#------------------------------------------------------------------------------ #$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $ #$Revision: 176428 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/49/2004998.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_2004998 loop_ _publ_author_name 'G\"orbitz, Carl Henrik' 'Dalhus, Bj\/orn' _publ_section_title ; L-Isoleucine, Redetermination at 120 K ; _journal_coeditor_code HA1156 _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1464 _journal_page_last 1466 _journal_paper_doi 10.1107/S0108270195016386 _journal_volume 52 _journal_year 1996 _chemical_formula_sum 'C6 H13 N O2' _chemical_formula_weight 131.17 _chemical_name_systematic L-isoleucine _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 96.16(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 9.681(5) _cell_length_b 5.301(3) _cell_length_c 13.956(6) _cell_measurement_reflns_used 25 _cell_measurement_temperature 153(2) _cell_measurement_theta_max 17.5 _cell_measurement_theta_min 12.5 _cell_volume 712.1(6) _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_ambient_temperature 120(2) _diffrn_measurement_device 'Nicolet P3 diffractometer' _diffrn_measurement_method '2\q scan' _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 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3431 _diffrn_reflns_theta_max 35.0 _diffrn_reflns_theta_min 2.12 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 96 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_meas ? _exptl_crystal_description Plate _exptl_crystal_F_000 288 _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.422 _refine_diff_density_min -0.270 _refine_ls_abs_structure_Flack 0.4(11) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.009 _refine_ls_goodness_of_fit_obs 1.065 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 205 _refine_ls_number_reflns 3430 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.018 _refine_ls_restrained_S_obs 1.064 _refine_ls_R_factor_all 0.0717 _refine_ls_R_factor_obs 0.0524 _refine_ls_shift/esd_max 0.003 _refine_ls_shift/esd_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0809P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1316 _refine_ls_wR_factor_obs 0.1223 _reflns_number_observed 2738 _reflns_number_total 3431 _reflns_observed_criterion >2sigma(I) _cod_data_source_file ha1156sup1.cif _cod_data_source_block ile _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0809P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0809P)^2^] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 4373 2015-11-25 23:57:22Z antanas ; _cod_original_sg_symbol_H-M 'P 21' _cod_database_code 2004998 _cod_database_fobs_code 2004998 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -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 O1A 0.0103(4) 0.0194(6) 0.0238(6) 0.0006(5) 0.0037(4) 0.0017(5) O2A 0.0146(5) 0.0148(6) 0.0293(6) 0.0034(5) 0.0031(4) 0.0017(5) N1A 0.0104(5) 0.0155(6) 0.0189(6) 0.0031(5) 0.0025(4) -0.0004(5) C1A 0.0095(5) 0.0144(7) 0.0178(7) 0.0019(5) 0.0008(5) -0.0020(6) C2A 0.0092(5) 0.0119(7) 0.0188(7) 0.0011(5) 0.0020(5) -0.0002(6) C3A 0.0141(6) 0.0167(7) 0.0175(7) 0.0023(6) 0.0028(5) 0.0000(6) C4A 0.0244(8) 0.0275(10) 0.0275(9) -0.0058(8) 0.0085(7) 0.0038(8) C5A 0.0366(11) 0.048(2) 0.0260(9) -0.0025(11) 0.0104(8) 0.0109(10) C6A 0.0220(7) 0.0233(9) 0.0205(7) -0.0033(7) -0.0012(6) -0.0018(7) O1B 0.0111(4) 0.0170(6) 0.0252(6) 0.0030(4) 0.0053(4) 0.0035(5) O2B 0.0230(6) 0.0140(6) 0.0361(8) 0.0039(5) 0.0066(5) -0.0014(6) N1B 0.0130(5) 0.0211(7) 0.0205(6) 0.0078(6) 0.0013(5) -0.0030(6) C1B 0.0126(6) 0.0165(7) 0.0179(7) 0.0028(6) 0.0032(5) -0.0008(6) C2B 0.0102(6) 0.0162(7) 0.0217(7) 0.0004(5) 0.0047(5) -0.0008(6) C3B 0.0133(6) 0.0199(8) 0.0206(7) 0.0015(6) 0.0031(5) -0.0014(6) C4B 0.0191(8) 0.057(2) 0.0252(9) 0.0063(10) 0.0031(6) -0.0154(10) C5B 0.0373(11) 0.051(2) 0.0237(9) 0.0058(12) 0.0072(8) -0.0084(10) C6B 0.095(2) 0.0421(15) 0.0243(10) 0.036(2) 0.0081(12) 0.0064(11) loop_ _atom_site_type_symbol _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_disorder_group O O1A 0.11628(11) -0.0167(3) 0.41256(9) 0.0177(3) Uani d . 1 . O O2A 0.18514(12) 0.3602(3) 0.36350(10) 0.0195(3) Uani d . 1 . N N1A 0.36618(14) -0.2275(3) 0.41995(11) 0.0149(3) Uani d . 1 . H H1A 0.303(3) -0.348(6) 0.3960(19) 0.026(7) Uiso d . 1 . H H2A 0.452(3) -0.286(6) 0.4151(18) 0.026(7) Uiso d . 1 . H H3A 0.359(2) -0.197(5) 0.4801(15) 0.011(5) Uiso d . 1 . C C1A 0.2055(2) 0.1312(3) 0.38363(12) 0.0139(3) Uani d . 1 . C C2A 0.34707(15) 0.0176(3) 0.36696(11) 0.0133(3) Uani d . 1 . H H4A 0.4189(18) 0.133(3) 0.3935(7) 0.016 Uiso calc R 1 . C C3A 0.3628(2) -0.0190(4) 0.25875(12) 0.0160(3) Uani d . 1 . H H5A 0.4380(18) -0.142(3) 0.2539(2) 0.019 Uiso calc R 1 . C C4A 0.4075(2) 0.2312(5) 0.21567(15) 0.0260(4) Uani d . 1 . H H6A 0.3369(14) 0.357(3) 0.2233(2) 0.031 Uiso calc R 1 . H H7A 0.4930(17) 0.2873(12) 0.2522(7) 0.031 Uiso calc R 1 . C C5A 0.4308(3) 0.2170(6) 0.10901(15) 0.0363(6) Uani d . 1 . H H8A 0.466(2) 0.380(3) 0.0883(6) 0.050(5) Uiso calc R 1 . H H9A 0.3425(16) 0.177(4) 0.0704(7) 0.050(5) Uiso calc R 1 . H H10A 0.499(2) 0.085(3) 0.0998(3) 0.050(5) Uiso calc R 1 . C C6A 0.2304(2) -0.1279(4) 0.20399(13) 0.0222(3) Uani d . 1 . H H11A 0.1981(12) -0.261(3) 0.2391(9) 0.032(4) Uiso calc R 1 . H H12A 0.2501(5) -0.186(3) 0.1440(11) 0.032(4) Uiso calc R 1 . H H13A 0.1627(12) -0.003(2) 0.1956(11) 0.032(4) Uiso calc R 1 . O O1B 0.62713(12) 0.5636(3) 0.40883(9) 0.0175(2) Uani d . 