#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/34/2003495.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_2003495 loop_ _publ_author_name 'Chiaroni, A.' 'Riche, C.' 'Dumas, F.' 'Potin, D.' 'd'Angelo, J.' _publ_section_title ; (+-)-3-Methyl-1,1-diphenyl-2-butyl 3-Acetamidocrotonate and its Hydrogenation Product ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 967 _journal_page_last 970 _journal_paper_doi 10.1107/S0108270193007383 _journal_volume 51 _journal_year 1995 _chemical_compound_source ; from chemical synthesis ; _chemical_formula_moiety 'C23 H29 N O3' _chemical_formula_sum 'C23 H29 N O3' _chemical_formula_weight 367.49 _chemical_name_systematic ; (+-)-3-methyl-1-diphenyl-2-butyl 3-acetamidobutanoate ; _space_group_IT_number 56 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ab 2ac' _symmetry_space_group_name_H-M 'P c c n' _atom_type_scat_source 'International_Tables_for_X-ray_Crystallography (1974' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 22.41(3) _cell_length_b 20.76(2) _cell_length_c 9.195(6) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 13.6 _cell_measurement_theta_min 6.6 _cell_volume 4278(8) _computing_data_collection 'Enraf-Nonius CAD-4 software' _computing_data_reduction 'NONIUS (Riche, 1989)' _computing_molecular_graphics 'R3M (Riche, 1983); ORTEP (Johnson, 1965)' _computing_publication_material 'ACTACIF (Riche, 1992)' _computing_structure_refinement 'SHELX76 (Sheldrick, 1976)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 293 _diffrn_measurement_device 'Nonius CAD4 diffractometer' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3651 _diffrn_reflns_theta_max 65.43 _diffrn_reflns_theta_min 2.13 _diffrn_standards_decay_% 10 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.56 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.14 _exptl_crystal_description prism _exptl_crystal_F_000 1584.00 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.06 _refine_diff_density_max 0.34 _refine_diff_density_min -0.35 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.05 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 244 _refine_ls_number_reflns 1256 _refine_ls_R_factor_obs 0.105 _refine_ls_shift/esd_max 0.06 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0204F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.145 _reflns_number_observed 1281 _reflns_number_total 3651 _reflns_observed_criterion refl_observed_if_I_>_3.0_sigma(I) _cod_data_source_file pa1050.cif _cod_data_source_block butyrate _cod_depositor_comments ; Adding the _atom_site_type_symbol data item. Antanas Vaitkus, 2017-01-19 The following automatic conversions were performed: '_refine_ls_weighting_scheme' value ' calc w = 1/[\s^2^(F) + 0.0204F^2^]' 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) + 0.0204F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 4278.(8) _cod_original_formula_sum 'C23 H29 N O3 ' _cod_database_code 2003495 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z 1/2-x,1/2-y,+z 1/2+x,-y,1/2-z -x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2+y,-z 1/2-x,+y,1/2+z +x,1/2-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 C1 0.0495(67) 0.0181(54) -0.0068(56) 0.0700(69) 0.0160(66) 0.0558(79) C2 0.0712(74) -0.0094(54) 0.0075(58) 0.0527(58) 0.0325(59) 0.0721(90) C3 0.0382(56) -0.0117(46) 0.0080(43) 0.0626(62) 0.0087(61) 0.0551(77) C4 0.0940(93) -0.0305(67) 0.0333(67) 0.0748(74) -0.0051(81) 0.0915(**) N5 0.0471(45) -0.0153(41) 0.0050(38) 