#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2010170.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_2010170 loop_ _publ_author_name 'Feeder, N.' 'Jones, W.' _publ_section_title ; Two ẹf\lbar{\?ifvmode\noindent\fi{\hbox\l\;ern-0.35em\raise0.7ex\hbox{-}\;ern0.2em}}\lbar"-oxo-ẹf\lbar{\?ifvmode\noindent\fi{\hbox\l\;ern-0.35em\raise0.7ex\hbox{-}\;ern0.2em}}\lbar"-(phenylamino) aliphatic acids ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1732 _journal_page_last 1734 _journal_volume 50 _journal_year 1994 _chemical_formula_moiety 'C13 H17 N O3' _chemical_formula_sum 'C13 H17 N O3' _chemical_formula_weight 235.28 _chemical_name_common 'Phenylamidohexanoic acid' _chemical_name_systematic ; 7-oxo-7(phenylamino)heptanoic acid ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL _cell_angle_alpha 76.863(10) _cell_angle_beta 80.667(10) _cell_angle_gamma 76.14(5) _cell_formula_units_Z 2 _cell_length_a 5.0010(10) _cell_length_b 7.972(7) _cell_length_c 16.843(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 14 _cell_measurement_theta_min 8 _cell_volume 630.7(6) _computing_cell_refinement 'CAD-4 software, SETANG (XXXX, 19XX)' _computing_data_collection 'CAD-4 software (Enraf-Nonius, 1989)' _computing_data_reduction 'CAD-4 software' _computing_molecular_graphics 'PLUTO (Motherwell & Clegg, 1978)' _computing_publication_material 'SHELXL93 (Sheldrick, 1993)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0150 _diffrn_reflns_av_sigmaI/netI 0.1306 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2286 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_min 1.50 _diffrn_standards_decay_% none _diffrn_standards_interval_count 100 _diffrn_standards_interval_time 3600 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_T_max None _exptl_absorpt_correction_T_min None _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.239 _exptl_crystal_description plate _exptl_crystal_F_000 252 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.272 _refine_diff_density_min -0.196 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.001 _refine_ls_goodness_of_fit_obs 1.250 _refine_ls_matrix_type full _refine_ls_number_parameters 161 _refine_ls_number_reflns 2204 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.001 _refine_ls_restrained_S_obs 1.250 _refine_ls_R_factor_all 0.0946 _refine_ls_R_factor_obs 0.0468 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ; calc w=1/[\s^2^(F~o~^2^) + (0.0809P)^2^] where P = (F~o~^2^ + 2F~c~^2^)/3 ; _refine_ls_wR_factor_all 0.1382 _refine_ls_wR_factor_obs 0.1283 _reflns_number_observed 1286 _reflns_number_total 2204 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file ha1070.cif _[local]_cod_data_source_block II _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'None' changed to 'none' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_geom_bond_publ_flag' value 'Yes' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (17 times). '_geom_bond_publ_flag' value 'No' changed to 'no' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (16 times). '_geom_angle_publ_flag' value 'Yes' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (20 times). '_geom_angle_publ_flag' value 