1 . O O2B 0.70429(15) 0.9557(3) 0.38462(11) 0.0241(3) Uani d . 1 . N N1B 0.88872(15) 0.3764(3) 0.39427(11) 0.0182(3) Uani d . 1 . H H1B 0.830(3) 0.239(8) 0.382(2) 0.037(8) Uiso d . 1 . H H2B 0.970(3) 0.335(7) 0.382(2) 0.042(8) Uiso d . 1 . H H3B 0.892(2) 0.403(5) 0.4546(18) 0.017(5) Uiso d . 1 . C C1B 0.7143(2) 0.7198(4) 0.38167(12) 0.0156(3) Uani d . 1 . C C2B 0.8385(2) 0.6041(3) 0.33698(12) 0.0158(3) Uani d . 1 . H H4B 0.916(2) 0.732(3) 0.33952(14) 0.019 Uiso calc R 1 . C C3B 0.7967(2) 0.5281(4) 0.23100(12) 0.0179(3) Uani d . 1 . H H5B 0.725(2) 0.412(3) 0.23014(12) 0.021 Uiso calc R 1 . C C4B 0.9163(2) 0.4018(6) 0.18619(14) 0.0338(6) Uani d . 1 . H H6B 0.9959(19) 0.513(3) 0.1938(2) 0.041 Uiso calc R 1 . H H7B 0.9412(6) 0.249(4) 0.2213(9) 0.041 Uiso calc R 1 . C C5B 0.8842(2) 0.3372(6) 0.07956(15) 0.0369(6) Uani d . 1 . H H8B 0.9558(17) 0.225(3) 0.0600(5) 0.043(5) Uiso calc R 1 . H H9B 0.8820(18) 0.492(3) 0.0415(7) 0.043(5) Uiso calc R 1 . H H10B 0.7942(17) 0.254(4) 0.0691(3) 0.043(5) Uiso calc R 1 . C C6B 0.7421(4) 0.7567(6) 0.17339(15) 0.0536(9) Uani d . 1 . H H11B 0.680(3) 0.840(4) 0.2060(12) 0.087(8) Uiso calc R 1 . H H12B 0.700(3) 0.7060(13) 0.1155(15) 0.087(8) Uiso calc R 1 . H H13B 0.8137(17) 0.861(4) 0.1642(17) 0.087(8) Uiso calc R 1 . loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2A N1A H1A . . 112.4(18) ? C2A N1A H2A . . 109.2(19) ? H1A N1A H2A . . 109.(3) ? C2A N1A H3A . . 107.4(17) ? H1A N1A H3A . . 112.(2) ? H2A N1A H3A . . 108.(2) ? O2A C1A O1A . . 125.0(2) yes O2A C1A C2A . . 117.73(15) yes O1A C1A C2A . . 117.2(2) yes N1A C2A C1A . . 109.27(13) yes N1A C2A C3A . . 110.72(14) yes C1A C2A C3A . . 112.31(13) yes N1A C2A H4A . . 108.14(9) ? C1A C2A H4A . . 108.14(9) ? C3A C2A H4A . . 108.14(9) ? C6A C3A C4A . . 112.7(2) yes C6A C3A C2A . . 111.71(14) yes C4A C3A C2A . . 109.6(2) yes C6A C3A H5A . . 107.54(11) ? C4A C3A H5A . . 107.54(11) ? C2A C3A H5A . . 107.54(9) ? C5A C4A C3A . . 114.5(2) yes C5A C4A H6A . . 108.63(14) ? C3A C4A H6A . . 108.63(11) ? C5A C4A H7A . . 108.63(13) ? C3A C4A H7A . . 108.63(10) ? H6A C4A H7A . . 107.6 ? C4A C5A H8A . . 109.47(14) ? C4A C5A H9A . . 109.47(13) ? H8A C5A H9A . . 109.5 ? C4A C5A H10A . . 109.47(14) ? H8A C5A H10A . . 109.5 ? H9A C5A H10A . . 109.5 ? C3A C6A H11A . . 109.47(10) ? C3A C6A H12A . . 109.47(10) ? H11A C6A H12A . . 109.5 ? C3A C6A H13A . . 109.47(11) ? H11A C6A H13A . . 109.5 ? H12A C6A H13A . . 109.5 ? C2B N1B H1B . . 112.(2) ? C2B N1B H2B . . 111.(2) ? H1B N1B H2B . . 109.(3) ? C2B N1B H3B . . 111.7(19) ? H1B N1B H3B . . 106.