#------------------------------------------------------------------------------ #$Date: 2008-03-04 18:31:11 +0100 (Tue, 04 Mar 2008) $ #$Revision: 226 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003059.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_2003059 _journal_name_full 'Acta Crystallographica, Section B' _journal_year 1999 _journal_volume B55 _journal_page_first 231 _journal_page_last 245 _publ_author_name ; Fujiko Iwasaki ; _chemical_name_systematic ; 4-(4-iodophenyl)methyleneamino-2,2,6,6-tetramethylpiperidin-1-oxyl ; _chemical_name_common I-TEMPO(b) _chemical_formula_sum 'C16 H22 I N2 O' _chemical_formula_weight 385.27 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 10.980(4) _cell_length_b 38.914(4) _cell_length_c 8.358(4) _cell_angle_alpha 90.00 _cell_angle_beta 103.88(3) _cell_angle_gamma 90.00 _cell_volume 3466.0(10) _cell_formula_units_Z 8 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 17.0 _cell_measurement_theta_max 17.5 _cell_measurement_temperature 295 _exptl_crystal_description 'prism' _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.270 _exptl_crystal_size_min 0.150 _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 1544.00 _exptl_absorpt_coefficient_mu 1.847 _exptl_absorpt_correction_type '\y scans(North,Phillips & Mathews,1968)' _exptl_absorpt_correction_T_min 0.828 _exptl_absorpt_correction_T_max 0.999 _diffrn_ambient_temperature 295 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 8478 _diffrn_reflns_av_R_equivalents 0.0215 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measured_fraction_theta_full 0.985 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -50 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -4.14 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 2 0 1 6 1 1 7 1 _reflns_number_total 7950 _reflns_number_gt 5046 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0766 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.1070 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_number_reflns 7950 _refine_ls_number_parameters 441 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0333P)^2^+3.3418P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.385 _refine_diff_density_min -0.362 _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' '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' 'I' 'I' -0.4742 1.8119 '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 I1A 1.07330(3) 0.188609(8) -0.17483(4) 0.06813(11) Uani d . 