data_2007156 _journal_name_full 'Acta Crystallographica' _journal_year 1998 _journal_volume C54 _journal_page_first 544 _journal_page_last 547 _publ_section_title ; Two Dyotropomers Resulting from Irreversible Thermal (4\s + 2\p) 2H Group Transfer ; loop_ _publ_author_name 'Wilson, Claire' 'Howard, Judith A. K. ' _chemical_formula_sum 'C16 H8 Cl10' _chemical_formula_weight 554.72 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.911(3) _cell_length_b 10.357(2) _cell_length_c 28.782(6) _cell_angle_alpha 90.00 _cell_angle_beta 102.87(2) _cell_angle_gamma 90.00 _cell_volume 4042.4(14) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.823 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0459 _refine_ls_wR_factor_obs .0580 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_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Cl1 .48277(7) -.04440(10) .62855(4) .0645(3) Uani d . 1 . Cl Cl5 .63377(7) -.12060(10) .49648(4) .0662(3) Uani d . 1 . Cl Cl6 .78227(9) .05890(10) .45971(4) .0836(4) Uani d . 1 . Cl Cl7 .97439(8) .15120(10) .52913(4) .0785(4) Uani d . 1 . Cl Cl8 1.02491(7) .05220(10) .63559(4) .0632(3) Uani d . 1 . Cl Cl12 .83779(8) .12270(10) .74240(3) .0665(3) Uani d . 1 . Cl Cl13 .75793(8) .31260(10) .65457(4) .0564(3) Uani d . 1 . Cl Cl14 .55671(7) .22090(10) .59233(3) .0545(3) Uani d . 1 . Cl Cl15 .59050(8) .20170(10) .70676(4) .0615(3) Uani d . 1 . Cl Cl25 .62585(9) -.05140(10) .74253(4) .0715(4) Uani d . 1 . Cl C1 .6083(2) -.0059(4) .64550(10) .0407(9) Uani d . 1 . C C2 .6755(3) -.1278(4) .64990(10) .0401(9) Uani d . 1 . C C3 .7111(3) -.2011(4) .60920(10) .0410(10) Uani d . 1 . C C4 .7653(2) -.1150(3) .58090(10) .0377(9) Uani d . 1 . C C5 .7433(3) -.0747(4) .53400(10) .0430(10) Uani d . 1 . C C6 .8093(3) .0068(4) .51820(10) .0520(10) Uani d . 1 . C C7 .8961(3) .0466(4) .54870(10) .0500(10) Uani d . 1 . C C8 .9190(3) .0028(4) .59600(10) .0440(10) Uani d . 1 . C C9 .8530(2) -.0768(3) .61140(10) .0389(9) Uani d . 1 . C C10 .8550(3) -.1382(4) .65950(10) .0430(10) Uani d . 1 . C C11 .7740(3) -.0825(4) .68330(10) .0420(10) Uani d . 1 . C C12 .7530(3) .0615(4) .69210(10) .0400(9) Uani d . 1 . C C13 .7446(3) .1428(4) .64610(10) .0388(9) Uani d . 1 . C C14 .6440(3) .0979(4) .61410(10) .0390(10) Uani d . 1 . C C15 .6443(3) .0521(4) .69650(10) .0460(10) Uani d . 1 . C C16 .8027(3) -.2661(4) .6419(2) .0500(10) Uani d . 1 . C H13 .801(2) .127(3) .6330(10) .029(9) Uiso d . 1 . H H10 .922(2) -.138(3) .6800(10) .036(9) Uiso d . 1 . H H2 .636(2) -.188(3) .6650(10) .050(10) Uiso d . 