#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003062.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_2003062 _journal_name_full 'Acta Crystallographica, Section B' _journal_year 1999 _journal_volume B55 _journal_page_first 231 _journal_page_last 245 ; Fujiko Iwasaki ; _chemical_name_systematic ; 4-(4-chlorophenyl)methyleneamino-2,2,6,6-tetramethylpiperidin-1-oxyl ; _chemical_name_common Cl-TEMPO _chemical_formula_moiety 'C16 H22 Cl N2 O ' _chemical_formula_sum 'C16 H22 Cl N2 O ' _chemical_formula_weight 293.81 _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 5.8845(19) _cell_length_b 24.417(2) _cell_length_c 11.397(2) _cell_angle_alpha 90 _cell_angle_beta 104.09(2) _cell_angle_gamma 90 _cell_volume 1588.3(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12.7 _cell_measurement_theta_max 17.2 _cell_measurement_temperature 293 _exptl_crystal_description 'prism' _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.520 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.229 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 628.00 _exptl_absorpt_coefficient_mu 0.238 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.963 _exptl_absorpt_correction_T_max 0.978 _diffrn_ambient_temperature 293 _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 3996 _diffrn_reflns_av_R_equivalents 0.0177 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_max 0.977 _diffrn_measured_fraction_theta_full 0.977 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.085 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 0 -2 0 0 6 0 10 0 _reflns_number_total 3653 _reflns_number_gt 2383 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0798 _refine_ls_R_factor_gt 0.0399 _refine_ls_wR_factor_ref 0.1186 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _refine_ls_number_reflns 3653 _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^)+(0.0456P)^2^+0.3805P] 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 0.164 _refine_diff_density_min -0.232 _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' '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' 'Cl' 'Cl' 0.1484 0.1585 '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 Cl1 0.44430(12) 0.00565(2) -0.32069(5) 0.0765(2) Uani d . 1 . . Cl O1 -0.2174(3) 0.21540(6) 0.50610(12) 0.0602(4) Uani d . 1 . . O N1 -0.1091(2) 0.19397(6) 0.43244(12) 0.0425(3) Uani d . 1 . . N N2 0.1741(3) 0.11743(6) 0.16952(13) 0.0472(4) Uani d . 1 . . N C2 -0.0536(3) 0.23162(7) 0.33992(15) 0.0437(4) Uani d . 1 . . C C3 0.0055(3) 0.19770(7) 0.23834(15) 0.0437(4) Uani d . 1 . . C C4 0.1674(3) 0.14925(7) 0.27834(15) 0.0425(4) Uani d . 1 . . C C5 0.0656(4) 0.11284(8) 0.36107(17) 0.0477(4) Uani d . 1 . . C C6 0.0208(3) 0.14195(8) 0.47216(15) 0.0461(4) Uani d . 1 . . C C7 0.3553(3) 0.11993(8) 0.13015(15) 0.0440(4) Uani d . 1 . . C C11 0.3763(3) 0.09147(7) 0.01895(15) 0.0421(4) Uani d . 1 . . C C12 0.2109(4) 0.05370(8) -0.03742(19) 0.0559(5) Uani d . 1 . . C C13 0.2299(4) 0.02727(9) -0.1417(2) 0.0634(6) Uani d . 1 . . C C14 0.4162(4) 0.03928(7) -0.18984(16) 0.0496(4) Uani d . 