#------------------------------------------------------------------------------ #$Date: 2009-05-13 20:45:18 +0200 (Wed, 13 May 2009) $ #$Revision: 720 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003063.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_2003063 _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-bromophenyl)methyleneamino-2,2,6,6-tetramethylpiperidin-1-oxyl ; _chemical_name_common Br-TEMPO _chemical_formula_sum 'C16 H22 Br N2 O ' _chemical_formula_weight 338.27 _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 7.5410(10) _cell_length_b 20.848(3) _cell_length_c 10.5910(10) _cell_angle_alpha 90 _cell_angle_beta 91.560(10) _cell_angle_gamma 90 _cell_volume 1664.4(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 13.1 _cell_measurement_theta_max 17.3 _cell_measurement_temperature 295 _exptl_crystal_description 'prism' _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.230 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.180 _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 700.00 _exptl_absorpt_coefficient_mu 2.468 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.521 _exptl_absorpt_correction_T_max 0.701 _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 AFC5R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 4102 _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_av_sigmaI/netI 0.0811 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 27.54 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_max 0.972 _diffrn_measured_fraction_theta_full 0.972 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_decay_% -1.84 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 0 6 1 8 0 3 6 2 _reflns_number_total 3822 _reflns_number_gt 1867 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.1421 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.0982 _refine_ls_goodness_of_fit_ref 0.970 _refine_ls_restrained_S_all 0.970 _refine_ls_number_reflns 3822 _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^)+(0.0290P)^2^+0.7762P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.225 _refine_diff_density_min -0.294 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' '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' 'Br' 'Br' -0.2901 2.4595 '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 Br1 0.04002(6) -0.00432(3) -0.32787(4) 0.07052(18) Uani d . 1 . . Br O1 0.7671(3) 0.18407(12) 0.6672(2) 0.0582(7) Uani d . 1 . . O N1 0.6809(4) 0.16653(13) 0.5667(2) 0.0420(7) Uani d . 1 . . N N2 0.4062(4) 0.10603(15) 0.2352(3) 0.0528(9) Uani d . 1 . . N C2 0.7232(5) 0.20214(17) 0.4497(3) 0.0429(9) Uani d . 1 . . C C3 0.6424(6) 0.1681(2) 0.3340(4) 0.0499(11) Uani d . 1 . . C C4 0.4557(6) 0.14357(19) 0.3488(3) 0.0464(10) Uani d . 1 . . C C5 0.4533(6) 0.0993(2) 0.4618(4) 0.0498(10) Uani d . 1 . . C C6 0.5125(5) 0.13049(18) 0.5865(3) 0.0445(9) Uani d . 1 . . C C7 0.2773(5) 0.1257(2) 0.1683(3) 0.0478(10) Uani d . 1 . . C C11 0.2172(4) 0.09224(18) 0.0517(3) 0.0416(9) Uani d . 1 . . C C12 0.0957(6) 0.1218(2) -0.0298(4) 0.0564(11) Uani d . 1 . . C C13 0.0412(6) 0.0932(2) -0.1429(4) 0.0558(11) Uani d . 