data_2012595
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o183
_journal_page_last  o186
_publ_section_title
;
Dispiro[2H-benzimidazole-2,1'-cyclohexane-4',2''-[2H]benzimidazole] 1-oxide and
dispiro[2H-benzimidazole-2,1'-cyclohexane-4',2''-[2H]benzimidazole]
1,1''-dioxide
;
loop_
_publ_author_name
  'Kaftory, Menahem'
  'Shteiman, Vitaly'
  'Botoshansky, Mark'
_chemical_name_common  'Magnet-4'
_chemical_formula_moiety  'C18 H16 N4 O'
_chemical_formula_sum  'C18 H16 N4 O'
_chemical_formula_iupac  'C18 H16 N4 O'
_chemical_formula_weight  304.35
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'C m c a'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y+1/2, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x, -y, -z'
  'x+1/2, y+1/2, z'
  '-x+1/2, -y+1, z+1/2'
  '-x+1/2, y+1, -z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, -y, -z'
  'x, y-1/2, -z-1/2'
  'x, -y-1/2, z-1/2'
  '-x, y, z'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, y, -z-1/2'
  'x+1/2, -y, z-1/2'
  '-x+1/2, y+1/2, z'
_cell_length_a  6.774(2)
_cell_length_b  15.875(3)
_cell_length_c  13.477(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00(3)
_cell_angle_gamma  90.00
_cell_volume  1449.3(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.395
_diffrn_ambient_temperature  150(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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1  .0000  .02025(17)  .2498(2)  .0400(7) Uani d SP  .50 . . O
  N1  .0000  .07428(11)  .19275(12)  .0355(5) Uani d S 1 . . N
  N2  .0000  .14359(11)  .03727(12)  .0352(5) Uani d S 1 . . N
  C1  .0000  .15606(13)  .20659(14)  .0326(5) Uani d S 1 . . C
  C2  .0000  .20307(13)  .29706(14)  .0340(5) Uani d S 1 . . C
  C3  .0000  .28779(14)  .28967(15)  .0372(5) Uani d S 1 . . C
  C4  .0000  .33013(14)  .19452(16)  .0393(6) Uani d S 1 . . C
  C5  .0000  .28830(14)  .10753(16)  .0398(6) Uani d S 1 . . C
  C6  .0000  .19724(12)  .11008(14)  .0320(5) Uani d S 1 . . C
  C7  .0000  .06067(12)  .08329(15)  .0343(5) Uani d S 1 . . C
  C8  .1861(2)  .01152(10)  .05516(10)  .0371(4) Uani d . 1 . . C
  H2  .0000  .1758  .3598  .045(7) Uiso calc SR 1 . . H
  H3  .0000  .3206  .3486  .046(7) Uiso calc SR 1 . . H
  H4  .0000  .3900  .1934  .052(7) Uiso calc SR 1 . . H
  H5  .0000  .3178  .0462  .046(7) Uiso calc SR 1 . . H
  H81  .3041  .0460  .0703  .046(4) Uiso calc R 1 . . H
  H82  .1935  -.0406  .0954  .043(4) 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
  O1  .0594(19)  .0318(15)  .0290(14)  .000  .000  .0079(14)
  N1  .0363(10)  .0402(10)  .0301(9)  .000  .000  -.0075(8)
  N2  .0376(10)  .0384(10)  .0296(9)  .000  .000  -.0055(7)
  C1  .0282(10)  .0408(11)  .0288(10)  .000  .000  -.0062(8)
  C2  .0328(11)  .0414(12)  .0279(10)  .000  .000  -.0069(9)
  C3  .0356(12)  .0436(12)  .0325(11)  .000  .000  -.0116(9)
  C4  .0384(12)  .0362(12)  .0432(12)  .000  .000  -.0056(9)
  C5  .0451(13)  .0387(12)  .0356(11)  .000  .000  .0017(9)
  C6  .0325(11)  .0351(11)  .0284(10)  .000  .000  -.0046(8)
  C7  .0353(11)  .0343(11)  .0334(11)  .000  .000  -.0104(8)
  C8  .0318(8)  .0404(9)  .0392(9)  .0005(6)  -.0021(6)  -.0123(6)
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
  O1 N1 . 1.152(3) ?
  N1 C1 . 1.312(3) ?
  N1 C7 . 1.491(3) ?
  N2 C6 . 1.299(2) ?
  N2 C7 . 1.455(3) ?
  C1 C2 . 1.430(3) ?
  C1 C6 . 1.456(3) ?
  C2 C3 . 1.349(3) ?
  C2 H2 .  .9500 ?
  C3 C4 . 1.448(3) ?
  C3 H3 .  .9500 ?
  C4 C5 . 1.348(3) ?
  C4 H4 .  .9500 ?
  C5 C6 . 1.446(3) ?
  C5 H5 .  .9500 ?
  C7 C8 12 1.5303(18) ?
  C7 C8 . 1.5303(18) ?
  C8 C8 4 1.531(3) ?
  C8 H81 .  .9900 ?
  C8 H82 .  .9900 ?