#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/32/2013258.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_2013258
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2003
_journal_volume  59
_journal_page_first  o321
_journal_page_last  o322
_publ_section_title
;
6-(2-Hydroxybenzoyl)-5-(pyrrol-2-yl)-3H-pyrrolizine
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Dey, Sankar Prasad'
  'Dey, Dilip Kumar'
  'Mallik, Asok Kumar'
  'Dahlenburg, Lutz'
_chemical_formula_moiety  'C18 H14 N2 O2'
_chemical_formula_sum  'C18 H14 N2 O2'
_chemical_formula_iupac  'C18 H14 N2 O2'
_chemical_formula_weight  290.31
_symmetry_cell_setting  monoclinic
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  8.6868(7)
_cell_length_b  22.0328(13)
_cell_length_c  7.592(3)
_cell_angle_alpha  90
_cell_angle_beta  104.407(16)
_cell_angle_gamma  90
_cell_volume  1407.4(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.37
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 0.2536(2) 0.50797(7) 0.7283(2) 0.0690(5) Uani d . 1 . . O
  H1 0.161(3) 0.5270(12) 0.647(4) 0.091(9) Uiso d . 1 . . H
  O2 0.07854(17) 0.58247(6) 0.5012(2) 0.0661(5) Uani d . 1 . . O
  N1 0.06924(18) 0.77490(7) 0.4304(2) 0.0422(4) Uani d . 1 . . N
  N2 -0.1586(2) 0.63674(8) 0.2532(2) 0.0499(4) Uani d . 1 . . N
  H2 -0.095(3) 0.6067(10) 0.316(3) 0.071(7) Uiso d . 1 . . H
  C1 0.2415(3) 0.84817(9) 0.5684(3) 0.0533(5) Uani d . 1 . . C
  H1A 0.3316 0.8669 0.6397 0.064 Uiso calc R 1 . . H
  C2 0.1133(3) 0.87640(9) 0.4716(3) 0.0561(6) Uani d . 1 . . C
  H2A 0.1012 0.9183 0.4662 0.067 Uiso calc R 1 . . H
  C3 -0.0092(2) 0.83267(8) 0.3725(3) 0.0479(5) Uani d . 1 . . C
  H3A -0.1078 0.8365 0.4096 0.058 Uiso calc R 1 . . H
  H3B -0.0303 0.8379 0.2418 0.058 Uiso calc R 1 . . H
  C4 0.0345(2) 0.71511(8) 0.4028(3) 0.0404(4) Uani d . 1 . . C
  C5 0.1710(2) 0.68353(8) 0.5034(3) 0.0429(5) Uani d . 1 . . C
  C6 0.2843(2) 0.72810(9) 0.5914(3) 0.0468(5) Uani d . 1 . . C
  H6 0.3845 0.7205 0.6665 0.056 Uiso calc R 1 . . H
  C7 0.2181(2) 0.78346(8) 0.5448(3) 0.0450(5) Uani d . 1 . . C
  C8 -0.1146(2) 0.69644(8) 0.2830(3) 0.0418(5) Uani d . 1 . . C
  C9 -0.2356(2) 0.73019(9) 0.1742(3) 0.0520(5) Uani d . 1 . . C
  H9 -0.2395 0.7723 0.1656 0.062 Uiso calc R 1 . . H
  C10 -0.3511(2) 0.68993(10) 0.0794(3) 0.0563(6) Uani d . 1 . . C
  H10 -0.4453 0.7004 -0.0038 0.068 Uiso calc R 1 . . H
  C11 -0.3007(2) 0.63267(10) 0.1309(3) 0.0574(6) Uani d . 1 . . C
  H11 -0.3547 0.597 0.0891 0.069 Uiso calc R 1 . . H
  C12 0.3772(3) 0.53855(9) 0.6903(3) 0.0531(5) Uani d . 1 . . C
  C13 0.5280(3) 0.51433(10) 0.7530(3) 0.0656(7) Uani d . 1 . . C
  H13 0.5428 0.4798 0.8258 0.079 Uiso calc R 1 . . H
  C14 0.6553(3) 0.54105(11) 0.7084(4) 0.0702(7) Uani d . 1 . . C
  H14 0.7559 0.5241 0.7496 0.084 Uiso calc R 1 . . H
