#------------------------------------------------------------------------------ #$Date: 2009-05-13 19:45:18 +0100 (Wed, 13 May 2009) $ #$Revision: 720 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003058.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_2003058 _journal_name_full 'Acta Crystallographica, Section B' _journal_year 1999 _journal_volume B55 _journal_page_first 231 _journal_page_last 245 loop_ _publ_author_name ; Fujiko Iwasaki ; _chemical_name_systematic ; 4-(4-fluorophenyl)methyleneamino-2,2,6,6-tetramethylpiperidin-1-oxyl ; _chemical_name_common F-TEMPO _chemical_formula_sum 'C16 H22 F N2 O ' _chemical_formula_weight 277.36 _chemical_melting_point ? _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z 1/2-x,-y,1/2+z -x,-y,-z 1/2-x,1/2+y,z x,1/2-y,1/2+z 1/2+x,y,1/2-z _cell_length_a 20.0097(13) _cell_length_b 15.249(2) _cell_length_c 10.4168(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3178.4(8) _cell_formula_units_Z 8 _cell_measurement_reflns_used 24 _cell_measurement_theta_min 12.9 _cell_measurement_theta_max 17.0 _cell_measurement_temperature 296(2) _exptl_crystal_description 'prism' _exptl_crystal_colour 'Orange' _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.159 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 1192.00 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type '\y scans(North,Phillips & Mathews,1968)' _exptl_absorpt_correction_T_min 0.993 _exptl_absorpt_correction_T_max 0.999 _diffrn_ambient_temperature 296 _diffrn_radiation_type 'MoK\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 3647 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0334 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_max 0.893 _diffrn_measured_fraction_theta_full 0.893 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.30 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -3 -4 0 -2 -4 -1 -1 -3 -1 _reflns_number_total 3647 _reflns_number_gt 1948 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.1030 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1397 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 0.989 _refine_ls_number_reflns 3647 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment refall _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0632P)^2^+0.2539P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.106 _refine_diff_density_min -0.197 _refine_ls_extinction_method none 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' 'F' 'F' 0.0171 0.0103 '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_ _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 F1 -0.07687(7) 0.18277(9) -0.22964(12) 0.0977(4) Uani d . 1 . . F O1 0.21003(8) 0.01944(10) 0.73277(13) 0.0896(5) Uani d . 1 . . O N1 0.18047(7) 0.03940(9) 0.62714(13) 0.0592(4) Uani d . 1 . . N N2 0.08721(7) 0.10207(11) 0.27581(14) 0.0661(4) Uani d . 1 . . N C2 0.20017(9) 0.12437(11) 0.56772(16) 0.0590(4) Uani d . 1 . . C C3 0.15145(11) 0.14760(12) 0.46079(18) 0.0625(5) Uani d . 1 . . C C4 0.13569(9) 0.07210(12) 0.37212(16) 0.0583(4) Uani d . 1 . . C C5 0.10388(10) 0.00026(13) 0.45138(18) 0.0612(5) Uani d . 1 . . C C6 0.14878(9) -0.03535(10) 0.55699(15) 0.0571(4) Uani d . 1 . . C C7 0.09967(9) 0.08762(12) 0.15986(17) 0.0598(4) Uani d . 1 . . C C11 0.05404(9) 0.11417(11) 0.05609(16) 0.0568(4) Uani d . 1 . . C C12 -0.00342(9) 0.16124(12) 0.08352(19) 0.0641(5) Uani d . 