#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/81/2008162.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_2008162 loop_ _publ_author_name 'Badorrey, Ram\'on' 'Cativiela, Carlos' 'D\'iaz-de-Villegas, Mar\'ia D.' 'G\'alvez, Jos\'e A.' 'Lape\~na, Yolanda' _publ_section_title ; 2-tert-Butoxycarbonylamino-2-isopropyl-4-pentenamide, a new conformationally restricted \a,\a-dialkylglycine derivative ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 241 _journal_page_last 243 _journal_paper_doi 10.1107/S010827019801172X _journal_volume 55 _journal_year 1999 _chemical_formula_sum 'C13 H24 N2 O3' _chemical_formula_weight 256.34 _chemical_name_systematic ; tert-butyl N-(1-aminocarbonyl-1-isopropylbut-3-enyl)carbamate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90.000(5) _cell_angle_beta 110.060(5) _cell_angle_gamma 90.000(5) _cell_formula_units_Z 4 _cell_length_a 10.696(5) _cell_length_b 11.305(5) _cell_length_c 13.301(5) _cell_measurement_reflns_used 41 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 12.5 _cell_measurement_theta_min 4.57 _cell_volume 1510.8(11) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1993)' _computing_data_reduction XSCANS _computing_molecular_graphics 'SHELXTL-Plus (Sheldrick, 1989)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method \w/2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.044 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 6067 _diffrn_reflns_theta_max 25 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type none _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.127 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Prism _exptl_crystal_F_000 560 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _refine_diff_density_max 0.154 _refine_diff_density_min -0.178 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_hydrogen_treatment 'H atoms: see below' _refine_ls_number_parameters 165 _refine_ls_number_reflns 2672 _refine_ls_R_factor_gt 0.054 _refine_ls_shift/su_max <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0712P)^2^+0.2966P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.154 _reflns_number_gt 1548 _reflns_number_total 2672 _reflns_threshold_expression F>4\s(F) _cod_data_source_file jz1318.cif _cod_data_source_block alpro _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2008162 _cod_database_fobs_code 2008162 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 0.95051(18) 0.12909(16) 0.05082(16) 0.0563(6) Uani d . 1 . . O O2 1.07539(18) 0.46121(18) 0.29116(16) 0.0597(6) Uani d . 1 . . O O3 0.85454(17) 0.42291(17) 0.21227(15) 0.0543(6) Uani d . 1 . . O N1 1.1587(2) 0.05997(19) 0.10204(19) 0.0526(6) Uani d . 1 . . N H1A 1.1286 -0.0048 0.0555 0.078(3) Uiso d R 1 . . H H1B 1.2401 0.0659 0.1416 0.078(3) Uiso d R 1 . . H N2 0.9962(2) 0.30736(18) 0.17582(16) 0.0405(5) Uani d . 1 . . N H2 0.9297 0.2663 0.1365 0.078(3) Uiso d R 1 . . H C1 1.0695(3) 0.1418(2) 0.1033(2) 0.0409(6) Uani d . 1 . . C C2 1.1189(2) 0.2556(2) 0.1691(2) 0.0388(6) Uani d . 1 . . C C3 0.9856(3) 0.4026(2) 0.2327(2) 0.0421(6) Uani d . 