#------------------------------------------------------------------------------ #$Date: 2017-01-19 16:22:45 +0000 (Thu, 19 Jan 2017) $ #$Revision: 190732 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/34/2003494.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_2003494 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_formula_moiety 'C23 H27 N O3' _chemical_formula_sum 'C23 H27 N O3' _chemical_formula_weight 365.47 _chemical_name_systematic ; (+-)-3-methyl-1-diphenyl-2-butyl 3-acetamidocrotonate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_type_scat_source 'International_Tables_for_X-ray_Crystallography (1974' _cell_angle_alpha 90.00 _cell_angle_beta 117.08(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 11.049(4) _cell_length_b 18.659(6) _cell_length_c 11.602(4) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 21.4 _cell_measurement_theta_min 8.3 _cell_volume 2129.7(13) _diffrn_ambient_temperature 293 _diffrn_measurement_device 'Enraf-Nonius CAD-4 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_av_R_equivalents 0.051 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 4367 _diffrn_reflns_theta_max 64.81 _diffrn_reflns_theta_min 2.37 _diffrn_standards_decay_% 5 _diffrn_standards_interval_time 120 _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_000 784.00 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.19 _refine_diff_density_min -0.21 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 0.67 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 244 _refine_ls_number_reflns 2742 _refine_ls_R_factor_obs 0.051 _refine_ls_shift/esd_max 0.01 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0002F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.070 _reflns_number_observed 2748 _reflns_number_total 3413 _reflns_observed_criterion refl_observed_if_I_>_3.0_sigma(I) _cod_data_source_file pa1050.cif _cod_data_source_block crotonate _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) + 0.0002F^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) + 0.0002F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 2129.7(12) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2003494 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,-y,-z -x,1/2+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 0.0526(10) -0.0016(8) 0.0246(10) 0.0478(11) -0.0021(10) 0.0611(14) C2 0.0710(12) 0.0005(9) 0.0276(10) 0.0574(12) -0.0089(11) 0.0575(13) C3 0.0613(11) 0.0008(9) 0.0299(11) 0.0555(12) -0.0164(11) 0.0698(15) C4 0.1247(21) 0.0017(14) 0.0471(16) 0.0719(15) -0.0240(14) 0.0836(18) N5 0.0663(10) -0.0003(7) 0.0264(9) 0.0469(9) -0.0080(9) 0.0690(13) C6 0.0660(12) -0.0008(9) 0.0433(13) 0.0472(12) -0.0073(13) 0.1029(20) O7 0.1295(15) -0.0141(9) 0.0754(13) 0.0569(10) -0.0246(11) 0.1344(17) C8 0.1006(18) 0.0011(13) 0.0424(17) 0.0673(15) 0.0134(15) 0.1024(21) O9 0.0847(10) -0.0038(7) 0.0263(8) 0.0502(8) -0.0020(7) 0.0564(10) O10 0.0592(7) -0.0047(5) 0.0218(6) 0.0478(7) -0.0043(6) 0.0545(8) C11 0.0486(9) -0.0050(7) 0.0209(9) 0.0459(10) -0.0051(9) 0.0540(12) C12 0.0532(10) -0.0019(9) 