# Supplementary Information (SI) for Materials Horizons.
# 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_yyy
_database_code_depnum_ccdc_archive 'CCDC 2394701'
loop_
_audit_author_name
_audit_author_address
'Muhammad Arif'
;Xinjiang Technical institute of physcis and chemistry
China
;
_audit_update_record             
;
2024-10-30 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
_audit_creation_date             2024-09-07
_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        'Aminopyrazine phosphate'
_chemical_formula_moiety         'H2 O4 P, C4 H6 N3'
_chemical_formula_sum            'C4 H8 N3 O4 P'
_chemical_formula_weight         193.10
_chemical_absolute_configuration ?
_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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   4.4906(4)
_cell_length_b                   8.7661(11)
_cell_length_c                   19.496(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     767.45(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1256
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.16
_cell_measurement_theta_min      3.13
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.923
_exptl_absorpt_coefficient_mu    0.339
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5826
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.187
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0834
_diffrn_reflns_av_unetI/netI     0.0819
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            5621
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_min         3.125
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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         0.659
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                1552
_reflns_number_total             1727
_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         0.254
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 
;
 Flack x determined using 533 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.11(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1727
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.054
_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)+(0.0447P)²+0.1062P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1133
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2. Restrained distances
 H3b-O3
 0.95 with sigma of 0.01
 O4-H4a
 0.95 with sigma of 0.01
3.a Riding coordinates:
 N1(H1a,H1b), N3(H3), C2(H2), C3(H3a), C4(H4), O3(H3b), O4(H4a)
;
_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
P1 P 0.6377(2) 1.09606(10) 0.57263(5) 0.0155(3) Uani 1 1 d . . . . .
N1 N 0.7167(8) 0.6686(4) 0.58717(18) 0.0257(8) Uani 1 1 d . . . . .
H1A H 0.794624 0.601813 0.558631 0.031 Uiso 1 1 d R U . . .
H1B H 0.767174 0.765373 0.584401 0.031 Uiso 1 1 d R U . . .
N2 N 0.2017(8) 0.6878(4) 0.72879(18) 0.0252(8) Uani 1 1 d . . . . .
N3 N 0.4402(7) 0.4767(3) 0.64035(16) 0.0191(7) Uani 1 1 d . . . . .
H3 H 0.517747 0.407761 0.612794 0.023 Uiso 1 1 d R U . . .
C1 C 0.5248(9) 0.6236(4) 0.63400(18) 0.0179(8) Uani 1 1 d . . . . .
C2 C 0.3939(10) 0.7273(4) 0.6818(2) 0.0223(8) Uani 1 1 d . . . . .
H2 H 0.450226 0.831596 0.679209 0.027 Uiso 1 1 d R U . . .
C3 C 0.1220(11) 0.5368(4) 0.7318(2) 0.0245(8) Uani 1 1 d . . . . .
H3A H -0.018239 0.504428 0.765219 0.029 Uiso 1 1 d R U . . .
C4 C 0.2398(9) 0.4327(5) 0.6879(2) 0.0217(8) Uani 1 1 d . . . . .
H4 H 0.180776 0.328860 0.690679 0.026 Uiso 1 1 d R U . . .
O1 O 0.5185(6) 1.0574(3) 0.49892(14) 0.0232(6) Uani 1 1 d . . . . .
O2 O 0.8749(6) 0.9807(3) 0.58969(14) 0.0205(6) Uani 1 1 d . . . . .
O3 O 0.3749(6) 1.0798(3) 0.62376(13) 0.0218(6) Uani 1 1 d D . . . .
H3B H 0.185933 1.037379 0.614750 0.07(2) Uiso 1 1 d DR . . . .
O4 O 0.7419(6) 1.2595(3) 0.57512(15) 0.0209(6) Uani 1 1 d D . . . .
H4A H 0.842792 1.325174 0.543623 0.20(5) Uiso 1 1 d DR . . . .

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
P1 0.0149(4) 0.0127(4) 0.0190(4) 0.0004(4) -0.0002(4) -0.0001(4)
N1 0.034(2) 0.0130(15) 0.0303(19) -0.0037(13) 0.0111(17) -0.0013(13)
N2 0.030(2) 0.0211(17) 0.0243(17) -0.0010(14) 0.0056(16) 0.0036(14)
N3 0.0232(17) 0.0125(15) 0.0216(16) -0.0009(12) 0.0004(14) 0.0004(12)
C1 0.0184(18) 0.0152(17) 0.0201(18) -0.0007(14) -0.0020(16) 0.0017(14)
C2 0.029(2) 0.0131(17) 0.0250(18) -0.0012(14) -0.0001(19) 0.0049(16)
C3 0.029(2) 0.024(2) 0.0209(18) 0.0015(15) 0.003(2) -0.0001(18)
C4 0.0245(19) 0.0179(19) 0.0228(18) 0.0038(15) -0.0003(16) 0.0002(15)
O1 0.0307(15) 0.0193(13) 0.0196(13) -0.0011(11) -0.0040(13) 0.0028(11)
O2 0.0142(12) 0.0142(12) 0.0330(15) 0.0019(10) -0.0023(13) -0.0009(11)
O3 0.0150(12) 0.0288(14) 0.0215(12) 0.0000(11) -0.0007(12) -0.0051(13)
O4 0.0260(14) 0.0129(13) 0.0238(13) -0.0004(11) 0.0059(12) -0.0040(10)

_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
P1 O1 1.570(3) . ?
P1 O2 1.506(3) . ?
P1 O3 1.551(3) . ?
P1 O4 1.508(3) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N1 C1 1.316(5) . ?
N2 C2 1.305(5) . ?
N2 C3 1.373(5) . ?
N3 H3 0.8801 . ?
N3 C1 1.349(5) . ?
N3 C4 1.348(5) . ?
C1 C2 1.428(5) . ?
C2 H2 0.9500 . ?
C3 H3A 0.9499 . ?
C3 C4 1.358(6) . ?
C4 H4 0.9500 . ?
O3 H3B 0.9430 . ?
O4 H4A 0.9560 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 P1 O1 107.36(15) . . ?
O2 P1 O3 109.54(16) . . ?
O2 P1 O4 114.28(17) . . ?
O3 P1 O1 108.01(16) . . ?
O4 P1 O1 109.88(15) . . ?
O4 P1 O3 107.62(16) . . ?
H1A N1 H1B 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
C2 N2 C3 117.2(3) . . ?
C1 N3 H3 119.2 . . ?
C4 N3 H3 119.2 . . ?
C4 N3 C1 121.6(3) . . ?
N1 C1 N3 122.3(4) . . ?
N1 C1 C2 122.1(3) . . ?
N3 C1 C2 115.6(3) . . ?
N2 C2 C1 124.1(4) . . ?
N2 C2 H2 117.9 . . ?
C1 C2 H2 117.9 . . ?
N2 C3 H3A 119.3 . . ?
C4 C3 N2 121.3(4) . . ?
C4 C3 H3A 119.3 . . ?
N3 C4 C3 120.1(4) . . ?
N3 C4 H4 119.9 . . ?
C3 C4 H4 120.0 . . ?
P1 O3 H3B 126.9 . . ?
P1 O4 H4A 134.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A O1 0.88 2.05 2.929(4) 172.7 4_566 yes
N1 H1B O2 0.88 1.95 2.828(4) 173.4 . yes
N3 H3 O4 0.88 1.80 2.660(4) 164.9 1_545 yes
C2 H2 O3 0.95 2.45 3.292(5) 147.2 . yes
O3 H3B O2 0.94 1.56 2.497(4) 171.5 1_455 yes
O4 H4A O1 0.96 1.54 2.490(4) 172.6 4_576 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 179.6(4) . . . . ?
N2 C3 C4 N3 0.3(6) . . . . ?
N3 C1 C2 N2 -0.8(6) . . . . ?
C1 N3 C4 C3 -1.3(6) . . . . ?
C2 N2 C3 C4 0.4(6) . . . . ?
C3 N2 C2 C1 -0.1(6) . . . . ?
C4 N3 C1 N1 -178.9(4) . . . . ?
C4 N3 C1 C2 1.5(5) . . . . ?

_shelx_res_file                  
;
TITL yyy_a.res in P2(1)2(1)2(1)
    yyy.res
    created by SHELXL-2018/3 at 00:04:45 on 07-Sep-2024
REM Old TITL YYY in P2(1)2(1)2(1)
REM SHELXT solution in P2(1)2(1)2(1): R1 0.082, Rweak 0.023, Alpha 0.005
REM <I/s> 0.267 for 19 systematic absences, Orientation as input
REM Flack x = -0.104 ( 0.145 ) from 514 Parsons' quotients
REM Formula found by SHELXT: C5 N O5 P
CELL 0.71073 4.4906 8.7661 19.4956 90 90 90
ZERR 4 0.0004 0.0011 0.002 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H N O P
UNIT 16 32 12 16 4
EQIV $1 0.5+X,1.5-Y,1-Z
EQIV $2 +X,-1+Y,+Z
EQIV $3 -1+X,+Y,+Z
EQIV $4 0.5+X,2.5-Y,1-Z
DFIX 0.95 0.01 H3b O3
DFIX 0.95 0.01 O4 H4a

L.S. 40
PLAN  1
SIZE 0.24 0.194 0.187
TEMP 24.85
CONF
HTAB N1 O1_$1
HTAB N1 O2
HTAB N3 O4_$2
HTAB C2 O3
HTAB O3 O2_$3
HTAB O4 O1_$4
list 4
MORE -1
BOND $H
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\YYY.hkl">
REM </olex2.extras>

WGHT    0.044700    0.106200
FVAR       1.61495
P1    5    0.637658    1.096058    0.572632    11.00000    0.01487    0.01269 =
         0.01898    0.00044   -0.00015   -0.00006
N1    3    0.716714    0.668563    0.587171    11.00000    0.03377    0.01296 =
         0.03027   -0.00371    0.01110   -0.00131
AFIX   3
H1A   2    0.794624    0.601813    0.558631    11.00000   -1.20000
H1B   2    0.767174    0.765373    0.584401    11.00000   -1.20000
AFIX   0
N2    3    0.201672    0.687815    0.728790    11.00000    0.03020    0.02110 =
         0.02434   -0.00103    0.00559    0.00358
N3    3    0.440197    0.476651    0.640354    11.00000    0.02320    0.01254 =
         0.02158   -0.00091    0.00043    0.00040
AFIX   3
H3    2    0.517747    0.407761    0.612794    11.00000   -1.20000
AFIX   0
C1    1    0.524759    0.623619    0.633997    11.00000    0.01839    0.01518 =
         0.02013   -0.00066   -0.00199    0.00167
C2    1    0.393866    0.727296    0.681789    11.00000    0.02873    0.01311 =
         0.02497   -0.00116   -0.00006    0.00489
AFIX   3
H2    2    0.450226    0.831596    0.679209    11.00000   -1.20000
AFIX   0
C3    1    0.122041    0.536798    0.731779    11.00000    0.02900    0.02357 =
         0.02093    0.00149    0.00310   -0.00008
AFIX   3
H3A   2   -0.018239    0.504428    0.765219    11.00000   -1.20000
AFIX   0
C4    1    0.239756    0.432750    0.687889    11.00000    0.02450    0.01789 =
         0.02281    0.00381   -0.00025    0.00023
AFIX   3
H4    2    0.180776    0.328860    0.690679    11.00000   -1.20000
AFIX   0

O1    4    0.518528    1.057439    0.498918    11.00000    0.03074    0.01931 =
         0.01956   -0.00109   -0.00396    0.00282
O2    4    0.874938    0.980725    0.589694    11.00000    0.01423    0.01415 =
         0.03298    0.00195   -0.00230   -0.00087
O3    4    0.374913    1.079789    0.623760    11.00000    0.01498    0.02875 =
         0.02153    0.00002   -0.00074   -0.00510
AFIX   3
H3B   2    0.185933    1.037379    0.614750    11.00000    0.06577
AFIX   0
O4    4    0.741852    1.259504    0.575123    11.00000    0.02604    0.01292 =
         0.02376   -0.00040    0.00589   -0.00395
AFIX   3
H4A   2    0.842792    1.325174    0.543623    11.00000    0.19785
AFIX   0
HKLF 4




