#------------------------------------------------------------------------------ #$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006327.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_2006327 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 899 _journal_page_last 901 _publ_section_title ; Configuration of the Diels--Alder Adduct of Hexachlorocyclopentadiene with l-Menthyl Acrylate ; loop_ _publ_author_name '\"Ulk\"u, Din\,cer' 'Tahir, M. Nawaz' 'Demir, Ayhan S.' 'Akhmedov, Idris, M.' 'Tanyeli, Cihangir' _chemical_formula_moiety 'C18 H22 Cl6 O2' _chemical_formula_sum 'C18 H22 Cl6 O2' _chemical_formula_weight 483.09 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2y1' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,y+1/2,-z' _cell_length_a 8.8496(13) _cell_length_b 14.8198(19) _cell_length_c 8.3661(14) _cell_angle_alpha 90.00 _cell_angle_beta 92.221(5) _cell_angle_gamma 90.00 _cell_volume 1096.4(7) _cell_formula_units_Z 2 _cell_measurement_temperature 295 _exptl_crystal_density_diffrn 1.463 _refine_ls_R_factor_obs .049 _refine_ls_wR_factor_obs .056 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 _atom_site_calc_attached_atom _atom_site_type_symbol Cl1 .6336(2) .4990 .4668(2) .0701(4) Ueq . . Cl Cl2 .80280(10) .59690(10) .7037(2) .0672(5) Ueq . . Cl Cl3 .5844(2) .43590(10) .8620(2) .0871(5) Ueq . . Cl Cl4 .5705(2) .72980(10) .4582(2) .0762(5) Ueq . . Cl Cl5 .4703(2) .79670(10) .8135(3) .1013(8) Ueq . . Cl Cl6 .4773(2) .6156(2) 1.0653(2) .1056(8) Ueq . . Cl O1 .1437(4) .5741(3) .7990(5) .0583(14) Ueq . . O O2 .2203(4) .4310(2) .8335(5) .0499(10) Ueq . . O C1 .5168(5) .5328(4) .7655(6) .0453(16) Ueq . . C C2 .3640(5) .5217(3) .6679(6) .0402(12) Ueq . . C C3 .3607(6) .6052(4) .5603(6) .0481(14) Ueq . . C C4 .5139(6) .6533(4) .6027(7) .0482(14) Ueq . . C C5 .5016(6) .6874(4) .7682(7) .0554(16) Ueq . . C C6 .5022(6) .6184(5) .8660(6) .0563(16) Ueq . . C C7 .6182(5) .5718(4) .6340(6) .0452(16) Ueq . . C C8 .2290(5) .5136(4) .7745(6) .0416(14) Ueq . . C C9 .0969(5) .4105(3) .9409(7) .0447(14) Ueq . . C C10 .1378(6) .4444(4) 1.1048(7) .0512(14) Ueq . . C C11 .0202(6) .4193(4) 1.2277(7) .0510(16) Ueq . . C C12 -.0108(7) .3178(4) 1.2215(8) .0616(17) Ueq . . C C13 -.0469(7) .2851(4) 1.0525(7) .0580(17) Ueq . . C C14 .0758(6) .3088(4) .9356(7) .0500(14) Ueq . . C C15 .0489(7) .2689(4) .7713(8) .0652(17) Ueq . . C C16 .0812(11) .1667(5) .7705(12) .119(4) Ueq . . C C17 -.1093(9) .2891(7) .6943(9) .092(3) Ueq . . C C18 .0663(8) .4494(5) 1.3941(8) .072(2) Ueq . . C H2 .363 .472 .608 .0545 Ueq . . H H9 .025 .435 .899 .0595 Ueq . . H H11 -.054 .449 1.196 .0684 Ueq . . H H14 .172 .279 .984 .0671 Ueq . . H H15 .093 .291 .688 .0823 Ueq . . H H31 .278 .643 .584 .0659 Ueq . . H H32 .355 .589 .450 .0659 Ueq . . H H101 .148 .508 1.101 .0646 Ueq . . H H102 .232 .418 1.138 .0646 Ueq . . H H121 -.093 .304 1.287 .0823 Ueq . . H H122 .077 .287 1.261 .0823 Ueq . . H H131 -.139 .313 1.016 .0735 Ueq . . H H132 -.059 .221 1.054 .0735 Ueq . . H H161 .049 .141 .690 .1381 Ueq . . H H162 .051 .151 .857 .1381 Ueq . . H H163 .173 .162 .790 .1381 Ueq . . H H171 -.135 .354 .689 .1254 Ueq . . H H172 -.114 .273 .572 .1254 Ueq . . H H173 -.175 .255 .760 .1254 Ueq . . H H181 .026 .436 1.495 .0912 Ueq . . H H182 .1583 .4249 1.4180 .0912 Ueq . . H H183 .0953 .5149 1.3969 .0912 Ueq . . 