1 . . I O1A 0.2750(3) 0.16431(10) 0.6753(4) 0.0859(11) Uani d . 1 . . O N1A 0.3581(3) 0.17027(9) 0.5950(4) 0.0582(9) Uani d . 1 . . N N2A 0.6328(4) 0.18288(9) 0.3200(5) 0.0643(10) Uani d . 1 . . N C2A 0.3137(4) 0.18603(12) 0.4301(6) 0.0621(11) Uani d . 1 . . C C3A 0.4137(5) 0.18174(15) 0.3346(7) 0.0637(12) Uani d . 1 . . C C4A 0.5473(4) 0.19049(12) 0.4285(6) 0.0613(11) Uani d . 1 . . C C5A 0.5791(4) 0.16798(13) 0.5798(7) 0.0619(12) Uani d . 1 . . C C6A 0.4911(4) 0.17099(12) 0.6956(6) 0.0609(11) Uani d . 1 . . C C7A 0.6988(5) 0.20582(14) 0.2923(6) 0.0609(12) Uani d . 1 . . C C11A 0.7877(4) 0.20194(11) 0.1866(5) 0.0525(9) Uani d . 1 . . C C12A 0.8089(4) 0.16985(11) 0.1240(6) 0.0595(11) Uani d . 1 . . C C13A 0.8872(4) 0.16612(11) 0.0185(6) 0.0581(10) Uani d . 1 . . C C14A 0.9484(4) 0.19496(11) -0.0216(5) 0.0554(10) Uani d . 1 . . C C15A 0.9309(5) 0.22697(12) 0.0408(6) 0.0589(11) Uani d . 1 . . C C16A 0.8507(4) 0.23044(12) 0.1434(6) 0.0588(11) Uani d . 1 . . C C21A 0.2818(6) 0.22373(15) 0.4509(8) 0.0918(18) Uani d . 1 . . C C22A 0.1961(5) 0.16612(18) 0.3428(7) 0.0934(18) Uani d . 1 . . C C61A 0.5130(6) 0.20386(15) 0.7975(7) 0.0906(17) Uani d . 1 . . C C62A 0.5095(5) 0.13973(15) 0.8101(7) 0.0827(15) Uani d . 1 . . C I1B 0.73229(3) 0.063140(8) 0.04373(4) 0.07281(11) Uani d . 1 . . I O1B -0.0794(3) 0.08687(10) 0.8680(5) 0.0879(11) Uani d . 1 . . O N1B 0.0055(3) 0.08162(9) 0.7883(5) 0.0584(9) Uani d . 1 . . N N2B 0.2829(4) 0.06509(10) 0.5236(6) 0.0712(11) Uani d . 1 . . N C2B 0.1309(5) 0.06987(11) 0.8887(6) 0.0650(12) Uani d . 1 . . C C3B 0.2267(4) 0.07301(13) 0.7885(7) 0.0662(12) Uani d . 1 . . C C4B 0.1847(4) 0.05903(12) 0.6126(7) 0.0661(12) Uani d . 1 . . C C5B 0.0688(5) 0.07902(14) 0.5272(7) 0.0673(12) Uani d . 1 . . C C6B -0.0401(4) 0.07675(12) 0.6080(6) 0.0624(11) Uani d . 1 . . C C7B 0.3240(4) 0.04092(13) 0.4585(6) 0.0622(11) Uani d . 1 . . C C11B 0.4205(4) 0.04540(11) 0.3647(6) 0.0566(10) Uani d . 1 . . C C12B 0.4691(4) 0.07771(12) 0.3499(6) 0.0640(12) Uani d . 1 . . C C13B 0.5574(4) 0.08276(13) 0.2593(7) 0.0646(12) Uani d . 1 . . C C14B 0.5987(4) 0.05483(11) 0.1824(5) 0.0580(10) Uani d . 1 . . C C15B 0.5514(5) 0.02231(12) 0.1987(6) 0.0642(12) Uani d . 1 . . C C16B 0.4638(5) 0.01787(12) 0.2890(6) 0.0634(12) Uani d . 1 . . C C21B 0.1176(6) 0.03273(14) 0.9472(8) 0.0942(18) Uani d . 1 . . C C22B 0.1651(6) 0.09340(15) 1.0399(7) 0.0870(16) Uani d . 1 . . C C61B -0.1091(5) 0.04208(14) 0.5752(8) 0.0871(17) Uani d . 1 . . C C62B -0.1329(5) 0.10603(15) 0.5407(8) 0.0918(17) Uani d . 