#------------------------------------------------------------------------------ #$Date: 2015-01-23 14:30:19 +0200 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/26/2012631.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_2012631 loop_ _publ_author_name 'Odoko, Mamiko' 'Kusano, Ai' 'Oya, Naomi' 'Okabe, Nobuo' _publ_section_title ; A lithium complex of pyridine-2,6-dicarboxylic acid ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m215 _journal_page_last m216 _journal_paper_doi 10.1107/S0108270102002718 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac '[Li (C7 H4 N O4) H2 O]' _chemical_formula_moiety 'C7 H6 Li1 N1 O5' _chemical_formula_sum 'C7 H6 Li N O5' _chemical_formula_weight 191.069 _chemical_name_systematic ; catena-poly[[(6-carboxypyridine-2-carboxylato-\k^3^O,N,O')lithium(I)]-\m- aqua-\k^2^O:O] ; _space_group_IT_number 11 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yb' _symmetry_space_group_name_H-M 'P 1 21/m 1' _cell_angle_alpha 90 _cell_angle_beta 99.50(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 3.513(2) _cell_length_b 11.802(2) _cell_length_c 9.1910(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296.2 _cell_measurement_theta_max 14.8 _cell_measurement_theta_min 13.5 _cell_volume 375.8(2) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1992) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 2000)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material TEXSAN _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'MITHRIL90 (Gilmore, 1990)' _diffrn_measured_fraction_theta_full 1.00 _diffrn_measured_fraction_theta_max 1.00 _diffrn_measurement_device_type 'Rigaku AFC-5R' _diffrn_measurement_method \w/2\q _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.024 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 1056 _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_standards_decay_% <1 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.143 _exptl_absorpt_correction_T_max 0.986 _exptl_absorpt_correction_T_min 0.966 _exptl_absorpt_correction_type \y-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.689 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 196.0 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.60 _refine_diff_density_min -0.58 _refine_ls_extinction_coef 0.068 _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.153 _refine_ls_hydrogen_treatment noref _refine_ls_number_parameters 71 _refine_ls_number_reflns 910 _refine_ls_R_factor_gt 0.068 _refine_ls_shift/su_max <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.1419P)^2^+0.0837P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.235 _reflns_number_gt 598 _reflns_number_total 910 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file gg1090.