Synthesis and structural characterization of the <i>Z</i>-isomer of 1,2-bis(tetrazol-5-yl)ethylene (H<sub>2</sub>bte) <i>via</i> photoinduced isomerization.
Shi, Junhao; Liao, Sicheng; Huang, Shiliang; Jiang, Tianyu; Wang, Kangcai; Zhang, Wenquan; RSC advances 16 (2026) 2724–2731; doi:10.1039/d5ra09255h

data_7251750
_publ_section_title
;
 Synthesis and structural characterization of the <i>Z</i>-isomer of
 1,2-bis(tetrazol-5-yl)ethylene (H<sub>2</sub>bte) <i>via</i> photoinduced
 isomerization.
;
_journal_issue                   3
_journal_name_full               'RSC advances'
_journal_page_first              2724
_journal_page_last               2731
_journal_paper_doi               10.1039/d5ra09255h
_journal_volume                  16
_journal_year                    2026
_chemical_formula_moiety         'C4 H9 N8 Na O3'
_chemical_formula_sum            'C4 H9 N8 Na O3'
_chemical_formula_weight         240.18
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-07-06
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-07-19 deposited with the CCDC.	2025-12-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.077(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.7806(2)
_cell_length_b                   24.5527(5)
_cell_length_c                   7.2544(2)
_cell_measurement_reflns_used    3506
_cell_measurement_temperature    292.78(10)
_cell_measurement_theta_max      77.1760
_cell_measurement_theta_min      3.5880
_cell_volume                     1021.77(5)
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.78(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_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      2.00  46.00   0.50    0.09    --   47.45 -45.00  76.00   88
  2  \w     47.00  90.00   0.50    0.34    --  107.75 -77.00  90.00   86
  3  \w     78.00 105.00   0.50    0.34    --  107.75 -94.00  60.00   54
  4  \w     82.00 108.00   0.50    0.34    --  107.75-125.00  90.00   52
  5  \w     36.00  61.00   0.50    0.34    --  107.75 -61.00 150.00   50
  6  \w     36.00  73.00   0.50    0.34    --  107.75-125.00  90.00   74
  7  \w     36.00  71.00   0.50    0.34    --  107.75 -61.00   0.00   70
  8  \w     41.00  68.00   0.50    0.34    --  107.75 -61.00 -60.00   54
  9  \w     65.00  98.00   0.50    0.34    --  107.75 -77.00 -90.00   66
 10  \w     42.00  68.00   0.50    0.34    --  107.75 -61.00-120.00   52
 11  \w     37.00  71.00   0.50    0.34    --  107.75 -61.00 -90.00   68
 12  \w     35.00  60.00   0.50    0.34    --  107.75 -61.00-150.00   50
 13  \w     42.00  68.00   0.50    0.34    --  107.75 -61.00-180.00   52
 14  \w    106.00 177.00   0.50    0.34    --  107.75  15.00-180.00  142
 15  \w    144.00 178.00   0.50    0.34    --  107.75  45.00-133.00   68
 16  \w    153.00 178.00   0.50    0.34    --  107.75  30.00 -60.00   50
 17  \w    111.00 140.00   0.50    0.34    --  107.75  45.00-133.00   58
 18  \w     97.00 131.00   0.50    0.34    --  107.75  30.00 -60.00   68
 19  \w    119.00 145.00   0.50    0.34    --  107.75  61.00 -30.00   52
 20  \w    146.00 174.00   0.50    0.34    --  107.75  61.00 120.00   56
 21  \w    153.00 178.00   0.50    0.34    --  107.75  61.00 150.00   50
 22  \w     91.00 134.00   0.50    0.34    --  107.75  61.00 150.00   86
 23  \w     93.00 119.00   0.50    0.34    --  107.75  61.00 120.00   52
 24  \w     38.00  63.00   0.50    0.34    --  107.75 -61.00 -30.00   50
 25  \w     38.00  70.00   0.50    0.34    --  107.75 -61.00  60.00   64
 26  \w     53.00  78.00   0.50    0.09    --   47.45  45.00-133.00   50
 27  \w    -44.00 -18.00   0.50    0.34    --  -86.25  45.00-133.00   52
 28  \w    -48.00  24.00   0.50    0.09    --  -47.45  45.00-133.00  144
 29  \w    -39.00 -14.00   0.50    0.34    --  -86.25  45.00  30.00   50
 30  \w    -65.00 -40.00   0.50    0.09    --  -47.45 -45.00  76.00   50
 31  \w   -118.00 -72.00   0.50    0.09    --  -47.45 -45.00  76.00   92
 32  \w   -120.00 -82.00   0.50    0.09    --  -47.45-125.00-180.00   76
 33  \w   -115.00 -89.00   0.50    0.09    --  -47.45-125.00-150.00   52
 34  \w   -140.00-115.00   0.50    0.34    --  -86.25 -45.00  76.00   50
;
_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      -0.0258348000
_diffrn_orient_matrix_UB_12      -0.0306739000
_diffrn_orient_matrix_UB_13      -0.1866049000
_diffrn_orient_matrix_UB_21      0.2482969000
_diffrn_orient_matrix_UB_22      0.0174690000
_diffrn_orient_matrix_UB_23      -0.0307268000
_diffrn_orient_matrix_UB_31      0.0989348000
_diffrn_orient_matrix_UB_32      -0.0518966000
_diffrn_orient_matrix_UB_33      0.1000579000
_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  0.0563
_diffrn_reflns_av_unetI/netI     0.0487
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            7537
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.416
_diffrn_reflns_theta_min         3.600
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.488
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2133
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0426
_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^)+(0.0599P)^2^+0.2202P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1277
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1688
_reflns_number_total             2133
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ra09255h2.cif
_cod_data_source_block           exp_5140-lsc-pboac
_cod_database_code               7251750
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.916
_shelx_estimated_absorpt_t_min   0.765
_diffrn_oxdiff_digest_hkl
;
01b58f118abd7663f2f0fce5d4dd596b65423e
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 Na1-O1 \\sim Na1-O1A
 with sigma of 0.02
3. Others
 Sof(O1A)=Sof(H1AA)=Sof(H1AB)=1-FVAR(1)
 Sof(O1)=Sof(H1A)=Sof(H1B)=FVAR(1)
4.a Rotating group:
 O1(H1A,H1B), O1A(H1AA,H1AB)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2)
;
_shelx_res_checksum              68792
_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 2.082
_oxdiff_exptl_absorpt_empirical_full_min 0.773