Design, synthesis and characterization of a carbonyl-containing high-density pyrazolotriazine-based energetic compound.
Sun, Huanyu; Zeng, Zhiwei; Chen, Chunhui; Mai, Xiancheng; Wang, Jia; Huang, Wei; Tang, Yongxing; Liu, Yuji; Organic & biomolecular chemistry 23 (2025) 9652–9657; doi:10.1039/d5ob01264c

data_7160786
_publ_section_title
;
 Design, synthesis and characterization of a carbonyl-containing
 high-density pyrazolotriazine-based energetic compound.
;
_journal_issue                   42
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9652
_journal_page_last               9657
_journal_paper_doi               10.1039/d5ob01264c
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         '2(C6 H11 N9), 2(Cl), H2 O'
_chemical_formula_sum            'C12 H24 Cl2 N18 O'
_chemical_formula_weight         507.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_block_doi                 10.5517/ccdc.csd.cc2nrmgj
_audit_creation_date             2025-06-11
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-06-19 deposited with the CCDC.	2025-10-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 118.1790(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.7890(2)
_cell_length_b                   10.83470(10)
_cell_length_c                   15.9281(2)
_cell_measurement_reflns_used    5669
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      72.18
_cell_measurement_theta_min      5.06
_cell_volume                     2553.97(6)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  ccd
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8528
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.177
_diffrn_reflns_theta_min         5.059
_exptl_absorpt_coefficient_mu    2.661
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   0.864
_exptl_transmission_factor_min   0.864
_refine_diff_density_max         1.002
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2434
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0711
_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/[\s^2^(Fo^2^)+(0.1225P)^2^+4.7989P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2130
_refine_ls_wR_factor_ref         0.2141
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2304
_reflns_number_total             2434
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01264c2.cif
_cod_data_source_block           1_a_sq
_cod_depositor_comments
'Adding full bibliography for 7160786--7160787.cif.'
_cod_original_cell_volume        2553.97(5)
_cod_database_code               7160786
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.815
_shelx_estimated_absorpt_t_min   0.741
_olex2_refinement_description
;
1. Others
 Fixed Sof: O1(0.5) H1D(0.5) H1E(0.5)
2.a Riding coordinates:
 N9(H9A,H9B), O1(H1D,H1E)
2.b X=CH2 refined with riding coordinates:
 N5(H5A,H5B), N6(H6A,H6B), N8(H8A,H8B)
2.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_shelx_res_checksum              98752
_shelx_fab_checksum              63247
_olex2_submission_special_instructions 'No special instructions were received'