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/m' _[local]_cod_chemical_formula_sum_orig 'C7 H6 Li1 N1 O5' _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_database_code 2012631 _cod_database_fobs_code 2012631 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,-z -x,-y,-z 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_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 0.0873(7) 0.0743(2) 0.4201(2) 0.0298(7) Uani d . 1.00 . . O O2 0.2198(8) -0.0463(2) 0.2461(3) 0.0350(8) Uani d . 1.00 . . O O3 -0.3120(10) 0.2500 0.6018(3) 0.0277(9) Uani d S 1.00 . . O N1 0.1950(10) 0.2500 0.2711(4) 0.0190(9) Uani d S 1.00 . . N C1 0.2265(9) 0.1522(2) 0.2009(3) 0.0210(7) Uani d . 1.00 . . C C2 0.2884(10) 0.1484(3) 0.0563(4) 0.0255(8) Uani d . 1.00 . . C C3 0.322(2) 0.2500 -0.0158(5) 0.0280(10) Uani d S 1.00 . . C C4 0.1783(10) 0.0491(3) 0.2936(3) 0.0234(8) Uani d . 1.00 . . C Li1 0.127(3) 0.2500 0.4837(9) 0.033(2) Uani d S 1.00 . . Li H1 0.3052 0.0812 0.0095 0.0232 Uiso calc . 1.00 . . H H2 0.3393 0.2500 -0.1124 0.0482 Uiso calc S 1.00 . . H H3 -0.1908 0.0697 0.4100 0.0482 Uiso calc P 0.50 . . H H4 -0.2709 0.1999 0.6650 0.0482 Uiso calc . 1.00 . . 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 O1 0.050(2) 0.0130(10) 0.0290(10) -0.0030(10) 0.0150(10) 0.0006(9) O2 0.062(2) 0.0090(10) 0.0350(10) 0.0020(10) 0.0120(10) -0.0029(9) O3 0.042(2) 0.014(2) 0.028(2) 0.0000 0.0080(10) 0.0000 N1 0.030(2) 0.009(2) 0.019(2) 0.0000 0.0060(10) 0.0000 C1 0.0220(10) 0.0120(10) 0.028(2) 0.0010(10) 0.0040(10) -0.0010(10) C2 0.030(2) 0.019(2) 0.028(2) 0.0030(10) 0.0070(10) -0.0030(10) C3 0.034(3) 0.027(3) 0.023(2) 0.0000 0.006(2) 0.0000 C4 0.032(2) 0.013(2) 0.0250(10) 0.0000(10) 0.0050(10) 0.0000(10) Li1 0.045(5) 0.025(4) 0.031(4) 0.0000 0.011(4) 0.0000 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Li Li 0.000 0.000 ;International Tables for Crystallography (1992, 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 C4 O1 Li1 . . 116.9(3) yes C4 O1 H3 . . 107.3 no Li1 O1 H3 . . 95.7 no Li1 O3 Li1 . 1_455 117.3(4) yes Li1 O3 H4 . . 108.3 no Li1 O3 H4 . 4_555 108.3 no Li1 O3 H4 1_455 . 114.1 no Li1 O3 H4 1_455 4_555 114.1 no H4 O3 H4 . 4_555 91.6 no C1 N1 C1 . 4_555 119.5(4) no C1 N1 Li1 . . 120.2(2) yes C1 N1 Li1 4_555 . 120.2(2) no N1 C1 C2 . . 122.1(3) no N1 C1 C4 . . 113.4(3) no C2 C1 C4 . . 124.5(3) no C1 C2 C3 . . 118.1(3) no C1 C2 H1 . . 121.1 no C3 C2 H1 . . 120.7 no C2 C3 C2 . 4_555 120.0(4) no C2 C3 H2 . . 119.8 no C2 C3 H2 4_555 . 119.8 no O1 C4 O2 . . 126.5(3) no O1 C4 C1 . . 113.0(3) yes O2 C4 C1 . . 120.5(3) no O1 Li1 O1 . 4_555 148.8(4) yes O1 Li1 O3 . . 97.1(3) yes O1 Li1 O3 . 1_655 98.9(3) yes O1 Li1 N1 . . 75.4(2) yes O1 Li1 O3 4_555 . 97.1(3) no O1 Li1 O3 4_555 1_655 98.9(3) no O1 Li1 N1 4_555 . 75.4(2) no O3 Li1 O3 . 1_655 117.3(4) no O3 Li1 N1 . . 138.0(5) no O3 Li1 N1 1_655 . 