data_2003708 _journal_name_full 'Acta Crystallographica' _journal_year 1995 _journal_volume C51 _journal_page_first 1314 _journal_page_last 1319 _publ_section_title ; Three Lactone Fused Perhydroisoxazolo[2,3-a]pyridines: a Conformational Study ; _chemical_formula_sum 'C9 H13 N O3' _chemical_formula_weight 183.20 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' _symmetry_space_group_name_H-M 'P b c a' _cell_length_a 8.653(1) _cell_length_b 11.418(5) _cell_length_c 18.018(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1780.2(8) _cell_formula_units_Z 8 _exptl_crystal_density_diffrn 1.367 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.70926 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.19 _cell_measurement_theta_max 13.91 _exptl_absorpt_coefficient_mu 0.103 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_size_max 0.7 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_colour colourless _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method '\w/2\q scan' _exptl_absorpt_correction_type none _diffrn_reflns_number 1562 _reflns_number_total 1562 _reflns_number_observed 1087 _reflns_observed_criterion >2sigma(I) _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_theta_max 24.89 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_standards_number 3 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_obs 0.0378 _refine_ls_wR_factor_obs 0.0968 _refine_ls_wR_factor_all 0.1182 _refine_ls_goodness_of_fit_obs 1.073 _refine_ls_goodness_of_fit_all 1.075 _refine_ls_number_reflns 1562 _refine_ls_number_parameters 120 _refine_ls_hydrogen_treatment refU _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_shift/esd_max 0.057 _refine_diff_density_max 0.192 _refine_diff_density_min -0.137 _refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)' _refine_ls_extinction_coef 0.014(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 C1 1 0.0400(2) 0.5197(2) 0.19147(12) 0.0475(6) H1 1 -0.0609(2) 0.5464(2) 0.17352(12) 0.069(2) O2 1 0.1574(2) 0.54123(12) 0.13788(9) 0.0621(5) N3 1 0.2580(2) 0.4360(2) 0.14051(9) 0.0466(5) C4 1 0.3465(3) 0.4390(2) 0.07098(12) 0.0588(6) H4A 1 0.4257(3) 0.3790(2) 0.07335(12) 0.069(2) H4B 1 0.3985(3) 0.5141(2) 0.06769(12) 0.069(2) C5 1 0.2542(3) 0.4210(2) 0.00074(13) 0.0643(7) H5A 1 0.1851(3) 0.4869(2) -0.00668(13) 0.069(2) H5B 1 0.3236(3) 0.4168(2) -0.04146(13) 0.069(2) C6 1 0.1614(3) 0.3093(2) 0.00593(14) 0.0731(8) H6A 1 0.2304(3) 0.2428(2) 0.01098(14) 0.069(2) H6B 1 0.1008(3) 0.2988(2) -0.03886(14) 0.069(2) C7 1 0.0550(3) 0.3165(2) 0.07301(12) 0.0591(6) H7A 1 -0.0203(3) 0.3782(2) 0.06511(12) 0.069(2) H7B 1 -0.0006(3) 0.2432(2) 0.07814(12) 0.069(2) C8 1 0.1433(2) 0.3409(2) 0.14379(11) 0.0391(5) H8 1 0.1937(2) 0.2688(2) 0.16067(11) 0.069(2) C9 1 0.0398(2) 0.3874(2) 0.20494(11) 0.0391(5) H9 1 -0.0645(2) 0.3542(2) 0.20256(11) 0.069(2) C10 1 0.1111(2) 0.3731(2) 0.28018(12) 0.0433(5) O11 1 0.1479(2) 0.28292(14) 0.31043(9) 0.0619(5) O12 1 0.1378(2) 0.47724(13) 0.31223(8) 0.0543(5) C13 1 0.0754(3) 0.5704(2) 0.26696(14) 0.0597(7) H13A 1 0.1499(3) 0.6335(2) 0.26252(14) 0.069(2) H13B 1 -0.0180(3) 0.6014(2) 0.28933(14) 0.069(2) 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)