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#$Date: 2023-06-05 07:28:44 +0300 (Mon, 05 Jun 2023) $
#$Revision: 284276 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/66/7246618.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_7246618
loop_
_publ_author_name
'Zhang, Jinhao'
'Jin, Zhiyuan'
'Xia, Yunlong'
'Li, Ying'
'Hao, Wenjia'
'Guo, Zhicheng'
'Wang, Ying'
'Peng, Rufang'
'Jin, Bo'
_publ_section_title
;
 A π-stacking highly stable insensitive energetic inner salt and its
 insensitive energetic salts
;
_journal_issue                   21
_journal_name_full               CrystEngComm
_journal_page_first              3181
_journal_page_last               3188
_journal_paper_doi               10.1039/D3CE00209H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_sum            'C3 H7 N9 O'
_chemical_formula_weight         185.18
_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   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-07-12 deposited with the CCDC.	2023-04-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.077(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.9556(15)
_cell_length_b                   8.7565(10)
_cell_length_c                   6.4841(8)
_cell_measurement_reflns_used    4274
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.24
_cell_measurement_theta_min      2.84
_cell_volume                     713.50(15)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  ccd
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            13615
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.194
_diffrn_reflns_theta_max         25.194
_diffrn_reflns_theta_min         2.835
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.724
_exptl_crystal_description       Block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_transmission_factor_max   0.864
_exptl_transmission_factor_min   0.864
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         1269
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.177
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0572
_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)+(0.0481P)²+0.9725P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1306
_refine_ls_wR_factor_ref         0.1412
_reflns_Friedel_coverage         0.000
_reflns_number_gt                996
_reflns_number_total             1269
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00209h2.cif
_cod_data_source_block           1_a_CCDC2
_cod_depositor_comments
'Adding full bibliography for 7246615--7246618.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7246618
_shelx_shelxl_version_number     2014/7
_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_min   0.973
_shelx_estimated_absorpt_t_max   0.973
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'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2249(2) 0.3186(3) 0.3672(5) 0.0221(7) Uani 1 1 d . . . . .
C2 C 0.1691(2) 0.4638(3) 0.3411(5) 0.0237(7) Uani 1 1 d . . . . .
C3 C 0.1322(3) 0.6960(4) 0.3333(6) 0.0349(8) Uani 1 1 d . . . . .
H3 H 0.1360 0.8019 0.3410 0.042 Uiso 1 1 calc R U . . .
N1 N 0.33045(19) 0.2954(3) 0.4170(4) 0.0225(6) Uani 1 1 d . . . . .
N2 N 0.3498(2) 0.1448(3) 0.4274(4) 0.0283(6) Uani 1 1 d . . . . .
N3 N 0.2561(2) 0.0776(3) 0.3829(4) 0.0309(7) Uani 1 1 d . . . . .
N4 N 0.1779(2) 0.1826(3) 0.3454(4) 0.0276(7) Uani 1 1 d . . . . .
N5 N 0.0647(2) 0.4664(3) 0.2789(4) 0.0326(7) Uani 1 1 d . . . . .
N6 N 0.2157(2) 0.6027(3) 0.3791(5) 0.0332(7) Uani 1 1 d . . . . .
N7 N 0.0436(2) 0.6174(3) 0.2759(4) 0.0334(7) Uani 1 1 d . . . . .
H7 H -0.0191 0.6566 0.2411 0.040 Uiso 1 1 calc R U . . .
N8 N 0.5897(2) 0.1764(3) 0.3326(5) 0.0326(7) Uani 1 1 d D . . . .
H8B H 0.647(2) 0.136(4) 0.299(5) 0.039 Uiso 1 1 d D U . . .
H8A H 0.533(2) 0.139(4) 0.241(5) 0.039 Uiso 1 1 d D U . . .
N9 N 0.5830(2) 0.3356(3) 0.2795(4) 0.0309(7) Uani 1 1 d . . . . .
