#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006077.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_2006077 _journal_name_full 'Acta Crystallographica' _journal_year 1997 _journal_volume C53 _journal_page_first 521 _journal_page_last 522 _publ_section_title ; 4-(1,7,8,9,10,10-Hexachloro-3,5-dioxo-4-azatricyclo[5.2.1.0^2,6^]dec-8-en-4- yl)butyric Acid Toluene Solvate ; _chemical_formula_moiety 'C13 H9 Cl6 N O4,C7 H8' _chemical_formula_sum 'C20 H17 Cl6 N O4' _chemical_formula_structural 'C13 H9 Cl6 N O4 * C7 H8' _chemical_formula_weight 547.88 _symmetry_cell_setting triclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _symmetry_space_group_name_H-M 'P -1' _cell_length_a 8.766(2) _cell_length_b 10.759(2) _cell_length_c 13.158(2) _cell_angle_alpha 105.084(11) _cell_angle_beta 104.568(12) _cell_angle_gamma 97.278(10) _cell_volume 1134.9(3) _cell_formula_units_Z 2 _exptl_crystal_density_diffrn 1.604 _cell_measurement_temperature 298 _refine_ls_R_factor_obs 0.0337 _refine_ls_wR_factor_obs 0.1090 loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv C1 1 0.8847(3) 0.8765(2) 0.3586(2) 0.0196(4) C2 1 0.7935(3) 0.7902(2) 0.2443(2) 0.0203(4) C3 1 0.6500(2) 0.6894(2) 0.2372(2) 0.0194(4) C4 1 0.7047(2) 0.5812(2) 0.2845(2) 0.0187(4) C5 1 0.4837(2) 0.5007(2) 0.3539(2) 0.0160(4) C6 1 0.3471(2) 0.3819(2) 0.3185(2) 0.0144(3) C7 1 0.1778(2) 0.4166(2) 0.2895(2) 0.0147(4) C8 1 0.1795(2) 0.5052(2) 0.2150(2) 0.0154(4) C9 1 0.1884(2) 0.4317(2) 0.1195(2) 0.0146(3) C10 1 0.1899(2) 0.2931(2) 0.1256(2) 0.0139(3) C11 1 0.3553(2) 0.2970(2) 0.2063(2) 0.0142(3) C12 1 0.4980(2) 0.3713(2) 0.1855(2) 0.0159(4) C13 1 0.0781(2) 0.2866(2) 0.2003(2) 0.0145(3) C14 1 0.4809(3) -0.0058(2) 0.2192(2) 0.0246(4) C15 1 0.6269(3) 0.0774(2) 0.2376(2) 0.0258(4) C16 1 0.7033(3) 0.1705(2) 0.3385(2) 0.0309(5) C17 1 0.6348(3) 0.1827(3) 0.4239(2) 0.0329(5) C18 1 0.4896(3) 0.1009(3) 0.4073(2) 0.0315(5) C19 1 0.4139(3) 0.0066(2) 0.3056(2) 0.0278(5) C20 1 0.3938(4) -0.1032(3) 0.1080(3) 0.0412(7) H1O 1 1.0643(44) 0.9900(36) 0.4305(31) 0.046(10) H2A 1 0.7608(34) 0.8489(28) 0.2046(23) 0.022(6) H2B 1 0.8724(38) 0.7480(30) 0.2105(25) 0.032(8) H3A 1 0.5918(35) 0.6489(28) 0.1622(24) 0.025(7) H3B 1 0.5867(37) 0.7320(30) 0.2773(25) 0.030(7) H4A 1 0.7686(35) 0.6167(28) 0.3641(24) 0.027(7) H4B 1 0.7724(29) 0.5330(23) 0.2437(19) 0.010(5) H6A 1 0.3564(33) 0.3407(27) 0.3731(22) 0.022(6) H11A 1 0.3692(32) 0.2094(26) 0.2066(21) 0.018(6) H15 1 0.6643(33) 0.0650(26) 0.1760(23) 0.021(6) H16 1 0.8076(41) 0.2289(32) 0.3517(26) 0.037(8) H17 1 0.6824(42) 0.2498(34) 0.4932(28) 0.043(9) H18 1 0.4481(43) 0.1076(34) 0.4659(29) 0.044(9) H19 1 0.3182(41) -0.0478(33) 0.2973(27) 0.038(8) H20A 1 0.4632(73) -0.1112(56) 0.0661(47) 0.103(19) H20B 1 0.3478(72) -0.1823(60) 0.1120(46) 0.104(18) H20C 1 0.3323(81) -0.0552(65) 0.0725(53) 0.124(22) Cl1 1 0.10378(6) 0.47231(5) 0.40131(4) 0.02201(12) Cl2 1 0.13118(6) 0.16665(5) 0.00015(4) 0.02131(12) Cl3 1 0.07656(6) 0.14816(5) 0.24837(4) 0.01905(12) Cl4 1 0.18720(6) 0.66898(5) 0.25787(4) 0.02307(13) Cl5 1 -0.12197(5) 0.29475(5) 0.13998(4) 0.01911(12) Cl6 1 0.21378(6) 0.48343(5) 0.01197(4) 0.02226(13) N 1 0.5671(2) 0.4825(2) 0.27590(14) 0.0169(3) O1 1 0.8315(2) 0.8877(2) 0.43729(14) 0.0286(4) O2 1 1.0278(2) 0.9405(2) 0.36525(14) 0.0262(3) O3 1 0.5162(2) 0.59639(14) 0.43320(12) 0.0207(3) O4 1 0.5435(2) 0.3425(2) 0.10472(13) 0.0217(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance C1 O1 . 