#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/51/2205171.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_2205171 loop_ _publ_author_name 'Bin Tan' 'Hua Fang' 'Zan-Bin Wei' 'Li-Ren Jin' _publ_section_title ; Ethyl 2-methoxycarbonylamino-3-phenylpropionate ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o298 _journal_page_last o300 _journal_paper_doi 10.1107/S1600536804034063 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C13 H17 N O4' _chemical_formula_moiety 'C13 H17 N O4' _chemical_formula_sum 'C13 H17 N O4' _chemical_formula_weight 251.28 _chemical_name_systematic ; Ethyl 2-methoxycarbonylamino-3-phenylpropionate ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 102.716(9) _cell_angle_beta 94.939(8) _cell_angle_gamma 94.976(9) _cell_formula_units_Z 2 _cell_length_a 8.000(4) _cell_length_b 8.753(4) _cell_length_c 9.752(5) _cell_measurement_reflns_used 1615 _cell_measurement_temperature 273(2) _cell_measurement_theta_max 26.83 _cell_measurement_theta_min 2.40 _cell_volume 659.7(6) _computing_cell_refinement SMART _computing_data_collection 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997) and ViewerPro (Accelrys, 2001)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 273(2) _diffrn_measured_fraction_theta_full 0.972 _diffrn_measured_fraction_theta_max 0.972 _diffrn_measurement_device_type 'Bruker APEX area-detector' _diffrn_measurement_method \f _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_av_sigmaI/netI 0.062 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 3549 _diffrn_reflns_theta_full 26.00 _diffrn_reflns_theta_max 26.00 _diffrn_reflns_theta_min 2.15 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_correction_T_min 0.946 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2001)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.265 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 268 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.21 _refine_diff_density_max 0.21 _refine_diff_density_min -0.28 _refine_ls_extinction_coef 0.023(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 164 _refine_ls_number_reflns 2514 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.010 _refine_ls_R_factor_all 0.072 _refine_ls_R_factor_gt 0.056 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0875P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.151 _refine_ls_wR_factor_ref 0.162 _reflns_number_gt 1767 _reflns_number_total 2514 _reflns_threshold_expression I>2\s(I) _cod_data_source_file wk6039.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' 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_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' 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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 659.7(5) _cod_database_code 2205171 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol O4 0.13448(16) 0.85802(16) 0.46340(14) 0.0675(4) Uani d . 1 O N1 0.10084(17) 0.71321(18) 0.61882(16) 0.0596(4) Uani d . 