#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/33/2003397.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_2003397 loop_ _publ_author_name 'P\`epe, G.' 'Reboul, J.-P.' 'Brun, P.' 'Zylber, J.' _publ_section_title ; 3-Oxo-2-phenyl-3a,4,5,7a-tetrahydro-5,7a-epoxyisoindoline-4-carboxylic Acid in Two Crystalline Phases, Solvated with DMSO and Unsolvated ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 729 _journal_page_last 732 _journal_volume 51 _journal_year 1995 _chemical_formula_moiety 'C15 H13 N1 O4, C2 H6 O1 S1' _chemical_formula_sum 'C17 H19 N O5 S' _chemical_formula_weight 349.35 _chemical_name_systematic ; N-Phenyl-4-oxo-tricyclo-3-aza-10-oxa[5.2.1.0^1,5^]-dec-8-ene- 6-carboxylic acid ; _space_group_IT_number 13 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yc' _symmetry_space_group_name_H-M 'P 1 2/c 1' _cell_angle_alpha 90.00 _cell_angle_beta 100.61(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.813(2) _cell_length_b 11.830(2) _cell_length_c 19.022(6) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 45 _cell_measurement_theta_min 15 _cell_volume 1728.1(8) _computing_cell_refinement 'CAD-4 Operations Manual' _computing_data_collection 'CAD-4 Operations Manual (Enraf-Nonius, 1977)' _computing_data_reduction 'program elaborated at CRMC2' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'Word 5.0 on Machintoch LC II' _computing_structure_refinement 'SHELX76 (Sheldrick, 1976)' _computing_structure_solution 'MULTAN80 (Main et al., 1980)' _diffrn_ambient_temperature 293 _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3881 _diffrn_reflns_reduction_process 'SDP system' _diffrn_reflns_theta_max 45 _diffrn_reflns_theta_min 2 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 60 _diffrn_standards_number 4 _exptl_absorpt_coefficient_mu 1.78 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.343 _exptl_crystal_density_meas 1.35(2) _exptl_crystal_density_method flotation _exptl_crystal_description 'hexagonal prism' _exptl_crystal_F_000 736 _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _refine_diff_density_max .21 _refine_diff_density_min -.20 _refine_ls_goodness_of_fit_all 0.74 _refine_ls_goodness_of_fit_obs 0.74 _refine_ls_hydrogen_treatment ; H-atom displacement parameters not refined ; _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 274 _refine_ls_number_reflns 3449 _refine_ls_number_restraints 0 _refine_ls_R_factor_all .044 _refine_ls_R_factor_obs .044 _refine_ls_shift/esd_max .15 _refine_ls_shift/esd_mean .15 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme unit _refine_ls_wR_factor_all .044 _refine_ls_wR_factor_obs .044 _reflns_number_observed 3449 _reflns_number_total 3881 _reflns_observed_criterion refl_obs_if_I_>_3.0_sigma(I) _[local]_cod_data_source_file pa1143.cif _[local]_cod_data_source_block pepe1 _[local]_cod_cif_authors_sg_H-M 'P 21/n' _[local]_cod_chemical_formula_sum_orig 'C17 H19 N1 O5 S1' _cod_original_cell_volume 1728.1(4) _cod_database_code 2003397 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,y,1/2-z -x,-y,-z x,-y,1/2+z loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag O 'International Tables for X-ray Crystallography (1974, Vol. IV, Table 2.2B' .047 .003 C 'International Tables for X-ray Crystallography (1974, Vol. IV, Table 2.2B' .000 .001 H 'International Tables for X-ray Crystallography (1974, Vol. IV, Table 2.2B' .000 .000 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_B_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_type_symbol