data_2011608
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1480
_journal_page_last  1481
_publ_section_title
;
(1R,2S,3S,6R,9S)-5,5,10,10-Tetrachloro-2-methyltricyclo[7,2,0,0^3,6^]
undec-7-ene-4,11-dione
;
loop_
_publ_author_name
  'Coquerel, Yoann'
  "Blanc, Aur\'elien"
  "Depr\'es, Jean-Pierre"
  'Greene, Andrew E.'
  "Averbuch, Marie-Th\'er\`ese"
  'Philouze, Christian'
  "Durif, Andr\'e"
_chemical_formula_moiety  'C12 H10 Cl4 O2'
_chemical_formula_sum  'C12 H10 Cl4 O2'
_chemical_formula_weight  328.02
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/a'
loop_
_symmetry_equiv_pos_as_xyz
  '  +x,  +y,  +z'
  '1/2-x,1/2+y,  -z'
  '  -x,  -y,  -z'
  '1/2+x,1/2-y,  +z'
_cell_length_a  10.320(8)
_cell_length_b  12.390(4)
_cell_length_c  11.219(2)
_cell_angle_alpha  90
_cell_angle_beta  105.80(4)
_cell_angle_gamma  90
_cell_volume  1380.0(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.578
_diffrn_ambient_temperature  293
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_calc_attached_atom
_atom_site_refinement_flags
_atom_site_occupancy
  Cl1  .34437(5)  -.03290(3)  .23420(5)  .06390(10)
  Uani d ? . 1.000
  Cl2  .08634(4)  -.10110(4)  .07649(4)  .06370(10)
  Uani d ? . 1.000
  Cl3  .40776(5)  -.70156(4)  .27110(5)  .07560(10)
  Uani d ? . 1.000
  Cl4  .14139(6)  -.67599(4)  .10548(5)  .07990(10)
  Uani d ? . 1.000
  O1  .10300(10)
  -.13495(9)  .36720(10)
  .0619(3) Uani d ? . 1.000
  O2  .14240(10)
  -.62212(9)  .38940(10)
  .0613(3) Uani d ? . 1.000
  C1  .28760(10)
  -.47230(10)
  .34530(10)
  .0384(3) Uani d ? . 1.000
  C2  .20570(10)
  -.37470(10)
  .36470(10)
  .0403(3) Uani d ? . 1.000
  C3  .27150(10)
  -.27160(10)
  .33580(10)
  .0369(3) Uani d ? . 1.000
  C4  .18410(10)
  -.17010(10)
  .31980(10)
  .0420(3) Uani d ? . 1.000
  C5  .22270(10)
  -.13780(10)
  .20130(10)
  .0424(3) Uani d ? . 1.000
  C6  .28660(10)
  -.25210(10)
  .20130(10)
  .0393(3) Uani d ? . 1.000
  C7  .2116(2)  -.32730(10)
  .10270(10)
  .0516(4) Uani d ? . 1.000
  C8  .2200(2)  -.43420(10)
  .10890(10)
  .0522(4) Uani d ? . 1.000
  C9  .30680(10)
  -.49630(10)
  .21410(10)
  .0399(3) Uani d ? . 1.000
  C10  .26610(10)
  -.61550(10)
  .22640(10)
  .0463(4) Uani d ? . 1.000
  C11  .21830(10)
  -.58200(10)
  .33940(10)
  .0428(3) Uani d ? . 1.000
  C12  .1891(2)  -.37310(10)
  .4957(2)  .0693(5) Uani d ? . 1.000
  H1  .3680(10)
  -.4720(10)
  .4040(10)
  .045(4) Uiso d ? . 1.000
  H2  .121(2)  -.3830(10)
