#------------------------------------------------------------------------------ #$Date: 2017-10-13 07:09:21 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201973 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/04/2200442.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_2200442 loop_ _publ_author_name 'Razzino, Pasquale' 'Ward, A. David' 'Tiekink, Edward R. T.' _publ_section_title ; 2-(6-Fluoro-5-hydroxy-2-methyl-1H-3-indenyl)acetic acid ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o643 _journal_page_last o644 _journal_paper_doi 10.1107/S1600536801010297 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C12 H11 F O3' _chemical_formula_moiety 'C12 H11 F O3' _chemical_formula_sum 'C12 H11 F O3' _chemical_formula_weight 222.22 _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 _cell_angle_beta 106.89(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.662(3) _cell_length_b 7.579(2) _cell_length_c 12.038(6) _cell_measurement_reflns_used 25 _cell_measurement_temperature 173 _cell_measurement_theta_max 12.0 _cell_measurement_theta_min 7.7 _cell_volume 1018.1(7) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1996) ; _computing_data_reduction 'TEXSAN for Windows (Molecular Structure Corporation, 1997)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution ; SIR97 (Altomare et. al., 1994) ; _diffrn_ambient_temperature 173 _diffrn_measured_fraction_theta_full .999 _diffrn_measured_fraction_theta_max .999 _diffrn_measurement_device 'Rigaku AFC-7R' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'rotating anode' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71069 _diffrn_reflns_av_R_equivalents .031 _diffrn_reflns_av_sigmaI/netI .039 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 5024 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 3.2 _diffrn_standards_decay_% .0 _diffrn_standards_interval_count 400 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .115 _exptl_absorpt_correction_type none _exptl_crystal_colour 'pale yellow' _exptl_crystal_density_diffrn 1.450 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 464 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .32 _exptl_crystal_size_min .24 _refine_diff_density_max .38 _refine_diff_density_min -.32 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.02 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 146 _refine_ls_number_reflns 2337 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.02 _refine_ls_R_factor_all .079 _refine_ls_R_factor_gt .047 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0743P)^2^+0.3569P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .141 _reflns_number_gt 1565 _reflns_number_total 2337 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ci6035.cif _cod_data_source_block I _cod_original_cell_volume 1018.0(5) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2200442 _cod_database_fobs_code 2200442 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_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_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol F6 .36000(12) .1145(2) .00284(12) .0509(4) Uani d . 1 . . F O5 .23937(13) -.1620(2) .06247(13) .0402(4) Uani d . 1 . . O H5 .3176 -.1684 .0695 .073(3) Uiso d . 1 . . H O32A .04052(12) .15289(19) .41985(11) .0314(3) Uani d . 1 . . O O32 -.11619(12) -.0296(2) .36502(11) .0342(3) Uani d . 1 . . O H32 -.0842 -.0760 .4423 .073(3) Uiso d . 