REM  yyy_a.res in P2(1)2(1)2(1)
REM wR2 = 0.1133, GooF = S = 1.054, Restrained GooF = 1.054 for all data
REM R1 = 0.0473 for 1552 Fo > 4sig(Fo) and 0.0531 for all 1727 data
REM 111 parameters refined using 2 restraints

END

WGHT      0.0447      0.1062

REM Highest difference peak  0.254,  deepest hole -0.316,  1-sigma level  0.071
Q1    1   0.5762  1.0769  0.5299  11.00000  0.05    0.25
;
_shelx_res_checksum              10831
_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_dddd
_database_code_depnum_ccdc_archive 'CCDC 2394705'
loop_
_audit_author_name
_audit_author_address
'Muhammad Arif'
;Xinjiang Technical institute of physcis and chemistry
China
;
_audit_update_record             
;
2024-10-30 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
_audit_creation_date             2024-09-07
_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        'Aminopyrazine methanesulfonate'
_chemical_formula_moiety         'C H3 O3 S, C4 H6 N3'
_chemical_formula_sum            'C5 H9 N3 O3 S'
_chemical_formula_weight         191.21
_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'
S S 0.1246 0.1234 '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                   5.1632(8)
_cell_length_b                   10.2883(17)
_cell_length_c                   15.253(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.922(5)
_cell_angle_gamma                90
_cell_volume                     808.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1101
_cell_measurement_temperature    298
_cell_measurement_theta_max      24.13
_cell_measurement_theta_min      3.96
_shelx_estimated_absorpt_T_max   0.957
_shelx_estimated_absorpt_T_min   0.934
_exptl_absorpt_coefficient_mu    0.372
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6144
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0936 before and 0.0505 after correction.
The Ratio of minimum to maximum transmission is 0.8240.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4225
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.345
_diffrn_reflns_theta_min         2.390
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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                1086
_reflns_number_total             1470
_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         0.219
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.053(9)
_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   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     107
_refine_ls_number_reflns         1470
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0477
_refine_ls_restrained_S_all      1.114
_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)+(0.0194P)²+0.8584P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1109
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N1(H1a,H1b), N2(H2), C2(H2a), C3(H3), C4(H4,C5), C4(H5a,H5b,H5c)
;
_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
S1 S -0.43809(15) 0.62041(8) 0.65085(5) 0.0380(3) Uani 1 1 d . . . . .
N1 N 0.2064(5) 0.7984(3) 0.82019(19) 0.0494(8) Uani 1 1 d . . . . .
H1A H 0.329578 0.781123 0.786833 0.059 Uiso 1 1 d R U . . .
H1B H 0.176168 0.877573 0.834473 0.059 Uiso 1 1 d R U . . .
N2 N 0.1060(5) 0.5797(3) 0.82844(16) 0.0398(7) Uani 1 1 d . . . . .
H2 H 0.227357 0.561369 0.794538 0.048 Uiso 1 1 d R U . . .
N3 N -0.2820(5) 0.6346(3) 0.93507(18) 0.0465(7) Uani 1 1 d . . . . .
C1 C 0.0647(6) 0.7042(3) 0.8493(2) 0.0370(7) Uani 1 1 d . . . . .
C2 C -0.0382(7) 0.4822(3) 0.8593(2) 0.0443(8) Uani 1 1 d . . . . .
H2A H -0.005103 0.396424 0.844319 0.053 Uiso 1 1 d R U . . .
C3 C -0.2292(7) 0.5099(4) 0.9118(2) 0.0472(9) Uani 1 1 d . . . . .
H3 H -0.327814 0.442489 0.932762 0.057 Uiso 1 1 d R U . . .
C4 C -0.1413(5) 0.7264(2) 0.90524(15) 0.0427(8) Uani 1 1 d . . . . .
H4 H -0.176219 0.811610 0.921120 0.051 Uiso 1 1 d R U . . .
C5 C -0.6494(5) 0.6504(2) 0.55968(15) 0.0434(8) Uani 1 1 d R . . . .
H5A H -0.682959 0.570890 0.528020 0.065 Uiso 1 1 d R U . . .
H5B H -0.572569 0.712330 0.522150 0.065 Uiso 1 1 d R U . . .
H5C H -0.809459 0.684700 0.578440 0.065 Uiso 1 1 d R U . . .
O1 O -0.2036(4) 0.5667(3) 0.61834(17) 0.0572(7) Uani 1 1 d . . . . .
O2 O -0.4004(5) 0.7438(2) 0.69596(17) 0.0606(8) Uani 1 1 d . . . . .
O3 O -0.5668(5) 0.5247(2) 0.70402(15) 0.0498(7) 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
S1 0.0339(5) 0.0413(5) 0.0397(5) 0.0005(4) 0.0086(3) 0.0021(4)
N1 0.0460(16) 0.0496(18) 0.0534(17) 0.0041(14) 0.0101(13) -0.0105(15)
N2 0.0403(15) 0.0453(17) 0.0345(14) -0.0046(12) 0.0080(11) -0.0009(13)
N3 0.0409(15) 0.0510(18) 0.0494(16) 0.0012(14) 0.0148(13) -0.0012(15)
C1 0.0363(17) 0.0419(18) 0.0321(16) 0.0007(14) -0.0032(13) -0.0016(15)
C2 0.052(2) 0.0373(18) 0.0434(19) -0.0039(15) 0.0047(16) -0.0019(17)
C3 0.049(2) 0.045(2) 0.050(2) 0.0011(16) 0.0139(16) -0.0074(17)
C4 0.0421(18) 0.0402(19) 0.0463(19) -0.0050(15) 0.0066(15) 0.0038(17)
C5 0.0417(18) 0.046(2) 0.0434(18) 0.0028(15) 0.0074(14) -0.0005(16)
O1 0.0337(12) 0.0674(17) 0.0724(17) 0.0045(14) 0.0174(11) 0.0074(13)
O2 0.0693(18) 0.0524(16) 0.0603(16) -0.0184(13) 0.0057(13) -0.0104(14)
O3 0.0583(15) 0.0435(13) 0.0505(14) 0.0167(11) 0.0257(12) 0.0112(12)

_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
S1 C5 1.736(3) . ?
S1 O1 1.449(2) . ?
S1 O2 1.450(2) . ?
S1 O3 1.464(2) . ?
N1 H1A 0.8599 . ?
N1 H1B 0.8601 . ?
N1 C1 1.310(4) . ?
N2 H2 0.8601 . ?
N2 C1 1.340(4) . ?
N2 C2 1.354(4) . ?
N3 C3 1.364(4) . ?
N3 C4 1.294(4) . ?
C1 C4 1.427(4) . ?
C2 H2A 0.9302 . ?
C2 C3 1.343(5) . ?
C3 H3 0.9300 . ?
C4 H4 0.9301 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9599 . ?
C5 H5C 0.9600 . ?

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 S1 C5 106.73(14) . . ?
O1 S1 O2 114.07(16) . . ?
O1 S1 O3 110.79(14) . . ?
O2 S1 C5 106.31(15) . . ?
O2 S1 O3 112.15(15) . . ?
O3 S1 C5 106.22(13) . . ?
H1A N1 H1B 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
C1 N2 H2 119.1 . . ?
C1 N2 C2 121.7(3) . . ?
C2 N2 H2 119.1 . . ?
C4 N3 C3 117.9(3) . . ?
N1 C1 N2 121.7(3) . . ?
N1 C1 C4 122.7(3) . . ?
N2 C1 C4 115.6(3) . . ?
N2 C2 H2A 120.2 . . ?
C3 C2 N2 119.6(3) . . ?
C3 C2 H2A 120.2 . . ?
N3 C3 H3 119.2 . . ?
C2 C3 N3 121.6(3) . . ?
C2 C3 H3 119.2 . . ?
N3 C4 C1 123.6(3) . . ?
N3 C4 H4 118.2 . . ?
C1 C4 H4 118.2 . . ?
S1 C5 H5A 109.5 . . ?
S1 C5 H5B 109.5 . . ?
S1 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A O2 0.86 2.07 2.925(4) 174.2 1_655 yes
N1 H1B O1 0.86 2.08 2.916(4) 165.0 2_556 yes
N1 H1B O3 0.86 2.62 3.019(4) 109.5 2_556 yes
N2 H2 O3 0.86 1.84 2.686(3) 168.2 1_655 yes
C5 H5C O1 0.96 2.48 3.175(3) 129.1 1_455 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C4 N3 -179.5(3) . . . . ?
N2 C1 C4 N3 0.1(4) . . . . ?
N2 C2 C3 N3 -0.1(5) . . . . ?
C1 N2 C2 C3 0.5(5) . . . . ?
C2 N2 C1 N1 179.2(3) . . . . ?
C2 N2 C1 C4 -0.5(4) . . . . ?
C3 N3 C4 C1 0.2(4) . . . . ?
C4 N3 C3 C2 -0.2(5) . . . . ?

_shelx_res_file                  
;
TITL dddd_a.res in P2(1)/c
    dddd.res
    created by SHELXL-2018/3 at 16:00:15 on 07-Sep-2024
REM Old TITL DDDD in P2(1)/c
REM SHELXT solution in P2(1)/c: R1 0.146, Rweak 0.005, Alpha 0.028
REM <I/s> 0.316 for 101 systematic absences, Orientation as input
REM Formula found by SHELXT: C6 N O4 S
CELL 0.71073 5.1632 10.2883 15.2533 90 93.922 90
ZERR 4 0.0008 0.0017 0.0026 0 0.005 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O S
UNIT 20 36 12 12 4
EQIV $1 -1+X,+Y,+Z
EQIV $2 -X,0.5+Y,1.5-Z
EQIV $3 1+X,+Y,+Z

L.S. 40
PLAN  5
SIZE 0.185 0.141 0.12
TEMP 24.85
CONF
HTAB C5 O1_$1
HTAB N1 O1_$2
HTAB N1 O2_$3
HTAB N1 O3_$2
HTAB N2 O3_$3
list 4
MORE -1
BOND $H
fmap 2 53
acta
SHEL 999 0.83
REM <olex2.extras>
REM <HklSrc "%.\\DDDD.hkl">
REM </olex2.extras>

WGHT    0.019400    0.858400
EXTI    0.052979
FVAR       1.52661
S1    5   -0.438095    0.620410    0.650855    11.00000    0.03386    0.04125 =
         0.03968    0.00049    0.00856    0.00207
N1    3    0.206378    0.798413    0.820193    11.00000    0.04604    0.04962 =
         0.05343    0.00406    0.01009   -0.01051
AFIX   3
H1A   2    0.329578    0.781123    0.786833    11.00000   -1.20000
H1B   2    0.176168    0.877573    0.834473    11.00000   -1.20000
AFIX   0
N2    3    0.106047    0.579739    0.828438    11.00000    0.04035    0.04532 =
         0.03450   -0.00460    0.00802   -0.00086
AFIX   3
H2    2    0.227357    0.561369    0.794538    11.00000   -1.20000
AFIX   0
N3    3   -0.282030    0.634602    0.935075    11.00000    0.04088    0.05099 =
         0.04936    0.00116    0.01476   -0.00117
C1    1    0.064717    0.704170    0.849276    11.00000    0.03628    0.04190 =
         0.03213    0.00066   -0.00315   -0.00158
C2    1   -0.038153    0.482174    0.859339    11.00000    0.05235    0.03733 =
         0.04339   -0.00395    0.00475   -0.00186
AFIX   3
H2A   2   -0.005103    0.396424    0.844319    11.00000   -1.20000
AFIX   0
C3    1   -0.229194    0.509909    0.911802    11.00000    0.04863    0.04482 =
         0.04974    0.00111    0.01394   -0.00743
AFIX   3
H3    2   -0.327814    0.442489    0.932762    11.00000   -1.20000
AFIX   0
C4    1   -0.141279    0.726440    0.905240    11.00000    0.04207    0.04019 =
         0.04629   -0.00496    0.00661    0.00376
AFIX   3
H4    2   -0.176219    0.811610    0.921120    11.00000   -1.20000
C5    1   -0.649379    0.650440    0.559680    11.00000    0.04166    0.04577 =
         0.04340    0.00278    0.00739   -0.00053
AFIX   3
H5A   2   -0.682959    0.570890    0.528020    11.00000   -1.50000
H5B   2   -0.572569    0.712330    0.522150    11.00000   -1.50000
H5C   2   -0.809459    0.684700    0.578440    11.00000   -1.50000
AFIX   0

