#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2011806.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_2011806 loop_ _publ_author_name 'Evans, James' 'Kapitan, Anoop' 'Rosair, Georgina' 'Roberts, Kevin J.' 'White, Graeme' _publ_section_title ; Sodium hydrogen bis(phenoxyacetate) ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 250 _journal_page_last 251 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac '[Na(C8 H7 O3 )2 H]' _chemical_formula_moiety 'C16 H15 Na O6' _chemical_formula_sum 'C16 H15 Na O6' _chemical_formula_weight 326.27 _chemical_name_systematic ; Sodium hydrogenbis(phenoxyacetate) ; _space_group_IT_number 60 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_space_group_name_H-M 'P b c n' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 21.484(3) _cell_length_b 9.4624(8) _cell_length_c 7.3293(7) _cell_measurement_reflns_used 39 _cell_measurement_temperature 160(2) _cell_measurement_theta_max 17.49 _cell_measurement_theta_min 1.90 _cell_volume 1490.0(3) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Bruker, 1996)' _computing_data_reduction 'SHELXTL (Bruker, 1999)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 160(2) _diffrn_measured_fraction_theta_full .999 _diffrn_measured_fraction_theta_max .999 _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0358 _diffrn_reflns_av_sigmaI/netI .0498 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 1814 _diffrn_reflns_theta_full 24.97 _diffrn_reflns_theta_max 25.0 _diffrn_reflns_theta_min 1.90 _diffrn_standards_decay_% none _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .135 _exptl_absorpt_correction_T_max .992 _exptl_absorpt_correction_T_min .966 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.454 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 676 _exptl_crystal_size_max .58 _exptl_crystal_size_mid .34 _exptl_crystal_size_min .06 _refine_diff_density_max .166 _refine_diff_density_min -.227 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .959 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 107 _refine_ls_number_reflns 1311 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .959 _refine_ls_R_factor_all .0580 _refine_ls_R_factor_gt .0389 _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^)+(0.0636P)^2^+0.2133P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1088 _reflns_number_gt 1020 _reflns_number_total 1312 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file gd1129.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2011806 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '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_type_symbol Na1 .5000 .02051(11) .7500 .0223(3) Uani d S 1 Na O1 .41147(6) .20753(15) .71555(19) .0242(4) Uani d . 1 O O21 .47164(6) .14081(14) 1.02304(18) .0225(4) Uani d . 1 O O22 .46179(8) .36168(14) 1.1294(2) .0337(4) Uani d . 1 O C10 .37299(9) .2366(2) .5683(3) .0207(5) Uani d . 