#------------------------------------------------------------------------------
#$Date: 2019-11-08 02:32:58 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224788 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/84/7058456.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_7058456
loop_
_publ_author_name
'Yan, Chao'
'Cheng, Guangbin'
'Wang, Kangcai'
'Liu, Tianlin'
'Jin, Yunhe'
'Yang, Hongwei'
'Zhang, Qinghua'
_publ_section_title
;
 Exploring the reactive chemistry of FOX-7: synthesis of cyclic
 triazinane-based energetic materials featuring the FOX-7 backbone
;
_journal_issue                   26
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10429
_journal_paper_doi               10.1039/C9NJ01932D
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C5 H5 N7 O8'
_chemical_formula_sum            'C5 H5 N7 O8'
_chemical_formula_weight         291.16
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-06-23
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.07.08 svn.r3312 for OlexSys, GUI svn.r5203)
;
_audit_update_record
;
2019-05-15 deposited with the CCDC.    2019-06-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.757(3)
_cell_length_b                   12.706(3)
_cell_length_c                   13.594(3)
_cell_measurement_reflns_used    922
_cell_measurement_temperature    173
_cell_measurement_theta_max      20.872
_cell_measurement_theta_min      2.997
_cell_volume                     2030.7(8)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX 3'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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      173
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0788
_diffrn_reflns_av_unetI/netI     0.0683
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11814
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.415
_diffrn_reflns_theta_min         2.796
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6425
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0810 before and 0.0653 after correction.
The Ratio of minimum to maximum transmission is 0.8618.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.905
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2285
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0496
_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)+(0.0449P)²+0.4829P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1246
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1512
_reflns_number_total             2285
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj01932d2.cif
_cod_data_source_block           mo_20180631-yc-44_0m
_cod_depositor_comments
'Adding full bibliography for 7058456--7058460.cif.'
_cod_original_cell_volume        2030.8(8)
_cod_database_code               7058456
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 N5(H5), N4(H4), N3(H3)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
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
O5 O 0.51471(14) 0.21963(15) 0.59769(12) 0.0326(5) Uani 1 1 d .
O6 O 0.37560(15) 0.11587(16) 0.56324(13) 0.0384(5) Uani 1 1 d .
O8 O 0.42087(16) 0.13113(15) 0.28390(12) 0.0384(5) Uani 1 1 d .
O7 O 0.40399(16) 0.01800(14) 0.40133(14) 0.0370(5) Uani 1 1 d .
O1 O 0.65901(17) 0.39098(16) 0.64019(13) 0.0389(5) Uani 1 1 d .
N5 N 0.61233(15) 0.32581(15) 0.46174(13) 0.0202(4) Uani 1 1 d .
H5 H 0.6281 0.3035 0.5215 0.024 Uiso 1 1 calc R
N6 N 0.45662(16) 0.16966(16) 0.53716(14) 0.0235(5) Uani 1 1 d .
O3 O 0.73527(17) 0.66272(15) 0.55172(15) 0.0438(5) Uani 1 1 d .
N4 N 0.57236(16) 0.27748(15) 0.30459(13) 0.0229(5) Uani 1 1 d .
H4 H 0.5295 0.2471 0.2598 0.027 Uiso 1 1 calc R
N7 N 0.43338(16) 0.10485(17) 0.37109(15) 0.0253(5) Uani 1 1 d .
N3 N 0.65757(16) 0.44047(17) 0.34006(14) 0.0251(5) Uani 1 1 d .
H3 H 0.6623 0.5045 0.3156 0.030 Uiso 1 1 calc R
O2 O 0.60847(18) 0.55236(17) 0.66489(15) 0.0507(6) Uani 1 1 d .
O4 O 0.7130(2) 0.62762(16) 0.39690(15) 0.0551(7) Uani 1 1 d .
N1 N 0.64069(17) 0.48180(18) 0.61029(16) 0.0293(5) Uani 1 1 d .
N2 N 0.70347(18) 0.60324(17) 0.48544(16) 0.0312(5) Uani 1 1 d .
C4 C 0.55594(18) 0.25979(18) 0.39839(16) 0.0184(5) Uani 1 1 d .
C2 C 0.64492(18) 0.42563(18) 0.43491(17) 0.0209(5) Uani 1 1 d .
C5 C 0.48477(18) 0.17862(18) 0.43604(16) 0.0204(5) Uani 1 1 d .
C1 C 0.65734(19) 0.50380(19) 0.50796(17) 0.0229(5) Uani 1 1 d .
C3 C 0.6637(2) 0.3490(2) 0.27636(17) 0.0272(6) Uani 1 1 d .
H3A H 0.7383 0.3138 0.2838 0.033 Uiso 1 1 calc R
H3B H 0.6547 0.3704 0.2068 0.033 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
C4 N5 H5 118.9
C4 N5 C2 122.14(19)
C2 N5 H5 118.9
O5 N6 C5 118.17(19)
O6 N6 O5 121.4(2)
O6 N6 C5 120.45(19)
C4 N4 H4 120.9
C4 N4 C3 118.17(19)
C3 N4 H4 120.9
O8 N7 C5 117.8(2)
O7 N7 O8 121.9(2)
O7 N7 C5 120.3(2)
C2 N3 H3 120.8
C2 N3 C3 118.5(2)
C3 N3 H3 120.8
O1 N1 C1 118.4(2)
O2 N1 O1 122.4(2)
O2 N1 C1 119.2(2)
O3 N2 O4 121.7(2)
O3 N2 C1 120.5(2)
O4 N2 C1 117.8(2)
N5 C4 C5 120.07(19)
N4 C4 N5 115.8(2)
N4 C4 C5 124.1(2)
N5 C2 C1 119.4(2)
N3 C2 N5 115.2(2)
N3 C2 C1 125.3(2)
N6 C5 N7 116.71(19)
N6 C5 C4 122.9(2)
N7 C5 C4 120.3(2)
N2 C1 N1 116.0(2)
N2 C1 C2 121.2(2)
C2 C1 N1 122.1(2)
N4 C3 H3A 110.1
N4 C3 H3B 110.1
N3 C3 N4 107.80(18)
N3 C3 H3A 110.1
N3 C3 H3B 110.1
H3A C3 H3B 108.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O5 N6 1.244(2)
O6 N6 1.225(2)
O8 N7 1.240(3)
O7 N7 1.227(3)
O1 N1 1.242(3)
N5 H5 0.8800
N5 C4 1.373(3)
N5 C2 1.374(3)
N6 C5 1.419(3)
O3 N2 1.234(3)
N4 H4 0.8800
N4 C4 1.309(3)
N4 C3 1.458(3)
N7 C5 1.422(3)
N3 H3 0.8800
N3 C2 1.312(3)
N3 C3 1.451(3)
O2 N1 1.224(3)
O4 N2 1.248(3)
N1 C1 1.432(3)
N2 C1 1.409(3)
C4 C5 1.423(3)
C2 C1 1.412(3)
C3 H3A 0.9900
C3 H3B 0.9900
