#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/33/2013317.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_2013317
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2003
_journal_volume  59
_journal_page_first  o181
_journal_page_last  o183
_publ_section_title
;
3,3'-[o-Phenylenebis(methyleneoxy)]bis(6-chloro-2-phenylflavanone)
and 3,3'-propylenedioxybis[6-chloro-2-(2-furyl)flavanone]
;
_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
  'Thinagar, S.'
  'Velmurugan, D.'
  'Shanmuga Sundara Raj, S.'
  'Fun, Hoong-Kun'
  'Gupta, S. C.'
  'Merazig, H.'
  'Bouacida, S.'
_chemical_name_common  'Bis(6-chloro-2-furyl-4-chromanone-3-yloxy)propane'
_chemical_formula_moiety  'C29 H18 Cl2 O8'
_chemical_formula_sum  'C29 H18 Cl2 O8'
_chemical_formula_iupac  'C29 H18 Cl2 O8'
_chemical_formula_weight  565.33
_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  15.0485(2)
_cell_length_b  7.61440(10)
_cell_length_c  20.7890(2)
_cell_angle_alpha  90.00
_cell_angle_beta  100.7840(10)
_cell_angle_gamma  90.00
_cell_volume  2340.04(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.605
_exptl_crystal_density_meas  0.44
_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 0.27684(5) -0.04043(10) 0.21880(3) 0.0623(2) Uani d . 1 . . Cl
  Cl2 1.24467(4) -0.00895(9) 0.80900(3) 0.05341(19) Uani d . 1 . . Cl
  O1 0.58386(10) 0.1925(2) 0.36368(8) 0.0539(5) Uani d . 1 . . O
  O2 0.40531(9) 0.17555(19) 0.48759(7) 0.0383(4) Uani d . 1 . . O
  O3 0.43745(11) 0.2454(2) 0.60864(8) 0.0464(4) Uani d . 1 . . O
  O4 0.63782(10) 0.2882(2) 0.49802(8) 0.0517(4) Uani d . 1 . . O
  O5 0.87566(11) 0.2711(2) 0.52660(7) 0.0511(4) Uani d . 1 . . O
  O6 0.93334(10) 0.1953(2) 0.66247(8) 0.0496(4) Uani d . 1 . . O
  O7 1.10726(9) 0.15019(19) 0.53612(7) 0.0371(3) Uani d . 1 . . O
  O8 1.07277(10) 0.2062(2) 0.41415(7) 0.0442(4) Uani d . 1 . . O
  C1 0.55250(14) 0.2439(3) 0.46873(10) 0.0362(5) Uani d . 1 . . C
  C2 0.52998(14) 0.1930(3) 0.40109(11) 0.0379(5) Uani d . 1 . . C
  C3 0.43593(13) 0.1378(3) 0.37958(10) 0.0342(5) Uani d . 1 . . C
  C4 0.40346(14) 0.0872(3) 0.31524(11) 0.0386(5) Uani d . 1 . . C
  H4 0.4401 0.0961 0.2840 0.046 Uiso calc R 1 . . H
  C5 0.31786(15) 0.0248(3) 0.29843(11) 0.0388(5) Uani d . 1 . . C
  C6 0.26120(15) 0.0098(3) 0.34375(12) 0.0437(5) Uani d . 1 . . C
  H6 0.2032 -0.0359 0.3314 0.052 Uiso calc R 1 . . H
  C7 0.29164(14) 0.0628(3) 0.40650(11) 0.0407(5) Uani d . 1 . . C
  H7 0.2542 0.0562 0.4373 0.049 Uiso calc R 1 . . H
  C8 0.37853(14) 0.1265(3) 0.42403(10) 0.0349(5) Uani d . 1 . . C
  C9 0.49042(14) 0.2362(3) 0.50820(10) 0.0353(5) Uani d . 1 . . C
  C10 0.50583(15) 0.2853(3) 0.57608(11) 0.0373(5) Uani d . 1 . . C
  C11 0.46442(18) 0.3079(3) 0.67028(12) 0.0519(6) Uani d . 1 . . C
  H11 0.4309 0.2979 0.7034 0.062 Uiso calc R 1 . . H
  C12 0.54377(19) 0.3842(3) 0.67724(12) 0.0547(6) Uani d . 1 . . C
  H12 0.5752 0.4376 0.7149 0.066 Uiso calc R 1 . . H
  C13 0.57200(17) 0.3697(3) 0.61688(12) 0.0503(6) Uani d . 1 . . C