1 N H1A -0.0020 0.6927 0.5806 0.072 Uiso calc R 1 H O2 0.36875(16) 0.47780(16) 0.76836(14) 0.0716(4) Uani d . 1 O C12 0.2056(2) 0.8160(2) 0.57658(19) 0.0542(5) Uani d . 1 C O3 0.34417(17) 0.8655(2) 0.63283(16) 0.0831(5) Uani d . 1 O O1 0.23618(18) 0.42428(19) 0.55183(16) 0.0841(5) Uani d . 1 O C2 0.1574(2) 0.6357(2) 0.72779(19) 0.0557(5) Uani d . 1 C H7A 0.2293 0.7127 0.8025 0.067 Uiso calc R 1 H C5 -0.2344(2) 0.7360(2) 0.8041(2) 0.0620(5) Uani d . 1 C H8A -0.2704 0.6887 0.7099 0.074 Uiso calc R 1 H C1 0.2581(2) 0.5015(2) 0.6695(2) 0.0584(5) Uani d . 1 C C4 -0.0909(2) 0.6924(2) 0.8695(2) 0.0565(5) Uani d . 1 C C9 -0.0430(2) 0.7651(3) 1.0090(2) 0.0716(6) Uani d . 1 C H11A 0.0526 0.7380 1.0553 0.086 Uiso calc R 1 H C6 -0.3234(2) 0.8479(3) 0.8769(2) 0.0704(6) Uani d . 1 C H12A -0.4190 0.8762 0.8315 0.085 Uiso calc R 1 H C3 0.0075(2) 0.5692(2) 0.7918(2) 0.0666(5) Uani d . 1 C H13A -0.0677 0.4986 0.7166 0.080 Uiso calc R 1 H H13B 0.0485 0.5076 0.8565 0.080 Uiso calc R 1 H C7 -0.2739(2) 0.9181(3) 1.0147(3) 0.0758(6) Uani d . 1 C H14A -0.3355 0.9939 1.0632 0.091 Uiso calc R 1 H C8 -0.1336(3) 0.8773(3) 1.0817(2) 0.0819(7) Uani d . 1 C H15A -0.0992 0.9250 1.1761 0.098 Uiso calc R 1 H C13 0.2264(3) 0.9806(3) 0.4174(2) 0.0802(7) Uani d . 1 C H16A 0.1645 1.0009 0.3357 0.120 Uiso calc R 1 H H16B 0.3343 0.9492 0.3937 0.120 Uiso calc R 1 H H16C 0.2425 1.0745 0.4918 0.120 Uiso calc R 1 H C10 0.4654(3) 0.3442(3) 0.7297(3) 0.0913(8) Uani d . 1 C H18A 0.5301 0.3561 0.6523 0.110 Uiso calc R 1 H H18B 0.3903 0.2470 0.7002 0.110 Uiso calc R 1 H C11 0.5801(3) 0.3406(3) 0.8567(3) 0.0884(7) Uani d . 1 C H19A 0.6460 0.2535 0.8351 0.133 Uiso calc R 1 H H19B 0.5146 0.3288 0.9325 0.133 Uiso calc R 1 H H19C 0.6539 0.4372 0.8847 0.133 Uiso calc R 1 H 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 O4 0.0575(8) 0.0792(9) 0.0677(9) 0.0063(7) -0.0073(6) 0.0266(7) N1 0.0369(7) 0.0763(10) 0.0672(10) 0.0057(7) -0.0058(7) 0.0246(8) O2 0.0617(8) 0.0822(9) 0.0657(9) 0.0295(7) -0.0117(7) 0.0048(7) C12 0.0444(9) 0.0653(11) 0.0522(10) 0.0132(8) 0.0024(8) 0.0105(8) O3 0.0472(8) 0.1214(13) 0.0805(10) -0.0133(8) -0.0149(7) 0.0401(9) O1 0.0707(9) 0.1036(12) 0.0644(10) 0.0308(8) -0.0146(7) -0.0096(8) C2 0.0439(9) 0.0649(11) 0.0584(11) 0.0110(8) -0.0011(8) 0.0152(9) C5 0.0497(10) 0.0789(13) 0.0584(11) 0.0089(9) 0.0033(9) 0.0183(10) C1 0.0406(9) 0.0727(12) 0.0582(12) 0.0099(8) -0.0044(8) 0.0093(10) C4 0.0434(9) 0.0643(11) 0.0677(12) 0.0071(8) 0.0106(8) 0.0253(9) C9 0.0487(11) 0.0996(15) 0.0687(13) 0.0099(11) -0.0017(10) 0.0267(11) C6 0.0438(10) 0.0925(15) 0.0813(15) 0.0173(10) 0.0091(10) 0.0288(12) C3 0.0584(11) 0.0631(12) 0.0831(14) 0.0110(9) 0.0122(10) 0.0239(10) C7 0.0521(11) 0.0861(14) 0.0859(16) 0.0137(10) 0.0169(11) 0.0069(12) C8 0.0594(12) 0.1099(18) 0.0658(14) 0.0056(12) 0.0037(11) 0.0003(12) C13 0.0799(14) 0.0880(15) 0.0801(15) 0.0071(12) 0.0072(12) 0.0364(13) C10 0.0785(14) 0.0960(17) 0.0910(17) 0.0455(13) -0.0117(12) -0.0020(13) C11 0.0631(13) 0.0901(15) 0.1129(19) 0.0243(11) -0.0139(13) 0.0284(14) 