#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013849.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_2013849
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o28
_journal_page_last  o32
_publ_section_title
;
Three N-benzoyloxy-benzamidines: sheet structures built from hard
and soft hydrogen bonds and aromatic \p...\p stacking interactions
;
loop_
_publ_author_name
  'Carvalho, Carlos E. M.'
  'Wardell, Solange M. S. V.'
  'Wardell, James L.'
  'Skakle, Janet M. S.,'
  'Low, John N.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C14 H12 N2 O2'
_chemical_formula_sum  'C14 H12 N2 O2'
_chemical_formula_iupac  'C14 H12 N2 O2'
_chemical_formula_weight  240.26
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
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  7.0415(2)
_cell_length_b  21.4704(7)
_cell_length_c  8.0570(3)
_cell_angle_alpha  90.00
_cell_angle_beta  108.4804(16)
_cell_angle_gamma  90.00
_cell_volume  1155.27(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.381
_diffrn_ambient_temperature  120(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 0.68674(18) 0.20793(5) 1.03591(14) 0.0222(3) Uani d . 1 . . O
  O5 0.62128(19) 0.11800(5) 0.87945(15) 0.0265(3) Uani d . 1 . . O
  N2 0.6429(2) 0.23953(6) 0.86857(17) 0.0220(3) Uani d . 1 . . N
  N4 0.8343(2) 0.31800(7) 1.05407(17) 0.0218(3) Uani d . 1 . . N
  C3 0.7286(2) 0.29369(7) 0.8972(2) 0.0186(4) Uani d . 1 . . C
  C5 0.6621(2) 0.14541(8) 1.0169(2) 0.0189(4) Uani d . 1 . . C
  C11 0.6990(2) 0.33248(7) 0.7376(2) 0.0180(4) Uani d . 1 . . C
  C12 0.6842(2) 0.30402(8) 0.5786(2) 0.0216(4) Uani d . 1 . . C
  C13 0.6554(2) 0.33948(8) 0.4299(2) 0.0252(4) Uani d . 1 . . C
  C14 0.6435(3) 0.40380(8) 0.4378(2) 0.0263(4) Uani d . 1 . . C
  C15 0.6600(3) 0.43238(8) 0.5957(2) 0.0254(4) Uani d . 1 . . C
  C16 0.6863(2) 0.39696(8) 0.7450(2) 0.0214(4) Uani d . 1 . . C
  C21 0.6908(2) 0.11529(7) 1.1906(2) 0.0182(4) Uani d . 1 . . C
  C22 0.7371(2) 0.14931(8) 1.3457(2) 0.0207(4) Uani d . 1 . . C
  C23 0.7585(3) 0.11870(8) 1.5029(2) 0.0244(4) Uani d . 1 . . C
  C24 0.7311(3) 0.05492(8) 1.5044(2) 0.0270(4) Uani d . 1 . . C
  C25 0.6868(3) 0.02098(8) 1.3499(2) 0.0283(4) Uani d . 1 . . C
  C26 0.6678(3) 0.05123(8) 1.1937(2) 0.0230(4) Uani d . 1 . . C
  H12 0.6939 0.2600 0.5725 0.026 Uiso calc R 1 . . H
  H13 0.6437 0.3198 0.3216 0.030 Uiso calc R 1 . . H
  H14 0.6240 0.4281 0.3353 0.032 Uiso calc R 1 . . H