1 . . C C4 0.8074(3) 0.4926(3) 0.2849(3) 0.0574(8) Uani d . 1 . . C C5 0.6589(4) 0.4834(5) 0.2338(4) 0.144(2) Uani d . 1 . . C H5A 0.6311 0.5220 0.1654 0.151(5) Uiso calc R 1 . . H H5B 0.6172 0.5208 0.2789 0.151(5) Uiso calc R 1 . . H H5C 0.6336 0.4016 0.2245 0.151(5) Uiso calc R 1 . . H C6 0.8536(4) 0.6178(3) 0.2928(4) 0.1043(15) Uani d . 1 . . C H6A 0.8234 0.6532 0.2230 0.151(5) Uiso calc R 1 . . H H6B 0.9491 0.6199 0.3215 0.151(5) Uiso calc R 1 . . H H6C 0.8181 0.6610 0.3391 0.151(5) Uiso calc R 1 . . H C7 0.8516(5) 0.4329(4) 0.3911(3) 0.1145(16) Uani d . 1 . . C H7A 0.8202 0.3527 0.3827 0.151(5) Uiso calc R 1 . . H H7B 0.8160 0.4741 0.4384 0.151(5) Uiso calc R 1 . . H H7C 0.9470 0.4334 0.4207 0.151(5) Uiso calc R 1 . . H C8 1.2175(3) 0.2277(2) 0.2820(2) 0.0488(7) Uani d . 1 . . C H8A 1.3015 0.1964 0.2794 0.078(3) Uiso d R 1 . . H H8B 1.2539 0.3054 0.3133 0.078(3) Uiso d R 1 . . H C9 1.1599(3) 0.1567(3) 0.3491(2) 0.0641(9) Uani d . 1 . . C H9 1.1346 0.1014 0.3250 0.078(3) Uiso d R 1 . . H C10 1.1569(4) 0.1876(4) 0.4410(3) 0.0917(13) Uani d . 1 . . C H10A 1.1959 0.2676 0.4820 0.078(3) Uiso d R 1 . . H H10B 1.1058 0.1484 0.4795 0.078(3) Uiso d R 1 . . H C11 1.1788(3) 0.3423(2) 0.1056(3) 0.0541(8) Uani d . 1 . . C H11 1.1871 0.4143 0.1539 0.078(3) Uiso d R 1 . . H C12 1.3201(3) 0.3106(3) 0.1101(3) 0.0837(12) Uani d . 1 . . C H12A 1.3391 0.3811 0.0676 0.151(5) Uiso d R 1 . . H H12B 1.3208 0.2242 0.0783 0.151(5) Uiso d R 1 . . H H12C 1.3798 0.3193 0.1904 0.151(5) Uiso d R 1 . . H C13 1.0864(4) 0.3579(3) -0.0106(3) 0.0840(11) Uani d . 1 . . C H13A 1.1145 0.4217 -0.0439 0.151(5) Uiso d R 1 . . H H13B 1.0973 0.2771 -0.0488 0.151(5) Uiso d R 1 . . H H13C 0.9876 0.3733 -0.0116 0.151(5) Uiso d 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 O1 0.0337(11) 0.0491(12) 0.0739(13) 0.0021(9) 0.0030(10) -0.0220(10) O2 0.0404(11) 0.0587(13) 0.0771(14) -0.0129(10) 0.0166(10) -0.0312(11) O3 0.0344(10) 0.0631(13) 0.0636(12) 0.0057(9) 0.0143(9) -0.0254(10) N1 0.0379(13) 0.0433(13) 0.0678(15) 0.0072(11) 0.0069(11) -0.0175(11) N2 0.0309(12) 0.0387(12) 0.0512(13) -0.0007(9) 0.0130(10) -0.0125(10) C1 0.0364(15) 0.0373(14) 0.0473(15) 0.0031(13) 0.0122(13) -0.0040(12) C2 0.0302(13) 0.0342(14) 0.0502(15) 0.0015(11) 0.0113(12) -0.0078(12) C3 0.0386(15) 0.0423(15) 0.0463(15) 0.0015(13) 0.0160(13) -0.0034(13) C4 0.0495(17) 0.062(2) 0.068(2) 0.0029(15) 0.0294(16) -0.0197(16) C5 0.055(3) 0.186(5) 0.189(5) 0.018(3) 0.041(3) -0.100(4) C6 0.136(4) 0.061(2) 0.147(4) 0.011(2) 0.088(3) -0.016(2) C7 0.142(4) 0.132(4) 0.099(3) 0.004(3) 0.081(3) 0.001(3) C8 0.0331(15) 0.0490(17) 0.0569(17) -0.0013(12) 0.0057(13) -0.0071(14) C9 0.064(2) 0.062(2) 0.0540(19) 0.0001(17) 0.0042(17) 0.0017(16) C10 0.096(3) 0.115(3) 0.061(2) -0.008(3) 0.023(2) 0.003(2) C11 0.0550(18) 0.0438(16) 0.076(2) -0.0029(14) 0.0379(17) -0.0070(15) C12 0.071(2) 0.073(2) 0.130(3) -0.0071(19) 0.063(2) -0.007(2) C13 0.101(3) 0.080(2) 0.075(2) 0.007(2) 0.037(2) 0.023(2) 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 C3 O3 C4 121.8(2) yes C1 N1 H1A 117.6 ? C1 N1 H1B 121.5 ? H1A N1 H1B 121.0 ? C3 N2 C2 127.2(2) yes