#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014394.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_2014394
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2006
_journal_volume  62
_journal_page_first  o39
_journal_page_last  o41
_publ_section_title
;
1,5-Bis(4-chlorophenyl)-3-(2-chloroquinolin-3-yl)pentane-1,5-dione; sheets of
<i>R</i>~4~^4^(26) rings built from C---H...N and C---H...O hydrogen bonds
;
loop_
_publ_author_name
  'Insuasty, Braulio'
  'Torres, Harlen'
  'Cobo, Justo'
  'Low, John N.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C26 H18 Cl3 N O2'
_chemical_formula_sum  'C26 H18 Cl3 N O2'
_chemical_formula_iupac  'C26 H18 Cl3 N O2'
_chemical_formula_weight  482.76
_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+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x+1/2, y, -z+1/2'
  '-x+1/2, y+1/2, z'
  'x, -y+1/2, z+1/2'
_cell_length_a  11.2405(2)
_cell_length_b  18.8738(3)
_cell_length_c  21.0529(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  4466.39(12)
_cell_formula_units_Z  8
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.436
_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
  Cl1 -0.24463(5) 0.60892(4) 0.52239(3) 0.05197(19) Uani d . 1 . . Cl
  Cl2 0.36147(7) 0.93210(3) 0.02585(3) 0.05640(19) Uani d . 1 . . Cl
  Cl3 0.63263(4) 0.59715(3) 0.37707(2) 0.03324(13) Uani d . 1 . . Cl
  O17 0.27494(12) 0.71370(7) 0.40277(7) 0.0345(3) Uani d . 1 . . O
  O27 0.55516(11) 0.70553(8) 0.24637(7) 0.0389(3) Uani d . 1 . . O
  N31 0.64154(13) 0.49686(8) 0.29422(7) 0.0261(3) Uani d . 1 . . N
  C1 0.38694(15) 0.62862(9) 0.31345(9) 0.0248(4) Uani d . 1 . . C
  C11 0.10666(16) 0.64331(10) 0.42440(8) 0.0254(4) Uani d . 1 . . C
  C12 0.04763(17) 0.57904(11) 0.41819(10) 0.0333(4) Uani d . 1 . . C
  C13 -0.06099(18) 0.56808(13) 0.44833(10) 0.0398(5) Uani d . 1 . . C
  C14 -0.10900(17) 0.62233(12) 0.48422(9) 0.0349(5) Uani d . 1 . . C
  C15 -0.05275(17) 0.68684(11) 0.49112(9) 0.0328(4) Uani d . 1 . . C
  C16 0.05558(17) 0.69703(10) 0.46129(8) 0.0281(4) Uani d . 1 . . C
  C17 0.22362(16) 0.65811(9) 0.39326(8) 0.0250(4) Uani d . 1 . . C
  C18 0.27700(16) 0.60194(10) 0.35018(9) 0.0262(4) Uani d . 1 . . C
  C21 0.42731(16) 0.76794(10) 0.17734(9) 0.0273(4) Uani d . 1 . . C
  C22 0.31889(17) 0.77041(10) 0.14542(9) 0.0308(4) Uani d . 1 . . C
  C23 0.29949(19) 0.81983(11) 0.09786(10) 0.0354(4) Uani d . 1 . . C
  C24 0.3877(2) 0.86827(11) 0.08384(10) 0.0362(5) Uani d . 1 . . C
  C25 0.49545(19) 0.86799(11) 0.11552(10) 0.0367(5) Uani d . 1 . . C
  C26 0.51556(17) 0.81716(10) 0.16177(9) 0.0317(4) Uani d . 1 . . C