0.0292(11) 0.0602(12) -0.0111(12) 0.0816(16) C13 0.0756(14) -0.0231(12) 0.0673(16) 0.0854(16) -0.0348(16) 0.1313(24) C14 0.0746(16) 0.0481(18) 0.0249(16) 0.1504(28) 0.0191(22) 0.1098(24) C15 0.0508(9) 0.0016(7) 0.0215(9) 0.0469(10) 0.0090(9) 0.0544(12) C16 0.0530(10) -0.0069(8) 0.0247(9) 0.0451(10) -0.0031(9) 0.0536(12) C17 0.0629(11) 0.0126(10) 0.0417(11) 0.0661(13) 0.0207(12) 0.0837(16) C18 0.0608(12) 0.0099(10) 0.0433(13) 0.0649(13) 0.0150(13) 0.1063(20) C19 0.0612(12) -0.0044(10) 0.0440(13) 0.0642(13) -0.0166(13) 0.0995(19) C20 0.0787(15) -0.0171(14) 0.0553(14) 0.1012(19) -0.0167(15) 0.0829(17) C21 0.0684(12) -0.0068(10) 0.0347(11) 0.0718(13) 0.0012(11) 0.0601(14) C22 0.0522(10) 0.0021(8) 0.0324(11) 0.0413(10) 0.0072(10) 0.0833(16) C23 0.1131(20) 0.0046(12) 0.0555(18) 0.0482(13) 0.0189(15) 0.1247(25) C24 0.1416(28) -0.0010(16) 0.0774(29) 0.0403(14) 0.0126(21) 0.1936(41) C25 0.0949(20) -0.0116(14) 0.0629(24) 0.0579(18) -0.0366(23) 0.1920(39) C26 0.0792(15) -0.0106(12) 0.0374(16) 0.0689(16) -0.0331(16) 0.1207(24) C27 0.0676(12) -0.0053(9) 0.0273(12) 0.0520(12) -0.0076(12) 0.0844(17) 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 0.6902(2) 0.1491(1) 0.0436(2) 0.059(2) Uani ? ? C2 C 0.6533(2) 0.0973(1) -0.0599(2) 0.068(3) Uani ? ? C3 C 0.6518(2) 0.0258(1) -0.0451(2) 0.068(3) Uani ? ? C4 C 0.6116(3) -0.0231(1) -0.1593(3) 0.103(4) Uani ? ? N5 N 0.6864(2) -0.0029(1) 0.0760(2) 0.068(2) Uani ? ? C6 C 0.6886(2) -0.0736(1) 0.1114(3) 0.079(3) Uani ? ? O7 O 0.6522(2) -0.1222(1) 0.0347(2) 0.117(3) Uani ? ? C8 C 0.7391(3) -0.0845(1) 0.2535(3) 0.100(4) Uani ? ? O9 O 0.7312(2) 0.1360(1) 0.1579(2) 0.071(2) Uani ? ? O10 O 0.6755(1) 0.2163(1) -0.0037(1) 0.060(2) Uani ? ? C11 C 0.7172(2) 0.2774(1) 0.0840(2) 0.055(2) Uani ? ? C12 C 0.5918(2) 0.3168(1) 0.0724(2) 0.072(3) Uani ? ? C13 C 0.5169(2) 0.2739(1) 0.1307(3) 0.104(4) Uani ? ? C14 C 0.4966(3) 0.3397(2) -0.0656(3) 0.123(5) Uani ? ? C15 C 0.8104(2) 0.3223(1) 0.0471(2) 0.056(2) Uani ? ? C16 C 0.9344(2) 0.2816(1) 0.0558(2) 0.056(2) Uani ? ? C17 C 0.9999(2) 0.2296(1) 0.1468(2) 0.076(3) Uani ? ? C18 C 1.1190(2) 0.1984(1) 0.1588(3) 0.084(3) Uani ? ? C19 C 1.1745(2) 0.2185(1) 0.0804(3) 0.081(3) Uani ? ? C20 C 1.1093(3) 0.2697(2) -0.0122(3) 0.092(3) Uani ? ? C21 C 0.9900(2) 0.3008(1) -0.0253(2) 0.072(3) Uani ? ? C22 C 0.8584(2) 0.3901(1) 0.1290(2) 0.065(3) Uani ? ? C23 C 0.8453(3) 0.4560(1) 0.0707(3) 0.106(4) Uani ? ? C24 C 0.8943(4) 0.5172(1) 0.1443(5) 0.141(7) Uani ? ? C25 C 0.9587(3) 0.5134(2) 0.2771(5) 0.129(6) Uani ? ? C26 C 0.9715(3) 0.4490(1) 0.3360(3) 0.101(4) Uani ? ? C27 C 0.9219(2) 0.3877(1) 0.2620(3) 0.076(3) Uani ? ? H2 H 0.62698 0.11594 -0.14895 0.075 Uiso calc C2 H4a H 0.58921 0.00616 -0.23867 0.114 Uiso calc C4 H4b H 0.68887 -0.05614 -0.14376 0.114 Uiso calc C4 H4c H 0.53029 -0.05174 -0.17100 0.114 Uiso calc C4 HN5 H 0.71379 0.03267 0.14792 0.075 Uiso calc N5 H8a H 0.73786 -0.13680 0.27182 0.110 Uiso calc C8 H8b H 0.83422 -0.06598 0.30114 0.110 Uiso calc C8 H8c H 0.67924 -0.05811 0.28267 0.110 Uiso calc C8 H11 H 0.76828 0.26381 0.17743 0.060 Uiso