104.7(5) 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 C4 . . 1.290(4) yes O1 Li1 . . 2.152(3) yes O1 H3 . . 0.967 no O2 C4 . . 1.225(4) yes O3 Li1 . . 2.030(10) yes O3 Li1 . 1_455 2.085(10) yes O3 H4 . . 0.825 no O3 H4 . 4_555 0.825 no N1 C1 . . 1.336(4) yes N1 C1 . 4_555 1.336(4) yes N1 Li1 . . 2.007(10) yes C1 C2 . . 1.382(5) yes C1 C4 . . 1.511(4) yes C2 C3 . . 1.385(4) yes C2 H1 . . 0.908 no C3 H2 . . 0.900 no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 O1 O3 3.220(3) 1_655 O1 C4 3.275(4) 3_556 O1 O2 3.432(4) 3_556 O1 O1 3.498(5) 3_656 O1 O1 3.513(2) 1_655 O2 O3 2.773(3) 2_546 O2 C2 3.275(4) 3_555 O2 C4 3.509(5) 1_655 O2 O2 3.513(2) 1_655 O2 C3 3.542(4) 2_545 O3 O3 3.513(5) 1_655 N1 N1 3.513(5) 1_655 N1 Li1 3.526(10) 1_655 N1 C1 3.549(5) 4_455 C1 C1 3.513(5) 1_655 C1 C4 3.528(5) 1_655 C2 C2 3.513(5) 1_655 C3 C3 3.513(10) 1_655 C4 C4 3.513(5) 1_655 Li1 Li1 3.513(15) 1_655 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 H3 O1 1_455 0.97 2.55 3.513(2) 171 yes O3 H4 O2 3_556 0.83 1.98 2.775(3) 160 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_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 C4 C1 N1 . . . 4.8(4) no O1 C4 C1 C2 . . . -173.8(3) no O1 Li1 O1 C4 . 4_555 4_555 -31.0(10) no O1 Li1 O1 H3 . 4_555 4_555 81.4 no O1 Li1 O3 Li1 . . 1_455 -76.1(2) no O1 Li1 O3 H4 . . . 54.8 no O1 Li1 O3 H4 . . 4_555 152.9 no O1 Li1 N1 C1 . . . -7.1(5) no O1 Li1 N1 C1 . . 4_555 176.0(3) no O2 C4 O1 Li1 . . . 170.4(4) no O2 C4 O1 H3 . . . -83.7 no O2 C4 C1 N1 . . . -176.2(3) no O2 C4 C1 C2 . . . 5.2(5) no O3 Li1 O1 C4 . . . 147.9(3) no O3 Li1 O1 H3 . . . 35.2 no O3 Li1 O1 C4 . 4_555 4_555 -147.9(3) no O3 Li1 O1 H3 . 4_555 4_555 -35.2 no O3 Li1 N1 C1 . . . -91.6(3) no O3 Li1 N1 C1 . . 4_555 91.6(3) no O3 Li1 O1 C4 1_455 1_455 1_455 -93.0(4) no O3 Li1 O1 H3 1_455 1_455 1_455 154.3 no O3 Li1 O1 C4 1_455 4_455 4_455 93.0(4) no O3 Li1 O1 H3 1_455 4_455 4_455 -154.3 no O3 Li1 O3 H4 1_455 1_455 1_455 -49.1 no O3 Li1 O3 H4 1_455 1_455 4_455 49.1 no N1 C1 C2 C3 . . . 0.6(5) no N1 C1 C2 H1 . . . -178.9 no N1 C1 C2 C3 4_555 4_555 . -0.6(5) no N1 C1 C2 H1 4_555 4_555 4_555 178.9 no N1 Li1 O1 C4 . . . 10.0(4) no N1 Li1 O1 H3 . . . -102.7 no N1 Li1 O1 C4 . 4_555 4_555 -10.0(4) no N1 Li1 O1 H3 . 4_555 4_555 102.7 no N1 Li1 O3 Li1 . . 1_455 0.0000(2) no N1 Li1 O3 H4 . . . 130.9 no N1 Li1 O3 H4 . . 4_555 -130.9 no C1 N1 C1 C2 . 4_555 4_555 0.5(6) no C1 N1 C1 C4 . 4_555 4_555 179.1(3) no C1 C2 C3 C2 . . 4_555 -0.7(7) no C1 C2 C3 H2 . . . -174.2 no C1 C4 O1 Li1 . . . -10.7(4) no C1 C4 O1 H3 . . . 95.3 no C2 C1 N1 Li1 . . . -177.4(4) no C2 C3 C2 H1 . 4_555 4_555 -178.8 no C3 C2 C1 C4 . . . 179.1(3) no C3 C2 C1 C4 4_555 4_555 4_555 -179.1(3) no C4 C1 N1 Li1 . . . 4.0(5) no C4 C1 C2 H1 . . . -0.5 no Li1 O3 Li1 O3 . 1_455 1_455 180.00000(10) no H1 C2 C3 H2 . . . 5.4 no H1 C2 C3 H2 . . . 5.4 no