#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/88/2008833.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_2008833
loop_
_publ_author_name
'Cai, Hu'
'Hu, Huai-Ming'
'Chen, Wan-Zhi'
'Xu, Yan'
'You, Xiao-Zeng'
_publ_section_title
;
 1,4-Bis(4H-1,2,4-triazol-4-yl)benzene monohydrate
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              IUC9900082
_journal_paper_doi               10.1107/S0108270199099035
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C10 H8 N6, H2 O'
_chemical_formula_sum            'C10 H10 N6 O'
_chemical_formula_weight         230.24
_chemical_name_common
'1,4-bis(4H-1,2,4-triazol-4-yl)benzene monohydrate'
_chemical_name_systematic
;
 1,4-Phenylene-bis(1,3,4-triazole) monohydrate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 98.28(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.770(3)
_cell_length_b                   9.491(2)
_cell_length_c                   8.205(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14.0
_cell_measurement_theta_min      12.9
_cell_volume                     1061.1(4)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics    'XP (Siemens, 1994)'
_computing_publication_material  'SHELXTL-Plus (Sheldrick, 1990b)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990a)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_av_sigmaI/netI    0.0550
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            1126
_diffrn_reflns_theta_max         25.95
_diffrn_reflns_theta_min         2.62
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   'exipirical via \y scans'
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.200
_refine_ls_extinction_coef       0.019(3)
_refine_ls_extinction_method     SHELXL93
_refine_ls_goodness_of_fit_all   0.992
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         1047
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_restrained_S_obs      1.094
_refine_ls_R_factor_all          0.086
_refine_ls_R_factor_gt           0.052
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0723P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.135
_refine_ls_wR_factor_ref         0.122
_reflns_number_gt                734
_reflns_number_total             1047
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            qa0144.cif
_cod_data_source_block           cha8
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0723P)^2^] where P = (Fo^2^+2Fc^2^)/3' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0723P)^2^]
where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1061.3(4)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2008833
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 0.0291(10) 0.0462(11) 0.0428(11) 0.0045(8) 0.0153(8) 0.0010(9)
N2 0.0425(12) 0.0607(14) 0.0658(15) 0.0092(10) 0.0232(11) -0.0071(11)
N3 0.0389(11) 0.0605(14) 0.0740(15) 0.0064(10) 0.0276(11) 0.0058(12)
C1 0.0395(14) 0.054(2) 0.0516(15) 0.0065(12) 0.0155(11) -0.0081(12)
C2 0.0357(13) 0.0508(15) 0.062(2) -0.0010(11) 0.0211(12) 0.0037(13)
C3 0.0245(10) 0.0452(13) 0.0361(12) 0.0051(9) 0.0120(9) 0.0010(10)
C4 0.0320(12) 0.0423(13) 0.0498(14) -0.0013(10) 0.0170(10) 0.0052(11)
C5 0.0364(13) 0.0373(13) 0.0507(14) 0.0038(10) 0.0144(11) 0.0026(11)
O1W 0.062(2) 0.062(2) 0.188(4) 0.000 0.059(3) 0.000
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
N1 0.32821(12) 0.5899(2) 0.1127(2) 0.0384(5) Uani d . 1 . N
N2 0.22747(15) 0.7127(2) 0.2397(3) 0.0548(7) Uani d . 1 . N
N3 0.1800(2) 0.5919(2) 0.1776(3) 0.0559(7) Uani d . 1 . N
C1 0.3147(2) 0.7087(3) 0.1969(3) 0.0474(7) Uani d . 1 . C
H1A 0.364(2) 0.779(3) 0.220(4) 0.064(8) Uiso d . 1 . H
C2 0.2416(2) 0.5217(3) 0.1028(3) 0.0481(7) Uani d . 1 . C
H2B 0.229(2) 0.431(3) 0.040(3) 0.074(9) Uiso d . 1 . H
C3 0.41570(14) 0.5440(2) 0.0536(3) 0.0345(6) Uani d . 1 . C
C4 0.4374(2) 0.4025(3) 0.0552(3) 0.0403(6) Uani d . 1 . C
H4A 0.3957(17) 0.337(3) 0.095(3) 0.043(7) Uiso d . 1 . H
C5 0.5227(2) 0.3574(3) 0.0008(3) 0.0407(6) Uani d . 1 . C
H5A 0.5406(17) 0.257(3) 0.006(3) 0.040(6) Uiso d . 1 . H
O1W 0 0.4557(4) 0.2500 0.1003(15) Uani d S 1 . O
H1WA 0.049(3) 0.512(5) 0.231(5) 0.128(16) Uiso d . 1 . H
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'
O O 0.0106 0.0060 '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_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C2 . . 104.3(2) yes
C1 N1 C3 . . 127.8(2) yes
C2 N1 C3 . . 127.9(2) yes
C1 N2 N3 . . 106.5(2) yes
C2 N3 N2 . . 107.1(2) yes
N2 C1 N1 . . 111.3(2) yes
N3 C2 N1 . . 110.9(2) yes
C4 C3 C5 . 5_665 121.5(2) yes
C4 C3 N1 . . 119.2(2) yes
C5 C3 N1 5_665 . 119.3(2) yes
C3 C4 C5 . . 119.5(2) yes
C3 C5 C4 5_665 . 119.0(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . 1.349(3) yes
N1 C2 . 1.350(3) yes
N1 C3 . 1.430(3) yes
N2 C1 . 1.300(3) yes
N2 N3 . 1.380(3) yes
N3 C2 . 1.300(3) yes
C3 C4 . 1.376(3) yes
C3 C5 5_665 1.379(3) no
C4 C5 . 1.383(3) yes
C5 C3 5_665 1.379(3) yes
