#------------------------------------------------------------------------------
#$Date: 2025-01-28 03:58:49 +0200 (Tue, 28 Jan 2025) $
#$Revision: 297497 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/98/7249849.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_7249849
loop_
_publ_author_name
'Cai, Jinxiong'
'Xia, Yingqi'
'Zhang, Hui'
'Su, Dongshuai'
'Lai, Qi'
'Yin, Ping'
'Pang, Siping'
_publ_section_title
;
 Dinitramide salts based on nitropyrazole-diaminotriazole hybrid: novel
 ionic energetic materials with high-energy and low-sensitivity.
;
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_paper_doi               10.1039/d4cp03051f
_journal_year                    2025
_chemical_formula_moiety         'N3 O4, C5 H7 N8 O2'
_chemical_formula_sum            'C5 H7 N11 O6'
_chemical_formula_weight         317.22
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-11-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-11-13 deposited with the CCDC.	2025-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                90.107(3)
_cell_angle_beta                 101.634(3)
_cell_angle_gamma                92.125(3)
_cell_formula_units_Z            2
_cell_length_a                   6.8428(6)
_cell_length_b                   7.1911(6)
_cell_length_c                   12.0118(9)
_cell_measurement_reflns_used    1913
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.273
_cell_measurement_theta_min      2.834
_cell_volume                     578.50(8)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6565
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.401
_diffrn_reflns_theta_min         2.835
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6789
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0857 before and 0.0535 after correction. The Ratio of minimum to maximum transmission is 0.9108. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.821
_exptl_crystal_description       block
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2346
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0497
_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)+(0.0484P)²+0.2156P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1028
_refine_ls_wR_factor_ref         0.1217
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1633
_reflns_number_total             2346
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cp03051f2.cif
_cod_data_source_block           mo_20211601_0m
_cod_database_code               7249849
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.992
_shelx_estimated_absorpt_t_min   0.981
_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 Rotating group:
 N7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 N11(H11), N5(H5), C3(H3)
2.c X=CH2 refined with riding coordinates:
 N6(H6A,H6B)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
O3 O 0.3875(3) 0.2398(3) 0.50897(14) 0.0329(5) Uani 1 1 d . . . . .
O4 O 0.3358(3) 0.0718(3) 0.64974(16) 0.0348(5) Uani 1 1 d . . . . .
O2 O 0.2102(3) 0.7241(3) 1.09427(16) 0.0376(5) Uani 1 1 d . . . . .
O1 O 0.2387(3) 0.7862(2) 0.92214(17) 0.0409(5) Uani 1 1 d . . . . .
N8 N 0.0916(3) 0.5718(3) 0.69408(16) 0.0208(5) Uani 1 1 d . . . . .
N11 N 0.2478(3) 0.1977(3) 1.00253(17) 0.0250(5) Uani 1 1 d . . . . .
H11 H 0.249614 0.089637 1.036887 0.030 Uiso 1 1 calc R . . . .
N5 N 0.3463(3) 0.6232(3) 0.62011(16) 0.0247(5) Uani 1 1 d . . . . .
H5 H 0.422430 0.661810 0.573169 0.030 Uiso 1 1 calc R . . . .
O5 O 0.6426(3) -0.0602(3) 0.76836(16) 0.0431(6) Uani 1 1 d . . . . .
O6 O 0.9192(3) 0.0331(3) 0.72148(17) 0.0468(6) Uani 1 1 d . . . . .
N4 N 0.4153(3) 0.5256(3) 0.71781(17) 0.0251(5) Uani 1 1 d . . . . .
N10 N 0.2302(3) 0.3594(3) 1.05446(17) 0.0245(5) Uani 1 1 d . . . . .
N3 N 0.4510(3) 0.1465(3) 0.59724(17) 0.0248(5) Uani 1 1 d . . . . .
N6 N 0.0377(3) 0.7373(3) 0.52010(16) 0.0250(5) Uani 1 1 d . . . . .
H6A H 0.088824 0.783484 0.463963 0.030 Uiso 1 1 calc R . . . .
H6B H -0.090103 0.747798 0.519795 0.030 Uiso 1 1 calc R . . . .
N9 N 0.2269(3) 0.6777(3) 0.99916(18) 0.0273(5) Uani 1 1 d . . . . .
N1 N 0.6527(3) 0.1459(3) 0.62098(17) 0.0270(5) Uani 1 1 d . . . . .