1 . . C C15 0.5824(4) 0.07696(10) -0.13745(18) 0.0592(5) Uani d . 1 . . C C16 0.5622(4) 0.10271(10) -0.03214(18) 0.0582(5) Uani d . 1 . . C C21 0.1489(4) 0.26969(10) 0.4004(2) 0.0601(6) Uani d . 1 . . C C22 -0.2722(4) 0.26557(10) 0.2880(2) 0.0593(5) Uani d . 1 . . C C61 0.2493(4) 0.15481(11) 0.56646(19) 0.0615(6) Uani d . 1 . . C C62 -0.1350(5) 0.10608(10) 0.5300(2) 0.0615(6) Uani d . 1 . . C H4 0.331(3) 0.1605(7) 0.3202(16) 0.045(5) Uiso d . 1 . . H H7 0.494(4) 0.1404(9) 0.1721(19) 0.069(6) Uiso d . 1 . . H H12 0.084(4) 0.0469(10) -0.003(2) 0.079(7) Uiso d . 1 . . H H13 0.123(5) 0.0011(11) -0.176(2) 0.093(9) Uiso d . 1 . . H H15 0.711(4) 0.0845(9) -0.170(2) 0.070(6) Uiso d . 1 . . H H16 0.684(4) 0.1270(9) 0.006(2) 0.072(7) Uiso d . 1 . . H H21 0.303(4) 0.2494(10) 0.426(2) 0.076(7) Uiso d . 1 . . H H22 0.108(4) 0.2882(9) 0.469(2) 0.073(7) Uiso d . 1 . . H H23 0.164(4) 0.2970(9) 0.344(2) 0.070(7) Uiso d . 1 . . H H24 -0.303(4) 0.2892(9) 0.350(2) 0.075(7) Uiso d . 1 . . H H25 -0.408(4) 0.2405(10) 0.2570(19) 0.072(7) Uiso d . 1 . . H H26 -0.239(4) 0.2875(10) 0.226(2) 0.082(7) Uiso d . 1 . . H H31 0.077(3) 0.2223(7) 0.1914(16) 0.045(5) Uiso d . 1 . . H H32 -0.143(4) 0.1837(8) 0.1844(18) 0.059(6) Uiso d . 1 . . H H51 0.167(3) 0.0812(8) 0.3883(17) 0.055(5) Uiso d . 1 . . H H52 -0.086(4) 0.0980(9) 0.3139(18) 0.060(6) Uiso d . 1 . . H H61 0.366(4) 0.1753(9) 0.532(2) 0.070(6) Uiso d . 1 . . H H62 0.321(4) 0.1207(10) 0.598(2) 0.080(7) Uiso d . 1 . . H H63 0.202(4) 0.1782(11) 0.630(2) 0.090(8) Uiso d . 1 . . H H64 -0.058(4) 0.0708(10) 0.548(2) 0.074(7) Uiso d . 1 . . H H65 -0.163(4) 0.1206(9) 0.606(2) 0.069(6) Uiso d . 1 . . H H66 -0.291(5) 0.1003(10) 0.476(2) 0.079(7) 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 Cl1 0.1119(5) 0.0640(3) 0.0616(3) 0.0100(3) 0.0367(3) -0.0164(3) O1 0.0767(9) 0.0637(8) 0.0516(7) 0.0054(7) 0.0377(7) -0.0024(6) N1 0.0476(8) 0.0464(8) 0.0371(7) -0.0030(6) 0.0173(6) -0.0036(6) N2 0.0469(8) 0.0516(9) 0.0457(8) -0.0011(7) 0.0164(7) -0.0106(7) C2 0.0535(10) 0.0439(9) 0.0383(8) -0.0020(8) 0.0201(7) -0.0017(7) C3 0.0506(10) 0.0471(10) 0.0356(8) -0.0026(8) 0.0150(7) -0.0027(7) C4 0.0427(9) 0.0492(10) 0.0371(8) -0.0031(8) 0.0124(7) -0.0087(7) C5 0.0546(11) 0.0438(10) 0.0476(10) 0.0012(9) 0.0181(9) -0.0016(8) C6 0.0520(10) 0.0482(10) 0.0404(9) -0.0013(8) 0.0155(8) 0.0039(7) C7 0.0441(9) 0.0484(10) 0.0400(9) -0.0011(8) 0.0113(7) -0.0021(7) C11 0.0445(9) 0.0426(9) 0.0401(8) 0.0050(7) 0.0119(7) 0.0005(7) C12 0.0572(12) 0.0538(11) 0.0634(12) -0.0093(9) 0.0278(10) -0.0111(9) C13 0.0722(14) 0.0547(12) 0.0683(13) -0.0150(11) 0.0265(11) -0.0200(10) C14 0.0661(12) 0.0418(9) 0.0432(9) 0.0120(9) 0.0179(8) -0.0016(7) C15 0.0559(12) 0.0771(14) 0.0506(11) -0.0020(11) 0.0246(9) -0.0046(10) C16 0.0512(11) 0.0764(14) 0.0498(10) -0.0124(10) 0.0174(9) -0.0122(10) C21 0.0779(15) 0.0557(12) 0.0539(11) -0.0217(11) 0.0301(11) -0.0130(10) C22 0.0743(14) 0.0553(12) 0.0554(12) 0.0132(11) 0.0293(11) 0.0057(10) C61 0.0623(13) 0.0752(16) 0.0442(11) 0.0033(12) 0.0075(10) 0.0061(10) C62 0.0766(16) 0.0566(13) 0.0593(13) -0.0048(12) 0.0322(12) 0.0075(10)