1 . H H16A .788(2) -.321(3) .6680(10) .050(10) Uiso d . 1 . H H14 .656(2) .058(3) .5870(10) .029(9) Uiso d . 1 . H H11 .784(2) -.119(3) .7150(10) .036(9) Uiso d . 1 . H H16B .839(2) -.317(3) .6230(10) .050(10) Uiso d . 1 . H H3 .661(2) -.255(3) .5910(10) .031(9) Uiso d . 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 .0376(6) .0601(7) .0940(9) -.0019(6) .0109(6) .0029(7) Cl5 .0555(7) .0888(9) .0473(6) -.0216(6) -.0035(5) -.0051(6) Cl6 .0880(9) .1176(12) .0418(6) -.0321(8) .0073(6) .0118(7) Cl7 .0726(8) .0972(10) .0671(8) -.0384(7) .0186(6) .0028(7) Cl8 .0467(6) .0703(8) .0655(7) -.0142(6) -.0028(5) -.0092(6) Cl12 .0769(8) .0667(8) .0422(6) .0123(6) -.0157(5) -.0105(6) Cl13 .0669(7) .0380(6) .0574(7) -.0043(5) -.0007(5) -.0009(5) Cl14 .0554(6) .0472(6) .0520(6) .0100(5) -.0070(5) .0088(5) Cl15 .0726(8) .0595(7) .0542(7) .0252(6) .0180(6) .0005(6) Cl25 .0934(9) .0731(8) .0579(7) .0209(7) .0379(6) .0244(7) C1 .035(2) .044(2) .043(2) .004(2) .008(2) .009(2) C2 .039(2) .036(2) .046(2) .001(2) .013(2) .007(2) C3 .041(2) .034(2) .046(2) .000(2) .005(2) -.005(2) C4 .037(2) .032(2) .045(2) -.004(2) .010(2) -.008(2) C5 .039(2) .049(3) .040(2) -.004(2) .005(2) -.011(2) C6 .054(3) .065(3) .035(2) -.008(2) .007(2) -.002(2) C7 .047(2) .056(3) .050(3) -.013(2) .015(2) -.008(2) C8 .034(2) .049(3) .045(2) -.003(2) .003(2) -.011(2) C9 .035(2) .039(2) .042(2) .005(2) .007(2) -.008(2) C10 .036(2) .041(2) .048(2) .007(2) .002(2) -.004(2) C11 .047(2) .042(3) .035(2) .004(2) .005(2) .007(2) C12 .044(2) .044(2) .027(2) .006(2) -.004(2) .002(2) C13 .040(2) .034(2) .039(2) .001(2) .003(2) -.003(2) C14 .038(2) .041(2) .036(2) .008(2) .002(2) -.002(2) C15 .055(3) .042(2) .042(2) .014(2) .016(2) .008(2) C16 .056(3) .037(3) .059(3) .013(2) .014(2) .004(2) 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 C1 . 1.751(3) ? Cl5 C5 . 1.726(3) ? Cl6 C6 . 1.727(4) ? Cl7 C7 . 1.717(4) ? Cl8 C8 . 1.727(3) ? Cl12 C12 . 1.769(3) ? Cl13 C13 . 1.779(4) ? Cl14 C14 . 1.775(4) ? Cl15 C15 . 1.774(4) ? Cl25 C15 . 1.767(4) ? C1 C14 . 1.554(5) ? C1 C15 . 1.563(5) ? C1 C2 . 1.559(5) ? C2 C11 . 1.561(5) ? C2 C3 . 1.564(5) ? C2 H2 . .99(3) ? C3 C4 . 1.518(5) ? C3 C16 . 1.558(5) ? C3 H3 . .95(3) ? C4 C5 . 1.380(5) ? C4 C9 . 1.393(4) yes C5 C6 . 1.397(5) ? C6 C7 . 1.389(5) ? C7 C8 . 1.402(5) ? C8 C9 . 1.378(5) ? C9 C10 . 1.517(5) ? C10 C16 . 1.541(5) ? C10 C11 . 1.554(5) ? C10 H10 . 1.00(3) ? C11 C12 . 1.551(5) ? C11 H11 . .96(3) ? C12 C15 . 1.548(5) ? C12 C13 . 1.551(5) ? C13 C14 . 1.564(5) yes C13 H13 . .96(3) ? C14 H14 . .94(3) ? C16 H16A . .99(3) ? C16 H16B . .96(3) ?