O1    4   -0.203590    0.566719    0.618344    11.00000    0.03367    0.06738 =
         0.07236    0.00449    0.01743    0.00739
O2    4   -0.400430    0.743763    0.695959    11.00000    0.06933    0.05238 =
         0.06026   -0.01836    0.00573   -0.01040
O3    4   -0.566806    0.524709    0.704015    11.00000    0.05833    0.04354 =
         0.05053    0.01670    0.02570    0.01120
HKLF 4




REM  dddd_a.res in P2(1)/c
REM wR2 = 0.1109, GooF = S = 1.114, Restrained GooF = 1.114 for all data
REM R1 = 0.0477 for 1086 Fo > 4sig(Fo) and 0.0685 for all 1470 data
REM 107 parameters refined using 0 restraints

END

WGHT      0.0194      0.8584

REM Highest difference peak  0.219,  deepest hole -0.315,  1-sigma level  0.061
Q1    1  -0.2323  0.7238  0.9830  11.00000  0.05    0.22
Q2    1  -0.2114  0.5352  0.8573  11.00000  0.05    0.21
Q3    1  -0.0806  0.4968  0.9144  11.00000  0.05    0.21
Q4    1  -0.4405  0.6724  0.7376  11.00000  0.05    0.21
Q5    1  -0.1763  0.5866  0.6829  11.00000  0.05    0.20
;
_shelx_res_checksum              30348
_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_rrr
_database_code_depnum_ccdc_archive 'CCDC 2394706'
loop_
_audit_author_name
_audit_author_address
'Muhammad Arif'
;Xinjiang Technical institute of physcis and chemistry
China
;
_audit_update_record             
;
2024-10-30 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
_audit_creation_date             2024-09-07
_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        'Aminopyrazine Succinate'
_chemical_formula_moiety         '2(C4 H5 N3), C4 H6 O4'
_chemical_formula_sum            'C12 H16 N6 O4'
_chemical_formula_weight         308.31
_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                   5.3958(6)
_cell_length_b                   19.471(2)
_cell_length_c                   6.9453(7)
_cell_angle_alpha                90
_cell_angle_beta                 104.630(5)
_cell_angle_gamma                90
_cell_volume                     706.02(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1426
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.20
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6620
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.162
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7097
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.542
_diffrn_reflns_theta_min         2.092
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_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           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                1185
_reflns_number_total             1605
_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         0.314
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1605
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.034
_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)+(0.0573P)²+0.1394P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1264
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Riding coordinates:
 N1(H1a,H1b), C2(H2), C3(H3), C4(H4), C6(H6a,H6b), O1(H1)
;
_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
N1 N 0.8073(2) 0.05544(7) 0.6351(2) 0.0277(4) Uani 1 1 d . . . . .
H1A H 0.764888 0.012323 0.606178 0.033 Uiso 1 1 d R U . . .
H1B H 0.963218 0.065763 0.704168 0.033 Uiso 1 1 d R U . . .
N2 N 0.3985(2) 0.08808(7) 0.4691(2) 0.0226(3) Uani 1 1 d . . . . .
N3 N 0.5323(3) 0.22490(7) 0.5545(2) 0.0263(3) Uani 1 1 d . . . . .
C1 C 0.6340(3) 0.10553(8) 0.5738(2) 0.0207(4) Uani 1 1 d . . . . .
C2 C 0.2326(3) 0.13958(9) 0.4082(3) 0.0262(4) Uani 1 1 d . . . . .
H2 H 0.063998 0.128783 0.333481 0.031 Uiso 1 1 d R U . . .
C3 C 0.2955(3) 0.20729(9) 0.4490(3) 0.0280(4) Uani 1 1 d . . . . .
H3 H 0.171061 0.241988 0.402413 0.034 Uiso 1 1 d R U . . .
C4 C 0.6988(3) 0.17526(8) 0.6168(3) 0.0232(4) Uani 1 1 d . . . . .
H4 H 0.866462 0.186523 0.692474 0.028 Uiso 1 1 d R U . . .
C5 C 0.4903(3) 0.09897(8) 1.0179(2) 0.0212(4) Uani 1 1 d . . . . .
C6 C 0.5893(3) 0.02664(8) 1.0591(2) 0.0229(4) Uani 1 1 d . . . . .
H6A H 0.615574 0.016844 1.202770 0.027 Uiso 1 1 d R U . . .
H6B H 0.757624 0.023034 1.027340 0.027 Uiso 1 1 d R U . . .
O1 O 0.6597(2) 0.14454(6) 1.10958(19) 0.0283(3) Uani 1 1 d . . . . .
H1 H 0.601004 0.184273 1.081506 0.042 Uiso 1 1 d R U . . .
O2 O 0.2803(2) 0.11375(6) 0.91457(19) 0.0288(3) 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
N1 0.0197(7) 0.0187(7) 0.0387(9) -0.0006(6) -0.0035(6) -0.0004(5)
N2 0.0179(7) 0.0227(7) 0.0250(7) -0.0010(6) 0.0014(5) -0.0014(5)
N3 0.0276(7) 0.0200(7) 0.0294(8) -0.0013(6) 0.0040(6) -0.0009(5)
C1 0.0197(7) 0.0203(8) 0.0207(8) -0.0001(6) 0.0026(6) -0.0011(6)
C2 0.0194(8) 0.0256(9) 0.0305(9) 0.0005(7) 0.0009(7) 0.0003(6)
C3 0.0235(8) 0.0245(9) 0.0331(10) 0.0025(7) 0.0017(7) 0.0042(7)
C4 0.0213(8) 0.0196(8) 0.0266(9) -0.0019(6) 0.0024(6) -0.0021(6)
C5 0.0203(8) 0.0207(8) 0.0210(8) -0.0005(6) 0.0025(6) -0.0004(6)
C6 0.0228(8) 0.0188(8) 0.0247(9) -0.0006(7) 0.0020(7) 0.0016(6)
O1 0.0252(6) 0.0161(6) 0.0370(7) -0.0001(5) -0.0040(5) -0.0003(4)
O2 0.0241(6) 0.0217(6) 0.0342(7) -0.0020(5) -0.0047(5) 0.0016(5)

_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
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N1 C1 1.344(2) . ?
N2 C1 1.339(2) . ?
N2 C2 1.340(2) . ?
N3 C3 1.347(2) . ?
N3 C4 1.316(2) . ?
C1 C4 1.415(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.373(2) . ?
C3 H3 0.9499 . ?
C4 H4 0.9500 . ?
C5 C6 1.508(2) . ?
C5 O1 1.3169(19) . ?
C5 O2 1.2126(19) . ?
C6 C6 1.510(3) 3_657 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
O1 H1 0.8400 . ?

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 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
C1 N2 C2 116.64(14) . . ?
C4 N3 C3 117.83(15) . . ?
N1 C1 C4 120.95(14) . . ?
N2 C1 N1 118.49(15) . . ?
N2 C1 C4 120.56(14) . . ?
N2 C2 H2 118.6 . . ?
N2 C2 C3 122.88(15) . . ?
C3 C2 H2 118.6 . . ?
N3 C3 C2 120.53(16) . . ?
N3 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
N3 C4 C1 121.56(15) . . ?
N3 C4 H4 119.2 . . ?
C1 C4 H4 119.2 . . ?
O1 C5 C6 111.60(13) . . ?
O2 C5 C6 124.56(15) . . ?
O2 C5 O1 123.83(15) . . ?
C5 C6 C6 113.06(16) . 3_657 ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
C6 C6 H6A 109.0 3_657 . ?
C6 C6 H6B 109.0 3_657 . ?
H6A C6 H6B 107.8 . . ?
C5 O1 H1 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A N2 0.88 2.15 3.027(2) 171.2 3_656 yes
N1 H1B O2 0.88 2.16 3.0114(18) 162.1 1_655 yes
C2 H2 O1 0.95 2.36 3.260(2) 158.5 1_454 yes
O1 H1 N3 0.84 1.81 2.6359(18) 168.8 4_566 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C4 N3 178.71(16) . . . . ?
N2 C1 C4 N3 -0.6(3) . . . . ?
N2 C2 C3 N3 0.0(3) . . . . ?
C1 N2 C2 C3 0.0(3) . . . . ?
C2 N2 C1 N1 -179.00(15) . . . . ?
C2 N2 C1 C4 0.3(2) . . . . ?
C3 N3 C4 C1 0.5(3) . . . . ?
C4 N3 C3 C2 -0.2(3) . . . . ?
O1 C5 C6 C6 -174.42(16) . . . 3_657 ?
O2 C5 C6 C6 6.0(3) . . . 3_657 ?

_shelx_res_file                  
;
TITL rrr_a.res in P2(1)/c
    rrr.res
    created by SHELXL-2018/3 at 16:22:48 on 07-Sep-2024
REM Old TITL RRR in P2(1)/c
REM SHELXT solution in P2(1)/c: R1 0.136, Rweak 0.003, Alpha 0.022
REM <I/s> 0.243 for 55 systematic absences, Orientation as input
REM Formula found by SHELXT: C6 N2 O3
CELL 0.71073 5.3958 19.4709 6.9453 90 104.63 90
ZERR 2 0.0006 0.0022 0.0007 0 0.005 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 24 32 12 8
EQIV $1 1-X,-Y,1-Z
EQIV $2 1+X,+Y,+Z
EQIV $3 -1+X,+Y,-1+Z
EQIV $4 +X,0.5-Y,0.5+Z

L.S. 60
PLAN  1
SIZE 0.22 0.186 0.162
TEMP 24.85
CONF
HTAB N1 N2_$1
HTAB N1 O2_$2
HTAB C2 O1_$3
HTAB O1 N3_$4
list 4
MORE -1
BOND $H
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\RRR.hkl">
REM </olex2.extras>

WGHT    0.057300    0.139400
FVAR       1.30205
N1    3    0.807298    0.055443    0.635108    11.00000    0.01973    0.01872 =
         0.03873   -0.00062   -0.00345   -0.00037
AFIX   3
H1A   2    0.764888    0.012323    0.606178    11.00000   -1.20000
H1B   2    0.963218    0.065763    0.704168    11.00000   -1.20000
AFIX   0
N2    3    0.398503    0.088078    0.469093    11.00000    0.01785    0.02266 =
         0.02501   -0.00103    0.00136   -0.00137
N3    3    0.532286    0.224904    0.554533    11.00000    0.02759    0.02003 =
         0.02943   -0.00131    0.00397   -0.00087
C1    1    0.633951    0.105532    0.573841    11.00000    0.01974    0.02034 =
         0.02069   -0.00015    0.00256   -0.00112
C2    1    0.232588    0.139583    0.408191    11.00000    0.01944    0.02565 =
         0.03052    0.00054    0.00085    0.00031
AFIX   3
H2    2    0.063998    0.128783    0.333481    11.00000   -1.20000
AFIX   0
C3    1    0.295521    0.207288    0.448993    11.00000    0.02350    0.02449 =
         0.03314    0.00249    0.00170    0.00417
AFIX   3
H3    2    0.171061    0.241988    0.402413    11.00000   -1.20000
AFIX   0
C4    1    0.698782    0.175263    0.616834    11.00000    0.02133    0.01963 =
         0.02659   -0.00193    0.00243   -0.00206
AFIX   3
H4    2    0.866462    0.186523    0.692474    11.00000   -1.20000
AFIX   0

C5    1    0.490265    0.098968    1.017946    11.00000    0.02035    0.02070 =
         0.02096   -0.00050    0.00253   -0.00039
C6    1    0.589294    0.026644    1.059150    11.00000    0.02283    0.01884 =
         0.02474   -0.00056    0.00197    0.00164
AFIX   3
H6A   2    0.615574    0.016844    1.202770    11.00000   -1.20000
H6B   2    0.757624    0.023034    1.027340    11.00000   -1.20000
AFIX   0
O1    4    0.659694    0.144543    1.109576    11.00000    0.02525    0.01614 =
         0.03703   -0.00008   -0.00399   -0.00025
AFIX   3
H1    2    0.601004    0.184273    1.081506    11.00000   -1.50000
AFIX   0
O2    4    0.280350    0.113748    0.914573    11.00000    0.02407    0.02173 =
         0.03424   -0.00205   -0.00466    0.00156
HKLF 4




