#------------------------------------------------------------------------------ #$Date: 2009-05-13 20:45:18 +0200 (Wed, 13 May 2009) $ #$Revision: 720 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003061.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_2003061 _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-(3,5-dichlorophenyl)methyleneamino-2,2,6,6-tetramethylpiperidin-1-oxyl ; _chemical_name_common 3,5-diCl-TEMPO _chemical_formula_moiety 'C16 H21 Cl2 N2 O ' _chemical_formula_sum 'C16 H21 Cl2 N2 O ' _chemical_formula_weight 328.26 _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 14.035(3) _cell_length_b 22.964(3) _cell_length_c 10.710(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3451.9(9) _cell_formula_units_Z 8 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.1 _cell_measurement_theta_max 17.8 _cell_measurement_temperature 295 _exptl_crystal_description 'prism' _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 1384.00 _exptl_absorpt_coefficient_mu 0.376 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.927 _exptl_absorpt_correction_T_max 0.934 _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 4927 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0622 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_max 0.896 _diffrn_measured_fraction_theta_full 0.896 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -1 _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_% -0.42 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 0 0 0 4 0 0 0 2 _reflns_number_total 3959 _reflns_number_gt 2128 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.1287 _refine_ls_R_factor_gt 0.0491 _refine_ls_wR_factor_ref 0.1233 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 0.996 _refine_ls_number_reflns 3959 _refine_ls_number_parameters 274 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment refall _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0369P)^2^+2.0600P] 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 0.371 _refine_diff_density_min -0.276 _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' '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 0.12604(6) -0.04521(4) -0.28124(8) 0.0682(3) Uani d . 1 . . Cl Cl2 0.43007(6) 0.08783(4) -0.37751(9) 0.0791(3) Uani d . 1 . . Cl O1 -0.03302(16) 0.19379(9) 0.49966(17) 0.0579(6) Uani d . 1 . . O N1 0.01245(16) 0.17800(10) 0.40146(19) 0.0418(6) Uani d . 1 . . N N2 0.14398(17) 0.11600(11) 0.0744(2) 0.0487(6) Uani d . 1 . . N C2 0.09738(19) 0.14025(13) 0.4217(2) 0.0463(7) Uani d . 1 . . C C3 0.1249(3) 0.11150(15) 0.2979(3) 0.0499(8) Uani d . 1 . . C C4 0.1265(2) 0.15156(13) 0.1858(3) 0.0454(7) Uani d . 1 . . C C5 0.0294(2) 0.17977(14) 0.1728(3) 0.0428(7) Uani d . 1 . . C C6 -0.00257(19) 0.21422(12) 0.2875(2) 0.0416(7) Uani d . 1 . . C C7 0.2145(2) 0.12751(13) 0.0064(3) 0.0435(7) Uani d . 1 . . C C11 0.23550(18) 0.09205(12) -0.1052(2) 0.0386(6) Uani d . 1 . . C C12 0.1775(2) 0.04533(12) -0.1372(3) 0.0402(6) Uani d . 1 . . C C13 0.19897(19) 0.01287(12) -0.2410(2) 0.0417(6) Uani d . 1 . . C C14 0.2769(2) 0.02516(13) -0.3152(3) 0.0446(7) Uani d . 