N7 N -0.1099(3) 0.5683(3) 0.70320(17) 0.0283(5) Uani 1 1 d . . . . .
H7A H -0.153902 0.451820 0.703888 0.034 Uiso 1 1 d GR . . . .
H7B H -0.120824 0.624195 0.766774 0.034 Uiso 1 1 d GR . . . .
N2 N 0.7358(4) 0.0311(3) 0.70995(18) 0.0321(6) Uani 1 1 d . . . . .
C2 C 0.2534(4) 0.4033(3) 0.86938(19) 0.0211(5) Uani 1 1 d . . . . .
C3 C 0.2625(4) 0.2158(3) 0.8924(2) 0.0241(6) Uani 1 1 d . . . . .
H3 H 0.276271 0.118714 0.841108 0.029 Uiso 1 1 calc R . . . .
C4 C 0.2346(4) 0.4820(3) 0.97300(19) 0.0206(5) Uani 1 1 d . . . . .
C1 C 0.2585(4) 0.4967(3) 0.7617(2) 0.0216(6) Uani 1 1 d . . . . .
C5 C 0.1526(4) 0.6525(3) 0.6046(2) 0.0216(6) Uani 1 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 0.0033 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N8 N7 131.72(19) . . ?
C5 N8 N7 121.25(19) . . ?
C5 N8 C1 107.0(2) . . ?
N10 N11 H11 123.1 . . ?
N10 N11 C3 113.81(19) . . ?
C3 N11 H11 123.1 . . ?
N4 N5 H5 123.7 . . ?
C5 N5 H5 123.7 . . ?
C5 N5 N4 112.5(2) . . ?
C1 N4 N5 104.2(2) . . ?
C4 N10 N11 102.6(2) . . ?
O3 N3 N1 111.25(19) . . ?
O4 N3 O3 120.9(2) . . ?
O4 N3 N1 127.8(2) . . ?
H6A N6 H6B 120.0 . . ?
C5 N6 H6A 120.0 . . ?
C5 N6 H6B 120.0 . . ?
O2 N9 O1 124.5(2) . . ?
O2 N9 C4 119.1(2) . . ?
O1 N9 C4 116.4(2) . . ?
N3 N1 N2 115.3(2) . . ?
N8 N7 H7A 109.0 . . ?
N8 N7 H7B 109.4 . . ?
H7A N7 H7B 109.5 . . ?
O5 N2 O6 124.1(2) . . ?
O5 N2 N1 125.4(2) . . ?
O6 N2 N1 110.5(2) . . ?
C3 C2 C4 103.2(2) . . ?
C3 C2 C1 128.2(2) . . ?
C4 C2 C1 128.5(2) . . ?
N11 C3 C2 106.3(2) . . ?
N11 C3 H3 126.9 . . ?
C2 C3 H3 126.9 . . ?
N10 C4 N9 118.8(2) . . ?
N10 C4 C2 114.1(2) . . ?
C2 C4 N9 127.1(2) . . ?
N8 C1 C2 123.1(2) . . ?
N4 C1 N8 110.9(2) . . ?
N4 C1 C2 126.0(2) . . ?
N5 C5 N8 105.4(2) . . ?
N6 C5 N8 125.7(2) . . ?
N6 C5 N5 128.9(2) . . ?
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
O3 N3 1.266(2) . ?
O4 N3 1.216(3) . ?
O2 N9 1.218(3) . ?
O1 N9 1.224(3) . ?
N8 N7 1.405(3) . ?
N8 C1 1.389(3) . ?
N8 C5 1.353(3) . ?
N11 H11 0.8800 . ?
N11 N10 1.339(3) . ?
N11 C3 1.353(3) . ?
N5 H5 0.8800 . ?
N5 N4 1.377(3) . ?
N5 C5 1.326(3) . ?
O5 N2 1.217(3) . ?
O6 N2 1.234(3) . ?
N4 C1 1.298(3) . ?
N10 C4 1.322(3) . ?
N3 N1 1.352(3) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?
N6 C5 1.317(3) . ?
N9 C4 1.447(3) . ?
N1 N2 1.393(3) . ?
N7 H7A 0.8801 . ?
N7 H7B 0.8799 . ?
C2 C3 1.378(3) . ?
C2 C4 1.398(3) . ?
C2 C1 1.465(3) . ?
C3 H3 0.9500 . ?
