#------------------------------------------------------------------------------
#$Date: 2016-03-26 04:00:09 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180205 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/99/7109963.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_7109963
loop_
_publ_author_name
'Nicolas Leblanc'
'Nicolas Mercier'
'Oksana Toma'
'Abdel Hadi Kassiba'
'Leokadiya Zorina'
'Pascale Auban-Senzier'
'Claude Pasquier'
_publ_section_title
;
 Unprecedented stacking of MV²⁺ dications and MV^.+^ radical cations in
 the mixed-valence viologen salt (MV)2(BF4)3 (MV = methylviologen)
;
_journal_name_full               Chem.Commun.
_journal_page_first              10272
_journal_paper_doi               10.1039/c3cc45690k
_journal_volume                  49
_journal_year                    2013
_chemical_formula_moiety         'C12 H14 N2, B F4'
_chemical_formula_sum            'C12 H14 B F4 N2'
_chemical_formula_weight         273.06
_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                 93.640(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.5851(5)
_cell_length_b                   16.5308(10)
_cell_length_c                   11.7122(10)
_cell_measurement_temperature    220(2)
_cell_volume                     1272.38(17)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics    'DIAMOND 3.1 (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      220(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD'
_diffrn_measurement_method       'combined φ and ω-scans'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_sigmaI/netI    0.0558
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14674
_diffrn_reflns_theta_full        26.52
_diffrn_reflns_theta_max         26.52
_diffrn_reflns_theta_min         3.34
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2615
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.1271
_refine_ls_R_factor_gt           0.0608
_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)+(0.0422P)²+1.0317P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1140
_refine_ls_wR_factor_ref         0.1421
_reflns_number_gt                1484
_reflns_number_total             2615
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c3cc45690k.txt
_cod_data_source_block           MV(BF4)
_cod_original_cell_volume        1272.38(16)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7109963
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
C1 C 0.5591(4) -0.01679(19) 0.7606(3) 0.0487(8) Uani 1 1 d . . .
H1 H 0.5729 -0.0549 0.8190 0.058 Uiso 1 1 calc R . .
C2 C 0.5343(4) -0.04237(17) 0.6508(2) 0.0405(7) Uani 1 1 d . . .
H2 H 0.5317 -0.0976 0.6358 0.049 Uiso 1 1 calc R . .
C3 C 0.5120(4) 0.01275(15) 0.5581(2) 0.0323(6) Uani 1 1 d . . .
C4 C 0.5196(4) 0.09601(16) 0.5905(2) 0.0361(6) Uani 1 1 d . . .
H4 H 0.5068 0.1357 0.5342 0.043 Uiso 1 1 calc R . .
C5 C 0.5450(4) 0.11791(18) 0.7009(3) 0.0440(7) Uani 1 1 d . . .
H5 H 0.5496 0.1727 0.7189 0.053 Uiso 1 1 calc R . .
C6 C 0.5947(6) 0.0894(3) 0.9068(3) 0.0792(12) Uani 1 1 d . . .
H6A H 0.6562 0.1420 0.9097 0.119 Uiso 1 1 calc R . .
H6B H 0.6821 0.0517 0.9485 0.119 Uiso 1 1 calc R . .
H6C H 0.4657 0.0916 0.9406 0.119 Uiso 1 1 calc R . .
C7 C 1.0500(4) 0.08818(17) 0.7306(2) 0.0395(7) Uani 1 1 d . . .
H7 H 1.0641 0.0795 0.8091 0.047 Uiso 1 1 calc R . .
C8 C 1.0327(4) 0.02349(16) 0.6597(2) 0.0346(6) Uani 1 1 d . . .
H8 H 1.0357 -0.0284 0.6906 0.042 Uiso 1 1 calc R . .
C9 C 1.0101(4) 0.03345(15) 0.5385(2) 0.0331(6) Uani 1 1 d . . .
C10 C 1.0089(4) 0.11533(16) 0.5007(2) 0.0390(7) Uani 1 1 d . . .
H10 H 0.9963 0.1265 0.4227 0.047 Uiso 1 1 calc R . .
C11 C 1.0257(4) 0.17725(17) 0.5765(2) 0.0430(7) Uani 1 1 d . . .
H11 H 1.0222 0.2300 0.5488 0.052 Uiso 1 1 calc R . .
