#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2004995.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2004995 loop_ _publ_author_name 'Feeder, N.' 'Jones, W.' _publ_section_title ; Four \w-Phthalimidoaliphatic Peracids ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1516 _journal_page_last 1520 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C12 H11 N O5' _chemical_formula_sum 'C12 H11 N O5' _chemical_formula_weight 249.22 _chemical_name_common '4-phthalimidoperbutanoic acid' _chemical_name_systematic ; 1,3-dihydro-1,3-dioxo-2H-isoindole-2-butaneperoxoic acid ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL _cell_angle_alpha 85.473(10) _cell_angle_beta 113.31(2) _cell_angle_gamma 105.37(2) _cell_formula_units_Z 2 _cell_length_a 7.968(2) _cell_length_b 8.463(2) _cell_length_c 9.4295(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 15 _cell_measurement_theta_min 10 _cell_volume 562.8(2) _computing_cell_refinement 'CAD-4 Software (SETANG)' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1995)' _computing_molecular_graphics TEXSAN _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 295(2) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0177 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3456 _diffrn_reflns_theta_max 29.97 _diffrn_reflns_theta_min 2.35 _diffrn_standards_decay_% '3%, correction applied' _diffrn_standards_interval_count 100 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.116 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.471 _exptl_crystal_density_method 'not measured' _exptl_crystal_description rod _exptl_crystal_F_000 260 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.411 _refine_diff_density_min -0.233 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.000 _refine_ls_goodness_of_fit_obs 1.088 _refine_ls_hydrogen_treatment refU _refine_ls_matrix_type full _refine_ls_number_parameters 168 _refine_ls_number_reflns 3228 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.025 _refine_ls_restrained_S_obs 1.088 _refine_ls_R_factor_all 0.0975 _refine_ls_R_factor_obs 0.0439 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ; calc w = 1/[\s^2^(F~o~^2^) + (0.0642P)^2^ + 0.1133P] where P = (F~o~^2^ + 2F~c~^2^)/3 ; _refine_ls_wR_factor_all 0.1378 _refine_ls_wR_factor_obs 0.1121 _reflns_number_observed 1980 _reflns_number_total 3271 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file ha1155.cif _[local]_cod_data_source_block II _cod_database_code 2004995 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 N1 0.0351(7) 0.0362(7) 0.0289(7) 0.0031(6) 0.0094(6) 0.0002(5) O7 0.0487(8) 0.0533(8) 0.0529(8) -0.0120(7) 0.0064(7) -0.0045(7) O8 0.0412(7) 0.0443(7) 0.0366(6) -0.0047(5) 0.0127(5) 0.0033(5) O120 0.0627(9) 0.0398(7) 0.0478(8) 0.0076(6) 0.0065(7) -0.0065(6) O121 0.0451(7) 0.0396(6) 0.0434(7) 0.0106(5) 0.0012(5) -0.0030(5) O122 0.0528(8) 0.0478(8) 0.0548(8) 0.0207(6) 0.0030(6) 0.0018(6) C1 0.0343(8) 0.0319(7) 0.0329(8) 0.0082(6) 0.0136(6) 0.0034(6) C2 0.0458(10) 0.0417(9) 0.0342(8) 0.0099(8) 0.0143(7) 0.0003(7) C3 0.0605(12) 0.0557(11) 0.0341(9) 0.0221(10) 0.0209(9) 0.0078(8) C4 0.0621(13) 0.0536(11) 0.0464(10) 0.0246(10) 0.0318(10) 0.0198(9) C5 0.0440(10) 0.0408(9) 0.0548(11) 0.0112(8) 0.0245(9) 0.0137(8) C6 0.0332(8) 0.0340(8) 0.0376(8) 0.0093(6) 0.0128(7) 0.0059(6) C7 0.0353(9) 0.0356(8) 0.0400(9) 0.0041(7) 0.0110(7) 0.0019(7) C8 0.0334(8) 0.0328(8) 0.0305(7) 0.0070(6) 0.0103(6) 0.0029(6) C9 0.0405(9) 0.0434(9) 0.0281(8) 0.0092(7) 0.0098(7) -0.0009(7) C10 0.0435(10) 0.0450(9) 0.0333(8) 0.0121(8) 0.0157(7) 0.0046(7) C11 0.0385(9) 0.0392(8) 0.0344(8) 0.0062(7) 0.0141(7) 0.0019(7) C12 0.0342(8) 0.0358(8) 0.0332(8) 0.0007(6) 0.0135(7) 0.0015(6) 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_type_symbol N1 0.3329(2) 0.1899(2) 0.25571(15) 0.0356(3) Uani d . 