#------------------------------------------------------------------------------ #$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/38/2013821.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_2013821 loop_ _publ_author_name 'Ray, Jayanta Kumar' 'Haldar, Pranab' 'Canle L., M.' 'Santaballa, J. A.' 'Mah\'ia, Jose' _publ_section_title ; Diethyl 1-(4-fluorophenyl)-3-(2-furyl)-5-oxopyrrolidine-2,2-dicarboxylate and diethyl 1-(3,4-dichlorophenyl)-3-(2-furyl)-5-oxopyrrolidine-2,2-dicarboxylate ; _journal_name_full 'Acta Crystallographica, Section C' _journal_page_first o163 _journal_page_last o165 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C20 H20 F N O6' _chemical_formula_moiety 'C20 H20 F N O6' _chemical_formula_sum 'C20 H20 F N O6' _chemical_formula_weight 389.37 _chemical_melting_point .355E-305 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _cell_angle_alpha 90.305(6) _cell_angle_beta 105.358(6) _cell_angle_gamma 112.405(5) _cell_formula_units_Z 2 _cell_length_a 9.582(3) _cell_length_b 10.157(3) _cell_length_c 11.384(4) _cell_measurement_temperature 293(2) _cell_volume 980.6(5) _diffrn_ambient_temperature 293(2) _exptl_crystal_density_diffrn 1.319 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius ; _cod_database_code 2013821 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 F1 0.4839(2) 1.69158(16) 0.20331(17) 0.1212(7) Uani d . 1 . . F O1 -0.12609(16) 1.21079(14) 0.23505(15) 0.0643(4) Uani d . 1 . . O O2 -0.03167(19) 0.66550(14) 0.19518(14) 0.0675(4) Uani d . 1 . . O O3 0.19164(17) 1.07698(14) 0.46584(11) 0.0557(4) Uani d . 1 . . O O4 0.25249(14) 0.90995(13) 0.38829(10) 0.0454(3) Uani d . 1 . . O O5 0.15804(16) 0.95687(17) 0.05851(12) 0.0655(4) Uani d . 1 . . O O6 0.36412(14) 1.08679(15) 0.21550(11) 0.0539(3) Uani d . 1 . . O N1 0.07687(15) 1.14449(13) 0.23426(12) 0.0355(3) Uani d . 1 . . N C1 -0.0740(2) 1.11918(18) 0.23530(16) 0.0420(4) Uani d . 1 . . C C2 -0.1583(2) 0.96201(17) 0.24003(17) 0.0436(4) Uani d . 1 . . C H2A -0.2632 0.9252 0.1825 0.052 Uiso calc R 1 . . H H2B -0.1671 0.9436 0.3219 0.052 Uiso calc R 1 . . H C3 -0.05662(18) 0.89350(16) 0.20475(15) 0.0360(4) Uani d . 1 . . C H3A -0.0886 0.8751 0.1150 0.043 Uiso calc R 1 . . H C4 0.11306(17) 1.01679(16) 0.24659(13) 0.0324(3) Uani d . 1 . . C C5 0.18628(19) 1.28553(16) 0.22720(15) 0.0382(4) Uani d . 1 . . C C6 0.3174(2) 1.35984(19) 0.32375(18) 0.0533(5) Uani d . 