Nitrogen-rich Energetic Salts of 1H,1′H-5,5′-Bistetrazole-1,1′-diolate: Synthesis, Characterization, and Thermal Behaviors
Shang, Yu; Jin, Bo; Peng, Ru-Fang; Guo, Zhicheng; Liu, Qiangqiang; Zhao, Jun; Zhang, Qingchun; RSC Adv.  (2016) –; doi:10.1039/C6RA10108A

data_7225143
_publ_section_title
;
 Nitrogen-rich Energetic Salts of
 1H,1&#x2032;H-5,5&#x2032;-Bistetrazole-1,1&#x2032;-diolate: Synthesis,
 Characterization, and Thermal Behaviors
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA10108A
_journal_year                    2016
_chemical_formula_moiety         'C2 N8 O2, 2(C2 H5 N4), 7/5(H2 O)'
_chemical_formula_sum            'C6 H12.6 N16 O3.4'
_chemical_formula_weight         363.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2015-11-16
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2015-12-30 deposited with the CCDC.
2016-05-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.3131(17)
_cell_angle_gamma                90
_cell_formula_units_Z            20
_cell_length_a                   19.0634(3)
_cell_length_b                   11.83085(18)
_cell_length_c                   32.1874(7)
_cell_measurement_reflns_used    8771
_cell_measurement_temperature    293
_cell_measurement_theta_max      72.6080
_cell_measurement_theta_min      3.7110
_cell_volume                     7228.2(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega   23.00   90.00   1.0000    5.1300
omega____ theta____ kappa____ phi______ frames
    -       36.2921 -125.0000   30.0000 67

  2 omega    1.00   75.00   1.0000    5.1300
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -99.0000   60.0000 74

  3 omega   20.00  104.00   1.0000    5.1300
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000  150.0000 84

  4 omega    1.00   75.00   1.0000    5.1300
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -99.0000   90.0000 74

  5 omega   20.00  104.00   1.0000    5.1300
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000  -30.0000 84

  6 omega   23.00   90.00   1.0000    5.1300
omega____ theta____ kappa____ phi______ frames
    -       36.2921 -125.0000  -90.0000 67

  7 omega  -33.00   55.00   1.0000    5.1300
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -38.0000  120.0000 88

  8 omega  -31.00   53.00   1.0000    5.1300
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -57.0000   90.0000 84

  9 omega   39.00  109.00   1.0000   20.5100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 70

 10 omega   38.00   91.00   1.0000   20.5100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 53

 11 omega   38.00   91.00   1.0000   20.5100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 53

 12 omega   91.00  176.00   1.0000   20.5100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 85

 13 omega   40.00   98.00   1.0000   20.5100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 58

 14 omega   90.00  175.00   1.0000   20.5100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -60.0000 85

 15 omega   91.00  166.00   1.0000   20.5100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -90.0000 75

 16 omega   63.00   90.00   1.0000   20.5100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 27

 17 omega   41.00   98.00   1.0000   20.5100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 57

 18 omega   56.00  146.00   1.0000   20.5100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000   90.0000 90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0322045000
_diffrn_orient_matrix_UB_12      -0.0466092000
_diffrn_orient_matrix_UB_13      -0.0386940000
_diffrn_orient_matrix_UB_21      -0.0723965000
_diffrn_orient_matrix_UB_22      -0.0480793000
_diffrn_orient_matrix_UB_23      -0.0165622000
_diffrn_orient_matrix_UB_31      -0.0177780000
_diffrn_orient_matrix_UB_32      0.1114813000
_diffrn_orient_matrix_UB_33      -0.0233053000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            39151
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         4.550
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.203
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69252
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_F_000             3756
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1189
_refine_ls_number_reflns         12900
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0637
_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^)+(0.0860P)^2^+6.3360P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1790
_refine_ls_wR_factor_ref         0.2054
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7843
_reflns_number_total             12900
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ra10108a2.cif
_cod_data_source_block           xnkd-1104-7
_cod_depositor_comments
;
2017-03-01
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C30 H63 N80 O17'
_cod_original_formula_weight         1816.60
_cod_original_formula_moiety         '5(C2 N8 O2), 10(C2 H5 N4), 7(H2 O)'
_cod_original_formula_units_Z            4
_cod_database_code               7225143
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 O(H,H) groups
2.a Free rotating group:
 O02P(H02U,H02V), O02T(H02W,H02X), O03B(H03B,H03E), O03E(H03H,H03I), O03H(H03J,
 H03K), O03I(H03L,H03M), O03J(H03N,H03O)
2.b Aromatic/amide H refined with riding coordinates:
 N00K(H00K), N00M(H00M), N00N(H00N), N00O(H00O), N00Q(H00Q), N00R(H00R),
 N00T(H00T), N00W(H00W), N00X(H00X), N00Y(H00Y), N00Z(H00Z), N011(H011),
 N012(H012), N016(H016), N018(H018), N019(H019), N01C(H01C), N01G(H01G),
 C035(H035), C037(H037), C038(H038), C03A(H03A), C03C(H03C), C03D(H03D),
 C03F(H03F), C03G(H03G)
2.c X=CH2 refined with riding coordinates:
 N028(H02G,H02H), N02A(H02O,H02P), N02B(H02M,H02N), N02D(H02A,H02B), N02E(H02K,
 H02L), N02F(H02E,H02F), N02G(H02C,H02D), N02H(H02S,H02T), N02J(H02Q,H02R)
;
_shelx_res_checksum              31498
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'