  C15 0.6363(3) 0.59277(11) 0.6029(3) 0.0622(6) Uani d . 1 . . C
  H15 0.7228 0.6099 0.5696 0.075 Uiso calc R 1 . . H
  C16 0.4879(2) 0.61888(9) 0.5472(3) 0.0527(5) Uani d . 1 . . C
  H16 0.4756 0.6543 0.4785 0.063 Uiso calc R 1 . . H
  C17 0.3557(2) 0.59318(9) 0.5919(3) 0.0469(5) Uani d . 1 . . C
  C18 0.1938(2) 0.61877(9) 0.5279(3) 0.0482(5) Uani d . 1 . . C
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 0.0723(11) 0.0491(9) 0.0871(12) 0.0096(8) 0.0226(10) 0.0193(8)
  O2 0.0513(9) 0.0455(8) 0.0948(12) -0.0042(7) 0.0058(8) 0.0167(8)
  N1 0.0416(9) 0.0385(9) 0.0475(9) 0.0015(7) 0.0127(7) 0.0011(7)
  N2 0.0442(10) 0.0449(10) 0.0591(11) -0.0044(8) 0.0104(8) 0.0034(9)
  C1 0.0545(13) 0.0473(12) 0.0582(13) -0.0072(10) 0.0142(10) -0.0064(10)
  C2 0.0646(14) 0.0378(11) 0.0673(14) -0.0023(10) 0.0190(12) -0.0009(10)
  C3 0.0506(12) 0.0406(11) 0.0553(12) 0.0071(9) 0.0183(10) 0.0054(9)
  C4 0.0419(10) 0.0378(10) 0.0444(11) -0.0008(8) 0.0161(8) 0.0013(8)
  C5 0.0420(10) 0.0414(11) 0.0455(11) 0.0007(8) 0.0113(9) 0.0026(8)
  C6 0.0424(11) 0.0473(11) 0.0478(11) 0.0017(9) 0.0060(9) 0.0035(9)
  C7 0.0439(11) 0.0450(11) 0.0463(11) -0.0040(9) 0.0115(9) -0.0023(9)
  C8 0.0399(10) 0.0419(10) 0.0461(11) 0.0002(8) 0.0153(9) -0.0004(9)
  C9 0.0468(12) 0.0464(11) 0.0611(13) 0.0041(10) 0.0104(10) 0.0009(10)
  C10 0.0403(11) 0.0655(14) 0.0598(13) -0.0003(10) 0.0060(10) 0.0012(11)
  C11 0.0458(12) 0.0579(14) 0.0670(14) -0.0125(10) 0.0110(11) -0.0025(11)
  C12 0.0605(13) 0.0419(11) 0.0560(13) 0.0055(10) 0.0128(11) -0.0022(10)
  C13 0.0672(15) 0.0509(14) 0.0707(15) 0.0159(11) 0.0021(12) -0.0008(11)
  C14 0.0555(14) 0.0653(15) 0.0797(17) 0.0151(12) -0.0022(13) -0.0176(13)
  C15 0.0506(13) 0.0636(15) 0.0706(15) -0.0013(11) 0.0114(11) -0.0209(12)
  C16 0.0540(12) 0.0503(12) 0.0525(12) -0.0013(10) 0.0106(10) -0.0080(10)
  C17 0.0504(12) 0.0408(11) 0.0478(12) 0.0039(9) 0.0088(9) -0.0032(9)
  C18 0.0489(12) 0.0442(11) 0.0511(12) 0.0008(10) 0.0118(9) 0.0030(9)
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 C12 . 1.358(3) y
  O1 H1 . 0.98(3) ?
  O2 C18 . 1.258(2) y
  N1 C4 . 1.356(2) y
  N1 C7 . 1.380(2) y
  N1 C3 . 1.459(2) y
  N2 C11 . 1.351(3) y
  N2 C8 . 1.373(2) y
  N2 H2 . 0.91(2) ?
  C1 C2 . 1.327(3) y
  C1 C7 . 1.445(3) y
  C1 H1A . 0.93 ?
  C2 C3 . 1.493(3) y
  C2 H2A . 0.93 ?
  C3 H3A . 0.97 ?
  C3 H3B . 0.97 ?
  C4 C5 . 1.422(3) y
  C4 C8 . 1.445(3) y
  C5 C6 . 1.432(3) y
  C5 C18 . 1.446(3) y
  C6 C7 . 1.357(3) y
  C6 H6 . 0.93 ?
  C8 C9 . 1.381(3) y
  C9 C10 . 1.397(3) y
  C9 H9 . 0.93 ?
  C10 C11 . 1.360(3) y
  C10 H10 . 0.93 ?
  C11 H11 . 0.93 ?
  C12 C13 . 1.385(3) ?
  C12 C17 . 1.404(3) ?
  C13 C14 . 1.368(3) ?
  C13 H13 . 0.93 ?
  C14 C15 . 1.379(3) ?
  C14 H14 . 0.93 ?
  C15 C16 . 1.378(3) ?
  C15 H15 . 0.93 ?
  C16 C17 . 1.396(3) ?
  C16 H16 . 0.93 ?
  C17 C18 . 1.481(3) y
_cod_database_code 2013258