#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/38/2013850.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_2013850
_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 O3'
_chemical_formula_sum  'C14 H12 N2 O3'
_chemical_formula_iupac  'C14 H12 N2 O3'
_chemical_formula_weight  256.26
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, -y, -z'
  'x-1/2, y, -z-1/2'
  'x, -y-1/2, z-1/2'
  '-x-1/2, y-1/2, z'
_cell_length_a  9.38080(10)
_cell_length_b  24.9553(4)
_cell_length_c  10.32770(10)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2417.72(5)
_cell_formula_units_Z  8
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.408
_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 0.16042(9) 0.57063(3) 0.07061(8) 0.0186(2) Uani d . 1 . . O
  O5 0.08972(10) 0.58517(3) 0.27676(8) 0.0219(2) Uani d . 1 . . O
  O22 -0.11487(11) 0.65582(4) 0.31260(9) 0.0254(2) Uani d . 1 . . O
  N2 0.24819(12) 0.52822(4) 0.12648(10) 0.0185(2) Uani d . 1 . . N
  N4 0.18746(12) 0.48525(4) -0.07198(10) 0.0200(2) Uani d . 1 . . N
  C3 0.25882(13) 0.48989(5) 0.04147(11) 0.0162(3) Uani d . 1 . . C
  C5 0.09289(13) 0.59851(4) 0.16295(12) 0.0164(2) Uani d . 1 . . C
  C11 0.35734(13) 0.44605(5) 0.08089(11) 0.0157(2) Uani d . 1 . . C
  C12 0.48275(13) 0.45869(5) 0.14659(12) 0.0183(3) Uani d . 1 . . C
  C13 0.57522(15) 0.41826(5) 0.18447(12) 0.0214(3) Uani d . 1 . . C
  C14 0.54277(15) 0.36493(5) 0.15761(13) 0.0221(3) Uani d . 1 . . C
  C15 0.41747(15) 0.35224(5) 0.09349(13) 0.0222(3) Uani d . 1 . . C
  C16 0.32460(14) 0.39244(5) 0.05472(12) 0.0193(3) Uani d . 1 . . C
  C21 0.01932(13) 0.64654(4) 0.11252(12) 0.0168(3) Uani d . 1 . . C
  C22 -0.08237(14) 0.67216(5) 0.19139(12) 0.0185(3) Uani d . 1 . . C
  C23 -0.15664(14) 0.71658(5) 0.14315(13) 0.0227(3) Uani d . 1 . . C
  C24 -0.12627(15) 0.73610(5) 0.02098(14) 0.0235(3) Uani d . 1 . . C
  C25 -0.02321(15) 0.71186(5) -0.05625(13) 0.0232(3) Uani d . 1 . . C
  C26 0.04785(14) 0.66696(5) -0.01138(12) 0.0203(3) Uani d . 1 . . C
  H22 -0.0593 0.6311 0.3347 0.038 Uiso calc R 1 . . H
  H41 0.1309 0.5129 -0.0956 0.024 Uiso d PR 1 . . H
  H42 0.2302 0.4665 -0.1366 0.024 Uiso d PR 1 . . H
  H12 0.5049 0.4950 0.1654 0.022 Uiso calc R 1 . . H
  H13 0.6609 0.4270 0.2288 0.026 Uiso calc R 1 . . H
  H14 0.6065 0.3373 0.1832 0.027 Uiso calc R 1 . . H
  H15 0.3950 0.3158 0.0760 0.027 Uiso calc R 1 . . H
