#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/64/2006457.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_2006457 loop_ _publ_author_name 'Gerkin, Roger E.' _publ_section_title ; 4-(3-Phenanthryl)butanoic Acid ; _journal_issue 9 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1275 _journal_page_last 1278 _journal_paper_doi 10.1107/S0108270197006367 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C18 H16 O2 ' _chemical_formula_sum 'C18 H16 O2' _chemical_formula_weight 264.32 _chemical_name_common '4-(3-phenanthryl)butanoic acid' _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _cell_angle_alpha 90 _cell_angle_beta 91.560(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.580(2) _cell_length_b 5.034(2) _cell_length_c 25.762(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 17.4 _cell_measurement_theta_min 11.2 _cell_volume 1371.6(6) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1989)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material TEXSAN _computing_structure_refinement TEXSAN _computing_structure_solution 'SHELXS86 (Sheldrick 1985)' _diffrn_ambient_temperature 296 _diffrn_measurement_device_type AFC5S _diffrn_measurement_method '\w scans ' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.057 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_number 3715 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% '+-2.6% (average maximum relative intensity)' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.280 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'cut plate' _exptl_crystal_F_000 560 _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.39 _refine_diff_density_min -0.33 _refine_ls_extinction_coef 6.3e-7(21) _refine_ls_extinction_method 'Zachariasen (1963,1968)' _refine_ls_goodness_of_fit_ref 1.24 _refine_ls_matrix_type full _refine_ls_number_parameters 186 _refine_ls_number_reflns 1916 _refine_ls_R_factor_gt 0.062 _refine_ls_shift/su_max '< 0.01' _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/\s~F~^2^^-2^' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.115 _reflns_number_gt 1916 _reflns_number_total 3531 _reflns_threshold_expression 'I > 0.40\s~I~' _cod_data_source_file bk1335.cif _cod_data_source_block 1 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_atom_site_adp_type' tag value 'Uij' was replaced with 'Uani' value 20 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana ; _cod_original_cell_volume 1371.7(6) _cod_original_sg_symbol_H-M 'P 21/a' _cod_database_code 2006457 loop_ _symmetry_equiv_pos_as_xyz x,y,z '1/2 -x, 1/2 +y, -z' -x,-y,-z '1/2 +x, 1/2 -y, z' 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_calc_attached_atom O1 .8942(2) .7854(5) .50033(8) .0644(8) Uani ? ? O2 .9228(2) .4438(5) .55410(8) .0621(8) Uani ? ? C1 .8691(3) .6495(7) .54250(10) .0500(10) Uani ? ? C2 .7707(3) .7793(7) .57410(10) .0560(10) Uani ? ? C3 .7353(3) .6303(7) .62250(10) .0550(10) Uani ? ? C4 .6455(3) .7901(7) .65560(10) .0580(10) Uani ? ? C5 .4472(3) .2935(7) .72720(10) .0610(10) Uani ? ? C6 .5002(3) .4369(8) .68860(10) .0620(10) Uani ? ? C7 .5903(3) .6346(7) .69960(10) .0510(10) Uani ? ? C8 .6250(3) .6801(6) .75050(10) .0463(10) Uani ? ? C9 .6970(3) .7730(7) .86250(10) .0510(10) Uani ? ? C10 .7284(3) .8065(7) .91330(10) .0580(10) Uani ? ? C11 .6740(4) .6492(8) .95150(10) .0650(10) Uani ? ? C12 .5887(3) .4583(7) .93690(10) .0620(10) Uani ? ? C13 .4638(3) .2219(7) .86960(10) .0580(10) Uani ? ? C14 .4285(3) .1828(7) .81970(10) .0560(10) Uani ? ? C15 .4821(3) .3381(7) .77930(10) .0465(10) Uani ? ? C16 .5735(3) .5346(6) .79181(10) .0405(9) Uani ? ? C17 .6094(3) .5774(6) .84600(10) .0417(9) Uani ? ? C18 .5543(3) .4192(7) .88430(10) .0485(10) Uani ? ? H .962(3) .695(7) .4840(10) .100(10) Uiso ? ? H2A .8020 .9549 .5845 .0668 Uiso calc C2 H2B .6942 .7995 .5521 .0668 Uiso calc C2 H3A .8124 .5921 .6431 .0661 Uiso calc C3 H3B .6941 .4631 .6124 .0661 Uiso calc C3 H4A .6920 .9420 .6703 .0697 Uiso calc C4 H4B .5758 .8543 .6331 .0697 Uiso calc C4 H5 .3838 .1577 .7184 .0728 Uiso calc C5 H6 .4748 .4011 .6524 .0745 Uiso calc C6 H8 .6877 .8183 .7586 .0555 