#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/00/4020084.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_4020084
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         'C6H7 N4 +, C12 H4 N4 1-, C12 H4 N4'
_chemical_formula_sum            'C48 H26 N20'
_chemical_formula_weight         882.89
_chemical_name_common            (4,4'-H₃Bim)₂(TCNQ)₃
_chemical_name_systematic
;
 Mono-protonated 4,4'-biimidazolium tetracyanoquinodimethide complex
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                98.52(4)
_cell_angle_beta                 100.70(4)
_cell_angle_gamma                91.32(3)
_cell_formula_units_Z            1
_cell_length_a                   6.886(8)
_cell_length_b                   10.615(11)
_cell_length_c                   14.45(2)
_cell_measurement_reflns_used    7390
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.0
_cell_volume                     1025(2)
_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     0.71075
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4102
_diffrn_reflns_theta_max         27.44
_diffrn_reflns_theta_min         3.01
_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  0.991
_exptl_absorpt_correction_T_min  0.846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Higashi, 1995)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             454
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.100
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4102
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.153
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0401
_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)+(0.0898P)²+0.0906P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1448
_refine_ls_wR_factor_ref         0.1569
_reflns_number_gt                3172
_reflns_number_total             4102
_reflns_threshold_expression     >2sigma(I)
_cod_database_code               4020084
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.8828(2) 0.25007(16) 0.14244(10) 0.0364(4) Uani 1 1 d . . .
N2 N 0.7089(2) 0.38842(15) 0.07215(11) 0.0346(4) Uani 1 1 d . . .
N3 N 0.0848(2) 0.19546(15) -0.05603(11) 0.0351(4) Uani 1 1 d . . .
N4 N 0.2974(2) 0.35821(15) -0.03865(11) 0.0360(4) Uani 1 1 d . . .
N5 N 0.9168(2) 0.30476(16) 0.36340(11) 0.0360(4) Uani 1 1 d . . .
N6 N 0.2846(2) 0.22514(16) 0.23504(10) 0.0350(4) Uani 1 1 d . . .
N7 N 0.6863(2) 0.08339(16) 0.86757(10) 0.0364(4) Uani 1 1 d . . .
N8 N 0.0650(2) 0.00724(16) 0.73789(12) 0.0406(4) Uani 1 1 d . . .
N9 N 0.9255(2) 0.63312(17) 0.30656(12) 0.0395(4) Uani 1 1 d . . .
N10 N 0.3065(2) 0.55809(17) 0.17818(11) 0.0400(4) Uani 1 1 d . . .
C1 C 0.8866(3) 0.3665(2) 0.12060(14) 0.0385(4) Uani 1 1 d . . .
C2 C 0.5877(3) 0.27910(17) 0.06307(11) 0.0285(4) Uani 1 1 d . . .
C3 C 0.6982(3) 0.19423(18) 0.10774(13) 0.0340(4) Uani 1 1 d . . .
C4 C 0.1177(3) 0.3107(2) -0.07798(14) 0.0387(5) Uani 1 1 d . . .
C5 C 0.3856(3) 0.26665(16) 0.01131(11) 0.0281(4) Uani 1 1 d . . .
C6 C 0.2537(3) 0.16541(18) 0.00071(13) 0.0348(4) Uani 1 1 d . . .
C7 C 0.7615(2) 0.26531(15) 0.36818(11) 0.0241(3) Uani 1 1 d . . .
C8 C 0.4144(2) 0.22217(15) 0.29668(11) 0.0242(3) Uani 1 1 d . . .
C9 C 0.5712(2) 0.22004(15) 0.37613(11) 0.0221(3) Uani 1 1 d . . .
C10 C 0.5647(3) 0.08207(16) 0.80121(11) 0.0265(4) Uani 1 1 d . . .
C11 C 0.2203(3) 0.03957(16) 0.72876(11) 0.0269(4) Uani 1 1 d . . .
C12 C 0.4135(2) 0.07812(15) 0.71923(11) 0.0243(3) Uani 1 1 d . . .
C13 C 0.5329(2) 0.18481(14) 0.46170(11) 0.0212(3) Uani 1 1 d . . .
C14 C 0.6859(2) 0.19079(15) 0.54409(11) 0.0225(3) Uani 1 1 d . . .
C15 C 0.3391(2) 0.14422(15) 0.46933(11) 0.0240(3) Uani 1 1 d . . .
C16 C 0.4546(2) 0.11514(14) 0.63407(11) 0.0223(3) Uani 1 1 d . . .
C17 C 0.3007(2) 0.11066(15) 0.55217(11) 0.0241(3) Uani 1 1 d . . .
C18 C 0.6478(2) 0.15685(15) 0.62681(11) 0.0228(3) Uani 1 1 d . . .
C19 C 0.7709(2) 0.60280(16) 0.31764(11) 0.0267(4) Uani 1 1 d . . .
C20 C 0.4251(2) 0.56112(16) 0.24537(12) 0.0272(4) Uani 1 1 d . . .
C21 C 0.5772(2) 0.56495(15) 0.32857(11) 0.0233(3) Uani 1 1 d . . .
C22 C 0.5384(2) 0.53274(14) 0.41317(11) 0.0213(3) Uani 1 1 d . . .
C23 C 0.6952(2) 0.53869(14) 0.49571(11) 0.0226(3) Uani 1 1 d . . .
C24 C 0.3417(2) 0.49316(15) 0.42169(11) 0.0229(3) Uani 1 1 d . . .
H1 H 0.9908 0.2109 0.1771 0.043 Uiso 1 1 d . . .
H2 H -0.0351 0.1433 -0.0762 0.042 Uiso 1 1 d . . .
H3 H 0.3547 0.4392 -0.0432 0.042 Uiso 1 1 d . . .
H4 H 0.9995 0.4259 0.1362 0.046 Uiso 1 1 d . . .
H5 H 0.6544 0.1096 0.1137 0.041 Uiso 1 1 d . . .
H6 H 0.0229 0.3539 -0.1175 0.045 Uiso 1 1 d . . .
H7 H 0.2751 0.0886 0.0276 0.041 Uiso 1 1 d . . .
H8 H 0.8167 0.2191 0.5412 0.027 Uiso 1 1 d . . .
H9 H 0.2333 0.1399 0.4158 0.028 Uiso 1 1 d . . .
H10 H 0.1690 0.0841 0.5554 0.029 Uiso 1 1 d . . .
H11 H 0.7542 0.1616 0.6805 0.027 Uiso 1 1 d . . .
H12 H 0.8346 0.5674 0.4934 0.045 Uiso 1 1 d . . .
H13 H 0.2317 0.4873 0.3648 0.045 Uiso 1 1 d . . .