  H16 0.2390 0.3836 0.0105 0.023 Uiso calc R 1 . . H
  H23 -0.2280 0.7333 0.1945 0.027 Uiso calc R 1 . . H
  H24 -0.1764 0.7665 -0.0107 0.028 Uiso calc R 1 . . H
  H25 -0.0018 0.7261 -0.1394 0.028 Uiso calc R 1 . . H
  H26 0.1165 0.6498 -0.0649 0.024 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
  O1 0.0240(5) 0.0150(4) 0.0166(4) 0.0062(3) -0.0012(3) 0.0003(3)
  O5 0.0300(5) 0.0184(4) 0.0174(5) 0.0056(4) 0.0018(4) 0.0019(3)
  O22 0.0324(5) 0.0234(5) 0.0204(5) 0.0085(4) 0.0038(4) 0.0003(4)
  N2 0.0233(6) 0.0145(5) 0.0178(5) 0.0062(4) -0.0019(4) 0.0015(4)
  N4 0.0230(6) 0.0195(5) 0.0175(5) 0.0036(4) -0.0025(4) -0.0027(4)
  C3 0.0168(6) 0.0161(5) 0.0156(5) -0.0015(5) 0.0024(5) 0.0012(4)
  C5 0.0187(6) 0.0133(5) 0.0174(6) -0.0013(4) -0.0008(5) -0.0010(4)
  C11 0.0180(6) 0.0149(5) 0.0141(5) 0.0008(4) 0.0027(4) 0.0000(4)
  C12 0.0222(6) 0.0155(5) 0.0171(6) -0.0019(5) 0.0003(5) -0.0009(4)
  C13 0.0222(6) 0.0211(6) 0.0209(6) -0.0004(5) -0.0042(5) 0.0005(5)
  C14 0.0263(7) 0.0174(6) 0.0227(6) 0.0042(5) 0.0010(5) 0.0019(5)
  C15 0.0269(7) 0.0138(5) 0.0257(7) -0.0007(5) 0.0018(5) -0.0021(5)
  C16 0.0204(6) 0.0174(6) 0.0199(6) -0.0019(5) 0.0003(5) -0.0025(5)
  C21 0.0190(6) 0.0128(5) 0.0185(6) -0.0009(4) -0.0034(5) -0.0014(4)
  C22 0.0225(6) 0.0143(5) 0.0188(6) -0.0012(5) -0.0034(5) -0.0024(4)
  C23 0.0246(7) 0.0161(6) 0.0274(7) 0.0038(5) -0.0040(5) -0.0053(5)
  C24 0.0278(7) 0.0125(5) 0.0303(7) 0.0015(5) -0.0101(6) -0.0004(5)
  C25 0.0297(7) 0.0177(6) 0.0222(6) -0.0021(5) -0.0048(6) 0.0041(5)
  C26 0.0224(6) 0.0181(6) 0.0202(6) -0.0018(5) -0.0006(5) 0.0005(5)
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 . 1.340(2) no
  O1 N2 . 1.460(2) no
  O5 C5 . 1.222(2) no
  O22 C22 . 1.3514(15) no
  O22 H22 . 0.84 no
  N2 C3 . 1.302(2) no
  N4 C3 . 1.354(2) no
  N4 H41 . 0.90 no
  N4 H42 . 0.91 no
  C3 C11 . 1.4890(16) no
  C5 C21 . 1.4780(16) no
  C11 C12 . 1.3942(17) no
  C11 C16 . 1.3992(16) no
  C12 C13 . 1.3868(18) no
  C12 H12 . 0.95 no
  C13 C14 . 1.3932(17) no
  C13 H13 . 0.95 no
  C14 C15 . 1.3858(19) no
  C14 H14 . 0.95 no
  C15 C16 . 1.3876(18) no
  C15 H15 . 0.95 no
  C16 H16 . 0.95 no
  C21 C26 . 1.4030(17) no
  C21 C22 . 1.4080(18) no
  C22 C23 . 1.4008(17) no
  C23 C24 . 1.382(2) no
  C23 H23 . 0.95 no
  C24 C25 . 1.392(2) no
  C24 H24 . 0.95 no
  C25 C26 . 1.3837(18) no
  C25 H25 . 0.95 no
  C26 H26 . 0.95 no
_cod_database_code 2013850