Uiso calc C8 H9 .7361 .8870 .8366 .0611 Uiso calc C9 H10 .7902 .9430 .9235 .0698 Uiso calc C10 H11 .6969 .6760 .9883 .0785 Uiso calc C11 H12 .5508 .3466 .9635 .0749 Uiso calc C12 H13 .4262 .1121 .8965 .0699 Uiso calc C13 H14 .3654 .0464 .8109 .0675 Uiso calc C14 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 .075(2) .066(2) .0530(10) .0080(10) .0180(10) .0130(10) O2 .071(2) .066(2) .0500(10) .0160(10) .0110(10) .0110(10) C1 .055(2) .054(2) .040(2) -.008(2) -.007(2) .002(2) C2 .065(2) .060(2) .043(2) .008(2) .005(2) .000(2) C3 .062(2) .057(2) .047(2) .012(2) .007(2) .006(2) C4 .070(2) .059(2) .046(2) .013(2) .006(2) .003(2) C5 .053(2) .063(3) .066(2) -.002(2) -.004(2) -.012(2) C6 .065(2) .073(3) .048(2) .004(2) -.002(2) -.007(2) C7 .055(2) .052(2) .047(2) .012(2) .003(2) -.001(2) C8 .045(2) .046(2) .048(2) .001(2) .005(2) -.004(2) C9 .052(2) .051(2) .050(2) -.001(2) .006(2) -.005(2) C10 .059(2) .065(2) .050(2) -.002(2) -.003(2) -.008(2) C11 .085(3) .071(3) .041(2) .008(2) .003(2) -.005(2) C12 .080(3) .058(2) .050(2) .002(2) .012(2) .004(2) C13 .058(2) .052(2) .066(2) -.004(2) .018(2) .005(2) C14 .050(2) .049(2) .070(2) -.008(2) .009(2) -.007(2) C15 .042(2) .048(2) .049(2) .005(2) .0030(10) -.007(2) C16 .035(2) .041(2) .046(2) .007(2) .0050(10) .000(2) C17 .041(2) .042(2) .042(2) .011(2) .0060(10) -.003(2) C18 .049(2) .049(2) .048(2) .010(2) .009(2) .000(2) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H 0 0 'Stewart, Davidson & Simpson (1965)' C .002 .002 'Cromer & Waber (1974)' O .008 .006 'Cromer & Waber (1974)' 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 C1 O1 H 106(2) no O1 C1 O2 122.8(3) yes O1 C1 C2 112.5(3) yes O2 C1 C2 124.8(3) yes C1 C2 C3 115.2(3) no C1 C2 H2A 108.0194 no C1 C2 H2B 108.0071 no C3 C2 H2A 108.0555 no C3 C2 H2B 108.0417 no H2A C2 H2B 109.4740 no C2 C3 C4 111.8(3) no C2 C3 H3A 108.8818 no C2 C3 H3B 108.8899 no C4 C3 H3A 108.8901 no C4 C3 H3B 108.8554 no H3A C3 H3B 109.4722 no C3 C4 C7 114.0(3) no C3 C4 H4A 108.2903 no C3 C4 H4B 108.3408 no C7 C4 H4A 108.3395 no C7 C4 H4B 108.3868 no H4A C4 H4B 109.4515 no C6 C5 C15 120.8(3) no C6 C5 H5 119.6259 no C15 C5 H5 119.5815 no C5 C6 C7 121.4(3) no C5 C6 H6 119.3255 no C7 C6 H6 119.3149 no C4 C7 C6 119.5(3) no C4 C7 C8 122.2(3) no C6 C7 C8 118.3(3) no C7 C8 C16 122.3(3) no C7 C8 H8 118.8333 no C16 C8 H8 118.8321 no C10 C9 C17 121.3(3) no C10 C9 H9 119.3293 no C17 C9 H9 119.3231 no C9 C10 C11 121.1(3) no C9 C10 H10 119.4269 no C11 C10 H10 119.4799 no C10 C11 C12 119.1(3) no C10 C11 H11 120.4465 no C12 C11 H11 120.4636 no C11 C12 C18 121.0(3) no C11 C12 H12 119.4768 no C18 C12 H12 119.4959 no C14 C13 C18 121.6(3) no C14 C13 H13 119.1807 no C18 C13 H13 119.2314 no C13 C14 C15 120.7(3) no C13 C14 H14 119.6675 no C15 C14 H14 119.6275 no C5 C15 C14 120.7(3) no C5 C15 C16 119.4(3) no C14 C15 C16 119.9(3) no C8 C16 C15 117.8(3) no C8 C16 C17 123.4(3) no C15 C16 C17 118.8(3) no C9 C17 C16 123.0(3) no C9 C17 C18 117.8(3) no C16 C17 C18 119.2(3) no C12 C18 C13 120.5(3) no C12 C18 C17 119.6(3) no C13 C18 C17 119.9(3) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 ? ? 1.318(3) yes O1 H ? ? .96(4) no O2 C1 ? ? 1.214(4) yes C1 C2 ? ? 1.489(4) no C2 C3 ? ? 1.512(4) no C2 H2A ? ? .9798 no C2 H2B ? ? .9800 no C3 C4 ? ? 1.523(4) no C3 H3A ? ? .9799 no C3 H3B ? ? .9799 no C4 C7 ? ? 1.508(4) no C4 H4A ? ? .9805 no C4 H4B ? ? .9796 no C5 C6 ? ? 1.361(4) no C5 C15 ? ? 1.402(4) no C5 H5 ? ? .9799 no C6 C7 ? ? 1.402(4) no C6 H6 ? ? .9799 no C7 C8 ? ? 1.373(4) no C8 C16 ? ? 1.413(4) no C8 H8 ? ? .9797 no C9 C10 ? ? 1.352(4) no C9 C17 ? ? 1.411(4) no C9 H9 ? ? .9798 no C10 C11 ? ? 1.400(4) no C10 H10 ? ? .9796 no C11 C12 ? ? 1.364(4) no C11 H11 ? ? .9802 no C12 C18 ? ? 1.410(4) no C12 H12 ? ? .9797 no C13 C14 ? ? 1.342(4) no C13 C18 ? ? 1.423(4) no C13 H13 ? ? .9798 no C14 C15 ? ? 1.432(4) no C14 H14 ? ? .9802 no C15 C16 ? ? 1.415(4) no C16 C17 ? ? 1.452(4) no C17 C18 ? ? 1.406(4) no 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 _geom_hbond_publ_flag O1 H O2 3_766 0.96(4) 1.73(4) 2.682(3) 172(3) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 96904