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' N N 0.0061 0.0033 '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' 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 C12 O4 C13 116.41(15) yes C12 N1 C2 120.93(14) yes C12 N1 H1A 119.5 no C2 N1 H1A 119.5 no C1 O2 C10 116.79(16) yes O3 C12 N1 124.72(17) yes O3 C12 O4 124.27(18) yes N1 C12 O4 111.01(15) yes N1 C2 C1 111.13(15) yes N1 C2 C3 110.80(15) yes C1 C2 C3 108.40(15) yes N1 C2 H7A 108.8 no C1 C2 H7A 108.8 no C3 C2 H7A 108.8 no C6 C5 C4 120.63(19) yes C6 C5 H8A 119.7 no C4 C5 H8A 119.7 no O1 C1 O2 124.33(18) yes O1 C1 C2 124.67(16) yes O2 C1 C2 110.95(16) yes C9 C4 C5 117.57(18) yes C9 C4 C3 121.02(17) yes C5 C4 C3 121.40(18) yes C4 C9 C8 121.42(19) yes C4 C9 H11A 119.3 no C8 C9 H11A 119.3 no C7 C6 C5 120.81(19) yes C7 C6 H12A 119.6 no C5 C6 H12A 119.6 no C4 C3 C2 113.97(16) yes C4 C3 H13A 108.8 no C2 C3 H13A 108.8 no C4 C3 H13B 108.8 no C2 C3 H13B 108.8 no H13A C3 H13B 107.7 no C6 C7 C8 119.8(2) yes C6 C7 H14A 120.1 no C8 C7 H14A 120.1 no C7 C8 C9 119.8(2) yes C7 C8 H15A 120.1 no C9 C8 H15A 120.1 no O4 C13 H16A 109.5 no O4 C13 H16B 109.5 no H16A C13 H16B 109.5 no O4 C13 H16C 109.5 no H16A C13 H16C 109.5 no H16B C13 H16C 109.5 no O2 C10 C11 107.18(19) yes O2 C10 H18A 110.3 no C11 C10 H18A 110.3 no O2 C10 H18B 110.3 no C11 C10 H18B 110.3 no H18A C10 H18B 108.5 no C10 C11 H19A 109.5 no C10 C11 H19B 109.5 no H19A C11 H19B 109.5 no C10 C11 H19C 109.5 no H19A C11 H19C 109.5 no H19B C11 H19C 109.5 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O4 C12 1.336(2) yes O4 C13 1.423(2) yes N1 C12 1.332(2) yes N1 C2 1.443(2) yes N1 H1A 0.8600 no O2 C1 1.315(2) yes O2 C10 1.456(3) yes C12 O3 1.194(2) yes O1 C1 1.186(2) yes C2 C1 1.517(3) yes C2 C3 1.528(3) yes C2 H7A 0.9800 no C5 C6 1.369(3) yes C5 C4 1.388(2) yes C5 H8A 0.9300 no C4 C9 1.375(3) yes C4 C3 1.499(3) yes C9 C8 1.377(3) yes C9 H11A 0.9300 no C6 C7 1.357(3) yes C6 H12A 0.9300 no C3 H13A 0.9700 no C3 H13B 0.9700 no C7 C8 1.364(3) yes C7 H14A 0.9300 no C8 H15A 0.9300 no C13 H16A 0.9600 no C13 H16B 0.9600 no C13 H16C 0.9600 no C10 C11 1.484(3) yes C10 H18A 0.9700 no C10 H18B 0.9700 no C11 H19A 0.9600 no C11 H19B 0.9600 no C11 H19C 0.9600 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N1 H1A O1 2_566 0.86 2.21 3.045(2) 163 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 C2 N1 C12 O3 -8.6(3) no C2 N1 C12 O4 172.02(15) no C13 O4 C12 O3 -6.1(3) no C13 O4 C12 N1 173.26(16) no C12 N1 C2 C1 -78.4(2) no C12 N1 C2 C3 161.01(17) no C10 O2 C1 O1 -2.1(3) no C10 O2 C1 C2 175.40(18) no N1 C2 C1 O1 -30.8(3) no C3 C2 C1 O1 91.2(2) no N1 C2 C1 O2 151.73(15) no C3 C2 C1 O2 -86.28(19) no C6 C5 C4 C9 0.2(3) no C6 C5 C4 C3 179.54(17) no C5 C4 C9 C8 0.0(3) no C3 C4 C9 C8 -179.34(18) no C4 C5 C6 C7 -0.3(3) no C9 C4 C3 C2 -85.5(2) no C5 C4 C3 C2 95.2(2) no N1 C2 C3 C4 -65.1(2) no C1 C2 C3 C4 172.75(15) no C5 C6 C7 C8 0.1(3) no C6 C7 C8 C9 0.0(3) no C4 C9 C8 C7 -0.1(3) no C1 O2 C10 C11 -179.77(18) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 23390153