(3) ? H2B N1B H3B . . 107.(3) ? O2B C1B O1B . . 125.8(2) yes O2B C1B C2B . . 118.4(2) yes O1B C1B C2B . . 115.7(2) yes N1B C2B C1B . . 109.09(14) yes N1B C2B C3B . . 109.72(15) yes C1B C2B C3B . . 110.85(13) yes N1B C2B H4B . . 109.05(9) ? C1B C2B H4B . . 109.05(10) ? C3B C2B H4B . . 109.05(9) ? C6B C3B C4B . . 111.7(2) yes C6B C3B C2B . . 109.9(2) yes C4B C3B C2B . . 111.97(14) yes C6B C3B H5B . . 107.7(2) ? C4B C3B H5B . . 107.71(13) ? C2B C3B H5B . . 107.71(9) ? C5B C4B C3B . . 114.4(2) yes C5B C4B H6B . . 108.66(15) ? C3B C4B H6B . . 108.66(13) ? C5B C4B H7B . . 108.7(2) ? C3B C4B H7B . . 108.66(13) ? H6B C4B H7B . . 107.6 ? C4B C5B H8B . . 109.47(13) ? C4B C5B H9B . . 109.5(2) ? H8B C5B H9B . . 109.5 ? C4B C5B H10B . . 109.47(14) ? H8B C5B H10B . . 109.5 ? H9B C5B H10B . . 109.5 ? C3B C6B H11B . . 109.47(13) ? C3B C6B H12B . . 109.47(15) ? H11B C6B H12B . . 109.5 ? C3B C6B H13B . . 109.5(2) ? H11B C6B H13B . . 109.5 ? H12B C6B H13B . . 109.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1A C1A . 1.264(2) yes O2A C1A . 1.257(2) yes N1A C2A . 1.497(2) yes N1A H1A . 0.92(3) no N1A H2A . 0.89(3) no N1A H3A . 0.86(2) no C1A C2A . 1.537(2) yes C2A C3A . 1.546(2) yes C2A H4A . 0.97(2) ? C3A C6A . 1.532(3) yes C3A C4A . 1.537(3) yes C3A H5A . 0.99(2) ? C4A C5A . 1.531(3) yes C4A H6A . 0.97(2) ? C4A H7A . 0.97(2) ? C5A H8A . 0.98(2) ? C5A H9A . 0.98(2) ? C5A H10A . 0.98(2) ? C6A H11A . 0.932(15) ? C6A H12A . 0.932(15) ? C6A H13A . 0.932(15) ? O1B C1B . 1.269(2) yes O2B C1B . 1.255(2) yes N1B C2B . 1.500(2) yes N1B H1B . 0.93(4) no N1B H2B . 0.85(3) no N1B H3B . 0.85(2) no C1B C2B . 1.540(2) yes C2B C3B . 1.544(2) yes C2B H4B . 1.01(3) ? C3B C6B . 1.518(3) yes C3B C4B . 1.528(3) yes C3B H5B . 0.93(3) ? C4B C5B . 1.526(3) yes C4B H6B . 0.97(2) ? C4B H7B . 0.97(2) ? C5B H8B . 0.97(2) ? C5B H9B . 0.97(2) ? C5B H10B . 0.97(2) ? C6B H11B . 0.91(2) ? C6B H12B . 0.91(2) ? C6B H13B . 0.91(2) ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O2A C1A C2A N1A . . . . 164.08(14) ? O1A C1A C2A N1A . . . . -19.0(2) yes O2A C1A C2A C3A . . . . -72.6(2) ? O1A C1A C2A C3A . . . . 104.3(2) ? N1A C2A C3A C6A . . . . 79.4(2) yes C1A C2A C3A C6A . . . . -43.0(2) ? N1A C2A C3A C4A . . . . -154.95(14) yes C1A C2A C3A C4A . . . . 82.6(2) ? C6A C3A C4A C5A . . . . -56.7(2) ? C2A C3A C4A C5A . . . . 178.3(2) yes O2B C1B C2B N1B . . . . 141.5(2) ? O1B C1B C2B N1B . . . . -41.4(2) yes O2B C1B C2B C3B . . . . -97.6(2) ? O1B C1B C2B C3B . . . . 79.5(2) ? N1B C2B C3B C6B . . . . 178.4(2) yes C1B C2B C3B C6B . . . . 57.9(2) ? N1B C2B C3B C4B . . . . -56.9(2) yes C1B C2B C3B C4B . . . . -177.4(2) ? C6B C3B C4B C5B . . . . -52.7(3) ? C2B C3B C4B C5B . . . . -176.4(2) yes