data_2008960
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_publ_section_title
;
N,N'-Diethyl-4,4'-bipyridinium diiodide
;
loop_
_publ_author_name
  'Eckert, Nathan A.'
  'Krause Bauer, Jeanette A.'
  'Connick, William B.'
_chemical_name_common  'ethyl viologen diiodide'
_chemical_formula_moiety  'C14 H18 N2 2+, 2I 1-'
_chemical_formula_sum  'C14 H18 I2 N2'
_chemical_formula_iupac  'C14 H18 N2 2+, 2I 1-'
_chemical_formula_weight  468.10
_chemical_melting_point  'decomposes 280-285\%C'
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  6.1965(12)
_cell_length_b  13.025(3)
_cell_length_c  10.419(2)
_cell_angle_alpha  90.00
_cell_angle_beta  103.88(3)
_cell_angle_gamma  90.00
_cell_volume  816.4(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.904
_diffrn_ambient_temperature  298(2)
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
  I1 0.17762(3) 0.65401(2) 0.27396(2) 0.05198(10) Uani d . 1 . I
  C1 0.7453(6) 0.6353(3) 0.8426(3) 0.0482(7) Uani d . 1 . C
  H1 0.8774 0.6709 0.8482 0.058 Uiso calc R 1 . H
  C2 0.7141(5) 0.5832(2) 0.9502(3) 0.0445(7) Uani d . 1 . C
  H2 0.8234 0.5841 1.0289 0.053 Uiso calc R 1 . H
  C3 0.5188(5) 0.5289(2) 0.9421(3) 0.0393(6) Uani d . 1 . C
  C4 0.3611(5) 0.5304(3) 0.8218(3) 0.0480(7) Uani d . 1 . C
  H4 0.2286 0.4944 0.8124 0.058 Uiso calc R 1 . H
  C5 0.4010(6) 0.5850(3) 0.7172(3) 0.0493(7) Uani d . 1 . C
  H5 0.2946 0.5860 0.6373 0.059 Uiso calc R 1 . H
  N1 0.5885(5) 0.6359(2) 0.7286(3) 0.0430(6) Uani d . 1 . N
  C7 0.6294(6) 0.6922(3) 0.6123(4) 0.0543(8) Uani d . 1 . C
  H7A 0.4884 0.7109 0.5535 0.065 Uiso calc R 1 . H
  H7B 0.7108 0.7549 0.6417 0.065 Uiso calc R 1 . H
  C8 0.7580(8) 0.6281(4) 0.5398(4) 0.0730(12) Uani d . 1 . C
  H8A 0.7826 0.6657 0.4654 0.109 Uiso calc R 1 . H
  H8B 0.6764 0.5665 0.5095 0.109 Uiso calc R 1 . H
  H8C 0.8985 0.6104 0.5976 0.109 Uiso calc R 1 . H
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
  I1 0.04380(14) 0.04802(14) 0.0596(2) 0.00150(9) 0.00344(10) -0.00390(9)
  C1 0.045(2) 0.048(2) 0.051(2) -0.0115(13) 0.0103(14) -0.0047(13)
  C2 0.043(2) 0.046(2) 0.0424(15) -0.0111(13) 0.0062(12) -0.0062(12)
  C3 0.0393(14) 0.0343(13) 0.0447(15) -0.0025(11) 0.0109(11) -0.0079(12)
  C4 0.0369(14) 0.051(2) 0.053(2) -0.0070(13) 0.0053(12) 0.0013(14)
  C5 0.0405(15) 0.053(2) 0.051(2) -0.0037(14) 0.0031(13) 0.0021(14)
  N1 0.0450(14) 0.0384(13) 0.0456(14) -0.0004(10) 0.0110(11) -0.0016(10)
  C7 0.061(2) 0.048(2) 0.052(2) -0.004(2) 0.009(2) 0.0099(15)
  C8 0.078(3) 0.083(3) 0.066(2) 0.009(2) 0.032(2) 0.016(2)
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
  C1 N1 . 1.342(5) y
  C1 C2 . 1.364(5) y
  C2 C3 . 1.386(4) y
  C3 C4 . 1.393(4) y
  C3 C3 3_667 1.487(6) y
  C4 C5 . 1.373(5) y
  C5 N1 . 1.318(4) y
  N1 C7 . 1.489(4) y
  C7 C8 . 1.481(6) y