1 . . C C14 0.1084(5) 0.03442(19) -0.1713(3) 0.0450(9) Uani d . 1 . . C C15 0.2255(5) 0.0026(2) -0.0916(3) 0.0502(9) Uani d . 1 . . C C16 0.2797(5) 0.03280(19) 0.0195(3) 0.0466(10) Uani d . 1 . . C C21 0.9252(7) 0.2028(3) 0.4394(5) 0.0660(13) Uani d . 1 . . C C22 0.6520(7) 0.2709(2) 0.4599(4) 0.0580(12) Uani d . 1 . . C C61 0.3741(7) 0.1770(3) 0.6343(5) 0.0616(12) Uani d . 1 . . C C62 0.5501(8) 0.0791(2) 0.6850(5) 0.0636(13) Uani d . 1 . . C H4 0.374(4) 0.1782(16) 0.356(3) 0.044(10) Uiso d . 1 . . H H7 0.225(4) 0.1630(17) 0.192(3) 0.047(11) Uiso d . 1 . . H H12 0.056(4) 0.1608(17) -0.010(3) 0.046(11) Uiso d . 1 . . H H13 -0.043(5) 0.112(2) -0.195(4) 0.080(14) Uiso d . 1 . . H H15 0.277(5) -0.0353(17) -0.111(3) 0.051(11) Uiso d . 1 . . H H16 0.356(5) 0.0106(17) 0.076(3) 0.063(11) Uiso d . 1 . . H H21 0.972(5) 0.158(2) 0.437(4) 0.075(15) Uiso calc . 1 . . H H22 0.952(5) 0.2239(17) 0.361(3) 0.056(11) Uiso d . 1 . . H H23 0.977(6) 0.224(2) 0.509(4) 0.091(15) Uiso calc . 1 . . H H24 0.514(6) 0.2746(19) 0.457(3) 0.078(15) Uiso calc . 1 . . H H25 0.696(4) 0.2904(16) 0.532(3) 0.048(10) Uiso d . 1 . . H H26 0.683(4) 0.2947(16) 0.390(3) 0.047(10) Uiso d . 1 . . H H31 0.705(4) 0.1325(16) 0.315(3) 0.038(10) Uiso d . 1 . . H H32 0.648(4) 0.1996(16) 0.260(3) 0.050(10) Uiso d . 1 . . H H51 0.343(5) 0.0812(17) 0.474(3) 0.051(11) Uiso d . 1 . . H H52 0.529(4) 0.0621(16) 0.448(3) 0.038(10) Uiso d . 1 . . H H61 0.276(5) 0.1548(17) 0.660(3) 0.051(12) Uiso d . 1 . . H H62 0.419(6) 0.201(2) 0.714(4) 0.103(16) Uiso calc . 1 . . H H63 0.338(5) 0.212(2) 0.577(4) 0.077(14) Uiso calc . 1 . . H H64 0.641(5) 0.051(2) 0.668(4) 0.071(16) Uiso calc . 1 . . H H65 0.445(5) 0.0547(18) 0.692(3) 0.058(13) Uiso d . 1 . . H H66 0.596(5) 0.1020(19) 0.768(4) 0.083(14) 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 Br1 0.0711(3) 0.0913(4) 0.0482(2) -0.0033(3) -0.01685(17) -0.0220(2) O1 0.0665(18) 0.0658(19) 0.0412(14) -0.0143(15) -0.0209(12) 0.0031(13) N1 0.0487(19) 0.0412(19) 0.0355(16) -0.0042(15) -0.0094(13) 0.0031(13) N2 0.061(2) 0.055(2) 0.0424(17) 0.0019(17) -0.0141(16) -0.0114(15) C2 0.050(2) 0.042(2) 0.0363(19) -0.0053(19) -0.0031(16) -0.0011(16) C3 0.061(3) 0.051(3) 0.038(2) -0.001(2) 0.0021(19) -0.005(2) C4 0.055(2) 0.047(2) 0.036(2) 0.002(2) -0.0145(18) -0.0108(17) C5 0.050(3) 0.053(3) 0.046(2) -0.011(2) -0.0046(19) 0.000(2) C6 0.047(2) 0.049(2) 0.0377(19) -0.008(2) -0.0051(17) 0.0008(17) C7 0.053(3) 0.049(3) 0.041(2) 0.001(2) -0.0036(18) -0.0045(19) C11 0.040(2) 0.051(3) 0.0329(17) -0.0023(19) -0.0061(15) -0.0005(17) C12 0.066(3) 0.049(3) 0.054(2) 0.013(2) -0.016(2) -0.009(2) C13 0.055(3) 0.063(3) 0.049(2) 0.004(2) -0.019(2) 0.003(2) C14 0.044(2) 0.055(3) 0.0356(18) -0.0047(19) -0.0045(16) -0.0050(17) C15 0.056(2) 0.048(3) 0.046(2) 0.009(2) -0.0068(17) -0.009(2) C16 0.047(2) 0.052(3) 0.040(2) 0.008(2) -0.0114(17) 0.0006(18) C21 0.065(3) 0.069(4) 0.064(3) -0.018(3) 0.005(3) -0.005(3) C22 0.090(4) 0.044(3) 0.039(2) -0.002(3) -0.007(2) 0.003(2) C61 0.055(3) 0.074(4) 0.055(3) 0.001(3) 0.003(2) -0.002(3) C62 0.071(3) 0.064(3) 0.056(3) -0.014(3) -0.011(2) 0.018(2)