1 . . C C13 -0.04745(10) 0.18428(14) -0.0121(2) 0.0709(5) Uani d . 1 . . C C14 -0.03296(10) 0.16035(13) -0.13430(19) 0.0689(5) Uani d . 1 . . C C15 0.02302(13) 0.11541(16) -0.1664(2) 0.0851(6) Uani d . 1 . . C C16 0.06681(11) 0.09242(16) -0.06965(19) 0.0778(6) Uani d . 1 . . C C21 0.19703(17) 0.19394(16) 0.6735(3) 0.0841(7) Uani d . 1 . . C C22 0.27175(11) 0.11717(18) 0.5171(3) 0.0800(6) Uani d . 1 . . C C61 0.20363(13) -0.09445(15) 0.5031(3) 0.0755(6) Uani d . 1 . . C C62 0.10709(15) -0.08643(17) 0.6540(2) 0.0819(6) Uani d . 1 . . C H4 0.1770(10) 0.0516(12) 0.3292(17) 0.070(5) Uiso d . 1 . . H H7 0.1398(9) 0.0572(12) 0.1347(16) 0.066(5) Uiso d . 1 . . H H12 -0.0127(9) 0.1791(11) 0.1695(19) 0.063(5) Uiso d . 1 . . H H13 -0.0889(11) 0.2150(15) 0.005(2) 0.094(7) Uiso d . 1 . . H H15 0.0332(11) 0.0995(14) -0.255(2) 0.088(6) Uiso d . 1 . . H H16 0.1061(10) 0.0617(14) -0.0899(18) 0.081(6) Uiso d . 1 . . H H21 0.1526(14) 0.1945(16) 0.712(2) 0.107(9) Uiso d . 1 . . H H22 0.2066(11) 0.2515(18) 0.631(2) 0.101(7) Uiso d . 1 . . H H23 0.2312(14) 0.1813(18) 0.734(3) 0.118(10) Uiso d . 1 . . H H24 0.2779(12) 0.0756(17) 0.449(2) 0.106(8) Uiso d . 1 . . H H25 0.2872(11) 0.1775(16) 0.488(2) 0.094(7) Uiso d . 1 . . H H26 0.3032(12) 0.1026(15) 0.589(2) 0.101(7) Uiso d . 1 . . H H31 0.1720(9) 0.1959(13) 0.4150(18) 0.076(6) Uiso d . 1 . . H H32 0.1084(11) 0.1694(13) 0.500(2) 0.085(6) Uiso d . 1 . . H H51 0.0934(9) -0.0457(14) 0.3943(18) 0.080(6) Uiso d . 1 . . H H52 0.0627(10) 0.0241(13) 0.4906(18) 0.076(6) Uiso d . 1 . . H H61 0.2306(11) -0.0686(15) 0.435(2) 0.092(7) Uiso d . 1 . . H H62 0.1856(10) -0.1480(15) 0.468(2) 0.088(7) Uiso d . 1 . . H H63 0.2341(12) -0.1125(16) 0.576(2) 0.103(8) Uiso d . 1 . . H H64 0.1391(13) -0.1165(18) 0.720(2) 0.111(8) Uiso d . 1 . . H H65 0.0816(12) -0.1318(16) 0.608(2) 0.100(8) Uiso d . 1 . . H H66 0.0754(14) -0.0499(19) 0.696(3) 0.124(10) Uiso d . 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 F1 0.1056(9) 0.1075(10) 0.0800(8) 0.0021(7) -0.0372(7) 0.0143(7) O1 0.1215(12) 0.0861(10) 0.0610(8) -0.0100(9) -0.0312(8) 0.0149(7) N1 0.0714(9) 0.0573(8) 0.0489(8) -0.0046(7) -0.0083(7) 0.0040(6) N2 0.0657(9) 0.0830(10) 0.0495(9) 0.0119(8) -0.0024(7) 0.0039(7) C2 0.0684(10) 0.0513(9) 0.0574(10) -0.0065(8) -0.0029(9) 0.0024(8) C3 0.0715(12) 0.0576(10) 0.0584(10) 0.0014(9) -0.0024(9) 0.0097(9) C4 0.0551(9) 0.0717(11) 0.0482(9) 0.0086(8) -0.0019(8) 0.0046(8) C5 0.0623(11) 0.0634(11) 0.0579(10) -0.0055(9) -0.0043(9) -0.0051(9) C6 0.0677(10) 0.0494(9) 0.0543(9) -0.0028(8) 0.0019(8) 0.0021(8) C7 0.0573(10) 0.0668(11) 0.0553(10) 0.0064(9) -0.0001(8) 0.0036(8) C11 0.0598(10) 0.0615(10) 0.0490(9) -0.0015(8) 0.0024(8) 0.0038(8) C12 0.0691(11) 0.0742(11) 0.0490(10) 0.0072(9) 0.0055(9) 0.0079(9) C13 0.0643(11) 0.0805(13) 0.0679(12) 0.0104(10) -0.0005(10) 0.0154(10) C14 0.0754(12) 0.0692(11) 0.0622(11) -0.0046(9) -0.0172(10) 0.0123(9) C15 0.1018(16) 0.1028(16) 0.0505(11) 0.0147(14) -0.0085(12) -0.0092(11) C16 0.0783(13) 0.0980(15) 0.0571(12) 0.0215(12) -0.0037(10) -0.0084(11) C21 0.109(2) 0.0642(13) 0.0789(15) -0.0103(13) -0.0086(16) -0.0116(12) C22 0.0667(12) 0.0841(16) 0.0892(16) -0.0135(11) -0.0036(12) 0.0054(14) C61 0.0887(14) 0.0593(12) 0.0786(14) 0.0130(11) 0.0034(13) 0.0009(11) C62 0.0998(17) 0.0681(13) 0.0777(15) -0.0166(13) 0.0129(14) 0.0093(12)