  C27 0.45339(16) 0.71555(10) 0.22867(9) 0.0281(4) Uani d . 1 . . C
  C28 0.34994(15) 0.67711(10) 0.25885(9) 0.0257(4) Uani d . 1 . . C
  C32 0.57374(15) 0.54819(10) 0.31410(8) 0.0245(4) Uani d . 1 . . C
  C33 0.45995(15) 0.56650(9) 0.28962(8) 0.0237(4) Uani d . 1 . . C
  C34 0.41842(16) 0.52346(10) 0.24216(9) 0.0273(4) Uani d . 1 . . C
  C34A 0.48628(15) 0.46580(10) 0.21923(8) 0.0256(4) Uani d . 1 . . C
  C35 0.44493(17) 0.41947(11) 0.17103(9) 0.0324(4) Uani d . 1 . . C
  C36 0.5168(2) 0.36569(11) 0.15028(9) 0.0363(5) Uani d . 1 . . C
  C37 0.63176(18) 0.35695(11) 0.17500(10) 0.0340(4) Uani d . 1 . . C
  C38 0.67301(17) 0.40008(10) 0.22242(9) 0.0309(4) Uani d . 1 . . C
  C38A 0.59988(16) 0.45523(9) 0.24592(9) 0.0249(4) Uani d . 1 . . C
  H1 0.4374 0.6567 0.3434 0.030 Uiso calc R 1 . . H
  H12 0.0816 0.5423 0.3932 0.040 Uiso calc R 1 . . H
  H13 -0.1014 0.5241 0.4443 0.048 Uiso calc R 1 . . H
  H15 -0.0877 0.7235 0.5158 0.039 Uiso calc R 1 . . H
  H16 0.0958 0.7410 0.4659 0.034 Uiso calc R 1 . . H
  H18A 0.2159 0.5862 0.3194 0.031 Uiso calc R 1 . . H
  H18B 0.3000 0.5604 0.3762 0.031 Uiso calc R 1 . . H
  H22 0.2577 0.7379 0.1563 0.037 Uiso calc R 1 . . H
  H23 0.2264 0.8204 0.0752 0.042 Uiso calc R 1 . . H
  H25 0.5548 0.9021 0.1057 0.044 Uiso calc R 1 . . H
  H26 0.5900 0.8157 0.1831 0.038 Uiso calc R 1 . . H
  H28A 0.3092 0.6485 0.2260 0.031 Uiso calc R 1 . . H
  H28B 0.2923 0.7125 0.2750 0.031 Uiso calc R 1 . . H
  H34 0.3424 0.5326 0.2242 0.033 Uiso calc R 1 . . H
  H35 0.3679 0.4257 0.1533 0.039 Uiso calc R 1 . . H
  H36 0.4885 0.3339 0.1187 0.044 Uiso calc R 1 . . H
  H37 0.6816 0.3206 0.1586 0.041 Uiso calc R 1 . . H
  H38 0.7503 0.3930 0.2395 0.037 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 0.0292(3) 0.0918(5) 0.0349(3) -0.0112(3) 0.0084(2) -0.0205(3)
  Cl2 0.0897(5) 0.0385(3) 0.0410(3) -0.0038(3) -0.0036(3) 0.0106(2)
  Cl3 0.0315(2) 0.0374(3) 0.0308(2) -0.00001(19) -0.00860(19) -0.0048(2)
  O17 0.0409(8) 0.0270(7) 0.0357(7) -0.0066(6) 0.0084(6) -0.0057(6)
  O27 0.0219(7) 0.0454(9) 0.0493(9) 0.0002(6) 0.0007(6) 0.0106(7)
  N31 0.0236(7) 0.0283(8) 0.0263(8) 0.0010(6) 0.0026(6) 0.0037(6)
  C1 0.0222(8) 0.0248(9) 0.0275(9) -0.0001(7) 0.0012(7) -0.0046(7)
  C11 0.0263(9) 0.0294(10) 0.0205(8) 0.0037(7) 0.0003(7) 0.0000(7)
  C12 0.0313(10) 0.0364(11) 0.0321(10) -0.0030(8) 0.0044(8) -0.0086(8)
  C13 0.0332(11) 0.0493(13) 0.0369(11) -0.0126(9) 0.0062(9) -0.0120(10)
  C14 0.0246(9) 0.0575(14) 0.0227(9) -0.0008(9) 0.0004(7) -0.0055(9)
  C15 0.0332(10) 0.0444(12) 0.0207(9) 0.0126(9) -0.0002(7) -0.0016(8)
