#------------------------------------------------------------------------------
#$Date: 2017-02-22 05:50:20 +0200 (Wed, 22 Feb 2017) $
#$Revision: 192435 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/53/1545308.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1545308
loop_
_publ_author_name
'Du, Ran'
'Meng, Li'
'Lu, Li-Ping'
_publ_section_title
;
 1,4-Bis(1H-1,2,4-triazol-1-yl)benzene
;
_journal_coeditor_code           HB4114
_journal_issue                   2
_journal_name_full               IUCrData
_journal_page_first              x170272
_journal_paper_doi               10.1107/S2414314617002723
_journal_volume                  2
_journal_year                    2017
_chemical_formula_iupac          'C10 H8 N6'
_chemical_formula_moiety         'C10 H8 N6'
_chemical_formula_sum            'C10 H8 N6'
_chemical_formula_weight         212.22
_chemical_name_systematic
;
1,4-Bis(1H-1,2,4-triazol-1-yl)benzene
;
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 96.165(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   3.8091(3)
_cell_length_b                   10.2616(9)
_cell_length_c                   11.9768(11)
_cell_measurement_reflns_used    2111
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.422
_cell_volume                     465.44(7)
_computing_cell_refinement
;
SAINT (Bruker, 2000)
;
_computing_data_collection
;
APEX2 (Bruker, 2000)
;
_computing_data_reduction
;
SAINT (Bruker, 2000)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2016 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4210
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         3.422
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 1996)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_description       block
_exptl_crystal_F_000             220
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.169
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1057
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0431
_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/[σ²(Fo²)+(0.0567P)²+0.1337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1144
_reflns_number_gt                875
_reflns_number_total             1057
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb4114sup1.cif
_cod_data_source_block           I
_cod_database_code               1545308
_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_min   0.980
_shelx_estimated_absorpt_t_max   0.980
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
N N1 0.8017(3) 0.48118(10) 0.21842(9) 0.0307(3) Uani d 1
N N2 0.7691(4) 0.58859(12) 0.28330(10) 0.0451(4) Uani d 1
N N3 0.6288(4) 0.40718(13) 0.37506(11) 0.0459(4) Uani d 1
C C1 0.6654(5) 0.53760(15) 0.37491(13) 0.0467(4) Uani d 1
H H1 0.620016 0.588563 0.435947 0.056 Uiso calc 1
C C2 0.7160(4) 0.37557(14) 0.27543(12) 0.0417(4) Uani d 1
H H2 0.718064 0.290825 0.247992 0.050 Uiso calc 1
C C3 0.9038(3) 0.49129(12) 0.10767(11) 0.0282(3) Uani d 1
C C4 0.8869(4) 0.61044(13) 0.05306(11) 0.0331(3) Uani d 1
H H4 0.811019 0.684228 0.088642 0.040 Uiso calc 1
C C5 1.0163(4) 0.38103(13) 0.05481(11) 0.0341(4) Uani d 1
H H5 1.026722 0.301276 0.091893 0.041 Uiso calc 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'
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_site_symmetry_1
_geom_angle
C2 N1 N2 . 108.77(11)
C2 N1 C3 . 129.70(11)
N2 N1 C3 . 121.51(10)
C1 N2 N1 . 102.01(12)
C2 N3 C1 . 102.01(12)
N2 C1 N3 . 115.95(13)
N2 C1 H1 . 122.0
N3 C1 H1 . 122.0
N3 C2 N1 . 111.26(13)
N3 C2 H2 . 124.4
N1 C2 H2 . 124.4
C4 C3 C5 . 120.38(12)
C4 C3 N1 . 120.02(11)
C5 C3 N1 . 119.60(11)
C5 C4 C3 3_765 119.55(12)
C5 C4 H4 3_765 120.2
C3 C4 H4 . 120.2
C4 C5 C3 3_765 120.07(12)
C4 C5 H5 3_765 120.0
C3 C5 H5 . 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C2 . 1.3397(17)
N1 N2 . 1.3620(15)
N1 C3 . 1.4255(16)
N2 C1 . 1.3141(19)
N3 C2 . 1.3133(18)
N3 C1 . 1.346(2)
C1 H1 . 0.9300
C2 H2 . 0.9300
C3 C4 . 1.3848(18)
C3 C5 . 1.3867(18)
C4 C5 3_765 1.3839(17)
C4 H4 . 0.9300
C5 H5 . 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C1 H1 N3 3_666 0.93 2.55 3.3563(19) 146 y
C5 H5 N2 2_745 0.93 2.71 3.6184(18) 165 y
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_4
_geom_torsion
C2 N1 N2 C1 . 0.02(17)
C3 N1 N2 C1 . 178.56(13)
N1 N2 C1 N3 . 0.1(2)
C2 N3 C1 N2 . -0.2(2)
C1 N3 C2 N1 . 0.19(19)
N2 N1 C2 N3 . -0.14(19)
C3 N1 C2 N3 . -178.52(13)
C2 N1 C3 C4 . 162.05(15)
N2 N1 C3 C4 . -16.2(2)
C2 N1 C3 C5 . -17.3(2)
N2 N1 C3 C5 . 164.48(13)
C5 C3 C4 C5 3_765 -0.1(2)
N1 C3 C4 C5 3_765 -179.45(12)
C4 C3 C5 C4 3_765 0.1(2)
N1 C3 C5 C4 3_765 179.46(13)

_cod_database_fobs_code 1545308
