#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:22:41 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229080 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/10/7231061.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_7231061
loop_
_publ_author_name
'Sun, Qi'
'Lin, Qiuhan'
'Lu, Ming'
_publ_section_title
;
 Nitramino-functionalized tetracyclic oxadiazoles as energetic materials
 with high performance and high stability: crystal structures and
 energetic properties
;
_journal_issue                   30
_journal_name_full               CrystEngComm
_journal_page_first              4321
_journal_paper_doi               10.1039/C8CE00857D
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         '2(H4 N O), C8 N12 O8'
_chemical_formula_sum            'C8 H8 N14 O10'
_chemical_formula_weight         460.28
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-01-15 deposited with the CCDC.
2018-06-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.503(7)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.701(3)
_cell_length_b                   4.1634(7)
_cell_length_c                   14.1870(19)
_cell_measurement_reflns_used    557
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.37
_cell_measurement_theta_min      2.96
_cell_volume                     813.3(2)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'PHOTON 100 CMOS detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1057
_diffrn_reflns_av_unetI/netI     0.1126
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3771
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.253
_diffrn_reflns_theta_min         2.900
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_density_diffrn    1.879
_exptl_crystal_description       sheet
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         1451
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1322
_refine_ls_R_factor_gt           0.0606
_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)+(0.0322P)²+0.7293P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1195
_reflns_Friedel_coverage         0.000
_reflns_number_gt                858
_reflns_number_total             1451
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce00857d2.cif
_cod_data_source_block           1_CCDC4
_cod_depositor_comments
'Adding full bibliography for 7231057--7231063.cif.'
_cod_database_code               7231061
_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   0.949
_shelx_estimated_absorpt_t_max   0.997
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
C1 C 0.6283(3) 0.9552(11) 0.3960(3) 0.0150(10) Uani 1 1 d . .
C2 C 0.5373(3) 0.9706(11) 0.4783(3) 0.0125(9) Uani 1 1 d . .
C3 C 0.7531(3) 0.9061(10) 0.3014(3) 0.0137(10) Uani 1 1 d . .
C4 C 0.6686(3) 1.0277(10) 0.3179(3) 0.0148(10) Uani 1 1 d . .
N1 N 0.6666(2) 0.7424(9) 0.4665(2) 0.0188(9) Uani 1 1 d . .
N2 N 0.5468(2) 1.1099(9) 0.4012(2) 0.0154(9) Uani 1 1 d . .
N3 N 0.7582(2) 1.0437(9) 0.2200(2) 0.0181(9) Uani 1 1 d . .
N4 N 0.6239(2) 1.2344(9) 0.2485(3) 0.0213(9) Uani 1 1 d . .
N5 N 0.8124(2) 0.6850(8) 0.3660(2) 0.0147(8) Uani 1 1 d . .
N6 N 0.8848(2) 0.5731(8) 0.3403(2) 0.0163(9) Uani 1 1 d . .
N7 N 0.8711(2) 0.4926(9) 0.5889(2) 0.0156(9) Uani 1 1 d D .
H7A H 0.8289(19) 0.619(8) 0.540(2) 0.019 Uiso 1 1 d D U
H7B H 0.849(2) 0.463(10) 0.6410(19) 0.019 Uiso 1 1 d D U
H7C H 0.9319(18) 0.589(9) 0.612(2) 0.019 Uiso 1 1 d D U
O1 O 0.60431(19) 0.7473(7) 0.5225(2) 0.0189(7) Uani 1 1 d . .
O2 O 0.6775(2) 1.2486(7) 0.1867(2) 0.0224(8) Uani 1 1 d . .
O3 O 0.93849(19) 0.3597(7) 0.3995(2) 0.0184(7) Uani 1 1 d . .
O4 O 0.9038(2) 0.6596(8) 0.2653(2) 0.0271(8) Uani 1 1 d . .
O5 O 0.8726(2) 0.1888(8) 0.5457(2) 0.0264(8) Uani 1 1 d D .
H5 H 0.893(3) 0.238(12) 0.500(2) 0.032 Uiso 1 1 d D 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_3
N1 C1 N2 115.0(3) .
N1 C1 C4 122.8(3) .
N2 C1 C4 122.2(4) .
N2 C2 O1 115.3(3) .
N2 C2 C2 127.3(5) 3_676
O1 C2 C2 117.3(5) 3_676
N3 C3 N5 131.3(4) .
N3 C3 C4 108.0(4) .
N5 C3 C4 120.8(3) .
N4 C4 C3 110.3(4) .
N4 C4 C1 118.7(4) .
C3 C4 C1 131.0(4) .
C1 N1 O1 103.4(3) .
C2 N2 C1 100.9(3) .
C3 N3 O2 105.0(3) .
C4 N4 O2 105.2(3) .
N6 N5 C3 115.9(3) .
O4 N6 O3 119.3(3) .
O4 N6 N5 125.1(3) .
O3 N6 N5 115.6(3) .
O5 N7 H7A 107(2) .
O5 N7 H7B 107(3) .
H7A N7 H7B 111(2) .
O5 N7 H7C 113(2) .
H7A N7 H7C 109(2) .
H7B N7 H7C 110(2) .
C2 O1 N1 105.3(3) .
N4 O2 N3 111.5(3) .
N7 O5 H5 101(4) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.307(5) .
C1 N2 1.385(5) .
C1 C4 1.458(5) .
C2 N2 1.290(5) .
C2 O1 1.340(5) .
C2 C2 1.452(7) 3_676
C3 N3 1.315(5) .
C3 N5 1.374(5) .
C3 C4 1.435(6) .
C4 N4 1.299(5) .
N1 O1 1.408(4) .
N3 O2 1.402(4) .
N4 O2 1.369(4) .
N5 N6 1.324(4) .
N6 O4 1.245(4) .
N6 O3 1.286(4) .
N7 O5 1.409(5) .
N7 H7A 0.92(2) .
N7 H7B 0.92(2) .
N7 H7C 0.93(2) .
O5 H5 0.826(19) .