calc C11 H12 H 0.62566 0.36198 0.12361 0.079 Uiso calc C12 H13a H 0.43520 0.30125 0.12162 0.114 Uiso calc C13 H13b H 0.48761 0.22700 0.08460 0.114 Uiso calc C13 H13c H 0.57849 0.26512 0.22453 0.114 Uiso calc C13 H14a H 0.41635 0.36531 -0.06705 0.136 Uiso calc C14 H14b H 0.54587 0.37250 -0.09812 0.136 Uiso calc C14 H14c H 0.46484 0.29643 -0.12247 0.136 Uiso calc C14 H15 H 0.75280 0.33512 -0.04589 0.062 Uiso calc C15 H17 H 0.96105 0.21393 0.20552 0.084 Uiso calc C17 H18 H 1.16474 0.16073 0.22598 0.093 Uiso calc C18 H19 H 1.26113 0.19635 0.09017 0.089 Uiso calc C19 H20 H 1.14845 0.28475 -0.07103 0.101 Uiso calc C20 H21 H 0.94343 0.33764 -0.09411 0.079 Uiso calc C21 H23 H 0.79995 0.45954 -0.02596 0.117 Uiso calc C23 H24 H 0.88286 0.56468 0.10060 0.155 Uiso calc C24 H25 H 0.99571 0.55779 0.32989 0.142 Uiso calc C25 H26 H 1.01658 0.44583 0.43265 0.111 Uiso calc C26 H27 H 0.93263 0.34049 0.30645 0.084 Uiso calc C27 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 6 1 1 5 3 1 0 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 C2 C1 O9 126.4(2) yes C2 C1 O10 110.3(2) yes O9 C1 O10 123.2(2) yes C1 C2 C3 124.9(2) yes C2 C3 C4 120.4(2) yes C2 C3 N5 119.9(2) yes C4 C3 N5 119.7(2) yes C3 N5 C6 129.2(2) yes N5 C6 O7 123.1(2) yes N5 C6 C8 114.0(2) yes O7 C6 C8 122.9(2) yes C1 O10 C11 120.2(2) yes O10 C11 C12 109.4(2) yes O10 C11 C15 105.80(10) yes C12 C11 C15 114.3(2) yes C11 C12 C13 111.4(2) yes C11 C12 C14 113.2(2) yes C13 C12 C14 111.2(2) yes C11 C15 C16 113.9(2) yes C11 C15 C22 111.5(2) yes C16 C15 C22 108.9(2) yes C15 C16 C17 123.1(2) yes C15 C16 C21 119.1(2) yes C17 C16 C21 117.6(2) yes C16 C17 C18 121.2(2) yes C17 C18 C19 120.9(2) yes C18 C19 C20 118.6(2) yes C19 C20 C21 120.8(3) yes C16 C21 C20 120.8(2) yes C15 C22 C23 120.3(2) yes C15 C22 C27 121.9(2) yes C23 C22 C27 117.7(2) yes C22 C23 C24 120.6(3) yes C23 C24 C25 120.6(4) yes C24 C25 C26 119.5(4) yes C25 C26 C27 119.8(3) yes C22 C27 C26 121.7(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 1.449(3) yes C1 O9 1.216(3) yes C1 O10 1.347(2) yes C2 C3 1.346(3) yes C3 C4 1.500(4) yes C3 N5 1.384(3) yes N5 C6 1.378(3) yes C6 O7 1.205(3) yes C6 C8 1.494(4) yes O10 C11 1.456(2) yes C11 C12 1.520(3) yes C11 C15 1.533(3) yes C12 C13 1.514(4) yes C12 C14 1.524(4) yes C15 C16 1.529(3) yes C15 C22 1.524(3) yes C16 C17 1.372(3) yes C16 C21 1.386(3) yes C17 C18 1.387(4) yes C18 C19 1.360(4) yes C19 C20 1.372(4) yes C20 C21 1.384(4) yes C22 C23 1.380(3) yes C22 C27 1.375(4) yes C23 C24 1.380(4) yes C24 C25 1.373(7) yes C25 C26 1.359(4) yes C26 C27 1.385(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 O10 C1 C2 C3 -177.2(3) yes C1 C2 C3 C4 179.9(3) yes C1 C2 C3 N5 0.4(2) yes C2 C3 N5 C6 178.4(3) yes C3 N5 C6 O7 -3.6(2) yes C3 N5 C6 C8 176.8(3) yes C2 C1 O10 C11 -175.0(2) yes C1 O10 C11 C12 -108.3(2) yes C1 O10 C11 C15 128.2(2) yes O10 C11 C12 C13 70.9(2) yes O10 C11 C12 C14 -55.3(2) yes O10 C11 C15 C16 -58.2(2) yes O10 C11 C15 C22 178.1(2) yes C11 C15 C16 C17 -33.9(2) yes C11 C15 C16 C21 150.8(2) yes C11 C15 C22 C23 -129.1(3) yes C11 C15 C22 C27 54.4(2) yes