#------------------------------------------------------------------------------
#$Date: 2016-10-08 01:08:00 +0300 (Sat, 08 Oct 2016) $
#$Revision: 187085 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/03/7040382.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_7040382
loop_
_publ_author_name
'Huang, Haifeng'
'Shi, Yameng'
'Liu, Yanfang'
'Yang, Jun'
_publ_section_title
;
 1,2,4,5-Dioxadiazine-functionalized [N-NO2](-) furazan energetic salts.
;
_journal_issue                   39
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15382
_journal_paper_doi               10.1039/c6dt02993k
_journal_volume                  45
_journal_year                    2016
_chemical_formula_sum            'C6 H2 N10 O8'
_chemical_formula_weight         342.18
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2016-07-24 deposited with the CCDC.
2016-08-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            9
_cell_length_a                   24.929(3)
_cell_length_b                   24.929(3)
_cell_length_c                   5.2298(9)
_cell_measurement_reflns_used    1658
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      49.922
_cell_measurement_theta_min      5.659
_cell_volume                     2814.7(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_Laue_measured_fraction_full 0.959
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            5145
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.958
_diffrn_reflns_theta_min         2.830
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.817
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1548
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_platon_squeeze_details
;
;
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.046
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     114
_refine_ls_number_reflns         1091
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0403
_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)+(0.0473P)²+2.6163P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1001
_reflns_Friedel_coverage         0.000
_reflns_number_gt                997
_reflns_number_total             1091
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt02993k2.cif
_cod_data_source_block           cd16308
_cod_depositor_comments
'Adding full bibliography for 7040382--7040385.cif.'
_cod_original_cell_volume        2814.7(9)
_cod_database_code               7040382
_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   0.970
_shelx_estimated_absorpt_t_max   0.987
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
N1 N 0.87459(8) 0.30077(7) 0.9359(3) 0.0414(5) Uani 1 1 d
N2 N 0.97222(8) 0.38356(7) 0.9607(3) 0.0411(5) Uani 1 1 d
N3 N 0.94470(7) 0.44961(7) 0.4208(3) 0.0346(4) Uani 1 1 d
N4 N 0.84104(7) 0.33268(8) 0.5688(4) 0.0402(5) Uani 1 1 d
N5 N 0.78444(8) 0.28114(7) 0.5420(4) 0.0416(5) Uani 1 1 d
O1 O 0.93094(7) 0.32814(6) 1.0649(3) 0.0466(4) Uani 1 1 d
O2 O 0.97379(6) 0.50680(6) 0.2815(3) 0.0467(4) Uani 1 1 d
O3 O 0.76774(8) 0.24159(7) 0.7026(3) 0.0598(5) Uani 1 1 d
O4 O 0.75638(7) 0.27970(7) 0.3502(4) 0.0604(5) Uani 1 1 d
C1 C 0.88269(8) 0.33966(8) 0.7542(3) 0.0308(4) Uani 1 1 d
C2 C 0.94374(8) 0.39199(8) 0.7719(3) 0.0302(4) Uani 1 1 d
C3 C 0.97255(8) 0.44849(8) 0.6195(3) 0.0298(4) Uani 1 1 d
H4 H 0.8463(10) 0.3599(10) 0.471(5) 0.041(6) Uiso 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 N1 O1 104.28(14) . .
C2 N2 O1 105.87(15) . .
C3 N3 O2 115.58(14) . .
N5 N4 C1 123.83(17) . .
N5 N4 H4 112.7(16) . .
C1 N4 H4 123.3(16) . .
O3 N5 O4 126.60(18) . .
O3 N5 N4 118.31(19) . .
O4 N5 N4 115.07(18) . .
N2 O1 N1 111.73(14) . .
C3 O2 N3 115.29(13) 10_766 .
N1 C1 N4 126.82(17) . .
N1 C1 C2 109.33(16) . .
N4 C1 C2 123.84(16) . .
N2 C2 C1 108.78(16) . .
N2 C2 C3 121.97(16) . .
C1 C2 C3 129.21(17) . .
N3 C3 O2 129.13(16) . 10_766
N3 C3 C2 117.56(16) . .
O2 C3 C2 113.30(15) 10_766 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.299(2) .
N1 O1 1.391(2) .
N2 C2 1.293(2) .
N2 O1 1.357(2) .
N3 C3 1.258(2) .
N3 O2 1.434(2) .
N4 N5 1.360(2) .
N4 C1 1.367(3) .
N4 H4 0.81(2) .
N5 O3 1.200(2) .
N5 O4 1.213(2) .
O2 C3 1.345(2) 10_766
C1 C2 1.429(3) .
C2 C3 1.457(2) .
C3 O2 1.345(2) 10_766
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4 O4 0.81(2) 2.32(2) 3.026(2) 147(2) 18_545
N4 H4 N3 0.81(2) 2.37(2) 2.871(2) 121.5(19) .
N4 H4 O4 0.81(2) 2.32(2) 3.026(2) 147(2) 18_545
N4 H4 N3 0.81(2) 2.37(2) 2.871(2) 121.5(19) .
N4 H4 O4 0.81(2) 2.32(2) 3.026(2) 147(2) 18_545
N4 H4 N3 0.81(2) 2.37(2) 2.871(2) 121.5(19) .
N4 H4 N3 0.81(2) 2.37(2) 2.871(2) 121.5(19) .
N4 H4 O4 0.81(2) 2.32(2) 3.026(2) 147(2) 18_545
N4 H4 N3 0.81(2) 2.37(2) 2.871(2) 121.5(19) .
N4 H4 O4 0.81(2) 2.32(2) 3.026(2) 147(2) 18_545
N4 H4 N3 0.81(2) 2.37(2) 2.871(2) 121.5(19) .
N4 H4 O4 0.81(2) 2.32(2) 3.026(2) 147(2) 18_545
N4 H4 N3 0.81(2) 2.37(2) 2.871(2) 121.5(19) .
N4 H4 O4 0.81(2) 2.32(2) 3.026(2) 147(2) 18_545
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_4
C1 N4 N5 O3 6.6(3) .
C1 N4 N5 O4 -171.73(18) .
C2 N2 O1 N1 0.2(2) .
C1 N1 O1 N2 0.6(2) .
C3 N3 O2 C3 0.7(3) 10_766
O1 N1 C1 N4 177.66(17) .
O1 N1 C1 C2 -1.06(19) .
N5 N4 C1 N1 -3.0(3) .
N5 N4 C1 C2 175.57(17) .
O1 N2 C2 C1 -0.85(19) .
O1 N2 C2 C3 177.03(15) .
N1 C1 C2 N2 1.3(2) .
N4 C1 C2 N2 -177.50(17) .
N1 C1 C2 C3 -176.40(17) .
N4 C1 C2 C3 4.8(3) .
O2 N3 C3 O2 -0.8(3) 10_766
O2 N3 C3 C2 178.11(14) .
N2 C2 C3 N3 171.31(17) .
C1 C2 C3 N3 -11.3(3) .
N2 C2 C3 O2 -9.6(2) 10_766
C1 C2 C3 O2 167.81(17) 10_766
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.085 90 27 ' '
2 0.333 0.667 0.075 89 27 ' '
3 0.667 0.333 -0.120 89 27 ' '