'No' changed to 'no' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (37 times). '_geom_torsion_publ_flag' value 'No' changed to 'no' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (20 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2010170 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 N1 0.0342(9) 0.0670(13) 0.0536(12) -0.0111(8) -0.0140(8) -0.0062(9) O7 0.0358(8) 0.1129(15) 0.0633(10) -0.0197(8) -0.0125(7) -0.0095(9) C9 0.0422(11) 0.063(2) 0.0556(14) -0.0065(10) -0.0068(10) -0.0148(11) C7 0.0360(11) 0.0608(15) 0.0577(14) -0.0101(10) -0.0095(10) -0.0157(11) O132 0.0537(10) 0.0956(13) 0.0550(10) 0.0133(9) -0.0050(8) 0.0013(9) C10 0.0480(12) 0.066(2) 0.0546(14) -0.0074(11) -0.0089(10) -0.0166(11) O131 0.0632(10) 0.1009(14) 0.0555(11) 0.0189(9) -0.0175(8) -0.0047(9) C12 0.0444(11) 0.071(2) 0.0546(14) -0.0040(11) -0.0073(10) -0.0113(12) C8 0.0416(11) 0.085(2) 0.0521(14) -0.0123(11) -0.0080(10) -0.0131(12) C11 0.0435(11) 0.063(2) 0.0547(14) -0.0091(10) -0.0062(10) -0.0107(11) C1 0.0400(11) 0.0475(13) 0.0575(14) -0.0147(9) -0.0144(10) -0.0022(10) C2 0.0506(13) 0.0527(14) 0.075(2) -0.0057(11) -0.0204(12) 0.0007(12) C13 0.0470(12) 0.061(2) 0.0534(14) -0.0031(11) -0.0110(11) -0.0109(12) C4 0.093(2) 0.092(2) 0.060(2) -0.041(2) -0.029(2) 0.0190(15) C6 0.0464(13) 0.075(2) 0.064(2) -0.0080(12) -0.0117(12) 0.0002(13) C5 0.070(2) 0.096(2) 0.057(2) -0.021(2) -0.0064(13) -0.0019(15) C3 0.072(2) 0.070(2) 0.085(2) -0.0146(14) -0.038(2) 0.015(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_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol N1 0.2955(3) 0.6751(2) 0.12533(11) 0.0514(5) Uani d . 1 N H1N 0.1336(3) 0.6883(2) 0.11064(11) 0.061(7) Uiso calc R 1 H O7 0.7357(3) 0.7008(2) 0.07703(10) 0.0704(5) Uani d . 1 O C9 0.6174(4) 0.7993(3) -0.08988(13) 0.0536(6) Uani d . 1 C H91 0.7528(4) 0.8580(3) -0.07906(13) 0.066(5) Uiso calc R 1 H H92 0.7119(4) 0.6810(3) -0.09634(13) 0.066(5) Uiso calc R 1 H C7 0.4954(4) 0.7163(3) 0.06487(13) 0.0504(6) Uani d . 1 C O132 1.0005(3) 0.9233(2) -0.40256(10) 0.0759(6) Uani d . 1 O C10 0.4995(4) 0.8977(3) -0.16814(13) 0.0559(6) Uani d . 1 C H101 0.4184(4) 1.0184(3) -0.16254(13) 0.071(5) Uiso calc R 1 H H102 0.3515(4) 0.8452(3) -0.17547(13) 0.071(5) Uiso calc R 1 H O131 0.6569(3) 1.1107(3) -0.46215(10) 0.0800(6) Uani d . 1 O C12 0.5795(4) 1.0108(3) -0.32006(13) 0.0581(6) Uani d . 1 C H121 0.4170(4) 0.9693(3) -0.32505(13) 0.074(5) Uiso calc R 1 H H122 0.5179(4) 1.1316(3) -0.31228(13) 0.074(5) Uiso calc R 1 H C8 0.3950(4) 0.7889(3) -0.01781(13) 0.0595(7) Uani d . 1 C H81 0.2829(4) 0.9063(3) -0.01753(13) 0.068(5) Uiso calc R 1 H H82 0.2755(4) 0.7163(3) -0.02607(13) 0.068(5) Uiso calc R 1 H C11 0.7066(4) 0.9000(3) -0.24448(13) 0.0542(6) Uani d . 1 C H111 0.8608(4) 0.9463(3) -0.23650(13) 0.059(4) Uiso calc R 1 H H112 0.7786(4) 0.7803(3) -0.25290(13) 0.059(4) Uiso calc R 1 H C1 0.3199(4) 0.6129(3) 0.20974(13) 0.0477(5) Uani d . 1 C C2 0.5536(5) 0.4992(3) 0.2388(2) 0.0610(7) Uani d . 1 C H2 0.7066(5) 0.4636(3) 0.2023(2) 0.086(4) Uiso calc R 1 H C13 0.7660(5) 1.0094(3) -0.39804(13) 0.0546(6) Uani d . 1 C C4 0.3365(6) 0.4897(4) 0.3763(2) 0.0809(9) Uani d . 