#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/35/2003592.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_2003592 loop_ _publ_author_name 'Kolev, T.' 'Preut, H.' 'Bleckmann, P.' 'Juchnovski, I.' _publ_section_title ; (+-)-threo-3-Hydroxy-2,3-diphenylpropanoic Acid Dimethylamide ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1169 _journal_page_last 1170 _journal_volume 51 _journal_year 1995 _chemical_formula_moiety 'C17 H19 N O2' _chemical_formula_sum 'C17 H19 N O2' _chemical_formula_weight 269.34 _chemical_melting_point 449.5(5) _chemical_name_systematic ; (+-)-threo-2,3-diphenyl, 3-hydroxypropanoic acid, dimethylamide ; _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 90.0 _cell_angle_beta 92.92(5) _cell_angle_gamma 90.0 _cell_formula_units_Z 4 _cell_length_a 6.537(4) _cell_length_b 15.040(9) _cell_length_c 14.572(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 291 _cell_measurement_theta_max 14.7 _cell_measurement_theta_min 6.4 _cell_volume 1430.8(16) _computing_cell_refinement 'Nicolet R3m/V software' _computing_data_collection 'Nicolet R3m/V software' _computing_data_reduction 'Nicolet R3m/V software' _computing_publication_material ; PARST (Nardelli, 1983), PLATON (Spek, 1982) and MISSYM (Le Page, 1987) ; _computing_structure_refinement 'SHELXTL-Plus (Sheldrick, 1987)' _computing_structure_solution 'SHELXTL-Plus (Sheldrick, 1987)' _diffrn_ambient_temperature 291 _diffrn_measurement_device 'Nicolet R3m/V' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.048 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 5819 _diffrn_reflns_reduction_process ; Lorentz-polarization correction, data averaged ; _diffrn_reflns_theta_max 25.0 _diffrn_reflns_theta_min 1.0 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 240 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.08 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.250 _exptl_crystal_description column _exptl_crystal_F_000 576 _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.28 _refine_diff_density_max 0.2 _refine_diff_density_min -0.2 _refine_ls_goodness_of_fit_obs 0.73 _refine_ls_hydrogen_treatment refU _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 182 _refine_ls_number_reflns 1562 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_obs 0.0445 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_mean 0.001 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme ; calc w = 1/[\s^2^(F) + 0.005961F^2^] ; _refine_ls_wR_factor_all 0.0916 _refine_ls_wR_factor_obs 0.0680 _reflns_number_observed 1562 _reflns_number_total 2536 _reflns_observed_criterion F>4\s(F) _[local]_cod_data_source_file na1137.cif _[local]_cod_data_source_block default _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '449-450 K' was changed to '449.5(5)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 1431(2) _cod_database_code 2003592 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z 1/2-x,1/2+y,1/2-z '-x,-y,-z ' 1/2+x,1/2-y,1/2+z loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C International_Tables_Vol_IV_Table_2.2B 0.002 0.002 