#------------------------------------------------------------------------------
#$Date: 2021-02-05 01:28:10 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261743 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/01/7060157.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_7060157
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 H8 N6 O5'
_chemical_formula_weight         220.16
_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
_audit_update_record
;
2020-07-23 deposited with the CCDC.	2020-12-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.072(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2956(7)
_cell_length_b                   8.4968(7)
_cell_length_c                   12.4697(11)
_cell_measurement_reflns_used    5082
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.42
_cell_measurement_theta_min      2.84
_cell_volume                     875.50(13)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_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  0.0302
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10429
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.451
_diffrn_reflns_theta_min         2.465
_exptl_absorpt_coefficient_mu    0.151
_exptl_crystal_colour            coulourness
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_description       block
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.275
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2190
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.275
_refine_ls_R_factor_all          0.1019
_refine_ls_R_factor_gt           0.0984
_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)+(0.0491P)²+3.9034P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2562
_refine_ls_wR_factor_ref         0.2576
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2017
_reflns_number_total             2190
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05530a2.cif
_cod_data_source_block           N2H5
_cod_depositor_comments
'Adding full bibliography for 7060157--7060159.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7060157
_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
O1 O 0.5467(4) 0.6588(4) 0.1019(3) 0.0444(9) Uani 1 1 d . . . . .
O2 O 0.1300(4) 1.1760(4) 0.0381(3) 0.0431(9) Uani 1 1 d . . . . .
O3 O 0.2560(5) 1.0445(5) 0.1696(3) 0.0456(9) Uani 1 1 d . . . . .
O4 O 0.1174(5) 1.0363(5) -0.1499(3) 0.0489(10) Uani 1 1 d . . . . .
O5 O 0.2362(6) 0.8097(5) -0.1507(3) 0.0545(11) Uani 1 1 d . . . . .
N1 N 0.5038(5) 0.8058(5) 0.0535(4) 0.0434(10) Uani 1 1 d . . . . .
N2 N 0.2823(4) 0.6746(5) 0.0972(3) 0.0342(9) Uani 1 1 d . . . . .
N4 N 0.2089(4) 1.0590(5) 0.0716(3) 0.0304(8) Uani 1 1 d . . . . .
N5 N 0.1991(5) 0.9310(5) -0.1016(3) 0.0363(9) Uani 1 1 d . . . . .
C16 C 0.2508(5) 0.9373(5) 0.0065(3) 0.0286(9) Uani 1 1 d . . . . .
C19 C 0.3468(5) 0.8075(5) 0.0532(3) 0.0275(8) Uani 1 1 d . . . . .
C25 C 0.4085(5) 0.5908(6) 0.1247(3) 0.0301(9) Uani 1 1 d . . . . .
C29 C 0.4200(7) 0.4349(6) 0.1756(4) 0.0446(12) Uani 1 1 d . . . . .
H29A H 0.3318 0.3704 0.1464 0.067 Uiso 1 1 calc R U . . .
H29B H 0.4151 0.4460 0.2519 0.067 Uiso 1 1 calc R U . . .
H29C H 0.5207 0.3865 0.1618 0.067 Uiso 1 1 calc R U . . .
N6 N 0.0774(8) 0.0015(9) 0.3907(5) 0.0790(19) Uani 1 1 d . . . . .
H6B H 0.0334 -0.0765 0.3505 0.095 Uiso 1 1 d R U . . .
H14A H 0.1834 -0.0143 0.4034 0.095 Uiso 1 1 d R U . . .
N7 N 0.0513(5) 0.1427(6) 0.3358(4) 0.0495(12) Uani 1 1 d . . . . .
H7A H 0.0986 0.2203 0.3749 0.059 Uiso 1 1 d R U . . .
H7B H 0.0926 0.1385 0.2724 0.059 Uiso 1 1 d R U . . .
H7C H -0.0547 0.1605 0.3257 0.059 Uiso 1 1 d 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'
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
C25 O1 N1 106.5(3) . . ?
C19 N1 O1 103.0(4) . . ?
C25 N2 C19 102.9(4) . . ?
O2 N4 O3 121.0(4) . . ?
O2 N4 C16 123.7(4) . . ?
O3 N4 C16 115.3(4) . . ?
O4 N5 O5 120.1(4) . . ?
O4 N5 C16 123.7(4) . . ?
O5 N5 C16 116.2(4) . . ?
N4 C16 N5 122.1(4) . . ?
N4 C16 C19 119.4(4) . . ?
N5 C16 C19 118.4(4) . . ?
N1 C19 N2 114.3(4) . . ?
N1 C19 C16 121.5(4) . . ?
N2 C19 C16 124.2(4) . . ?
N2 C25 O1 113.4(4) . . ?
N2 C25 C29 129.4(4) . . ?
O1 C25 C29 117.2(4) . . ?
C25 C29 H29A 109.5 . . ?
C25 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C25 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N7 N6 H6B 109.1 . . ?
N7 N6 H14A 109.1 . . ?
H6B N6 H14A 109.7 . . ?
N6 N7 H7A 109.1 . . ?
N6 N7 H7B 110.3 . . ?
H7A N7 H7B 109.4 . . ?
N6 N7 H7C 109.0 . . ?
H7A N7 H7C 109.5 . . ?
H7B N7 H7C 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
O1 C25 1.336(5) . ?
O1 N1 1.419(6) . ?
O2 N4 1.242(5) . ?
O3 N4 1.256(5) . ?
O4 N5 1.245(6) . ?
O5 N5 1.252(6) . ?
N1 C19 1.303(6) . ?
N2 C25 1.288(6) . ?
N2 C19 1.384(6) . ?
N4 C16 1.378(6) . ?
N5 C16 1.378(5) . ?
C16 C19 1.452(6) . ?
C25 C29 1.468(7) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
N6 N7 1.389(8) . ?
N6 H6B 0.8900 . ?
N6 H14A 0.8898 . ?
N7 H7A 0.8900 . ?
N7 H7B 0.8898 . ?
N7 H7C 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
C25 O1 N1 C19 -0.1(5) . . . . ?
O2 N4 C16 N5 -4.1(6) . . . . ?
O3 N4 C16 N5 175.7(4) . . . . ?
O2 N4 C16 C19 178.5(4) . . . . ?
O3 N4 C16 C19 -1.7(6) . . . . ?
O4 N5 C16 N4 3.2(7) . . . . ?
O5 N5 C16 N4 -175.5(4) . . . . ?
O4 N5 C16 C19 -179.4(4) . . . . ?
O5 N5 C16 C19 1.9(6) . . . . ?
O1 N1 C19 N2 0.1(5) . . . . ?
O1 N1 C19 C16 -177.9(4) . . . . ?
C25 N2 C19 N1 0.0(5) . . . . ?
C25 N2 C19 C16 177.8(4) . . . . ?
N4 C16 C19 N1 -94.2(5) . . . . ?
N5 C16 C19 N1 88.4(5) . . . . ?
N4 C16 C19 N2 88.1(5) . . . . ?
N5 C16 C19 N2 -89.3(5) . . . . ?
C19 N2 C25 O1 0.0(5) . . . . ?
C19 N2 C25 C29 -179.7(5) . . . . ?
N1 O1 C25 N2 0.1(5) . . . . ?
N1 O1 C25 C29 179.8(4) . . . . ?
