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#$Date: 2024-05-05 05:45:48 +0200 (Sun 05 de May de 2024) $
#$Revision: 291667 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/31/7063148.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_7063148
loop_
_publ_author_name
'Wang, Shaoqing'
'Li, Congcong'
'Li, Shaojia'
'Yin, Hongquan'
'Ma, Qing'
'Chen, Fu-Xue'
_publ_section_title
;
 A heat-resistant explosive featuring an N,N′-ethylene bridged
 1,2,4-1H-triazole fused ring
;
_journal_issue                   17
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7562
_journal_page_last               7565
_journal_paper_doi               10.1039/D4NJ00898G
_journal_volume                  48
_journal_year                    2024
_chemical_formula_sum            'C5 H6 N10 O4'
_chemical_formula_weight         270.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-09-16 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.965(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.6674(8)
_cell_length_b                   7.3765(5)
_cell_length_c                   11.8952(7)
_cell_measurement_reflns_used    4508
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.45
_cell_measurement_theta_min      2.53
_cell_volume                     1021.30(12)
_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  0.0422
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10923
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.028
_diffrn_reflns_theta_max         25.028
_diffrn_reflns_theta_min         2.534
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.757
_exptl_crystal_description       Block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_transmission_factor_max   0.864
_exptl_transmission_factor_min   0.864
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1784
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0457
_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)+(0.0596P)²+0.5373P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1078
_refine_ls_wR_factor_ref         0.1232
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1332
_reflns_number_total             1784
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj00898g2.cif
_cod_data_source_block           1_a
_cod_depositor_comments          'Adding full bibliography for 7063148.cif.'
_cod_original_cell_volume        1021.31(12)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7063148
_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   0.982
_shelx_estimated_absorpt_t_max   0.988
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'
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 0.3793(2) 0.2293(3) 0.07272(18) 0.0364(6) Uani 1 1 d . . . . .
C2 C 0.50784(19) 0.1219(3) 0.18165(18) 0.0343(6) Uani 1 1 d . . . . .
C3 C 0.3784(2) 0.0524(3) 0.33868(18) 0.0381(6) Uani 1 1 d . . . . .
H3A H 0.3103 -0.0222 0.3254 0.046 Uiso 1 1 calc R U . . .
H3B H 0.4405 -0.0257 0.3676 0.046 Uiso 1 1 calc R U . . .
C4 C 0.25617(19) 0.2593(3) 0.45121(18) 0.0351(6) Uani 1 1 d . . . . .
C5 C 0.38828(19) 0.3505(3) 0.56074(18) 0.0330(6) Uani 1 1 d . . . . .
N1 N 0.3225(2) 0.3048(3) -0.02906(17) 0.0460(6) Uani 1 1 d . . . . .
N2 N 0.49111(16) 0.1851(3) 0.07702(15) 0.0383(5) Uani 1 1 d . . . . .
N3 N 0.60598(17) 0.0531(3) 0.22938(18) 0.0495(6) Uani 1 1 d . . . . .
H3C H 0.6660 0.0469 0.1914 0.059 Uiso 1 1 calc R U . . .
H3D H 0.6089 0.0153 0.2979 0.059 Uiso 1 1 calc R U . . .
N4 N 0.40799(15) 0.1295(3) 0.23307(14) 0.0340(5) Uani 1 1 d . . . . .
N5 N 0.32264(16) 0.2020(3) 0.16170(15) 0.0382(5) Uani 1 1 d . . . . .
N6 N 0.35706(15) 0.1873(3) 0.42246(14) 0.0335(5) Uani 1 1 d . . . . .
N7 N 0.44536(16) 0.2473(3) 0.49534(15) 0.0362(5) Uani 1 1 d . . . . .
N8 N 0.44832(19) 0.4464(3) 0.65335(16) 0.0420(5) Uani 1 1 d . . . . .
N9 N 0.27467(16) 0.3667(3) 0.54071(15) 0.0368(5) Uani 1 1 d . . . . .
N10 N 0.15398(17) 0.2257(3) 0.39811(18) 0.0549(7) Uani 1 1 d . . . . .
H10A H 0.0932 0.2753 0.4212 0.066 Uiso 1 1 calc R U . . .
H10B H 0.1489 0.1546 0.3407 0.066 Uiso 1 1 calc R U . . .
O1 O 0.37875(19) 0.3166(4) -0.11035(16) 0.0773(7) Uani 1 1 d . . . . .
O2 O 0.22176(17) 0.3491(3) -0.02744(15) 0.0593(6) Uani 1 1 d . . . . .
O3 O 0.39363(18) 0.5564(3) 0.70321(16) 0.0600(6) Uani 1 1 d . . . . .
O4 O 0.55028(17) 0.4118(3) 0.67464(15) 0.0621(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
N5 C1 N2 118.6(2) . . ?
N5 C1 N1 120.6(2) . . ?
N2 C1 N1 120.8(2) . . ?
N2 C2 N3 126.4(2) . . ?
