#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/37/2003708.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_2003708 loop_ _publ_author_name 'Alvarez-Larena, A.' 'Piniella, J. F.' 'Cid, P.' 'de March, P.' 'Figueredo, M.' 'Font, J.' 'Mil\'an, S.' 'Soria, A.' _publ_section_title ; Three Lactone Fused Perhydroisoxazolo[2,3-a]pyridines: a Conformational Study ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1314 _journal_page_last 1319 _journal_volume 51 _journal_year 1995 _chemical_formula_sum 'C9 H13 N O3' _chemical_formula_weight 183.20 _chemical_name_systematic ; (3aRS,9aSR,9bSR)-Octahydro-1H-furo[3',4':4,5]isoxazolo[2,3-a] pyridin-1-one. ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 8.653(1) _cell_length_b 11.418(5) _cell_length_c 18.018(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 13.91 _cell_measurement_theta_min 10.19 _cell_volume 1780.2(8) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_molecular_graphics 'ZORTEP (Zsolnai, 1994).' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method '\w/2\q scan' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.70926 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0268 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1562 _diffrn_reflns_theta_max 24.89 _diffrn_reflns_theta_min 2.26 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.367 _exptl_crystal_description prism _exptl_crystal_F_000 784 _exptl_crystal_size_max 0.7 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.192 _refine_diff_density_min -0.137 _refine_ls_extinction_coef 0.014(2) _refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)' _refine_ls_goodness_of_fit_all 1.075 _refine_ls_goodness_of_fit_obs 1.073 _refine_ls_hydrogen_treatment refU _refine_ls_matrix_type full _refine_ls_number_parameters 120 _refine_ls_number_reflns 1562 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.075 _refine_ls_restrained_S_obs 1.073 _refine_ls_R_factor_all 0.0702 _refine_ls_R_factor_obs 0.0378 _refine_ls_shift/esd_max 0.057 _refine_ls_shift/esd_mean 0.013 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ;calc w = 1/[\s^2^(Fo^2^) + (0.0479P)^2^ + 0.6770P] where P = (Fo^2^ + 2Fc^2^)/3 ; _refine_ls_wR_factor_all 0.1182 _refine_ls_wR_factor_obs 0.0968 _reflns_number_observed 1087 _reflns_number_total 1562 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file na1129.cif _[local]_cod_data_source_block 3a _cod_database_code 2003708 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C C 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0033 0.001 H H 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0000 0.000 N N 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0061 0.003 O O 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0106 0.006 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 C1 1 0.0400(2) 0.5197(2) 0.19147(12) 0.0475(6) Uani d . C H1 1 -0.0609(2) 0.5464(2) 0.17352(12) 0.069(2) Uiso calc R H O2 1 0.1574(2) 0.54123(12) 0.13788(9) 0.0621(5) Uani d . O N3 1 0.2580(2) 0.4360(2) 0.14051(9) 0.0466(5) Uani d . N C4 1 0.3465(3) 0.4390(2) 