#------------------------------------------------------------------------------
#$Date: 2022-04-04 11:05:22 +0300 (Mon, 04 Apr 2022) $
#$Revision: 274304 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/50/8105003.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8105003
loop_
_publ_author_name
'Tang, Hang-Jun'
'Xu, Yang-Rong'
'Wang, Xiao-Hui'
'Zhao, Feng-Lan'
'Meng, Qing-Guo'
_publ_section_title
;
 The crystal structure of 5-bromo-2-(1-methyl-1H-tetrazol-5-yl)pyridine,
 C7H6BrN5
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              23
_journal_page_last               25
_journal_paper_doi               10.1515/ncrs-2019-0442
_journal_volume                  235
_journal_year                    2019
_chemical_absolute_configuration unk
_chemical_formula_moiety         '0.5(C7 H6 Br N5)'
_chemical_formula_sum            'C3.5 H3 Br0.5 N2.5'
_chemical_formula_weight         120.04
_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_Hall           '-A 2 2ab'
_space_group_name_H-M_alt        'A e a m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   12.3735(8)
_cell_length_b                   20.8690(11)
_cell_length_c                   6.8385(6)
_cell_measurement_reflns_used    1471
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0570
_cell_measurement_theta_min      5.1120
_cell_volume                     1765.9(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4674
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.881
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -21.00  45.00   1.00    5.03    --  -11.25  77.00 150.00   66
  2  ω    -19.00  20.00   1.00    5.03    --  -11.25 -77.00   0.00   39
  3  ω     -4.00  48.00   1.00    5.03    --   11.33 -99.00 -90.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0118970000
_diffrn_orient_matrix_UB_12      0.0302048000
_diffrn_orient_matrix_UB_13      -0.0424458000
_diffrn_orient_matrix_UB_21      0.0559956000
_diffrn_orient_matrix_UB_22      0.0058508000
_diffrn_orient_matrix_UB_23      -0.0125328000
_diffrn_orient_matrix_UB_31      -0.0021437000
_diffrn_orient_matrix_UB_32      -0.0144188000
_diffrn_orient_matrix_UB_33      -0.0939200000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.881
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            3550
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.542
_diffrn_reflns_theta_min         3.541
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.613
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25240
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.849
_refine_diff_density_min         -0.881
_refine_diff_density_rms         0.147
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     80
_refine_ls_number_reflns         1181
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0471
_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/[σ²(Fo²)+(0.0636P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1152
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                850
_reflns_number_total             1181
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0442_suppl.cif
_cod_data_source_block           xu-2-20a_1
_cod_original_sg_symbol_Hall     '-A 2 2ac'
_cod_original_sg_symbol_H-M      'A c a m'
_cod_original_formula_sum        'C3.50 H3 Br0.50 N2.50'
_cod_database_code               8105003
_chemical_oxdiff_formula         'C1 H1 N1 Br1'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.417
_shelx_estimated_absorpt_t_min   0.008
_reflns_odcompleteness_completeness 99.53
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H1A(0.5) H1B(0.5) H1C(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C10(H10), C11(H11)
3.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y, -z+1/2'
'-x+1/2, y, -z+1/2'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z+1'
'-x+1/2, y+1/2, -z+1'
'-x, -y, -z'
'x, y, -z'
'-x-1/2, y, z-1/2'
'x-1/2, -y, z-1/2'
'-x, -y+1/2, -z+1/2'
'x, y+1/2, -z+1/2'
'-x-1/2, y+1/2, z'
'x-1/2, -y+1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.16881(4) 0.05998(2) 0.5000 0.0488(2) Uani 1 2 d S T P . .
C1 C 0.3491(4) -0.0243(2) 0.5000 0.0376(11) Uani 1 2 d S T P . .
H1 H 0.3886 0.0136 0.5000 0.045 Uiso 1 2 calc RS T P . .
C2 C 0.2377(3) -0.0206(2) 0.5000 0.0346(10) Uani 1 2 d S T P . .
C3 C 0.1778(3) -0.0761(3) 0.5000 0.0413(12) Uani 1 2 d S T P . .
H3 H 0.1027 -0.0748 0.5000 0.050 Uiso 1 2 calc RS T P . .
C4 C 0.2321(3) -0.1337(2) 0.5000 0.0391(11) Uani 1 2 d S T P . .
H4 H 0.1941 -0.1722 0.5000 0.047 Uiso 1 2 calc RS T P . .
C5 C 0.3436(3) -0.1336(2) 0.5000 0.0323(10) Uani 1 2 d S T P . .
C6 C 0.3998(4) -0.1953(2) 0.5000 0.0358(10) Uani 1 2 d S T P . .
N1 N 0.4026(3) -0.07970(19) 0.5000 0.0369(9) Uani 1 2 d S T P . .
N2 N 0.5064(3) -0.20657(17) 0.5000 0.0387(9) Uani 1 2 d S T P . .
N3 N 0.5218(3) -0.2707(2) 0.5000 0.0519(11) Uani 1 2 d S T P . .
N4 N 0.4272(4) -0.2963(2) 0.5000 0.0591(13) Uani 1 2 d S T P . .
N5 N 0.3493(3) -0.2510(2) 0.5000 0.0513(12) Uani 1 2 d S T P . .
C7 C 0.6007(4) -0.1639(3) 0.5000 0.0562(15) Uani 1 2 d S T P . .
H7A H 0.6643 -0.1881 0.5314 0.084 Uiso 0.5 1 calc GR . . A -1
H7B H 0.5905 -0.1308 0.5957 0.084 Uiso 0.5 1 calc GR . . A -1
H7C H 0.6088 -0.1449 0.3730 0.084 Uiso 0.5 1 calc GR . . A -1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C3 C2 Br1 120.5(3) . .
C3 C2 C1 119.4(4) . .
C1 C2 Br1 120.1(3) . .
C2 C3 C4 118.2(4) . .
C6 N2 N3 108.3(4) . .
C6 N2 C7 132.5(4) . .
N3 N2 C7 119.2(4) . .
N2 C6 C5 128.5(4) . .
N5 C6 N2 108.1(4) . .
N5 C6 C5 123.4(4) . .
N4 N3 N2 106.5(4) . .
C1 N1 C5 117.2(4) . .
N3 N4 N5 111.0(4) . .
N1 C5 C6 118.6(4) . .
N1 C5 C4 123.0(4) . .
C4 C5 C6 118.3(4) . .
N1 C1 C2 123.0(4) . .
C3 C4 C5 119.1(4) . .
C6 N5 N4 106.2(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C2 1.886(4) .
C2 C3 1.375(7) .
C2 C1 1.380(6) .
C3 C4 1.377(7) .
N2 C6 1.340(6) .
N2 N3 1.351(5) .
N2 C7 1.468(6) .
C6 C5 1.462(6) .
C6 N5 1.321(6) .
N3 N4 1.287(6) .
N1 C5 1.341(6) .
N1 C1 1.332(6) .
N4 N5 1.350(6) .
C5 C4 1.380(6) .
