3-(5-Phenyl-2H-tetrazol-2-yl)pyridine
Ershov, Ivan S.; Esikov, Kirill A.; Nesterova, Olga M.; Skryl’nikova, Mariya A.; Khramchikhin, Andrey V.; Shmaneva, Nadezda T.; Chernov, Ivan S.; Chernova, Ekaterina N.; Puzyk, Aleksandra M.; Sivtsov, Eugene V.; Pavlyukova, Yuliya N.; Trifonov, Rostislav E.; Ostrovskii, Vladimir A.; Molbank 2023 (2023) M1598–; doi:10.3390/M1598

data_1568599
_publ_section_title
;
 3-(5-Phenyl-2H-tetrazol-2-yl)pyridine
;
_journal_issue                   1
_journal_name_full               Molbank
_journal_page_first              M1598
_journal_paper_doi               10.3390/M1598
_journal_volume                  2023
_journal_year                    2023
_chemical_formula_moiety         'C12 H9 N5'
_chemical_formula_sum            'C12 H9 N5'
_chemical_formula_weight         223.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-01-20
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 107.329(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.8450(9)
_cell_length_b                   4.6353(2)
_cell_length_c                   22.7163(11)
_cell_measurement_reflns_used    4230
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.5830
_cell_measurement_theta_min      4.4290
_cell_volume                     2095.29(17)
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_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    -99.00 -72.00   0.50    4.05    --  -35.49 157.00  54.00   54
  2  \w    -82.00 -30.00   0.50    4.05    --  -35.49 119.00-100.00  104
  3  \w    -97.00 -70.00   0.50    4.05    --  -35.49-157.00  18.00   54
  4  \w     28.00  73.00   0.50    4.05    --   35.49-119.00 173.00   90
  5  \w     57.00  82.00   0.50    4.05    --   35.49 157.00  54.00   50
  6  \w     82.00 107.00   0.50   16.22    --  100.00 157.00  54.00   50
  7  \w     50.00  91.00   0.50   16.22    --  100.00-119.00 173.00   82
  8  \w     57.00  83.00   0.50   16.22    --  100.00-157.00  18.00   52
  9  \w     94.00 119.00   0.50   16.22    --  100.00 119.00-100.00   50
 10  \w    -39.00 -10.00   0.50    4.05    --  -35.49 -65.00  30.00   58
 11  \w    -97.00 -67.00   0.50    4.05    --  -35.49 -65.00  30.00   60
 12  \w     19.00  62.00   0.50    4.05    --   35.49  32.00 120.00   86
 13  \w     13.00  50.00   0.50    4.05    --   35.49  54.00  30.00   74
 14  \w     37.00 104.00   0.50    4.05    --   35.49  43.00   0.00  134
 15  \w     72.00  97.00   0.50    4.05    --   35.49  43.00 -60.00   50
 16  \w    -12.00  17.00   0.50    4.05    --   35.49-104.00  30.00   58
 17  \w    -37.00  60.00   0.50    4.05    --   35.49 -21.00-120.00  194
 18  \w    -34.00  -9.00   0.50    4.05    --   35.49 -77.00  90.00   50
 19  \w     20.00  81.00   0.50    4.05    --   35.49  43.00-120.00  122
 20  \w     81.00 106.00   0.50    4.05    --   35.49  32.00 120.00   50
 21  \w     65.00 102.00   0.50    4.05    --   35.49  54.00  30.00   74
 22  \w     40.00  74.00   0.50    4.05    --   35.49-138.00 150.00   68
 23  \w     47.00  72.00   0.50    4.05    --   35.49-104.00  30.00   50
 24  \w     -2.00  23.00   0.50    4.05    --   35.49 -77.00  90.00   50
 25  \w    132.00 157.00   0.50   16.22    --  100.00  91.00 120.00   50
 26  \w     85.00 123.00   0.50   16.22    --  100.00  91.00 120.00   76
 27  \w     35.00  60.00   0.50   16.22    --  100.00-149.00-180.00   50
 28  \w    131.00 157.00   0.50   16.22    --  100.00   7.00  90.00   52
 29  \w     25.00  96.00   0.50   16.22    --  100.00   7.00  90.00  142
 30  \w     81.00 139.00   0.50   16.22    --  100.00   0.00 -90.00  116
 31  \w     37.00 124.00   0.50   16.22    --  100.00 -61.00-180.00  174
 32  \w     83.00 144.00   0.50   16.22    --  100.00 107.00  60.00  122
 33  \w     34.00 117.00   0.50   16.22    --  100.00 -45.00 -30.00  166
 34  \w     90.00 115.00   0.50   16.22    --  100.00  45.00 -90.00   50
 35  \w     97.00 126.00   0.50   16.22    --  100.00  91.00 -90.00   58
 36  \w     37.00  62.00   0.50   16.22    --  100.00-149.00 120.00   50
 37  \w     82.00 129.00   0.50   16.22    --  100.00-149.00 120.00   94
 38  \w     83.00 157.00   0.50   16.22    --  100.00 107.00  90.00  148
 39  \w    102.00 129.00   0.50   16.22    --  100.00 107.00-180.00   54