1 . . H C1 .09856(18) .5251(3) .14278(17) .0333(4) Uani d . 1 . . C H1A .0662 .5975 .0722 .073(3) Uiso calc R 1 . . H H1B .1597 .5944 .2006 .073(3) Uiso calc R 1 . . H C2 .00044(18) .4654(3) .19153(16) .0327(4) Uani d . 1 . . C C3A .08575(15) .2142(3) .14264(15) .0266(4) Uani d . 1 . . C C3 -.00712(16) .2884(3) .18979(16) .0289(4) Uani d . 1 . . C C4 .11510(16) .0408(3) .12578(16) .0292(4) Uani d . 1 . . C H4 .0714 -.0539 .1455 .059(2) Uiso calc R 1 . . H C5 .20955(17) .0074(3) .07958(16) .0308(4) Uani d . 1 . . C C6 .26941(17) .1515(3) .05030(16) .0347(5) Uani d . 1 . . C C7A .14990(17) .3558(3) .11480(15) .0302(4) Uani d . 1 . . C C7 .24293(18) .3237(3) .06758(16) .0351(5) Uani d . 1 . . C H7 .2870 .4180 .0478 .059(2) Uiso calc R 1 . . H C21 -.0742(2) .5945(3) .2344(2) .0455(6) Uani d . 1 . . C H21A -.0481 .7148 .2245 .088(3) Uiso calc R 1 . . H H21B -.0649 .5726 .3168 .088(3) Uiso calc R 1 . . H H21C -.1586 .5804 .1899 .088(3) Uiso calc R 1 . . H C31 -.09584(17) .1772(3) .22691(17) .0330(5) Uani d . 1 . . C H31A -.1671 .2501 .2238 .073(3) Uiso calc R 1 . . H H31B -.1221 .0795 .1706 .073(3) Uiso calc R 1 . . H C32 -.04910(17) .1002(2) .34646(16) .0264(4) Uani d . 1 . . C 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 F6 .0418(7) .0709(10) .0505(8) -.0040(7) .0298(6) -.0011(7) O5 .0331(8) .0409(9) .0477(9) .0019(6) .0134(7) -.0044(7) O32A .0296(7) .0368(8) .0285(7) -.0035(6) .0094(5) .0053(6) O32 .0363(7) .0382(8) .0295(7) -.0079(6) .0119(6) .0036(6) C1 .0392(10) .0310(10) .0267(9) -.0047(8) .0047(8) .0054(8) C2 .0340(10) .0365(11) .0240(9) .0026(9) .0027(7) .0047(8) C3A .0259(9) .0329(10) .0198(8) -.0026(7) .0047(7) .0057(7) C3 .0266(9) .0360(10) .0235(9) .0002(8) .0065(7) .0066(7) C4 .0269(9) .0326(10) .0271(9) -.0050(8) .0063(7) .0037(8) C5 .0281(9) .0370(12) .0254(9) -.0020(8) .0049(7) -.0003(8) C6 .0279(9) .0534(13) .0252(9) -.0043(9) .0116(8) .0014(9) C7A .0323(10) .0349(11) .0215(8) -.0058(8) .0048(7) .0049(8) C7 .0355(10) .0430(12) .0280(10) -.0121(9) .0111(8) .0050(8) C21 .0464(13) .0442(13) .0425(13) .0134(10) .0077(10) .0009(10) C31 .0267(9) .0432(12) .0296(10) .0012(8) .0089(8) .0082(8) C32 .0273(9) .0275(9) .0291(9) .0038(7) .0153(7) .0018(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 3 -2 -2 3 -3 0 -3 -3 0 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 C7a C1 C2 103.33(17) y C3 C2 C21 127.96(19) y C3 C2 C1 110.43(18) y C21 C2 C1 121.6(2) y C4 C3a C7a 121.20(18) y C4 C3a C3 131.18(17) y C7a C3a C3 107.61(18) y C2 C3 C3a 109.57(17) y C2 C3 C31 127.18(19) y C3a C3 C31 123.24(18) y C3a C4 C5 119.20(18) y O5 C5 C6 122.11(18) y O5 C5 C4 119.88(18) y C6 C5 C4 118.00(19) y F6 C6 C5 116.63(19) y F6 C6 C7 119.61(18) y C5 C6 C7 123.76(18) y C7 C7a C3a 119.93(19) y C7 C7a C1 131.01(18) y C3a C7a C1 109.05(17) y C6 C7 C7a 117.88(18) y C32 C31 C3 114.48(16) y O32a C32 O32 123.14(17) y O32a C32 C31 124.20(18) y O32 C32 C31 112.65(17) y loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag F6 C6 . 1.368(2) y O5 C5 . 1.361(3) y O32a C32 . 1.223(2) y O32 C32 . 1.316(2) y C1 C7a . 1.495(3) y C1 C2 . 1.500(3) y C2 C3 . 1.344(3) y C2 C21 . 1.498(3) y C3a C4 . 1.388(3) y C3a C7a . 1.403(3) y C3a C3 . 1.473(3) y C3 C31 . 1.500(3) y C4 C5 . 1.394(3) y C5 C6 . 1.396(3) y C6 C7 . 1.371(3) y C7a C7 . 1.385(3) y C31 C32 . 1.501(3) y loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21132831