  H15 0.6534 0.4765 0.6017 0.030 Uiso calc R 1 . . H
  H16 0.6957 0.4168 0.8527 0.026 Uiso calc R 1 . . H
  H22 0.7540 0.1932 1.3441 0.025 Uiso calc R 1 . . H
  H23 0.7919 0.1416 1.6092 0.029 Uiso calc R 1 . . H
  H24 0.7426 0.0342 1.6114 0.032 Uiso calc R 1 . . H
  H25 0.6696 -0.0229 1.3515 0.034 Uiso calc R 1 . . H
  H26 0.6388 0.0280 1.0883 0.028 Uiso calc R 1 . . H
  H41 0.8959 0.2907 1.1487 0.026 Uiso d PR 1 . . H
  H42 0.9223 0.3516 1.0544 0.026 Uiso d PR 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 0.0294(6) 0.0216(7) 0.0139(6) -0.0021(5) 0.0044(5) 0.0035(5)
  O5 0.0353(7) 0.0260(7) 0.0171(6) 0.0000(5) 0.0068(5) -0.0015(5)
  N4 0.0255(8) 0.0222(7) 0.0150(7) -0.0020(6) 0.0028(6) 0.0002(6)
  N2 0.0276(8) 0.0231(8) 0.0126(7) -0.0019(6) 0.0026(6) 0.0054(5)
  C3 0.0188(8) 0.0208(9) 0.0162(8) 0.0012(6) 0.0057(7) 0.0006(6)
  C5 0.0154(8) 0.0222(9) 0.0185(9) -0.0008(6) 0.0044(6) 0.0020(7)
  C11 0.0151(8) 0.0220(9) 0.0163(8) -0.0013(6) 0.0039(7) 0.0013(6)
  C12 0.0229(9) 0.0217(9) 0.0195(8) -0.0009(7) 0.0056(7) 0.0000(7)
  C13 0.0255(9) 0.0316(10) 0.0183(9) -0.0023(7) 0.0068(7) -0.0020(7)
  C14 0.0258(9) 0.0308(10) 0.0196(9) -0.0030(7) 0.0032(7) 0.0092(7)
  C15 0.0258(9) 0.0207(9) 0.0258(9) -0.0016(7) 0.0029(8) 0.0038(7)
  C16 0.0194(8) 0.0239(9) 0.0199(9) -0.0009(7) 0.0045(7) -0.0014(7)
  C21 0.0134(7) 0.0231(9) 0.0168(8) 0.0020(6) 0.0030(6) 0.0017(6)
  C22 0.0204(8) 0.0208(9) 0.0203(8) -0.0003(7) 0.0054(7) 0.0026(7)
  C23 0.0252(9) 0.0299(10) 0.0164(8) 0.0026(7) 0.0042(7) -0.0005(7)
  C24 0.0317(10) 0.0275(10) 0.0222(9) 0.0036(8) 0.0090(8) 0.0094(7)
  C25 0.0366(10) 0.0188(9) 0.0294(10) 0.0018(8) 0.0104(8) 0.0048(8)
  C26 0.0252(9) 0.0216(9) 0.0219(9) 0.0002(7) 0.0071(7) -0.0014(7)
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 C5 . 1.356(2) no
  O1 N2 . 1.452(2) no
  O5 C5 . 1.206(2) no
  N4 C3 . 1.352(2) no
  N4 H41 . 0.95 no
  N4 H42 . 0.95 no
  N2 C3 . 1.297(2) no
  C3 C11 . 1.490(2) no
  C5 C21 . 1.496(2) no
  C11 C16 . 1.390(2) no
  C11 C12 . 1.393(2) no
  C12 C13 . 1.379(2) no
  C12 H12 . 0.95 no
  C13 C14 . 1.386(3) no
  C13 H13 . 0.95 no
  C14 C15 . 1.383(3) no
  C14 H14 . 0.95 no
  C15 C16 . 1.385(2) no
  C15 H15 . 0.95 no
  C16 H16 . 0.95 no
  C21 C26 . 1.386(2) no
  C21 C22 . 1.394(2) no
  C22 C23 . 1.392(2) no
  C22 H22 . 0.95 no
  C23 C24 . 1.383(2) no
  C23 H23 . 0.95 no
  C24 C25 . 1.389(3) no
  C24 H24 . 0.95 no
  C25 C26 . 1.384(2) no
  C25 H25 . 0.95 no
  C26 H26 . 0.95 no