1 . . C C15 0.3332(2) 0.07152(13) -0.2828(3) 0.0457(7) Uani d . 1 . . C C16 0.3141(2) 0.10468(14) -0.1787(3) 0.0454(7) Uani d . 1 . . C C21 0.0687(3) 0.09282(18) 0.5143(3) 0.0652(10) Uani d . 1 . . C C22 0.1794(3) 0.1764(2) 0.4747(4) 0.0669(11) Uani d . 1 . . C C61 -0.1084(2) 0.22702(19) 0.2764(4) 0.0610(9) Uani d . 1 . . C C62 0.0523(3) 0.27139(15) 0.2998(3) 0.0580(9) Uani d . 1 . . C H4 0.1743(18) 0.1801(11) 0.195(2) 0.036(7) Uiso d . 1 . . H H7 0.2581(19) 0.1604(12) 0.025(2) 0.047(8) Uiso d . 1 . . H H12 0.1245(17) 0.0365(10) -0.091(2) 0.032(7) Uiso d . 1 . . H H14 0.2890(18) 0.0029(12) -0.385(3) 0.052(8) Uiso d . 1 . . H H16 0.3517(16) 0.1326(10) -0.155(2) 0.025(7) Uiso d . 1 . . H H21 0.120(3) 0.0632(16) 0.516(3) 0.093(13) Uiso calc . 1 . . H H22 0.008(3) 0.0688(18) 0.484(4) 0.118(16) Uiso calc . 1 . . H H23 0.062(2) 0.1064(14) 0.592(3) 0.068(11) Uiso d . 1 . . H H24 0.209(2) 0.2080(14) 0.414(3) 0.075(11) Uiso d . 1 . . H H25 0.228(3) 0.1512(16) 0.498(3) 0.093(14) Uiso calc . 1 . . H H26 0.160(3) 0.1998(16) 0.546(3) 0.093(13) Uiso calc . 1 . . H H31 0.083(2) 0.0818(12) 0.282(3) 0.050(9) Uiso d . 1 . . H H32 0.185(2) 0.0932(12) 0.309(3) 0.051(8) Uiso d . 1 . . H H51 -0.0175(18) 0.1498(11) 0.155(2) 0.041(7) Uiso d . 1 . . H H52 0.0280(18) 0.2053(12) 0.103(3) 0.045(8) Uiso d . 1 . . H H61 -0.146(2) 0.1907(14) 0.281(3) 0.059(9) Uiso d . 1 . . H H62 -0.119(2) 0.2485(14) 0.199(3) 0.062(9) Uiso d . 1 . . H H63 -0.132(2) 0.2504(16) 0.344(3) 0.085(12) Uiso calc . 1 . . H H64 0.125(2) 0.2689(14) 0.297(3) 0.076(11) Uiso d . 1 . . H H65 0.036(2) 0.2972(13) 0.236(3) 0.062(10) Uiso d . 1 . . H H66 0.034(2) 0.2916(14) 0.376(3) 0.069(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 Cl1 0.0633(5) 0.0636(5) 0.0778(6) -0.0187(4) 0.0007(5) -0.0197(4) Cl2 0.0710(6) 0.0875(7) 0.0786(6) -0.0172(5) 0.0406(5) -0.0182(5) O1 0.0683(14) 0.0695(14) 0.0361(10) 0.0107(12) 0.0172(10) 0.0025(11) N1 0.0454(13) 0.0500(14) 0.0301(12) 0.0030(11) 0.0071(10) 0.0029(10) N2 0.0529(15) 0.0549(15) 0.0382(13) -0.0006(12) 0.0070(12) -0.0105(12) C2 0.0466(16) 0.0575(18) 0.0346(14) 0.0077(14) -0.0014(13) -0.0007(14) C3 0.0510(18) 0.055(2) 0.0433(17) 0.0117(18) -0.0012(15) -0.0015(15) C4 0.0446(16) 0.0531(18) 0.0385(15) -0.0040(15) 0.0074(13) -0.0129(14) C5 0.0499(17) 0.0504(18) 0.0279(14) -0.0007(16) 0.0022(13) 0.0000(14) C6 0.0458(15) 0.0468(16) 0.0321(14) 0.0038(13) 0.0038(13) 0.0049(13) C7 0.0460(16) 0.0477(18) 0.0367(15) 0.0003(15) 0.0000(13) -0.0056(14) C11 0.0394(14) 0.0424(15) 0.0341(14) 0.0043(13) 0.0010(12) -0.0002(12) C12 0.0366(15) 0.0463(17) 0.0377(15) 0.0019(13) 0.0005(13) 0.0035(13) C13 0.0405(14) 0.0445(16) 0.0400(15) -0.0002(13) -0.0042(13) -0.0036(13) C14 0.0492(17) 0.0497(18) 0.0348(15) 0.0034(15) 0.0033(13) -0.0081(14) C15 0.0428(15) 0.0513(17) 0.0429(16) -0.0012(14) 0.0093(13) -0.0017(14) C16 0.0429(16) 0.0492(19) 0.0442(16) -0.0044(15) 0.0005(14) -0.0063(14) C21 0.087(3) 0.067(2) 0.0413(19) 0.018(2) 0.001(2) 0.0121(18) C22 0.056(2) 0.094(3) 0.050(2) 0.001(2) -0.0081(18) -0.010(2) C61 0.055(2) 0.073(3) 0.055(2) 0.0192(19) 0.0059(18) 0.014(2) C62 0.081(3) 0.049(2) 0.0446(19) -0.0023(18) 0.0118(19) 0.0000(17)