#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/15/2011537.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_2011537 loop_ _publ_author_name 'Lehmler, Hans-Joachim' 'Parkin, Sean' _publ_section_title ; 5-Fluoro-1-octanoyluracil ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first e518 _journal_page_last e519 _journal_volume 56 _journal_year 2000 _chemical_formula_sum 'C12 H17 F N2 O3' _chemical_formula_weight 256.28 _chemical_melting_point 337.1(10) _chemical_name_common 1-octanoyl-5-fluorouracil _chemical_name_systematic ; 5-fluoro-1-octanoylpyrimidine-2,4(1H,3H)-dione ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _cell_angle_alpha 80.27(3) _cell_angle_beta 85.97(3) _cell_angle_gamma 79.13(3) _cell_formula_units_Z 2 _cell_length_a 5.4500(11) _cell_length_b 9.7410(19) _cell_length_c 12.307(3) _cell_measurement_reflns_used 4236 _cell_measurement_temperature 173.0(10) _cell_measurement_theta_max 25.35 _cell_measurement_theta_min 1.00 _cell_volume 631.9(2) _computing_cell_refinement 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997) and local programs' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 173.0(10) _diffrn_detector_area_resol_mean 18 _diffrn_measured_fraction_theta_full .996 _diffrn_measured_fraction_theta_max .996 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w scans at fixed \c = 55\%' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .034 _diffrn_reflns_av_sigmaI/netI .0613 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 4358 _diffrn_reflns_theta_full 25.23 _diffrn_reflns_theta_max 25.23 _diffrn_reflns_theta_min 1.68 _diffrn_standards_decay_% <1 _exptl_absorpt_coefficient_mu .107 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ; Tmin = 0.967, Tmax = 0.996 (Estimated from crystal dimensions and \m) ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.347 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'irregular plate-like fragment' _exptl_crystal_F_000 272 _exptl_crystal_size_max .32 _exptl_crystal_size_mid .20 _exptl_crystal_size_min .04 _refine_diff_density_max .207 _refine_diff_density_min -.198 _refine_ls_extinction_coef .048(5) _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 165 _refine_ls_number_reflns 2277 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.046 _refine_ls_R_factor_all .072 _refine_ls_R_factor_gt .041 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0424P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .100 _reflns_number_gt 1562 _reflns_number_total 2277 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file qa0395.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '63--65\%C' was changed to '337.1(10)' - it was converted from degrees Celsius(C) to Kelvins(K), the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '63--65\%C' was changed to '337.1(10)' - it was converted from degrees Celsius(C) to Kelvins(K), the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2011537 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol N1 .4938(2) .88612(13) .40804(10) .0211(3) Uani d . 1 . . N C2 .7381(3) .81445(17) .38701(13) .0239(4) Uani d . 1 . . C O2 .8867(2) .86322(12) .32137(9) .0330(3) Uani d . 1 . . O N3 .7978(2) .68201(13) .44892(10) .0245(4) Uani d . 1 . . N H3 .9447 .6327 .4331 .029 Uiso calc R 1 . . H C4 .6582(3) .61694(18) .53204(13) .0256(4) Uani d . 1 . . C O4 .7347(2) .49871(11) .58329(9) .0331(3) Uani d . 1 . . O C5 .4169(3) .70182(17) .55021(13) .0252(4) Uani d . 1 . . C F5 .26729(17) .64464(10) .63032(7) .0384(3) Uani d . 1 . . F C6 .3404(3) .82681(17) .49141(12) .0240(4) Uani d . 