#------------------------------------------------------------------------------ #$Date: 2014-07-11 17:35:18 +0300 (Fri, 11 Jul 2014) $ #$Revision: 120071 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/50/84/1508497.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1508497 loop_ _publ_author_name 'Laus, Gerhard' 'Kahlenberg, Volker' _publ_section_title ; Crystal Structures of 1-Hydroxyimidazole and Its Salts ; _journal_issue 4 _journal_name_full Crystals _journal_page_first 1492 _journal_page_last 1501 _journal_volume 2 _journal_year 2012 _chemical_formula_moiety 'C3 H5 N2 O, Cl' _chemical_formula_sum 'C3 H5 Cl N2 O' _chemical_formula_weight 120.54 _chemical_name_systematic ; ? ; _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 93.535(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 4.2693(2) _cell_length_b 10.7541(4) _cell_length_c 10.9756(4) _cell_measurement_reflns_used 2179 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 28.5577 _cell_measurement_theta_min 3.7124 _cell_volume 502.96(4) _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _diffrn_ambient_temperature 173(2) _diffrn_detector_area_resol_mean 10.3575 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Xcalibur, Ruby, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.1207199 _diffrn_orient_matrix_UB_12 -0.0453602 _diffrn_orient_matrix_UB_13 -0.001565 _diffrn_orient_matrix_UB_21 -0.1145153 _diffrn_orient_matrix_UB_22 0.0477862 _diffrn_orient_matrix_UB_23 -0.0054908 _diffrn_orient_matrix_UB_31 0.0025485 _diffrn_orient_matrix_UB_32 -0.0030009 _diffrn_orient_matrix_UB_33 -0.0645099 _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0216 _diffrn_reflns_av_unetI/netI 0.0214 _diffrn_reflns_limit_h_max 3 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 2909 _diffrn_reflns_theta_full 25.35 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_min 3.72 _exptl_absorpt_coefficient_mu 0.626 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_correction_T_min 0.81823 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'fragment of a plate' _exptl_crystal_F_000 248 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.16 _refine_diff_density_max 0.173 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.068 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 72 _refine_ls_number_reflns 915 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.116 _refine_ls_R_factor_all 0.0251 _refine_ls_R_factor_gt 0.0232 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0306P)^2^+0.1710P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.0625 _reflns_number_gt 852 _reflns_number_total 915 _reflns_threshold_expression >2\s(I) _[local]_cod_data_source_file C3H5ClN2O_P21_n_2CCDC899477_crystals-02-01492-s001_DC229.cif _[local]_cod_data_source_block la212_1_chateigner_1508497 _cod_database_code 1508497 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags Cl Cl 0.42211(8) -0.17969(3) 0.01931(3) 0.01989(15) Uani 1 1 d . O1 O 0.4601(2) 0.13498(9) 0.36238(10) 0.0227(3) Uani 1 1 d D N1 N 0.2314(3) 0.05719(10) 0.31295(10) 0.0158(3) Uani 1 1 d . N2 N -0.1109(3) -0.02175(12) 0.18813(11) 0.0216(3) Uani 1 1 d D C3 C 0.1407(3) -0.05168(13) 0.36513(13) 0.0192(3) Uani 1 1 d . H3 H 0.2148 -0.0851 0.4417 0.023 Uiso 1 1 calc R C2 C -0.0760(3) -0.10136(13) 0.28491(13) 0.0218(3) Uani 1 1 d . H2 H -0.1844 -0.1776 0.294 0.026 Uiso 1 1 calc R C1 C 0.0797(3) 0.07454(13) 0.20542(12) 0.0193(3) Uani 1 1 d . H1 H 0.103 0.1425 0.1515 0.023 Uiso 1 1 calc R H1O H 0.358(5) 0.1916(17) 0.4005(18) 0.045(6) Uiso 1 1 d D H2N H -0.232(4) -0.0310(17) 0.1261(15) 0.037(5) Uiso 1 1 d D loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl 0.0218(2) 0.0179(2) 0.0196(2) 0.00132(12) -0.00136(14) -0.00175(12) O1 0.0190(5) 0.0191(5) 0.0295(6) -0.0079(5) -0.0025(4) -0.0020(4) N1 0.0149(6) 0.0149(6) 0.0173(6) -0.0020(4) -0.0002(5) 0.0009(4) N2 0.0176(6) 0.0295(7) 0.0172(6) -0.0066(5) -0.0017(5) 0.0042(5) C3 0.0215(8) 0.0170(7) 0.0193(7) 0.0009(6) 0.0027(6) 0.0037(6) C2 0.0210(8) 0.0180(7) 0.0270(8) -0.0033(6) 0.0049(6) 0.0004(6) C1 0.0194(7) 0.0229(7) 0.0157(7) 0.0010(6) 0.0021(5) 0.0050(6) 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 N1 O1 H1O 104.5(14) C1 N1 C3 110.97(12) C1 N1 O1 124.30(12) C3 N1 O1 124.65(11) C1 N2 C2 110.04(13) C1 N2 H2N 123.6(13) C2 N2 H2N 126.4(13) C2 C3 N1 105.43(12) C2 C3 H3 127.3 N1 C3 H3 127.3 C3 C2 N2 107.29(13) C3 C2 H2 126.4 N2 C2 H2 126.4 N2 C1 N1 106.27(12) N2 C1 H1 126.9 N1 C1 H1 126.9 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 N1 1.3719(15) O1 H1O 0.871(15) N1 C1 1.3240(18) N1 C3 1.3697(18) N2 C1 1.323(2) N2 C2 1.365(2) N2 H2N 0.834(15) C3 C2 1.348(2) C3 H3 0.95 C2 H2 0.95 C1 H1 0.95 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1O Cl 0.871(15) 2.061(16) 2.9296(11) 174(2) 2 N2 H2N Cl 0.834(15) 2.430(16) 3.1366(13) 143.0(17) 1_455 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 C1 N1 C3 C2 -0.15(15) O1 N1 C3 C2 -177.11(12) N1 C3 C2 N2 -0.35(15) C1 N2 C2 C3 0.74(17) C2 N2 C1 N1 -0.82(16) C3 N1 C1 N2 0.60(16) O1 N1 C1 N2 177.57(11) _journal_paper_doi 10.3390/cryst2041492