#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/51/2005157.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_2005157 loop_ _publ_author_name 'Saviano, M.' 'Lombardi, A.' 'Pavone, V.' 'Yamada, T.' 'Yanagi, T.' 'Iwamoto, A.' 'Kuwata, S.' _publ_section_title ; A Racemic Bicyclic Acylamidine from a Tripeptide Derivative ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1705 _journal_page_last 1708 _journal_paper_doi 10.1107/S0108270196001102 _journal_volume 52 _journal_year 1996 _chemical_formula_sum 'C15 H25 N3 O2' _chemical_formula_weight 279.40 _space_group_IT_number 13 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yac' _symmetry_space_group_name_H-M 'P 1 2/n 1' _atom_type_scat_source IntTabIV _cell_angle_alpha 90 _cell_angle_beta 101.03(1) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.533(2) _cell_length_b 7.6536(9) _cell_length_c 16.804(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 24 _cell_measurement_theta_min 20 _cell_volume 1582.1(4) _diffrn_measurement_device 'Enraf-Nonius CAD-4F' _diffrn_measurement_method '\w/2\q scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54056 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3360 _diffrn_reflns_theta_max 70 _diffrn_standards_decay_% 2 _diffrn_standards_interval_time 60 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.597 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.173 _exptl_crystal_density_meas ? _exptl_crystal_description needle _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.17 _refine_diff_density_min -0.20 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 0.802 _refine_ls_hydrogen_treatment noref _refine_ls_number_parameters 191 _refine_ls_number_reflns 2700 _refine_ls_R_factor_obs 0.045 _refine_ls_shift/esd_max 0.09 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/\s^2^(F~o~)' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.042 _reflns_number_observed 2700 _reflns_number_total 3342 _reflns_observed_criterion I>=3.0\s(I) _cod_data_source_file na1214.cif _cod_data_source_block na1214a _cod_depositor_comments ; Adding _atom_site_type_symbol label and values. Antanas Vaitkus 2013-04-04 The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value ' 1/\s^2^(F~o~)' 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^(F~o~)'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1582.1(9) _cod_original_sg_symbol_H-M 'P 2/n' _cod_database_code 2005157 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,-y,1/2+z -x,-y,-z 1/2-x,y,1/2-z loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_B_iso_or_equiv _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group N~1~ N .1329(1) .4127(2) .0592(1) 3.16(3) 1 . . Ca~1~ C .1981(1) .2827(2) .1117(1) 2.86(4) 1 . . Cb~1~ C .1860(1) .0986(3) .0741(1) 3.99(5) 1 . . Cg1~1~ C .2305(3) -.0345(5) .1324(2) 3.90(10) 0.6 A 1 Cg11~a~ C .0800(5) .0288(9) .0634(4) 7.18(17) 0.4 A 2 Cg2~1~ C .2266(2) .0870(4) -.0052(1) 5.97(7) 1 . . C'~1~ C .3135(1) .3436(2) .1333(1) 2.65(4) 1 . . N~2~ N .3816(1) .2972(2) .1962(1) 2.99(3) 1 . . Ca~2~ C .4843(1) .3903(3) .1933(1) 2.99(4) 1 . . Cb1~2~ C .5761(1) .2576(3) .1901(1) 3.85(5) 1 . . Cg1~2~ C .5493(2) .1412(3) .1152(1) 5.37(6) 1 . . Cg2~2~ C .6013(2) .1469(4) .2672(1) 5.48(6) 1 . . Cb2~2~ C .5083(1) .5135(3) .2686(1) 3.64(5) 1 . . Cg3~2~ C .4204(2) .6510(3) .2655(1) 5.15(6) 1 . . Cg4~2~ C .6197(1) .6020(4) .2788(1) 5.10(6) 1 . . C'~2~ C .4597(1) .4976(3) .1152(1) 3.02(4) 1 . . O~2~ O .5167(1) .5981(2) .0861(1) 4.09(3) 1 . . N~3~ N .3521(1) .4608(2) .0825(1) 2.95(3) 1 . . Ca~3~ C .2881(1) .5391(3) .0104(1) 3.46(4) 1 . . C'~3~ C .1673(1) .5251(2) .0091(1) 3.03(4) 1 . . O~3~ O .1047(1) .6185(2) -.0382(1) 3.97(3) 1 . . H1 H .0546 .4160 .0507 ? 1 . . H2 H .1679 .2910 .1621 ? 1 . . H3 H .6417 .3216 .1864 ? 1 . . H4 H .6062 .0594 .1131 ? 1 . . H5 H .4838 .0771 .1163 ? 1 . . H6 H .5381 .2100 .0668 ? 1 . . H7 H .6599 .0667 .2650 ? 1 . . H8 H .6244 .2209 .3139 ? 1 . . H9 H .5396 .0834 .2745 ? 1 . . H10 H .4356 .7249 .3121 ? 1 . . H11 H .4146 .7207 .2181 ? 1 . . H12 H .3512 .5956 .2649 ? 1 . . H13 H .6326 .6740 .3252 ? 1 . . H14 H .6760 .5131 .2851 ? 1 . . H15 H .6250 .6688 .2320 ? 1 . . H16 H .1095 .0752 .0596 ? 0.6 A 1 H16a H .2321 .0275 .1145 ? 0.4 A 2 H17 H .3046 .4801 -.0366 ? 1 . . H18 H .3077 .6589 .0072 ? 1 . . H19 H .2220 -.1475 .1078 ? 0.6 A 1 H20 H .3062 -.0144 .1522 ? 0.6 A 1 H21 H .1942 -.0341 .1776 ? 0.6 A 1 H22 H .0733 -.0851 .0381 ? 0.4 A 2 H23 H .0515 .0199 .1124 ? 0.4 A 2 H24 H .0265 .1027 .0265 ? 0.4 A 2 H25 H .2184 -.0263 -.0275 ? 1 . . H26 H .1882 .1683 -.0444 ? 1 . . H27 H .3029 .1186 .0029 ? 1 . . H28 H .5035 .4217 .3192 ? 1 . . 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 Ca~1~ N~1~ C'~3~ 127.3(3) yes N~1~ Ca~1~ Cb~1~ 111.9(3) yes N~1~ Ca~1~ C'~1~ 109.6(3) yes Cb~1~ Ca~1~ C'~1~ 113.6(3) yes Ca~1~ Cb~1~ Cg1~1~ 111.8(4) yes Ca~1~ Cb~1~ Cg2~1~ 113.0(3) yes Ca~1~ Cb~1~ Cg11~a~ 114.6(5) yes Cg1~1~ Cb~1~ Cg2~1~ 113.7(4) yes Cg1~1~ Cb~1~ Cg11~a~ 92.9(6) yes Cg2~1~ Cb~1~ Cg11~a~ 109.4(6) yes Ca~1~ C'~1~ N~2~ 125.2(3) yes Ca~1~ C'~1~ N~3~ 119.2(3) yes N~2~ C'~1~ N~3~ 115.7(3) yes C'~1~ N~2~ Ca~2~ 106.6(3) yes N~2~ Ca~2~ Cb1~2~ 110.1(3) yes N~2~ Ca~2~ Cb2~2~ 107.4(3) yes N~2~ Ca~2~ C'~2~ 104.7(3) yes Cb1~2~ Ca~2~ Cb2~2~ 113.4(3) yes Cb1~2~ Ca~2~ C'~2~ 110.6(3) yes Cb2~2~ Ca~2~ C'~2~ 110.3(3) yes Ca~2~ Cb1~2~ Cg1~2~ 111.4(3) yes Ca~2~ Cb1~2~ Cg2~2~ 111.6(3) yes Cg1~2~ Cb1~2~ Cg2~2~ 110.6(3) yes Ca~2~ Cb2~2~ Cg3~2~ 111.5(3) yes Ca~2~ Cb2~2~ Cg4~2~ 112.8(3) yes Cg3~2~ Cb2~2~ Cg4~2~ 109.7(3) yes