#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2008251.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_2008251 loop_ _publ_author_name 'Lin, G.' 'Collier, H.' 'Baughman, R. G.' _publ_section_title ; 1-Hydroxyethyl-2,2'-biimidazole ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 476 _journal_page_last 478 _journal_volume 55 _journal_year 1999 _chemical_formula_sum 'C8 H10 N4 O' _chemical_formula_weight 178.20 _chemical_melting_point 346 _chemical_name_systematic ; '1-hydroxyethyl-2,2'-biimidazole' ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 94.530(9) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 11.4010(10) _cell_length_b 14.698(2) _cell_length_c 5.0903(6) _cell_measurement_reflns_used 50 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 20.1 _cell_measurement_theta_min 5.3 _cell_volume 850.33(17) _computing_cell_refinement 'P3/P4-PC Diffractometer Program' _computing_data_collection 'P3/P4-PC Diffractometer Program (Siemens, 1991a)' _computing_data_reduction 'XDISK (Siemens, 1991b)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1990b)' _computing_publication_material 'SHELXTL/PC and SHELXL93' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990a)' _diffrn_ambient_temperature 288(2) _diffrn_measurement_device 'Siemens/Bruker P3 diffractometer' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.009 _diffrn_reflns_av_sigmaI/netI 0.028 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1793 _diffrn_reflns_theta_max 25.05 _diffrn_reflns_theta_min 1.79 _diffrn_standards_decay_% 'average of 0.95% in \s(I) values' _diffrn_standards_interval_count 50 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.392 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description 'parallelepiped cut from large rod' _exptl_crystal_F_000 376 _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.21 _refine_diff_density_max 0.183 _refine_diff_density_min -0.135 _refine_ls_extinction_coef 0.047(5) _refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)' _refine_ls_goodness_of_fit_all 1.012 _refine_ls_goodness_of_fit_obs 1.075 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 120 _refine_ls_number_reflns 1484 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.089 _refine_ls_restrained_S_obs 1.075 _refine_ls_R_factor_all 0.063 _refine_ls_R_factor_obs 0.040 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0505P)^2^+0.2152P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.113 _refine_ls_wR_factor_obs 0.095 _reflns_number_observed 1102 _reflns_number_total 1493 _reflns_observed_criterion I>2\s(I) _[local]_cod_data_source_file fg1514.cif _[local]_cod_data_source_block biimetoh _[local]_cod_cif_authors_sg_H-M P2(1)/c _cod_original_cell_volume 850.3(2) _cod_database_code 2008251 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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 O1 0.0716(10) 0.0449(8) 0.0473(9) 0.0118(7) 0.0105(8) 0.0049(7) N1 0.0357(8) 0.0412(9) 0.0442(9) -0.0021(7) 0.0060(7) -0.0031(8) N2 0.0417(9) 0.0476(10) 0.0520(10) -0.0069(7) 0.0115(8) 0.0005(8) N3 0.0413(9) 0.0400(9) 0.0364(9) 0.0031(7) 0.0064(7) 0.0008(7) N4 0.0385(9) 0.0422(9) 0.0446(10) -0.0003(7) 0.0041(7) -0.0012(8) C1 0.0357(10) 0.0371(10) 0.0368(10) 0.0040(8) 0.0039(8) 0.0038(8) C2 0.0473(11) 0.0402(11) 0.0514(12) -0.0045(9) 0.0032(10) -0.0055(10) C3 0.0441(11) 0.0426(12) 0.0590(13) -0.0096(9) 0.0018(10) 0.0001(10) C4 0.0361(10) 0.0381(10) 0.0354(10) 0.0037(8) 0.0038(8) 0.0047(8) C5 0.0523(12) 0.0443(12) 0.0441(11) -0.0015(10) 0.0008(10) -0.0059(10) C6 0.0442(11) 0.0444(12) 0.0522(12) -0.0056(9) 0.0013(10) -0.0037(10) C7 0.0484(11) 0.0466(11) 0.0391(11) 0.0029(9) 0.0150(9) 0.0037(9) C8 0.0436(11) 0.0460(11) 0.0470(12) 0.0028(9) 0.0111(9) 0.0021(10) 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_type_symbol O1 0.40245(14) 0.28703(9) -0.4300(3) 0.0543(5) Uani d . 1 O H1A 0.3989 0.2631 -0.5760 0.080 Uiso calc R 1 H N1 0.15603(13) 0.57964(11) 0.0044(3) 0.0402(4) Uani d . 1 N H1B 0.08564 0.5651 0.0612 0.080 Uiso d R 1 H N2 0.31346(14) 0.57503(12) -0.2225(3) 0.0467(5) Uani d . 1 N N3 0.20778(13) 0.41475(10) -0.5263(3) 0.0391(4) Uani d . 1 N N4 0.05569(13) 0.42368(11) -0.2815(3) 0.0417(4) Uani d . 1 N C1 0.2111(2) 0.53676(12) -0.1857(4) 0.0365(5) Uani d . 1 C C2 0.2274(2) 0.64950(13) 0.0942(4) 0.0464(5) Uani d . 1 C H2B 0.2128 0.6923 0.2301 0.080 Uiso d R 1 H C3 0.3228(2) 0.64579(14) -0.0464(4) 0.0487(5) Uani d . 1 C H3A 0.3879 0.6873 -0.0279 0.080 Uiso d R 1 H C4 0.1592(2) 0.45927(12) -0.3265(4) 0.0365(4) Uani d . 1 C C5 0.1303(2) 0.34774(14) -0.6111(4) 0.0470(5) Uani d . 1 C H5A 0.1395 0.3053 -0.7513 0.080 Uiso d R 1 H C6 0.0384(2) 0.35435(14) -0.4611(4) 0.0471(5) Uani d . 1 C H6A -0.0293 0.3154 -0.4763 0.080 Uiso d R 1 H C7 0.3237(2) 0.42774(14) -0.6271(4) 0.0441(5) Uani d . 1 C H7B 0.3225 0.4033 -0.8020 0.080 Uiso d R 1 H H7A 0.3387 0.4919 -0.6325 0.080 Uiso d R 1 H C8 0.4207(2) 0.38249(14) -0.4564(4) 0.0451(5) Uani d . 1 C H8A 0.4943 0.3926 -0.5311 0.080 Uiso d R 1 H H8B 0.4253 0.4095 -0.2844 0.080 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 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_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 2 2 1 4 2 1 1 -2 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 C1 N1 C2 107.0(2) yes C1 N2 C3 104.7(2) yes C4 N3 C5 106.9(2) yes C4 N3 C7 129.0(2) no C5 N3 C7 124.0(2) no C4 N4 C6 105.1(2) yes N2 C1 N1 111.6(2) yes N2 C1 C4 126.6(2) yes N1 C1 C4 121.8(2) yes C3 C2 N1 106.0(2) yes C2 C3 N2 110.7(2) yes N4 C4 N3 111.1(2) yes N4 C4 C1 124.0(2) yes N3 C4 C1 124.9(2) yes C6 C5 N3 106.3(2) yes C5 C6 N4 110.7(2) yes N3 C7 C8 112.4(2) no O1 C8 C7 112.5(2) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C8 1.426(2) no N1 C1 1.351(2) yes N1 C2 1.366(2) yes N2 C1 1.322(2) yes N2 C3 1.372(3) yes N3 C4 1.363(2) yes N3 C5 1.370(2) yes N3 C7 1.467(2) no N4 C4 1.327(2) yes N4 C6 1.373(2) yes C1 C4 1.447(3) yes C2 C3 1.349(3) yes C5 C6 1.347(3) yes C7 C8 1.506(3) no