1 . . C H6 .1780 .8775 .5060 .029 Uiso calc R 1 . . H O7 .1924(2) 1.08259(11) .38610(8) .0304(3) Uani d . 1 . . O C7 .3881(3) 1.02401(17) .34910(13) .0235(4) Uani d . 1 . . C C8 .5234(3) 1.08731(17) .24820(12) .0270(4) Uani d . 1 . . C H8A .5838 1.0138 .2012 .032 Uiso calc R 1 . . H H8B .6708 1.1199 .2706 .032 Uiso calc R 1 . . H C9 .3553(3) 1.21184(17) .18167(13) .0288(4) Uani d . 1 . . C H9A .2514 1.2691 .2330 .035 Uiso calc R 1 . . H H9B .4609 1.2729 .1351 .035 Uiso calc R 1 . . H C10 .1859(3) 1.16378(17) .10863(13) .0312(4) Uani d . 1 . . C H10A .0816 1.1025 .1557 .037 Uiso calc R 1 . . H H10B .2909 1.1058 .0581 .037 Uiso calc R 1 . . H C11 .0148(3) 1.28433(17) .04029(13) .0319(4) Uani d . 1 . . C H11A -.1031 1.3361 .0907 .038 Uiso calc R 1 . . H H11B .1173 1.3513 -.0009 .038 Uiso calc R 1 . . H C12 -.1340(3) 1.23524(17) -.04105(13) .0322(5) Uani d . 1 . . C H12A -.0157 1.1829 -.0910 .039 Uiso calc R 1 . . H H12B -.2364 1.1684 .0004 .039 Uiso calc R 1 . . H C13 -.3045(3) 1.35377(18) -.11009(13) .0362(5) Uani d . 1 . . C H13A -.2018 1.4180 -.1548 .043 Uiso calc R 1 . . H H13B -.4180 1.4091 -.0604 .043 Uiso calc R 1 . . H C14 -.4600(3) 1.3013(2) -.18645(14) .0421(5) Uani d . 1 . . C H14A -.3490 1.2472 -.2365 .063 Uiso calc R 1 . . H H14B -.5645 1.3824 -.2295 .063 Uiso calc R 1 . . H H14C -.5669 1.2404 -.1427 .063 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 N1 .0153(8) .0227(8) .0238(7) .0000(6) .0011(6) -.0041(6) C2 .0201(10) .0266(10) .0254(9) -.0017(8) -.0020(8) -.0076(8) O2 .0213(7) .0362(8) .0360(7) -.0001(6) .0051(6) .0012(6) N3 .0166(7) .0234(8) .0307(8) .0022(6) .0026(6) -.0041(7) C4 .0216(10) .0259(10) .0291(10) -.0022(8) -.0012(8) -.0061(9) O4 .0284(7) .0263(7) .0393(7) .0022(6) .0018(6) .0009(6) C5 .0208(9) .0272(10) .0262(9) -.0048(8) .0055(8) -.0029(8) F5 .0291(6) .0337(6) .0444(6) -.0009(5) .0108(5) .0056(5) C6 .0169(9) .0278(10) .0272(9) -.0012(8) .0015(7) -.0084(8) O7 .0242(7) .0291(7) .0335(7) .0030(6) .0038(5) -.0030(6) C7 .0209(9) .0242(10) .0255(9) -.0021(8) -.0041(8) -.0051(8) C8 .0258(10) .0266(10) .0275(9) -.0026(8) .0000(7) -.0038(8) C9 .0286(10) .0284(10) .0266(9) -.0026(8) .0016(8) .0000(8) C10 .0321(10) .0282(10) .0314(10) -.0039(8) -.0015(8) -.0009(8) C11 .0329(10) .0315(10) .0300(10) -.0036(8) -.0020(8) -.0037(8) C12 .0318(10) .0329(11) .0309(10) -.0038(9) .0003(8) -.0052(8) C13 .0393(11) .0367(11) .0322(10) -.0060(9) -.0063(9) -.0029(9) C14 .0409(12) .0516(13) .0350(11) -.0102(10) -.0057(9) -.0063(9) 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 C6 . 1.3950(19) y N1 C2 . 1.410(2) y N1 C7 . 1.449(2) y C2 O2 . 1.2074(18) y C2 N3 . 1.3766(19) y N3 C4 . 1.3714(19) y C4 O4 . 1.2282(18) y C4 C5 . 1.440(2) y C5 C6 . 1.316(2) y C5 F5 . 1.3490(18) y O7 C7 . 1.2084(18) y C7 C8 . 1.500(2) y C8 C9 . 1.527(2) y C9 C10 . 1.517(2) y C10 C11 . 1.523(2) y C11 C12 . 1.520(2) y C12 C13 . 1.514(2) y C13 C14 . 1.517(2) y 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' F F .0171 .0103 '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 C6 N1 C2 120.36(14) y C6 N1 C7 115.90(13) y C2 N1 C7 123.71(13) y O2 C2 N3 121.57(14) y O2 C2 N1 124.02(15) y N3 C2 N1 114.41(14) y C4 N3 C2 128.42(14) y O4 C4 N3 122.42(15) y O4 C4 C5 125.06(16) y N3 C4 C5 112.53(15) y C6 C5 F5 120.89(14) y C6 C5 C4 122.95(16) y F5 C5 C4 116.15(14) y C5 C6 N1 121.15(15) y O7 C7 N1 116.73(14) y O7 C7 C8 123.48(15) y N1 C7 C8 119.78(14) y C7 C8 C9 111.77(14) y C10 C9 C8 112.19(13) y C9 C10 C11 114.19(14) y C12 C11 C10 113.52(14) y C13 C12 C11 114.28(14) y C12 C13 C14 113.15(14) y