N2 C2 N4 109.4(2) . . ?
N3 C2 N4 124.1(2) . . ?
N6 C3 N4 113.1(2) . . ?
N6 C3 H3A 109.0 . . ?
N4 C3 H3A 109.0 . . ?
N6 C3 H3B 109.0 . . ?
N4 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
N9 C4 N10 125.4(2) . . ?
N9 C4 N6 109.80(19) . . ?
N10 C4 N6 124.8(2) . . ?
N7 C5 N9 119.2(2) . . ?
N7 C5 N8 119.9(2) . . ?
N9 C5 N8 120.9(2) . . ?
O1 N1 O2 124.7(2) . . ?
O1 N1 C1 117.0(2) . . ?
O2 N1 C1 118.3(2) . . ?
C2 N2 C1 101.54(18) . . ?
C2 N3 H3C 120.0 . . ?
C2 N3 H3D 120.0 . . ?
H3C N3 H3D 120.0 . . ?
C2 N4 N5 110.32(18) . . ?
C2 N4 C3 130.0(2) . . ?
N5 N4 C3 119.04(18) . . ?
C1 N5 N4 100.11(17) . . ?
C4 N6 N7 109.93(18) . . ?
C4 N6 C3 129.68(19) . . ?
N7 N6 C3 120.07(18) . . ?
C5 N7 N6 99.97(17) . . ?
O3 N8 O4 125.1(2) . . ?
O3 N8 C5 117.1(2) . . ?
O4 N8 C5 117.8(2) . . ?
C4 N9 C5 101.14(18) . . ?
C4 N10 H10A 120.0 . . ?
C4 N10 H10B 120.0 . . ?
H10A N10 H10B 120.0 . . ?
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 N5 1.302(3) . ?
C1 N2 1.342(3) . ?
C1 N1 1.451(3) . ?
C2 N2 1.331(3) . ?
C2 N3 1.342(3) . ?
C2 N4 1.354(3) . ?
C3 N6 1.442(3) . ?
C3 N4 1.443(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N9 1.333(3) . ?
C4 N10 1.333(3) . ?
C4 N6 1.357(3) . ?
C5 N7 1.304(3) . ?
C5 N9 1.336(3) . ?
C5 N8 1.448(3) . ?
N1 O1 1.209(3) . ?
N1 O2 1.221(3) . ?
N3 H3C 0.8600 . ?
N3 H3D 0.8600 . ?
N4 N5 1.372(3) . ?
N6 N7 1.373(3) . ?
N8 O3 1.212(3) . ?
N8 O4 1.226(3) . ?
N10 H10A 0.8600 . ?
N10 H10B 0.8600 . ?
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
N5 C1 N1 O1 -175.9(2) . . . . ?
N2 C1 N1 O1 3.8(4) . . . . ?
N5 C1 N1 O2 3.1(4) . . . . ?
N2 C1 N1 O2 -177.3(2) . . . . ?
N3 C2 N2 C1 177.8(2) . . . . ?
N4 C2 N2 C1 0.5(3) . . . . ?
N5 C1 N2 C2 0.0(3) . . . . ?
N1 C1 N2 C2 -179.6(2) . . . . ?
N2 C2 N4 N5 -0.9(3) . . . . ?
N3 C2 N4 N5 -178.3(2) . . . . ?
N2 C2 N4 C3 169.4(2) . . . . ?
N3 C2 N4 C3 -8.0(4) . . . . ?
N6 C3 N4 C2 113.7(3) . . . . ?
N6 C3 N4 N5 -76.7(3) . . . . ?
N2 C1 N5 N4 -0.5(3) . . . . ?
N1 C1 N5 N4 179.1(2) . . . . ?
C2 N4 N5 C1 0.8(2) . . . . ?
C3 N4 N5 C1 -170.7(2) . . . . ?
N9 C4 N6 N7 0.5(3) . . . . ?
N10 C4 N6 N7 -179.0(2) . . . . ?
N9 C4 N6 C3 173.8(2) . . . . ?
N10 C4 N6 C3 -5.6(4) . . . . ?
N4 C3 N6 C4 96.4(3) . . . . ?
N4 C3 N6 N7 -90.8(2) . . . . ?
N9 C5 N7 N6 -0.1(3) . . . . ?
N8 C5 N7 N6 -179.80(19) . . . . ?
C4 N6 N7 C5 -0.2(2) . . . . ?
C3 N6 N7 C5 -174.33(19) . . . . ?
N7 C5 N8 O3 171.7(2) . . . . ?
N9 C5 N8 O3 -8.1(3) . . . . ?
N7 C5 N8 O4 -7.7(3) . . . . ?
N9 C5 N8 O4 172.6(2) . . . . ?
N10 C4 N9 C5 179.0(2) . . . . ?
N6 C4 N9 C5 -0.5(2) . . . . ?
N7 C5 N9 C4 0.4(3) . . . . ?
N8 C5 N9 C4 -179.9(2) . . . . ?
