#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007206.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_2007206
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_journal_page_first  645
_journal_page_last  647
_publ_section_title
;
The endo-endo-anti Diels-Alder Diadduct of Hexachlorocyclopentadiene with
1,6-Dioxacyclodeca-3,8-diene
;
loop_
_publ_author_name
  'Garcia, J. Gabriel'
  'Fronczek, Frank R.'
_chemical_formula_sum  'C18 H12 Cl12 O2'
_chemical_formula_weight  685.73
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
_cell_length_a  26.831(2)
_cell_length_b  15.2944(7)
_cell_length_c  24.9520(10)
_cell_angle_alpha  90
_cell_angle_beta  94.000(10)
_cell_angle_gamma  90
_cell_volume  10214.0(10)
_cell_formula_units_z  16
_cell_measurement_temperature  296
_exptl_crystal_density_diffrn  1.783
_refine_ls_R_factor_obs  .057
_refine_ls_wR_factor_obs  .039
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
  Cl1A  .47558(4)  .36670(9)  .68490(4)  .0480(4) Uani ?
  Cl2A  .51696(4)  .17917(8)  .64127(5)  .0487(4) Uani ?
  Cl3A  .62262(4)  .21659(8)  .57673(5)  .0441(3) Uani ?
  Cl4A  .64530(4)  .42858(8)  .57692(5)  .0482(3) Uani ?
  Cl5A  .51632(4)  .06263(9)  .38588(5)  .0598(4) Uani ?
  Cl6A  .46727(5)  .21530(10)
  .30430(5)  .0768(5) Uani ?
  Cl7A  .34941(5)  .25867(9)  .34044(5)  .0576(4) Uani ?
  Cl8A  .32873(4)  .14383(9)  .44786(5)  .0502(4) Uani ?
  Cl9A  .55391(5)  .53475(8)  .64695(5)  .0532(4) Uani ?
  Cl10A  .60258(4)  .39187(9)  .70228(4)  .0484(4) Uani ?
  Cl11A  .43182(5)  .01301(8)  .48087(5)  .0524(4) Uani ?
  Cl12A  .39344(4)  .00418(8)  .37110(5)  .0486(4) Uani ?
  O1A  .53650(10)
  .2909(2)  .49020(10)
  .0325(8) Uani ?
  O2A  .44180(10)
  .3643(2)  .50120(10)
  .0330(8) Uani ?
  C1A  .49520(10)
  .3989(3)  .57840(10)
  .0270(10)
  Uani ?
  C2A  .54370(10)
  .4177(3)  .5480(2)  .0310(10)
  Uani ?
  C3A  .54740(10)
  .3817(3)  .4923(2)  .0360(10)
  Uani ?
  C4A  .51340(10)
  .2611(3)  .4407(2)  .0360(10)
  Uani ?
  C5A  .47840(10)
  .1877(3)  .4526(2)  .0310(10)
  Uani ?
  C6A  .42430(10)
  .2109(3)  .4700(2)  .0280(10)
  Uani ?
  C7A  .40800(10)
  .3068(3)  .4722(2)  .0330(10)
  Uani ?
  C8A  .45660(10)
  .3356(3)  .5542(2)  .0310(10)
  Uani ?
  C9A  .51740(10)
  .3644(3)  .6340(2)  .0320(10)
  Uani ?
  C10A  .54150(10)
  .2764(3)  .6246(2)  .0290(10)
  Uani ?
  C11A  .58200(10)
  .2911(3)  .5992(2)  .0300(10)
  Uani ?
  C12A  .58600(10)
  .3895(3)  .5903(2)  .0330(10)
  Uani ?
  C13A  .5653(2)  .4206(3)  .6437(2)  .0330(10)
  Uani ?
  C14A  .46610(10)
  .1262(3)  .4041(2)  .0360(10)
  Uani ?
  C15A  .4399(2)  .1816(3)  .3598(2)  .0360(10)
  Uani ?
  C16A  .3951(2)  .1991(3)  .3742(2)  .0340(10)
  Uani ?
  C17A  .38970(10)
  .1589(3)  .4289(2)  .0310(10)
  Uani ?
  C18A  .4202(2)  .0744(3)  .4216(2)  .0360(10)
  Uani ?
  Cl1B  .26333(5)  .15270(10)
  .58112(5)  .0661(4) Uani ?
