#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/49/2004997.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_2004997 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 'C14 H15 N O5' _chemical_formula_sum 'C14 H15 N O5' _chemical_formula_weight 277.27 _chemical_name_common '6-phthalimidoperhexanoic acid' _chemical_name_systematic ; 1,3-dihydro-1,3-dioxo-2H-isoindole-2-hexaneperoxoic acid ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.16(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 19.028(5) _cell_length_b 4.5724(10) _cell_length_c 15.517(6) _cell_measurement_reflns_used 25 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 13 _cell_measurement_theta_min 8 _cell_volume 1350.0(7) _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 0.0370 _diffrn_reflns_av_sigmaI/netI 0.1547 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2496 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_min 2.14 _diffrn_standards_decay_% '3%, correction applied' _diffrn_standards_interval_count 100 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.104 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.364 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 584 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.262 _refine_diff_density_min -0.195 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.914 _refine_ls_goodness_of_fit_obs 1.113 _refine_ls_hydrogen_treatment refU _refine_ls_matrix_type full _refine_ls_number_parameters 187 _refine_ls_number_reflns 2335 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.957 _refine_ls_restrained_S_obs 1.113 _refine_ls_R_factor_all 0.2140 _refine_ls_R_factor_obs 0.0497 _refine_ls_shift/esd_max 0.004 _refine_ls_shift/esd_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ; calc w = 1/[\s^2^(F~o~^2^) + (0.0607P)^2^] where P = (F~o~^2^ + 2F~c~^2^)/3 ; _refine_ls_wR_factor_all 0.1600 _refine_ls_wR_factor_obs 0.1055 _reflns_number_observed 885 _reflns_number_total 2391 _reflns_observed_criterion I>2sigma(I) _[local]_cod_data_source_file ha1155.cif _[local]_cod_data_source_block IV _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_database_code 2004997 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_type_symbol N1 1 0.2001(2) 0.1213(8) 0.7388(2) 0.0450(9) Uani d . N O7 1 0.1195(2) 0.2973(8) 0.8371(2) 0.0710(11) Uani d . O O8 1 0.2579(2) 0.0208(8) 0.6127(2) 0.0850(12) Uani d . O O140 1 0.47793(15) 0.2644(8) 1.1141(2) 0.0631(10) Uani d . O O141 1 0.41745(14) -0.0443(7) 1.1994(2) 0.0585(9) Uani d . O O142 1 0.45308(15) 0.1065(7) 1.2702(2) 0.0658(10) Uani d . O C1 1 0.1582(2) 0.3553(10) 0.6183(2) 0.0453(11) Uani d . C C2 1 0.1456(2) 0.4564(12) 0.5364(3) 0.0659(15) Uani d . C H2 1 0.1731(2) 0.3967(12) 0.4902(3) 0.082(8) Uiso calc R H C3 1 0.0905(3) 0.6499(12) 0.5248(3) 0.073(2) Uani d . C H3 1 0.0814(3) 0.7247(12) 0.4702(3) 0.082(8) Uiso calc R H C4 1 0.0491(2) 0.7328(12) 0.5924(3) 0.0685(14) Uani d . C H4 1 0.0124(2) 0.8635(12) 0.5830(3) 0.082(8) Uiso calc R H C5 1 0.0609(2) 0.6259(11) 0.6745(3) 0.0588(13) Uani d . C H5 1 0.0322(2) 0.6789(11) 0.7204(3) 0.082(8) Uiso calc R H C6 1 0.1165(2) 0.4383(10) 0.6857(2) 0.0438(12) Uani d . C C7 1 0.1425(2) 0.2853(11) 0.7638(3) 0.0488(12) Uani d . C C8 1 0.2124(2) 0.1486(11) 0.6512(3) 0.0525(13) Uani d . C C9 1 0.2412(2) -0.0620(10) 0.7971(3) 0.0541(13) Uani d . C H9A 1 0.2670(2) -0.2049(10) 0.7635(3) 0.044(8) Uiso calc R H H9B 1 0.2094(2) -0.1676(10) 0.8347(3) 0.044(8) Uiso calc R H C10 1 0.2923(2) 0.1105(10) 0.8514(2) 0.0495(12) Uani d . C H10A 1 0.2671(2) 0.2629(10) 0.8820(2) 0.068(10) Uiso calc R H H10B 1 0.3265(2) 0.2038(10) 0.8142(2) 0.068(10) Uiso calc R H C11 1 0.3303(2) -0.0827(10) 0.9161(2) 0.0491(12) Uani d . C H11A 1 0.3613(2) -0.2148(10) 0.8854(2) 0.074(11) Uiso calc R H H11B 1 0.2960(2) -0.2001(10) 0.9467(2) 0.074(11) Uiso calc R H C12 1 0.3732(2) 0.0931(10) 