#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/60/2006051.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_2006051 loop_ _publ_author_name 'Wouters, J.' 'Norberg, B.' 'Evrard, G.' _publ_section_title ; The Dipeptide pGlu--Pro-NH~2~ ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 477 _journal_page_last 480 _journal_paper_doi 10.1107/S0108270196014655 _journal_volume 53 _journal_year 1997 _chemical_formula_iupac 'C10 H15 N3 O3 , H2 O' _chemical_formula_sum 'C10 H17 N3 O4' _chemical_formula_weight 243.3 _chemical_name_common pGlu-Pro-NH~2~ _chemical_name_systematic ; (author's name) cis-3-(2-pyrrolidone-5(S)-carbonyl)-L-prolinamide ; _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' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 104.00(20) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 10.154(2) _cell_length_b 8.968(2) _cell_length_c 6.749(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 40 _cell_measurement_theta_min 30 _cell_volume 596.3(6) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'PLATON94 (Spek, 1994)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0525 _diffrn_reflns_av_sigmaI/netI 0.0048 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 1249 _diffrn_reflns_theta_max 71.87 _diffrn_reflns_theta_min 4.49 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.887 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.355 _exptl_crystal_description prism _exptl_crystal_F_000 260 _exptl_crystal_size_max .2 _exptl_crystal_size_mid .2 _exptl_crystal_size_min .1 _refine_diff_density_max .123 _refine_diff_density_min -.143 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack -0.0(2) _refine_ls_extinction_coef 0.040(3) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_all 1.084 _refine_ls_goodness_of_fit_obs 1.086 _refine_ls_hydrogen_treatment 'H atoms riding' _refine_ls_matrix_type full _refine_ls_number_parameters 159 _refine_ls_number_reflns 1247 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.084 _refine_ls_restrained_S_obs 1.086 _refine_ls_R_factor_all 0.0266 _refine_ls_R_factor_obs 0.0256 _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^)+(0.0496P)^2^+0.0593P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0764 _refine_ls_wR_factor_obs 0.0749 _reflns_number_observed 1202 _reflns_number_total 1247 _reflns_observed_criterion >2sigma(I) _cod_data_source_file du1169.cif _cod_data_source_block pyrpro _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: '_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_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0496P)^2^+0.0593P] 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^)+(0.0496P)^2^+0.0593P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 