#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202613.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_2202613
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1532
_journal_page_last  o1534
_publ_section_title
;
N-(3-Chloro-4-Metoxyphenyl)-N'-Hydroxy-2-Oxo-2-Phenylacetamidine
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Serkan Soylu'
  'Murat Ta\;s'
  '\"Omer Anda\,c'
  'H\"umeyra Bat\?i'
  'Nezihe \,Cal\?i\;skan'
  'Orhan B\"uy\"ukg\"ung\"or'
  N-(3-Chloro-4-Metoxyphenyl)-N'-Hydroxy-2-Oxo-2-Phenylacetamidine
_chemical_formula_moiety  'C15 H13 Cl N2 O3'
_chemical_formula_sum  'C15 H13 Cl N2 O3'
_chemical_formula_weight  304.72
_symmetry_cell_setting  monoclinic
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  5.0135(7)
_cell_length_b  12.7483(11)
_cell_length_c  22.495(3)
_cell_angle_alpha  90.00
_cell_angle_beta  91.553(11)
_cell_angle_gamma  90.00
_cell_volume  1437.2(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.408
_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
  Cl1 0.69421(12) -0.15629(4) 0.43901(2) 0.0781(2) Uani d . 1 . . Cl
  N1 0.9099(3) 0.41217(11) 0.46202(6) 0.0579(4) Uani d . 1 . . N
  N2 0.7825(4) 0.23863(12) 0.45033(7) 0.0680(5) Uani d . 1 . . N
  H2 0.840(4) 0.2296(15) 0.4865(8) 0.064(6) Uiso d . 1 . . H
  O1 0.9555(3) 0.37877(11) 0.52101(5) 0.0773(5) Uani d . 1 . . O
  H1 1.011(5) 0.4377(19) 0.5375(10) 0.097(8) Uiso d . 1 . . H
  O2 0.8931(3) 0.29677(10) 0.32932(5) 0.0679(4) Uani d . 1 . . O
  O3 0.2805(3) -0.11178(11) 0.35323(7) 0.0809(4) Uani d . 1 . . O
  C1 0.8215(4) 0.33674(13) 0.42937(7) 0.0508(4) Uani d . 1 . . C
  C2 0.8134(3) 0.36147(13) 0.36408(7) 0.0493(4) Uani d . 1 . . C
  C3 0.7225(3) 0.46689(12) 0.34497(7) 0.0457(4) Uani d . 1 . . C
  C4 0.8267(4) 0.50897(15) 0.29375(8) 0.0612(5) Uani d . 1 . . C
  H4 0.9524 0.4715 0.2728 0.073 Uiso calc R 1 . . H
  C5 0.7446(4) 0.60605(16) 0.27386(9) 0.0695(5) Uani d . 1 . . C
  H5 0.8169 0.6342 0.2397 0.083 Uiso calc R 1 . . H
  C6 0.5594(4) 0.66095(15) 0.30358(9) 0.0679(5) Uani d . 1 . . C
  H6 0.5047 0.7265 0.2898 0.082 Uiso calc R 1 . . H
  C7 0.4522(4) 0.61993(15) 0.35414(9) 0.0659(5) Uani d . 1 . . C
  H7 0.3238 0.6576 0.3742 0.079 Uiso calc R 1 . . H
  C8 0.5339(4) 0.52323(13) 0.37526(8) 0.0563(5) Uani d . 1 . . C
  H8 0.4623 0.4961 0.4097 0.068 Uiso calc R 1 . . H
  C9 0.6460(4) 0.15384(13) 0.42296(7) 0.0533(4) Uani d . 1 . . C
  C10 0.7237(4) 0.05395(13) 0.43978(7) 0.0601(5) Uani d . 1 . . C
  H10 0.8650 0.0451 0.4670 0.072 Uiso calc R 1 . . H
  C11 0.5945(4) -0.03202(13) 0.41673(8) 0.0544(4) Uani d . 1 . . C
  C12 0.3907(4) -0.02134(13) 0.37503(8) 0.0566(5) Uani d . 1 . . C
  C13 0.3121(4) 0.07904(15) 0.35892(9) 0.0623(5) Uani d . 1 . . C