REM  rrr_a.res in P2(1)/c
REM wR2 = 0.1264, GooF = S = 1.034, Restrained GooF = 1.034 for all data
REM R1 = 0.0441 for 1185 Fo > 4sig(Fo) and 0.0628 for all 1605 data
REM 100 parameters refined using 0 restraints

END

WGHT      0.0573      0.1394

REM Highest difference peak  0.314,  deepest hole -0.219,  1-sigma level  0.051
Q1    1   0.5339  0.0605  1.0452  11.00000  0.05    0.31
;
_shelx_res_checksum              45076
_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_5555555
_database_code_depnum_ccdc_archive 'CCDC 2394704'
loop_
_audit_author_name
_audit_author_address
'Muhammad Arif'
;Xinjiang Technical institute of physcis and chemistry
China
;
_audit_update_record             
;
2024-10-30 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
_audit_creation_date             2024-09-07
_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        'Aminopyrazine Sulfamate'
_chemical_formula_moiety         'H2 N O3 S, C4 H6 N3'
_chemical_formula_sum            'C4 H8 N4 O3 S'
_chemical_formula_weight         192.20
_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'
S S 0.1246 0.1234 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.329(2)
_cell_length_b                   8.9732(6)
_cell_length_c                   7.4927(6)
_cell_angle_alpha                90
_cell_angle_beta                 101.254(3)
_cell_angle_gamma                90
_cell_volume                     1538.3(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2332
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      3.51
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.931
_exptl_absorpt_coefficient_mu    0.395
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6473
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1224 before and 0.0619 after correction.
The Ratio of minimum to maximum transmission is 0.8682.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.184
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.144
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5566
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.472
_diffrn_reflns_theta_min         3.506
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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                1433
_reflns_number_total             1730
_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         0.270
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.008(2)
_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   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1730
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0392
_refine_ls_restrained_S_all      1.087
_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)+(0.0410P)²+0.9410P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1034
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H1A,H1B} of N1, All N(H) groups
 At 1.5 times of:
  {H4A,H4B} of N4
2.a Riding coordinates:
 N1(H1A,H1B), N3(H3), N4(H4A,H4B), C2(H2), C3(H3A), C4(H4)
;
_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
S1 S 0.58053(2) 0.33548(5) 0.41698(6) 0.0247(2) Uani 1 1 d . . . . .
N1 N 0.58707(8) 0.89987(18) 0.3305(2) 0.0353(4) Uani 1 1 d . . . . .
H1A H 0.564193 0.834463 0.263948 0.042 Uiso 1 1 d R U . . .
H1B H 0.579623 0.995753 0.316368 0.042 Uiso 1 1 d R U . . .
N2 N 0.71485(9) 0.9136(2) 0.6881(2) 0.0405(5) Uani 1 1 d . . . . .
N3 N 0.64548(7) 0.70932(17) 0.4775(2) 0.0299(4) Uani 1 1 d . . . . .
H3 H 0.624101 0.642745 0.408177 0.036 Uiso 1 1 d R U . . .
N4 N 0.52806(7) 0.30614(18) 0.5318(2) 0.0297(4) Uani 1 1 d . . . . .
H4A H 0.498483 0.281926 0.466512 0.045 Uiso 1 1 d R U . . .
H4B H 0.526233 0.375526 0.599572 0.045 Uiso 1 1 d R U . . .
C1 C 0.63257(9) 0.8542(2) 0.4516(3) 0.0276(4) Uani 1 1 d . . . . .
C2 C 0.67073(9) 0.9555(2) 0.5632(3) 0.0332(5) Uani 1 1 d . . . . .
H2 H 0.663671 1.059289 0.545751 0.040 Uiso 1 1 d R U . . .
C3 C 0.72453(10) 0.7649(3) 0.7115(3) 0.0406(5) Uani 1 1 d . . . . .
H3A H 0.755975 0.731728 0.803199 0.049 Uiso 1 1 d R U . . .
C4 C 0.69058(10) 0.6628(2) 0.6076(3) 0.0355(5) Uani 1 1 d . . . . .
H4 H 0.698338 0.559438 0.625902 0.043 Uiso 1 1 d R U . . .
O1 O 0.57142(6) 0.48195(14) 0.33046(19) 0.0350(4) Uani 1 1 d . . . . .
O2 O 0.57300(7) 0.21703(15) 0.28242(19) 0.0341(4) Uani 1 1 d . . . . .
O3 O 0.63402(6) 0.32716(16) 0.54951(19) 0.0366(4) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0282(3) 0.0197(3) 0.0248(3) 0.00148(15) 0.00171(18) 0.00048(17)
N1 0.0383(10) 0.0259(9) 0.0384(9) -0.0046(7) -0.0006(8) -0.0001(7)
N2 0.0402(11) 0.0367(10) 0.0420(10) -0.0064(8) 0.0018(8) -0.0045(8)
N3 0.0342(9) 0.0209(8) 0.0340(9) -0.0039(6) 0.0053(7) -0.0033(6)
N4 0.0329(9) 0.0288(9) 0.0267(8) -0.0009(6) 0.0041(7) -0.0004(7)
C1 0.0323(10) 0.0241(9) 0.0281(9) -0.0023(7) 0.0098(8) -0.0017(7)
C2 0.0378(11) 0.0247(9) 0.0369(11) -0.0059(8) 0.0067(9) -0.0027(8)
C3 0.0372(12) 0.0407(12) 0.0405(12) 0.0004(9) -0.0006(9) 0.0023(10)
C4 0.0364(11) 0.0302(11) 0.0396(11) 0.0034(8) 0.0067(9) 0.0039(8)
O1 0.0424(9) 0.0228(7) 0.0362(8) 0.0088(6) -0.0011(6) -0.0040(6)
O2 0.0418(8) 0.0281(7) 0.0318(7) -0.0062(6) 0.0061(6) 0.0023(6)
O3 0.0301(8) 0.0383(8) 0.0373(8) 0.0023(6) -0.0036(6) 0.0016(6)

_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
S1 N4 1.6487(16) . ?
S1 O1 1.4625(13) . ?
S1 O2 1.4519(13) . ?
S1 O3 1.4371(15) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N1 C1 1.320(3) . ?
N2 C2 1.304(3) . ?
N2 C3 1.358(3) . ?
N3 H3 0.8800 . ?
N3 C1 1.340(2) . ?
N3 C4 1.353(3) . ?
N4 H4A 0.7943 . ?
N4 H4B 0.8099 . ?
C1 C2 1.424(3) . ?
C2 H2 0.9500 . ?
C3 H3A 0.9500 . ?
C3 C4 1.353(3) . ?
C4 H4 0.9500 . ?

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 S1 N4 108.45(8) . . ?
O2 S1 N4 104.12(8) . . ?
O2 S1 O1 111.26(8) . . ?
O3 S1 N4 105.32(9) . . ?
O3 S1 O1 112.61(8) . . ?
O3 S1 O2 114.38(9) . . ?
H1A N1 H1B 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
C2 N2 C3 117.64(18) . . ?
C1 N3 H3 119.2 . . ?
C1 N3 C4 121.64(17) . . ?
C4 N3 H3 119.2 . . ?
S1 N4 H4A 111.5 . . ?
S1 N4 H4B 109.9 . . ?
H4A N4 H4B 116.8 . . ?
N1 C1 N3 121.92(18) . . ?
N1 C1 C2 122.14(18) . . ?
N3 C1 C2 115.94(18) . . ?
N2 C2 C1 123.52(19) . . ?
N2 C2 H2 118.2 . . ?
C1 C2 H2 118.2 . . ?
N2 C3 H3A 119.1 . . ?
C4 C3 N2 121.8(2) . . ?
C4 C3 H3A 119.1 . . ?
N3 C4 C3 119.41(19) . . ?
N3 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A N4 0.88 2.18 3.020(2) 159.3 6_565 yes
N1 H1A O3 0.88 2.89 3.269(2) 107.7 6_565 yes
N1 H1B O2 0.88 2.00 2.879(2) 173.0 1_565 yes
N3 H3 O1 0.88 1.91 2.760(2) 161.6 . yes
N3 H3 O3 0.88 2.76 3.183(2) 111.3 6_565 yes
N4 H4A O2 0.79 2.32 3.094(2) 164.9 2_655 yes
N4 H4B O1 0.81 2.24 2.960(2) 148.0 6_566 yes
C4 H4 O3 0.95 2.57 3.283(3) 132.4 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 177.6(2) . . . . ?
N2 C3 C4 N3 -0.4(3) . . . . ?
N3 C1 C2 N2 -2.1(3) . . . . ?
C1 N3 C4 C3 -1.7(3) . . . . ?
C2 N2 C3 C4 1.2(3) . . . . ?
C3 N2 C2 C1 0.1(3) . . . . ?
C4 N3 C1 N1 -176.89(18) . . . . ?
C4 N3 C1 C2 2.8(3) . . . . ?

_shelx_res_file                  
;
TITL 5555555_a.res in C2/c
    5555555.res
    created by SHELXL-2018/3 at 15:36:51 on 07-Sep-2024
REM Old TITL 5555555 in C2/c
REM SHELXT solution in C2/c: R1 0.108, Rweak 0.002, Alpha 0.023
REM <I/s> 0.289 for 106 systematic absences, Orientation as input
REM Formula found by SHELXT: C6 N O4 S
CELL 0.71073 23.3289 8.9732 7.4927 90 101.254 90
ZERR 8 0.002 0.0006 0.0006 0 0.003 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H N O S
UNIT 32 64 32 24 8
EQIV $1 +X,1-Y,-0.5+Z
EQIV $2 +X,1+Y,+Z
EQIV $3 +X,1-Y,0.5+Z
EQIV $4 1-X,+Y,0.5-Z

L.S. 50
PLAN  1
SIZE 0.184 0.162 0.144
TEMP 24.85
CONF
HTAB N1 N4_$1
HTAB N1 O2_$2
HTAB N1 O3_$1
HTAB N3 O1
HTAB N3 O3_$1
HTAB N4 O1_$3
HTAB N4 O2_$4
HTAB C4 O3
list 4
MORE -1
BOND $H
fmap 2 53
acta
OMIT 2 0 0
REM <olex2.extras>
REM <HklSrc "%.\\5555555.hkl">
REM </olex2.extras>

WGHT    0.041000    0.941000
EXTI    0.007868
FVAR       0.62361
S1    5    0.580528    0.335483    0.416983    11.00000    0.02820    0.01973 =
         0.02479    0.00148    0.00171    0.00048
N1    3    0.587073    0.899873    0.330528    11.00000    0.03834    0.02587 =
         0.03838   -0.00457   -0.00062   -0.00008
AFIX   3
H1A   2    0.564193    0.834463    0.263948    11.00000   -1.20000
H1B   2    0.579623    0.995753    0.316368    11.00000   -1.20000
AFIX   0
N2    3    0.714851    0.913574    0.688123    11.00000    0.04015    0.03674 =
         0.04197   -0.00637    0.00183   -0.00453
N3    3    0.645481    0.709315    0.477517    11.00000    0.03425    0.02090 =
         0.03402   -0.00386    0.00534   -0.00327
AFIX   3
H3    2    0.624101    0.642745    0.408177    11.00000   -1.20000
AFIX   0

N4    3    0.528063    0.306136    0.531792    11.00000    0.03288    0.02876 =
         0.02669   -0.00092    0.00410   -0.00040
AFIX   3
H4A   2    0.498483    0.281926    0.466512    11.00000   -1.50000
H4B   2    0.526233    0.375526    0.599572    11.00000   -1.50000
AFIX   0

