#------------------------------------------------------------------------------ #$Date: 2008-04-05 11:48:19 +0300 (Sat, 05 Apr 2008) $ #$Revision: 342 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200008.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_2200008 loop_ _publ_author_name 'Zhu-Yan Zhang' 'Li-Hua Huo' 'Shan Gao' 'Jing-Gui Zhao' _publ_section_title ; 3-Hydroxypyridinium-1-acetate dihydrate ; _journal_coeditor_code AT6038 _journal_issue 11 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first o3589 _journal_page_last o3591 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C7 H7 N O3, 2H2 O' _chemical_formula_moiety 'C7 H7 N O3, 2H2 O' _chemical_formula_sum 'C7 H11 N O5' _chemical_formula_weight 189.17 _chemical_name_systematic ; 3-Hydroxypyridinium-1-acetate dihydrate ; _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 71.62(3) _cell_angle_beta 76.09(3) _cell_angle_gamma 71.93(3) _cell_formula_units_Z 2 _cell_length_a 6.9055(14) _cell_length_b 7.0086(14) _cell_length_c 10.074(2) _cell_measurement_reflns_used 3575 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 27.45 _cell_measurement_theta_min 3.16 _cell_volume 434.34(18) _computing_cell_refinement RAPID-AUTO _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_data_reduction 'CrystalStructure (Rigaku/MSC, 2002)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 295(2) _diffrn_detector_area_resol_mean 10.00 _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0132 _diffrn_reflns_av_sigmaI/netI 0.0167 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 4289 _diffrn_reflns_theta_full 27.47 _diffrn_reflns_theta_max 27.47 _diffrn_reflns_theta_min 3.14 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.124 _exptl_absorpt_correction_T_max 0.9780 _exptl_absorpt_correction_T_min 0.9614 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.446 _exptl_crystal_description Prism _exptl_crystal_F_000 200 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _refine_diff_density_max 0.279 _refine_diff_density_min -0.223 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 133 _refine_ls_number_reflns 1964 _refine_ls_number_restraints 7 _refine_ls_restrained_S_all 1.093 _refine_ls_R_factor_all 0.0518 _refine_ls_R_factor_gt 0.0402 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0551P)^2^+0.0760P] where = P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1066 _refine_ls_wR_factor_ref 0.1128 _reflns_number_gt 1540 _reflns_number_total 1964 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file at6038.cif loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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' N N 0.0061 0.0033 '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' 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 O1W 0.99046(19) 0.27444(19) 0.15643(16) 0.0705(4) Uani d D 1 O H1W1 0.904(3) 0.393(2) 0.131(3) 0.106 Uiso d D 1 H H1W2 1.105(2) 0.283(4) 0.099(2) 0.106 Uiso d D 1 H O2W 0.7696(2) 0.9840(2) 0.23527(14) 0.0701(4) Uani d D 1 O H2W1 0.839(3) 1.076(3) 0.208(3) 0.105 Uiso d D 1 H H2W2 0.664(3) 1.031(4) 0.193(3) 0.105 Uiso d D 1 H O1 0.43843(18) 0.19172(18) 1.08790(11) 0.0542(3) Uani d . 1 O O2 0.33578(18) 0.3908(2) 0.88503(15) 0.0727(4) Uani d . 1 O O3 0.7123(2) 0.82908(16) 0.50564(12) 0.0553(3) Uani d D 1 O H8 0.729(4) 0.878(3) 0.4151(11) 0.083 Uiso d D 1 H N1 0.71951(16) 0.32632(17) 0.73416(11) 0.0346(3) Uani d . 1 N C1 0.4677(2) 0.2776(2) 0.95851(15) 0.0408(3) Uani d . 