1 . . C H6A 0.3374 1.3182 0.3955 0.064 Uiso calc R 1 . . H C7 0.4195(3) 1.4963(2) 0.3143(2) 0.0683(6) Uani d . 1 . . C H7A 0.5099 1.5463 0.3783 0.082 Uiso calc R 1 . . H C8 0.3852(3) 1.5555(2) 0.2103(2) 0.0751(7) Uani d . 1 . . C C9 0.2567(3) 1.4849(2) 0.1131(2) 0.0812(7) Uani d . 1 . . C H9A 0.2367 1.5284 0.0425 0.097 Uiso calc R 1 . . H C10 0.1561(2) 1.3470(2) 0.12134(18) 0.0572(5) Uani d . 1 . . C H10A 0.0686 1.2962 0.0555 0.069 Uiso calc R 1 . . H C11 -0.0740(2) 0.75493(17) 0.25436(17) 0.0436(4) Uani d . 1 . . C C12 -0.1202(3) 0.6984(2) 0.3499(2) 0.0684(6) Uani d . 1 . . C H12A -0.1533 0.7387 0.4052 0.082 Uiso calc R 1 . . H C13 -0.1077(3) 0.5610(3) 0.3490(3) 0.0880(9) Uani d . 1 . . C H13A -0.1325 0.4943 0.4039 0.106 Uiso calc R 1 . . H C14 -0.0549(3) 0.5479(2) 0.2565(3) 0.0841(8) Uani d . 1 . . C H14A -0.0359 0.4690 0.2356 0.101 Uiso calc R 1 . . H C15 0.19318(18) 1.00859(17) 0.38058(14) 0.0367(4) Uani d . 1 . . C C16 0.3037(2) 0.8702(2) 0.51026(17) 0.0565(5) Uani d . 1 . . C H16A 0.2171 0.8367 0.5464 0.068 Uiso calc R 1 . . H H16B 0.3891 0.9520 0.5635 0.068 Uiso calc R 1 . . H C17 0.3578(3) 0.7535(2) 0.4944(2) 0.0700(6) Uani d . 1 . . C H17A 0.3897 0.7219 0.5725 0.105 Uiso calc R 1 . . H H17B 0.4455 0.7889 0.4608 0.105 Uiso calc R 1 . . H H17C 0.2732 0.6745 0.4395 0.105 Uiso calc R 1 . . H C18 0.21248(19) 1.01333(18) 0.16132(15) 0.0382(4) Uani d . 1 . . C C19 0.4739(3) 1.1002(3) 0.1436(2) 0.0738(7) Uani d . 1 . . C H19A 0.5700 1.0964 0.1959 0.089 Uiso calc R 1 . . H H19B 0.4271 1.0208 0.0786 0.089 Uiso calc R 1 . . H C20 0.5115(3) 1.2358(3) 0.0902(3) 0.0996(9) Uani d . 1 . . C H20A 0.5834 1.2431 0.0433 0.149 Uiso calc R 1 . . H H20B 0.5592 1.3143 0.1547 0.149 Uiso calc R 1 . . H H20C 0.4165 1.2390 0.0377 0.149 Uiso calc R 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 F1 0.1137(13) 0.0608(9) 0.1225(13) -0.0275(9) 0.0205(10) 0.0290(8) O1 0.0553(8) 0.0426(7) 0.1133(12) 0.0296(7) 0.0382(8) 0.0200(7) O2 0.0892(11) 0.0470(8) 0.0707(9) 0.0375(8) 0.0142(8) 0.0005(7) O3 0.0799(9) 0.0605(8) 0.0369(7) 0.0364(7) 0.0205(6) 0.0065(6) O4 0.0527(7) 0.0531(7) 0.0397(6) 0.0320(6) 0.0116(5) 0.0128(5) O5 0.0571(8) 0.0914(11) 0.0423(8) 0.0225(8) 0.0162(6) -0.0084(7) O6 0.0384(7) 0.0739(9) 0.0492(7) 0.0172(6) 0.0200(5) 0.0032(6) N1 0.0339(7) 0.0296(7) 0.0453(8) 0.0136(6) 0.0133(6) 0.0078(5) C1 0.0396(9) 