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 _atom_site_aniso_type_symbol Cl1 .0685(7) .0652(8) .0786(8) -.0089(7) .0304(6) -.0184(7) Cl Cl2 .0328(5) .0820(10) .0869(9) -.0115(7) .0055(6) .0036(9) Cl Cl3 .0516(7) .0923(9) .1180(10) .0160(8) .0111(8) .0598(8) Cl Cl4 .0755(9) .0573(7) .0970(10) -.0145(7) .0206(8) .0251(8) Cl Cl5 .0850(10) .0599(8) .162(2) -.0182(9) .0430(10) -.0460(10) Cl Cl6 .0880(10) .183(2) .0465(7) -.0430(10) .0097(7) -.0200(10) Cl O1 .042(2) .037(2) .097(3) .006(2) .016(2) .006(2) O O2 .0360(10) .031(2) .084(2) -.0010(10) .021(2) .007(2) O C1 .034(2) .049(3) .053(3) -.001(2) .003(2) .010(2) C C2 .035(2) .035(2) .051(2) -.006(2) .005(2) -.002(2) C C3 .041(2) .049(3) .054(2) -.007(2) -.003(2) .006(3) C C4 .043(2) .039(2) .063(3) -.009(2) .007(2) .008(2) C C5 .044(2) .049(3) .074(3) -.015(2) .013(2) -.015(3) C C6 .032(2) .086(4) .051(2) -.015(2) .002(2) -.017(3) C C7 .035(2) .045(3) .056(3) -.006(2) .008(2) .000(2) C C8 .031(2) .038(2) .056(3) -.008(2) .003(2) -.001(2) C C9 .031(2) .036(2) .068(3) .001(2) .014(2) .006(2) C C10 .039(2) .035(2) .080(3) -.003(2) .006(2) .003(3) C C11 .041(2) .050(3) .062(3) .003(2) .002(2) .008(3) C C12 .067(3) .045(3) .073(3) -.009(3) .007(3) .012(3) C C13 .060(3) .044(3) .071(3) -.019(2) .014(3) .006(3) C C14 .044(2) .032(2) .075(3) -.004(2) .014(2) .005(2) C C15 .068(3) .049(3) .081(3) -.019(3) .033(3) -.010(3) C C16 .145(7) .054(4) .162(7) -.025(5) .068(5) -.037(4) C C17 .081(4) .113(6) .082(4) -.030(4) .010(4) -.019(5) C C18 .079(4) .072(4) .065(4) .004(4) -.007(3) -.006(3) C 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 Cl1 C7 . . 1.777(6) yes Cl2 C7 . . 1.753(5) yes Cl3 C1 . . 1.742(6) yes Cl4 C4 . . 1.744(6) yes Cl5 C5 . . 1.689(7) yes Cl6 C6 . . 1.691(6) yes O1 C8 . . 1.194(7) yes O2 C8 . . 1.323(7) yes O2 C9 . . 1.473(6) yes C1 C2 . . 1.561(7) no C1 C6 . . 1.531(9) yes C1 C7 . . 1.559(7) no C2 C3 . . 1.531(8) no C2 C8 . . 1.523(7) yes C2 H2 . . .892 no C3 C4 . . 1.561(7) no C3 H31 . . .950 no C3 H32 . . .950 no C4 C5 . . 1.481(9) no C4 C7 . . 1.536(8) no C5 C6 . . 1.310(10) yes C9 C10 . . 1.491(9) no C9 C14 . . 1.519(8) no C9 H9 . . .807 no C10 C11 . . 1.536(8) no C10 H101 . . .95 no C10 H102 . . .95 no C11 C12 . . 1.529(9) no C11 C18 . . 1.503(9) no C11 H11 . . .83 no C12 C13 . . 1.517(9) no C12 H121 . . .95 no C12 H122 . . .95 no C13 C14 . . 1.530(8) no C13 H131 . . .95 no C13 H132 . . .95 no C14 C15 . . 1.507(9) no C14 H14 . . 1.027 no C15 C16 . . 1.540(10) no C15 C17 . . 1.550(10) no C15 H15 . . .872 no C16 H161 . . .81 no C16 H162 . . .81 no C16 H163 . . .82 no C17 H171 . . .98 no C17 H172 . . 1.046 no C17 H173 . . .960 no C18 H181 . . .951 no C18 H182 . . .906 no C18 H183 . . 1.004 no