  C16 0.0338(10) 0.0296(10) 0.0209(9) 0.0064(8) -0.0004(7) 0.0019(7)
  C17 0.0288(9) 0.0234(9) 0.0229(9) 0.0013(7) -0.0003(7) 0.0002(7)
  C18 0.0263(9) 0.0250(9) 0.0274(9) -0.0015(7) 0.0028(7) -0.0025(7)
  C21 0.0276(9) 0.0271(10) 0.0273(9) 0.0022(7) 0.0073(7) -0.0038(7)
  C22 0.0307(10) 0.0278(10) 0.0339(10) -0.0003(8) 0.0021(8) -0.0015(8)
  C23 0.0397(11) 0.0328(11) 0.0336(10) 0.0041(9) -0.0026(9) -0.0017(8)
  C24 0.0527(13) 0.0283(10) 0.0276(10) 0.0048(9) 0.0068(9) -0.0011(8)
  C25 0.0436(12) 0.0298(11) 0.0367(11) -0.0038(9) 0.0167(9) -0.0044(9)
  C26 0.0295(9) 0.0321(11) 0.0335(10) -0.0003(8) 0.0105(8) -0.0043(8)
  C27 0.0236(9) 0.0294(10) 0.0313(10) 0.0008(7) 0.0033(7) -0.0040(8)
  C28 0.0211(8) 0.0268(9) 0.0290(9) 0.0010(7) 0.0015(7) -0.0009(7)
  C32 0.0231(9) 0.0266(9) 0.0238(9) -0.0049(7) 0.0000(7) 0.0012(7)
  C33 0.0201(8) 0.0249(9) 0.0261(9) 0.0003(7) 0.0036(7) -0.0007(7)
  C34 0.0223(8) 0.0298(10) 0.0300(9) -0.0004(7) -0.0011(7) -0.0036(8)
  C34A 0.0252(9) 0.0269(9) 0.0247(9) -0.0017(7) 0.0045(7) -0.0004(7)
  C35 0.0340(10) 0.0337(11) 0.0294(10) -0.0011(8) 0.0005(8) -0.0051(8)
  C36 0.0482(12) 0.0325(11) 0.0280(10) -0.0021(9) 0.0071(9) -0.0049(8)
  C37 0.0418(11) 0.0271(10) 0.0331(10) 0.0067(8) 0.0132(9) 0.0015(8)
  C38 0.0310(9) 0.0302(10) 0.0314(10) 0.0056(8) 0.0072(8) 0.0046(8)
  C38A 0.0257(9) 0.0243(9) 0.0248(9) -0.0001(7) 0.0055(7) 0.0047(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
  C1 C33 . 1.516(2) no
  C1 C28 . 1.527(3) no
  C1 C18 . 1.542(2) no
  C1 H1 . 1.00 no
  C11 C12 . 1.389(3) no
  C11 C16 . 1.400(2) no
  C11 C17 . 1.495(2) no
  C12 C13 . 1.391(3) no
  C12 H12 . 0.95 no
  C13 C14 . 1.382(3) no
  C13 H13 . 0.95 no
  C14 C15 . 1.380(3) no
  C14 Cl1 . 1.742(2) no
  C15 C16 . 1.384(3) no
  C15 H15 . 0.95 no
  C16 H16 . 0.95 no
  C17 O17 . 1.214(2) no
  C17 C18 . 1.519(2) no
  C18 H18A . 0.99 no
  C18 H18B . 0.99 no
  C21 C22 . 1.392(3) no
  C21 C26 . 1.398(3) no
  C21 C27 . 1.494(3) no
  C22 C23 . 1.386(3) no
  C22 H22 . 0.95 no
  C23 C24 . 1.381(3) no
  C23 H23 . 0.95 no
  C24 C25 . 1.383(3) no
  C24 Cl2 . 1.740(2) no
  C25 C26 . 1.385(3) no
  C25 H25 . 0.95 no
  C26 H26 . 0.95 no
  C27 O27 . 1.218(2) no
  C27 C28 . 1.511(2) no
  C28 H28A . 0.99 no
  C28 H28B . 0.99 no
  N31 C32 . 1.302(2) y
  N31 C38A . 1.368(2) y
  C32 C33 . 1.422(2) y
  C33 C34 . 1.370(3) y
  C34 C34A . 1.414(3) y
  C34A C35 . 1.418(3) y
  C35 C36 . 1.369(3) y
  C36 C37 . 1.402(3) y
  C37 C38 . 1.369(3) y
  C38 C38A . 1.416(3) y
  C34A C38A . 1.409(3) y
  C32 Cl3 . 1.7463(18) y
  C34 H34 . 0.95 no
  C35 H35 . 0.95 no
  C36 H36 . 0.95 no
  C37 H37 . 0.95 no
  C38 H38 . 0.95 no