  Cl2B  .28461(5)  .26886(9)  .69143(6)  .0654(4) Uani ?
  Cl3B  .37070(5)  .16480(9)  .77401(5)  .0637(4) Uani ?
  Cl4B  .40665(4)  -.01320(10)
  .71502(5)  .0609(4) Uani ?
  Cl5B  .26662(5)  .08630(10)
  .96002(5)  .0613(4) Uani ?
  Cl6B  .17176(6)  -.04630(10)
  .92870(6)  .0844(5) Uani ?
  Cl7B  .08541(5)  .06400(10)
  .84663(6)  .0713(4) Uani ?
  Cl8B  .12694(4)  .26327(9)  .82786(5)  .0520(4) Uani ?
  Cl9B  .34396(5)  -.02602(9)  .58723(5)  .0563(4) Uani ?
  Cl10B  .38984(5)  .13780(10)
  .61395(5)  .0646(4) Uani ?
  Cl11B  .24532(4)  .28508(8)  .89496(5)  .0469(3) Uani ?
  Cl12B  .16739(5)  .22749(9)  .95860(5)  .0570(4) Uani ?
  O1B  .28840(10)
  .0232(2)  .78630(10)
  .0404(9) Uani ?
  O2B  .21680(10)
  .1118(2)  .72140(10)
  .0352(8) Uani ?
  C1B  .26260(10)
  .0251(3)  .6600(2)  .0350(10)
  Uani ?
  C2B  .3037(2)  -.0232(3)  .6973(2)  .0360(10)
  Uani ?
  C3B  .2921(2)  -.0500(3)  .7533(2)  .0440(10)
  Uani ?
  C4B  .2612(2)  .0120(3)  .8324(2)  .0390(10)
  Uani ?
  C5B  .24730(10)
  .1027(3)  .8493(2)  .0330(10)
  Uani ?
  C6B  .20710(10)
  .1522(3)  .8114(2)  .0320(10)
  Uani ?
  C7B  .18390(10)
  .1041(3)  .7630(2)  .0350(10)
  Uani ?
  C8B  .2128(2)  .0454(3)  .6818(2)  .0420(10)
  Uani ?
  C9B  .2919(2)  .1042(3)  .6393(2)  .0370(10)
  Uani ?
  C10B  .3069(2)  .1656(3)  .6852(2)  .0380(10)
  Uani ?
  C11B  .3406(2)  .1258(3)  .7170(2)  .0380(10)
  Uani ?
  C12B  .34980(10)
  .0367(3)  .6932(2)  .0360(10)
  Uani ?
  C13B  .3439(2)  .0625(3)  .6327(2)  .0420(10)
  Uani ?
  C14B  .2245(2)  .1082(3)  .9047(2)  .0370(10)
  Uani ?
  C15B  .1770(2)  .0541(3)  .9008(2)  .0450(10)
  Uani ?
  C16B  .1436(2)  .0965(3)  .8695(2)  .0430(10)
  Uani ?
  C17B  .16790(10)
  .1799(3)  .8513(2)  .0340(10)
  Uani ?
  C18B  .2015(2)  .2006(3)  .9029(2)  .0380(10)
  Uani ?
  H1A  .4780(10)
  .454(2)  .5840(10)
  .050(10)
  Uiso ?
  H2A  .5480(10)
  .476(2)  .5470(10)
  .019(9) Uiso ?
  H31A  .5240(10)
  .412(2)  .4690(10)
  .030(10)
  Uiso ?
  H32A  .5800(10)
  .392(2)  .4800(10)
  .040(10)
  Uiso ?
  H41A  .5390(10)
  .242(2)  .4180(10)
  .040(10)
  Uiso ?
  H42A  .4950(10)
  .306(2)  .4220(10)
  .017(9) Uiso ?
  H5A  .4940(10)
  .152(2)  .4790(10)
  .030(10)
  Uiso ?
  H6A  .4210(10)
  .190(2)  .5050(10)
  .030(10)
  Uiso ?
  H71A  .4070(10)
  .333(2)  .4370(10)
  .030(10)
  Uiso ?
  H72A  .3740(10)
  .309(2)  .4880(10)
  .013(9) Uiso ?
  H81A  .4710(10)
  .277(2)  .5520(10)
  .040(10)
  Uiso ?
