#------------------------------------------------------------------------------ #$Date: 2015-01-23 14:30:19 +0200 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/06/2010645.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_2010645 loop_ _publ_author_name 'Zhu, Dun-Ru' 'Xu, Yan' 'Liu, Yong-Jiang' 'Song, You' 'Zhang, Yong' 'You, Xiao-Zeng' _publ_section_title ; 4-(4-Hydroxybenzylideneamino)-4H-1,2,4-triazole hemihydrate ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 242 _journal_page_last 243 _journal_paper_doi 10.1107/S0108270199014572 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C9 H8 N4 O, 0.5H2 O' _chemical_formula_sum 'C9 H9 N4 O1.5' _chemical_formula_weight 197.20 _chemical_name_systematic ; 4-[(4-Hydroxybenzylidene)amino]-1,2,4-triazole Hemihydrate ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 119.483(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 14.134(2) _cell_length_b 12.491(2) _cell_length_c 12.063(2) _cell_measurement_reflns_used 36 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 9.01 _cell_measurement_theta_min 5.22 _cell_volume 1853.9(5) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1994)' _computing_data_reduction 'SHELXTL (Siemens, 1995)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _computing_structure_refinement SHELXTL _computing_structure_solution SHELXTL _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0207 _diffrn_reflns_av_sigmaI/netI .0338 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 2043 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 2.32 _diffrn_standards_decay_% 5.84 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .102 _exptl_absorpt_correction_T_max .9679 _exptl_absorpt_correction_T_min .9537 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.413 _exptl_crystal_density_meas ? _exptl_crystal_description Block _exptl_crystal_F_000 824 _exptl_crystal_size_max .30 _exptl_crystal_size_mid .26 _exptl_crystal_size_min .20 _refine_diff_density_max .284 _refine_diff_density_min -.213 _refine_ls_extinction_coef .0022(6) _refine_ls_extinction_method 'SHELXLTL (Siemens, 1995)' _refine_ls_goodness_of_fit_all 1.102 _refine_ls_goodness_of_fit_ref 1.166 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 133 _refine_ls_number_reflns 1637 _refine_ls_number_restraints 6 _refine_ls_restrained_S_all 1.243 _refine_ls_restrained_S_obs 1.345 _refine_ls_R_factor_all .0874 _refine_ls_R_factor_gt .0567 _refine_ls_shift/esd_mean .001 _refine_ls_shift/su_max -.006 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0851P)^2^+1.2289P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all .1847 _refine_ls_wR_factor_ref .1554 _reflns_number_gt 1100 _reflns_number_total 1642 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file na1438.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'C 2/c' _[local]_cod_chemical_formula_sum_orig 'C9 H9 N4 O1.50' _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: '_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_values 1715 2011-07-08 13:25:40Z adriana 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_original_cell_volume 1854.0(5) _cod_database_code 2010645 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z+1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z+1/2' 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 N1 .0714(5) .0627(9) .0720(6) .0007(6) .0573(4) -.0025(6) N2 .0643(5) .0590(8) .0663(6) -.0027(6) .0500(4) -.0033(6) N3 .0786(6) .0777(10) .0797(6) -.0026(8) .0627(5) .0006(7) N4 .0686(6) .0775(10) .0756(7) -.0004(7) .0551(5) -.0053(7) C1 .0617(6) .0610(10) .0637(6) -.0037(7) .0481(5) -.0055(7) C2 .0953(8) .0492(10) .0965(8) -.0026(8) .0771(6) -.0040(8) C3 .0949(8) .0476(10) .0943(8) -.0053(8) .0754(6) -.0022(8) C4 .0594(6) .0524(9) .0587(6) -.0052(7) .0421(5) -.0056(7) C5 .0707(7) .0504(10) .0744(8) -.0026(8) .0526(6) -.0021(7) C6 .0712(7) .0524(10) .0727(7) -.0043(8) .0528(5) .0006(7) C7 .0694(7) .0545(10) .0696(7) -.0060(8) .0513(6) -.0067(7) C8 .0757(7) .0663(11) .0776(8) -.0034(9) .0590(6) .0017(8) C9 .0666(7) .0657(11) .0754(7) -.0004(8) .0537(5) -.0070(8) O1 .0866(5) .0743(8) .0895(5) -.0024(6) .0703(4) -.0038(5) O1W .1481(11) .0615(12) .1233(10) .000 .1077(8) .000 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol N1 .36269(10) -.22004(12) -.36220(12) .0592(4) Uani d . 1 . N N2 .42052(10) -.21906(12) -.42969(12) .0555(4) Uani d . 1 . N N3 .50164(10) -.17763(14) -.53779(13) .0684(4) Uani d . 1 . N N4 .51432(10) -.28616(13) -.51165(13) .0654(5) Uani d . 1 . N C1 .15648(12) -.07820(15) -.14843(14) .0547(4) Uani d . 1 . C C2 .18684(13) .0064(2) -.1978(2) .0674(5) Uani d . 1 . C H2 .18893 .0928 -.1669 .081 Uiso d R 1 . H C3 .24364(13) -.0127(2) -.2618(2) .0664(5) Uani d . 1 . C H3 .28024 .0600 -.2960 .080 Uiso d R 1 . H C4 .27119(12) -.11595(14) -.27746(14) .0512(4) Uani d . 1 . C C5 .24019(12) -.20009(14) -.22722(15) .0578(5) Uani d . 1 . C H5 .25066 -.28161 -.24444 .069 Uiso d R 1 . H C6 .18306(12) -.1821(2) -.16360(15) .0579(5) Uani d . 1 . C H6 .16998 -.2554 -.11770 .070 Uiso d R 1 . H C7 .33137(12) -.1293(2) -.34578(14) .0571(5) Uani d . 1 . C H7 .34949 -.0561 -.38294 .068 Uiso d R 1 . H C8 .44556(12) -.1390(2) -.4875(2) .0640(5) Uani d . 1 . C H8 .43028 -.0563 -.4773 .077 Uiso d R 1 . H C9 .46542(12) -.3090(2) -.4471(2) .0611(5) Uani d . 1 . C H9 .44066 -.3905 -.4192 .073 Uiso d R 1 . H O1 .10159(9) -.05461(11) -.08634(11) .0718(4) Uani d U 1 . O H11 .07073 -.12318 -.07222 .086 Uiso d R 1 . H O1W .5000 -.0672(2) -.7500 .0933(6) Uani d S 1 . O HW1 .5097 -.1098(2) -.6731 .112 Uiso d R 1 . H 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' N N .0061 .0033 '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_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C7 N1 N2 115.4(2) yes C9 N2 C8 105.7(2) yes C9 N2 N1 122.0(2) yes C8 N2 N1 132.3(2) yes C8 N3 N4 107.3(2) ? C9 N4 N3 107.7(2) ? O1 C1 C2 117.2(2) ? O1 C1 C6 123.0(2) yes C2 C1 C6 119.8(2) ? C1 C2 C3 119.9(2) ? C2 C3 C4 121.1(2) ? C3 C4 C5 118.4(2) ? C3 C4 C7 117.7(2) ? C5 C4 C7 123.9(2) ? C6 C5 C4 121.1(2) ? C5 C6 C1 119.8(2) ? N1 C7 C4 122.5(2) yes N3 C8 N2 109.7(2) ? N4 C9 N2 109.7(2) ? 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 N1 C7 . 1.267(2) yes N1 N2 . 1.409(2) yes N2 C9 . 1.357(2) yes N2 C8 . 1.362(2) yes N3 C8 . 1.304(3) yes N3 N4 . 1.383(2) yes N4 C9 . 1.302(2) yes C1 O1 . 1.350(2) yes C1 C2 . 1.381(3) ? C1 C6 . 1.388(3) ? C2 C3 . 1.382(3) ? C3 C4 . 1.386(3) ? C4 C5 . 1.388(3) ? C4 C7 . 1.456(3) yes C5 C6 . 1.379(3) ? 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 H11 N4 8_445 1.01 1.74 2.717(2) 161 yes C9 H9 O1 4_544 1.18 2.15 3.293(3) 164 yes O1W H1W N3 1_555 1.02 1.89 2.898(2) 169 yes C7 H7 O1W 6_555 1.10 2.47 3.214(2) 123 yes