#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013942.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_2013942
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o455
_journal_page_last  o457
_publ_section_title
;
3-Methoxy-5-(4-methylphenyldiazenyl)salicylaldehyde and
3-methoxy-5-(2-methylphenyldiazenyl)salicylaldehyde
;
loop_
_publ_author_name
  'Ersanl\?i, Cem C\"uneyt'
  'Albayrak, \,Ci\<gdem'
  'Odaba\;so\<glu, Mustafa'
  'Kazak, Canan'
  'Erd\"onmez, Ahmet'
_chemical_formula_moiety  'C15 H14 N2 O3'
_chemical_formula_sum  'C15 H14 N2 O3'
_chemical_formula_iupac  'C15 H14 N2 O3'
_chemical_formula_weight  270.28
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C c'
_symmetry_space_group_name_Hall  'C -2yc'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x, -y, z+1/2'
  'x+1/2, y+1/2, z'
  'x+1/2, -y+1/2, z+1/2'
_cell_length_a  10.734(5)
_cell_length_b  14.786(5)
_cell_length_c  8.533(5)
_cell_angle_alpha  90.00
_cell_angle_beta  97.053(5)
_cell_angle_gamma  90.00
_cell_volume  1344.0(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.336
_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
  C1 0.4664(2) 0.68612(19) 0.0209(3) 0.0527(6) Uani d . 1 . . C
  C2 0.4365(2) 0.75242(19) -0.0941(3) 0.0556(6) Uani d . 1 . . C
  C3 0.3836(3) 0.7244(2) -0.2425(3) 0.0664(7) Uani d . 1 . . C
  H3 0.3625 0.7677 -0.3204 0.080 Uiso calc R 1 . . H
  C4 0.3614(3) 0.6350(2) -0.2780(3) 0.0729(8) Uani d . 1 . . C
  H4 0.3262 0.6182 -0.3789 0.088 Uiso calc R 1 . . H
  C5 0.3912(3) 0.5700(2) -0.1637(3) 0.0707(7) Uani d . 1 . . C
  H5 0.3764 0.5093 -0.1871 0.085 Uiso calc R 1 . . H
  C6 0.4432(2) 0.59563(19) -0.0147(3) 0.0615(6) Uani d . 1 . . C
  H6 0.4629 0.5519 0.0627 0.074 Uiso calc R 1 . . H
  C7 0.6021(2) 0.68796(18) 0.4218(3) 0.0534(6) Uani d . 1 . . C
  C8 0.6450(2) 0.62257(18) 0.5293(3) 0.0606(6) Uani d . 1 . . C
  H8 0.6385 0.5619 0.5005 0.073 Uiso calc R 1 . . H
  C9 0.6981(2) 0.64610(19) 0.6809(3) 0.0588(6) Uani d . 1 . . C
  C10 0.7070(2) 0.73696(19) 0.7241(3) 0.0563(6) Uani d . 1 . . C
  C11 0.6614(2) 0.80367(17) 0.6145(3) 0.0539(6) Uani d . 1 . . C
  C12 0.6097(2) 0.77953(19) 0.4657(3) 0.0551(6) Uani d . 1 . . C
  H12 0.5796 0.8239 0.3936 0.066 Uiso calc R 1 . . H
  C13 0.7415(3) 0.5760(2) 0.7913(3) 0.0774(8) Uani d . 1 . . C
  H13 0.7316 0.5163 0.7577 0.093 Uiso calc R 1 . . H
  C14 0.6149(3) 0.95977(18) 0.5744(4) 0.0775(8) Uani d . 1 . . C
  H14A 0.6526 0.9629 0.4782 0.116 Uiso calc R 1 . . H
  H14B 0.6258 1.0166 0.6289 0.116 Uiso calc R 1 . . H
  H14C 0.5270 0.9470 0.5504 0.116 Uiso calc R 1 . . H
  C15 0.4623(3) 0.85087(19) -0.0605(4) 0.0704(7) Uani d . 1 . . C
  H15A 0.4317 0.8671 0.0368 0.106 Uiso calc R 1 . . H
  H15B 0.4206 0.8867 -0.1450 0.106 Uiso calc R 1 . . H