C3 N2 H2 124.3 ? C2 N2 H2 108.5 ? O1 C1 N1 121.1(2) yes O1 C1 C2 120.3(2) yes N1 C1 C2 118.6(2) yes N2 C2 C8 110.4(2) yes N2 C2 C1 103.15(19) yes C8 C2 C1 111.6(2) yes N2 C2 C11 108.9(2) yes C8 C2 C11 112.6(2) yes C1 C2 C11 109.8(2) yes O2 C3 N2 127.0(2) yes O2 C3 O3 125.3(2) yes N2 C3 O3 107.8(2) yes O3 C4 C7 108.3(3) ? O3 C4 C6 112.1(3) ? C7 C4 C6 112.0(3) ? O3 C4 C5 102.4(2) ? C7 C4 C5 109.9(4) ? C6 C4 C5 111.8(3) ? C4 C5 H5A 109.5 ? C4 C5 H5B 109.5 ? H5A C5 H5B 109.5 ? C4 C5 H5C 109.5 ? H5A C5 H5C 109.5 ? H5B C5 H5C 109.5 ? C4 C6 H6A 109.5 ? C4 C6 H6B 109.5 ? H6A C6 H6B 109.5 ? C4 C6 H6C 109.5 ? H6A C6 H6C 109.5 ? H6B C6 H6C 109.5 ? C4 C7 H7A 109.5 ? C4 C7 H7B 109.5 ? H7A C7 H7B 109.5 ? C4 C7 H7C 109.5 ? H7A C7 H7C 109.5 ? H7B C7 H7C 109.5 ? C9 C8 C2 114.3(2) ? C9 C8 H8A 113.8 ? C2 C8 H8A 111.7 ? C9 C8 H8B 114.2 ? C2 C8 H8B 105.4 ? H8A C8 H8B 95.8 ? C10 C9 C8 125.4(3) ? C10 C9 H9 122.6 ? C8 C9 H9 112.0 ? C9 C10 H10A 125.8 ? C9 C10 H10B 125.4 ? H10A C10 H10B 108.1 ? C13 C11 C12 110.6(3) ? C13 C11 C2 112.0(2) ? C12 C11 C2 114.3(3) ? C13 C11 H11 115.5 ? C12 C11 H11 106.8 ? C2 C11 H11 97.1 ? C11 C12 H12A 100.0 ? C11 C12 H12B 109.9 ? H12A C12 H12B 117.3 ? C11 C12 H12C 105.5 ? H12A C12 H12C 108.6 ? H12B C12 H12C 114.0 ? C11 C13 H13A 111.1 ? C11 C13 H13B 104.1 ? H13A C13 H13B 108.9 ? C11 C13 H13C 108.9 ? H13A C13 H13C 110.0 ? H13B C13 H13C 113.7 ? 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 C1 . 1.232(3) yes O2 C3 . 1.206(3) yes O3 C3 . 1.353(3) yes O3 C4 . 1.464(3) yes N1 C1 . 1.333(3) yes N1 H1A . 0.9409 ? N1 H1B . 0.8521 ? N2 C3 . 1.343(3) yes N2 C2 . 1.468(3) yes N2 H2 . 0.8598 ? C1 C2 . 1.544(3) yes C2 C8 . 1.543(4) yes C2 C11 . 1.567(4) yes C4 C7 . 1.488(5) ? C4 C6 . 1.491(5) ? C4 C5 . 1.501(5) ? C5 H5A . 0.9600 ? C5 H5B . 0.9600 ? C5 H5C . 0.9600 ? C6 H6A . 0.9600 ? C6 H6B . 0.9600 ? C6 H6C . 0.9600 ? C7 H7A . 0.9600 ? C7 H7B . 0.9600 ? C7 H7C . 0.9600 ? C8 C9 . 1.483(4) ? C8 H8A . 0.9770 ? C8 H8B . 0.9935 ? C9 C10 . 1.282(4) ? C9 H9 . 0.7122 ? C10 H10A . 1.0641 ? C10 H10B . 0.9733 ? C11 C13 . 1.532(4) ? C11 C12 . 1.534(4) ? C11 H11 . 1.0215 ? C12 H12A . 1.0365 ? C12 H12B . 1.0654 ? C12 H12C . 1.0447 ? C13 H13A . 0.9475 ? C13 H13B . 1.0704 ? C13 H13C . 1.0670 ? 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 N2 H2 O1 . 0.86 1.98 2.551(3) 122.7 N1 H1A O1 3_755 0.94 1.97 2.905(3) 173.8 N1 H1B O2 2_745 0.85 2.21 2.930(3) 142.1 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 C3 N2 C2 C8 54.6(3) C3 N2 C2 C1 173.9(2) C3 N2 C2 C11 -69.5(3) O1 C1 C2 N2 16.7(3) N1 C1 C2 N2 -165.3(2) O1 C1 C2 C8 135.2(3) N1 C1 C2 C8 -46.8(3) O1 C1 C2 C11 -99.2(3) N1 C1 C2 C11 78.7(3) C2 N2 C3 O2 -2.3(5) C2 N2 C3 O3 177.2(2) C4 O3 C3 O2 -21.1(4) C4 O3 C3 N2 159.3(2) C3 O3 C4 C7 -60.2(4) C3 O3 C4 C6 63.8(4) C3 O3 C4 C5 -176.2(3) N2 C2 C8 C9 51.7(3) C1 C2 C8 C9 -62.4(3) C11 C2 C8 C9 173.5(2) C2 C8 C9 C10 -122.8(4) N2 C2 C11 C13 -63.9(3) C8 C2 C11 C13 173.3(2) C1 C2 C11 C13 48.3(3) N2 C2 C11 C12 169.3(3) C8 C2 C11 C12 46.5(3) C1 C2 C11 C12 -78.4(3) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21105662 2 PubChem 139056427