0.9809(2) 0.0499(12) Uani d . C H12A 1 0.4120(2) 0.1875(10) 0.9516(2) 0.067(10) Uiso calc R H H12B 1 0.3438(2) 0.2444(10) 1.0059(2) 0.067(10) Uiso calc R H C13 1 0.4015(2) -0.1016(11) 1.0521(2) 0.0534(13) Uani d . C H13A 1 0.3631(2) -0.2137(11) 1.0763(2) 0.090(12) Uiso calc R H H13B 1 0.4348(2) -0.2388(11) 1.0275(2) 0.090(12) Uiso calc R H C14 1 0.4371(2) 0.0659(11) 1.1229(3) 0.0487(12) Uani d . C 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 0.044(2) 0.050(3) 0.042(2) 0.001(2) -0.012(2) 0.001(2) O7 0.074(2) 0.092(3) 0.047(2) 0.010(2) 0.005(2) 0.010(2) O8 0.083(2) 0.106(3) 0.067(2) 0.040(2) 0.010(2) -0.006(2) O140 0.071(2) 0.064(2) 0.054(2) -0.020(2) -0.011(2) 0.001(2) O141 0.064(2) 0.063(2) 0.048(2) -0.006(2) -0.0087(14) 0.008(2) O142 0.081(2) 0.073(3) 0.043(2) 0.002(2) -0.0159(15) -0.006(2) C1 0.047(2) 0.048(3) 0.041(2) -0.001(2) -0.008(2) 0.001(2) C2 0.074(3) 0.081(4) 0.043(3) 0.004(3) -0.004(2) 0.010(3) C3 0.077(3) 0.081(4) 0.060(3) 0.005(3) -0.019(3) 0.017(3) C4 0.059(3) 0.069(4) 0.077(4) 0.008(3) -0.011(3) 0.014(3) C5 0.050(3) 0.059(4) 0.067(3) 0.000(3) -0.003(2) -0.005(3) C6 0.039(2) 0.052(3) 0.041(2) -0.008(2) -0.008(2) -0.002(2) C7 0.044(2) 0.061(4) 0.042(3) -0.007(3) -0.007(2) 0.000(2) C8 0.053(3) 0.059(4) 0.045(3) -0.001(3) -0.002(2) -0.008(3) C9 0.057(3) 0.050(3) 0.055(3) -0.002(3) -0.016(2) 0.006(3) C10 0.051(2) 0.047(3) 0.050(2) -0.006(3) -0.014(2) 0.008(2) C11 0.052(3) 0.042(3) 0.054(2) 0.005(2) -0.016(2) -0.001(2) C12 0.050(2) 0.045(3) 0.054(2) 0.005(2) -0.016(2) 0.002(3) C13 0.064(3) 0.045(3) 0.051(3) -0.009(3) -0.020(2) -0.002(2) C14 0.045(3) 0.049(3) 0.051(3) 0.008(3) -0.007(2) 0.002(3) 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 111.2(3) no C8 N1 C9 124.7(4) no C7 N1 C9 124.1(3) no C14 O141 O142 110.9(3) no C6 C1 C2 120.9(4) no C6 C1 C8 108.4(3) no C2 C1 C8 130.7(4) no C1 C2 C3 117.8(4) no C4 C3 C2 121.1(4) no C3 C4 C5 121.1(5) no C6 C5 C4 117.4(4) no C5 C6 C1 121.7(4) no C5 C6 C7 130.8(4) no C1 C6 C7 107.5(4) no O7 C7 N1 124.9(4) no O7 C7 C6 128.4(4) no N1 C7 C6 106.8(3) no O8 C8 N1 124.5(4) no O8 C8 C1 129.5(4) no N1 C8 C1 106.0(4) no N1 C9 C10 112.9(4) no C9 C10 C11 111.7(4) no C10 C11 C12 112.5(4) no C13 C12 C11 111.1(4) no C14 C13 C12 113.1(4) no O140 C14 O141 124.3(4) no O140 C14 C13 126.4(4) no O141 C14 C13 109.3(4) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N1 C8 1.385(5) no N1 C7 1.385(5) no N1 C9 1.459(5) no O7 C7 1.220(4) no O8 C8 1.205(5) no O140 C14 1.202(5) no O141 C14 1.345(5) no O141 O142 1.462(4) no C1 C6 1.369(5) no C1 C2 1.372(5) no C1 C8 1.487(5) no C2 C3 1.383(6) no C3 C4 1.366(6) no C4 C5 1.382(6) no C5 C6 1.373(6) no C6 C7 1.483(5) no C9 C10 1.508(5) no C10 C11 1.518(5) no C11 C12 1.523(5) no C12 C13 1.516(5) no C13 C14 1.499(5) 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 O142 O140 2.716(5) 2_647 no O142 O142 2.969(5) 2_647 no O140 O142 2.716(5) 2_667 no O142 O142 2.969(5) 2_667 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 1.5(7) no C8 C1 C2 C3 179.8(4) no C1 C2 C3 C4 -1.3(8) no C2 C3 C4 C5 -0.1(8) no C3 C4 C5 C6 1.3(7) no C4 C5 C6 C1 -1.1(7) no C4 C5 C6 C7 -179.3(4) no C2 C1 C6 C5 -0.3(7) no C8 C1 C6 C5 -178.9(4) no C2 C1 C6 C7 178.2(4) no C8 C1 C6 C7 -0.4(5) no C8 N1 C7 O7 178.9(4) no C9 N1 C7 O7 0.3(7) no C8 N1 C7 C6 -1.7(5) no C9 N1 C7 C6 179.8(3) no C5 C6 C7 O7 -0.9(8) no C1 C6 C7 O7 -179.3(5) no C5 C6 C7 N1 179.6(4) no C1 C6 C7 N1 1.2(5) no C7 N1 C8 O8 -177.4(4) no C9 N1 C8 O8 1.1(7) no C7 N1 C8 C1 1.4(5) no C9 N1 C8 C1 179.9(3) no C6 C1 C8 O8 178.2(5) no C2 C1 C8 O8 -0.2(8) no C6 C1 C8 N1 -0.6(5) no C2 C1 C8 N1 -179.0(5) no C8 N1 C9 C10 102.9(5) no C7 N1 C9 C10 -78.8(5) no N1 C9 C10 C11 175.7(3) no C9 C10 C11 C12 -170.8(3) no C10 C11 C12 C13 171.6(3) no C11 C12 C13 C14 -173.4(3) no O142 O141 C14 O140 -0.8(5) no O142 O141 C14 C13 177.9(3) no C12 C13 C14 O140 -44.4(6) no C12 C13 C14 O141 136.9(4) no