1.224(3) C1 O2 . 1.322(3) C1 C2 . 1.498(3) C2 C3 . 1.519(3) C3 C4 . 1.531(3) C4 N . 1.463(2) C5 O3 . 1.203(2) C5 N . 1.391(3) C5 C6 . 1.519(3) C6 C11 . 1.545(3) C6 C7 . 1.555(3) C7 C8 . 1.536(3) C7 C13 . 1.555(3) C7 Cl1 . 1.750(2) C8 C9 . 1.325(3) C8 Cl4 . 1.692(2) C9 C10 . 1.515(3) C9 Cl6 . 1.703(2) C10 C11 . 1.555(3) C10 C13 . 1.561(3) C10 Cl2 . 1.751(2) C11 C12 . 1.520(3) C12 O4 . 1.207(3) C12 N . 1.388(2) C13 Cl5 . 1.758(2) C13 Cl3 . 1.763(2) C14 C19 . 1.390(4) C14 C15 . 1.392(3) C14 C20 . 1.504(3) C15 C16 . 1.381(4) C16 C17 . 1.386(4) C17 C18 . 1.386(4) C18 C19 . 1.392(4) loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_22 _atom_site_aniso_U_23 _atom_site_aniso_U_33 C1 0.0214(10) 0.0014(7) 0.0099(8) 0.0151(9) 0.0069(8) 0.0240(10) C2 0.0206(10) 0.0031(8) 0.0091(8) 0.0187(9) 0.0065(8) 0.0228(10) C3 0.0159(9) 0.0024(7) 0.0058(8) 0.0186(9) 0.0038(8) 0.0221(10) C4 0.0123(8) 0.0004(7) 0.0048(8) 0.0164(9) 0.0059(8) 0.0259(10) C5 0.0132(8) 0.0026(7) 0.0019(7) 0.0168(9) 0.0057(7) 0.0167(9) C6 0.0127(8) 0.0025(7) 0.0030(7) 0.0153(8) 0.0049(7) 0.0148(9) C7 0.0136(8) 0.0028(7) 0.0067(7) 0.0152(8) 0.0029(7) 0.0155(9) C8 0.0112(8) 0.0021(6) 0.0032(7) 0.0135(8) 0.0052(7) 0.0206(9) C9 0.0131(8) 0.0017(7) 0.0030(7) 0.0162(9) 0.0097(7) 0.0161(9) C10 0.0136(8) 0.0009(6) 0.0032(7) 0.0127(8) 0.0026(7) 0.0135(8) C11 0.0122(8) 0.0031(7) 0.0037(7) 0.0148(8) 0.0053(7) 0.0158(9) C12 0.0113(8) 0.0037(7) 0.0034(7) 0.0145(8) 0.0056(7) 0.0215(9) C13 0.0113(8) 0.0014(7) 0.0031(7) 0.0151(8) 0.0065(7) 0.0170(9) C14 0.0253(11) 0.0071(8) 0.0015(9) 0.0179(10) 0.0050(8) 0.0268(11) C15 0.0260(11) 0.0082(9) 0.0147(9) 0.0231(11) 0.0085(9) 0.0326(12) C16 0.0214(11) 0.0028(9) 0.0075(10) 0.0258(11) 0.0046(10) 0.0407(14) C17 0.0337(13) 0.0078(10) 0.0038(10) 0.0268(12) -0.0017(10) 0.0294(12) C18 0.0391(13) 0.0146(10) 0.0206(11) 0.0303(12) 0.0128(10) 0.0346(13) C19 0.0239(11) 0.0057(8) 0.0126(10) 0.0199(10) 0.0128(9) 0.0435(14) C20 0.046(2) 0.0052(12) -0.0030(12) 0.0287(13) -0.0006(11) 0.0336(14) Cl1 0.0213(2) 0.0052(2) 0.0110(2) 0.0260(3) 0.0029(2) 0.0193(2) Cl2 0.0231(2) -0.0004(2) 0.0043(2) 0.0188(2) -0.0011(2) 0.0160(2) Cl3 0.0173(2) 0.0015(2) 0.0070(2) 0.0170(2) 0.0105(2) 0.0250(2) Cl4 0.0262(3) 0.0061(2) 0.0060(2) 0.0139(2) 0.0045(2) 0.0275(3) Cl5 0.0107(2) 0.0016(2) 0.0026(2) 0.0217(2) 0.0077(2) 0.0236(2) Cl6 0.0263(3) 0.0039(2) 0.0074(2) 0.0241(3) 0.0111(2) 0.0190(2) N 0.0129(7) 0.0007(6) 0.0040(6) 0.0163(8) 0.0038(6) 0.0196(8) O1 0.0296(8) -0.0066(7) 0.0155(7) 0.0267(8) 0.0010(6) 0.0259(8) O2 0.0244(8) -0.0060(6) 0.0123(7) 0.0251(8) 0.0017(7) 0.0253(8) O3 0.0216(7) 0.0012(6) 0.0028(6) 0.0194(7) 0.0024(6) 0.0167(7) O4 0.0177(7) 0.0041(6) 0.0108(6) 0.0246(7) 0.0040(6) 0.0233(7)