H International_Tables_Vol_IV_Table_2.2B 0 0 N International_Tables_Vol_IV_Table_2.2B 0.004 0.003 O International_Tables_Vol_IV_Table_2.2B 0.008 0.006 loop_ _atom_site_label _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 N(1) 0.2638(4) 0.1523(1) -0.1269(1) 0.0597(9) Uani ? ? O(1) 0.4903(3) 0.1103(1) -0.0150(1) 0.0665(7) Uani ? ? O(2) 0.2106(3) -0.0040(1) 0.0899(1) 0.0667(7) Uani ? ? H(2d) 0.3259(3) -0.0188(1) 0.0702(1) 0.0963 Uiso calc O(2) C(1) 0.4169(6) 0.1472(2) -0.1953(2) 0.0879(14) Uani ? ? H(1a) 0.5454(6) 0.1299(2) -0.1658(2) 0.0963 Uiso calc C(1) H(1b) 0.3774(6) 0.1046(2) -0.2420(2) 0.0963 Uiso calc C(1) H(1c) 0.4306(6) 0.2048(2) -0.2228(2) 0.0963 Uiso calc C(1) C(2) 0.0598(5) 0.1764(2) -0.1615(2) 0.0774(12) Uani ? ? H(2a) -0.0304(5) 0.1767(2) -0.1116(2) 0.0963 Uiso calc C(2) H(2b) 0.0638(5) 0.2347(2) -0.1881(2) 0.0963 Uiso calc C(2) H(2c) 0.0106(5) 0.1346(2) -0.2073(2) 0.0963 Uiso calc C(2) C(3) 0.3156(4) 0.1334(2) -0.0399(2) 0.0494(9) Uani ? ? C(4) 0.1544(4) 0.1446(2) 0.0314(2) 0.0436(8) Uani ? ? H(4a) 0.0248(4) 0.1244(2) 0.0053(2) 0.0963 Uiso calc C(4) C(5) 0.2153(4) 0.0873(2) 0.1152(2) 0.0467(8) Uani ? ? H(5a) 0.3521(4) 0.1021(2) 0.1371(2) 0.0963 Uiso calc C(5) C(6) 0.0740(4) 0.0972(2) 0.1935(2) 0.0422(8) Uani ? ? C(7) -0.1293(4) 0.0740(2) 0.1833(2) 0.0544(10) Uani ? ? H(7a) -0.1865(4) 0.0552(2) 0.1245(2) 0.0963 Uiso calc C(7) C(8) -0.2537(4) 0.0782(2) 0.2565(2) 0.0616(10) Uani ? ? H(8a) -0.3953(4) 0.0614(2) 0.2488(2) 0.0963 Uiso calc C(8) C(9) -0.1780(4) 0.1063(2) 0.3411(2) 0.0601(11) Uani ? ? H(9a) -0.2645(4) 0.1068(2) 0.3924(2) 0.0963 Uiso calc C(9) C(10) 0.0228(5) 0.1293(2) 0.3517(2) 0.0674(12) Uani ? ? H(10a) 0.0767(5) 0.1516(2) 0.4097(2) 0.0963 Uiso calc C(10) C(11) 0.1471(4) 0.1255(2) 0.2786(2) 0.0561(9) Uani ? ? H(11a) 0.2895(4) 0.1405(2) 0.2871(2) 0.0963 Uiso calc C(11) C(12) 0.1366(4) 0.2426(2) 0.0546(1) 0.0406(7) Uani ? ? C(13) -0.0495(4) 0.2858(2) 0.0461(2) 0.0526(9) Uani ? ? H(13a) -0.1717(4) 0.2533(2) 0.0282(2) 0.0963 Uiso calc C(13) C(14) -0.0633(5) 0.3762(2) 0.0647(2) 0.0643(11) Uani ? ? H(14a) -0.1933(5) 0.4056(2) 0.0570(2) 0.0963 Uiso calc C(14) C(15) 0.1058(5) 0.4229(2) 0.0926(2) 0.0609(10) Uani ? ? H(15a) 0.0957(5) 0.4855(2) 0.1045(2) 0.0963 Uiso calc C(15) C(16) 0.2908(5) 0.3812(2) 0.1031(2) 0.0588(10) Uani ? ? H(16a) 0.4104(5) 0.4137(2) 0.1245(2) 0.0963 Uiso calc C(16) C(17) 0.3069(4) 0.2909(2) 0.0838(2) 0.0506(9) Uani ? ? H(17a) 0.4375(4) 0.2621(2) 0.0922(2) 0.0963 Uiso calc C(17) 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 N(1) 0.0889(18) 0.0009(10) 0.0100(11) 0.0533(14) 0.0034(10) 0.0376(11) O(1) 0.0687(13) 0.0004(10) 0.0196(9) 0.0741(14) 0.0206(10) 0.0585(11) O(2) 0.0775(13) 0.0078(9) 0.0322(11) 0.0437(11) 0.0154(0) 0.0818(14) C(1) 0.01423(32) 0.0022(15) 0.0394(19) 0.0701(22) 0.0067(10) 0.0550(17) C(2) 0.01150(26) 0.0100(15) -.0095(15) 0.0726(21) -.0063(10) 0.0432(15) C(3) 0.0683(18) -.0036(11) 0.0095(12) 0.0379(13) 0.0033(10) 0.0427(13) C(4) 0.0504(14) -.0002(10) 0.0022(10) 0.0411(14) 0.0051(10) 0.0393(12) C(5) 0.0528(14) 0.0064(11) 0.0063(11) 0.0402(14) 0.0073(10) 