H9A H 0.5214 0.3729 0.2950 0.046 Uiso 1 1 calc R U . . .
H9B H 0.5869 0.3474 0.1453 0.046 Uiso 1 1 calc R U . . .
H9C H 0.6365 0.3854 0.3652 0.046 Uiso 1 1 calc R U . . .
O1 O 0.40815(15) 0.3973(2) 0.4549(3) 0.0287(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
N4 C1 N1 107.7(2) . . ?
N4 C1 C2 124.8(3) . . ?
N1 C1 C2 127.5(3) . . ?
N5 C2 N6 114.8(3) . . ?
N5 C2 C1 119.8(3) . . ?
N6 C2 C1 125.4(3) . . ?
N7 C3 N6 110.4(3) . . ?
N7 C3 H3 124.8 . . ?
N6 C3 H3 124.8 . . ?
O1 N1 N2 122.0(2) . . ?
O1 N1 C1 128.9(2) . . ?
N2 N1 C1 109.1(2) . . ?
N3 N2 N1 106.1(2) . . ?
N2 N3 N4 110.3(2) . . ?
C1 N4 N3 106.8(2) . . ?
C2 N5 N7 102.2(3) . . ?
C3 N6 C2 102.1(3) . . ?
C3 N7 N5 110.5(3) . . ?
C3 N7 H7 124.8 . . ?
N5 N7 H7 124.8 . . ?
N9 N8 H8B 109(2) . . ?
N9 N8 H8A 102(2) . . ?
H8B N8 H8A 107(3) . . ?
N8 N9 H9A 109.5 . . ?
N8 N9 H9B 109.5 . . ?
H9A N9 H9B 109.5 . . ?
N8 N9 H9C 109.5 . . ?
H9A N9 H9C 109.5 . . ?
H9B N9 H9C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N4 1.328(4) . ?
C1 N1 1.342(4) . ?
C1 C2 1.452(4) . ?
C2 N5 1.315(4) . ?
C2 N6 1.353(4) . ?
C3 N7 1.312(4) . ?
C3 N6 1.330(4) . ?
C3 H3 0.9300 . ?
N1 O1 1.323(3) . ?
N1 N2 1.341(3) . ?
N2 N3 1.316(4) . ?
N3 N4 1.345(4) . ?
N5 N7 1.349(4) . ?
N7 H7 0.8600 . ?
N8 N9 1.434(4) . ?
N8 H8B 0.896(19) . ?
N8 H8A 0.889(18) . ?
N9 H9A 0.8900 . ?
N9 H9B 0.8900 . ?
N9 H9C 0.8900 . ?
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
N4 C1 C2 N5 -4.4(5) . . . . ?
N1 C1 C2 N5 175.8(3) . . . . ?
N4 C1 C2 N6 174.5(3) . . . . ?
N1 C1 C2 N6 -5.3(5) . . . . ?
N4 C1 N1 O1 -179.5(3) . . . . ?
C2 C1 N1 O1 0.3(5) . . . . ?
N4 C1 N1 N2 -0.2(3) . . . . ?
C2 C1 N1 N2 179.5(3) . . . . ?
O1 N1 N2 N3 179.6(2) . . . . ?
C1 N1 N2 N3 0.3(3) . . . . ?
N1 N2 N3 N4 -0.2(3) . . . . ?
N1 C1 N4 N3 0.1(3) . . . . ?
C2 C1 N4 N3 -179.7(3) . . . . ?
N2 N3 N4 C1 0.1(3) . . . . ?
N6 C2 N5 N7 0.4(4) . . . . ?
C1 C2 N5 N7 179.4(3) . . . . ?
N7 C3 N6 C2 0.8(4) . . . . ?
N5 C2 N6 C3 -0.8(4) . . . . ?
C1 C2 N6 C3 -179.7(3) . . . . ?
N6 C3 N7 N5 -0.6(4) . . . . ?
C2 N5 N7 C3 0.1(4) . . . . ?
