#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:13:44 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301852 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/01/7060158.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_7060158
loop_
_publ_author_name
'Lu, Tian'
'He, Yuna'
'Song, Jia'
'Hou, Zhengwen'
'Yin, Hongquan'
'Fan, Guijuan'
'Chen, Fu-Xue'
_publ_section_title
;
 Synthesis and properties of gem-dinitro energetic salts based on
 1,2,4-oxadiazole with low impact sensitivity
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              526
_journal_page_last               529
_journal_paper_doi               10.1039/D0NJ05530A
_journal_volume                  45
_journal_year                    2021
_chemical_formula_sum            'C4 H3 Cl N4 O5'
_chemical_formula_weight         222.55
_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
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2020-07-24 deposited with the CCDC.	2020-12-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.794(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.898(3)
_cell_length_b                   15.100(5)
_cell_length_c                   6.171(2)
_cell_measurement_reflns_used    6704
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      2.31
_cell_volume                     821.5(5)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_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_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            9114
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.294
_diffrn_reflns_theta_min         2.310
_exptl_absorpt_coefficient_mu    0.471
_exptl_crystal_colour            coulourness
_exptl_crystal_density_diffrn    1.799
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         2032
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0293
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0504P)²+0.4137P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0905
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1916
_reflns_number_total             2032
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05530a2.cif
_cod_data_source_block           -Cl-
_cod_depositor_comments
'Adding full bibliography for 7060157--7060159.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7060158
_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.
;
_shelxl_version_number           2014-3
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
Cl1 Cl 0.70542(4) 0.59429(2) 1.22027(5) 0.02404(12) Uani 1 1 d . . . . .
O2 O 0.96640(12) 0.63871(8) 0.99897(19) 0.0303(3) Uani 1 1 d . . . . .
O5 O 0.52888(12) 0.70956(7) 0.90130(18) 0.0262(2) Uani 1 1 d . . . . .
N3 N 0.56853(12) 0.64180(7) 0.82094(18) 0.0177(2) Uani 1 1 d . . . . .
O4 O 0.51110(12) 0.60582(7) 0.65357(17) 0.0267(2) Uani 1 1 d . . . . .
N2 N 0.80175(13) 0.49220(7) 0.66897(18) 0.0185(2) Uani 1 1 d . . . . .
C6 C 0.71078(14) 0.59483(8) 0.9424(2) 0.0148(2) Uani 1 1 d . . . . .
O3 O 0.82208(12) 0.70017(7) 0.72945(19) 0.0295(3) Uani 1 1 d . . . . .
O1 O 0.71371(11) 0.36750(6) 0.79044(17) 0.0225(2) Uani 1 1 d . . . . .
C9 C 0.72907(13) 0.50478(8) 0.8481(2) 0.0150(2) Uani 1 1 d . . . . .
N4 N 0.84610(12) 0.65132(7) 0.88609(19) 0.0182(2) Uani 1 1 d . . . . .
N1 N 0.67487(13) 0.43425(8) 0.93125(19) 0.0208(2) Uani 1 1 d . . . . .
C1 C 0.78897(15) 0.40652(9) 0.6415(2) 0.0194(3) Uani 1 1 d . . . . .
C14 C 0.84780(19) 0.35000(11) 0.4763(3) 0.0306(3) Uani 1 1 d . . . . .
H14A H 0.8505 0.3834 0.3445 0.046 Uiso 1 1 calc R U . . .
H14B H 0.7827 0.2996 0.4457 0.046 Uiso 1 1 calc R U . . .
H14C H 0.9483 0.3304 0.5316 0.046 Uiso 1 1 calc R U . . .
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'
Cl Cl 0.1484 0.1585 '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
O5 N3 O4 127.82(12) . . ?
O5 N3 C6 116.89(11) . . ?
O4 N3 C6 115.28(10) . . ?
C1 N2 C9 101.53(11) . . ?
C9 C6 N3 110.60(10) . . ?
C9 C6 N4 106.46(10) . . ?
N3 C6 N4 104.30(9) . . ?
C9 C6 Cl1 113.72(9) . . ?
N3 C6 Cl1 110.62(8) . . ?
N4 C6 Cl1 110.64(8) . . ?
C1 O1 N1 107.20(10) . . ?
N1 C9 N2 116.47(11) . . ?
N1 C9 C6 121.59(11) . . ?
N2 C9 C6 121.93(11) . . ?
O2 N4 O3 126.98(12) . . ?
O2 N4 C6 115.90(11) . . ?
O3 N4 C6 117.05(11) . . ?
C9 N1 O1 101.98(10) . . ?
N2 C1 O1 112.81(12) . . ?
N2 C1 C14 128.88(14) . . ?
O1 C1 C14 118.30(13) . . ?
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
Cl1 C6 1.7219(14) . ?
O2 N4 1.2103(16) . ?
O5 N3 1.2102(15) . ?
N3 O4 1.2166(16) . ?
N3 C6 1.5523(16) . ?
N2 C1 1.3077(18) . ?
N2 C9 1.3675(16) . ?
C6 C9 1.4967(17) . ?
C6 N4 1.5530(16) . ?
O3 N4 1.2117(16) . ?
O1 C1 1.3443(17) . ?
O1 N1 1.4043(15) . ?
C9 N1 1.3027(17) . ?
C1 C14 1.4786(19) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168350011