0.07098(12) 0.0588(6) Uani d . C H4A 1 0.4257(3) 0.3790(2) 0.07335(12) 0.069(2) Uiso calc R H H4B 1 0.3985(3) 0.5141(2) 0.06769(12) 0.069(2) Uiso calc R H C5 1 0.2542(3) 0.4210(2) 0.00074(13) 0.0643(7) Uani d . C H5A 1 0.1851(3) 0.4869(2) -0.00668(13) 0.069(2) Uiso calc R H H5B 1 0.3236(3) 0.4168(2) -0.04146(13) 0.069(2) Uiso calc R H C6 1 0.1614(3) 0.3093(2) 0.00593(14) 0.0731(8) Uani d . C H6A 1 0.2304(3) 0.2428(2) 0.01098(14) 0.069(2) Uiso calc R H H6B 1 0.1008(3) 0.2988(2) -0.03886(14) 0.069(2) Uiso calc R H C7 1 0.0550(3) 0.3165(2) 0.07301(12) 0.0591(6) Uani d . C H7A 1 -0.0203(3) 0.3782(2) 0.06511(12) 0.069(2) Uiso calc R H H7B 1 -0.0006(3) 0.2432(2) 0.07814(12) 0.069(2) Uiso calc R H C8 1 0.1433(2) 0.3409(2) 0.14379(11) 0.0391(5) Uani d . C H8 1 0.1937(2) 0.2688(2) 0.16067(11) 0.069(2) Uiso calc R H C9 1 0.0398(2) 0.3874(2) 0.20494(11) 0.0391(5) Uani d . C H9 1 -0.0645(2) 0.3542(2) 0.20256(11) 0.069(2) Uiso calc R H C10 1 0.1111(2) 0.3731(2) 0.28018(12) 0.0433(5) Uani d . C O11 1 0.1479(2) 0.28292(14) 0.31043(9) 0.0619(5) Uani d . O O12 1 0.1378(2) 0.47724(13) 0.31223(8) 0.0543(5) Uani d . O C13 1 0.0754(3) 0.5704(2) 0.26696(14) 0.0597(7) Uani d . C H13A 1 0.1499(3) 0.6335(2) 0.26252(14) 0.069(2) Uiso calc R H H13B 1 -0.0180(3) 0.6014(2) 0.28933(14) 0.069(2) Uiso calc R H 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 0.0464(12) 0.0060(9) 0.0103(11) 0.0359(11) 0.0026(10) 0.0602(13) O2 0.0780(12) 0.0006(7) 0.0323(9) 0.0335(8) 0.0059(7) 0.0748(11) N3 0.0388(9) -0.0049(8) 0.0071(8) 0.0500(10) -0.0045(8) 0.0510(10) C4 0.0500(14) -0.0052(11) 0.0142(11) 0.072(2) -0.0030(12) 0.0548(14) C5 0.067(2) 0.0073(13) 0.0112(13) 0.076(2) 0.0095(12) 0.0505(13) C6 0.090(2) -0.013(2) -0.0025(13) 0.082(2) -0.0121(13) 0.0463(14) C7 0.0605(14) -0.0146(12) -0.0061(12) 0.0611(15) -0.0043(11) 0.0558(14) C8 0.0409(11) 0.0016(8) -0.0014(9) 0.0327(10) -0.0002(8) 0.0439(11) C9 0.0312(9) -0.0041(8) 0.0036(8) 0.0353(10) -0.0008(9) 0.0509(12) C10 0.0390(11) -0.0028(9) 0.0105(9) 0.0420(12) -0.0019(10) 0.0488(11) O11 0.0758(12) 0.0082(8) 0.0015(8) 0.0545(10) 0.0112(8) 0.0554(9) O12 0.0565(10) -0.0056(7) 0.0033(7) 0.0523(9) -0.0125(7) 0.0541(9) C13 0.0662(15) -0.0010(11) 0.0174(14) 0.0364(11) -0.0098(11) 0.077(2) 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 O2 C1 C13 113.6(2) y O2 C1 C9 106.2(2) y C13 C1 C9 103.6(2) y C1 O2 N3 104.90(10) y C4 N3 C8 113.8(2) y C4 N3 O2 105.1(2) y C8 N3 O2 101.70(10) y N3 C4 C5 115.8(2) y C6 C5 C4 110.1(2) y C5 C6 C7 109.0(2) y C8 C7 C6 112.0(2) y N3 C8 C7 116.3(2) y N3 C8 C9 99.7(2) y C7 C8 C9 112.3(2) y C10 C9 C8 112.1(2) y C10 C9 C1 104.5(2) y C8 C9 C1 103.3(2) y O11 C10 O12 121.1(2) y O11 C10 C9 127.6(2) y O12 C10 C9 111.3(2) y C10 O12 C13 110.2(2) y O12 C13 C1 107.6(2) y loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 O2 1.423(2) y C1 C13 1.510(3) y C1 C9 1.530(3) y O2 N3 1.484(2) y N3 C4 1.469(3) y N3 C8 1.473(3) y C4 C5 1.511(3) y C5 C6 1.510(3) y C6 C7 1.522(3) y C7 C8 1.513(3) y C8 C9 1.516(3) y C9 C10 1.498(3) y C10 O11 1.208(2) y C10 O12 1.342(3) y O12 C13 1.445(3) y