1 . . C H4A 0.551(4) 0.2172(10) 0.455(5) 0.055(11) Uiso d . 1 . . H H7A 0.692(4) 0.2214(10) 0.324(5) 0.033(12) Uiso d . 1 . . H H12A 0.761(4) 0.1478(11) 0.154(5) 0.063(12) Uiso d . 1 . . H H13A 0.908(3) 0.1415(10) -0.020(5) 0.053(11) Uiso d . 1 . . H H15A 0.969(4) 0.2443(13) 0.022(6) 0.077(16) Uiso d . 1 . . H H16A 0.840(3) 0.2513(10) 0.179(5) 0.044(11) Uiso d . 1 . . H H21A 0.2155 0.2252 0.5040 0.110 Uiso calc . 1 . . H H22A 0.3537 0.2352 0.5126 0.110 Uiso calc . 1 . . H H23A 0.2567 0.2340 0.3438 0.110 Uiso calc . 1 . . H H24A 0.1332 0.1680 0.4038 0.111 Uiso calc . 1 . . H H25A 0.1649 0.1743 0.2350 0.111 Uiso calc . 1 . . H H26A 0.2167 0.1421 0.3380 0.111 Uiso calc . 1 . . H H31A 0.400(4) 0.1958(11) 0.255(6) 0.062(14) Uiso d . 1 . . H H32A 0.420(4) 0.1600(13) 0.309(6) 0.071(15) Uiso d . 1 . . H H51A 0.658(5) 0.1743(13) 0.617(6) 0.086(17) Uiso d . 1 . . H H52A 0.576(4) 0.1430(13) 0.544(6) 0.073(14) Uiso d . 1 . . H H61A 0.5103 0.2229 0.7266 0.109 Uiso calc . 1 . . H H62A 0.5951 0.2027 0.8711 0.109 Uiso calc . 1 . . H H63A 0.4524 0.2059 0.8591 0.109 Uiso calc . 1 . . H H64A 0.5941 0.1382 0.8671 0.100 Uiso calc . 1 . . H H65A 0.4581 0.1427 0.8871 0.100 Uiso calc . 1 . . H H66A 0.4837 0.1198 0.7470 0.100 Uiso calc . 1 . . H H4B 0.168(4) 0.0325(10) 0.614(5) 0.055(11) Uiso d . 1 . . H H7B 0.295(4) 0.0180(12) 0.474(5) 0.072(14) Uiso d . 1 . . H H12B 0.441(4) 0.0976(12) 0.409(6) 0.082(15) Uiso d . 1 . . H H13B 0.586(4) 0.1038(11) 0.261(5) 0.063(13) Uiso d . 1 . . H H15B 0.577(5) 0.0068(13) 0.144(6) 0.085(17) Uiso d . 1 . . H H16B 0.428(4) -0.0022(12) 0.294(5) 0.066(14) Uiso d . 1 . . H H21B 0.2020 0.0260 1.0100 0.125 Uiso calc . 1 . . H H22B 0.1032 0.0163 0.8629 0.078 Uiso calc . 1 . . H H23B 0.0571 0.0347 1.0205 0.106 Uiso calc . 1 . . H H24B 0.1053 0.0887 1.0984 0.109 Uiso calc . 1 . . H H25B 0.1643 0.1174 1.0140 0.082 Uiso calc . 1 . . H H26B 0.2383 0.0855 1.1005 0.108 Uiso calc . 1 . . H H31B 0.306(4) 0.0592(11) 0.850(5) 0.070(13) Uiso d . 1 . . H H32B 0.246(4) 0.0996(11) 0.772(5) 0.054(11) Uiso d . 1 . . H H51B 0.089(4) 0.1034(13) 0.533(6) 0.080(15) Uiso d . 1 . . H H52B 0.027(5) 0.0713(14) 0.413(7) 0.104(19) Uiso d . 1 . . H H61B -0.1744 0.0425 0.6509 0.127 Uiso calc . 1 . . H H62B -0.0534 0.0215 0.5951 0.081 Uiso calc . 1 . . H H63B -0.1456 0.0369 0.4885 0.147 Uiso calc . 1 . . H H64B -0.1761 0.0987 0.4305 0.100 Uiso calc . 1 . . H H65B -0.0853 0.1266 0.5670 0.081 Uiso calc . 1 . . H H66B -0.1867 0.1030 0.5787 0.085 Uiso calc . 