Azidomethyl-bisoxadiazol-linked-1,2,3-triazole-(ABT)-based potential liquid propellant and energetic plasticizer.
Lal, Sohan; Staples, Richard J.; Shreeve, Jean'ne M.; Dalton transactions (Cambridge, England : 2003) 53 (2024) 7100–7104; doi:10.1039/d4dt00638k

data_7715523
_publ_section_title
;
 Azidomethyl-bisoxadiazol-linked-1,2,3-triazole-(ABT)-based potential
 liquid propellant and energetic plasticizer.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7100
_journal_page_last               7104
_journal_paper_doi               10.1039/d4dt00638k
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety
'C8 H5 Cl2 N7 O2, 1.327(C1.507 H4.52 O0.753 S0.753)'
_chemical_formula_sum            'C10 H11 Cl2 N7 O3 S'
_chemical_formula_weight         380.22
_chemical_melting_point          351
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-01-29
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-02-02 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.9148(9)
_cell_length_b                   17.5238(6)
_cell_length_c                   4.21488(17)
_cell_measurement_reflns_used    2737
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.9330
_cell_measurement_theta_min      4.2070
_cell_volume                     1544.78(11)
_computing_cell_refinement       'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_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 1.000
_diffrn_measured_fraction_theta_max 0.986
_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    -42.00 -13.00   0.50    1.20    --  -86.25  36.00 151.00   58
  2  \w    -73.00 -35.00   0.50    0.30    --  -47.36  87.00 -31.00   76
  3  \w    -15.00  11.00   0.50    0.30    --  -47.36  87.00 -31.00   52
  4  \w    -29.00  25.00   0.50    0.30    --  -47.36  19.00-120.00  108
  5  \w    -34.00  20.00   0.50    0.30    --  -47.36  37.00-180.00  108
  6  \w    123.00 163.00   0.50    1.20    --  107.75  61.00-150.00   80
  7  \w    103.00 171.00   0.50    1.20    --  107.75  87.00 -31.00  136
  8  \w     98.00 177.00   0.50    1.20    --  107.75 125.00 -90.00  158
  9  \w     81.00 142.00   0.50    1.20    --  107.75 153.00  16.00  122
 10  \w    126.00 151.00   0.50    1.20    --  107.75  36.00 151.00   50
 11  \w     96.00 121.00   0.50    1.20    --  107.75  36.00 151.00   50
 12  \w     41.00  66.00   0.50    1.20    --  107.75 -61.00  60.00   50
 13  \w     42.00  68.00   0.50    1.20    --  107.75 -61.00 -60.00   52
 14  \w     42.00  67.00   0.50    1.20    --  107.75 -61.00 -90.00   50
 15  \w     49.00  99.00   0.50    1.20    --  107.75 -77.00-150.00  100
;
_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      -0.0095489000
_diffrn_orient_matrix_UB_12      0.0871946000
_diffrn_orient_matrix_UB_13      0.0032784000
_diffrn_orient_matrix_UB_21      -0.0319033000
_diffrn_orient_matrix_UB_22      -0.0057441000
_diffrn_orient_matrix_UB_23      0.3285239000
_diffrn_orient_matrix_UB_31      0.0656890000
_diffrn_orient_matrix_UB_32      0.0099723000
_diffrn_orient_matrix_UB_33      0.1599395000
_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  0.0642
_diffrn_reflns_av_unetI/netI     0.0636
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            6062
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.063
_diffrn_reflns_theta_min         4.228
_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    5.303
_exptl_absorpt_correction_T_max  0.964
_exptl_absorpt_correction_T_min  0.696
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.104a (Rigaku Oxford Diffraction, 2023)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_description       needle
_exptl_crystal_F_000             776
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMSO'
_exptl_crystal_size_max          0.121
_exptl_crystal_size_mid          0.047
_exptl_crystal_size_min          0.026
_refine_diff_density_max         0.647
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1674
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0447
_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^)+(0.0538P)^2^+1.0442P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1214
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1312
_reflns_number_total             1674
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt00638k2.cif
_cod_data_source_block           js124b
_cod_depositor_comments          'Adding full bibliography for 7715523.cif.'
_cod_database_code               7715523
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C8H5Cl2N7O2(CH3SOCH3)
_chemical_oxdiff_usercomment     Sohan-163
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S1-C5B \\sim S1-C5
 with sigma of 0.02
 C5B-S1B \\sim C5-S1B
 with sigma of 0.02
 S1-C5 \\sim S1B-C5B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(S1B) = Uanis(S1)
Uanis(C5B) = Uanis(C5)
4. Others
 Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=1-FVAR(1)
 Sof(S1)=Sof(O2B)=0.5*(1-FVAR(2))
 Sof(S1B)=Sof(O2)=0.5*FVAR(2)
 Sof(C5B)=Sof(H5BA)=Sof(H5BB)=Sof(H5BC)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B)
5.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C5B(H5BA,H5BB,H5BC)
;
_shelx_res_checksum              34674
_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 JMS-SOHAN-163
_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 1.254
_oxdiff_exptl_absorpt_empirical_full_min 0.797