#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/21/76/2217672.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_2217672 loop_ _publ_author_name 'Gustavo Portalone' _publ_section_title ; Redetermination of 5-iodouracil ; _journal_coeditor_code TK2237 _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o365 _journal_page_last o365 _journal_volume 64 _journal_year 2008 _chemical_formula_iupac 'C4 H3 I N2 O2' _chemical_formula_moiety 'C4 H3 I N2 O2' _chemical_formula_sum 'C4 H3 I N2 O2' _chemical_formula_weight 237.98 _chemical_name_common 5-iodouracil _chemical_name_systematic ; 2,4-dihydroxy-5-iodopyrimidine ; _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90 _cell_angle_beta 92.341(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 4.89650(18) _cell_length_b 4.45921(13) _cell_length_c 14.2167(2) _cell_measurement_reflns_used 29638 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 32.4 _cell_measurement_theta_min 2.9 _cell_volume 310.156(15) _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_molecular_graphics 'WinGX (Farrugia, 1999)' _computing_publication_material 'WinGX (Farrugia, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _diffrn_ambient_temperature 298(2) _diffrn_detector_area_resol_mean 16.0696 _diffrn_measured_fraction_theta_full 0.966 _diffrn_measured_fraction_theta_max 0.966 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur S CCD' _diffrn_measurement_method '\w and \f' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Enhance (Mo) X-ray source' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.049 _diffrn_reflns_av_sigmaI/netI 0.014 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 48636 _diffrn_reflns_theta_full 32.4 _diffrn_reflns_theta_max 32.4 _diffrn_reflns_theta_min 2.9 _diffrn_standards_decay_% 1 _exptl_absorpt_coefficient_mu 5.083 _exptl_absorpt_correction_T_max 0.602 _exptl_absorpt_correction_T_min 0.252 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; (CrysAlis RED; Oxford Diffraction, 2006), Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 2.548 _exptl_crystal_density_method 'not measured' _exptl_crystal_description tablets _exptl_crystal_F_000 220 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.38 _refine_diff_density_min -0.03 _refine_ls_abs_structure_details 'Flack (1983), 934 Friedel pairs' _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.04 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 86 _refine_ls_number_reflns 2127 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.04 _refine_ls_R_factor_all 0.029 _refine_ls_R_factor_gt 0.025 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0471P)^2^+0.0442P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.068 _refine_ls_wR_factor_ref 0.071 _reflns_number_gt 1803 _reflns_number_total 2127 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file tk2237.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21' _cod_original_cell_volume 310.157(15) _cod_database_code 2217672 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source I I -0.4742 1.8119 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' loop_ _atom_site_type_symbol _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 I I1 0.75060(5) 0.9092 0.595431(10) 0.05858(9) Uani d . 1 O O1 0.7917(3) 0.3946(8) 0.99376(14) 0.0427(4) Uani d . 1 O O2 0.4156(4) 1.0571(5) 0.78388(17) 0.0399(4) Uani d . 1 N N1 0.9717(4) 0.4223(8) 0.84883(14) 0.0309(3) Uani d . 1 H H1 1.097 0.289 0.8642 0.037(9) Uiso calc R 1 C C2 0.7939(5) 0.5077(6) 0.91511(19) 0.0295(4) Uani d . 1 N N3 0.6128(4) 0.7269(5) 0.88650(15) 0.0291(4) Uani d . 1 H H3 0.5025 0.7887 0.9279 0.058(12) Uiso calc R 1 C C4 0.5871(4) 0.8604(5) 0.79868(16) 0.0279(5) Uani d . 1 C C5 0.7757(5) 0.7440(6) 0.73108(17) 0.0310(4) Uani d . 1 C C6 0.9626(5) 0.5361(6) 0.75921(19) 0.0310(4) Uani d . 1 H H6 1.0922 0.4663 0.7153 0.032(8) Uiso calc R 1 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 I1 0.09427(18) 0.05428(13) 0.02713(9) 0.00258(15) 0.00173(8) 0.00149(12) O1 0.0349(8) 0.0491(11) 0.0446(9) 0.0025(12) 0.0084(6) 0.0184(14) O2 0.0367(10) 0.0376(10) 0.0451(11) 0.0138(8) -0.0008(8) 0.0023(8) N1 0.0250(7) 0.0282(8) 0.0396(9) 0.0038(11) 0.0016(6) -0.0020(13) C2 0.0226(9) 0.0279(9) 0.0381(12) -0.0016(7) 0.0017(8) 0.0041(8) N3 0.0260(9) 0.0294(9) 0.0322(10) 0.0052(8) 0.0058(7) -0.0008(8) C4 0.0255(9) 0.0272(14) 0.0308(9) 0.0021(8) -0.0004(7) -0.0011(8) C5 0.0370(11) 0.0305(12) 0.0254(10) 0.0009(9) 0.0026(8) -0.0041(8) C6 0.0295(10) 0.0306(10) 0.0333(11) 0.0000(8) 0.0042(8) -0.0084(9) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance I1 C5 2.063(2) O1 C2 1.227(3) O2 C4 1.226(3) N1 C2 1.363(3) N1 C6 1.370(4) N1 H1 0.8762 C2 N3 1.370(3) N3 C4 1.384(3) N3 H3 0.8600 C4 C5 1.456(3) C5 C6 1.351(4) C6 H6 0.9600 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2 N1 C6 122.8(3) C2 N1 H1 118.6 C6 N1 H1 118.6 O1 C2 N1 123.0(3) O1 C2 N3 122.3(3) N1 C2 N3 114.7(2) C2 N3 C4 127.5(2) C2 N3 H3 116.3 C4 N3 H3 116.3 O2 C4 N3 119.9(2) O2 C4 C5 126.2(2) N3 C4 C5 113.9(2) C6 C5 C4 119.3(2) C6 C5 I1 122.37(19) C4 C5 I1 118.33(17) C5 C6 N1 121.7(2) C5 C6 H6 119.2 N1 C6 H6 119.2 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 C6 N1 C2 O1 175.9(3) C6 N1 C2 N3 -2.9(4) O1 C2 N3 C4 -176.7(3) N1 C2 N3 C4 2.1(4) C2 N3 C4 O2 -179.3(2) C2 N3 C4 C5 0.9(3) O2 C4 C5 C6 176.9(3) N3 C4 C5 C6 -3.4(3) O2 C4 C5 I1 -2.2(3) N3 C4 C5 I1 177.51(16) C4 C5 C6 N1 2.8(4) I1 C5 C6 N1 -178.1(2) C2 N1 C6 C5 0.5(4) 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 N1 H1 O2 1_645 0.88 2.22 2.897(3) 133 N3 H3 O1 2_657 0.86 1.92 2.767(3) 170