596.3(3) _cod_original_sg_symbol_H-M 'P 21' _cod_database_code 2006051 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_22 _atom_site_aniso_U_23 _atom_site_aniso_U_33 O1 0.0628(9) 0.0030(8) 0.0329(7) 0.0622(10) -0.0071(8) 0.0625(8) C2 0.0410(8) 0.0078(7) 0.0133(7) 0.0373(9) 0.0041(8) 0.0530(10) C3 0.0730(14) -0.0170(11) 0.0385(12) 0.0480(12) -0.0126(11) 0.080(2) C4 0.0521(11) -0.0200(11) 0.0203(10) 0.0662(15) -0.0254(12) 0.0726(14) C5 0.0389(8) 0.0019(7) 0.0092(6) 0.0377(9) -0.0014(7) 0.0413(9) N6 0.0433(7) -0.0004(7) 0.0161(6) 0.0352(8) -0.0064(7) 0.0519(8) C7 0.0390(7) -0.0015(6) 0.0076(6) 0.0234(7) 0.0010(6) 0.0356(7) O8 0.0487(7) 0.0043(6) 0.0027(5) 0.0463(7) -0.0082(6) 0.0367(6) N9 0.0388(7) 0.0036(6) 0.0066(5) 0.0320(7) -0.0002(6) 0.0332(7) C10 0.0512(9) 0.0021(9) 0.0074(7) 0.0532(12) -0.0014(7) 0.0312(8) C11 0.0714(12) -0.0011(10) 0.0190(8) 0.0485(11) -0.0063(8) 0.0384(9) C12 0.0582(10) 0.0047(8) 0.0292(9) 0.0398(10) 0.0036(8) 0.0525(10) C13 0.0374(8) 0.0018(6) 0.0108(7) 0.0297(8) 0.0014(7) 0.0446(9) C14 0.0459(9) 0.0064(7) 0.0136(7) 0.0337(9) 0.0030(7) 0.0394(8) O15 0.0593(8) -0.0067(7) 0.0155(6) 0.0434(8) 0.0124(7) 0.0578(8) N16 0.0589(10) 0.0102(9) 0.0033(7) 0.0500(10) 0.0092(8) 0.0492(9) O17 0.0619(8) -0.0033(7) 0.0291(7) 0.0453(8) 0.0012(7) 0.0690(9) 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 O1 1 1.02943(15) -0.0163 0.4984(3) 0.0594(4) Uani d . O C2 1 0.9966(2) 0.0327(3) 0.6491(3) 0.0434(4) Uani d . C C3 1 1.0572(3) 0.1669(4) 0.7735(4) 0.0636(6) Uani d . C C4 1 0.9742(2) 0.1926(4) 0.9232(4) 0.0627(6) Uani d . C C5 1 0.8741(2) 0.0592(3) 0.9010(3) 0.0394(4) Uani d . C N6 1 0.90347(15) -0.0267(3) 0.7353(2) 0.0427(4) Uani d . N C7 1 0.7280(2) 0.1135(3) 0.8466(2) 0.0330(3) Uani d . C O8 1 0.65759(13) 0.1038(3) 0.6706(2) 0.0452(3) Uani d . O N9 1 0.67960(13) 0.1758(3) 0.9934(2) 0.0350(3) Uani d . N C10 1 0.7503(2) 0.2029(3) 1.2086(3) 0.0457(4) Uani d . C C11 1 0.6671(2) 0.3277(3) 1.2712(3) 0.0518(5) Uani d . C C12 1 0.5237(2) 0.2985(3) 1.1451(3) 0.0475(5) Uani d . C C13 1 0.5445(2) 0.2441(3) 0.9380(3) 0.0371(4) Uani d . C C14 1 0.5428(2) 0.3730(3) 0.7906(3) 0.0391(4) Uani d . C O15 1 0.63666(14) 0.4630(3) 0.8198(2) 0.0533(4) Uani d . O N16 1 0.4313(2) 0.3834(3) 0.6406(3) 0.0544(4) Uani d . N O17 1 0.7664(2) 0.6655(3) 0.6002(2) 0.0564(4) Uani d . O H3A 1 1.1510(3) 0.1478(4) 0.8433(4) 0.076 Uiso calc R H H3B 1 1.0541(3) 0.2533(4) 0.6861(4) 0.076 Uiso calc R H H4A 1 0.9248(2) 0.2858(4) 0.8945(4) 0.075 Uiso calc R H H4B 1 1.0316(2) 0.1967(4) 1.0608(4) 0.075 Uiso calc R H H5 1 0.8923(2) 0.0001(3) 1.0268(3) 0.047 Uiso calc R H H6 1 0.86662(15) -0.0993(3) 0.6975(2) 0.058(7) Uiso d R H H10A 1 0.8434(2) 0.2338(3) 1.2206(3) 0.055 Uiso calc R H H10B 1 0.7497(2) 