  H13 0.6261 0.4106 0.6070 0.060 Uiso calc R 1 . . H
  C14 0.69328(15) 0.3888(3) 0.46276(11) 0.0415(5) Uani d . 1 . . C
  H14A 0.6563 0.4700 0.4332 0.050 Uiso calc R 1 . . H
  H14B 0.7243 0.3117 0.4371 0.050 Uiso calc R 1 . . H
  C15 0.76059(14) 0.4878(3) 0.51150(12) 0.0431(5) Uani d . 1 . . C
  H15A 0.7969 0.5592 0.4877 0.052 Uiso calc R 1 . . H
  H15B 0.7277 0.5673 0.5350 0.052 Uiso calc R 1 . . H
  C16 0.82270(14) 0.3816(3) 0.56027(11) 0.0420(5) Uani d . 1 . . C
  H16A 0.8620 0.4583 0.5902 0.050 Uiso calc R 1 . . H
  H16B 0.7881 0.3104 0.5855 0.050 Uiso calc R 1 . . H
  C17 0.96155(14) 0.2291(3) 0.55547(11) 0.0365(5) Uani d . 1 . . C
  C18 0.98638(13) 0.1895(3) 0.62451(10) 0.0348(5) Uani d . 1 . . C
  C19 1.08064(13) 0.1373(3) 0.64575(10) 0.0320(4) Uani d . 1 . . C
  C20 1.11493(14) 0.1006(3) 0.71098(10) 0.0346(5) Uani d . 1 . . C
  H20 1.0797 0.1185 0.7427 0.042 Uiso calc R 1 . . H
  C21 1.20114(15) 0.0376(3) 0.72805(11) 0.0376(5) Uani d . 1 . . C
  C22 1.25475(15) 0.0088(3) 0.68169(11) 0.0428(5) Uani d . 1 . . C
  H22 1.3125 -0.0382 0.6942 0.051 Uiso calc R 1 . . H
  C23 1.22273(14) 0.0493(3) 0.61799(11) 0.0414(5) Uani d . 1 . . C
  H23 1.2588 0.0342 0.5866 0.050 Uiso calc R 1 . . H
  C24 1.13578(13) 0.1132(3) 0.60052(10) 0.0332(4) Uani d . 1 . . C
  C25 1.02245(14) 0.2120(3) 0.51543(10) 0.0337(4) Uani d . 1 . . C
  C26 1.00571(14) 0.2517(3) 0.44661(10) 0.0360(5) Uani d . 1 . . C
  C27 1.04502(18) 0.2598(3) 0.35162(11) 0.0478(6) Uani d . 1 . . C
  H27 1.0779 0.2441 0.3184 0.057 Uiso calc R 1 . . H
  C28 0.96548(18) 0.3368(3) 0.34377(12) 0.0525(6) Uani d . 1 . . C
  H28 0.9332 0.3850 0.3053 0.063 Uiso calc R 1 . . H
  C29 0.93907(17) 0.3318(3) 0.40518(12) 0.0523(6) Uani d . 1 . . C
  H29 0.8856 0.3757 0.4151 0.063 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 0.0464(4) 0.0846(5) 0.0546(4) -0.0084(3) 0.0060(3) -0.0173(3)
  Cl2 0.0417(4) 0.0711(4) 0.0449(3) 0.0082(3) 0.0017(3) 0.0048(3)
  O1 0.0330(9) 0.0806(12) 0.0529(10) -0.0091(8) 0.0205(8) -0.0126(9)
  O2 0.0268(8) 0.0478(8) 0.0425(8) -0.0001(6) 0.0122(7) -0.0011(7)
  O3 0.0387(9) 0.0593(10) 0.0447(9) 0.0021(7) 0.0166(7) 0.0036(8)
  O4 0.0291(9) 0.0803(12) 0.0455(9) -0.0118(8) 0.0063(7) 0.0130(8)
  O5 0.0342(9) 0.0762(11) 0.0425(9) 0.0174(8) 0.0063(7) -0.0075(8)
  O6 0.0303(8) 0.0762(11) 0.0459(9) 0.0090(8) 0.0163(7) 0.0083(8)
  O7 0.0260(8) 0.0490(9) 0.0378(8) 0.0025(6) 0.0100(6) 0.0008(7)
  O8 0.0385(9) 0.0560(9) 0.0413(9) 0.0020(7) 0.0154(7) -0.0011(7)
  C1 0.0244(11) 0.0425(11) 0.0425(12) -0.0007(9) 0.0079(9) 0.0049(9)
  C2 0.0284(11) 0.0426(12) 0.0450(12) 0.0021(9) 0.0131(10) 0.0014(9)
  C3 0.0256(11) 0.0320(10) 0.0468(12) 0.0029(8) 0.0115(9) 0.0014(9)
  C4 0.0325(12) 0.0392(11) 0.0459(12) 0.0029(9) 0.0125(10) -0.0009(10)
  C5 0.0314(12) 0.0372(11) 0.0477(12) 0.0020(9) 0.0076(10) -0.0025(9)
  C6 0.0290(12) 0.0426(12) 0.0596(15) -0.0020(9) 0.0086(11) 0.0027(11)
  C7 0.0272(11) 0.0479(12) 0.0497(13) 0.0002(9) 0.0137(10) 0.0037(10)