0.0589(43) 0.0138(40) 0.0341(50) C6 0.0546(66) -0.0041(50) 0.0150(59) 0.0497(60) -0.0195(73) 0.0677(92) O7 0.1065(63) -0.0165(46) 0.0013(45) 0.0899(57) -0.0017(55) 0.0361(51) C8 0.0546(65) -0.0090(47) -0.0024(51) 0.0575(57) 0.0170(61) 0.0628(78) O9 0.0606(53) -0.0226(41) -0.0316(43) 0.1076(61) 0.0472(50) 0.0806(64) O10 0.0400(38) -0.0009(29) -0.0001(29) 0.0552(38) -0.0041(38) 0.0540(49) C11 0.0384(51) -0.0081(41) 0.0043(40) 0.0416(47) 0.0109(52) 0.0396(66) C12 0.0659(69) -0.0018(50) 0.0226(50) 0.0510(55) -0.0142(52) 0.0407(64) C13 0.0837(84) 0.0327(63) 0.0189(59) 0.0765(75) 0.0000(66) 0.0610(85) C14 0.0878(75) -0.0156(74) -0.0082(58) 0.1002(86) -0.0092(68) 0.0392(74) C15 0.0367(50) 0.0035(42) -0.0013(37) 0.0547(54) 0.0043(47) 0.0259(57) C16 0.0479(55) 0.0054(40) 0.0226(47) 0.0378(47) -0.0002(50) 0.0374(65) C17 0.0486(63) -0.0054(46) 0.0123(51) 0.0606(60) 0.0030(59) 0.0469(73) C18 0.0596(74) -0.0010(57) 0.0131(52) 0.0868(80) -0.0220(68) 0.0489(78) C19 0.0819(95) -0.0002(67) 0.0389(65) 0.0899(85) -0.0319(72) 0.0453(88) C20 0.0830(97) 0.0369(70) 0.0365(81) 0.0814(85) 0.0270(84) 0.0863(**) C21 0.0562(72) 0.0185(58) 0.0129(58) 0.0897(79) 0.0017(73) 0.0642(87) C22 0.0527(63) 0.0133(42) -0.0002(44) 0.0398(47) -0.0030(52) 0.0340(62) C23 0.0561(66) 0.0176(48) 0.0013(54) 0.0539(57) 0.0112(64) 0.0529(79) C24 0.1285(**) 0.0183(69) 0.0057(65) 0.0416(56) 0.0122(55) 0.0296(67) C25 0.1018(95) -0.0127(59) 0.0040(72) 0.0471(60) 0.0060(66) 0.0535(84) C26 0.0728(79) -0.0127(56) 0.0085(59) 0.0592(64) -0.0029(63) 0.0593(90) C27 0.0657(72) -0.0081(48) 0.0029(51) 0.0495(57) 0.0142(55) 0.0471(74) loop_ _atom_site_label _atom_site_type_symbol _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_calc_attached_atom C1 C 0.6051(5) 0.0537(5) 0.0262(13) 0.058(12) Uani ? ? C2 C 0.6526(5) 0.1006(5) -0.0226(13) 0.065(13) Uani ? ? C3 C 0.7144(4) 0.0720(5) -0.0524(11) 0.052(11) Uani ? ? C4 C 0.7112(5) 0.0161(6) -0.1588(14) 0.087(16) Uani ? ? N5 N 0.7531(3) 0.1226(4) -0.1137(8) 0.047(8) Uani ? ? C6 C 0.7863(4) 0.1594(5) -0.0245(14) 0.057(13) Uani ? ? O7 O 0.7886(3) 0.1567(4) 0.1064(9) 0.077(10) Uani ? ? C8 C 0.8249(4) 0.2085(5) -0.1091(12) 0.058(12) Uani ? ? O9 O 0.5589(3) 0.0473(4) -0.0323(9) 0.083(10) Uani ? ? O10 O 0.6229(2) 0.0226(3) 0.1475(7) 0.050(7) Uani ? ? C11 C 0.5796(4) -0.0203(4) 0.2182(10) 0.040(10) Uani ? ? C12 C 0.5578(4) 0.0110(5) 0.3547(10) 0.053(11) Uani ? ? C13 C 0.5263(5) 0.0741(5) 0.3295(12) 0.074(14) Uani ? ? C14 C 0.6067(5) 0.0180(6) 0.4705(12) 0.076(14) Uani ? ? C15 C 0.6085(4) -0.0865(4) 0.2326(9) 0.039(9) Uani ? ? C16 C 0.6326(4) -0.1133(4) 0.0899(11) 0.041(10) Uani ? ? C17 C 0.5966(4) -0.1162(5) -0.0351(13) 0.052(11) Uani ? ? C18 C 0.6184(5) -0.1437(6) -0.1611(12) 0.065(13) Uani ? ? C19 C 0.6730(6) -0.1688(6) -0.1677(14) 0.072(15) Uani ? ? C20 C 0.7103(6) -0.1684(6) -0.0430(17) 0.084(17) Uani ? ? C21 C 0.6886(5) -0.1392(6) 0.0854(13) 0.070(14) Uani ? ? C22 C 0.5692(4) -0.1355(4) 0.3091(10) 0.042(10) Uani ? ? C23 C 0.5914(4) -0.1719(5) 0.4199(12) 0.054(12) Uani ? ? C24 C 0.5560(6) -0.2188(5) 0.4901(11) 0.067(14) Uani ? ? C25 C 0.4985(6) -0.2286(5) 0.4413(13) 0.067(14) Uani ? ? C26 C 0.4760(5) -0.1925(5) 0.3327(13) 0.064(14) Uani ? ? C27 C 0.5105(5) -0.1454(4) 0.2656(11) 0.054(12) Uani ? ? H2a H 0.65710 0.13406 0.05493 0.072 Uiso calc C2 H2b H 0.63841 0.12166 -0.11412 0.072 Uiso calc C2 H3 H 0.73080 0.05533 0.04145 0.057 Uiso calc C3 H4a H 0.75224 -0.00130 -0.17563 0.096 Uiso calc C4 H4b H 0.68522 -0.01853 -0.11789 0.096 Uiso