Constructing insensitive heat-resistant energetic materials via hydrazo bridge mediated resonance-assisted hydrogen bonds
Zhang, Xing; Pan, Linhu; Li, Min; Jing, Jianquan; Xia, Honglei; Zhang, Qinghua; CrystEngComm 27 (2025) 5021–5029; doi:10.1039/D5CE00494B

data_7250605
_publ_section_title
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 Constructing insensitive heat-resistant energetic materials via hydrazo
 bridge mediated resonance-assisted hydrogen bonds
;
_journal_issue                   29
_journal_name_full               CrystEngComm
_journal_page_first              5021
_journal_page_last               5029
_journal_paper_doi               10.1039/D5CE00494B
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C12 H8 N14 O8, 2(C3 H7 N O)'
_chemical_formula_sum            'C18 H22 N16 O10'
_chemical_formula_weight         622.52
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2025-01-22
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2025-01-23 deposited with the CCDC.	2025-06-23 downloaded from the CCDC.
;
_cell_angle_alpha                81.384(7)
_cell_angle_beta                 88.616(7)
_cell_angle_gamma                81.965(8)
_cell_formula_units_Z            1
_cell_length_a                   4.5534(5)
_cell_length_b                   11.8134(10)
_cell_length_c                   12.2013(9)
_cell_measurement_reflns_used    1982
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      71.9060
_cell_measurement_theta_min      3.6590
_cell_volume                     642.54(10)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1172
_diffrn_reflns_av_unetI/netI     0.0968
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10418
_diffrn_reflns_theta_full        77.00
_diffrn_reflns_theta_max         77.00
_diffrn_reflns_theta_min         3.66
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.158
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             322
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2470
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.1354
_refine_ls_R_factor_gt           0.0740
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0690P)^2^+0.3060P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1530
_refine_ls_wR_factor_ref         0.1774
_reflns_number_gt                1467
_reflns_number_total             2470
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d5ce00494b2.cif
_cod_data_source_block           t
_cod_depositor_comments          'Adding full bibliography for 7250605.cif.'
_cod_database_code               7250605
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N00C(H00C), C00I(H00I), C00K(H00K)
2.b X=CH2 refined with riding coordinates:
 N00B(H00A,H00B)
2.c Idealised Me refined as rotating group:
 C00L(H00D,H00E,H00F), C00M(H00G,H00H,H00J)
;
_olex2_submission_special_instructions 'No special instructions were received'