  H82A  .4270(10)
  .335(2)  .5750(10)
  .030(10)
  Uiso ?
  H1B  .2540(10)
  -.012(2)  .6300(10)
  .030(10)
  Uiso ?
  H2B  .3100(10)
  -.076(2)  .6790(10)
  .021(9) Uiso ?
  H31B  .2610(10)
  -.084(2)  .7510(10)
  .040(10)
  Uiso ?
  H32B  .3190(10)
  -.088(3)  .768(2)  .070(10)
  Uiso ?
  H41B  .2790(10)
  -.022(2)  .8600(10)
  .050(10)
  Uiso ?
  H42B  .2310(10)
  -.027(2)  .8250(10)
  .040(10)
  Uiso ?
  H5B  .2750(10)
  .136(2)  .8500(10)
  .030(10)
  Uiso ?
  H6B  .2220(10)
  .201(2)  .8010(10)
  .030(10)
  Uiso ?
  H71B  .1770(10)
  .040(2)  .7710(10)
  .050(10)
  Uiso ?
  H72B  .1530(10)
  .128(2)  .7510(10)
  .020(10)
  Uiso ?
  H81B  .1890(10)
  .063(3)  .6520(10)
  .060(10)
  Uiso ?
  H82B  .1970(10)
  -.007(2)  .6970(10)
  .050(10)
  Uiso ?
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
  Cl1A  .0467(7)  .0668(8)  .0316(6)  .0079(7)  .0100(5)  .0012(6)
  Cl2A  .0416(6)  .0373(7)  .0670(8)  -.0046(6)  .0011(6)  .0165(6)
  Cl3A  .0372(6)  .0436(7)  .0517(7)  .0120(6)  .0055(5)  .0006(6)
  Cl4A  .0380(6)  .0554(8)  .0511(7)  -.0179(6)  .0038(6)  -.0003(7)
  Cl5A  .0393(6)  .0686(8)  .0720(8)  .0178(7)  .0075(6)  -.0273(7)
  Cl6A  .0813(9)  .1160(10)
  .0351(7)  -.0100(10)
  .0195(7)  .0121(8)
  Cl7A  .0592(7)  .0615(8)  .0486(7)  .0178(7)  -.0208(6)  .0078(7)
  Cl8A  .0305(6)  .0629(8)  .0578(7)  -.0050(6)  .0087(6)  -.0102(7)
  Cl9A  .0731(8)  .0342(7)  .0517(7)  .0001(7)  -.0003(7)  -.0116(6)
  Cl10A  .0500(7)  .0597(8)  .0338(6)  -.0082(7)  -.0095(6)  -.0001(6)
  Cl11A  .0653(8)  .0432(7)  .0471(7)  .0038(7)  -.0074(6)  .0125(6)
  Cl12A  .0504(7)  .0424(7)  .0516(7)  .0005(6)  -.0079(6)  -.0118(6)
  O1A  .033(2)  .035(2)  .0290(10)
  .0030(10)
  -.0050(10)
  -.0060(10)
  O2A  .034(2)  .035(2)  .0290(10)
  .0050(10)
  -.0070(10)
  .0020(10)
  C1A  .034(2)  .026(2)  .021(2)  .004(2)  .001(2)  -.004(2)
  C2A  .036(2)  .025(2)  .033(2)  .000(2)  .000(2)  -.001(2)
  C3A  .033(2)  .045(3)  .030(2)  .001(2)  .004(2)  .001(2)
  C4A  .034(2)  .046(3)  .028(2)  .004(2)  .005(2)  -.005(2)
  C5A  .029(2)  .035(2)  .027(2)  .010(2)  -.001(2)  -.001(2)
  C6A  .027(2)  .037(3)  .022(2)  .000(2)  .002(2)  -.001(2)
  C7A  .029(2)  .037(3)  .033(2)  .006(2)  -.002(2)  -.006(2)
  C8A  .031(2)  .035(3)  .029(2)  .008(2)  .005(2)  .003(2)
  C9A  .033(2)  .034(3)  .027(2)  .003(2)  .001(2)  .000(2)
  C10A  .030(2)  .026(2)  .032(2)  .001(2)  -.002(2)  .003(2)
  C11A  .026(2)  .031(2)  .031(2)  .003(2)  -.006(2)  .000(2)
  C12A  .034(2)  .035(3)  .030(2)  -.007(2)  .001(2)  .001(2)