calc C4 H4c H 0.69416 0.03149 -0.25316 0.096 Uiso calc C4 HN5 H 0.75463 0.12962 -0.22121 0.051 Uiso calc N5 H8a H 0.81762 0.20347 -0.21583 0.064 Uiso calc C8 H8b H 0.81392 0.25325 -0.07865 0.064 Uiso calc C8 H8c H 0.86799 0.20069 -0.08769 0.064 Uiso calc C8 H11 H 0.54238 -0.02779 0.16044 0.044 Uiso calc C11 H12 H 0.52725 -0.01961 0.39355 0.058 Uiso calc C12 H13a H 0.51300 0.09232 0.42485 0.081 Uiso calc C13 H13b H 0.55420 0.10505 0.28126 0.081 Uiso calc C13 H13c H 0.49077 0.06697 0.26574 0.081 Uiso calc C13 H14a H 0.58960 0.03918 0.55900 0.083 Uiso calc C14 H14b H 0.62231 -0.02553 0.49711 0.083 Uiso calc C14 H14c H 0.63991 0.04499 0.43125 0.083 Uiso calc C14 H15 H 0.64377 -0.07857 0.29668 0.043 Uiso calc C15 H17 H 0.55516 -0.09829 -0.03283 0.057 Uiso calc C17 H18 H 0.59245 -0.14481 -0.24956 0.072 Uiso calc C18 H19 H 0.68780 -0.18785 -0.26080 0.080 Uiso calc C19 H20 H 0.75094 -0.18823 -0.04589 0.092 Uiso calc C20 H21 H 0.71450 -0.13754 0.17390 0.077 Uiso calc C21 H23 H 0.63353 -0.16520 0.45221 0.060 Uiso calc C23 H24 H 0.57230 -0.24428 0.57337 0.073 Uiso calc C24 H25 H 0.47332 -0.26284 0.48710 0.074 Uiso calc C25 H26 H 0.43394 -0.19974 0.29982 0.070 Uiso calc C26 H27 H 0.49300 -0.11856 0.18597 0.060 Uiso calc C27 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 1 3 1 4 4 2 -4 2 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 C2 C1 O9 123.9(10) yes C2 C1 O10 110.2(8) yes O9 C1 O10 125.8(10) yes C1 C2 C3 116.0(9) yes C2 C3 C4 111.7(8) yes C2 C3 N5 108.8(8) yes C4 C3 N5 109.0(8) yes C3 N5 C6 119.9(8) yes N5 C6 O7 127.3(10) yes N5 C6 C8 112.2(9) yes O7 C6 C8 120.6(9) yes C1 O10 C11 117.5(7) yes O10 C11 C12 108.9(7) yes O10 C11 C15 107.7(7) yes C12 C11 C15 117.2(7) yes C11 C12 C13 113.7(8) yes C11 C12 C14 113.0(8) yes C13 C12 C14 111.0(8) yes C11 C15 C16 113.9(7) yes C11 C15 C22 113.5(7) yes C16 C15 C22 111.1(7) yes C15 C16 C17 121.1(8) yes C15 C16 C21 119.7(8) yes C17 C16 C21 119.0(9) yes C16 C17 C18 120.1(9) yes C17 C18 C19 121.7(11) yes C18 C19 C20 120.2(12) yes C19 C20 C21 118.4(11) yes C16 C21 C20 120.7(10) yes C15 C22 C23 120.5(8) yes C15 C22 C27 120.9(8) yes C23 C22 C27 118.6(9) yes C22 C23 C24 121.3(9) yes C23 C24 C25 118.6(10) yes C24 C25 C26 120.6(11) yes C25 C26 C27 120.8(10) yes C22 C27 C26 120.1(9) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 1.512(14) yes C1 O9 1.173(13) yes C1 O10 1.350(13) yes C2 C3 1.531(13) yes C3 C4 1.518(16) yes C3 N5 1.475(12) yes N5 C6 1.345(13) yes C6 O7 1.207(15) yes C6 C8 1.547(14) yes O10 C11 1.468(10) yes C11 C12 1.495(13) yes C11 C15 1.524(12) yes C12 C13 1.506(15) yes C12 C14 1.535(15) yes C15 C16 1.524(13) yes C15 C22 1.519(12) yes C16 C17 1.406(14) yes C16 C21 1.367(13) yes C17 C18 1.380(16) yes C18 C19 1.332(17) yes C19 C20 1.418(19) yes C20 C21 1.413(18) yes C22 C23 1.362(13) yes C22 C27 1.391(13) yes C23 C24 1.411(15) yes C24 C25 1.380(19) yes C25 C26 1.347(16) yes C26 C27 1.391(14) 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 O10 C1 C2 C3 57.2(9) yes C1 C2 C3 C4 53.5(10) yes C1 C2 C3 N5 173.9(11) yes C2 C3 N5 C6 90.7(10) yes C3 N5 C6 O7 -0.4(9) yes C3 N5 C6 C8 178.6(12) yes C2 C1 O10 C11 174.1(11) yes C1 O10 C11 C12 -106.7(9) yes C1 O10 C11 C15 125.3(9) yes O10 C11 C12 C13 61.3(8) yes O10 C11 C12 C14 -66.4(9) yes O10 C11 C15 C16 -53.6(7) yes O10 C11 C15 C22 178.0(9) yes C11 C15 C16 C17 -51.7(8) yes C11 C15 C16 C21 133.1(11) yes C11 C15 C22 C23 -130.9(10) yes C11 C15 C22 C27 50.6(8) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 101923762