 40  \w     95.00 122.00   0.50   16.22    --  100.00 -86.00 150.00   54
 41  \w     87.00 130.00   0.50   16.22    --  100.00 -86.00 -90.00   86
 42  \w     28.00  55.00   0.50   16.22    --  100.00 -86.00 -90.00   54
 43  \w     88.00 113.00   0.50   16.22    --  100.00 107.00 -30.00   50
 44  \w     51.00  81.00   0.50   16.22    --  100.00 -86.00 150.00   60
 45  \w     66.00  91.00   0.50   16.22    --  100.00-149.00-180.00   50
 46  \w     54.00 104.00   0.50   16.22    --  100.00-107.00   0.00  100
 47  \w     81.00 106.00   0.50   16.22    --  100.00-107.00 120.00   50
 48  \w     25.00  64.00   0.50   16.22    --  100.00   0.00 -90.00   78
 49  \w     34.00  75.00   0.50   16.22    --  100.00 -69.00 -30.00   82
 50  \w    106.00 135.00   0.50   16.22    --  100.00 157.00  54.00   58
 51  \w    -58.00 -20.00   0.50    4.05    --  -35.49  54.00  90.00   76
 52  \w    -19.00  12.00   0.50    4.05    --  -35.49 104.00 120.00   62
 53  \w     -9.00  35.00   0.50    4.05    --   35.49 -43.00-150.00   88
 54  \w     30.00  65.00   0.50    4.05    --   35.49 -77.00-180.00   70
 55  \w    -21.00  13.00   0.50    4.05    --   35.49 -77.00-180.00   68
 56  \w     31.00  58.00   0.50    4.05    --   35.49-138.00  90.00   54
 57  \w     13.00  50.00   0.50    4.05    --   35.49  54.00 120.00   74
 58  \w     61.00  94.00   0.50    4.05    --   35.49  54.00 120.00   66
 59  \w     -8.00  63.00   0.50    4.05    --   35.49 -77.00-120.00  142
 60  \w     93.00 144.00   0.50   16.22    --  100.00  53.00  60.00  102
 61  \w     23.00  50.00   0.50   16.22    --  100.00 -91.00 -60.00   54
 62  \w    104.00 131.00   0.50   16.22    --  100.00  37.00-180.00   54
 63  \w     24.00  51.00   0.50   16.22    --  100.00 -15.00-120.00   54
 64  \w     29.00  65.00   0.50   16.22    --  100.00-107.00 -90.00   72
 65  \w     74.00 102.00   0.50   16.22    --  100.00-107.00-150.00   56
 66  \w     91.00 118.00   0.50   16.22    --  100.00-149.00 150.00   54
 67  \w     43.00  86.00   0.50   16.22    --  100.00-149.00 150.00   86
 68  \w     60.00 117.00   0.50   16.22    --  100.00 -37.00  30.00  114
 69  \w     50.00  81.00   0.50   16.22    --  100.00 -61.00 -90.00   62
 70  \w     76.00 136.00   0.50   16.22    --  100.00  61.00 120.00  120
 71  \w     51.00 103.00   0.50   16.22    --  100.00 -91.00  30.00  104
 72  \w     58.00  90.00   0.50   16.22    --  100.00 -37.00 -90.00   64
 73  \w     58.00  95.00   0.50   16.22    --  100.00 -53.00 120.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0614477000
_diffrn_orient_matrix_UB_12      0.0412010000
_diffrn_orient_matrix_UB_13      -0.0571410000
_diffrn_orient_matrix_UB_21      0.0467475000
_diffrn_orient_matrix_UB_22      0.0135872000
_diffrn_orient_matrix_UB_23      -0.0412186000
_diffrn_orient_matrix_UB_31      -0.0057829000
_diffrn_orient_matrix_UB_32      -0.3295406000
_diffrn_orient_matrix_UB_33      -0.0089653000
_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  0.0263
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            7480
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.185
_diffrn_reflns_theta_min         4.077
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.744
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
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    1.415
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1949
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0386
_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^)+(0.0457P)^2^+1.5969P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.0996
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1768
_reflns_number_total             1949
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ISE-1.cif
_cod_data_source_block           ise-1
_cod_database_code               1568599
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C12 H9 N5'
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.916
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C2(H2), C1(H1), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12)
;
_shelx_res_checksum              60818
_shelx_hkl_checksum              2140
_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 1.888
_oxdiff_exptl_absorpt_empirical_full_min 0.704