#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:22:41 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229080 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/10/7231057.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_7231057
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         'C8 H2 N12 O8, 2(H2 O)'
_chemical_formula_sum            'C8 H6 N12 O10'
_chemical_formula_weight         430.25
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.5145(4)
_cell_length_b                   12.0237(11)
_cell_length_c                   28.870(3)
_cell_measurement_reflns_used    1487
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.13
_cell_measurement_theta_min      2.82
_cell_volume                     1567.1(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0736
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            6759
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.321
_diffrn_reflns_theta_min         2.822
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6613
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_description       sheet
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1436
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0431
_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)+(0.0460P)²+0.5037P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0991
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1037
_reflns_number_total             1436
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce00857d2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7231057--7231063.cif.'
_cod_original_cell_volume        1567.1(2)
_cod_database_code               7231057
_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   0.944
_shelx_estimated_absorpt_t_max   0.995
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.0428(6) 0.82885(19) 0.43596(8) 0.0136(5) Uani 1 1 d . .
C2 C 0.0302(5) 0.95867(19) 0.48212(8) 0.0146(5) Uani 1 1 d . .
C3 C 0.0855(5) 0.68447(19) 0.36857(8) 0.0140(5) Uani 1 1 d . .
C4 C -0.0318(5) 0.72717(19) 0.41113(8) 0.0135(5) Uani 1 1 d . .
N1 N 0.2695(5) 0.88908(17) 0.42327(7) 0.0204(5) Uani 1 1 d . .
N2 N -0.1148(5) 0.86887(16) 0.47327(6) 0.0150(5) Uani 1 1 d . .
N3 N -0.0400(5) 0.58958(16) 0.35925(7) 0.0188(5) Uani 1 1 d . .
N4 N -0.2311(5) 0.65841(16) 0.42623(7) 0.0187(5) Uani 1 1 d . .
N5 N 0.3125(5) 0.72572(17) 0.34054(7) 0.0188(5) Uani 1 1 d . .
H5 H 0.401(6) 0.678(2) 0.3207(9) 0.023 Uiso 1 1 d . U
N6 N 0.2527(5) 0.82447(18) 0.31734(7) 0.0204(5) Uani 1 1 d . .
O1 O 0.2632(4) 0.97835(13) 0.45459(6) 0.0192(4) Uani 1 1 d . .
O2 O -0.2366(4) 0.57158(13) 0.39478(6) 0.0211(4) Uani 1 1 d . .
O3 O 0.0372(4) 0.87816(15) 0.32999(6) 0.0250(5) Uani 1 1 d . .
O4 O 0.4268(4) 0.84942(16) 0.28713(6) 0.0306(5) Uani 1 1 d . .
O5 O 0.5078(4) 0.57612(14) 0.27661(6) 0.0188(4) Uani 1 1 d D .
H5A H 0.496(6) 0.5171(16) 0.2912(8) 0.023 Uiso 1 1 d D U
H5B H 0.662(5) 0.576(2) 0.2613(8) 0.023 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 115.5(2) .
N1 C1 C4 120.6(2) .
N2 C1 C4 124.0(2) .
N2 C2 O1 115.4(2) .
N2 C2 C2 128.1(3) 5_576
O1 C2 C2 116.5(3) 5_576
N3 C3 N5 120.7(2) .
N3 C3 C4 109.3(2) .
N5 C3 C4 129.8(2) .
N4 C4 C3 108.4(2) .
N4 C4 C1 122.0(2) .
C3 C4 C1 129.6(2) .
C1 N1 O1 103.16(18) .
C2 N2 C1 100.7(2) .
C3 N3 O2 105.37(18) .
C4 N4 O2 105.81(19) .
N6 N5 C3 116.1(2) .
N6 N5 H5 109.1(16) .
C3 N5 H5 117.5(17) .
O4 N6 O3 126.9(2) .
O4 N6 N5 115.6(2) .
O3 N6 N5 117.5(2) .
C2 O1 N1 105.24(17) .
N3 O2 N4 111.07(16) .
H5A O5 H5B 109(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.306(3) .
C1 N2 1.377(3) .
C1 C4 1.457(3) .
C2 N2 1.288(3) .
C2 O1 1.340(3) .
C2 C2 1.459(4) 5_576
C3 N3 1.302(3) .
C3 N5 1.397(3) .
C3 C4 1.433(3) .
C4 N4 1.298(3) .
N1 O1 1.404(2) .
N3 O2 1.373(3) .
N4 O2 1.384(2) .
N5 N6 1.390(3) .
N5 H5 0.91(3) .
N6 O4 1.212(3) .
N6 O3 1.223(3) .
O5 H5A 0.826(16) .
O5 H5B 0.823(17) .