  C13A  .044(2)  .031(2)  .025(2)  -.001(2)  -.004(2)  -.002(2)
  C14A  .032(2)  .042(3)  .034(2)  .011(2)  .002(2)  -.007(2)
  C15A  .040(2)  .047(3)  .022(2)  -.002(2)  .003(2)  -.003(2)
  C16A  .036(2)  .038(3)  .027(2)  .003(2)  -.010(2)  .001(2)
  C17A  .023(2)  .036(3)  .032(2)  .001(2)  .001(2)  -.004(2)
  C18A  .040(2)  .036(3)  .032(2)  .005(2)  -.002(2)  .002(2)
  Cl1B  .0666(8)  .0850(10)
  .0461(7)  .0127(8)  -.0023(7)  .0187(8)
  Cl2B  .0744(9)  .0334(7)  .0890(10)
  .0047(7)  .0133(8)  -.0017(8)
  Cl3B  .0661(8)  .0685(9)  .0544(8)  -.0175(8)  -.0109(7)  -.0190(7)
  Cl4B  .0402(7)  .0820(10)
  .0599(8)  .0196(7)  -.0023(6)  -.0041(8)
  Cl5B  .0749(9)  .0740(10)
  .0330(6)  .0064(8)  -.0098(6)  .0029(7)
  Cl6B  .1210(10)
  .0577(9)  .0768(9)  -.0259(9)  .0229(9)  .0220(8)
  Cl7B  .0504(7)  .0940(10)
  .0710(9)  -.0391(7)  .0116(7)  -.0120(9)
  Cl8B  .0388(6)  .0560(8)  .0612(8)  .0092(6)  .0022(6)  -.0047(7)
  Cl9B  .0556(7)  .0717(9)  .0431(7)  .0034(7)  .0148(6)  -.0167(7)
  Cl10B  .0533(7)  .0810(10)
  .0620(8)  -.0191(7)  .0244(6)  .0052(8)
  Cl11B  .0416(6)  .0441(7)  .0553(7)  -.0134(6)  .0054(6)  -.0094(6)
  Cl12B  .0624(7)  .0676(9)  .0438(7)  -.0093(7)  .0223(6)  -.0176(7)
  O1B  .050(2)  .037(2)  .036(2)  -.002(2)  .0140(10)
  -.001(2)
  O2B  .0310(10)
  .042(2)  .033(2)  -.0030(10)
  .0070(10)
  -.0070(10)
  C1B  .034(2)  .043(3)  .029(2)  -.006(2)  .004(2)  -.013(2)
  C2B  .042(2)  .031(3)  .036(2)  .001(2)  .008(2)  -.009(2)
  C3B  .053(3)  .034(3)  .045(3)  .004(2)  .010(2)  -.002(2)
  C4B  .047(3)  .039(3)  .033(2)  .003(2)  .008(2)  .007(2)
  C5B  .032(2)  .036(3)  .030(2)  -.005(2)  .005(2)  -.002(2)
  C6B  .029(2)  .035(3)  .032(2)  -.003(2)  .003(2)  .000(2)
  C7B  .030(2)  .043(3)  .033(2)  -.004(2)  .003(2)  .005(2)
  C8B  .032(2)  .054(3)  .039(2)  -.008(2)  .004(2)  -.016(2)
  C9B  .037(2)  .043(3)  .030(2)  .003(2)  .002(2)  .002(2)
  C10B  .038(2)  .030(3)  .046(3)  -.006(2)  .011(2)  -.002(2)
  C11B  .035(2)  .040(3)  .040(2)  -.011(2)  .004(2)  -.003(2)
  C12B  .029(2)  .047(3)  .032(2)  .006(2)  .003(2)  -.002(2)
  C13B  .033(2)  .056(3)  .038(2)  -.002(2)  .014(2)  -.005(2)
  C14B  .042(2)  .043(3)  .025(2)  -.001(2)  -.001(2)  .000(2)
  C15B  .059(3)  .040(3)  .039(2)  -.013(3)  .020(2)  -.004(2)
  C16B  .040(2)  .052(3)  .039(2)  -.016(2)  .018(2)  -.009(2)
  C17B  .028(2)  .040(3)  .035(2)  -.001(2)  .006(2)  -.002(2)
  C18B  .033(2)  .047(3)  .034(2)  -.012(2)  .011(2)  -.011(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
  Cl1A C9A 1.753(4) ?