1 N O7 0.0764(2) -0.0320(2) 0.2142(2) 0.0608(4) Uani d . 1 O O8 0.5945(2) 0.40087(15) 0.36936(14) 0.0449(3) Uani d . 1 O O120 0.1664(2) 0.6657(2) -0.1408(2) 0.0556(4) Uani d . 1 O O121 -0.0196(2) 0.4812(2) -0.33407(15) 0.0477(3) Uani d . 1 O O122 -0.1174(2) 0.6093(2) -0.4016(2) 0.0560(4) Uani d . 1 O C1 0.4492(2) 0.2078(2) 0.5202(2) 0.0331(3) Uani d . 1 C C2 0.5553(3) 0.2478(2) 0.6742(2) 0.0412(4) Uani d . 1 C H2 0.6621(3) 0.3357(2) 0.7058(2) 0.062(3) Uiso calc R 1 H C3 0.4968(3) 0.1519(3) 0.7807(2) 0.0482(5) Uani d . 1 C H3 0.5654(3) 0.1762(3) 0.8857(2) 0.062(3) Uiso calc R 1 H C4 0.3387(3) 0.0211(2) 0.7335(2) 0.0497(5) Uani d . 1 C H4 0.3023(3) -0.0404(2) 0.8075(2) 0.062(3) Uiso calc R 1 H C5 0.2326(3) -0.0207(2) 0.5781(2) 0.0455(4) Uani d . 1 C H5 0.1269(3) -0.1096(2) 0.5465(2) 0.062(3) Uiso calc R 1 H C6 0.2909(2) 0.0753(2) 0.4727(2) 0.0354(4) Uani d . 1 C C7 0.2123(2) 0.0633(2) 0.3012(2) 0.0393(4) Uani d . 1 C C8 0.4751(2) 0.2826(2) 0.3799(2) 0.0333(3) Uani d . 1 C C9 0.3121(3) 0.2199(2) 0.0961(2) 0.0387(4) Uani d . 1 C H9A 0.2389(3) 0.1200(2) 0.0344(2) 0.044(4) Uiso calc R 1 H H9B 0.4361(3) 0.2484(2) 0.0916(2) 0.044(4) Uiso calc R 1 H C10 0.2160(3) 0.3559(2) 0.0275(2) 0.0404(4) Uani d . 1 C H10A 0.2816(3) 0.4532(2) 0.0943(2) 0.058(5) Uiso calc R 1 H H10B 0.0870(3) 0.3228(2) 0.0213(2) 0.058(5) Uiso calc R 1 H C11 0.2149(2) 0.3957(2) -0.1323(2) 0.0382(4) Uani d . 1 C H11A 0.3437(2) 0.4263(2) -0.1266(2) 0.050(4) Uiso calc R 1 H H11B 0.1466(2) 0.2991(2) -0.1998(2) 0.050(4) Uiso calc R 1 H C12 0.1236(2) 0.5332(2) -0.1986(2) 0.0360(4) Uani d . 1 C loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C8 N1 C7 112.07(13) no C8 N1 C9 123.65(14) no C7 N1 C9 124.28(14) no C12 O121 O122 110.73(13) no C2 C1 C6 121.43(15) no C2 C1 C8 130.7(2) no C6 C1 C8 107.89(14) no C1 C2 C3 117.4(2) no C4 C3 C2 121.1(2) no C3 C4 C5 121.5(2) no C6 C5 C4 117.1(2) no C5 C6 C1 121.4(2) no C5 C6 C7 130.7(2) no C1 C6 C7 107.94(14) no O7 C7 N1 124.6(2) no O7 C7 C6 129.7(2) no N1 C7 C6 105.67(13) no O8 C8 N1 124.19(14) no O8 C8 C1 129.40(15) no N1 C8 C1 106.41(13) no N1 C9 C10 112.58(14) no C9 C10 C11 111.17(14) no C12 C11 C10 111.08(14) no O120 C12 O121 124.9(2) no O120 C12 C11 126.6(2) no O121 C12 C11 108.47(14) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N1 C8 1.377(2) no N1 C7 1.401(2) no N1 C9 1.457(2) no O7 C7 1.198(2) no O8 C8 1.213(2) no O120 C12 1.190(2) no O121 C12 1.340(2) no O121 O122 1.461(2) no C1 C2 1.376(2) no C1 C6 1.390(2) no C1 C8 1.486(2) no C2 C3 1.387(3) no C3 C4 1.380(3) no C4 C5 1.390(3) no C5 C6 1.379(2) no C6 C7 1.486(2) no C9 C10 1.512(2) no C10 C11 1.515(2) no C11 C12 1.500(2) no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag O122 O8 2.753(2) 1_454 no O8 O122 2.753(2) 1_656 no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag C6 C1 C2 C3 -0.9(3) no C8 C1 C2 C3 -178.8(2) no C1 C2 C3 C4 0.3(3) no C2 C3 C4 C5 0.5(3) no C3 C4 C5 C6 -0.7(3) no C4 C5 C6 C1 0.1(3) no C4 C5 C6 C7 179.1(2) no C2 C1 C6 C5 0.7(3) no C8 C1 C6 C5 179.0(2) no C2 C1 C6 C7 -178.6(2) no C8 C1 C6 C7 -0.2(2) no C8 N1 C7 O7 178.7(2) no C9 N1 C7 O7 -1.8(3) no C8 N1 C7 C6 -1.8(2) no C9 N1 C7 C6 177.74(15) no C5 C6 C7 O7 1.6(3) no C1 C6 C7 O7 -179.3(2) no C5 C6 C7 N1 -177.9(2) no C1 C6 C7 N1 1.2(2) no C7 N1 C8 O8 -178.5(2) no C9 N1 C8 O8 2.0(3) no C7 N1 C8 C1 1.6(2) no C9 N1 C8 C1 -177.86(15) no C2 C1 C8 O8 -2.5(3) no C6 C1 C8 O8 179.4(2) no C2 C1 C8 N1 177.3(2) no C6 C1 C8 N1 -0.8(2) no C8 N1 C9 C10 -81.2(2) no C7 N1 C9 C10 99.4(2) no N1 C9 C10 C11 174.14(14) no C9 C10 C11 C12 -178.66(14) no O122 O121 C12 O120 -0.3(2) no O122 O121 C12 C11 178.24(13) no C10 C11 C12 O120 55.1(2) no C10 C11 C12 O121 -123.4(2) no