#------------------------------------------------------------------------------
#$Date: 2025-07-06 18:54:50 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300817 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/84/7718435.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7718435
loop_
_publ_author_name
'Jiang, Xiu'e'
'Wang, Ruihui'
'Fan, Mingren'
'Song, Siwei'
'Wang, Yi'
'Zhang, Qinghua'
_publ_section_title
;
 Combination of 5-amino-4-nitro-1,2-dihydro-3H-pyrazol-3-one and
 azine frameworks for insensitive, heat-resistant energetic materials.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7056
_journal_page_last               7061
_journal_paper_doi               10.1039/d5dt00488h
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'Cl O4, C6 H7 N8 O4'
_chemical_formula_sum            'C6 H7 Cl N8 O8'
_chemical_formula_weight         354.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-04-24
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2024-10-10 deposited with the CCDC.	2025-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 110.350(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0018(2)
_cell_length_b                   17.4218(4)
_cell_length_c                   9.2060(3)
_cell_measurement_reflns_used    4410
_cell_measurement_temperature    298
_cell_measurement_theta_max      76.3980
_cell_measurement_theta_min      5.6900
_cell_volume                     1203.27(6)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11146
_diffrn_reflns_theta_full        77.21
_diffrn_reflns_theta_max         77.21
_diffrn_reflns_theta_min         5.08
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.524
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.958
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.574
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         2410
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0518
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0920P)²+0.1470P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1364
_refine_ls_wR_factor_ref         0.1452
_reflns_number_gt                1937
_reflns_number_total             2410
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d5dt00488h2.cif
_cod_data_source_block           1_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7718434--7718437.cif.'
_cod_database_code               7718435
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2.a X=CH2 refined with riding coordinates:
 N00G(H00A,H00C), N00H(H00E,H00F)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cl01 Cl -0.15591(8) 0.38418(4) 0.77564(8) 0.0343(2) Uani 1 d . . .
O002 O 0.2978(3) 0.19303(12) 0.5636(3) 0.0459(5) Uani 1 d . . .
O003 O 0.1327(3) 0.42844(13) 0.5066(3) 0.0441(5) Uani 1 d . . .
O004 O -0.1040(3) 0.30711(13) 0.8236(3) 0.0517(6) Uani 1 d . . .
O005 O 0.1300(3) 0.27971(13) 0.6136(3) 0.0489(6) Uani 1 d . . .
N006 N 0.6918(3) 0.35661(13) 0.2765(3) 0.0336(5) Uani 1 d . . .
O007 O -0.0586(3) 0.43553(15) 0.8971(3) 0.0577(7) Uani 1 d . . .
O008 O 0.6329(3) 0.57361(13) 0.1195(3) 0.0586(7) Uani 1 d . . .
O009 O -0.3423(3) 0.39139(14) 0.7502(3) 0.0538(6) Uani 1 d . . .
N00A N 0.4669(3) 0.37967(13) 0.3746(3) 0.0326(5) Uani 1 d . . .
N00B N 0.5542(3) 0.47737(14) 0.2511(3) 0.0367(6) Uani 1 d . . .
N00C N 0.3490(3) 0.43357(14) 0.3993(3) 0.0360(5) Uani 1 d . . .
N00D N 0.7804(3) 0.45972(14) 0.1541(3) 0.0399(6) Uani 1 d . . .
N00E N 0.2427(3) 0.25960(13) 0.5565(3) 0.0346(5) Uani 1 d . . .
O00F O -0.1232(3) 0.40199(14) 0.6370(3) 0.0549(6) Uani 1 d . . .
N00G N 0.9123(3) 0.34139(14) 0.1745(3) 0.0396(6) Uani 1 d . . .
H00A H 0.9797 0.3589 0.1269 0.048 Uiso 1 calc . . R
H00C H 0.9220 0.2943 0.2045 0.048 Uiso 1 calc . . R
N00H N 0.5334(3) 0.24511(14) 0.4082(3) 0.0409(6) Uani 1 d . . .
H00E H 0.6134 0.2487 0.3659 0.049 Uiso 1 calc . . R
H00F H 0.5114 0.2014 0.4413 0.049 Uiso 1 calc . . R
C00I C 0.4447(3) 0.30648(16) 0.4226(3) 0.0311(6) Uani 1 d . . .
C00J C 0.5767(3) 0.40418(15) 0.2984(3) 0.0312(6) Uani 1 d . . .
