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_7251751
_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 H5 Cs N8 O'
_chemical_formula_sum            'C4 H5 Cs N8 O'
_chemical_formula_weight         314.07
_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_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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                99.452(2)
_cell_angle_beta                 102.405(2)
_cell_angle_gamma                95.643(2)
_cell_formula_units_Z            2
_cell_length_a                   6.1358(2)
_cell_length_b                   6.9761(2)
_cell_length_c                   11.3456(2)
_cell_measurement_reflns_used    3101
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      77.3600
_cell_measurement_theta_min      4.0600
_cell_volume                     463.34(2)
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.914
_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     43.00  69.00   0.50    0.05    --   47.84  38.00 121.00   52
  2  \w     86.00 111.00   0.50    0.05    --   47.84  38.00 121.00   50
  3  \w    100.00 155.00   0.50    0.07    --  109.10  38.00 121.00  110
  4  \w     95.00 175.00   0.50    0.07    --  109.10  57.00   0.00  160
  5  \w    151.00 176.00   0.50    0.07    --  109.10  37.00 -30.00   50
  6  \w    100.00 145.00   0.50    0.07    --  109.10  37.00 -30.00   90
  7  \w    -25.00   4.00   0.50    0.05    --  -47.84  19.00 -90.00   58
  8  \w   -103.00 -41.00   0.50    0.07    --  -91.75  77.00 -90.00  124
  9  \w    -58.00 -20.00   0.50    0.07    --  -91.75  57.00 -90.00   76
 10  \w    -59.00 -22.00   0.50    0.07    --  -91.75  57.00  30.00   74
 11  \w    -46.00 -20.00   0.50    0.07    --  -91.75  57.00 120.00   52
 12  \w    -38.00  22.00   0.50    0.05    --  -47.84  38.00 121.00  120
 13  \w     79.00 110.00   0.50    0.07    --  109.10-125.00 -30.00   62
 14  \w     46.00 102.00   0.50    0.07    --  109.10-125.00   0.00  112
 15  \w     37.00  63.00   0.50    0.07    --  109.10-125.00 -30.00   52
 16  \w     70.00 104.00   0.50    0.07    --  109.10 -99.00   0.00   68
 17  \w     77.00 103.00   0.50    0.07    --  109.10 -99.00  90.00   52
 18  \w     74.00 100.00   0.50    0.07    --  109.10 -99.00 150.00   52
 19  \w     42.00  70.00   0.50    0.07    --  109.10 -99.00 150.00   56
 20  \w     43.00  73.00   0.50    0.07    --  109.10 -99.00  90.00   60
 21  \w     81.00 106.00   0.50    0.07    --  109.10 -99.00  60.00   50
 22  \w     81.00 106.00   0.50    0.07    --  109.10 -99.00-150.00   50
 23  \w     38.00  64.00   0.50    0.07    --  109.10 -57.00-180.00   52
 24  \w    -17.00  17.00   0.50    0.05    --   47.84 -38.00 -33.00   68
 25  \w     37.00  62.00   0.50    0.07    --  109.10 -57.00   0.00   50
 26  \w     37.00  62.00   0.50    0.07    --  109.10 -57.00  90.00   50
 27  \w     41.00  66.00   0.50    0.07    --  109.10 -57.00 120.00   50
 28  \w     37.00  62.00   0.50    0.07    --  109.10 -57.00 150.00   50
 29  \w    148.00 178.00   0.50    0.07    --  109.10 125.00-180.00   60
 30  \w     96.00 136.00   0.50    0.07    --  109.10 125.00-180.00   80
 31  \w     98.00 135.00   0.50    0.07    --  109.10 125.00 -60.00   74
 32  \w    147.00 178.00   0.50    0.07    --  109.10 125.00 -60.00   62
 33  \w    -40.00 -15.00   0.50    0.05    --  -47.84 125.00 -60.00   50
 34  \w    -78.00 -45.00   0.50    0.05    --  -47.84 125.00 -60.00   66
 35  \w    -82.00 -56.00   0.50    0.07    --  -91.75 125.00-120.00   52
 36  \w    -51.00 -22.00   0.50    0.07    --  -91.75 125.00-120.00   58
 37  \w   -165.00 -97.00   0.50    0.07    --  -91.75 -37.00  90.00  136
 38  \w   -165.00-119.00   0.50    0.07    --  -91.75 -38.00 -33.00   92
 39  \w   -113.00 -87.00   0.50    0.07    --  -91.75 -38.00 -33.00   52
 40  \w   -120.00 -52.00   0.50    0.05    --  -47.84 -38.00 -33.00  136
 41  \w   -104.00 -76.00   0.50    0.05    --  -47.84-125.00 -30.00   56
;
_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      -0.0295587000
_diffrn_orient_matrix_UB_12      0.2124326000
_diffrn_orient_matrix_UB_13      0.0501795000
_diffrn_orient_matrix_UB_21      0.2571406000
_diffrn_orient_matrix_UB_22      0.0516463000
_diffrn_orient_matrix_UB_23      0.0488793000
_diffrn_orient_matrix_UB_31      0.0197810000
_diffrn_orient_matrix_UB_32      0.0575051000
_diffrn_orient_matrix_UB_33      -0.1230937000
_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  0.0539
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4492
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.681
_diffrn_reflns_theta_min         4.064
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    31.101
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20161
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    2.251
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.207
_refine_diff_density_min         -1.572
_refine_diff_density_rms         0.186
_refine_ls_extinction_coef       0.0094(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         1810
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0472
_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^)+(0.0831P)^2^+0.4979P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1238
_refine_ls_wR_factor_ref         0.1406
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1605
_reflns_number_total             1810
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ra09255h2.cif
_cod_data_source_block           exp_11634_auto
_cod_database_code               7251751
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.257
_shelx_estimated_absorpt_t_min   0.071
_diffrn_oxdiff_ac3_digest_hkl    4175beb8be5fe0b1d323ba22500646f4b7e5dd
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 N5-H5
 0.85 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2)
;
_shelx_res_checksum              46537
_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 3.298
_oxdiff_exptl_absorpt_empirical_full_min 0.536