0.0475(13) C(6) 0.0492(14) 0.0073(10) 0.0046(10) 0.0380(12) 0.0077(10) 0.0398(12) C(7) 0.0516(15) -.0030(12) 0.0040(11) 0.0654(18) 0.0023(10) 0.0464(13) C(8) 0.0531(16) 0.0027(14) 0.0107(13) 0.0697(19) 0.0022(10) 0.0627(17) C(9) 0.0695(19) 0.0019(13) 0.0151(13) 0.0630(18) 0.0115(10) 0.0491(15) C(10) 0.0797(22) -.0074(14) 0.0027(14) 0.0789(21) 0.0048(10) 0.0435(15) C(11) 0.0533(15) 0.0012(13) -.0022(12) 0.0627(17) 0.0022(10) 0.0520(15) C(12) 0.0495(13) 0.0013(9) 0.0037(9) 0.0417(13) 0.0042(10) 0.0307(11) C(13) 0.0552(15) 0.0024(12) 0.0015(11) 0.0571(17) 0.0115(10) 0.0454(14) C(14) 0.0793(21) 0.0039(14) 0.0105(14) 0.0594(19) 0.0254(10) 0.0548(16) C(15) 0.0957(22) -.0004(12) 0.0125(14) 0.0448(16) 0.0095(10) 0.0432(14) C(16) 0.0804(20) -.0012(12) 0.0053(13) 0.0492(16) -.0094(10) 0.0471(14) C(17) 0.0551(15) 0.0015(11) 0.0035(11) 0.0509(16) 0.0007(10) 0.0459(13) loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 0 0 0 6 0 0 0 4 -2 0 0 0 -6 0 0 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 C(2) N(1) C(3) 124.9(3) yes C(1) N(1) C(3) 119.6(3) yes C(1) N(1) C(2) 115.4(3) yes N(1) C(3) O(1) 122.0(3) yes O(1) C(3) C(4) 119.6(3) yes N(1) C(3) C(4) 118.3(3) yes C(3) C(4) C(12) 108.8(2) yes C(3) C(4) C(5) 108.6(2) yes C(5) C(4) C(12) 112.8(2) yes O(2) C(5) C(4) 109.6(2) yes C(4) C(5) C(6) 113.8(2) yes O(2) C(5) C(6) 106.6(2) yes C(5) C(6) C(11) 120.9(3) yes C(5) C(6) C(7) 121.2(2) yes C(7) C(6) C(11) 117.8(3) yes C(6) C(7) C(8) 120.8(3) yes C(7) C(8) C(9) 120.7(3) yes C(8) C(9) C(10) 118.9(3) yes C(9) C(10) C(11) 120.5(3) yes C(6) C(11) C(10) 121.4(3) yes C(4) C(12) C(17) 120.7(3) yes C(4) C(12) C(13) 120.9(2) yes C(13) C(12) C(17) 118.3(3) yes C(12) C(13) C(14) 120.5(3) yes C(13) C(14) C(15) 120.4(3) yes C(14) C(15) C(16) 120.0(3) yes C(15) C(16) C(17) 120.1(3) yes C(12) C(17) C(16) 120.6(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N(1) C(1) 1.450(4) yes N(1) C(2) 1.448(4) yes N(1) C(3) 1.327(3) yes O(1) C(3) 1.230(3) yes O(2) C(5) 1.422(3) yes C(3) C(4) 1.526(4) yes C(4) C(5) 1.532(3) yes C(4) C(12) 1.518(3) yes C(5) C(6) 1.511(3) yes C(6) C(7) 1.375(4) yes C(6) C(11) 1.373(3) yes C(7) C(8) 1.375(4) yes C(8) C(9) 1.371(4) yes C(9) C(10) 1.358(4) yes C(10) C(11) 1.374(4) yes C(12) C(13) 1.379(4) yes C(12) C(17) 1.378(3) yes C(13) C(14) 1.390(4) yes C(14) C(15) 1.355(4) yes C(15) C(16) 1.364(4) yes C(16) C(17) 1.391(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 C(2) N(1) C(3) C(4) -5.2(4) yes C(1) N(1) C(3) C(4) 176.4(3) yes C(2) N(1) C(3) O(1) 177.4(3) yes C(1) N(1) C(3) O(1) -0.9(5) yes O(1) C(3) C(4) C(5) -24.2(4) yes N(1) C(3) C(4) C(5) 158.4(3) yes O(1) C(3) C(4) C(12) 99.0(3) yes N(1) C(3) C(4) C(12) -78.4(3) yes C(3) C(4) C(5) O(2) -64.5(3) yes C(3) C(4) C(12) C(13) 124.7(3) yes C(3) C(4) C(12) C(17) -54.6(3) yes C(3) C(4) C(5) C(6) 176.4(2) yes C(12) C(4) C(5) O(2) 174.7(2) yes C(5) C(4) C(12) C(13) -114.6(3) yes C(5) C(4) C(12) C(17) 66.1(3) yes C(12) C(4) C(5) C(6) 55.6(3) yes C(4) C(5) C(6) C(7) 62.4(3) yes O(2) C(5) C(6) C(7) -58.4(3) yes C(4) C(5) C(6) C(11) -120.9(3) yes O(2) C(5) C(6) C(11) 118.3(3) yes