1 C C11 .36417(9) .1277(2) .4444(3) .0240(5) Uani d . 1 C H11A .3852 .0403 .4603 .029 Uiso calc R 1 H C12 .32447(10) .1471(2) .2973(3) .0275(5) Uani d . 1 C H12A .3184 .0725 .2125 .033 Uiso calc R 1 H C13 .29347(10) .2749(2) .2728(3) .0292(5) Uani d . 1 C H13A .2660 .2877 .1727 .035 Uiso calc R 1 H C14 .30341(9) .3829(2) .3967(3) .0264(5) Uani d . 1 C H14A .2822 .4702 .3814 .032 Uiso calc R 1 H C15 .34372(9) .3661(2) .5428(3) .0228(5) Uani d . 1 C H15A .3512 .4422 .6244 .027 Uiso calc R 1 H C20 .41523(10) .3152(2) .8520(3) .0243(5) Uani d . 1 C H20A .3728 .3405 .8936 .029 Uiso calc R 1 H H20B .4347 .4008 .7996 .029 Uiso calc R 1 H C21 .45322(10) .2641(2) 1.0125(3) .0210(5) Uani d . 1 C H22 .5000 .346(4) 1.2500 .076(15) Uiso d S 1 H 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 Na1 .0320(6) .0178(5) .0171(5) .000 -.0012(5) .000 O1 .0312(8) .0220(7) .0193(7) .0073(6) -.0064(6) -.0026(6) O21 .0302(8) .0175(7) .0199(7) .0042(6) -.0013(6) .0012(6) O22 .0527(10) .0201(7) .0283(9) .0085(7) -.0168(8) -.0052(7) C10 .0204(9) .0244(10) .0174(10) -.0007(8) .0004(8) .0032(9) C11 .0265(11) .0215(10) .0242(10) .0003(8) .0033(9) .0009(9) C12 .0279(11) .0321(11) .0224(11) -.0066(9) -.0003(9) -.0027(9) C13 .0234(9) .0393(12) .0250(11) -.0056(10) -.0052(9) .0070(10) C14 .0236(10) .0271(11) .0285(11) .0002(9) -.0013(9) .0076(9) C15 .0249(10) .0222(10) .0214(10) .0002(9) .0021(9) .0015(9) C20 .0338(11) .0189(10) .0203(11) .0032(9) -.0047(9) -.0020(8) C21 .0241(10) .0193(10) .0196(10) -.0008(8) .0024(8) .0010(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' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na .0362 .0249 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O21 Na1 O21 7 5_657 98.50(7) ? O21 Na1 O21 7 . 147.47(7) ? O21 Na1 O21 5_657 . 77.34(5) ? O21 Na1 O21 7 3_656 77.34(5) ? O21 Na1 O21 5_657 3_656 147.47(7) ? O21 Na1 O21 . 3_656 122.89(8) ? O21 Na1 O1 7 3_656 134.52(5) ? O21 Na1 O1 5_657 3_656 100.60(5) ? O21 Na1 O1 . 3_656 77.35(5) ? O21 Na1 O1 3_656 3_656 64.58(5) ? O21 Na1 O1 7 . 100.60(5) ? O21 Na1 O1 5_657 . 134.52(5) ? O21 Na1 O1 . . 64.58(5) ? O21 Na1 O1 3_656 . 77.35(5) ? O1 Na1 O1 3_656 . 94.63(7) ? O21 Na1 Na1 7 5_656 39.09(3) ? O21 Na1 Na1 5_657 5_656 129.69(6) ? O21 Na1 Na1 . 5_656 152.37(5) ? O21 Na1 Na1 3_656 5_656 38.25(3) ? O1 Na1 Na1 3_656 5_656 99.65(4) ? O1 Na1 Na1 . 5_656 88.58(4) ? O21 Na1 Na1 7 5_657 129.69(6) ? O21 Na1 Na1 5_657 5_657 39.09(3) ? O21 Na1 Na1 . 5_657 38.25(3) ? O21 Na1 Na1 3_656 5_657 152.37(5) ? O1 Na1 Na1 3_656 5_657 88.58(4) ? O1 Na1 Na1 . 5_657 99.65(4) ? Na1 Na1 Na1 5_656 5_657 167.91(6) ? C10 O1 C20 . . 115.91(14) ? C10 O1 Na1 . . 130.08(11) ? C20 O1 Na1 . . 111.97(11) ? C21 O21 Na1 . 5_657 138.15(13) ? C21 O21 Na1 . . 118.77(13) ? Na1 O21 Na1 5_657 . 102.66(5) ? C21 O22 H22 . . 119.7(18) ? C11 C10 O1 . . 116.34(17) ? C11 C10 C15 . . 120.36(19) ? O1 C10 C15 . . 123.30(18) ? C10 C11 C12 . . 