  H15C 0.5511 0.8616 -0.0518 0.106 Uiso calc R 1 . . H
  N1 0.51716(18) 0.71794(15) 0.1733(2) 0.0548(5) Uani d . 1 . . N
  N2 0.55309(19) 0.65674(15) 0.2695(2) 0.0595(6) Uani d . 1 . . N
  O1 0.7909(2) 0.58971(17) 0.9275(3) 0.0962(7) Uani d . 1 . . O
  O2 0.75812(19) 0.76390(15) 0.8682(3) 0.0735(6) Uani d . 1 . . O
  H2O 0.7810 0.7195 0.9217 0.110 Uiso calc R 1 . . H
  O3 0.67369(16) 0.88961(13) 0.6724(3) 0.0670(5) Uani d . 1 . . O
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 0.0500(12) 0.0627(16) 0.0452(14) -0.0024(10) 0.0045(10) -0.0027(10)
  C2 0.0518(13) 0.0649(15) 0.0508(14) 0.0001(11) 0.0082(11) 0.0038(12)
  C3 0.0654(15) 0.085(2) 0.0459(15) -0.0036(14) -0.0036(11) 0.0082(14)
  C4 0.0704(16) 0.097(2) 0.0488(14) -0.0109(13) -0.0031(12) -0.0044(13)
  C5 0.0771(18) 0.0750(18) 0.0585(14) -0.0143(14) 0.0025(12) -0.0115(14)
  C6 0.0697(15) 0.0621(16) 0.0512(13) -0.0037(12) 0.0010(10) -0.0018(12)
  C7 0.0567(12) 0.0593(15) 0.0429(13) -0.0020(10) 0.0007(10) -0.0012(10)
  C8 0.0625(14) 0.0627(14) 0.0547(15) 0.0014(12) 0.0003(11) -0.0007(12)
  C9 0.0557(14) 0.0678(15) 0.0510(14) 0.0009(11) -0.0012(11) 0.0045(12)
  C10 0.0493(13) 0.0737(17) 0.0437(14) -0.0007(11) -0.0027(11) -0.0038(11)
  C11 0.0527(12) 0.0572(14) 0.0510(14) -0.0026(11) 0.0027(10) -0.0053(11)
  C12 0.0557(12) 0.0632(14) 0.0455(12) -0.0005(10) 0.0024(10) 0.0021(11)
  C13 0.0857(19) 0.0783(18) 0.0630(17) 0.0070(14) -0.0115(14) 0.0101(13)
  C14 0.0849(18) 0.0590(15) 0.0838(19) 0.0010(13) -0.0080(15) -0.0041(14)
  C15 0.0812(19) 0.0616(16) 0.0679(17) 0.0006(13) 0.0073(13) 0.0054(13)
  N1 0.0573(12) 0.0608(13) 0.0446(12) -0.0028(9) -0.0009(9) -0.0025(10)
  N2 0.0663(12) 0.0658(15) 0.0442(11) -0.0012(9) -0.0023(9) -0.0014(10)
  O1 0.1105(17) 0.0988(16) 0.0702(13) 0.0086(12) -0.0259(11) 0.0164(11)
  O2 0.0771(12) 0.0870(14) 0.0513(12) 0.0015(10) -0.0128(9) -0.0051(9)
  O3 0.0770(11) 0.0604(10) 0.0602(10) -0.0031(8) -0.0057(8) -0.0075(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
  C1 C6 . 1.388(4) ?
  C1 C2 . 1.396(4) ?
  C1 N1 . 1.427(3) yes
  C2 C3 . 1.386(4) ?
  C2 C15 . 1.503(4) ?
  C3 C4 . 1.372(5) ?
  C3 H3 . 0.9300 ?
  C4 C5 . 1.378(4) ?
  C4 H4 . 0.9300 ?
  C5 C6 . 1.377(4) ?
  C5 H5 . 0.9300 ?
  C6 H6 . 0.9300 ?
  C7 C8 . 1.373(4) ?
  C7 C12 . 1.405(4) ?
  C7 N2 . 1.418(3) yes
  C8 C9 . 1.393(4) ?
  C8 H8 . 0.9300 ?
  C9 C10 . 1.393(4) ?
  C9 C13 . 1.439(4) ?
  C10 O2 . 1.344(4) yes
  C10 C11 . 1.405(4) ?
  C11 O3 . 1.364(3) yes
  C11 C12 . 1.369(4) ?
  C12 H12 . 0.9300 ?
  C13 O1 . 1.234(4) yes
  C13 H13 . 0.9300 ?
  C14 O3 . 1.429(4) yes
  C14 H14A . 0.9600 ?
  C14 H14B . 0.9600 ?
  C14 H14C . 0.9600 ?
  C15 H15A . 0.9600 ?
  C15 H15B . 0.9600 ?
  C15 H15C . 0.9600 ?
  N1 N2 . 1.251(3) yes
  O2 H2O . 0.8200 ?