(5) Uani 1 1 d . . . . .
C1 C 0.4308(5) 0.49185(14) 0.4274(2) 0.0219(5) Uani 1 1 d . . . . .
C2 C 0.5004(5) 0.42132(14) 0.6423(2) 0.0236(5) 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 0.0941(16) 0.0354(10) 0.0348(10) -0.0013(7) -0.0085(9) 0.0112(10)
O2 0.0613(11) 0.0303(9) 0.0338(9) 0.0076(6) -0.0049(7) -0.0116(7)
O3 0.0473(9) 0.0323(9) 0.0275(8) -0.0042(6) -0.0086(6) -0.0054(7)
N1 0.0258(8) 0.0235(9) 0.0198(8) -0.0027(6) -0.0022(6) -0.0006(6)
N2 0.0239(8) 0.0235(9) 0.0252(9) -0.0008(6) 0.0013(6) -0.0001(6)
N3 0.0293(9) 0.0261(9) 0.0259(9) 0.0000(7) 0.0000(7) 0.0003(7)
C1 0.0178(9) 0.0236(10) 0.0241(10) -0.0039(7) 0.0006(7) 0.0019(7)
C2 0.0212(9) 0.0239(10) 0.0256(10) -0.0017(7) 0.0012(7) 0.0017(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 H1A 1.00(4) . ?
O1 H1B 0.96(4) . ?
O2 N3 1.231(2) . ?
O3 N3 1.240(2) . ?
N1 H1 0.8700 . ?
N1 N2 1.341(2) . ?
N1 C1 1.361(3) . ?
N2 C2 1.342(2) . ?
N3 C2 1.414(3) . ?
C1 C1 1.386(4) 3_666 ?
C1 C2 1.404(3) 3_666 ?

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
H1A O1 H1B 117(3) . . ?
N2 N1 H1 125.5 . . ?
N2 N1 C1 109.03(15) . . ?
C1 N1 H1 125.5 . . ?
N1 N2 C2 107.24(15) . . ?
O2 N3 O3 123.00(17) . . ?
O2 N3 C2 119.92(17) . . ?
O3 N3 C2 117.08(17) . . ?
N1 C1 C1 109.7(2) . 3_666 ?
N1 C1 C2 147.40(18) . 3_666 ?
C1 C1 C2 102.9(2) 3_666 3_666 ?
N2 C2 N3 120.24(17) . . ?
N2 C2 C1 111.13(17) . 3_666 ?
C1 C2 N3 128.58(17) 3_666 . ?

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 N3 C2 N2 -4.6(3) . . . . ?
O2 N3 C2 C1 178.14(19) . . . 3_666 ?
O3 N3 C2 N2 174.76(17) . . . . ?
O3 N3 C2 C1 -2.5(3) . . . 3_666 ?
N1 N2 C2 N3 -177.70(16) . . . . ?
N1 N2 C2 C1 0.0(2) . . . 3_666 ?
N2 N1 C1 C1 0.1(2) . . . 3_666 ?
N2 N1 C1 C2 179.9(3) . . . 3_666 ?
C1 N1 N2 C2 -0.05(19) . . . . ?

_shelx_res_file                  
;
TITL cu_202404112_wq_nlg_nh4_0m_a.res in P2(1)/c
    cu_202404112_wq_nlg_nh4_0m.res
    created by SHELXL-2018/3 at 10:01:00 on 15-Apr-2024
REM Old TITL cu_202404112_WQ_NLG_NH4_0m in P2(1)/c
REM SHELXT solution in P2(1)/c: R1 0.143, Rweak 0.005, Alpha 0.013
REM <I/s> 0.327 for 43 systematic absences, Orientation as input
REM Formula found by SHELXT: C6 N O
CELL 1.54178 3.4526 14.093 9.0501 90 94.007 90
ZERR 2 0.0001 0.0006 0.0004 0 0.003 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 8 12 12 12

L.S. 4 0 0
PLAN  5
SIZE 0.1 0.12 0.13
TEMP -50.15
CONF
BOND
list 4
MORE -1
BOND $H
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\cu_202404112_WQ_NLG_NH4_0m.hkl">
REM </olex2.extras>

WGHT    0.068800    0.278600
FVAR       1.12156
O1    4    0.041495    0.328883    0.136568    11.00000    0.09406    0.03539 =
         0.03477   -0.00133   -0.00846    0.01122
H1A   2    0.120511    0.264482    0.102030    11.00000    0.06724
H1B   2   -0.010730    0.376750    0.062299    11.00000    0.07862
O2    4    0.503591    0.315619    0.834731    11.00000    0.06128    0.03030 =
         0.03380    0.00757   -0.00490   -0.01159
O3    4    0.773674    0.453570    0.871698    11.00000    0.04729    0.03225 =
         0.02754   -0.00423   -0.00856   -0.00540
N1    3    0.291915    0.401681    0.413674    11.00000    0.02576    0.02347 =
         0.01975   -0.00266   -0.00222   -0.00059
AFIX  43
H1    2    0.191465    0.376140    0.332269    11.00000   -1.20000
AFIX   0
N2    3    0.334838    0.358524    0.545888    11.00000    0.02393    0.02349 =
         0.02522   -0.00079    0.00127   -0.00013
N3    3    0.595255    0.394675    0.791008    11.00000    0.02934    0.02607 =
         0.02593    0.00003   -0.00002    0.00035
C1    1    0.430791    0.491855    0.427364    11.00000    0.01778    0.02364 =
         0.02413   -0.00393    0.00065    0.00194
C2    1    0.500402    0.421317    0.642294    11.00000    0.02121    0.02388 =
         0.02556   -0.00167    0.00117    0.00172
HKLF 4




REM  cu_202404112_wq_nlg_nh4_0m_a.res in P2(1)/c
REM wR2 = 0.1254, GooF = S = 1.102, Restrained GooF = 1.102 for all data
REM R1 = 0.0440 for 710 Fo > 4sig(Fo) and 0.0487 for all 800 data
REM 81 parameters refined using 0 restraints

END

WGHT      0.0688      0.2786

REM Highest difference peak  0.337,  deepest hole -0.440,  1-sigma level  0.060
Q1    1   0.1377  0.3442  0.2442  11.00000  0.05    0.34
Q2    1  -0.3394  0.3204  0.1391  11.00000  0.05    0.25
Q3    1   0.4742  0.5255  0.3735  11.00000  0.05    0.25
Q4    1   0.5000  0.5000  0.5000  10.50000  0.05    0.23
Q5    1   0.3051  0.3387  0.1159  11.00000  0.05    0.21
;
_shelx_res_checksum              88677
_olex2_submission_special_instructions 'No special instructions were received'
