#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/61/7056101.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_7056101
loop_
_publ_author_name
'Ma, Qing'
'Jiang, Tao'
'Chi, Yu'
'Chen, Ya'
'Wang, Jun'
'Huang, Jinglun'
'Nie, Fude'
_publ_section_title
;
 A novel multi-nitrogen 2,4,6,8,10,12-hexanitrohexaazaisowurtzitane based
 energetic cocrystal with 1-methyl-3,4,5-trinitropyrazole as a donor:
 experimental and theoretical investigations of intermolecular
 interactions
;
_journal_issue                   10
_journal_name_full               'New J. Chem.'
_journal_page_first              4165
_journal_page_last               4172
_journal_paper_doi               10.1039/C6NJ03976F
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C4 H3 N5 O6'
_chemical_formula_sum            'C4 H3 N5 O6'
_chemical_formula_weight         217.11
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-03-27
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-03-27 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.9211(5)
_cell_length_b                   8.3391(4)
_cell_length_c                   8.4760(4)
_cell_measurement_temperature    293(2)
_cell_volume                     842.61(7)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_device_type  'multiwire proportional'
_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  0.0165
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            2187
_diffrn_reflns_point_group_measured_fraction_full 0.732
_diffrn_reflns_point_group_measured_fraction_max 0.617
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.846
_diffrn_reflns_theta_min         3.418
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details
;
 Flack x determined using 253 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.8(10)
_refine_ls_extinction_coef       0.043(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         1365
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0386
_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)+(0.0343P)²+0.0398P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0912
_reflns_Friedel_coverage         0.315
_reflns_Friedel_fraction_full    0.425
_reflns_Friedel_fraction_max     0.316
_reflns_number_gt                1105
_reflns_number_total             1365
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6nj03976f2.cif
_cod_data_source_block           m6
_cod_database_code               7056101
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-2
_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 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_olex2_submission_special_instructions 'No special instructions were received'
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, 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
N1 N 0.6413(2) 0.2445(3) 0.5355(3) 0.0451(6) Uani 1 1 d .
N2 N 0.7241(2) 0.3352(3) 0.4796(3) 0.0482(7) Uani 1 1 d .
N3 N 0.7800(2) 0.6114(4) 0.4966(4) 0.0519(7) Uani 1 1 d .
O4 O 0.4482(2) 0.1292(3) 0.6830(4) 0.0708(8) Uani 1 1 d .
C5 C 0.7060(2) 0.4803(3) 0.5356(4) 0.0379(7) Uani 1 1 d .
C6 C 0.6100(2) 0.4856(3) 0.6293(4) 0.0401(7) Uani 1 1 d .
C7 C 0.5703(2) 0.3318(4) 0.6252(4) 0.0402(7) Uani 1 1 d .
O8 O 0.7663(2) 0.7341(3) 0.5703(5) 0.0864(11) Uani 1 1 d .
N9 N 0.5614(3) 0.6241(4) 0.7082(5) 0.0627(9) Uani 1 1 d .
N10 N 0.4669(2) 0.2723(4) 0.6905(4) 0.0522(7) Uani 1 1 d .
O11 O 0.8494(2) 0.5909(4) 0.3948(4) 0.0736(8) Uani 1 1 d .
O12 O 0.4051(3) 0.3730(4) 0.7464(4) 0.0877(11) Uani 1 1 d .
O13 O 0.5186(2) 0.7273(4) 0.6264(6) 0.1088(15) Uani 1 1 d .
O14 O 0.5703(3) 0.6250(4) 0.8511(4) 0.0983(12) Uani 1 1 d .
C15 C 0.6380(4) 0.0738(4) 0.4925(6) 0.0776(14) Uani 1 1 d .
H15A H 0.5705 0.0520 0.4344 0.116 Uiso 1 1 calc GR
H15B H 0.6393 0.0096 0.5865 0.116 Uiso 1 1 calc GR
H15C H 0.7019 0.0483 0.4284 0.116 Uiso 1 1 calc GR
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
N2 N1 C7 111.0(2)
N2 N1 C15 118.8(3)
C7 N1 C15 130.1(3)
C5 N2 N1 105.8(2)
O8 N3 C5 116.1(3)
O11 N3 C5 118.4(3)
O11 N3 O8 125.5(3)
N2 C5 N3 120.9(3)
N2 C5 C6 111.7(3)
C6 C5 N3 127.5(3)
C5 C6 N9 127.9(3)
C7 C6 C5 103.9(3)
C7 C6 N9 128.2(3)
N1 C7 C6 107.6(3)
N1 C7 N10 124.5(3)
C6 C7 N10 127.6(3)
O13 N9 C6 117.8(4)
O14 N9 C6 115.3(4)
O14 N9 O13 126.9(4)
O4 N10 C7 118.4(3)
O12 N10 O4 126.0(3)
O12 N10 C7 115.5(3)
N1 C15 H15A 109.5
N1 C15 H15B 109.5
N1 C15 H15C 109.5
H15A C15 H15B 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 N2 1.331(3)
N1 C7 1.351(4)
N1 C15 1.470(4)
N2 C5 1.318(4)
N3 C5 1.443(4)
N3 O8 1.210(4)
N3 O11 1.207(4)
O4 N10 1.216(3)
C5 C6 1.394(4)
C6 C7 1.368(4)
C6 N9 1.455(4)
C7 N10 1.439(4)
N9 O13 1.217(5)
N9 O14 1.216(5)
N10 O12 1.213(4)
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 0.9600
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
N1 N2 C5 N3 -179.2(3)
N1 N2 C5 C6 -0.2(3)
N1 C7 N10 O4 10.2(5)
N1 C7 N10 O12 -168.7(3)
N2 N1 C7 C6 -0.9(4)
N2 N1 C7 N10 174.0(3)
N2 C5 C6 C7 -0.4(4)
N2 C5 C6 N9 -178.4(3)
N3 C5 C6 C7 178.6(3)
N3 C5 C6 N9 0.6(5)
C5 C6 C7 N1 0.7(3)
C5 C6 C7 N10 -173.9(3)
C5 C6 N9 O13 69.5(4)
C5 C6 N9 O14 -109.1(4)
C6 C7 N10 O4 -176.0(3)
C6 C7 N10 O12 5.1(5)
C7 N1 N2 C5 0.6(3)
C7 C6 N9 O13 -108.0(4)
C7 C6 N9 O14 73.3(5)
O8 N3 C5 N2 -170.0(3)
O8 N3 C5 C6 11.1(5)
N9 C6 C7 N1 178.8(3)
N9 C6 C7 N10 4.1(6)
O11 N3 C5 N2 10.1(4)
O11 N3 C5 C6 -168.8(3)
C15 N1 N2 C5 179.7(3)
C15 N1 C7 C6 -179.8(4)
C15 N1 C7 N10 -5.0(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 57788216