C1    1    0.632571    0.854186    0.451624    11.00000    0.03234    0.02408 =
         0.02808   -0.00226    0.00977   -0.00167
C2    1    0.670731    0.955539    0.563221    11.00000    0.03781    0.02466 =
         0.03690   -0.00586    0.00668   -0.00273
AFIX   3
H2    2    0.663671    1.059289    0.545751    11.00000   -1.20000
AFIX   0
C3    1    0.724525    0.764918    0.711479    11.00000    0.03720    0.04075 =
         0.04048    0.00036   -0.00064    0.00232
AFIX   3
H3A   2    0.755975    0.731728    0.803199    11.00000   -1.20000
AFIX   0
C4    1    0.690578    0.662827    0.607622    11.00000    0.03645    0.03015 =
         0.03964    0.00338    0.00674    0.00393
AFIX   3
H4    2    0.698338    0.559438    0.625902    11.00000   -1.20000
AFIX   0

O1    4    0.571423    0.481950    0.330461    11.00000    0.04237    0.02282 =
         0.03622    0.00883   -0.00110   -0.00404
O2    4    0.573001    0.217029    0.282418    11.00000    0.04184    0.02808 =
         0.03179   -0.00623    0.00606    0.00229
O3    4    0.634021    0.327161    0.549506    11.00000    0.03010    0.03826 =
         0.03726    0.00231   -0.00365    0.00164
HKLF 4




REM  5555555_a.res in C2/c
REM wR2 = 0.1034, GooF = S = 1.087, Restrained GooF = 1.087 for all data
REM R1 = 0.0392 for 1433 Fo > 4sig(Fo) and 0.0485 for all 1730 data
REM 110 parameters refined using 0 restraints

END

WGHT      0.0410      0.9410

REM Highest difference peak  0.270,  deepest hole -0.381,  1-sigma level  0.059
Q1    1   0.5628  0.4104  0.3554  11.00000  0.05    0.27
;
_shelx_res_checksum              53421
_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_apzbf4collect
_database_code_depnum_ccdc_archive 'CCDC 2394702'
loop_
_audit_author_name
_audit_author_address
'Muhammad Arif'
;Xinjiang Technical institute of physcis and chemistry
China
;
_audit_update_record             
;
2024-10-30 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
_audit_creation_date             2024-09-07
_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        'Aminopyrazine Tetrafloroborate'
_chemical_formula_moiety         'B F4, C4 H6 N3'
_chemical_formula_sum            'C4 H6 B F4 N3'
_chemical_formula_weight         182.93
_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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_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                   4.9961(5)
_cell_length_b                   20.906(2)
_cell_length_c                   7.0582(6)
_cell_angle_alpha                90
_cell_angle_beta                 102.398(3)
_cell_angle_gamma                90
_cell_volume                     720.03(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3316
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      3.11
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    0.178
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5526
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1445 before and 0.0710 after correction.
The Ratio of minimum to maximum transmission is 0.7411.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.206
_exptl_crystal_size_mid          0.184
_exptl_crystal_size_min          0.154
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0975
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            17178
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.578
_diffrn_reflns_theta_min         3.112
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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                1355
_reflns_number_total             1659
_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         0.265
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1659
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0476
_refine_ls_restrained_S_all      1.070
_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)+(0.0583P)²+0.2525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1237
_refine_ls_wR_factor_ref         0.1358
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2.a Riding coordinates:
 N1(H1a,H1b), N2(H2), C2(H2a), C3(H3), C4(H4)
;
_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
B1 B -0.0815(4) 0.42492(9) 0.2148(3) 0.0351(4) Uani 1 1 d . . . . .
N1 N 0.6129(3) 0.44352(8) 0.6876(2) 0.0485(4) Uani 1 1 d . . . . .
H1A H 0.608756 0.473002 0.771873 0.058 Uiso 1 1 d R U . . .
H1B H 0.710746 0.448502 0.602183 0.058 Uiso 1 1 d R U . . .
N2 N 0.3154(3) 0.38133(7) 0.81946(19) 0.0392(4) Uani 1 1 d . . . . .
H2 H 0.307277 0.410688 0.903362 0.047 Uiso 1 1 d R U . . .
N3 N 0.3352(4) 0.28755(8) 0.5539(2) 0.0538(4) Uani 1 1 d . . . . .
C1 C 0.4699(3) 0.39089(8) 0.6893(2) 0.0360(4) Uani 1 1 d . . . . .
C2 C 0.1706(4) 0.32632(9) 0.8229(3) 0.0461(4) Uani 1 1 d . . . . .
H2A H 0.064634 0.320540 0.914915 0.055 Uiso 1 1 d R U . . .
C3 C 0.1828(5) 0.28059(10) 0.6917(3) 0.0534(5) Uani 1 1 d . . . . .
H3 H 0.084490 0.242970 0.694784 0.064 Uiso 1 1 d R U . . .
C4 C 0.4707(4) 0.34041(9) 0.5535(3) 0.0436(4) Uani 1 1 d . . . . .
H4 H 0.574107 0.345698 0.459643 0.052 Uiso 1 1 d R U . . .
F1 F 0.1716(2) 0.42796(6) 0.16563(17) 0.0535(3) Uani 1 1 d . . . . .
F3 F -0.0453(3) 0.43054(8) 0.41270(17) 0.0674(4) Uani 1 1 d . . . . .
F2 F -0.2488(3) 0.47382(6) 0.12570(19) 0.0634(4) Uani 1 1 d . . . . .
F4 F -0.2047(3) 0.36777(6) 0.1537(2) 0.0711(4) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
B1 0.0389(9) 0.0355(9) 0.0336(9) 0.0005(6) 0.0137(7) -0.0003(7)
N1 0.0568(9) 0.0466(9) 0.0485(9) -0.0120(7) 0.0256(7) -0.0083(7)
N2 0.0444(8) 0.0435(8) 0.0328(7) -0.0048(5) 0.0147(6) 0.0037(6)
N3 0.0724(11) 0.0402(8) 0.0542(10) -0.0081(7) 0.0258(8) 0.0005(8)
C1 0.0380(8) 0.0395(8) 0.0314(7) -0.0014(6) 0.0092(6) 0.0044(6)
C2 0.0496(10) 0.0486(10) 0.0443(9) 0.0063(7) 0.0193(8) 0.0047(8)
C3 0.0665(12) 0.0380(10) 0.0606(12) 0.0024(8) 0.0242(10) -0.0034(8)
C4 0.0560(10) 0.0419(9) 0.0373(8) -0.0045(7) 0.0196(7) 0.0038(8)
F1 0.0488(6) 0.0605(7) 0.0592(7) -0.0064(5) 0.0293(5) -0.0038(5)
F3 0.0629(8) 0.1077(12) 0.0345(6) -0.0008(6) 0.0169(5) 0.0097(7)
F2 0.0740(8) 0.0569(8) 0.0636(8) 0.0146(5) 0.0244(6) 0.0246(6)
F4 0.0709(9) 0.0476(7) 0.0963(11) -0.0141(6) 0.0210(7) -0.0182(6)

_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
B1 F1 1.383(2) . ?
B1 F3 1.374(2) . ?
B1 F2 1.383(2) . ?
B1 F4 1.370(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8599 . ?
N1 C1 1.314(2) . ?
N2 H2 0.8599 . ?
N2 C1 1.336(2) . ?
N2 C2 1.362(2) . ?
N3 C3 1.366(3) . ?
N3 C4 1.296(2) . ?
C1 C4 1.426(2) . ?
C2 H2A 0.9299 . ?
C2 C3 1.341(3) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?

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
F1 B1 F2 110.34(14) . . ?
F3 B1 F1 108.86(15) . . ?
F3 B1 F2 109.50(15) . . ?
F4 B1 F1 109.52(14) . . ?
F4 B1 F3 110.28(15) . . ?
F4 B1 F2 108.34(15) . . ?
H1A N1 H1B 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
C1 N2 H2 119.1 . . ?
C1 N2 C2 121.75(15) . . ?
C2 N2 H2 119.1 . . ?
C4 N3 C3 117.61(16) . . ?
N1 C1 N2 121.83(15) . . ?
N1 C1 C4 122.24(16) . . ?
N2 C1 C4 115.92(16) . . ?
N2 C2 H2A 120.4 . . ?
C3 C2 N2 119.13(17) . . ?
C3 C2 H2A 120.4 . . ?
N3 C3 H3 119.0 . . ?
C2 C3 N3 122.04(18) . . ?
C2 C3 H3 119.0 . . ?
N3 C4 C1 123.54(16) . . ?
N3 C4 H4 118.2 . . ?
C1 C4 H4 118.2 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A F1 0.86 2.34 2.995(2) 133.2 3_666 yes
N1 H1A F2 0.86 2.36 3.010(2) 133.1 3_566 yes
N1 H1A F2 0.86 2.45 3.086(2) 131.8 1_656 yes
N1 H1B F3 0.86 2.03 2.859(2) 162.2 1_655 yes
N2 H2 F1 0.86 2.13 2.8619(17) 142.1 1_556 yes
N2 H2 F2 0.86 2.44 3.080(2) 132.2 3_566 yes
N2 H2 F4 0.86 2.83 2.994(2) 92.4 1_656 yes
C2 H2A F1 0.93 2.84 3.219(2) 105.9 1_556 yes
C3 H3 F4 0.93 2.59 3.174(2) 121.7 4_666 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C4 N3 178.82(18) . . . . ?
N2 C1 C4 N3 -0.9(3) . . . . ?
N2 C2 C3 N3 -0.3(3) . . . . ?
C1 N2 C2 C3 -0.2(3) . . . . ?
C2 N2 C1 N1 -178.97(16) . . . . ?
C2 N2 C1 C4 0.7(2) . . . . ?
C3 N3 C4 C1 0.4(3) . . . . ?
C4 N3 C3 C2 0.2(3) . . . . ?

_shelx_res_file                  
;
TITL apzbf4collect_a.res in P2(1)/n
    apzbf4collect.res
    created by SHELXL-2018/3 at 00:10:06 on 07-Sep-2024
REM Old TITL APZBF4 COLLECT in P2(1)/n
REM SHELXT solution in P2(1)/n: R1 0.177, Rweak 0.010, Alpha 0.024
REM <I/s> 1.237 for 55 systematic absences, Orientation as input
REM Formula found by SHELXT: C6 B N F4
CELL 0.71073 4.9961 20.906 7.0582 90 102.398 90
ZERR 4 0.0005 0.0021 0.0006 0 0.003 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H B F N
UNIT 16 24 4 16 12
EQIV $1 +X,+Y,1+Z
EQIV $2 -X,1-Y,1-Z
EQIV $3 1+X,+Y,1+Z
EQIV $4 1-X,1-Y,1-Z
EQIV $5 1+X,+Y,+Z
EQIV $6 0.5+X,0.5-Y,0.5+Z

L.S. 40
PLAN  5
SIZE 0.206 0.184 0.154
TEMP 24.85
CONF
HTAB N2 F1_$1
HTAB N2 F2_$2
HTAB N2 F4_$3
HTAB N1 F1_$4
HTAB N1 F3_$5
HTAB N1 F2_$3
HTAB N1 F2_$2
HTAB C3 F4_$6
HTAB C2 F1_$1
LIST 4
MORE -1
BOND $H
fmap 2 53
acta
OMIT 0 2 0
REM <olex2.extras>
REM <HklSrc "%.\\APZBF4%20COLLECT.hkl">
REM </olex2.extras>

WGHT    0.058300    0.252500
FVAR       1.41496
B1    3   -0.081532    0.424917    0.214812    11.00000    0.03895    0.03546 =
         0.03356    0.00051    0.01373   -0.00032
N1    5    0.612926    0.443522    0.687584    11.00000    0.05680    0.04659 =
         0.04846   -0.01203    0.02560   -0.00828
AFIX   3
H1A   2    0.608756    0.473002    0.771873    11.00000   -1.20000
H1B   2    0.710746    0.448502    0.602183    11.00000   -1.20000
AFIX   0
N2    5    0.315447    0.381328    0.819462    11.00000    0.04438    0.04346 =
         0.03277   -0.00477    0.01474    0.00366
AFIX   3
H2    2    0.307277    0.410688    0.903362    11.00000   -1.20000
AFIX   0
N3    5    0.335209    0.287553    0.553859    11.00000    0.07241    0.04019 =
         0.05424   -0.00807    0.02578    0.00047
C1    1    0.469855    0.390886    0.689284    11.00000    0.03797    0.03946 =
         0.03140   -0.00144    0.00917    0.00444
C2    1    0.170614    0.326320    0.822875    11.00000    0.04960    0.04857 =
         0.04428    0.00634    0.01933    0.00466
AFIX   3
H2A   2    0.064634    0.320540    0.914915    11.00000   -1.20000
AFIX   0
C3    1    0.182820    0.280590    0.691744    11.00000    0.06646    0.03800 =
         0.06055    0.00242    0.02419   -0.00340
AFIX   3
H3    2    0.084490    0.242970    0.694784    11.00000   -1.20000
AFIX   0
C4    1    0.470728    0.340408    0.553503    11.00000    0.05605    0.04190 =
         0.03732   -0.00455    0.01960    0.00376
AFIX   3
H4    2    0.574107    0.345698    0.459643    11.00000   -1.20000
AFIX   0

