data_2013771
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o169
_journal_page_last  o172
_publ_section_title
;
N,N-Bis-(2-methoxybenzylidene) adducts of 1,2-ethanediamine,
1,3-propanediamine and 1,4-butanediamine
;
loop_
_publ_author_name
  'Reglinski, John'
  'Taylor, Michelle K'
  'Kennedy, Alan R'
_chemical_name_common  MeSalbu
_chemical_formula_moiety  'C20 H24 N2 O2'
_chemical_formula_sum  'C20 H24 N2 O2'
_chemical_formula_iupac  'C20 H24 N2 O2'
_chemical_formula_weight  324.41
_chemical_melting_point  60
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
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'
_cell_length_a  4.6903(2)
_cell_length_b  14.2387(6)
_cell_length_c  13.2170(5)
_cell_angle_alpha  90
_cell_angle_beta  91.002(2)
_cell_angle_gamma  90
_cell_volume  882.55(6)
_cell_formula_units_Z  2
_cell_measurement_temperature  123(2)
_exptl_crystal_density_diffrn  1.221
_diffrn_ambient_temperature  123(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
  N1 0.6705(2) 0.39640(8) 0.30317(8) 0.0288(3) Uani d . 1 . . N
  O1 1.0906(2) 0.15552(7) 0.33652(7) 0.0420(3) Uani d . 1 . . O
  C1 0.4697(3) 0.41660(10) 0.38382(10) 0.0284(3) Uani d . 1 . . C
  H1A 0.4272 0.3582 0.4213 0.034 Uiso calc R 1 . . H
  H1B 0.2889 0.4407 0.3541 0.034 Uiso calc R 1 . . H
  C2 0.5965(3) 0.48897(9) 0.45585(10) 0.0268(3) Uani d . 1 . . C
  H2A 0.6335 0.5476 0.4180 0.032 Uiso calc R 1 . . H
  H2B 0.7815 0.4654 0.4826 0.032 Uiso calc R 1 . . H
  C11 0.9857(3) 0.28276(10) 0.22940(10) 0.0268(3) Uani d . 1 . . C
  C12 1.1410(3) 0.20003(10) 0.24681(10) 0.0308(4) Uani d . 1 . . C
  C13 1.3370(3) 0.16890(11) 0.17602(11) 0.0356(4) Uani d . 1 . . C
  H13 1.4399 0.1123 0.1872 0.043 Uiso calc R 1 . . H
  C14 1.3799(3) 0.22110(11) 0.08954(12) 0.0385(4) Uani d . 1 . . C
  H14 1.5146 0.2002 0.0416 0.046 Uiso calc R 1 . . H
  C15 1.2308(3) 0.30294(11) 0.07162(11) 0.0380(4) Uani d . 1 . . C
  H15 1.2629 0.3383 0.0119 0.046 Uiso calc R 1 . . H
  C16 1.0337(3) 0.33327(10) 0.14122(10) 0.0318(4) Uani d . 1 . . C
  H16 0.9297 0.3894 0.1286 0.038 Uiso calc R 1 . . H
  C17 0.7745(3) 0.31425(10) 0.30313(10) 0.0267(3) Uani d . 1 . . C
  H17 0.7132 0.2710 0.3530 0.032 Uiso calc R 1 . . H
  C18 1.2349(4) 0.06902(12) 0.35660(13) 0.0512(5) Uani d . 1 . . C
  H18A 1.1717 0.0217 0.3073 0.077 Uiso calc R 1 . . H
  H18B 1.1908 0.0476 0.4250 0.077 Uiso calc R 1 . . H
  H18C 1.4410 0.0784 0.3513 0.077 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
  N1 0.0274(7) 0.0315(7) 0.0276(7) -0.0003(5) 0.0046(5) -0.0048(5)
  O1 0.0522(7) 0.0381(6) 0.0359(6) 0.0136(5) 0.0082(5) 0.0020(5)
  C1 0.0234(7) 0.0311(8) 0.0308(8) -0.0003(6) 0.0048(6) -0.0029(6)
  C2 0.0220(7) 0.0276(8) 0.0310(8) -0.0005(6) 0.0042(6) -0.0015(6)
  C11 0.0233(7) 0.0291(8) 0.0280(8) -0.0046(6) 0.0013(6) -0.0081(6)
  C12 0.0280(8) 0.0334(9) 0.0310(8) -0.0027(6) 0.0009(6) -0.0088(6)
  C13 0.0290(8) 0.0365(9) 0.0414(9) -0.0005(7) 0.0028(7) -0.0142(7)
  C14 0.0305(8) 0.0457(10) 0.0398(9) -0.0083(7) 0.0124(7) -0.0195(7)
  C15 0.0415(9) 0.0426(9) 0.0303(9) -0.0116(8) 0.0106(7) -0.0075(7)
  C16 0.0314(8) 0.0330(8) 0.0310(8) -0.0051(7) 0.0029(6) -0.0058(6)
  C17 0.0251(7) 0.0293(8) 0.0257(8) -0.0033(6) 0.0020(6) -0.0034(6)
  C18 0.0665(12) 0.0401(10) 0.0469(10) 0.0193(9) -0.0004(9) -0.0002(8)
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
  N1 C17 . 1.2673(17) y
  N1 C1 . 1.4634(17) y
  O1 C12 . 1.3686(17) y
  O1 C18 . 1.4279(18) y
  C1 C2 . 1.5172(18) ?
  C1 H1A . 0.99 ?
  C1 H1B . 0.99 ?
  C2 C2 3_666 1.522(3) ?
  C2 H2A . 0.99 ?
  C2 H2B . 0.99 ?
  C11 C16 . 1.391(2) ?
  C11 C12 . 1.402(2) ?
  C11 C17 . 1.4719(18) y
  C12 C13 . 1.3954(19) ?
  C13 C14 . 1.381(2) ?
  C13 H13 . 0.95 ?
  C14 C15 . 1.378(2) ?
  C14 H14 . 0.95 ?
  C15 C16 . 1.384(2) ?
  C15 H15 . 0.95 ?
  C16 H16 . 0.95 ?
  C17 H17 . 0.95 ?
  C18 H18A . 0.98 ?
  C18 H18B . 0.98 ?
  C18 H18C . 0.98 ?