#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013217.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_2013217
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2003
_journal_volume  59
_journal_page_first  o71
_journal_page_last  o73
_publ_section_title
;
Non-mutagenic organic pigment intermediates. I. 3,3'-Dipropoxybenzidine
;
loop_
_publ_author_name
  'El-Shafei, Ahmed'
  'Boyle, Paul D.'
  'Hinks, David'
  'Freeman, Harold S.'
_chemical_formula_moiety  'C18 H24 N2 O2'
_chemical_formula_sum  'C18 H24 N2 O2'
_chemical_formula_weight  300.40
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  x,y,z
  -x,-y,-z
  1/2-x,1/2+y,1/2-z
  1/2+x,1/2-y,1/2+z
_cell_length_a  9.2522(6)
_cell_length_b  6.4359(3)
_cell_length_c  14.0080(11)
_cell_angle_alpha  90
_cell_angle_beta  105.175(9)
_cell_angle_gamma  90
_cell_volume  805.04(9)
_cell_formula_units_Z  2
_cell_measurement_temperature  148
_exptl_crystal_density_diffrn  1.239
_diffrn_ambient_temperature  148
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_type_symbol
  O 0.97416(8) 0.00871(12) 0.64817(6) 0.0187(3) Uani ? . O
  N 0.92735(10) 0.36697(15) 0.73011(7) 0.0195(4) Uani ? . N
  C1 0.56349(10) 0.05640(15) 0.53383(7) 0.0147(4) Uani ? . C
  C2 0.71032(11) -0.02493(16) 0.55725(7) 0.0154(4) Uani ? . C
  C3 0.82836(10) 0.07760(15) 0.62168(7) 0.0147(4) Uani ? . C
  C4 0.80586(11) 0.26657(16) 0.66704(7) 0.0155(4) Uani ? . C
  C5 0.66155(12) 0.34838(17) 0.64273(8) 0.0201(5) Uani ? . C
  C6 0.54326(12) 0.24631(18) 0.57728(8) 0.0209(5) Uani ? . C
  C7 1.00676(11) -0.18500(16) 0.60681(8) 0.0171(4) Uani ? . C
  C8 1.17015(12) -0.23363(17) 0.65263(8) 0.0202(5) Uani ? . C
  C9 1.21804(13) -0.42769(19) 0.60640(8) 0.0228(5) Uani ? . C
  H2 0.7309(15) -0.155(2) 0.5297(10) 0.022(3) Uiso ? . H
  H5 0.6452(16) 0.476(2) 0.6724(11) 0.025(3) Uiso ? . H
  H6 0.4452(18) 0.312(2) 0.5623(11) 0.034(4) Uiso ? . H
  H1A 0.9061(17) 0.454(2) 0.7715(12) 0.035(4) Uiso ? . H
  H1B 1.009(2) 0.290(3) 0.7514(12) 0.042(4) Uiso ? . H
  H7A 0.9433(15) -0.2973(19) 0.6211(9) 0.016(3) Uiso ? . H
  H7B 0.9867(14) -0.1715(19) 0.5325(9) 0.015(3) Uiso ? . H
  H8A 1.2299(17) -0.112(2) 0.6407(11) 0.026(3) Uiso ? . H
  H8B 1.1860(16) -0.257(2) 0.7244(11) 0.030(4) Uiso ? . H
  H9A 1.1547(17) -0.548(2) 0.6130(11) 0.034(4) Uiso ? . H
  H9B 1.2120(16) -0.409(2) 0.5356(11) 0.026(4) Uiso ? . H
  H9C 1.3228(18) -0.467(2) 0.6406(11) 0.032(4) Uiso ? . 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
_atom_site_aniso_type_symbol
  O 0.0120(3) 0.0184(4) 0.0235(4) 0.0040(3) 0.0006(3) -0.0047(3) O
  N 0.0172(4) 0.0211(5) 0.0188(4) 0.0011(3) 0.0023(3) -0.0048(4) N
  C1 0.0143(4) 0.0177(5) 0.0111(4) 0.0037(3) 0.0015(3) 0.0000(3) C
  C2 0.0149(4) 0.0155(4) 0.0149(4) 0.0035(3) 0.0026(3) -0.0006(3) C
  C3 0.0133(4) 0.0168(5) 0.0137(4) 0.0039(3) 0.0029(3) 0.0021(3) C
  C4 0.0164(4) 0.0177(5) 0.0121(4) 0.0010(4) 0.0031(4) 0.0004(4) C
  C5 0.0194(5) 0.0205(5) 0.0189(5) 0.0058(4) 0.0022(4) -0.0059(4) C
  C6 0.0166(5) 0.0245(5) 0.0192(5) 0.0086(4) 0.0001(4) -0.0056(4) C
  C7 0.0150(4) 0.0161(5) 0.0186(5) 0.0036(4) 0.0016(4) -0.0014(4) C
  C8 0.0146(4) 0.0233(5) 0.0207(5) 0.0051(4) 0.0009(4) -0.0032(4) C
  C9 0.0214(5) 0.0252(6) 0.0210(5) 0.0094(4) 0.0042(4) -0.0008(4) C
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O C3 ? ? 1.3754(11) yes
  O C7 ? ? 1.4396(12) yes
  N C4 ? ? 1.3934(13) yes
  N H1A ? ? 0.867(17) yes
  N H1B ? ? 0.884(18) yes
  C1 C1 ? 2_656 1.4909(18) yes
  C1 C2 ? ? 1.4120(13) yes
  C1 C6 ? ? 1.3996(14) yes
  C2 C3 ? ? 1.3881(14) yes
  C2 H2 ? ? 0.962(14) no
  C3 C4 ? ? 1.4126(14) yes
  C4 C5 ? ? 1.3921(14) yes
  C5 C6 ? ? 1.3945(15) yes
  C5 H5 ? ? 0.950(15) no
  C6 H6 ? ? 0.972(16) no
  C7 C8 ? ? 1.5124(14) yes
  C7 H7A ? ? 0.984(13) no
  C7 H7B ? ? 1.013(12) no
  C8 C9 ? ? 1.5250(15) yes
  C8 H8A ? ? 0.998(14) no
  C8 H8B ? ? 0.989(15) no
  C9 H9A ? ? 0.989(16) no
  C9 H9B ? ? 0.986(15) no
  C9 H9C ? ? 0.995(16) no