F1    4    0.171637    0.427962    0.165633    11.00000    0.04878    0.06051 =
         0.05922   -0.00638    0.02931   -0.00378
F3    4   -0.045319    0.430536    0.412700    11.00000    0.06286    0.10773 =
         0.03447   -0.00081    0.01688    0.00968
F2    4   -0.248789    0.473825    0.125701    11.00000    0.07399    0.05689 =
         0.06359    0.01459    0.02439    0.02459
F4    4   -0.204692    0.367773    0.153722    11.00000    0.07087    0.04759 =
         0.09632   -0.01409    0.02095   -0.01818
HKLF 4




REM  apzbf4collect_a.res in P2(1)/n
REM wR2 = 0.1358, GooF = S = 1.070, Restrained GooF = 1.070 for all data
REM R1 = 0.0476 for 1355 Fo > 4sig(Fo) and 0.0567 for all 1659 data
REM 109 parameters refined using 0 restraints

END

WGHT      0.0583      0.2525

REM Highest difference peak  0.265,  deepest hole -0.288,  1-sigma level  0.060
Q1    1  -0.0787  0.3610  0.2508  11.00000  0.05    0.26
Q2    1   0.0976  0.4255  0.2870  11.00000  0.05    0.26
Q3    1  -0.1231  0.4934  0.2127  11.00000  0.05    0.24
Q4    1  -0.1505  0.3807  0.0529  11.00000  0.05    0.24
Q5    1   0.0811  0.4337  0.3344  11.00000  0.05    0.23
;
_shelx_res_checksum              67043
_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_sss
_database_code_depnum_ccdc_archive 'CCDC 2394707'
loop_
_audit_author_name
_audit_author_address
'Muhammad Arif'
;Xinjiang Technical institute of physcis and chemistry
China
;
_audit_update_record             
;
2024-10-30 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
_audit_creation_date             2024-09-07
_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        'Aminopyrazine Borate'
_chemical_formula_moiety         '2(B H3 O3), C4 H5 N3'
_chemical_formula_sum            'C4 H11 B2 N3 O6'
_chemical_formula_weight         218.78
_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'
B B 0.0013 0.0007 '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                   10.2656(14)
_cell_length_b                   3.7235(5)
_cell_length_c                   13.2934(19)
_cell_angle_alpha                90
_cell_angle_beta                 107.188(5)
_cell_angle_gamma                90
_cell_volume                     485.43(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1591
_cell_measurement_temperature    298
_cell_measurement_theta_max      25.30
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.132
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6502
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             228
_exptl_crystal_size_max          0.154
_exptl_crystal_size_mid          0.132
_exptl_crystal_size_min          0.112
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3009
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.376
_diffrn_reflns_theta_min         2.077
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                744
_reflns_number_total             854
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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         0.155
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.071(16)
_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   1.180
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     65
_refine_ls_number_reflns         854
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0481
_refine_ls_restrained_S_all      1.180
_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)+0.4792P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1061
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 H1C-C1
 0.85 with sigma of 0.001
3. Others
 Fixed Sof: N1(0.5) H1A(0.5) H1B(0.5) H1C(0.5)
4.a Riding coordinates:
 N1(H1A,H1B,H1C,N2,C1,C2), N1(H2), O1(H1), O2(H2A), O3(H3)
;
_atom_sites_solution_hydrogens   difmap
_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
B1 B 0.9042(3) 0.7603(8) 0.3595(2) 0.0326(7) Uani 1 1 d . . . . .
N1 N 0.44455(14) 0.7524(4) 0.30844(11) 0.0514(13) Uani 0.5 1 d . . P . .
H1A H 0.510089 0.791168 0.280650 0.062 Uiso 0.5 1 d R U P . .
H1B H 0.360269 0.789218 0.271590 0.062 Uiso 0.5 1 d R U P . .
H1C H 0.448529 0.759728 0.346470 0.062 Uiso 0.5 1 d DR U P . .
N2 N 0.60297(14) 0.5889(4) 0.45664(11) 0.0443(6) Uani 1 1 d R . . . .
C1 C 0.47215(14) 0.6410(4) 0.40362(11) 0.0426(7) Uani 1 1 d DR . . . .
C2 C 0.63008(14) 0.4499(4) 0.55207(11) 0.0448(7) Uani 1 1 d R . . . .
H2 H 0.721499 0.411318 0.591230 0.054 Uiso 1 1 d R U . . .
O1 O 0.83238(18) 0.5818(5) 0.27212(13) 0.0443(6) Uani 1 1 d . . . . .
H1 H 0.882642 0.536785 0.234957 0.066 Uiso 1 1 d R U . . .
O2 O 1.03412(16) 0.8704(5) 0.37121(12) 0.0401(6) Uani 1 1 d . . . . .
H2A H 1.066443 0.960288 0.430511 0.060 Uiso 1 1 d R U . . .
O3 O 0.84745(17) 0.8305(5) 0.43795(13) 0.0442(6) Uani 1 1 d . . . . .
H3 H 0.773480 0.723553 0.425843 0.066 Uiso 1 1 d 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
B1 0.0319(15) 0.0383(16) 0.0294(13) 0.0015(12) 0.0116(11) 0.0005(12)
N1 0.046(3) 0.070(3) 0.038(2) 0.014(2) 0.012(2) 0.002(2)
N2 0.0344(13) 0.0528(15) 0.0510(14) -0.0065(12) 0.0206(10) -0.0064(11)
C1 0.0416(15) 0.0471(17) 0.0413(14) -0.0057(13) 0.0156(12) -0.0038(13)
C2 0.0295(14) 0.0552(18) 0.0493(16) -0.0072(14) 0.0109(12) -0.0015(12)
O1 0.0356(11) 0.0634(13) 0.0360(10) -0.0119(9) 0.0139(8) -0.0055(9)
O2 0.0314(10) 0.0614(13) 0.0301(9) -0.0026(8) 0.0132(7) -0.0062(9)
O3 0.0322(10) 0.0678(14) 0.0372(10) -0.0148(9) 0.0174(8) -0.0155(9)

_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
B1 O1 1.353(3) . ?
B1 O2 1.359(3) . ?
B1 O3 1.362(3) . ?
N1 H1A 0.8700 . ?
N1 H1B 0.8700 . ?
N1 H1C 0.4958 . ?
N1 C1 1.2811 . ?
N2 C1 1.3336 . ?
N2 C2 1.3213 . ?
C1 H1C 0.8499 . ?
C1 C2 1.389(3) 3_666 ?
C2 H2 0.9400 . ?
O1 H1 0.8300 . ?
O2 H2A 0.8300 . ?
O3 H3 0.8300 . ?

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 B1 O2 120.9(2) . . ?
O1 B1 O3 120.3(2) . . ?
O2 B1 O3 118.8(2) . . ?
H1A N1 H1B 120.0 . . ?
H1A N1 H1C 125.6 . . ?
H1B N1 H1C 109.5 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
C1 N1 H1C 23.5 . . ?
C2 N2 C1 117.3 . . ?
N1 C1 H1C 13.5 . . ?
N1 C1 N2 117.6 . . ?
N1 C1 C2 121.57(12) . 3_666 ?
N2 C1 H1C 121.7 . . ?
N2 C1 C2 120.63(12) . 3_666 ?
C2 C1 H1C 117.0 3_666 . ?
N2 C2 C1 122.11(12) . 3_666 ?
N2 C2 H2 119.0 . . ?
C1 C2 H2 118.9 3_666 . ?
B1 O1 H1 109.5 . . ?
B1 O2 H2A 109.5 . . ?
B1 O3 H3 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A N1 0.87 2.44 2.867(2) 110.6 2_645 yes
N1 H1A N1 0.87 2.21 2.867(2) 131.9 2_655 yes
N1 H1B O1 0.87 2.18 2.989(2) 154.3 2_655 yes
N1 H1C N2 0.50 1.92 2.237 124.0 . yes
O1 H1 O2 0.83 1.95 2.770(2) 167.2 2_745 yes
O2 H2A O3 0.83 1.88 2.708(2) 175.5 3_776 yes
O3 H3 N2 0.83 1.98 2.746(2) 153.8 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N2 C2 C1 0.26(14) . . . 3_666 ?
C2 N2 C1 N1 -175.3 . . . . ?
C2 N2 C1 C2 -0.26(14) . . . 3_666 ?

_shelx_res_file                  
;
TITL sss_a.res in P2(1)/c
    sss.res
    created by SHELXL-2018/3 at 16:35:08 on 07-Sep-2024
REM Old TITL SSS in P2(1)/c
REM SHELXT solution in P2(1)/c: R1 0.174, Rweak 0.031, Alpha 0.053
REM <I/s> 0.520 for 143 systematic absences, Orientation as input
REM Formula found by SHELXT: C1 N O4
CELL 0.71073 10.2656 3.7235 13.2934 90 107.188 90
ZERR 2 0.0014 0.0005 0.0019 0 0.005 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H B N O
UNIT 8 22 4 6 12
EQIV $1 2-X,2-Y,1-Z
EQIV $2 2-X,-0.5+Y,0.5-Z
EQIV $3 1-X,0.5+Y,0.5-Z
EQIV $4 1-X,-0.5+Y,0.5-Z
DFIX 0.85 0.001 H1c C1

L.S. 40
PLAN  5
SIZE 0.154 0.132 0.112
TEMP 24.85
CONF
HTAB O2 O3_$1
HTAB O1 O2_$2
HTAB O3 N2
HTAB N1 O1_$3
HTAB N1 N2
HTAB N1 N1_$4
HTAB N1 N1_$3
FREE H1c H1b
list 4
MORE -1
BOND $H
fmap 2 53
acta
SHEL 0.77 999
OMIT -5 1 2
OMIT -2 2 4
OMIT -1 1 2
OMIT -1 2 4
OMIT 2 0 2
OMIT 3 1 4
REM <olex2.extras>
REM <HklSrc "%.\\SSS.hkl">
REM </olex2.extras>

WGHT    0.000000    0.479200
EXTI    0.071112
FVAR       2.00465
B1    3    0.904246    0.760275    0.359537    11.00000    0.03189    0.03828 =
         0.02936    0.00152    0.01157    0.00051
N1    4    0.444549    0.752388    0.308440    10.50000    0.04593    0.07002 =
         0.03810    0.01418    0.01221    0.00235
AFIX   3
H1A   2    0.510089    0.791168    0.280650    10.50000   -1.20000
H1B   2    0.360269    0.789218    0.271590    10.50000   -1.20000
H1C   2    0.448529    0.759728    0.346470    10.50000   -1.20000
N2    4    0.602969    0.588858    0.456640    11.00000    0.03442    0.05278 =
         0.05102   -0.00650    0.02062   -0.00644
C1    1    0.472149    0.641038    0.403620    11.00000    0.04161    0.04710 =
         0.04132   -0.00567    0.01565   -0.00383
C2    1    0.630079    0.449878    0.552070    11.00000    0.02953    0.05518 =
         0.04932   -0.00718    0.01091   -0.00151
AFIX   3
H2    2    0.721499    0.411318    0.591230    11.00000   -1.20000
AFIX   0

O1    5    0.832382    0.581765    0.272117    11.00000    0.03564    0.06335 =
         0.03601   -0.01188    0.01388   -0.00550
AFIX   3
H1    2    0.882642    0.536785    0.234957    11.00000   -1.50000
AFIX   0
O2    5    1.034123    0.870418    0.371211    11.00000    0.03142    0.06139 =
         0.03007   -0.00264    0.01323   -0.00622
AFIX   3
H2A   2    1.066443    0.960288    0.430511    11.00000   -1.50000
AFIX   0
O3    5    0.847450    0.830543    0.437953    11.00000    0.03216    0.06778 =
         0.03719   -0.01483    0.01744   -0.01546
AFIX   3
H3    2    0.773480    0.723553    0.425843    11.00000   -1.50000
AFIX   0
HKLF 4