C12 C 1.0687(5) 0.23438(19) 0.7692(3) 0.0607(9) Uani 1 1 d . . .
H12A H 1.0874 0.2150 0.8464 0.091 Uiso 1 1 calc R . .
H12B H 0.9482 0.2671 0.7614 0.091 Uiso 1 1 calc R . .
H12C H 1.1844 0.2661 0.7511 0.091 Uiso 1 1 calc R . .
N1 N 0.5643(3) 0.06310(16) 0.7875(2) 0.0472(6) Uani 1 1 d . . .
N2 N 1.0472(3) 0.16536(14) 0.6907(2) 0.0413(6) Uani 1 1 d . . .
B B 0.9642(6) -0.1553(2) 0.8924(3) 0.0464(8) Uani 1 1 d . . .
F1A F 1.0950(16) -0.2090(8) 0.9493(12) 0.075(2) Uani 0.689(8) 1 d PU A 1
F2A F 0.9310(14) -0.1766(6) 0.7763(6) 0.0747(19) Uani 0.689(8) 1 d PU A 1
F3A F 0.7746(7) -0.1585(4) 0.9390(4) 0.1012(18) Uani 0.689(8) 1 d PU A 1
F4A F 1.0266(11) -0.0769(2) 0.8993(5) 0.098(2) Uani 0.689(8) 1 d PU A 1
F1B F 1.046(4) -0.2139(17) 0.957(3) 0.080(5) Uani 0.311(8) 1 d PU A 2
F2B F 0.873(3) -0.1831(15) 0.8003(15) 0.094(5) Uani 0.311(8) 1 d PU A 2
F3B F 0.865(2) -0.1083(8) 0.9585(8) 0.093(3) Uani 0.311(8) 1 d PU A 2
F4B F 1.136(2) -0.1106(9) 0.8632(9) 0.103(4) Uani 0.311(8) 1 d PU A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
B B 0.0013 0.0007 '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'
C C 0.0033 0.0016 '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'
F F 0.0171 0.0103 '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
C2 C1 N1 121.6(3) . .
C1 C2 C3 121.8(3) . .
C2 C3 C3 122.8(3) . 3_656
C2 C3 C4 114.6(2) . .
C3 C3 C4 122.6(3) 3_656 .
C5 C4 C3 121.0(3) . .
C4 C5 N1 122.6(3) . .
C8 C7 N2 122.1(3) . .
C7 C8 C9 121.2(3) . .
C10 C9 C9 122.8(3) . 3_756
C10 C9 C8 114.6(2) . .
C9 C9 C8 122.5(3) 3_756 .
C11 C10 C9 121.1(3) . .
C10 C11 N2 122.5(3) . .
C1 N1 C5 118.4(2) . .
C1 N1 C6 120.7(3) . .
C5 N1 C6 121.0(3) . .
C11 N2 C7 118.4(2) . .
C11 N2 C12 120.5(3) . .
C7 N2 C12 121.1(3) . .
F3B B F2B 119.2(12) . .
F1A B F4A 114.1(7) . .
F2B B F4A 120.9(11) . .
F1A B F2A 111.1(8) . .
F4A B F2A 108.8(5) . .
F3B B F1B 107.4(15) . .
F2B B F1B 111.7(19) . .
F1A B F3A 109.5(6) . .
F4A B F3A 106.7(4) . .
F2A B F3A 106.3(5) . .
F3B B F4B 105.7(8) . .
F2B B F4B 108.8(10) . .
F1B B F4B 102.6(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.353(4) .
C1 N1 1.358(4) .
C2 C3 1.418(4) .
C3 C3 1.424(5) 3_656
C3 C4 1.428(4) .
C4 C5 1.344(4) .
C5 N1 1.360(4) .
C6 N1 1.465(4) .
C7 C8 1.354(4) .
C7 N2 1.359(3) .
C8 C9 1.428(4) .
C9 C10 1.424(4) .
C9 C9 1.427(5) 3_756
C10 C11 1.355(4) .
C11 N2 1.350(4) .
C12 N2 1.467(4) .
B F3B 1.301(9) .
B F1A 1.378(12) .
B F2B 1.286(18) .
B F4A 1.361(5) .
B F2A 1.408(9) .
B F1B 1.32(3) .
B F3A 1.395(5) .
B F4B 1.413(11) .