C1 .3214(3) .1865(2) .1433(1) 3.4(1) Uani d C C2 .3234(4) .1896(2) .0720(1) 4.5(1) Uani d C C3 .2704(5) .0953(3) .0307(1) 5.6(1) Uani d C C4 .2164(5) .0019(2) .0625(1) 5.5(1) Uani d C C5 .2144(4) -.0023(2) .1343(1) 4.0(1) Uani d C C6 .2704(2) .0911(2) .1769(1) 2.4(1) Uani d C N7 .2800(5) .0904(1) .2519(1) 2.2(1) Uani d N C8 .4057(3) .1634(2) .2985(1) 2.8(1) Uani d C C9 .3598(2) .1473(2) .3705(1) 2.5(1) Uani d C C10 .2687(2) .0307(2) .3683(1) 2.3(1) Uani d C C11 .1930(2) .0189(1) .2891(1) 2.1(1) Uani d O O12 .0787(2) -.0473(1) .2637(1) 3.3(1) Uani d C C13 .4812(3) .1615(2) .4406(1) 3.6(1) Uani d C C14 .3806(3) .1744(2) .4881(1) 3.9(1) Uani d C C15 .1958(3) .1714(2) .4473(1) 3.0(1) Uani d C C16 .1496(3) .0477(2) .4246(1) 2.7(1) Uani d C C17 -.0422(3) .0325(2) .3961(1) 2.9(1) Uani d C O18 -.0932(2) -.0737(1) .4000(1) 3.6(1) Uani d O O19 -.1416(2) .1074(1) .3725(1) 4.6(1) Uani d O O20 .2167(2) .2195(1) .3799(1) 2.9(1) Uani d O S21 -.4561(1) -.1883(1) .2725(1) 3.9(1) Uani d S C22 -.3440(4) -.1390(3) .2048(2) 5.1(1) Uani d C C23 -.3319(4) -.3108(3) .2993(2) 5.5(1) Uani d C O24 -.4107(2) -.1073(2) .3343(1) 4.8(1) Uani d O H1 .366(3) .254(2) .174(1) ? ? ? ? H2 .350(3) .269(2) .047(1) ? ? ? ? H3 .265(3) .103(2) -.017(1) ? ? ? ? H4 .175(3) -.050(2) .035(1) ? ? ? ? H5 .201(3) -.066(2) .158(1) ? ? ? ? H6 .376(3) .244(2) .281(1) ? ? ? ? H7 .512(3) .142(2) .293(1) ? ? ? ? H8 .372(3) -.025(2) .381(1) ? ? ? ? H9 .576(3) .143(2) .293(1) ? ? ? ? H10 .411(3) .180(2) .541(1) ? ? ? ? H11 .130(3) .200(2) .468(1) ? ? ? ? H12 .174(3) -.002(2) .458(1) ? ? ? ? H13 -.194(3) -.079(2) .373(1) ? ? ? ? H14 -.218(3) -.126(2) .230(1) ? ? ? ? H15 -.366(3) -.205(2) .161(1) ? ? ? ? H16 -.394(3) -.076(2) .194(1) ? ? ? ? H17 -.322(3) -.356(2) .258(1) ? ? ? ? H18 -.212(3) -.291(2) .315(1) ? ? ? ? H19 -.359(3) -.333(3) .342(1) ? ? ? ? loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 0 2 2 2 5 3 0 4 4 2 1 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 C11 C10 C9 101.6(4) yes C11 C10 C16 121.4(5) yes C16 C10 C9 101.3(4) yes C10 C11 N7 108.5(4) yes C10 C11 O12 125.1(4) yes N7 C11 O12 126.3(4) yes C14 C13 C9 105.4(5) yes C13 C14 C15 106.3(5) yes C14 C15 C16 108.5(5) yes C14 C15 O20 101.2(5) yes C16 C15 O20 100.6(5) yes C10 C16 C15 100.1(5) yes C10 C16 C17 114.7(5) yes C15 C16 C17 112.2(5) yes C16 C17 O18 112.5(6) yes C16 C17 O19 125.0(6) yes O18 C17 O19 122.5(7) yes C1 C2 C3 119.2(8) yes C2 C3 C4 119.1(7) yes C3 C4 C5 122.2(6) yes C4 C5 C6 119.4(5) yes C1 C6 C5 117.5(5) yes C1 C6 N7 120.1(5) yes C5 C6 N7 122.3(5) yes C9 C8 N7 103.4(5) yes C10 C9 C8 106.0(5) yes C10 C9 C13 109.7(5) yes C10 C9 O20 99.7(4) yes C13 C9 C8 125.7(5) yes C13 C9 O20 101.6(4) yes C8 C9 O20 111.2(4) yes C11 N7 C6 126.1(4) yes C11 N7 C8 113.1(4) yes C6 N7 C8 120.6(4) yes C15 O20 C9 95.4(5) yes C22 S21 C23 99.2(4) yes C22 S21 O24 106.1(4) yes C23 S21 O24 105.0(4) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 1.360(4) yes C1 C6 1.391(3) yes C10 C9 1.549(3) yes C10 C11 1.520(3) yes C10 C16 1.556(3) yes C11 N7 1.362(2) yes C11 O12 1.219(2) yes C13 C9 1.497(3) yes C13 C14 1.311(4) yes C14 C15 1.509(4) yes C15 C16 1.549(4) yes C15 O20 1.439(3) yes C16 C17 1.508(4) yes C17 O18 1.324(3) yes C17 O19 1.209(3) yes C2 C3 1.383(5) yes C22 S21 1.784(4) yes C23 S21 1.766(4) yes C3 C4 1.363(5) yes C4 C5 1.370(4) yes C5 C6 1.392(4) yes C6 N7 1.415(3) yes C8 N7 1.475(3) yes C8 C9 1.490(3) yes C9 O20 1.444(3) yes O24 S21 1.507(2) yes