#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008931.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_2008931
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  1508
_journal_page_last  1511
_publ_section_title
;
3,9-Dimethyl-1,11-diphenyl-4,8-diazaundecane-1,11-dione dihydrate
;
loop_
_publ_author_name
  'Elerman, Yal\,cin '
  'Kabak, Mehmet'
  'Kara, H\"ulya'
  'G\"uven, Kutalm\?i\;s'
  'Nak\.ipo\<glu, Canan'
_chemical_formula_moiety  'C23 H26 N2 O2, 2H2 O1'
_chemical_formula_sum  'C23 H30 N2 O4'
_chemical_formula_weight  398.50
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P b c n'
loop_
_symmetry_equiv_pos_as_xyz
  '  +x,  +y,  +z'
  '1/2-x,1/2-y,1/2+z'
  '1/2+x,1/2-y,  -z'
  '  -x,  +y,1/2-z'
  '  -x,  -y,  -z'
  '1/2+x,1/2+y,1/2-z'
  '1/2-x,1/2+y,  +z'
  '  +x,  -y,1/2+z'
_cell_length_a  24.830(2)
_cell_length_b  9.642(2)
_cell_length_c  9.176(6)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  2197.0(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  293.2
_exptl_crystal_density_diffrn  1.205
_diffrn_ambient_temperature  293.2
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 0.60215(6) 0.22699(15) 0.46385(17) 0.0622(5) Uani d . 1 . . O
  O2 0.51504(9) 0.4061(3) 0.3938(3) 0.1292(10) Uani d D 1 . . O
  H2 0.5226 0.4866 0.3913 0.194 Uiso d D 1 . . H
  H3 0.5417 0.3595 0.4078 0.194 Uiso d D 1 . . H
  N1 0.57601(6) -0.03338(18) 0.41178(18) 0.0471(4) Uani d . 1 . . N
  H1 0.5721 0.0613 0.3985 0.071 Uiso d . 1 . . H
  C1 0.5000 -0.0415(3) 0.2500 0.0494(7) Uani d S 1 . . C
  H1A 0.4796 0.0179 0.3150 0.074 Uiso calc PR 1 . . H
  C2 0.53884(8) -0.1268(2) 0.3395(2) 0.0500(5) Uani d . 1 . . C
  H2A 0.5193 -0.1809 0.4112 0.075 Uiso calc R 1 . . H
  H2B 0.5585 -0.1901 0.2769 0.075 Uiso calc R 1 . . H
  C3 0.61389(8) -0.0656(2) 0.5085(2) 0.0450(5) Uani d . 1 . . C
  C4 0.62112(11) -0.2156(2) 0.5487(3) 0.0642(7) Uani d . 1 . . C
  H4A 0.5966 -0.2714 0.4932 0.096 Uiso calc R 1 . . H
  H4B 0.6140 -0.2276 0.6507 0.096 Uiso calc R 1 . . H
  H4C 0.6574 -0.2435 0.5278 0.096 Uiso calc R 1 . . H
  C5 0.64453(8) 0.0364(2) 0.5739(2) 0.0469(5) Uani d . 1 . . C
  H5 0.6724 0.0089 0.6351 0.056 Uiso calc R 1 . . H
  C6 0.63609(8) 0.1794(2) 0.5535(2) 0.0461(5) Uani d . 1 . . C
  C7 0.66623(8) 0.2793(2) 0.6484(2) 0.0458(5) Uani d . 1 . . C
  C8 0.64200(9) 0.4033(2) 0.6889(3) 0.0556(6) Uani d . 1 . . C