119.65(19) ? C10 C11 H11A . . 120.2 ? C12 C11 H11A . . 120.2 ? C11 C12 C13 . . 120.6(2) ? C11 C12 H12A . . 119.7 ? C13 C12 H12A . . 119.7 ? C14 C13 C12 . . 118.87(19) ? C14 C13 H13A . . 120.6 ? C12 C13 H13A . . 120.6 ? C13 C14 C15 . . 121.24(19) ? C13 C14 H14A . . 119.4 ? C15 C14 H14A . . 119.4 ? C14 C15 C10 . . 119.18(19) ? C14 C15 H15A . . 120.4 ? C10 C15 H15A . . 120.4 ? O1 C20 C21 . . 110.34(15) ? O1 C20 H20A . . 109.6 ? C21 C20 H20A . . 109.6 ? O1 C20 H20B . . 109.6 ? C21 C20 H20B . . 109.6 ? H20A C20 H20B . . 108.1 ? O21 C21 O22 . . 126.65(19) ? O21 C21 C20 . . 121.59(17) y O22 C21 C20 . . 111.75(16) 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 Na1 O21 7 2.3385(15) y Na1 O21 5_657 2.3385(15) y Na1 O21 . 2.3815(14) y Na1 O21 3_656 2.3815(14) y Na1 O1 3_656 2.6102(15) y Na1 O1 . 2.6102(15) y Na1 Na1 5_656 3.6851(4) y Na1 Na1 5_657 3.6851(4) y O1 C10 . 1.387(2) ? O1 C20 . 1.430(2) ? O21 C21 . 1.235(2) y O21 Na1 5_657 2.3385(15) ? O22 C21 . 1.273(2) y O22 H22 . 1.216(6) y C10 C11 . 1.386(3) ? C10 C15 . 1.390(3) ? C11 C12 . 1.387(3) ? C11 H11A . .9500 ? C12 C13 . 1.392(3) ? C12 H12A . .9500 ? C13 C14 . 1.384(3) ? C13 H13A . .9500 ? C14 C15 . 1.386(3) ? C14 H14A . .9500 ? C15 H15A . .9500 ? C20 C21 . 1.511(3) ? C20 H20A . .9900 ? C20 H20B . .9900 ? 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 O22 H22 O22 3_657 1.215(5) 1.215(5) 2.413(2) 166(4) 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion O21 Na1 O1 C10 7 . -21.89(16) O21 Na1 O1 C10 5_657 . -135.15(15) O21 Na1 O1 C10 . . -171.29(16) O21 Na1 O1 C10 3_656 . 52.42(15) O1 Na1 O1 C10 3_656 . 115.07(16) Na1 Na1 O1 C10 5_656 . 15.50(15) Na1 Na1 O1 C10 5_657 . -155.59(15) O21 Na1 O1 C20 7 . 175.33(12) O21 Na1 O1 C20 5_657 . 62.06(15) O21 Na1 O1 C20 . . 25.93(12) O21 Na1 O1 C20 3_656 . -110.36(13) O1 Na1 O1 C20 3_656 . -47.72(11) Na1 Na1 O1 C20 5_656 . -147.28(12) Na1 Na1 O1 C20 5_657 . 41.63(13) O21 Na1 O21 C21 7 . -100.17(15) O21 Na1 O21 C21 5_657 . 173.87(17) O21 Na1 O21 C21 3_656 . 21.76(13) O1 Na1 O21 C21 3_656 . 69.77(15) O1 Na1 O21 C21 . . -31.66(14) Na1 Na1 O21 C21 5_656 . -16.9(2) Na1 Na1 O21 C21 5_657 . 173.87(17) O21 Na1 O21 Na1 7 5_657 85.96(13) O21 Na1 O21 Na1 5_657 5_657 .0 O21 Na1 O21 Na1 3_656 5_657 -152.11(6) O1 Na1 O21 Na1 3_656 5_657 -104.10(6) O1 Na1 O21 Na1 . 5_657 154.47(7) Na1 Na1 O21 Na1 5_656 5_657 169.24(8) C20 O1 C10 C11 . . -173.82(17) Na1 O1 C10 C11 . . 24.0(2) C20 O1 C10 C15 . . 5.6(3) Na1 O1 C10 C15 . . -156.60(14) O1 C10 C11 C12 . . 177.60(18) C15 C10 C11 C12 . . -1.9(3) C10 C11 C12 C13 . . .1(3) C11 C12 C13 C14 . . .7(3) C12 C13 C14 C15 . . .4(3) C13 C14 C15 C10 . . -2.2(3) C11 C10 C15 C14 . . 2.9(3) O1 C10 C15 C14 . . -176.51(18) C10 O1 C20 C21 . . 174.29(16) Na1 O1 C20 C21 . . -20.30(19) Na1 O21 C21 O22 5_657 . 24.3(3) Na1 O21 C21 O22 . . -146.74(18) Na1 O21 C21 C20 5_657 . -154.49(15) Na1 O21 C21 C20 . . 34.5(2) O1 C20 C21 O21 . . -6.6(3) O1 C20 C21 O22 . . 174.50(17)