data_2010590
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  246
_journal_page_last  249
_publ_section_title
;
Model porphyrin precursors: 1,2,4,5-tetrakis(cyanomethyl)benzene,
methyl 3,4,5-triacetoxybenzoate and 2-(N-phthalimidomethyl)benzoic acid
;
loop_
_publ_author_name
  'Jene, Paul G.'
  'Ibers, James A.'
_chemical_formula_sum  'C14 H10 N4'
_chemical_formula_weight  234.26
_chemical_melting_point  485
_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  8.8180(10)
_cell_length_b  8.3770(10)
_cell_length_c  8.1740(10)
_cell_angle_alpha  90.00
_cell_angle_beta  108.510(10)
_cell_angle_gamma  90.00
_cell_volume  572.48(15)
_cell_formula_units_Z  2
_cell_measurement_temperature  153(2)
_exptl_crystal_density_diffrn  1.359
_diffrn_ambient_temperature  153(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
  C1  .56432(18)  .57605(17)  .15967(18)  .0195(4) Uani d . 1 . . C
  C2  .66345(19)  .48312(17)  .09439(19)  .0197(4) Uani d . 1 . . C
  C3  .59668(19)  .40878(17)  -.06516(18)  .0208(4) Uani d . 1 . . C
  H3A  .6634  .3458  -.1106  .025 Uiso calc R 1 . . H
  C4  .62724(19)  .66513(19)  .32959(18)  .0243(4) Uani d . 1 . . C
  H4A  .7178  .7335  .3263  .029 Uiso calc R 1 . . H
  H4B  .5419  .7359  .3426  .029 Uiso calc R 1 . . H
  C5  .6807(2)  .5601(2)  .4801(2)  .0270(4) Uani d . 1 . . C
  C6  .84030(19)  .46508(19)  .19484(19)  .0250(4) Uani d . 1 . . C
  H6A  .8896  .5724  .2161  .030 Uiso calc R 1 . . H
  H6B  .8510  .4164  .3083  .030 Uiso calc R 1 . . H
  C7  .92794(19)  .36768(19)  .1071(2)  .0238(4) Uani d . 1 . . C
  N1  .72273(19)  .47705(19)  .59774(19)  .0400(4) Uani d . 1 . . N
  N2  .99652(16)  .29143(17)  .03792(17)  .0316(4) Uani d . 1 . . N
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
  C1  .0212(9)  .0198(8)  .0178(8)  -.0002(7)  .0066(7)  .0019(6)
  C2  .0180(9)  .0222(8)  .0194(7)  -.0002(6)  .0065(7)  .0034(6)
  C3  .0240(9)  .0205(8)  .0206(8)  .0016(7)  .0108(7)  .0014(6)
  C4  .0229(9)  .0271(9)  .0222(8)  .0003(7)  .0059(7)  -.0029(7)
  C5  .0242(10)  .0367(10)  .0208(8)  -.0023(8)  .0081(7)  -.0077(8)
  C6  .0201(9)  .0308(9)  .0230(8)  .0011(7)  .0053(7)  -.0003(7)
  C7  .0179(8)  .0259(8)  .0242(8)  -.0003(7)  .0019(7)  .0023(7)
  N1  .0423(11)  .0531(10)  .0251(8)  .0058(8)  .0117(7)  .0028(7)
  N2  .0237(8)  .0351(8)  .0336(8)  .0033(7)  .0058(7)  -.0015(7)
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 C3 3_665 1.390(2) ?
  C1 C2 . 1.397(2) yes
  C2 C3 . 1.396(2) yes
  C3 C1 3_665 1.390(2) yes
  C1 C4 . 1.518(2) yes
  C2 C6 . 1.522(2) yes
  C4 C5 . 1.464(2) yes
  C6 C7 . 1.459(2) yes
  C5 N1 . 1.149(2) yes
  C7 N2 . 1.1447(19) yes