1 C H4 0.3420(6) 0.4474(4) 0.4323(2) 0.086(4) Uiso calc R 1 H C6 0.0973(5) 0.6655(3) 0.26476(15) 0.0641(7) Uani d . 1 C H6 -0.0598(5) 0.7436(3) 0.24566(15) 0.086(4) Uiso calc R 1 H C5 0.1047(5) 0.6039(4) 0.3476(2) 0.0759(8) Uani d . 1 C H5 -0.0475(5) 0.6396(4) 0.3843(2) 0.086(4) Uiso calc R 1 H C3 0.5590(6) 0.4386(4) 0.3220(2) 0.0775(8) Uani d . 1 C H3 0.7165(6) 0.3618(4) 0.3415(2) 0.086(4) Uiso calc R 1 H 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' O O 0.0106 0.0060 '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' 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 C7 N1 C1 127.8(2) yes C7 N1 H1N 116.10(11) no C1 N1 H1N 116.10(11) no C10 C9 C8 111.8(2) yes C10 C9 H91 109.25(13) no C8 C9 H91 109.25(13) no C10 C9 H92 109.25(13) no C8 C9 H92 109.25(14) no H91 C9 H92 107.9 no O7 C7 N1 122.9(2) yes O7 C7 C8 123.0(2) yes N1 C7 C8 114.1(2) yes C9 C10 C11 114.9(2) yes C9 C10 H101 108.55(13) no C11 C10 H101 108.55(13) no C9 C10 H102 108.55(13) no C11 C10 H102 108.55(12) no H101 C10 H102 107.5 no C13 C12 C11 115.1(2) yes C13 C12 H121 108.50(13) no C11 C12 H121 108.50(13) no C13 C12 H122 108.50(13) no C11 C12 H122 108.50(14) no H121 C12 H122 107.5 no C7 C8 C9 115.8(2) yes C7 C8 H81 108.32(13) no C9 C8 H81 108.32(13) no C7 C8 H82 108.32(13) no C9 C8 H82 108.32(13) no H81 C8 H82 107.4 no C12 C11 C10 112.2(2) yes C12 C11 H111 109.16(13) no C10 C11 H111 109.16(12) no C12 C11 H112 109.16(14) no C10 C11 H112 109.16(13) no H111 C11 H112 107.9 no C6 C1 C2 119.2(2) yes C6 C1 N1 118.0(2) yes C2 C1 N1 122.8(2) yes C3 C2 C1 119.6(3) yes C3 C2 H2 120.2(2) no C1 C2 H2 120.20(15) no O132 C13 O131 122.2(2) yes O132 C13 C12 123.5(2) yes O131 C13 C12 114.3(2) yes C3 C4 C5 119.6(3) yes C3 C4 H4 120.2(2) no C5 C4 H4 120.2(2) no C5 C6 C1 120.7(2) yes C5 C6 H6 119.7(2) no C1 C6 H6 119.66(13) no C6 C5 C4 120.0(3) yes C6 C5 H5 120.0(2) no C4 C5 H5 120.0(2) no C4 C3 C2 121.0(2) yes C4 C3 H3 119.5(2) no C2 C3 H3 119.5(2) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N1 C7 1.349(3) yes N1 C1 1.410(3) yes N1 H1N 0.86 no O7 C7 1.224(2) yes C9 C10 1.504(3) yes C9 C8 1.509(3) yes C9 H91 0.97 no C9 H92 0.97 no C7 C8 1.499(3) yes O132 C13 1.209(3) yes C10 C11 1.514(3) yes C10 H101 0.97 no C10 H102 0.97 no O131 C13 1.304(3) yes C12 C13 1.483(3) yes C12 C11 1.512(3) yes C12 H121 0.97 no C12 H122 0.97 no C8 H81 0.97 no C8 H82 0.97 no C11 H111 0.97 no C11 H112 0.97 no C1 C6 1.376(3) yes C1 C2 1.379(3) yes C2 C3 1.378(4) yes C2 H2 0.93 no C4 C3 1.364(4) yes C4 C5 1.372(4) yes C4 H4 0.93 no C6 C5 1.374(3) yes C6 H6 0.93 no C5 H5 0.93 no C3 H3 0.93 no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag O131 O132 2.644 2_774 yes N1 O7 2.988 1_455 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 C1 N1 C7 O7 1.2(4) no C1 N1 C7 C8 -176.6(2) no C8 C9 C10 C11 -174.9(2) no O7 C7 C8 C9 15.1(3) no N1 C7 C8 C9 -167.1(2) no C10 C9 C8 C7 -171.5(2) no C13 C12 C11 C10 -176.2(2) no C9 C10 C11 C12 -176.3(2) no C7 N1 C1 C6 145.4(2) no C7 N1 C1 C2 -36.2(3) no C6 C1 C2 C3 0.8(3) no N1 C1 C2 C3 -177.6(2) no C11 C12 C13 O132 2.0(4) no C11 C12 C13 O131 -177.6(2) no C2 C1 C6 C5 -1.0(4) no N1 C1 C6 C5 177.5(2) no C1 C6 C5 C4 0.5(4) no C3 C4 C5 C6 0.2(4) no C5 C4 C3 C2 -0.4(4) no C1 C2 C3 C4 -0.1(4) no