An advanced furoxan-bridged heat-resistant explosive.
Li, Chengchuang; Zhu, Teng; Tang, Jie; Lei, Caijin; Yu, Guoyang; Yang, Yanqiang; Yang, Hongwei; Xiao, Chuan; Cheng, Guangbin; Materials horizons 11 (2024) 5701–5708; doi:10.1039/d4mh00999a

data_1572393
_publ_section_title
;
 An advanced furoxan-bridged heat-resistant explosive.
;
_journal_issue                   22
_journal_name_full               'Materials horizons'
_journal_page_first              5701
_journal_page_last               5708
_journal_paper_doi               10.1039/d4mh00999a
_journal_volume                  11
_journal_year                    2024
_chemical_formula_moiety         '4(C2 H6 O S), 2(C6 H2 N8 O5)'
_chemical_formula_sum            'C20 H28 N16 O14 S4'
_chemical_formula_weight         844.82
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-08-09
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-08-12 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.3560(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.6344(6)
_cell_length_b                   8.8105(2)
_cell_length_c                   18.3794(5)
_cell_measurement_reflns_used    9963
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      68.133
_cell_measurement_theta_min      4.817
_cell_volume                     3588.15(16)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker APEX4'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      193.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            33356
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.263
_diffrn_reflns_theta_min         4.817
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.202
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5784
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1283 before and 0.0537 after correction.
The Ratio of minimum to maximum transmission is 0.7680.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     627
_refine_ls_number_reflns         6567
_refine_ls_number_restraints     220
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0519P)^2^+2.3927P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1128
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5726
_reflns_number_total             6567
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4mh00999a2.cif
_cod_data_source_block           cu_20230423_ys_nlg_a3_2dmso_0m
_cod_depositor_comments
'Adding full bibliography for 1572391--1572394.cif.'
_cod_database_code               1572393
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.740
_shelx_estimated_absorpt_t_min   0.663
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S4-C20 \\sim S4A-C20 \\sim S4-C19 \\sim S4A-C19A
 with sigma of 0.02
 O15-C18 \\sim O15A-C18A
 with sigma of 0.04
 S4-C20 \\sim S4-C20A
 with sigma of 0.02
 O15-C17 \\sim O15A-C17A
 with sigma of 0.04
 S4A-C20 \\sim S4A-C20A
 with sigma of 0.02
 S4A-C20A \\sim S4-C20 \\sim S4-C19 \\sim S4A-C19A
 with sigma of 0.02
 S4-O16 \\sim S4A-O16A
 with sigma of 0.02
 S3-C18 \\sim S3A-C18A
 with sigma of 0.02
 S3-C17 \\sim S3A-C17A
 with sigma of 0.02
 C18-C17 \\sim C18A-C17A
 with sigma of 0.04
 S3-O15 \\sim S3A-O15A
 with sigma of 0.02
 O8-N9 \\sim O8A-N9
 with sigma of 0.02
 N9-O7 \\sim N9-O7A
 with sigma of 0.02
 O1-N1 \\sim O1A-N1A
 with sigma of 0.02
 N1-C6 \\sim N1A-C6
 with sigma of 0.02
 N1-O2 \\sim N1A-O2A
 with sigma of 0.02
 O1-C6 \\sim O1A-C6
 with sigma of 0.04
 O1-O2 \\sim O1A-O2A
 with sigma of 0.04
 C6-O2 \\sim C6-O2A
 with sigma of 0.04
3. Rigid bond restraints
 O5, N7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
4. Uiso/Uaniso restraints and constraints
S4 \\sim O16 \\sim C19 \\sim C20: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
S4A \\sim O16A \\sim C19A \\sim C20A: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
S3 \\sim O15 \\sim C17 \\sim C18 \\sim S3A \\sim C17A \\sim C18A: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
O7 \\sim O8 \\sim O7A \\sim O8A: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
O1 \\sim O2 \\sim N1 \\sim O1A \\sim O2A \\sim N1A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(O15A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Others
 Sof(O1A)=Sof(O2A)=Sof(N1A)=Sof(O7A)=Sof(O8A)=Sof(S3A)=Sof(O15A)=Sof(C17A)=
 Sof(H17D)=Sof(H17E)=Sof(H17F)=Sof(C18A)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(S4A)=
 Sof(O16A)=Sof(C19A)=Sof(H19D)=Sof(H19E)=Sof(H19F)=Sof(C20A)=Sof(H20D)=
 Sof(H20E)=Sof(H20F)=1-FVAR(1)
 Sof(O1)=Sof(O2)=Sof(N1)=Sof(O7)=Sof(O8)=Sof(S3)=Sof(O15)=Sof(C17)=Sof(H17C)=
 Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=Sof(S4)=Sof(O16)=
 Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(H20C)=
 FVAR(1)
 Fixed Sof: O6(0.5) O11(0.5)
6.a X=CH2 refined with riding coordinates:
 N2(H2A,H2B), N10(H10A,H10B)
6.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C), C17(H17C,H17A,H17B), C18(H18A,H18B,H18C), C17A(H17D,H17E,H17F),
 C18A(H18D,H18E,H18F), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C19A(H19D,H19E,
 H19F), C20A(H20D,H20E,H20F)
;
_shelx_res_checksum              50567
_shelx_hkl_checksum              13987
_olex2_submission_special_instructions 'No special instructions were received'