  Cl2A C10A 1.690(4) ?
  Cl3A C11A 1.699(4) ?
  Cl4A C12A 1.753(4) ?
  Cl5A C14A 1.747(4) ?
  Cl6A C15A 1.693(4) ?
  Cl7A C16A 1.703(4) ?
  Cl8A C17A 1.750(4) ?
  Cl9A C13A 1.776(4) ?
  Cl10A C13A 1.768(4) ?
  Cl11A C18A 1.761(4) ?
  Cl12A C18A 1.769(4) ?
  O1A C3A 1.419(5) yes
  O1A C4A 1.416(5) yes
  O2A C7A 1.423(5) yes
  O2A C8A 1.424(5) yes
  C1A C2A 1.577(6) yes
  C1A C8A 1.511(5) ?
  C1A C9A 1.564(5) ?
  C1A H1A  .98(4) ?
  C2A C3A 1.506(6) ?
  C2A C12A 1.557(5) ?
  C2A H2A  .89(3) ?
  C3A H31A  .95(3) ?
  C3A H32A  .96(3) ?
  C4A C5A 1.507(6) ?
  C4A H41A  .96(3) ?
  C4A H42A  .96(3) ?
  C5A C6A 1.585(6) yes
  C5A C14A 1.550(6) ?
  C5A H5A  .93(3) ?
  C6A C7A 1.533(6) ?
  C6A C17A 1.554(5) ?
  C6A H6A  .95(3) ?
  C7A H71A  .97(3) ?
  C7A H72A 1.03(3) ?
  C8A H81A  .98(3) ?
  C8A H82A  .99(3) ?
  C9A C10A 1.518(6) ?
  C9A C13A 1.551(6) ?
  C10A C11A 1.314(6) yes
  C11A C12A 1.525(6) ?
  C12A C13A 1.554(6) ?
  C14A C15A 1.524(6) ?
  C14A C18A 1.553(6) ?
  C15A C16A 1.305(6) yes
  C16A C17A 1.513(6) ?
  C17A C18A 1.546(6) ?
  Cl1B C9B 1.758(4) ?
  Cl2B C10B 1.699(4) ?
  Cl3B C11B 1.696(4) ?
  Cl4B C12B 1.758(4) ?
  Cl5B C14B 1.754(4) ?
  Cl6B C15B 1.696(5) ?
  Cl7B C16B 1.699(4) ?
  Cl8B C17B 1.756(4) ?
  Cl9B C13B 1.766(5) ?
  Cl10B C13B 1.773(5) ?
  Cl11B C18B 1.768(4) ?
  Cl12B C18B 1.766(4) ?
  O1B C3B 1.397(5) yes
  O1B C4B 1.417(5) yes
  O2B C7B 1.413(5) yes
  O2B C8B 1.417(5) yes
  C1B C2B 1.576(6) yes
  C1B C8B 1.510(6) ?
  C1B C9B 1.551(6) ?
  C1B H1B  .96(3) ?
  C2B C3B 1.511(6) ?
  C2B C12B 1.548(6) ?
  C2B H2B  .95(3) ?
  C3B H31B  .97(3) ?
  C3B H32B  .97(4) ?
  C4B C5B 1.503(6) ?
  C4B H41B  .97(4) ?
  C4B H42B 1.01(3) ?
  C5B C6B 1.576(6) yes
  C5B C14B 1.553(6) ?
  C5B H5B  .89(3) ?
  C6B C7B 1.511(6) ?
  C6B C17B 1.558(6) ?
  C6B H6B  .89(3) ?
  C7B H71B 1.02(4) ?
  C7B H72B  .93(3) ?
  C8B H81B  .98(4) ?
  C8B H82B 1.00(4) ?
  C9B C10B 1.515(6) ?
  C9B C13B 1.553(6) ?
  C10B C11B 1.309(6) yes
  C11B C12B 1.513(6) ?
  C12B C13B 1.559(6) ?
  C14B C15B 1.517(6) ?
  C14B C18B 1.542(6) ?
  C15B C16B 1.318(6) yes
  C16B C17B 1.516(6) ?
  C17B C18B 1.551(6) ?