0.0384(9) 0.0542(10) 0.0185(8) 0.0187(7) 0.0103(7) C2 0.0368(9) 0.0368(9) 0.0611(11) 0.0148(7) 0.0199(8) 0.0113(8) C3 0.0364(8) 0.0327(8) 0.0385(8) 0.0134(7) 0.0103(7) 0.0058(6) C4 0.0345(8) 0.0315(8) 0.0341(8) 0.0154(6) 0.0112(6) 0.0058(6) C5 0.0387(9) 0.0303(8) 0.0457(9) 0.0121(7) 0.0150(7) 0.0050(7) C6 0.0512(11) 0.0429(10) 0.0529(11) 0.0109(9) 0.0058(9) 0.0057(8) C7 0.0570(12) 0.0464(12) 0.0711(14) -0.0014(10) 0.0030(10) 0.0000(10) C8 0.0718(15) 0.0437(12) 0.0807(16) -0.0078(11) 0.0211(12) 0.0152(11) C9 0.0887(17) 0.0573(13) 0.0648(14) -0.0008(12) 0.0140(12) 0.0280(11) C10 0.0578(12) 0.0465(11) 0.0487(11) 0.0049(9) 0.0093(9) 0.0117(8) C11 0.0420(9) 0.0316(8) 0.0552(10) 0.0143(7) 0.0112(8) 0.0047(7) C12 0.0696(14) 0.0619(13) 0.0930(16) 0.0321(11) 0.0449(12) 0.0403(12) C13 0.0740(16) 0.0572(14) 0.132(2) 0.0217(13) 0.0348(16) 0.0571(16) C14 0.0899(19) 0.0357(11) 0.116(2) 0.0276(12) 0.0084(16) 0.0114(13) C15 0.0372(8) 0.0375(8) 0.0370(8) 0.0146(7) 0.0133(7) 0.0072(7) C16 0.0600(12) 0.0640(12) 0.0456(10) 0.0289(10) 0.0087(9) 0.0230(9) C17 0.0666(14) 0.0617(13) 0.0828(15) 0.0338(11) 0.0103(11) 0.0288(11) C18 0.0416(9) 0.0430(9) 0.0366(9) 0.0221(8) 0.0138(7) 0.0090(7) C19 0.0488(12) 0.113(2) 0.0690(14) 0.0309(13) 0.0345(11) 0.0125(13) C20 0.0822(18) 0.120(2) 0.093(2) 0.0182(17) 0.0523(16) 0.0333(17) 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 F1 C8 . 1.362(2) ? O1 C1 . 1.2120(19) ? O2 C14 . 1.361(3) ? O2 C11 . 1.365(2) ? O3 C15 . 1.1970(19) ? O4 C15 . 1.3203(19) ? O4 C16 . 1.459(2) ? O5 C18 . 1.188(2) ? O6 C18 . 1.320(2) ? O6 C19 . 1.464(2) ? N1 C1 . 1.371(2) ? N1 C5 . 1.435(2) ? N1 C4 . 1.4635(19) ? C1 C2 . 1.498(2) ? C2 C3 . 1.522(2) ? C2 H2A . 0.9700 ? C2 H2B . 0.9700 ? C3 C11 . 1.486(2) ? C3 C4 . 1.572(2) ? C3 H3A . 0.9800 ? C4 C15 . 1.534(2) ? C4 C18 . 1.538(2) ? C5 C10 . 1.373(2) ? C5 C6 . 1.376(2) ? C6 C7 . 1.383(3) ? C6 H6A . 0.9300 ? C7 C8 . 1.351(3) yes C7 H7A . 0.9300 ? C8 C9 . 1.361(3) yes C9 C10 . 1.386(3) ? C9 H9A . 0.9300 ? C10 H10A . 0.9300 ? C11 C12 . 1.333(3) yes C12 C13 . 1.446(3) ? C12 H12A . 0.9300 ? C13 C14 . 1.309(4) yes C13 H13A . 0.9300 ? C14 H14A . 0.9300 ? C16 C17 . 1.491(3) ? C16 H16A . 0.9700 ? C16 H16B . 0.9700 ? C17 H17A . 0.9600 ? C17 H17B . 0.9600 ? C17 H17C . 0.9600 ? C19 C20 . 1.463(4) yes C19 H19A . 0.9700 ? C19 H19B . 0.9700 ? C20 H20A . 0.9600 ? C20 H20B . 0.9600 ? C20 H20C . 0.9600 ?