#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2008083.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_2008083
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  94
_journal_page_last  97
_publ_section_title
;
2-Hydroxy-5-methyl-3-(morpholinomethyl)benzaldehyde (I) and
 4,4'-dimethyl-6,6'-bis(morpholinomethyl)-2,2'-ethylene
dinitrilodimethylidyne)diphenol (II)
;
loop_
_publ_author_name
  'S.Shanmuga Sundara Raj'
  'R.Thirumurugan'
  'G.Shanmugam'
  'Hoong-Kun Fun'
  'J.Manonmani'
  'M.Kandaswamy'
_chemical_formula_sum  'C28 H38 N4 O4'
_chemical_formula_weight  494.62
_chemical_melting_point  193\%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  11.1356(5)
_cell_length_b  9.5825(5)
_cell_length_c  12.4721(6)
_cell_angle_alpha  90.00
_cell_angle_beta  98.828(2)
_cell_angle_gamma  90.00
_cell_volume  1315.09(11)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.249
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  0.0646
_refine_ls_wR_factor_obs  0.1392
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
  C1 0.3621(2) 0.5479(2) 0.1341(2) 0.0437(6) Uani d . 1 . C
  C2 0.3019(2) 0.5446(2) 0.0264(2) 0.0447(6) Uani d . 1 . C
  C3 0.2366(2) 0.6614(3) -0.0130(2) 0.0489(6) Uani d . 1 . C
  H3A 0.1966(2) 0.6603(3) -0.0842(2) 0.059 Uiso calc R 1 . H
  C4 0.2284(2) 0.7802(3) 0.0492(2) 0.0509(6) Uani d . 1 . C
  C5 0.2878(2) 0.7806(2) 0.1550(2) 0.0493(6) Uani d . 1 . C
  H5A 0.2830(2) 0.8593(2) 0.1978(2) 0.059 Uiso calc R 1 . H
  C6 0.3547(2) 0.6653(2) 0.1989(2) 0.0423(6) Uani d . 1 . C
  O7 0.4271(2) 0.4332(2) 0.1719(2) 0.0580(5) Uani d . 1 . O
  C8 0.1514(3) 0.9018(3) 0.0019(3) 0.0769(9) Uani d . 1 . C
  H8A 0.1180(3) 0.8817(3) -0.0721(3) 0.115 Uiso calc R 1 . H
  H8B 0.2007(3) 0.9842(3) 0.0047(3) 0.115 Uiso calc R 1 . H
  H8C 0.0865(3) 0.9166(3) 0.0432(3) 0.115 Uiso calc R 1 . H
  C9 0.3129(2) 0.4150(3) -0.0396(2) 0.0553(7) Uani d . 1 . C
  H9A 0.3919(2) 0.4151(3) -0.0632(2) 0.066 Uiso calc R 1 . H
  H9B 0.3094(2) 0.3342(3) 0.0066(2) 0.066 Uiso calc R 1 . H
  N10 0.2194(2) 0.4003(2) -0.13500(15) 0.0489(5) Uani d . 1 . N
  C11 0.0992(2) 0.3774(3) -0.1058(2) 0.0644(8) Uani d . 1 . C
  H11A 0.0773(2) 0.4555(3) -0.0633(2) 0.077 Uiso calc R 1 . H
  H11B 0.0998(2) 0.2936(3) -0.0621(2) 0.077 Uiso calc R 1 . H
  C12 0.0073(3) 0.3624(4) -0.2073(3) 0.0812(10) Uani d . 1 . C
  H12A -0.0733(3) 0.3520(4) -0.1878(3) 0.097 Uiso calc R 1 . H
  H12B 0.0077(3) 0.4459(4) -0.2512(3) 0.097 Uiso calc R 1 . H
  O13 0.0349(2) 0.2443(2) -0.2680(2) 0.0892(8) Uani d . 1 . O
  C14 0.1522(4) 0.2605(4) -0.2968(2) 0.0812(10) Uani d . 1 . C
  H14A 0.1519(4) 0.3404(4) -0.3446(2) 0.097 Uiso calc R 1 . H
  H14B 0.1717(4) 0.1785(4) -0.3362(2) 0.097 Uiso calc R 1 . H
  C15 0.2488(3) 0.2811(3) -0.1993(2) 0.0658(8) Uani d . 1 . C