Ca~2~ C'~2~ O~2~ 130.4(3) yes Ca~2~ C'~2~ N~3~ 104.6(3) yes O~2~ C'~2~ N~3~ 125.0(3) yes C'~1~ N~3~ C'~2~ 108.4(3) yes C'~1~ N~3~ Ca~3~ 125.4(3) yes C'~2~ N~3~ Ca~3~ 126.1(3) yes N~3~ Ca~3~ C'~3~ 112.0(3) yes N~1~ C'~3~ Ca~3~ 118.8(3) yes N~1~ C'~3~ O~3~ 122.6(3) yes Ca~3~ C'~3~ O~3~ 118.7(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N~1~ Ca~1~ 1.470(3) yes N~1~ C'~3~ 1.332(2) yes Ca~1~ Cb~1~ 1.540(3) yes Ca~1~ C'~1~ 1.496(3) yes Cb~1~ Cg1~1~ 1.449(5) yes Ca~3~ C'~3~ 1.514(3) yes Cb~1~ Cg2~1~ 1.516(3) yes Cb~1~ Cg11~a~ 1.411(7) yes C'~1~ N~2~ 1.276(2) yes C'~1~ N~3~ 1.387(2) yes N~2~ Ca~2~ 1.480(2) yes C'~3~ O~3~ 1.233(2) yes Ca~2~ Cb1~2~ 1.544(3) yes Ca~2~ Cb2~2~ 1.560(3) yes Ca~2~ C'~2~ 1.529(3) yes Cb1~2~ Cg1~2~ 1.526(3) yes Cb1~2~ Cg2~2~ 1.529(3) yes Cb2~2~ Cg3~2~ 1.517(4) yes Cb2~2~ Cg4~2~ 1.532(3) yes C'~2~ O~2~ 1.215(2) yes C'~2~ N~3~ 1.383(2) yes N~3~ Ca~3~ 1.449(2) 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 Cg1~1~ Cb~1~ Ca~1~ N~1~ -167.5(5) no Cg2~1~ Cb~1~ Ca~1~ N~1~ 62.7(3) no C'~1~ Ca~1~ Cb~1~ Cg1~1~ 67.8(4) no C'~1~ Ca~1~ Cb~1~ Cg2~1~ -62.0(3) no N~2~ C'~1~ Ca~1~ N~1~ 155.3(4) no N~2~ C'~1~ Ca~1~ Cb~1~ -78.7(4) no Ca~2~ N~2~ C'~1~ Ca~1~ -179.4(3) no Ca~2~ C'~2~ N~3~ C'~1~ -0.5(2) no Cb1~2~ Ca~2~ N~2~ C'~1~ -119.3(3) no Cg1~2~ Cb1~2~ Ca~2~ N~2~ 60.2(3) no Cg2~2~ Cb1~2~ Ca~2~ N~2~ -64.1(3) no Cb2~2~ Ca~2~ N~2~ C'~1~ 116.9(3) no Cb2~2~ Ca~2~ Cb1~2~ Cg1~2~ -179.5(4) no Cb2~2~ Ca~2~ Cb1~2~ Cg2~2~ 56.2(3) no Cg3~2~ Cb2~2~ Ca~2~ N~2~ -63.0(3) no Cg3~2~ Cb2~2~ Ca~2~ Cb1~2~ 175.2(4) no Cg11~a~ Cb~1~ Ca~1~ C'~1~ 171.8(6) no Cg4~2~ Cb2~2~ Ca~2~ N~2~ 173.1(4) no Cg4~2~ Cb2~2~ Ca~2~ Cb1~2~ 51.3(3) no C'~2~ Ca~2~ N~2~ C'~1~ -0.4(2) no C'~2~ Ca~2~ Cb1~2~ Cg1~2~ -55.0(3) no C'~2~ Ca~2~ Cb1~2~ Cg2~2~ -179.3(3) no C'~2~ Ca~2~ Cb2~2~ Cg3~2~ 50.5(3) no C'~2~ Ca~2~ Cb2~2~ Cg4~2~ -73.4(3) no C'~2~ N~3~ C'~1~ Ca~1~ 179.7(3) no C'~2~ N~3~ C'~1~ N~2~ 0.2(3) no O~2~ C'~2~ Ca~2~ N~2~ 178.7(4) no O~2~ C'~2~ Ca~2~ Cb1~2~ -62.8(4) no O~2~ C'~2~ Ca~2~ Cb2~2~ 63.5(4) no O~2~ C'~2~ N~3~ C'~1~ -178.8(4) no N~3~ C'~1~ Ca~1~ N~1~ -24.2(3) no N~3~ C'~1~ Ca~1~ Cb~1~ 101.8(3) no N~3~ C'~1~ N~2~ Ca~2~ 0.1(2) no N~3~ C'~2~ Ca~2~ N~2~ 0.5(2) no N~3~ C'~2~ Ca~2~ Cb1~2~ 119.1(3) no N~3~ C'~2~ Ca~2~ Cb2~2~ -114.7(3) no N~3~ Ca~3~ C'~3~ N~1~ -16.0(3) no Ca~3~ N~3~ C'~1~ Ca~1~ 3.3(3) no Ca~3~ N~3~ C'~1~ N~2~ -176.3(3) no Ca~3~ N~3~ C'~2~ Ca~2~ 176.0(4) no Ca~3~ N~3~ C'~2~ O~2~ -2.3(3) no Ca~3~ C'~3~ N~1~ Ca~1~ -7.0(3) no C'~3~ N~1~ Ca~1~ Cb~1~ -99.7(4) no C'~3~ N~1~ Ca~1~ C'~1~ 27.2(3) no C'~3~ Ca~3~ N~3~ C'~1~ 17.8(3) no C'~3~ Ca~3~ N~3~ C'~2~ -158.1(3) no O~3~ C'~3~ N~1~ Ca~1~ 173.0(4) no O~3~ C'~3~ Ca~3~ N~3~ 163.9(4) no Cg11~a~ Cb~1~ Ca~1~ N~1~ -63.4(6) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139055047