High energy explosive with low sensitivity: a new energetic cocrystal based on CL-20 and BMDNP
Jing, Suming; Deng, Jiahao; Li, Cong; Liu, Yucun; Zhu, Jin; Wang, Yuanyuan; Zhang, Wei; Liu, Jia; CrystEngComm 26 (2024) 1126–1132; doi:10.1039/D3CE01118F

data_7247916
_publ_section_title
;
 High energy explosive with low sensitivity: a new energetic cocrystal
 based on CL-20 and BMDNP
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              1126
_journal_page_last               1132
_journal_paper_doi               10.1039/D3CE01118F
_journal_volume                  26
_journal_year                    2024
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C4 H3 Br N4 O4, C6 H6 N12 O12'
_chemical_formula_sum            'C10 H9 Br N16 O16'
_chemical_formula_weight         689.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-11-28
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2023-10-23 deposited with the CCDC.	2023-12-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.5840(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.21640(10)
_cell_length_b                   12.1632(2)
_cell_length_c                   9.87540(10)
_cell_measurement_reflns_used    6173
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.0840
_cell_measurement_theta_min      3.6310
_cell_volume                     1099.74(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    105.00 130.00   0.50    0.05    --  104.70 112.00 152.00   50
  2  \w    -26.00  13.00   0.50    0.05    --   47.73 -19.00   0.00   78
  3  \w     36.00  66.00   0.50    0.05    --  104.70 -61.00 120.00   60
  4  \w     39.00  69.00   0.50    0.05    --  104.70 -61.00  60.00   60
  5  \w     37.00  70.00   0.50    0.05    --  104.70 -61.00  30.00   66
  6  \w     34.00  63.00   0.50    0.05    --  104.70 -61.00-120.00   58
  7  \w     96.00 178.00   0.50    0.05    --  104.70  30.00-120.00  164
  8  \w     59.00 103.00   0.50    0.05    --  104.70 -77.00  90.00   88
  9  \w     54.00  87.00   0.50    0.05    --  104.70 -95.00  90.00   66
 10  \w     45.00 108.00   0.50    0.05    --  104.70-112.00  60.00  126
 11  \w      9.00  79.00   0.50    0.05    --   47.73-112.00  60.00  140
 12  \w    -39.00  -6.00   0.50    0.05    --  -47.73 112.00 152.00   66
 13  \w    -71.00 -45.00   0.50    0.05    --  -99.00 112.00 152.00   52
 14  \w   -103.00 -72.00   0.50    0.05    --  -99.00 112.00 152.00   62
 15  \w    -69.00 -29.00   0.50    0.05    --  -99.00  61.00 -60.00   80
 16  \w    -24.00   2.00   0.50    0.05    --  -47.73  19.00-180.00   52
 17  \w    -40.00  23.00   0.50    0.05    --  -47.73  38.00 -90.00  126
 18  \w    -21.00  21.00   0.50    0.05    --  -47.73  19.00 150.00   84
 19  \w    -65.00 -40.00   0.50    0.05    --  -99.00  61.00  30.00   50
 20  \w   -170.00-144.00   0.50    0.05    --  -99.00 -45.00  30.00   52
 21  \w   -167.00-100.00   0.50    0.05    --  -99.00 -45.00  90.00  134
 22  \w   -124.00 -90.00   0.50    0.05    --  -99.00 -45.00  30.00   68
 23  \w   -133.00 -86.00   0.50    0.05    --  -99.00-112.00  60.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1539074000
_diffrn_orient_matrix_UB_12      0.0347865000
_diffrn_orient_matrix_UB_13      -0.0298216000
_diffrn_orient_matrix_UB_21      0.0327723000
_diffrn_orient_matrix_UB_22      -0.1194654000
_diffrn_orient_matrix_UB_23      -0.0384165000
_diffrn_orient_matrix_UB_31      -0.0595209000
_diffrn_orient_matrix_UB_32      0.0238147000
_diffrn_orient_matrix_UB_33      -0.1493101000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6646
_diffrn_reflns_point_group_measured_fraction_full 0.846
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_theta_full        66.531
_diffrn_reflns_theta_max         66.531
_diffrn_reflns_theta_min         4.507
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.698
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87601
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.70a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.081
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details
;
 Flack x determined using 1196 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.020(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         3270
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0215
_refine_ls_R_factor_gt           0.0211
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0362P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0556
_refine_ls_wR_factor_ref         0.0559
_reflns_Friedel_coverage         0.608
_reflns_Friedel_fraction_full    0.674
_reflns_Friedel_fraction_max     0.674
_reflns_number_gt                3217
_reflns_number_total             3270
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ce01118f2.cif
_cod_data_source_block           2211177429-a
_cod_depositor_comments          'Adding full bibliography for 7247916.cif.'
_cod_database_code               7247916
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         'C N'
_chemical_oxdiff_usercomment     2211177429-A
_shelx_estimated_absorpt_t_max   0.626
_shelx_estimated_absorpt_t_min   0.525
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7), C8(H8), C10(H10)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_shelx_res_checksum              2035
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.240
_oxdiff_exptl_absorpt_empirical_full_min 0.849