#------------------------------------------------------------------------------
#$Date: 2009-08-08 19:17:30 +0100 (Sat, 08 Aug 2009) $
#$Revision: 807 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011570.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_2011570
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1338
_journal_page_last  1342
_publ_section_title
;
Diels-Alder adducts of maleic anhydride and dienes:
new compounds by crystallization
;
loop_
_publ_author_name
  'Bolte, Michael'
  'Degen, Alexander'
  'Egert, Ernst'
_chemical_formula_moiety  'C9 H2 Cl6 O3 , 0.16(C4 H10 O)'
_chemical_formula_sum  'C9 H2 Cl6 O3 , 0.16(C4 H10 O)'
_chemical_formula_weight  383.16
_symmetry_cell_setting  Trigonal
_symmetry_space_group_name_H-M  'R -3'
_symmetry_space_group_name_Hall  '-R 3'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-y, x-y, z'
  '-x+y, -x, z'
  'x+2/3, y+1/3, z+1/3'
  '-y+2/3, x-y+1/3, z+1/3'
  '-x+y+2/3, -x+1/3, z+1/3'
  'x+1/3, y+2/3, z+2/3'
  '-y+1/3, x-y+2/3, z+2/3'
  '-x+y+1/3, -x+2/3, z+2/3'
  '-x, -y, -z'
  'y, -x+y, -z'
  'x-y, x, -z'
  '-x+2/3, -y+1/3, -z+1/3'
  'y+2/3, -x+y+1/3, -z+1/3'
  'x-y+2/3, x+1/3, -z+1/3'
  '-x+1/3, -y+2/3, -z+2/3'
  'y+1/3, -x+y+2/3, -z+2/3'
  'x-y+1/3, x+2/3, -z+2/3'
_cell_length_a  29.639(4)
_cell_length_b  29.639(4)
_cell_length_c  8.119(2)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  120
_cell_volume  6176.8(19)
_cell_formula_units_Z  18
_cell_measurement_temperature  173(2)
_exptl_crystal_density_diffrn  1.854
_diffrn_ambient_temperature  173(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
  C1  .32288(9)  .40866(9)  .3739(3)  .0236(5) Uani d . 1 . . C
  H1  .3598  .4163  .3724  .028 Uiso calc R 1 . . H
  C2  .31361(9)  .44191(9)  .2488(3)  .0251(5) Uani d . 1 . . C
  H2  .3461  .4657  .1866  .030 Uiso calc R 1 . . H
  C3  .29484(10)  .47295(9)  .3578(3)  .0252(5) Uani d . 1 . . C
  Cl3  .29797(3)  .52706(3)  .26211(10)  .0464(2) Uani d . 1 . . Cl
  C4  .24234(9)  .43351(9)  .4300(3)  .0230(5) Uani d . 1 . . C
  Cl4  .18418(3)  .42570(3)  .36819(8)  .03901(18) Uani d . 1 . . Cl
  C5  .25017(9)  .40453(9)  .5379(3)  .0215(5) Uani d . 1 . . C
  Cl5  .20471(2)  .35140(3)  .64147(8)  .03192(16) Uani d . 1 . . Cl
  C6  .30830(9)  .42379(9)  .5416(3)  .0230(5) Uani d . 1 . . C
  Cl6  .33108(3)  .40670(3)  .71498(8)  .03710(17) Uani d . 1 . . Cl
  C7  .32971(9)  .48300(10)  .5122(3)  .0280(5) Uani d . 1 . . C
  Cl71  .39703(3)  .51862(3)  .46847(10)  .04236(19) Uani d . 1 . . Cl
  Cl72  .31643(3)  .51406(3)  .67495(9)  .03886(18) Uani d . 1 . . Cl
  C8  .28509(9)  .35302(10)  .3245(3)  .0242(5) Uani d . 1 . . C
