#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:17:07 +0100 (lun 21 de mar de 2016) $
#$Revision: 178378 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/00/4020082.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_4020082
loop_
_publ_author_name
'Yasushi Morita'
'Tsuyoshi Murata'
'Kozo Fukui'
'Satoru Yamada'
'Kazunobu Sato'
'Daisuke Shiomi'
'Takeji Takui'
'Hiroshi Kitagawa'
'Hideki Yamochi'
'Gunzi Saito'
'Kazuhiro Nakasuji'
_publ_section_title
;
Hydrogen-Bonded Networks in Organic Conductors: Crystal
Structures and Electronic Properties of Charge-Transfer Salts
of Tetracyanoquinodimethane with 4,4'-Biimidazolium having
Multi Protonated States
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2739
_journal_page_last               2744
_journal_paper_doi               10.1021/jo047768c
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C6 H6 N4'
_chemical_formula_sum            'C6 H6 N4'
_chemical_formula_weight         134.15
_chemical_name_common            4,4'-H₂Bim
_chemical_name_systematic
;
 4,4'-Biimidazole
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 107.73(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   4.966(4)
_cell_length_b                   9.840(9)
_cell_length_c                   6.919(5)
_cell_measurement_reflns_used    2383
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.7
_cell_volume                     322.1(5)
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0512
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            741
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         3.72
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             140
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.879
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         741
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.879
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0468P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0840
_refine_ls_wR_factor_ref         0.0890
_reflns_number_gt                489
_reflns_number_total             741
_reflns_threshold_expression     >2sigma(I)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4020082
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.1031(3) 0.28231(12) 0.75278(18) 0.0288(4) Uani 1 1 d . . .
N2 N 0.1319(3) 0.32062(12) 0.53228(17) 0.0258(3) Uani 1 1 d . . .
C1 C 0.0671(3) 0.23078(15) 0.6527(2) 0.0273(4) Uani 1 1 d . . .
C2 C -0.0074(3) 0.43833(14) 0.5564(2) 0.0226(4) Uani 1 1 d . . .
C3 C -0.1524(3) 0.41528(15) 0.6922(2) 0.0290(4) Uani 1 1 d . . .
H1 H -0.1751 0.2355 0.8480 0.034 Uiso 1 1 d . . .
H2 H 0.1343 0.1393 0.6680 0.031 Uiso 1 1 d . . .
H3 H -0.2653 0.4798 0.7359 0.033 Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0371(8) 0.0259(7) 0.0307(7) 0.0036(6) 0.0213(6) -0.0014(6)
N2 0.0300(7) 0.0248(7) 0.0270(6) 0.0003(5) 0.0155(5) 0.0006(6)
C1 0.0312(9) 0.0242(8) 0.0299(8) 0.0014(6) 0.0144(7) 0.0020(7)
C2 0.0252(8) 0.0220(7) 0.0234(7) -0.0032(6) 0.0116(6) -0.0026(6)
C3 0.0381(9) 0.0224(8) 0.0351(9) 0.0001(6) 0.0240(7) 0.0002(7)
