#------------------------------------------------------------------------------
#$Date: 2020-10-06 13:16:17 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257783 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/94/7059431.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_7059431
loop_
_publ_author_name
'Yan, Tingou'
'Cheng, Guangbin'
'Yang, Hongwei'
_publ_section_title
;
 1,3,4-Oxadiazole based thermostable energetic materials: synthesis and
 structure--property relationship
;
_journal_issue                   16
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              6643
_journal_page_last               6651
_journal_paper_doi               10.1039/D0NJ00518E
_journal_volume                  44
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C8 H2 N10 O9'
_chemical_formula_sum            'C8 H2 N10 O9'
_chemical_formula_weight         382.20
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-10-18 deposited with the CCDC.	2020-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.6045(9)
_cell_length_b                   30.8050(16)
_cell_length_c                   5.0463(2)
_cell_measurement_reflns_used    3521
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.451
_cell_measurement_theta_min      2.645
_cell_volume                     2736.6(2)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 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      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_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  0.0382
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            8574
_diffrn_reflns_point_group_measured_fraction_full 0.941
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.106
_diffrn_reflns_theta_min         2.645
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1358 before and 0.0538 after correction. The Ratio of minimum to maximum transmission is 0.9339. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_description       plate
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1614
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0386
_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)+(0.0644P)²+2.6698P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.1188
_reflns_Friedel_coverage         0.601
_reflns_Friedel_fraction_full    0.867
_reflns_Friedel_fraction_max     0.742
_reflns_number_gt                1306
_reflns_number_total             1614
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj00518e2.cif
_cod_data_source_block           22019407_0m
_cod_depositor_comments
;Adding full bibliography for 7059427--7059434.cif.

 Adding full bibliography for 7059427--7059434.cif.
;
_cod_database_code               7059431
_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   0.993
_shelx_estimated_absorpt_t_min   0.987
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0(3)
 1(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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 0.250000 0.250000 0.5422(6) 0.0269(7) Uani 1 2 d S T P . .
O4 O 0.58440(13) 0.28583(8) 0.7606(5) 0.0344(6) Uani 1 1 d . . . . .
O5 O 0.59784(13) 0.32097(8) 0.3872(5) 0.0335(6) Uani 1 1 d . . . . .
O1 O 0.24542(14) 0.33674(7) 0.3467(6) 0.0382(6) Uani 1 1 d . . . . .
O2 O 0.32389(16) 0.36054(8) 0.0451(6) 0.0466(7) Uani 1 1 d . . . . .
N3 N 0.48119(14) 0.30389(8) 0.5239(6) 0.0248(6) Uani 1 1 d . . . . .
N2 N 0.43583(14) 0.28091(8) 0.6875(5) 0.0249(6) Uani 1 1 d . . . . .
N5 N 0.28394(15) 0.26215(9) 0.9568(6) 0.0280(6) Uani 1 1 d . . . . .
N4 N 0.56266(14) 0.30322(8) 0.5616(6) 0.0275(6) Uani 1 1 d . . . . .
N1 N 0.30891(16) 0.33966(9) 0.2471(6) 0.0332(7) Uani 1 1 d . . . . .
C3 C 0.36665(17) 0.28975(10) 0.5974(7) 0.0243(6) Uani 1 1 d . . . . .
C4 C 0.30076(17) 0.26801(10) 0.7103(7) 0.0257(6) Uani 1 1 d . . . . .
C2 C 0.37015(17) 0.31866(10) 0.3796(7) 0.0263(7) Uani 1 1 d . . . . .
C1 C 0.44527(19) 0.32671(10) 0.3351(7) 0.0288(7) Uani 1 1 d . . . . .
H1 H 0.467150 0.344410 0.201110 0.035 Uiso 1 1 calc R . . . .
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
C4 O3 C4 102.2(3) . 14 ?
N2 N3 N4 119.9(2) . . ?
C1 N3 N2 115.5(2) . . ?
C1 N3 N4 124.6(3) . . ?
C3 N2 N3 103.0(2) . . ?
C4 N5 N5 105.58(18) . 14 ?
O4 N4 O5 130.4(3) . . ?
O4 N4 N3 115.6(2) . . ?
O5 N4 N3 114.0(3) . . ?
O1 N1 O2 124.8(3) . . ?
O1 N1 C2 117.6(3) . . ?
O2 N1 C2 117.6(3) . . ?
N2 C3 C4 120.2(3) . . ?
N2 C3 C2 110.8(3) . . ?
C2 C3 C4 128.9(3) . . ?
O3 C4 C3 118.1(3) . . ?
N5 C4 O3 113.3(3) . . ?
N5 C4 C3 128.6(3) . . ?
C3 C2 N1 128.1(3) . . ?
C1 C2 N1 125.0(3) . . ?
C1 C2 C3 106.5(3) . . ?
N3 C1 C2 104.1(3) . . ?
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 C4 1.351(4) . ?
O3 C4 1.351(4) 14 ?
O4 N4 1.201(4) . ?
O5 N4 1.207(4) . ?
O1 N1 1.229(4) . ?
O2 N1 1.234(4) . ?
N3 N2 1.349(4) . ?
N3 N4 1.447(4) . ?
N3 C1 1.342(4) . ?
N2 C3 1.328(4) . ?
N5 N5 1.410(5) 14 ?
N5 C4 1.291(4) . ?
N1 C2 1.424(4) . ?
C3 C4 1.456(4) . ?
C3 C2 1.416(5) . ?
C2 C1 1.364(4) . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0(3)
2 1(3)