0.1144(3) 1.2911(3) 0.055 Uiso calc R H H11A 1 0.6712(2) 0.3232(3) 1.4161(3) 0.062 Uiso calc R H H11B 1 0.6993(2) 0.4245(3) 1.2394(3) 0.062 Uiso calc R H H12A 1 0.4697(2) 0.3890(3) 1.1286(3) 0.057 Uiso calc R H H12B 1 0.4793(2) 0.2228(3) 1.2084(3) 0.057 Uiso calc R H H13 1 0.4757(2) 0.1698(3) 0.8778(3) 0.044 Uiso calc R H H16A 1 0.4232(2) 0.4398(3) 0.5477(3) 0.088(10) Uiso d R H H16B 1 0.3751(2) 0.2999(3) 0.5969(3) 0.072(8) Uiso d R H H17A 1 0.8320(2) 0.6003(3) 0.5776(2) 0.068(8) Uiso d R H H17B 1 0.7284(2) 0.6005(3) 0.6686(2) 0.114(13) Uiso d R H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0181 .0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0492 .0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0311 .0180 '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 O1 C2 N6 125.6(2) yes O1 C2 C3 126.2(2) yes N6 C2 C3 108.2(2) yes C4 C3 C2 106.3(2) yes C3 C4 C5 106.3(2) yes N6 C5 C7 110.8(2) yes N6 C5 C4 103.4(2) yes C7 C5 C4 110.8(2) yes C2 N6 C5 115.1(2) yes O8 C7 N9 121.0(2) yes O8 C7 C5 121.0(2) yes N9 C7 C5 118.0(2) yes C7 N9 C13 118.5(2) yes C7 N9 C10 128.50(10) yes C13 N9 C10 112.6(2) yes N9 C10 C11 102.9(2) yes C12 C11 C10 103.8(2) yes C11 C12 C13 103.8(2) yes N9 C13 C14 110.2(2) yes N9 C13 C12 103.1(2) yes C14 C13 C12 111.70(10) yes O15 C14 N16 124.2(2) yes O15 C14 C13 120.6(2) yes N16 C14 C13 115.1(2) yes 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 O1 C2 . 1.226(3) yes C2 N6 . 1.335(3) yes C2 C3 . 1.511(3) yes C3 C4 . 1.482(4) yes C4 C5 . 1.554(3) yes C5 N6 . 1.447(2) yes C5 C7 . 1.520(3) yes C7 O8 . 1.233(3) yes C7 N9 . 1.330(2) yes N9 C13 . 1.466(2) yes N9 C10 . 1.476(3) yes C10 C11 . 1.522(3) yes C11 C12 . 1.521(4) yes C12 C13 . 1.542(2) yes C13 C14 . 1.522(2) yes C14 O15 . 1.228(2) yes C14 N16 . 1.327(4) yes 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 O1 C2 C3 C4 173.5(2) yes N6 C2 C3 C4 -8.5(3) yes C2 C3 C4 C5 6.6(3) yes C3 C4 C5 N6 -2.7(3) yes C3 C4 C5 C7 -121.5(2) yes O1 C2 N6 C5 -174.7(2) yes C3 C2 N6 C5 7.2(2) yes C7 C5 N6 C2 115.8(2) yes C4 C5 N6 C2 -2.9(2) yes N6 C5 C7 O8 -11.3(2) yes C4 C5 C7 O8 102.9(2) yes N6 C5 C7 N9 170.6(2) yes C4 C5 C7 N9 -75.2(2) yes O8 C7 N9 C13 -5.0(3) yes C5 C7 N9 C13 173.20(10) yes O8 C7 N9 C10 -177.1(2) yes C5 C7 N9 C10 0.9(3) yes C7 N9 C10 C11 157.7(2) yes C13 N9 C10 C11 -14.7(2) yes N9 C10 C11 C12 31.9(2) yes C10 C11 C12 C13 -37.5(2) yes C7 N9 C13 C14 -62.2(2) yes C10 N9 C13 C14 111.1(2) yes C7 N9 C13 C12 178.44(15) yes C10 N9 C13 C12 -8.3(2) yes C11 C12 C13 N9 28.0(2) yes C11 C12 C13 C14 -90.3(2) yes N9 C13 C14 O15 -43.7(2) yes C12 C13 C14 O15 70.3(2) yes N9 C13 C14 N16 139.9(2) yes C12 C13 C14 N16 -106.1(2) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21186489 2 PubChem 71348326