1 C C2 0.6930(2) 0.2334(2) 0.88853(14) 0.0401(3) Uani d . 1 C H2A 0.7697 0.2877 0.9307 0.048 Uiso calc R 1 H H2B 0.7504 0.0842 0.9070 0.048 Uiso calc R 1 H C3 0.7063(2) 0.5302(2) 0.68688(14) 0.0368(3) Uani d . 1 C H3 0.6834 0.6082 0.7512 0.044 Uiso calc R 1 H C4 0.7265(2) 0.6261(2) 0.54320(14) 0.0371(3) Uani d . 1 C C5 0.7591(2) 0.5069(2) 0.44944(14) 0.0411(3) Uani d . 1 C H5 0.7739 0.5670 0.3523 0.049 Uiso calc R 1 H C6 0.7693(2) 0.2981(2) 0.50249(16) 0.0456(4) Uani d . 1 C H6 0.7904 0.2169 0.4404 0.055 Uiso calc R 1 H C7 0.7486(2) 0.2082(2) 0.64544(15) 0.0418(3) Uani d . 1 C H7 0.7546 0.0672 0.6806 0.050 Uiso calc R 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 O1W 0.0468(7) 0.0510(7) 0.0911(10) -0.0104(5) 0.0049(6) -0.0015(7) O2W 0.0853(10) 0.0688(8) 0.0540(7) -0.0382(7) -0.0172(7) 0.0099(6) O1 0.0621(7) 0.0656(7) 0.0387(5) -0.0297(6) 0.0114(5) -0.0201(5) O2 0.0382(6) 0.0876(10) 0.0714(8) 0.0046(6) -0.0055(6) -0.0150(7) O3 0.0762(8) 0.0370(6) 0.0502(6) -0.0189(5) -0.0124(6) -0.0019(5) N1 0.0313(5) 0.0354(6) 0.0334(5) -0.0068(4) -0.0020(4) -0.0076(4) C1 0.0415(7) 0.0401(7) 0.0430(7) -0.0132(6) 0.0033(6) -0.0185(6) C2 0.0390(7) 0.0412(7) 0.0330(6) -0.0086(6) -0.0031(5) -0.0037(5) C3 0.0388(7) 0.0366(7) 0.0369(7) -0.0105(5) -0.0038(5) -0.0127(5) C4 0.0343(6) 0.0355(7) 0.0393(7) -0.0103(5) -0.0051(5) -0.0058(5) C5 0.0400(7) 0.0498(8) 0.0318(6) -0.0127(6) -0.0042(5) -0.0083(6) C6 0.0504(8) 0.0477(8) 0.0427(7) -0.0119(7) -0.0025(6) -0.0216(6) C7 0.0451(7) 0.0339(7) 0.0449(7) -0.0090(6) -0.0031(6) -0.0124(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 1.2475(18) yes O2 C1 1.230(2) yes O3 C4 1.3301(17) yes N1 C2 1.4746(17) yes N1 C3 1.3369(17) yes N1 C7 1.3422(19) yes C1 C2 1.525(2) yes C3 C4 1.3834(19) yes C4 C5 1.385(2) yes C5 C6 1.376(2) yes C6 C7 1.370(2) yes O3 H8 0.860(10) yes O1W H1W1 0.86(2) no O1W H1W2 0.87(2) no O2W H2W1 0.86(2) no O2W H2W2 0.86(2) no C2 H2A 0.9700 no C2 H2B 0.9700 no C3 H3 0.9300 no C5 H5 0.9300 no C6 H6 0.9300 no C7 H7 0.9300 no 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 O1 C1 C2 114.54(13) yes O2 C1 O1 126.86(14) yes O2 C1 C2 118.59(13) yes O3 C4 C3 116.58(13) yes O3 C4 C5 124.77(13) yes N1 C2 C1 112.77(11) yes N1 C3 C4 120.64(13) yes N1 C7 C6 119.14(13) yes C3 N1 C7 121.76(12) yes C3 N1 C2 118.20(12) yes C3 C4 C5 118.65(12) yes C6 C5 C4 118.90(13) yes C7 N1 C2 120.00(12) yes C7 C6 C5 120.90(14) yes N1 C2 H2A 109.0 no N1 C2 H2B 109.0 no N1 C3 H3 119.7 no N1 C7 H7 120.4 no C1 C2 H2A 109.0 no C1 C2 H2B 109.0 no C4 O3 H8 111.5(16) no C4 C3 H3 119.7 no C4 C5 H5 120.6 no C5 C6 H6 119.5 no C6 C5 H5 120.6 no C6 C7 H7 120.4 no C7 C6 H6 119.5 no H2A C2 H2B 107.8 no H1W1 O1W H1W2 105.8(13) no H2W1 O2W H2W2 108.5(14) no 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 O1 C1 C2 N1 176.19(12) no O2 C1 C2 N1 -3.8(2) no O3 C4 C5 C6 -179.55(13) no N1 C3 C4 O3 -179.67(12) no N1 C3 C4 C5 0.47(19) no C2 N1 C3 C4 -178.92(12) no C2 N1 C7 C6 178.87(12) no C3 N1 C2 C1 77.57(16) no C3 N1 C7 C6 1.3(2) no C3 C4 C5 C6 0.3(2) no C4 C5 C6 C7 -0.3(2) no C5 C6 C7 N1 -0.5(2) no C7 N1 C2 C1 -100.12(15) no C7 N1 C3 C4 -1.3(2) 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 O1W H1W1 O2 2_666 0.86(2) 1.87(2) 2.704(2) 164(2) yes O1W H1W2 O1 1_654 0.87(2) 2.18(2) 2.9147(18) 143(2) yes O1W H1W2 O2 1_654 0.87(2) 2.41(2) 3.239(2) 159(2) yes O2W H2W1 O1W 1_565 0.86(2) 1.87(2) 2.725(2) 178(2) yes O2W H2W2 O1 1_564 0.86(2) 1.94(3) 2.785(2) 168(2) yes O3 H8 O2W . 0.860(10) 1.72(2) 2.5764(19) 177(2) yes