  H15A 0.2553(3) 0.1976(3) -0.1549(2) 0.079 Uiso calc R 1 . H
  H15B 0.3267(3) 0.2967(3) -0.2232(2) 0.079 Uiso calc R 1 . H
  C16 0.4111(2) 0.6652(3) 0.3127(2) 0.0471(6) Uani d . 1 . C
  H16A 0.4055(2) 0.7448(3) 0.3544(2) 0.057 Uiso calc R 1 . H
  N17 0.4676(2) 0.5591(2) 0.3565(2) 0.0540(6) Uani d . 1 . N
  C18 0.5188(3) 0.5646(3) 0.4714(2) 0.0585(7) Uani d . 1 . C
  H18A 0.4900(3) 0.6475(3) 0.5041(2) 0.070 Uiso calc R 1 . H
  H18B 0.6067(3) 0.5694(3) 0.4794(2) 0.070 Uiso calc R 1 . H
  H7 0.451(3)  0.456(4)  0.245(3)  0.098(11) Uiso d . 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
  C1 0.0428(13) 0.0447(14) 0.0417(13) 0.0035(10) 0.0007(10) 0.0035(10)
  C2 0.0468(14) 0.0447(14) 0.0412(12) 0.0014(11) 0.0024(10) -0.0017(10)
  C3 0.0499(14) 0.054(2) 0.0388(12) 0.0032(12) -0.0050(10) 0.0023(11)
  C4 0.0522(15) 0.0444(14) 0.0522(14) 0.0021(12) -0.0039(11) 0.0009(12)
  C5 0.0528(15) 0.0405(13) 0.0523(14) -0.0008(11) 0.0007(11) -0.0061(11)
  C6 0.0425(13) 0.0418(14) 0.0407(12) -0.0026(10) 0.0005(9) -0.0004(10)
  O7 0.0689(12) 0.0492(11) 0.0505(11) 0.0160(9) -0.0076(9) 0.0001(9)
  C8 0.084(2) 0.055(2) 0.081(2) 0.021(2) -0.022(2) -0.002(2)
  C9 0.059(2) 0.057(2) 0.0464(14) 0.0109(13) -0.0028(12) -0.0058(12)
  N10 0.0572(13) 0.0508(12) 0.0375(10) 0.0002(10) 0.0032(9) -0.0052(9)
  C11 0.063(2) 0.075(2) 0.055(2) -0.0147(14) 0.0095(13) -0.0102(14)
  C12 0.066(2) 0.090(2) 0.083(2) -0.015(2) -0.002(2) -0.017(2)
  O13 0.105(2) 0.077(2) 0.0760(15) -0.0191(13) -0.0176(13) -0.0158(12)
  C14 0.122(3) 0.071(2) 0.047(2) 0.004(2) 0.001(2) -0.0128(15)
  C15 0.091(2) 0.059(2) 0.0459(15) 0.010(2) 0.0042(14) -0.0123(13)
  C16 0.0479(14) 0.0484(15) 0.0435(13) -0.0098(12) 0.0021(10) -0.0038(11)
  N17 0.0604(13) 0.0547(13) 0.0417(11) -0.0035(11) -0.0091(9) 0.0028(10)
  C18 0.064(2) 0.061(2) 0.0438(14) -0.0109(13) -0.0119(12) -0.0011(12)
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 O7 . 1.361(3) yes
  C1 C6 . 1.396(3) ?
  C1 C2 . 1.405(3) ?
  C2 C3 . 1.384(3) ?
  C2 C9 . 1.506(3) ?
  C3 C4 . 1.388(3) ?
  C3 H3A . 0.93 ?
  C4 C5 . 1.382(3) ?
  C4 C8 . 1.511(3) ?
  C5 C6 . 1.397(3) ?
  C5 H5A . 0.93 ?
  C6 C16 . 1.462(3) ?
  O7 H7 . 0.94(4) ?
  C8 H8A . 0.96 ?
  C8 H8B . 0.96 ?
  C8 H8C . 0.96 ?
  C9 N10 . 1.462(3) ?
  C9 H9A . 0.97 ?
  C9 H9B . 0.97 ?
  N10 C11 . 1.457(3) yes
  N10 C15 . 1.461(3) yes
  C11 C12 . 1.507(4) yes
  C11 H11A . 0.97 ?
  C11 H11B . 0.97 ?
  C12 O13 . 1.422(4) yes
  C12 H12A . 0.97 ?
  C12 H12B . 0.97 ?
  O13 C14 . 1.414(4) yes
  C14 C15 . 1.508(4) yes
  C14 H14A . 0.97 ?
  C14 H14B . 0.97 ?
  C15 H15A . 0.97 ?
  C15 H15B . 0.97 ?
  C16 N17 . 1.274(3) yes
  C16 H16A . 0.93 ?
  N17 C18 . 1.460(3) yes
  C18 C18 3_666 1.519(5) yes
  C18 H18A . 0.97 ?
  C18 H18B . 0.97 ?