#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011541.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_2011541 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first e509 _journal_page_last e510 _publ_section_title ; 4,5-Dichlorophthalic acid--trans-cinnamamide (1/2) and 3,4,5,6-tetrachlorophthalic acid--trans-cinnamamide (1/2) ; loop_ _publ_author_name 'Hosomi, Hiroyuki' 'Ohba, Shigeru' 'Ito, Yoshikatsu' _chemical_formula_moiety 'C8 H4 Cl2 O4, 2C9 H9 N1 O1' _chemical_formula_sum 'C26 H22 Cl2 N2 O6' _chemical_formula_iupac 'C8 H4 Cl2 O4, 2C9 H9 N1 O1' _chemical_formula_weight 529.38 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 9.6821(7) _cell_length_b 18.4661(12) _cell_length_c 7.4203(5) _cell_angle_alpha 93.611(5) _cell_angle_beta 105.676(5) _cell_angle_gamma 100.636(5) _cell_volume 1246.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 298.0(10) _exptl_crystal_density_diffrn 1.410 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 Cl1 .50890(10) .47673(4) .25080(10) .0701(3) Uani d . 1.00 . . Cl Cl2 .19220(10) .46400(4) .30550(10) .0720(3) Uani d . 1.00 . . Cl O3 .0256(2) .16630(10) .2483(3) .0586(5) Uani d . 1.00 . . O O4 .2324(2) .13950(10) .4237(3) .0515(5) Uani d . 1.00 . . O O5 .3583(2) .14440(10) .1204(3) .0535(5) Uani d . 1.00 . . O O6 .5674(2) .18770(10) .3476(3) .0575(5) Uani d . 1.00 . . O O7 .1236(2) .00050(10) .3819(3) .0514(4) Uani d . 1.00 . . O O8 .3903(2) .01360(10) .1227(3) .0506(4) Uani d . 1.00 . . O N9 -.0899(3) .0071(2) .1748(4) .0614(6) Uani d . 1.00 . . N N10 .6071(3) .03450(10) .3462(4) .0533(6) Uani d . 1.00 . . N C11 .1560(3) .18250(10) .3226(3) .0412(5) Uani d . 1.00 . . C C12 .2470(3) .25550(10) .3088(3) .0413(5) Uani d . 1.00 . . C C13 .1900(3) .3187(2) .3190(4) .0472(5) Uani d . 1.00 . . C C14 .2698(3) .38680(10) .3026(4) .0488(6) Uani d . 1.00 . . C C15 .4096(3) .39300(10) .2793(4) .0487(6) Uani d . 1.00 . . C C16 .4678(3) .3299(2) .2706(4) .0472(5) Uani d . 1.00 . . C C17 .3867(3) .26170(10) .2826(3) .0407(5) Uani d . 1.00 . . C C18 .4477(3) .19380(10) .2552(3) .0417(5) Uani d . 1.00 . . C C19 .0025(3) -.0316(2) .2704(3) .0471(5) Uani d . 1.00 . . C C20 -.0452(3) -.1135(2) .2399(4) .0558(7) Uani d . 1.00 . . C C21 .0356(3) -.1576(2) .3216(4) .0538(6) Uani d . 1.00 . . C C22 -.0054(3) -.2396(2) .3044(4) .0523(6) Uani d . 1.00 . . C C23 .0999(4) -.2788(2) .3870(5) .0636(7) Uani d . 1.00 . . C C24 .0667(5) -.3556(2) .3740(6) .0761(9) Uani d . 1.00 . . C C25 -.0724(5) -.3943(2) .2790(5) .0754(10) Uani d . 1.00 . . C C26 -.1775(4) -.3566(2) .1979(5) .0744(10) Uani d . 1.00 . . C C27 -.1460(4) -.2796(2) .2101(5) .0646(8) Uani d . 1.00 . . C C28 .4910(3) -.01060(10) .2291(3) .0427(5) Uani d . 