  .314(2)  .048(4) Uiso d ? . 1.000
  H3  .350(2)  -.2580(10)
  .3940(10)
  .050(4) Uiso d ? . 1.000
  H4  .3810(10)
  -.2490(10)
  .1930(10)
  .051(4) Uiso d ? . 1.000
  H5  .165(2)  -.2970(10)
  .031(2)  .060(5) Uiso d ? . 1.000
  H6  .178(2)  -.4770(10)
  .043(2)  .062(5) Uiso d ? . 1.000
  H7  .404(2)  -.4890(10)
  .2100(10)
  .049(4) Uiso d ? . 1.000
  H8  .147(2)  -.441(2)  .511(2)  .084(6) Uiso d ? . 1.000
  H9  .272(2)  -.374(2)  .550(2)  .098(8) Uiso d ? . 1.000
  H10  .145(2)  -.308(2)  .504(2)  .083(6) Uiso d ? . 1.000
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
  Cl  .0669(2)  .0500(2)  .0798(3)  -.0094(2)  .0284(2)  -.0035(2)
  Cl2  .0593(2)  .0737(2)  .0534(2)  .0290(2)  .0075(2)  .0147(2)
  Cl3  .0809(2)  .0553(2)  .1059(3)  .0263(2)  .0516(2)  .0193(2)
  Cl4  .0897(3)  .0810(3)  .0715(3)  -.0382(2)  .0261(2)  -.0229(2)
  O1  .0604(6)  .0683(7)  .0655(6)  .0216(5)  .0314(5)  .0092(5)
  O2  .0662(6)  .0543(6)  .0762(7)  -.0104(5)  .0412(5)  .0025(5)
  C1  .0364(6)  .0398(6)  .0374(6)  -.0017(5)  .0076(5)  .0048(5)
  C2  .0421(7)  .0439(7)  .0375(6)  .0005(5)  .0150(5)  .0010(5)
  C3  .0335(6)  .0409(6)  .0346(6)  .0034(5)  .0065(5)  .0010(5)
  C4  .0383(6)  .0443(7)  .0432(7)  .0045(5)  .0104(5)  -.0002(6)
  C5  .0417(6)  .0411(6)  .0448(7)  .0073(5)  .0126(5)  .0062(6)
  C6  .0371(6)  .0405(6)  .0424(7)  .0072(5)  .0143(5)  .0067(5)
  C7  .0692(9)  .0511(8)  .0335(7)  .0094(7)  .0124(6)  .0051(6)
  C8  .0689(9)  .0514(8)  .0357(7)  .0018(7)  .0133(6)  -.0045(6)
  C9  .0374(6)  .0388(6)  .0474(7)  -.0008(5)  .0180(5)  .0008(5)
  C10  .0488(7)  .0390(7)  .0565(8)  -.0020(6)  .0235(6)  -.0024(6)
  C11  .0408(7)  .0420(7)  .0473(7)  .0017(6)  .0152(5)  .0052(6)
  C12  .1100(10)
  .0570(10)
  .0549(8)  .0010(10)
  .0461(8)  .0010(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O1 C4 . . 1.189(2) no
  O2 C11 . . 1.189(2) no
  C1 C2 . . 1.525(2) no
  C1 C9 . . 1.566(2) no
  C1 C11 . . 1.530(2) no
  C2 C3 . . 1.523(2) no
  C2 C12 . . 1.526(2) no
  C3 C4 . . 1.530(2) no
  C3 C6 . . 1.577(2) no
  C4 C5 . . 1.541(2) no
  C5 C6 . . 1.562(2) no
  C6 C7 . . 1.492(2) no
  C7 C8 . . 1.328(2) no
  C8 C9 . . 1.487(2) no
  C9 C10 . . 1.552(2) no
  C10 C11 . . 1.538(2) no
  C1 H1 . .  .91(5) no
  C2 H2 . .  .91(5) no
  C6 H4 . . 1.00(4) no
  C3 H3 . .  .91(4) no
  C7 H5 . .  .90(5) no
  C8 H6 . .  .91(4) no
  C9 H7 . . 1.02(5) no
  C12 H8 . .  .99(3) no
  C12 H9 . .  .90(5) no
  C12 H10 . .  .95(3) no