  C8 0.0279(11) 0.0337(10) 0.0443(12) 0.0044(8) 0.0103(9) 0.0017(9)
  C9 0.0289(11) 0.0351(11) 0.0433(12) 0.0040(8) 0.0098(9) 0.0056(9)
  C10 0.0338(12) 0.0393(11) 0.0412(12) 0.0070(9) 0.0130(10) 0.0086(9)
  C11 0.0523(16) 0.0675(16) 0.0394(13) 0.0093(13) 0.0177(12) 0.0026(11)
  C12 0.0570(17) 0.0635(16) 0.0432(13) 0.0026(13) 0.0086(12) -0.0020(12)
  C13 0.0430(14) 0.0595(15) 0.0500(14) -0.0062(12) 0.0125(12) 0.0010(12)
  C14 0.0297(11) 0.0487(12) 0.0466(12) -0.0018(10) 0.0084(10) 0.0108(10)
  C15 0.0338(12) 0.0406(12) 0.0553(13) 0.0037(9) 0.0096(11) 0.0036(10)
  C16 0.0286(11) 0.0477(12) 0.0502(13) 0.0025(9) 0.0084(10) -0.0067(10)
  C17 0.0272(11) 0.0415(11) 0.0416(11) 0.0032(9) 0.0080(9) -0.0024(9)
  C18 0.0250(10) 0.0415(11) 0.0394(11) 0.0022(8) 0.0097(9) 0.0016(9)
  C19 0.0241(10) 0.0331(10) 0.0394(11) -0.0028(8) 0.0075(8) -0.0011(8)
  C20 0.0285(11) 0.0361(11) 0.0406(11) -0.0004(8) 0.0099(9) 0.0011(9)
  C21 0.0314(11) 0.0391(11) 0.0413(11) -0.0006(9) 0.0041(9) 0.0005(9)
  C22 0.0262(12) 0.0494(13) 0.0518(13) 0.0072(9) 0.0052(10) -0.0028(11)
  C23 0.0289(12) 0.0524(13) 0.0451(12) 0.0040(10) 0.0129(10) -0.0040(10)
  C24 0.0245(10) 0.0378(11) 0.0374(11) -0.0021(8) 0.0063(8) -0.0024(9)
  C25 0.0272(11) 0.0353(10) 0.0389(11) 0.0010(8) 0.0072(8) -0.0025(9)
  C26 0.0335(12) 0.0363(11) 0.0410(12) -0.0018(9) 0.0140(10) -0.0045(9)
  C27 0.0516(15) 0.0574(14) 0.0377(12) -0.0058(12) 0.0164(11) -0.0028(11)
  C28 0.0550(16) 0.0640(16) 0.0384(13) 0.0038(13) 0.0083(11) 0.0016(11)
  C29 0.0448(15) 0.0716(17) 0.0418(13) 0.0150(12) 0.0113(11) 0.0024(12)
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 C5 . 1.728(2) ?
  Cl2 C21 . 1.724(2) ?
  O1 C2 . 1.224(2) ?
  O2 C9 . 1.353(2) ?
  O2 C8 . 1.360(3) y
  O3 C11 . 1.356(3) ?
  O3 C10 . 1.368(2) ?
  O4 C1 . 1.357(3) ?
  O4 C14 . 1.432(2) ?
  O5 C17 . 1.357(3) ?
  O5 C16 . 1.429(2) ?
  O6 C18 . 1.224(2) ?
  O7 C25 . 1.353(2) ?
  O7 C24 . 1.357(2) y
  O8 C27 . 1.352(3) ?
  O8 C26 . 1.360(2) ?
  C1 C9 . 1.355(2) y
  C1 C2 . 1.437(3) y
  C2 C3 . 1.464(3) y
  C3 C8 . 1.381(2) y
  C3 C4 . 1.390(3) ?
  C4 C5 . 1.356(3) ?
  C4 H4 . 0.9300 ?
  C5 C6 . 1.389(3) ?
  C6 C7 . 1.361(3) ?
  C6 H6 . 0.9300 ?
  C7 C8 . 1.378(3) ?
  C7 H7 . 0.9300 ?
  C9 C10 . 1.436(3) ?
  C10 C13 . 1.345(3) ?
  C11 C12 . 1.312(4) ?
  C11 H11 . 0.9300 ?
  C12 C13 . 1.402(3) ?
  C12 H12 . 0.9300 ?
  C13 H13 . 0.9300 ?
  C14 C15 . 1.495(3) ?
  C14 H14A . 0.9700 ?
  C14 H14B . 0.9700 ?
  C15 C16 . 1.484(3) ?
  C15 H15A . 0.9700 ?
  C15 H15B . 0.9700 ?
  C16 H16A . 0.9700 ?
  C16 H16B . 0.9700 ?
  C17 C25 . 1.355(3) y
  C17 C18 . 1.446(3) y
  C18 C19 . 1.460(3) y
  C19 C24 . 1.378(2) y
  C19 C20 . 1.386(3) ?
  C20 C21 . 1.366(3) ?
  C20 H20 . 0.9300 ?
  C21 C22 . 1.385(3) ?
  C22 C23 . 1.357(3) ?
  C22 H22 . 0.9300 ?
  C23 C24 . 1.380(3) ?
  C23 H23 . 0.9300 ?
  C25 C26 . 1.438(3) ?
  C26 C29 . 1.340(3) ?
  C27 C28 . 1.315(3) ?
  C27 H27 . 0.9300 ?
  C28 C29 . 1.407(3) ?
  C28 H28 . 0.9300 ?
  C29 H29 . 0.9300 ?
_cod_database_code 2013317