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 I1A 0.0758(2) 0.06366(18) 0.0767(2) 0.00126(15) 0.04144(17) 0.00330(15) O1A 0.075(2) 0.114(3) 0.083(2) 0.011(2) 0.048(2) 0.016(2) N1A 0.056(2) 0.063(2) 0.061(2) 0.0034(17) 0.0226(18) 0.0026(18) N2A 0.059(2) 0.056(2) 0.087(3) -0.0022(18) 0.038(2) -0.013(2) C2A 0.056(2) 0.066(3) 0.067(3) 0.011(2) 0.020(2) 0.009(2) C3A 0.068(3) 0.064(3) 0.065(3) 0.008(2) 0.026(2) 0.007(3) C4A 0.060(3) 0.056(3) 0.076(3) -0.001(2) 0.032(2) -0.003(2) C5A 0.048(3) 0.058(3) 0.081(3) -0.001(2) 0.019(2) -0.006(2) C6A 0.056(3) 0.061(3) 0.065(3) 0.000(2) 0.013(2) -0.002(2) C7A 0.065(3) 0.060(3) 0.062(3) 0.011(2) 0.024(2) -0.006(2) C11A 0.049(2) 0.058(2) 0.053(2) -0.0031(18) 0.0161(19) 0.0016(19) C12A 0.055(2) 0.051(2) 0.077(3) -0.002(2) 0.025(2) -0.002(2) C13A 0.056(2) 0.052(2) 0.072(3) 0.004(2) 0.026(2) 0.000(2) C14A 0.050(2) 0.064(3) 0.055(2) 0.0012(19) 0.0186(19) 0.000(2) C15A 0.071(3) 0.053(2) 0.058(3) -0.007(2) 0.027(2) -0.001(2) C16A 0.067(3) 0.053(2) 0.061(3) -0.004(2) 0.025(2) -0.008(2) C21A 0.091(4) 0.083(4) 0.115(5) 0.029(3) 0.051(4) 0.022(3) C22A 0.057(3) 0.141(5) 0.078(4) -0.005(3) 0.007(3) 0.016(4) C61A 0.107(4) 0.089(4) 0.073(4) -0.007(3) 0.016(3) -0.023(3) C62A 0.076(3) 0.086(4) 0.081(4) 0.001(3) 0.009(3) 0.018(3) I1B 0.0777(2) 0.0713(2) 0.0810(2) 0.01183(17) 0.04175(18) 0.00308(17) O1B 0.085(2) 0.091(3) 0.106(3) -0.004(2) 0.057(2) -0.016(2) N1B 0.061(2) 0.052(2) 0.070(2) -0.0033(16) 0.0305(19) -0.0060(18) N2B 0.064(2) 0.059(2) 0.105(3) -0.0060(19) 0.048(2) -0.002(2) C2B 0.080(3) 0.051(2) 0.067(3) 0.006(2) 0.023(3) 0.007(2) C3B 0.052(3) 0.066(3) 0.082(3) 0.004(2) 0.018(2) -0.001(3) C4B 0.067(3) 0.055(3) 0.088(3) -0.009(2) 0.040(3) -0.007(2) C5B 0.068(3) 0.069(3) 0.067(3) -0.003(3) 0.020(3) -0.002(3) C6B 0.054(3) 0.060(3) 0.074(3) -0.003(2) 0.019(2) -0.009(2) C7B 0.060(3) 0.059(3) 0.070(3) -0.005(2) 0.021(2) -0.002(2) C11B 0.050(2) 0.057(2) 0.065(3) 0.0003(19) 0.017(2) -0.007(2) C12B 0.053(2) 0.057(3) 0.087(3) -0.002(2) 0.026(2) -0.018(2) C13B 0.057(3) 0.056(3) 0.086(3) 0.000(2) 0.027(2) -0.008(2) C14B 0.054(2) 0.063(3) 0.060(3) 0.010(2) 0.020(2) 0.003(2) C15B 0.072(3) 0.058(3) 0.068(3) 0.013(2) 0.027(2) -0.007(2) C16B 0.071(3) 0.052(3) 0.072(3) 0.000(2) 0.027(2) 0.001(2) C21B 0.128(5) 0.062(3) 0.101(4) 0.010(3) 0.044(4) 0.019(3) C22B 0.112(5) 0.081(4) 0.063(3) 0.006(3) 0.011(3) 0.001(3) C61B 0.078(3) 0.078(3) 0.111(5) -0.023(3) 0.034(3) -0.031(3) C62B 0.068(3) 0.090(4) 0.109(5) 0.009(3) 0.004(3) -0.010(3)