  H13 0.1729 0.0883 0.3313 0.075 Uiso calc R 1 . . H
  C14 0.4385(4) 0.16540(14) 0.38356(8) 0.0580(5) Uani d . 1 . . C
  H14 0.3808 0.2324 0.3730 0.070 Uiso calc R 1 . . H
  C15 0.0787(4) -0.10418(18) 0.30851(10) 0.0833(7) Uani d . 1 . . C
  H15A 0.0177 -0.1732 0.2978 0.100 Uiso calc R 1 . . H
  H15B 0.1487 -0.0702 0.2742 0.100 Uiso calc R 1 . . H
  H15C -0.0677 -0.0640 0.3231 0.100 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
  Cl1 0.1154(5) 0.0411(3) 0.0771(3) 0.0000(3) -0.0111(3) 0.0066(2)
  N1 0.0904(11) 0.0443(8) 0.0386(7) -0.0031(8) -0.0064(7) -0.0005(6)
  N2 0.1107(14) 0.0410(9) 0.0512(9) -0.0095(8) -0.0185(9) 0.0033(7)
  O1 0.1349(14) 0.0497(8) 0.0460(7) -0.0147(8) -0.0182(7) 0.0029(6)
  O2 0.0973(10) 0.0518(7) 0.0549(7) 0.0142(7) 0.0083(7) -0.0111(6)
  O3 0.0769(9) 0.0536(8) 0.1110(11) -0.0122(7) -0.0182(8) -0.0094(8)
  C1 0.0670(11) 0.0374(9) 0.0477(9) 0.0014(8) -0.0024(8) -0.0017(7)
  C2 0.0588(11) 0.0427(10) 0.0462(9) -0.0016(8) -0.0010(8) -0.0061(7)
  C3 0.0554(10) 0.0409(9) 0.0406(8) -0.0020(7) -0.0010(7) -0.0023(7)
  C4 0.0716(12) 0.0607(12) 0.0519(10) 0.0010(9) 0.0109(9) 0.0018(9)
  C5 0.0883(15) 0.0592(13) 0.0614(11) -0.0045(11) 0.0090(10) 0.0169(10)
  C6 0.0866(14) 0.0453(10) 0.0715(13) 0.0024(10) -0.0070(11) 0.0092(10)
  C7 0.0757(13) 0.0516(11) 0.0706(12) 0.0132(10) 0.0052(10) -0.0030(9)
  C8 0.0671(12) 0.0495(11) 0.0525(10) 0.0035(9) 0.0085(9) 0.0019(8)
  C9 0.0716(12) 0.0398(9) 0.0485(9) -0.0027(9) 0.0006(8) -0.0020(8)
  C10 0.0833(13) 0.0456(10) 0.0507(10) -0.0001(9) -0.0119(9) 0.0021(8)
  C11 0.0715(12) 0.0392(10) 0.0527(10) 0.0004(8) 0.0043(9) 0.0013(8)
  C12 0.0568(11) 0.0459(11) 0.0674(11) -0.0065(8) 0.0066(9) -0.0061(8)
  C13 0.0532(11) 0.0557(11) 0.0776(13) 0.0009(9) -0.0060(9) -0.0005(10)
  C14 0.0618(12) 0.0444(10) 0.0678(11) 0.0049(9) 0.0018(9) 0.0028(9)
  C15 0.0663(13) 0.0827(16) 0.1004(16) -0.0163(12) -0.0073(12) -0.0158(13)
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
  Cl1 C11 . 1.7313(17) yes
  N1 C1 . 1.282(2) yes
  N1 O1 . 1.4063(17) yes
  N2 C1 . 1.353(2) yes
  N2 C9 . 1.412(2) yes
  N2 H2 . 0.865(18) ?
  O1 H1 . 0.88(2) ?
  O2 C2 . 1.2117(19) yes
  O3 C12 . 1.364(2) yes
  O3 C15 . 1.411(2) yes
  C1 C2 . 1.502(2) yes
  C2 C3 . 1.479(2) yes
  C3 C8 . 1.382(2) yes
  C3 C4 . 1.386(2) yes
  C4 C5 . 1.375(3) ?
  C4 H4 . 0.9300 ?
  C5 C6 . 1.354(3) ?
  C5 H5 . 0.9300 ?
  C6 C7 . 1.374(3) ?
  C6 H6 . 0.9300 ?
  C7 C8 . 1.379(2) ?
  C7 H7 . 0.9300 ?
  C8 H8 . 0.9300 ?
  C9 C14 . 1.356(2) yes
  C9 C10 . 1.382(2) yes
  C10 C11 . 1.368(2) ?
  C10 H10 . 0.9300 ?
  C11 C12 . 1.375(3) ?
  C12 C13 . 1.384(2) ?
  C13 C14 . 1.379(2) ?
  C13 H13 . 0.9300 ?
  C14 H14 . 0.9300 ?
  C15 H15A . 0.9600 ?
  C15 H15B . 0.9600 ?
  C15 H15C . 0.9600 ?
_cod_database_code 2202613