1.00 . . C C29 .4840(3) -.09150(10) .2272(4) .0480(6) Uani d . 1.00 . . C C30 .3745(3) -.14030(10) .1118(4) .0465(5) Uani d . 1.00 . . C C31 .3543(3) -.22120(10) .0949(4) .0458(5) Uani d . 1.00 . . C C32 .4541(4) -.2569(2) .2086(4) .0568(7) Uani d . 1.00 . . C C33 .4290(4) -.3338(2) .1909(5) .0651(8) Uani d . 1.00 . . C C34 .3065(4) -.3754(2) .0594(5) .0616(7) Uani d . 1.00 . . C C35 .2084(4) -.3415(2) -.0555(6) .0685(8) Uani d . 1.00 . . C C36 .2319(3) -.2642(2) -.0370(5) .0621(7) Uani d . 1.00 . . C H4 .175(4) .099(2) .411(5) .07450(10) Uiso d . 1.00 . . H H5 .392(4) .105(2) .125(5) .07310(10) Uiso d . 1.00 . . H H9A -.062(6) .066(2) .196(7) .1271(2) Uiso d . 1.00 . . H H9B -.168(6) -.020(3) .096(7) .1089(2) Uiso d . 1.00 . . H H10A .612(3) .090(2) .353(4) .05770(10) Uiso d . 1.00 . . H H10B .673(4) .024(2) .419(6) .07300(10) Uiso d . 1.00 . . H H13 .096(4) .312(2) .337(4) .05800(10) Uiso d . 1.00 . . H H16 .560(4) .336(2) .251(4) .05740(10) Uiso d . 1.00 . . H H20 -.136(4) -.127(2) .161(5) .06470(10) Uiso d . 1.00 . . H H21 .131(4) -.139(2) .400(5) .06310(10) Uiso d . 1.00 . . H H23 .205(5) -.252(2) .453(6) .0886(2) Uiso d . 1.00 . . H H24 .138(5) -.380(2) .415(6) .0895(2) Uiso d . 1.00 . . H H25 -.104(5) -.453(3) .269(7) .1077(2) Uiso d . 1.00 . . H H26 -.279(5) -.380(3) .134(6) .0922(2) Uiso d . 1.00 . . H H27 -.218(4) -.257(2) .152(6) .07970(10) Uiso d . 1.00 . . H H29 .568(3) -.106(2) .316(4) .04689(9) Uiso d . 1.00 . . H H30 .299(4) -.119(2) .029(4) .05500(10) Uiso d . 1.00 . . H H32 .546(5) -.224(2) .307(6) .0936(2) Uiso d . 1.00 . . H H33 .507(4) -.354(2) .271(5) .07760(10) Uiso d . 1.00 . . H H34 .290(4) -.432(2) .042(5) .07190(10) Uiso d . 1.00 . . H H35 .124(5) -.369(3) -.139(6) .1004(2) Uiso d . 1.00 . . H H36 .163(5) -.240(2) -.111(6) .0916(2) Uiso d . 1.00 . . 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 .0779(5) .0419(4) .0934(6) .0056(3) .0323(4) .0167(4) Cl2 .0800(5) .0435(4) .1031(6) .0307(4) .0310(5) .0147(4) O3 .0405(9) .0470(10) .0830(10) .0126(8) .0032(9) .0179(9) O4 .0425(9) .0413(10) .0640(10) .0079(8) .0015(8) .0198(8) O5 .0522(10) .0460(10) .0550(10) .0231(8) -.0041(8) -.0039(8) O6 .0413(9) .0456(10) .0760(10) .0169(8) -.0025(9) .0018(9) O7 .0406(9) .0439(10) .0620(10) .0065(7) .0018(8) .0113(8) O8 .0473(9) .0374(9) .0600(10) .0171(7) -.0012(8) .0002(7) N9 .0460(10) .064(2) .0610(10) .0060(10) -.0030(10) .0120(10) N10 .0510(10) .0400(10) .0590(10) .0168(10) -.0040(10) .0018(9) C11 .0420(10) .0350(10) .0470(10) .0125(9) .0089(9) .0081(9) C12 .0430(10) .0390(10) .0430(10) .0149(9) .0082(9) .0086(9) C13 .0490(10) .0440(10) .0530(10) .0190(10) .0150(10) .0110(10) C14 .0590(10) .0360(10) .0530(10) .0200(10) .0130(10) .0071(10) C15 .0560(10) .0380(10) .0510(10) .0090(10) .0140(10) .0110(10) C16 .0440(10) .0470(10) .0510(10) .0110(10) .0130(10) .0090(10) C17 .0420(10) .0390(10) .0410(10) .0132(9) .0069(9) .0073(9) C18 .0400(10) .0400(10) .0450(10) .0119(9) .0082(9) .0074(9) C19 .0420(10) .0520(10) .0430(10) .0040(10) .0098(10) .0080(10) C20 .0460(10) .059(2) .0500(10) -.0010(10) .0020(10) .0050(10) C21 .0430(10) .057(2) .0540(10) -.0010(10) .0100(10) .0020(10) C22 .0500(10) .056(2) .0470(10) .0010(10) .0130(10) .0030(10) C23 .053(2) .052(2) .080(2) .0040(10) .0160(10) -.0010(10) C24 .077(2) .064(2) .092(3) .022(2) .028(2) .007(2) C25 .101(3) .047(2) .073(2) .000(2) .030(2) -.0040(10) C26 .074(2) .068(2) .060(2) -.017(2) .007(2) -.001(2) C27 .059(2) .066(2) .056(2) -.0020(10) .0040(10) .0080(10) C28 .0460(10) .0390(10) .0440(10) .0176(10) .0100(10) .0040(9) C29 .0540(10) .0390(10) .0510(10) .0210(10) .0070(10) .0070(10) C30 .0510(10) .0410(10) .0500(10) .0200(10) .0100(10) .0090(10) C31 .0500(10) .0400(10) .0500(10) .0170(10) .0130(10) .0088(10) C32 .068(2) .0470(10) .0520(10) .0230(10) .0040(10) .0060(10) C33 .086(2) .049(2) .064(2) .034(2) .012(2) .0170(10) C34 .077(2) .0390(10) .075(2) .0160(10) .027(2) .0130(10) C35 .060(2) .044(2) .089(2) .0060(10) .006(2) .0030(10) C36 .0500(10) .049(2) .079(2) .0140(10) .0020(10) .0120(10) 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 C15 . . 1.720(3) yes Cl2 C14 . . 1.731(3) yes O3 C11 . . 1.204(3) yes O4 C11 . . 1.317(3) yes O4 H4 . . .83(4) no O5 C18 . . 1.307(3) yes O5 H5 . . .85(4) no O6 C18 . . 1.206(3) yes O7 C19 . . 1.252(3) yes O8 C28 . . 1.251(3) yes N9 C19 . . 1.331(4) yes N9 H9A . . 1.06(3) no N9 H9B . . .87(4) no N10 C28 . . 1.322(3) yes N10 H10A . . 1.01(4) no N10 H10B . . .78(4) no C11 C12 . . 1.494(3) no C12 C13 . . 1.388(4) no C12 C17 . . 1.402(4) no C13 C14 . . 1.380(4) no C13 H13 . . .94(4) no C14 C15 . . 1.395(4) no C15 C16 . . 1.391(4) no C16 C17 . . 1.378(4) no C16 H16 . . .93(4) no C17 C18 . . 1.507(4) no C19 C20 . . 1.482(4) yes C20 C21 . . 1.298(4) yes C20 H20 . . .89(3) no C21 C22 . . 1.481(4) no C21 H21 . . .94(3) no C22 C23 . . 1.389(5) no C22 C27 . . 1.391(4) no C23 C24 . . 1.386(5) no C23 H23 . . 1.01(4) no C24 C25 . . 1.376(5) no C24 H24 . . .89(5) no C25 C26 . . 1.366(6) no C25 H25 . . 1.06(5) no C26 C27 . . 1.390(5) no C26 H26 . . .97(4) no C27 H27 . . .90(4) no C28 C29 . . 1.481(4) yes C29 C30 . . 1.315(3) yes C29 H29 . . .99(3) no C30 C31 . . 1.464(4) no C30 H30 . . .97(3) no C31 C32 . . 1.394(4) no C31 C36 . . 1.386(3) no C32 C33 . . 1.386(4) no C32 H32 . . 1.04(4) no C33 C34 . . 1.376(4) no C33 H33 . . .97(4) no C34 C35 . . 1.369(5) no C34 H34 . . 1.02(4) no C35 C36 . . 1.395(4) no C35 H35 . . .92(4) no C36 H36 . . .94(5) no _cod_database_code 2011541