REM  sss_a.res in P2(1)/c
REM wR2 = 0.1061, GooF = S = 1.180, Restrained GooF = 1.180 for all data
REM R1 = 0.0481 for 744 Fo > 4sig(Fo) and 0.0554 for all 854 data
REM 65 parameters refined using 1 restraints

END

WGHT      0.0000      0.4792

REM Highest difference peak  0.155,  deepest hole -0.150,  1-sigma level  0.040
Q1    1   1.1773  0.7982  0.4209  11.00000  0.05    0.15
Q2    1   0.9018  0.5553  0.3349  11.00000  0.05    0.14
Q3    1   0.9126  1.0127  0.4645  11.00000  0.05    0.13
Q4    1   0.8378  0.1989  0.2173  11.00000  0.05    0.13
Q5    1   1.0247  0.6158  0.3949  11.00000  0.05    0.13
;
_shelx_res_checksum              13078
_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_trifliccollect
_database_code_depnum_ccdc_archive 'CCDC 2394703'
loop_
_audit_author_name
_audit_author_address
'Muhammad Arif'
;Xinjiang Technical institute of physcis and chemistry
China
;
_audit_update_record             
;
2024-10-30 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
_audit_creation_date             2024-10-27
_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        'Aminopyrazine triflate'
_chemical_formula_moiety         'C F3 O3 S, C4 H5 N3, C4 H6 N3'
_chemical_formula_sum            'C9 H11 F3 N6 O3 S'
_chemical_formula_weight         340.30
_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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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                   8.658(3)
_cell_length_b                   8.791(3)
_cell_length_c                   9.477(3)
_cell_angle_alpha                71.944(12)
_cell_angle_beta                 81.828(12)
_cell_angle_gamma                83.043(12)
_cell_volume                     676.6(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2622
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      27.42
_cell_measurement_theta_min      2.80
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.299
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6736
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0810 before and 0.0518 after correction.
The Ratio of minimum to maximum transmission is 0.9034.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic colourless'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0703
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8972
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.340
_diffrn_reflns_theta_min         2.274
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.39
_diffrn_source_power             0.0695
_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                1943
_reflns_number_total             2463
_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         0.719
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.217
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2463
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0555
_refine_ls_restrained_S_all      1.113
_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)+(0.0927P)²+0.2385P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1524
_refine_ls_wR_factor_ref         0.1731
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2.a Riding coordinates:
 N1(H1A,H1B), N4(H4A,H4B), N6(H6), C2(H2), C4(H4), C7(H7), C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C3(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
S1 S 0.70040(9) 0.36748(9) -0.02267(7) 0.0411(3) Uani 1 1 d . . . . .
N1 N 1.2454(3) 0.1939(3) 0.2451(3) 0.0526(7) Uani 1 1 d . . . . .
H1A H 1.288496 0.097868 0.277995 0.063 Uiso 1 1 d R U . . .
H1B H 1.203806 0.202568 0.165185 0.063 Uiso 1 1 d R U . . .
N2 N 1.1340(3) 0.1238(3) 0.4899(3) 0.0406(6) Uani 1 1 d . . . . .
N3 N 0.9118(3) 0.3790(3) 0.4194(3) 0.0408(6) Uani 1 1 d . . . . .
N4 N 0.6068(3) 0.1801(4) -0.5884(3) 0.0510(7) Uani 1 1 d . . . . .
H4A H 0.632336 0.078336 -0.563242 0.061 Uiso 1 1 d R U . . .
H4B H 0.555986 0.206826 -0.665282 0.061 Uiso 1 1 d R U . . .
N5 N 0.5406(3) 0.1246(3) -0.3343(3) 0.0434(6) Uani 1 1 d . . . . .
N6 N 0.3191(3) 0.3801(3) -0.3784(3) 0.0425(6) Uani 1 1 d . . . . .
H6 H 0.248986 0.459807 -0.392028 0.051 Uiso 1 1 d R U . . .
C1 C 1.1337(3) 0.2224(3) 0.3494(3) 0.0363(6) Uani 1 1 d . . . . .
C2 C 1.0214(4) 0.1564(4) 0.5913(3) 0.0479(8) Uani 1 1 d . . . . .
H2 H 1.018440 0.088738 0.688867 0.058 Uiso 1 1 d R U . . .
C3 C 0.9115(4) 0.2817(4) 0.5606(3) 0.0460(7) Uani 1 1 d . . . . .
H3 H 0.837058 0.300392 0.635709 0.070(12) Uiso 1 1 calc R . . . .
C4 C 1.0186(3) 0.3509(4) 0.3146(3) 0.0411(7) Uani 1 1 d . . . . .
H4 H 1.017744 0.417040 0.216749 0.049 Uiso 1 1 d R U . . .
C5 C 0.8502(4) 0.2012(4) -0.0005(4) 0.0516(8) Uani 1 1 d . . . . .
C6 C 0.5159(3) 0.2157(3) -0.4737(3) 0.0342(6) Uani 1 1 d . . . . .
C7 C 0.4543(4) 0.1650(4) -0.2216(3) 0.0514(8) Uani 1 1 d . . . . .
H7 H 0.470330 0.103350 -0.124748 0.062 Uiso 1 1 d R U . . .
C8 C 0.3439(4) 0.2918(4) -0.2402(3) 0.0485(8) Uani 1 1 d . . . . .
H8 H 0.287026 0.316281 -0.158047 0.058 Uiso 1 1 d R U . . .
C9 C 0.4017(3) 0.3457(4) -0.4952(3) 0.0391(7) Uani 1 1 d . . . . .
H9 H 0.383(4) 0.408(4) -0.598(4) 0.051(9) Uiso 1 1 d . . . . .
O1 O 0.7711(3) 0.4824(3) 0.0224(3) 0.0623(7) Uani 1 1 d . . . . .
O2 O 0.5704(3) 0.2946(3) 0.0755(3) 0.0640(7) Uani 1 1 d . . . . .
O3 O 0.6841(3) 0.4138(3) -0.1787(2) 0.0538(6) Uani 1 1 d . . . . .
F1 F 0.8758(4) 0.1392(4) 0.1408(3) 0.0976(10) Uani 1 1 d . . . . .
F2 F 0.9845(3) 0.2464(3) -0.0797(3) 0.0833(8) Uani 1 1 d . . . . .
F3 F 0.8120(3) 0.0854(3) -0.0465(3) 0.0822(8) 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
S1 0.0414(5) 0.0424(5) 0.0312(4) -0.0076(3) 0.0015(3) 0.0125(3)
N1 0.0508(16) 0.0484(15) 0.0467(15) -0.0087(12) 0.0031(12) 0.0165(13)
N2 0.0415(14) 0.0340(13) 0.0427(13) -0.0107(10) -0.0027(11) 0.0064(11)
N3 0.0324(12) 0.0363(13) 0.0508(14) -0.0120(11) -0.0032(10) 0.0046(10)
N4 0.0546(16) 0.0577(17) 0.0385(14) -0.0174(12) 0.0008(12) 0.0046(14)
N5 0.0434(14) 0.0448(14) 0.0372(13) -0.0109(11) -0.0047(11) 0.0114(11)
N6 0.0326(12) 0.0371(13) 0.0561(15) -0.0161(11) -0.0052(11) 0.0100(10)
C1 0.0327(14) 0.0327(14) 0.0421(15) -0.0126(11) -0.0025(11) 0.0049(11)
C2 0.0545(19) 0.0416(17) 0.0392(16) -0.0067(13) 0.0004(14) 0.0079(14)
C3 0.0447(17) 0.0467(17) 0.0418(16) -0.0145(13) 0.0060(13) 0.0057(14)
C4 0.0411(16) 0.0343(15) 0.0423(15) -0.0072(12) -0.0032(12) 0.0055(12)
C5 0.054(2) 0.0461(18) 0.0446(17) -0.0083(14) -0.0008(14) 0.0170(15)
C6 0.0326(14) 0.0332(14) 0.0372(14) -0.0127(11) -0.0025(11) -0.0002(11)
C7 0.0521(19) 0.062(2) 0.0336(15) -0.0116(14) -0.0042(13) 0.0125(16)
C8 0.0446(17) 0.061(2) 0.0420(16) -0.0253(15) 0.0009(13) 0.0090(15)
C9 0.0366(15) 0.0354(15) 0.0419(15) -0.0071(12) -0.0052(12) -0.0005(12)
O1 0.0728(17) 0.0557(15) 0.0635(15) -0.0292(12) -0.0090(13) 0.0077(13)
O2 0.0484(14) 0.0738(18) 0.0495(14) -0.0018(12) 0.0130(11) 0.0078(12)
O3 0.0622(15) 0.0555(14) 0.0336(11) -0.0058(10) -0.0035(10) 0.0123(12)
F1 0.116(2) 0.0949(19) 0.0591(14) -0.0060(13) -0.0289(14) 0.0564(17)
F2 0.0471(12) 0.0828(17) 0.1065(19) -0.0261(14) 0.0111(12) 0.0183(12)
F3 0.0939(18) 0.0495(13) 0.1021(19) -0.0318(13) -0.0037(15) 0.0155(12)

_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
S1 C5 1.814(3) . ?
S1 O1 1.438(3) . ?
S1 O2 1.432(3) . ?
S1 O3 1.430(2) . ?
N1 H1A 0.8623 . ?
N1 H1B 0.8623 . ?
N1 C1 1.341(4) . ?
N2 C1 1.345(4) . ?
N2 C2 1.339(4) . ?
N3 C3 1.346(4) . ?
N3 C4 1.319(4) . ?
N4 H4A 0.8604 . ?
N4 H4B 0.8602 . ?
N4 C6 1.345(4) . ?
N5 C6 1.348(4) . ?
N5 C7 1.330(4) . ?
N6 H6 0.8600 . ?
N6 C8 1.332(4) . ?
N6 C9 1.325(4) . ?
C1 C4 1.403(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.353(4) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 F1 1.320(4) . ?
C5 F2 1.324(4) . ?
C5 F3 1.317(4) . ?
C6 C9 1.402(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.362(5) . ?
C8 H8 0.9299 . ?
C9 H9 0.99(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C5 102.68(17) . . ?
O2 S1 C5 102.32(16) . . ?
O2 S1 O1 116.10(17) . . ?
O3 S1 C5 102.94(14) . . ?
O3 S1 O1 114.08(16) . . ?
O3 S1 O2 115.87(16) . . ?
H1A N1 H1B 109.2 . . ?
C1 N1 H1A 109.1 . . ?
C1 N1 H1B 109.3 . . ?
C2 N2 C1 116.7(2) . . ?
C4 N3 C3 119.7(3) . . ?
H4A N4 H4B 109.4 . . ?
C6 N4 H4A 108.8 . . ?
C6 N4 H4B 109.6 . . ?
C7 N5 C6 117.3(3) . . ?
C8 N6 H6 119.8 . . ?
C9 N6 H6 119.8 . . ?
C9 N6 C8 120.4(3) . . ?
N1 C1 N2 118.3(3) . . ?
N1 C1 C4 121.5(3) . . ?
N2 C1 C4 120.2(3) . . ?
N2 C2 H2 118.1 . . ?
N2 C2 C3 124.0(3) . . ?
C3 C2 H2 118.0 . . ?
N3 C3 C2 118.8(3) . . ?
N3 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
N3 C4 C1 120.6(3) . . ?
N3 C4 H4 119.7 . . ?
C1 C4 H4 119.7 . . ?
F1 C5 S1 110.9(2) . . ?
F1 C5 F2 108.0(3) . . ?
F2 C5 S1 111.7(2) . . ?
F3 C5 S1 112.3(3) . . ?
F3 C5 F1 107.9(3) . . ?
F3 C5 F2 105.8(3) . . ?
N4 C6 N5 117.8(3) . . ?
N4 C6 C9 122.2(3) . . ?
N5 C6 C9 120.0(3) . . ?
N5 C7 H7 118.2 . . ?
N5 C7 C8 123.6(3) . . ?
C8 C7 H7 118.2 . . ?
N6 C8 C7 118.7(3) . . ?
N6 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
N6 C9 C6 120.0(3) . . ?
N6 C9 H9 122(2) . . ?
C6 C9 H9 118(2) . . ?