  H8 0.6089 0.4276 0.6491 0.067 Uiso calc . 1 . . H
  C9 0.66663(10) 0.4911(2) 0.7880(3) 0.0636(6) Uani d . 1 . . C
  H9 0.6495 0.5724 0.8168 0.076 Uiso calc R 1 . . H
  C10 0.71634(11) 0.4581(3) 0.8437(3) 0.0628(7) Uani d . 1 . . C
  H10 0.7327 0.5167 0.9110 0.075 Uiso calc R 1 . . H
  C11 0.74202(9) 0.3386(3) 0.8004(3) 0.0616(6) Uani d . 1 . . C
  H11 0.7761 0.3177 0.8363 0.074 Uiso calc R 1 . . H
  C12 0.71715(9) 0.2495(2) 0.7033(2) 0.0551(6) Uani d . 1 . . C
  H12 0.7346 0.1687 0.6744 0.066 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 0.0725(10) 0.0530(9) 0.0611(10) 0.0051(8) -0.0213(8) 0.0081(8)
  O2 0.1270(19) 0.151(3) 0.110(2) 0.0603(17) -0.0203(16) -0.0058(17)
  N1 0.0521(10) 0.0484(10) 0.0409(9) 0.0030(8) -0.0047(8) 0.0018(8)
  C1 0.0501(16) 0.0554(17) 0.0427(16) 0.000 0.0020(13) 0.000
  C2 0.0501(12) 0.0534(13) 0.0464(12) 0.0023(10) -0.0025(10) -0.0013(10)
  C3 0.0490(12) 0.0481(12) 0.0380(11) 0.0088(9) 0.0045(9) -0.0016(9)
  C4 0.0803(16) 0.0496(13) 0.0628(15) 0.0101(12) -0.0178(13) -0.0026(12)
  C5 0.0487(11) 0.0510(13) 0.0411(11) 0.0072(10) -0.0051(9) 0.0012(10)
  C6 0.0463(11) 0.0520(12) 0.0399(11) 0.0033(9) 0.0010(9) 0.0054(10)
  C7 0.0516(12) 0.0462(11) 0.0395(10) -0.0002(10) 0.0021(9) 0.0052(10)
  C8 0.0640(14) 0.0453(12) 0.0575(14) 0.0034(10) -0.0026(12) 0.0079(11)
  C9 0.0872(16) 0.0387(11) 0.0649(15) -0.0023(12) 0.0041(14) 0.0015(11)
  C10 0.0835(16) 0.0534(14) 0.0516(13) -0.0165(13) -0.0048(12) 0.0020(12)
  C11 0.0589(14) 0.0665(16) 0.0593(14) -0.0091(12) -0.0103(12) 0.0049(12)
  C12 0.0567(13) 0.0542(14) 0.0544(13) 0.0044(10) -0.0005(10) -0.0008(11)
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 C6 . 1.264(2) y
  O2 H2 . 0.799(3) ?
  O2 H3 . 0.810(2) ?
  N1 C3 . 1.330(3) y
  N1 C2 . 1.450(3) y
  N1 H1 . 0.9263(17) ?
  C1 C2 4_655 1.510(3) ?
  C1 C2 . 1.510(3) y
  C1 H1A . 0.9700 ?
  C1 H1A 4_655 0.9700 ?
  C2 H2A . 0.9700 ?
  C2 H2B . 0.9700 ?
  C3 C5 . 1.381(3) y
  C3 C4 . 1.503(3) y
  C4 H4A . 0.9600 ?
  C4 H4B . 0.9600 ?
  C4 H4C . 0.9600 ?
  C5 C6 . 1.407(3) y
  C5 H5 . 0.9300 ?
  C6 C7 . 1.499(3) y
  C7 C8 . 1.389(3) y
  C7 C12 . 1.391(3) y
  C8 C9 . 1.385(3) y
  C8 H8 . 0.9300 ?
  C9 C10 . 1.373(3) y
  C9 H9 . 0.9300 ?
  C10 C11 . 1.376(3) y
  C10 H10 . 0.9300 ?
  C11 C12 . 1.384(3) y
  C11 H11 . 0.9300 ?
  C12 H12 . 0.9300 ?