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_7251748
_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     dual
_audit_creation_date             2025-07-19
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2025-07-19 deposited with the CCDC.	2025-12-18 downloaded from the CCDC.
;
_cell_angle_alpha                98.620(2)
_cell_angle_beta                 95.588(2)
_cell_angle_gamma                92.568(2)
_cell_formula_units_Z            2
_cell_length_a                   5.7931(2)
_cell_length_b                   7.3909(2)
_cell_length_c                   10.8114(3)
_cell_measurement_reflns_used    6710
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      76.9950
_cell_measurement_theta_min      4.1430
_cell_volume                     454.67(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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.932
_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     51.00 118.00   0.50    0.05    --   47.84  44.00-134.00  134
  2  \w    138.00 163.00   0.50    0.08    --  109.10  57.00 -90.00   50
  3  \w     94.00 132.00   0.50    0.08    --  109.10  57.00 -90.00   76
  4  \w    103.00 175.00   0.50    0.08    --  109.10  44.00-134.00  144
  5  \w     99.00 172.00   0.50    0.08    --  109.10  37.00-180.00  146
  6  \w    -25.00  21.00   0.50    0.05    --   47.84 -19.00 -60.00   92
  7  \w      2.00  41.00   0.50    0.05    --   47.84 -37.00 -30.00   78
  8  \w    -22.00   4.00   0.50    0.05    --   47.84 -44.00  75.00   52
  9  \w      6.00  42.00   0.50    0.05    --   47.84 -44.00  75.00   72
 10  \w     80.00 105.00   0.50    0.08    --  109.10 -99.00  60.00   50
 11  \w     87.00 112.00   0.50    0.08    --  109.10-125.00  90.00   50
 12  \w     68.00 112.00   0.50    0.08    --  109.10-125.00  60.00   88
 13  \w     37.00  63.00   0.50    0.08    --  109.10-125.00  60.00   52
 14  \w     38.00  83.00   0.50    0.08    --  109.10-125.00  90.00   90
 15  \w     71.00 106.00   0.50    0.08    --  109.10 -99.00 150.00   70
 16  \w     71.00  97.00   0.50    0.08    --  109.10 -99.00  90.00   52
 17  \w     42.00  68.00   0.50    0.08    --  109.10 -99.00  90.00   52
 18  \w     38.00  64.00   0.50    0.08    --  109.10 -99.00 150.00   52
 19  \w     38.00 105.00   0.50    0.08    --  109.10 -99.00 -30.00  134
 20  \w     85.00 112.00   0.50    0.08    --  109.10-125.00 -90.00   54
 21  \w     81.00 107.00   0.50    0.08    --  109.10-103.00 -90.45   52
 22  \w     79.00 105.00   0.50    0.08    --  109.10 -99.00 -90.00   52
 23  \w     46.00  97.00   0.50    0.08    --  109.10 -99.00-120.00  102
 24  \w     47.00  73.00   0.50    0.08    --  109.10 -99.00 -90.00   52
 25  \w     37.00  62.00   0.50    0.08    --  109.10 -57.00 -90.00   50
 26  \w     41.00  66.00   0.50    0.08    --  109.10 -57.00-150.00   50
 27  \w     38.00  65.00   0.50    0.08    --  109.10 -57.00 -60.00   54
 28  \w     68.00 101.00   0.50    0.08    --  109.10 -77.00  90.00   66
 29  \w     39.00  64.00   0.50    0.08    --  109.10 -57.00  60.00   50
 30  \w    -64.00 -38.00   0.50    0.08    --  -91.75  57.00  60.00   52
 31  \w    -85.00 -45.00   0.50    0.08    --  -91.75 125.00 150.00   80
 32  \w    -50.00 -24.00   0.50    0.08    --  -91.75 125.00 -90.00   52
 33  \w    -41.00   5.00   0.50    0.05    --  -47.84  44.00-134.00   92
 34  \w    -46.00 -20.00   0.50    0.08    --  -91.75  44.00-134.00   52
 35  \w    -82.00 -19.00   0.50    0.08    --  -91.75 125.00-180.00  126
 36  \w    -79.00 -54.00   0.50    0.08    --  -91.75 125.00 -90.00   50
 37  \w   -140.00 -78.00   0.50    0.08    --  -91.75 -44.00  75.00  124
 38  \w   -157.00 -78.00   0.50    0.08    --  -91.75 -77.00 150.00  158
 39  \w   -102.00 -43.00   0.50    0.05    --  -47.84 -44.00  75.00  118
 40  \w   -154.00 -92.00   0.50    0.08    --  -91.75 -57.00   0.00  124
 41  \w   -119.00 -77.00   0.50    0.05    --  -47.84-125.00  30.00   84
 42  \w   -151.00 -98.00   0.50    0.08    --  -91.75-125.00-120.00  106
 43  \w   -119.00 -94.00   0.50    0.05    --  -47.84-125.00-150.00   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      -0.0372158000
_diffrn_orient_matrix_UB_12      0.1242270000
_diffrn_orient_matrix_UB_13      0.0646149000
_diffrn_orient_matrix_UB_21      -0.2056964000
_diffrn_orient_matrix_UB_22      -0.0359553000
_diffrn_orient_matrix_UB_23      -0.0363505000
_diffrn_orient_matrix_UB_31      -0.0302049000
_diffrn_orient_matrix_UB_32      -0.0654153000
_diffrn_orient_matrix_UB_33      0.1114354000
_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  0.0591
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5144
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.675
_diffrn_reflns_theta_min         4.159
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    31.694
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.10548
_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 yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.294
_exptl_crystal_description       plate
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.430
_refine_diff_density_min         -1.976
_refine_diff_density_rms         0.189
_refine_ls_extinction_coef       0.0066(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     135
_refine_ls_number_reflns         1814
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0538
_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^)+(0.0862P)^2^+1.6232P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1430
_refine_ls_wR_factor_ref         0.1507
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1673
_reflns_number_total             1814
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ra09255h2.cif
_cod_data_source_block           exp_11633_auto
_cod_database_code               7251748
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.128
_shelx_estimated_absorpt_t_min   0.045
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 planarity
 N5, N6, N7, N8, C3
 with sigma of 0.1
3.a Free rotating group:
 O1(H1A,H1B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C2(H2)
;
_shelx_res_checksum              83796
_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 6.045
_oxdiff_exptl_absorpt_empirical_full_min 0.474