1,2-Bis(5-(trinitromethyl)-1,2,4-oxadiazol-3-yl)diazene: A Water Stable, High-Performing Green Oxidizer
Shreeve, Jean'ne M.; Chinnam, Ajay Kumar; Staples, Richard J.; Dalton Transactions  (2021) –; doi:10.1039/D1DT03496K

data_7708747
_publ_section_title
;
 1,2-Bis(5-(trinitromethyl)-1,2,4-oxadiazol-3-yl)diazene: A Water Stable,
 High-Performing Green Oxidizer
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT03496K
_journal_year                    2021
_chemical_formula_moiety         '2(C3 N6 O7)'
_chemical_formula_sum            'C6 N12 O14'
_chemical_formula_weight         464.18
_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_primary     direct
_audit_creation_date             2020-11-26
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6197)
;
_audit_update_record
;
2021-09-01 deposited with the CCDC.	2021-11-09 downloaded from the CCDC.
;
_cell_angle_alpha                106.137(2)
_cell_angle_beta                 92.992(2)
_cell_angle_gamma                92.277(2)
_cell_formula_units_Z            2
_cell_length_a                   5.92194(16)
_cell_length_b                   11.2781(3)
_cell_length_c                   12.7041(4)
_cell_measurement_reflns_used    3970
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.6120
_cell_measurement_theta_min      3.6170
_cell_volume                     812.64(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.951
_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     70.00 105.00   0.50    0.69    --   47.45-144.00-158.00   70
  2  \w     84.00 109.00   0.50    2.75    --  106.49-144.00-158.00   50
  3  \w     68.00  94.00   0.50    2.75    --  106.49 -94.00-150.00   52
  4  \w     61.00 103.00   0.50    2.75    --  106.49 -94.00-120.00   84
  5  \w     59.00 102.00   0.50    2.75    --  106.49 -94.00 -30.00   86
  6  \w     78.00 109.00   0.50    2.75    --  106.49-126.00   9.00   62
  7  \w     39.00  93.00   0.50    0.69    --   47.45-126.00   9.00  108
  8  \w     25.00  61.00   0.50    0.69    --   47.45 -57.00-120.00   72
  9  \w     36.00  95.00   0.50    0.69    --   47.45  19.00 -30.00  118
 10  \w     34.00  68.00   0.50    2.75    --  106.49 -61.00 -30.00   68
 11  \w     39.00  69.00   0.50    2.75    --  106.49 -61.00 -90.00   60
 12  \w     38.00  69.00   0.50    2.75    --  106.49 -61.00-150.00   62
 13  \w     45.00  70.00   0.50    2.75    --  106.49 -61.00-180.00   50
 14  \w     42.00 103.00   0.50    2.75    --  106.49-100.00-165.23  122
 15  \w     38.00  68.00   0.50    2.75    --  106.49 -61.00-120.00   60
 16  \w      1.00  48.00   0.50    0.69    --   47.45 -77.00   0.00   94
 17  \w    -22.00   4.00   0.50    0.69    --   47.45 -19.00 -90.00   52
 18  \w    -24.00  24.00   0.50    0.69    --   47.45 -19.00 -60.00   96
 19  \w     -9.00  16.00   0.50    0.69    --   47.45 -57.00-120.00   50
 20  \w    -20.00  41.00   0.50    0.69    --   47.45 -37.00-180.00  122
 21  \w    123.00 176.00   0.50    2.75    --  106.49  45.00 -90.00  106
 22  \w    146.00 174.00   0.50    2.75    --  106.49  77.00 -30.00   56
 23  \w    122.00 172.00   0.50    2.75    --  106.49  45.00-120.00  100
 24  \w    138.00 164.00   0.50    2.75    --  106.49  61.00-180.00   52
 25  \w    131.00 160.00   0.50    2.75    --  106.49  61.00-150.00   58
 26  \w    101.00 126.00   0.50    2.75    --  106.49 144.00-105.00   50
 27  \w    124.00 178.00   0.50    2.75    --  106.49  45.00   0.00  108
 28  \w    129.00 168.00   0.50    2.75    --  106.49  61.00 120.00   78
 29  \w    123.00 168.00   0.50    2.75    --  106.49  45.00 150.00   90
 30  \w     97.00 150.00   0.50    2.75    --  106.49 126.00  86.00  106
 31  \w     42.00  68.00   0.50    2.75    --  106.49 -61.00 150.00   52
 32  \w     44.00  69.00   0.50    2.75    --  106.49 -61.00  90.00   50
 33  \w     39.00  67.00   0.50    2.75    --  106.49 -61.00  30.00   56
 34  \w     43.00  68.00   0.50    2.75    --  106.49 -61.00   0.00   50
 35  \w     34.00  96.00   0.50    2.75    --  106.49 -94.00  60.00  124
 36  \w     82.00 108.00   0.50    2.75    --  106.49-125.00 150.00   52
 37  \w     36.00  73.00   0.50    2.75    --  106.49-125.00 150.00   74
 38  \w     36.00  67.00   0.50    2.75    --  106.49 -61.00 120.00   62
 39  \w     -5.00  22.00   0.50    0.69    --   47.45 -19.00 150.00   54
 40  \w    -22.00  40.00   0.50    0.69    --   47.45 -37.00 120.00  124
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1515900000
_diffrn_orient_matrix_UB_12      0.0783583000
_diffrn_orient_matrix_UB_13      0.0844003000
_diffrn_orient_matrix_UB_21      0.1708372000
_diffrn_orient_matrix_UB_22      -0.0058827000
_diffrn_orient_matrix_UB_23      0.0938654000
_diffrn_orient_matrix_UB_31      0.1261444000
_diffrn_orient_matrix_UB_32      0.1187907000
_diffrn_orient_matrix_UB_33      -0.0084587000
_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  0.0342
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8576
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.819
_diffrn_reflns_theta_min         3.630
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.691
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.903
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.897
_exptl_crystal_description       plate
_exptl_crystal_F_000             464
_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.015
_refine_diff_density_max         1.114
_refine_diff_density_min         -0.777
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3268
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0660
_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^)+(0.0972P)^2^+1.5418P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1794
_refine_ls_wR_factor_ref         0.1903
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2735
_reflns_number_total             3268
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt03496k2.cif
_cod_data_source_block           js1120j
_cod_database_code               7708747
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C6N12O14
_chemical_oxdiff_usercomment     A93
_shelx_estimated_absorpt_t_max   0.975
_shelx_estimated_absorpt_t_min   0.780
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
;
_shelx_res_checksum              94578
_shelx_hkl_checksum              78389
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id A93
_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 1.516
_oxdiff_exptl_absorpt_empirical_full_min 0.729