#------------------------------------------------------------------------------
#$Date: 2025-08-22 23:12:46 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301866 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/65/7236570.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_7236570
loop_
_publ_author_name
'Sun, Qi'
'Shen, Cheng'
'Li, Xin'
'Lin, Qiuhan'
'Lu, Ming'
_publ_section_title
;
 Combination of four oxadiazole rings for the generation of energetic
 materials with high detonation performance, low sensitivity and excellent
 thermal stability
;
_journal_issue                   22
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              11063
_journal_paper_doi               10.1039/C7TA02209C
_journal_volume                  5
_journal_year                    2017
_chemical_formula_moiety         'C8 H3 N11 O5'
_chemical_formula_sum            'C8 H3 N11 O5'
_chemical_formula_weight         333.21
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2017-03-13 deposited with the CCDC.
2017-05-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.5408(8)
_cell_length_b                   11.6206(8)
_cell_length_c                   18.3621(12)
_cell_measurement_reflns_used    3069
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      3.33
_cell_volume                     2462.6(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'PHOTON100 CMOS detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_monochromator  'TRIUMPH curved crystal monochromator'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1057
_diffrn_reflns_av_sigmaI/netI    0.0660
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12893
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.33
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6423
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_density_diffrn    1.798
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2242
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.1102
_refine_ls_R_factor_gt           0.0607
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0615P)²+2.1439P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1430
_reflns_number_gt                1502
_reflns_number_total             2242
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ta02209c2.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'Pbca '
_cod_database_code               7236570
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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_symmetry_multiplicity
_atom_site_calc_flag
C1 C 0.2048(3) 0.1129(3) 0.29418(18) 0.0234(8) Uani 1 1 d
C2 C 0.2490(3) 0.0209(3) 0.33820(17) 0.0204(8) Uani 1 1 d
C3 C 0.2207(3) -0.0280(3) 0.40973(17) 0.0195(8) Uani 1 1 d
C4 C 0.1615(3) -0.0519(3) 0.52189(18) 0.0194(8) Uani 1 1 d
C5 C -0.0174(3) 0.2838(3) 0.36479(18) 0.0208(8) Uani 1 1 d
C6 C -0.0609(3) 0.3364(3) 0.42843(18) 0.0214(8) Uani 1 1 d
C7 C -0.0282(3) 0.3177(3) 0.50427(19) 0.0220(8) Uani 1 1 d
C8 C 0.0334(3) 0.2385(3) 0.59801(19) 0.0270(9) Uani 1 1 d
N1 N 0.1148(3) 0.1945(2) 0.29965(15) 0.0258(7) Uani 1 1 d
N2 N 0.0720(2) 0.1989(2) 0.36162(14) 0.0205(7) Uani 1 1 d
N3 N 0.2638(3) 0.1188(3) 0.23369(15) 0.0312(8) Uani 1 1 d
N4 N 0.3359(3) -0.0256(3) 0.30299(16) 0.0292(7) Uani 1 1 d
N5 N 0.2619(3) -0.1281(3) 0.42698(15) 0.0290(8) Uani 1 1 d
N6 N 0.1597(2) 0.0213(3) 0.46454(15) 0.0189(7) Uani 1 1 d
H6A H 0.126(3) 0.084(3) 0.4616(18) 0.023 Uiso 1 1 d
N7 N -0.0692(3) 0.3254(3) 0.30799(16) 0.0299(8) Uani 1 1 d
N8 N -0.1402(3) 0.4107(3) 0.41027(17) 0.0331(8) Uani 1 1 d
N9 N -0.0567(3) 0.3918(3) 0.55432(16) 0.0346(8) Uani 1 1 d
N10 N 0.0283(2) 0.2212(2) 0.52731(15) 0.0225(7) Uani 1 1 d
N11 N 0.0771(4) 0.1707(3) 0.64844(18) 0.0438(10) Uani 1 1 d
H11A H 0.092(4) 0.105(4) 0.633(2) 0.053 Uiso 1 1 d
H11B H 0.079(4) 0.199(4) 0.694(2) 0.053 Uiso 1 1 d
O1 O 0.3453(2) 0.0352(2) 0.23880(13) 0.0345(7) Uani 1 1 d
O2 O 0.2257(2) -0.1445(2) 0.50024(12) 0.0270(6) Uani 1 1 d
O3 O 0.1169(2) -0.0459(2) 0.58093(12) 0.0271(6) Uani 1 1 d
O4 O -0.1469(2) 0.4043(2) 0.33484(14) 0.0364(7) Uani 1 1 d
O5 O -0.0137(2) 0.3380(2) 0.61894(13) 0.0383(7) 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
N3 C1 N1 114.2(3)
N3 C1 C2 109.5(3)
N1 C1 C2 136.3(3)
N4 C2 C1 107.6(3)
N4 C2 C3 116.8(3)
C1 C2 C3 135.6(3)
N5 C3 N6 112.9(3)
N5 C3 C2 119.0(3)
N6 C3 C2 128.0(3)
O3 C4 N6 131.1(3)
O3 C4 O2 122.7(3)
N6 C4 O2 106.1(3)
N7 C5 C6 109.9(3)
N7 C5 N2 123.9(3)
C6 C5 N2 126.1(3)
N8 C6 C5 109.0(3)
N8 C6 C7 121.7(3)
C5 C6 C7 129.4(3)
N9 C7 N10 116.5(3)
N9 C7 C6 120.7(3)
N10 C7 C6 122.8(3)
N10 C8 N11 128.3(3)
N10 C8 O5 113.5(3)
N11 C8 O5 118.2(3)
N2 N1 C1 112.7(3)
N1 N2 C5 110.7(3)
C1 N3 O1 105.4(3)
C2 N4 O1 105.7(3)
C3 N5 O2 104.2(3)
C4 N6 C3 107.7(3)
C4 N6 H6A 128(2)
C3 N6 H6A 125(2)
C5 N7 O4 105.1(3)
C6 N8 O4 105.0(3)
C7 N9 O5 102.1(3)
C8 N10 C7 101.6(3)
C8 N11 H11A 112(3)
C8 N11 H11B 116(3)
H11A N11 H11B 131(4)
N3 O1 N4 111.8(2)
C4 O2 N5 109.2(2)
N7 O4 N8 110.9(2)
C8 O5 N9 106.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N3 1.305(4)
C1 N1 1.410(4)
C1 C2 1.433(5)
C2 N4 1.310(4)
C2 C3 1.468(5)
C3 N5 1.295(4)
C3 N6 1.356(4)
C4 O3 1.202(4)
C4 N6 1.354(4)
C4 O2 1.366(4)
C5 N7 1.296(4)
C5 C6 1.411(5)
C5 N2 1.428(4)
C6 N8 1.302(4)
C6 C7 1.459(5)
C7 N9 1.302(4)
C7 N10 1.364(4)
C8 N10 1.315(4)
C8 N11 1.316(5)
C8 O5 1.334(4)
N1 N2 1.242(4)
N3 O1 1.355(4)
N4 O1 1.379(4)
N5 O2 1.421(4)
N6 H6A 0.83(4)
N7 O4 1.374(4)
N8 O4 1.389(4)
N9 O5 1.430(4)
N11 H11A 0.84(5)
N11 H11B 0.90(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168339739