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
N1 C1 C4 N3 -178.5(3) . . . . ?
N2 C1 C4 N3 1.5(5) . . . . ?
N2 C2 C3 N3 1.4(5) . . . . ?
N4 C6 C9 N6 -177.3(3) . . . . ?
N5 C6 C9 N6 0.7(4) . . . . ?
N5 C7 C8 N6 0.6(6) . . . . ?
C1 N2 C2 C3 -0.9(5) . . . . ?
C2 N2 C1 N1 179.6(3) . . . . ?
C2 N2 C1 C4 -0.5(4) . . . . ?
C3 N3 C4 C1 -1.1(5) . . . . ?
C4 N3 C3 C2 -0.3(5) . . . . ?
C6 N5 C7 C8 0.1(5) . . . . ?
C7 N5 C6 N4 177.3(3) . . . . ?
C7 N5 C6 C9 -0.7(4) . . . . ?
C8 N6 C9 C6 0.1(4) . . . . ?
C9 N6 C8 C7 -0.7(5) . . . . ?
O1 S1 C5 F1 63.6(3) . . . . ?
O1 S1 C5 F2 -56.9(3) . . . . ?
O1 S1 C5 F3 -175.6(2) . . . . ?
O2 S1 C5 F1 -57.1(3) . . . . ?
O2 S1 C5 F2 -177.6(3) . . . . ?
O2 S1 C5 F3 63.7(3) . . . . ?
O3 S1 C5 F1 -177.6(3) . . . . ?
O3 S1 C5 F2 61.8(3) . . . . ?
O3 S1 C5 F3 -56.9(3) . . . . ?

_shelx_res_file                  
;
TITL trifliccollect_a.res in P-1
    trifliccollect.res
    created by SHELXL-2018/3 at 22:11:45 on 27-Oct-2024
REM Old TITL TRIFLIC COLLECT in P-1
REM SHELXT solution in P-1: R1 0.221, Rweak 0.010, Alpha 0.061
REM <I/s> 0.000 for 0 systematic absences, Orientation as input
REM Formula found by SHELXT: C14 N O3 F3 S
CELL 0.71073 8.6581 8.7913 9.477 71.944 81.828 83.043
ZERR 2 0.0026 0.0027 0.0029 0.012 0.012 0.012
LATT 1
SFAC C H F N O S
UNIT 18 22 6 12 6 2

L.S. 50
PLAN  50
TEMP 0
CONF
LIST 4
MORE -1
BOND $H
fmap 2 53
acta
SHEL 999 0.83
OMIT -3 1 0
OMIT -3 3 0
OMIT -2 1 0
OMIT -2 2 1
REM <olex2.extras>
REM <HklSrc "%.\\TRIFLIC%20COLLECT.hkl">
REM </olex2.extras>

WGHT    0.092700    0.238500
FVAR       1.03265
S1    6    0.700405    0.367476   -0.022668    11.00000    0.04143    0.04237 =
         0.03118   -0.00755    0.00149    0.01252
N1    4    1.245386    0.193948    0.245055    11.00000    0.05081    0.04844 =
         0.04671   -0.00871    0.00314    0.01655
AFIX   3
H1A   2    1.288496    0.097868    0.277995    11.00000   -1.20000
H1B   2    1.203806    0.202568    0.165185    11.00000   -1.20000
AFIX   0
N2    4    1.133958    0.123821    0.489899    11.00000    0.04155    0.03401 =
         0.04266   -0.01066   -0.00270    0.00642
N3    4    0.911753    0.378982    0.419439    11.00000    0.03241    0.03634 =
         0.05077   -0.01204   -0.00322    0.00456

N4    4    0.606826    0.180056   -0.588392    11.00000    0.05464    0.05772 =
         0.03850   -0.01741    0.00083    0.00459
AFIX   3
H4A   2    0.632336    0.078336   -0.563242    11.00000   -1.20000
H4B   2    0.555986    0.206826   -0.665282    11.00000   -1.20000
AFIX   0
N5    4    0.540608    0.124608   -0.334266    11.00000    0.04337    0.04477 =
         0.03721   -0.01087   -0.00467    0.01143
N6    4    0.319096    0.380067   -0.378438    11.00000    0.03259    0.03711 =
         0.05606   -0.01610   -0.00515    0.01000
AFIX   3
H6    2    0.248986    0.459807   -0.392028    11.00000   -1.20000
AFIX   0

C1    1    1.133710    0.222351    0.349383    11.00000    0.03275    0.03273 =
         0.04207   -0.01259   -0.00249    0.00490
C2    1    1.021380    0.156398    0.591337    11.00000    0.05452    0.04159 =
         0.03924   -0.00673    0.00039    0.00786
AFIX   3
H2    2    1.018440    0.088738    0.688867    11.00000   -1.20000
AFIX   0
C3    1    0.911475    0.281749    0.560611    11.00000    0.04471    0.04669 =
         0.04181   -0.01447    0.00597    0.00567
AFIX  43
H3    2    0.837058    0.300392    0.635709    11.00000    0.06972
AFIX   0
C4    1    1.018644    0.350920    0.314609    11.00000    0.04108    0.03431 =
         0.04229   -0.00724   -0.00320    0.00545
AFIX   3
H4    2    1.017744    0.417040    0.216749    11.00000   -1.20000
AFIX   0

C5    1    0.850189    0.201202   -0.000487    11.00000    0.05362    0.04608 =
         0.04455   -0.00832   -0.00079    0.01705
C6    1    0.515891    0.215696   -0.473686    11.00000    0.03255    0.03318 =
         0.03721   -0.01267   -0.00247   -0.00023
C7    1    0.454340    0.165020   -0.221588    11.00000    0.05206    0.06197 =
         0.03361   -0.01157   -0.00419    0.01254
AFIX   3
H7    2    0.470330    0.103350   -0.124748    11.00000   -1.20000
AFIX   0
C8    1    0.343946    0.291811   -0.240227    11.00000    0.04457    0.06081 =
         0.04199   -0.02526    0.00088    0.00896
AFIX   3
H8    2    0.287026    0.316281   -0.158047    11.00000   -1.20000
AFIX   0
C9    1    0.401669    0.345734   -0.495175    11.00000    0.03665    0.03536 =
         0.04192   -0.00714   -0.00523   -0.00053
H9    2    0.383253    0.408153   -0.598298    11.00000    0.05119

O1    5    0.771139    0.482374    0.022370    11.00000    0.07285    0.05567 =
         0.06349   -0.02924   -0.00900    0.00775
O2    5    0.570400    0.294585    0.075459    11.00000    0.04836    0.07382 =
         0.04945   -0.00180    0.01298    0.00783
O3    5    0.684125    0.413837   -0.178728    11.00000    0.06223    0.05553 =
         0.03356   -0.00583   -0.00349    0.01234
F1    3    0.875835    0.139161    0.140760    11.00000    0.11617    0.09491 =
         0.05911   -0.00597   -0.02892    0.05639
F2    3    0.984528    0.246391   -0.079726    11.00000    0.04706    0.08276 =
         0.10652   -0.02612    0.01108    0.01827
F3    3    0.812024    0.085404   -0.046503    11.00000    0.09387    0.04946 =
         0.10205   -0.03184   -0.00366    0.01546
HKLF 4




REM  trifliccollect_a.res in P-1
REM wR2 = 0.1731, GooF = S = 1.113, Restrained GooF = 1.113 for all data
REM R1 = 0.0555 for 1943 Fo > 4sig(Fo) and 0.0697 for all 2463 data
REM 204 parameters refined using 0 restraints

END

WGHT      0.0924      0.2404

REM Highest difference peak  0.719,  deepest hole -0.592,  1-sigma level  0.217
Q1    1   1.2543  0.2837  0.1592  11.00000  0.05    0.72
Q2    1   0.5993  0.2526 -0.6696  11.00000  0.05    0.59
Q3    1   0.4775  0.2736 -0.4739  11.00000  0.05    0.50
Q4    1   0.9814  0.2403  0.5692  11.00000  0.05    0.50
Q5    1   0.1747  0.5257 -0.3842  11.00000  0.05    0.50
Q6    1   1.1024  0.3009  0.3512  11.00000  0.05    0.46
Q7    1   0.7935  0.2823 -0.0007  11.00000  0.05    0.45
Q8    1   0.7168  0.1204 -0.2171  11.00000  0.05    0.44
Q9    1   0.6199  0.2220  0.1914  11.00000  0.05    0.44
Q10   1   1.2228  0.0108  0.5389  11.00000  0.05    0.43
Q11   1   0.1255  0.3795 -0.4620  11.00000  0.05    0.43
Q12   1   0.6344  0.0438 -0.1835  11.00000  0.05    0.43
Q13   1   0.6982  0.1512 -0.1237  11.00000  0.05    0.42
Q14   1   0.7911  0.3787  0.0924  11.00000  0.05    0.42
Q15   1   0.4349  0.2835 -0.2471  11.00000  0.05    0.42
Q16   1   0.5600  0.4590 -0.1416  11.00000  0.05    0.42
Q17   1   0.8586  0.4050  0.1228  11.00000  0.05    0.41
Q18   1   0.8174  0.1858  0.7573  11.00000  0.05    0.40
Q19   1   1.1752  0.1984  0.0344  11.00000  0.05    0.40
Q20   1   0.4026  0.3186 -0.1492  11.00000  0.05    0.40
Q21   1   0.8979  0.2974 -0.1849  11.00000  0.05    0.40
Q22   1   0.2242  0.3956 -0.6117  11.00000  0.05    0.40
Q23   1   1.2857  0.0924  0.5643  11.00000  0.05    0.39
Q24   1   0.4361  0.3783 -0.1166  11.00000  0.05    0.39
Q25   1   0.3327  0.3016 -0.0418  11.00000  0.05    0.39
Q26   1   1.0348  0.3408  0.6302  11.00000  0.05    0.39
Q27   1   0.7891  0.1350  0.6776  11.00000  0.05    0.39
Q28   1   0.6344  0.5362 -0.2009  11.00000  0.05    0.39
Q29   1   0.4151  0.3688 -0.1321  11.00000  0.05    0.39
Q30   1   0.8917  0.4417  0.0995  11.00000  0.05    0.39
Q31   1   1.1503  0.0405  0.7574  11.00000  0.05    0.38
Q32   1   0.5860  0.3637 -0.4747  11.00000  0.05    0.38
Q33   1   0.1922  0.5261 -0.3011  11.00000  0.05    0.38
Q34   1   1.1852  0.0516  0.7367  11.00000  0.05    0.38
Q35   1   1.2002  0.0315  0.6178  11.00000  0.05    0.38
Q36   1   0.7044 -0.0847 -0.5335  11.00000  0.05    0.38
Q37   1   1.0110  0.4978  0.0332  11.00000  0.05    0.38
Q38   1   0.2852  0.4740 -0.6623  11.00000  0.05    0.37
Q39   1   0.5957  0.0859 -0.0779  11.00000  0.05    0.37
Q40   1   1.3789  0.0686  0.4063  11.00000  0.05    0.37
Q41   1   0.5039  0.3822 -0.2250  11.00000  0.05    0.37
Q42   1   0.6217  0.4974 -0.2408  11.00000  0.05    0.37
Q43   1   0.7804  0.3829  0.2254  11.00000  0.05    0.37
Q44   1   1.0938  0.3280  0.4949  11.00000  0.05    0.37
Q45   1   0.8055  0.4136  0.1994  11.00000  0.05    0.37
Q46   1   0.9420  0.4866  0.0854  11.00000  0.05    0.37
Q47   1   0.4893  0.3790 -0.2594  11.00000  0.05    0.37
Q48   1   0.4766 -0.0561 -0.0858  11.00000  0.05    0.36
Q49   1   0.6209  0.5979  0.0049  11.00000  0.05    0.36
Q50   1   0.8985  0.1405  0.5265  11.00000  0.05    0.36
;
_shelx_res_checksum              88055
_olex2_submission_special_instructions 'No special instructions were received'