  O2  .27761(7)  .31351(7)  .3867(2)  .0313(4) Uani d . 1 . . O
  C9  .27141(10)  .40316(10)  .1365(3)  .0260(5) Uani d . 1 . . C
  O3  .25089(8)  .40991(8)  .0220(2)  .0374(5) Uani d . 1 . . O
  O1  .25653(7)  .35263(6)  .1891(2)  .0270(4) Uani d . 1 . . O
  C11  .3617(6)  .6579(6)  .4546(18)  .092(4) Uiso d P  .33 . . C
  H11A  .3643  .6786  .5488  .138 Uiso d PR  .33 . . H
  H11B  .3435  .6217  .4846  .138 Uiso d PR  .33 . . H
  H11C  .3960  .6674  .4163  .138 Uiso d PR  .33 . . H
  C12  .3333  .6667  .3124(14)  .143(4) Uiso d SD 1 . . C
  H12A  .3514  .7031  .2861  .172 Uiso d PR  .33 . . H
  H12B  .2996  .6580  .3536  .172 Uiso d PR  .33 . . H
  O13  .327(4)  .6365(16)  .1648(11)  .117(8) Uiso d PD  .17 . . O
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
  C1  .0163(11)  .0244(12)  .0297(12)  .0098(10)  .0005(9)  -.0036(10)
  C2  .0226(12)  .0254(12)  .0252(12)  .0105(10)  .0069(10)  .0026(10)
  C3  .0274(13)  .0212(12)  .0276(12)  .0126(11)  .0023(10)  .0013(10)
  Cl3  .0623(5)  .0302(4)  .0521(4)  .0272(4)  .0087(4)  .0121(3)
  C4  .0201(12)  .0278(13)  .0247(12)  .0148(10)  -.0013(9)  -.0045(10)
  Cl4  .0288(3)  .0604(5)  .0383(4)  .0301(3)  -.0026(3)  .0027(3)
  C5  .0174(11)  .0250(12)  .0198(11)  .0088(10)  .0006(9)  -.0037(9)
  Cl5  .0289(3)  .0317(3)  .0282(3)  .0100(3)  .0069(2)  .0046(3)
  C6  .0214(12)  .0258(12)  .0238(12)  .0132(10)  -.0045(9)  -.0043(10)
  Cl6  .0406(4)  .0486(4)  .0313(3)  .0292(3)  -.0153(3)  -.0080(3)
  C7  .0205(12)  .0257(13)  .0345(13)  .0091(11)  .0004(10)  -.0082(11)
  Cl71  .0207(3)  .0332(4)  .0579(5)  .0020(3)  .0024(3)  -.0138(3)
  Cl72  .0386(4)  .0346(4)  .0427(4)  .0177(3)  -.0013(3)  -.0169(3)
  C8  .0220(12)  .0288(13)  .0241(12)  .0143(10)  .0011(9)  -.0056(10)
  O2  .0387(11)  .0248(9)  .0342(10)  .0188(8)  .0008(8)  -.0013(8)
  C9  .0278(13)  .0302(13)  .0221(12)  .0162(11)  .0069(10)  .0004(10)
  O3  .0455(12)  .0462(12)  .0254(9)  .0265(10)  -.0022(8)  .0009(8)
  O1  .0279(9)  .0270(9)  .0267(9)  .0141(8)  -.0042(7)  -.0048(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 C8 . 1.513(3) ?
  C1 C2 . 1.532(3) ?
  C1 C6 . 1.561(3) ?
  C1 H1 . 1.0000 ?
  C2 C9 . 1.509(3) ?
  C2 C3 . 1.565(3) ?
  C2 H2 . 1.0000 ?
  C3 C4 . 1.521(3) ?
  C3 C7 . 1.556(3) ?
  C3 Cl3 . 1.742(2) ?
  C4 C5 . 1.326(3) ?
  C4 Cl4 . 1.697(2) ?
  C5 C6 . 1.520(3) ?
  C5 Cl5 . 1.697(2) ?
  C6 C7 . 1.558(3) ?
  C6 Cl6 . 1.742(2) ?
  C7 Cl72 . 1.764(2) ?
  C7 Cl71 . 1.765(2) ?
  C8 O2 . 1.190(3) ?
  C8 O1 . 1.384(3) ?
  C9 O3 . 1.182(3) ?
  C9 O1 . 1.400(3) ?
  C11 C12 . 1.525(15) ?
  C11 H11A .  .9601 ?
  C11 H11B .  .9599 ?
  C11 H11C .  .9599 ?
  C12 O13 . 1.451(9) ?
  C12 H12A .  .9601 ?
  C12 H12B .  .9600 ?