C00K C 0.3083(3) 0.31560(16) 0.4840(3) 0.0321(6) Uani 1 d . . .
C00L C 0.2580(3) 0.39369(16) 0.4657(3) 0.0338(6) Uani 1 d . . .
C00M C 0.7961(3) 0.38596(16) 0.2009(3) 0.0328(6) Uani 1 d . . .
C00N C 0.6544(4) 0.50932(18) 0.1700(4) 0.0395(7) Uani 1 d . . .
H003 H 0.095(6) 0.390(3) 0.552(6) 0.083(15) Uiso 1 d . . .
H00B H 0.478(4) 0.5060(19) 0.260(4) 0.042(9) Uiso 1 d . . .
H00D H 0.844(6) 0.480(3) 0.111(6) 0.093(16) Uiso 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O004 Cl01 O007 108.96(16) . . ?
O004 Cl01 O009 107.89(13) . . ?
O007 Cl01 O009 108.99(15) . . ?
O00F Cl01 O004 110.93(14) . . ?
O00F Cl01 O007 110.13(15) . . ?
O00F Cl01 O009 109.87(15) . . ?
C00L O003 H003 102(3) . . ?
C00J N006 C00M 115.6(2) . . ?
C00I N00A N00C 113.4(2) . . ?
C00J N00A N00C 117.5(2) . . ?
C00J N00A C00I 128.9(2) . . ?
C00J N00B C00N 121.3(2) . . ?
C00J N00B H00B 125(2) . . ?
C00N N00B H00B 114(2) . . ?
C00L N00C N00A 103.6(2) . . ?
C00M N00D C00N 123.8(2) . . ?
C00M N00D H00D 124(3) . . ?
C00N N00D H00D 112(3) . . ?
O002 N00E O005 122.8(2) . . ?
O002 N00E C00K 120.0(2) . . ?
O005 N00E C00K 117.3(2) . . ?
H00A N00G H00C 120.0 . . ?
C00M N00G H00A 120.0 . . ?
C00M N00G H00C 120.0 . . ?
H00E N00H H00F 120.0 . . ?
C00I N00H H00E 120.0 . . ?
C00I N00H H00F 120.0 . . ?
N00A C00I C00K 103.2(2) . . ?
N00H C00I N00A 125.8(2) . . ?
N00H C00I C00K 131.0(3) . . ?
N006 C00J N00A 119.6(2) . . ?
N006 C00J N00B 125.2(2) . . ?
N00B C00J N00A 115.2(2) . . ?
N00E C00K C00I 126.4(2) . . ?
N00E C00K C00L 126.6(2) . . ?
C00I C00K C00L 106.9(2) . . ?
O003 C00L C00K 128.0(2) . . ?
N00C C00L O003 119.3(2) . . ?
N00C C00L C00K 112.8(2) . . ?
N00D C00M N006 121.1(2) . . ?
N00G C00M N006 118.6(3) . . ?
N00G C00M N00D 120.3(2) . . ?
O008 C00N N00B 123.4(3) . . ?
O008 C00N N00D 123.8(2) . . ?
N00D C00N N00B 112.8(3) . . ?
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
Cl01 O004 1.429(2) . ?
Cl01 O007 1.432(2) . ?
Cl01 O009 1.433(2) . ?
Cl01 O00F 1.423(2) . ?
O002 N00E 1.234(3) . ?
O003 C00L 1.333(3) . ?
O003 H003 0.90(5) . ?
O005 N00E 1.242(3) . ?
N006 C00J 1.306(3) . ?
N006 C00M 1.359(3) . ?
O008 C00N 1.202(4) . ?
N00A N00C 1.404(3) . ?
N00A C00I 1.381(3) . ?
N00A C00J 1.370(3) . ?
N00B C00J 1.339(4) . ?
N00B C00N 1.388(3) . ?
N00B H00B 0.82(3) . ?
N00C C00L 1.303(3) . ?
N00D C00M 1.347(4) . ?
N00D C00N 1.374(4) . ?
N00D H00D 0.82(5) . ?
N00E C00K 1.384(3) . ?
N00G H00A 0.8600 . ?
N00G H00C 0.8600 . ?
N00G C00M 1.298(3) . ?
N00H H00E 0.8600 . ?
N00H H00F 0.8600 . ?
N00H C00I 1.315(3) . ?
C00I C00K 1.402(3) . ?
C00K C00L 1.412(4) . ?
