#------------------------------------------------------------------------------ #$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/4/4060202.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_4060202 _journal_name_full 'Organometallics' _journal_year 2004 _publ_section_title ; Radical-Substituted Radical Cation with Strong Ferromagnetic Interaction; Nitronyl Nitroxide-Substituted 5,10-Diphenyl-5,10-dihydrophenazine Radical Cation ; loop_ _publ_author_name ' Shinsuke Hiraoka ' _publ_section_abstract ; A stable radical-substituted radical ion with strongly ferromagnetic intramolecular interaction (J/kB) between the radical and radical ion sites is an attractive spin building block of organic magnets. We prepared 2-nitronyl nitroxide substituted 5,10-diphenyl-5,10-dihydrophenazine radical cation, 1+. The 1+ salt was stable at room temperature and had a remarkably high J/kB value (3 +700 K). ; _chemical_formula_sum 'C32 H31 Cl3 N4 O6' _chemical_formula_moiety 'C32 H31 Cl3 N4 O6' _chemical_formula_weight 673.98 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' _cell_length_a 10.2817(10) _cell_length_b 11.2323(11) _cell_length_c 15.539(2) _cell_angle_alpha 80.704(10) _cell_angle_beta 77.666(10) _cell_angle_gamma 64.483(7) _cell_volume 1577.2(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 6538 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 113.1 _exptl_crystal_description 'platelet' _exptl_crystal_colour 'black' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.419 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700.00 _exptl_absorpt_coefficient_mu 0.341 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; Higashi, T. (1999). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.950 _exptl_absorpt_correction_T_max 0.968 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.62 _diffrn_reflns_number 15208 _diffrn_reflns_av_R_equivalents 0.028 _diffrn_reflns_theta_max 27.48 _diffrn_measured_fraction_theta_max 0.9338 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.9338 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _reflns_number_total 6768 _reflns_number_gt 5743 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.0650 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 5777 _refine_ls_number_parameters 437 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0020Fo^2^ + 1.0000\s^2^(Fo) + 0.5000]' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.54 _refine_diff_density_min -0.51 _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' 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'H' 'H' 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; 'Cl' 'Cl' 0.148 0.159 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'N' 'N' 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'O' 'O' 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.72126(5) 1.15320(4) 0.88369(3) 0.01542(11) Uani 1.00 1 d . . . Cl2 Cl 0.62667(8) 0.86262(7) 0.78442(5) 0.0443(2) Uani 1.00 1 d . . . Cl3 Cl 0.81688(8) 0.66077(6) 0.89796(5) 0.0430(2) Uani 1.00 1 d . . . O1 O 0.7972(2) 0.3432(2) 0.39884(11) 0.0346(5) Uani 1.00 1 d . . . O2 O 0.7102(2) -0.0357(2) 0.46396(11) 0.0337(5) Uani 1.00 1 d . . . O3 O 0.7370(2) 1.2752(2) 0.87690(12) 0.0294(4) Uani 1.00 1 d . . . O4 O 0.8547(2) 1.0441(2) 0.90128(11) 0.0268(4) Uani 1.00 1 d . . . O5 O 0.6876(2) 1.1387(2) 0.80178(11) 0.0309(5) Uani 1.00 1 d . . . O6 O 0.6039(2) 1.1543(2) 0.95435(11) 0.0282(4) Uani 1.00 1 d . . . N1 N 0.5799(2) 0.4554(2) 0.69496(11) 0.0151(4) Uani 1.00 1 d . . . N2 N 0.3743(2) 0.3581(2) 0.77638(11) 0.0157(4) Uani 1.00 1 d . . . N3 N 0.8037(2) 0.2275(2) 0.39622(11) 0.0201(4) Uani 1.00 1 d . . . N4 N 0.7573(2) 0.0510(2) 0.42517(11) 0.0182(4) Uani 1.00 1 d . . . C1 C 0.5631(2) 0.3622(2) 0.65507(12) 0.0150(4) Uani 1.00 1 d . . . C2 C 0.6503(2) 0.3151(2) 0.57515(13) 0.0158(4) Uani 1.00 1 d . . . C3 C 0.6361(2) 0.2181(2) 0.53760(13) 0.0158(4) Uani 1.00 1 d . . . C4 C 0.5291(2) 0.1706(2) 0.57895(13) 0.0196(5) Uani 1.00 1 d . . . C5 C 0.4405(2) 0.2194(2) 0.65615(13) 0.0188(5) Uani 1.00 1 d . . . C6 C 0.4573(2) 0.3136(2) 0.69685(13) 0.0161(5) Uani 1.00 1 d . . . C7 C 0.3941(2) 0.4478(2) 0.81780(13) 0.0171(5) Uani 1.00 1 d . . . C8 C 0.3142(2) 0.4881(2) 0.9012(1) 0.0214(5) Uani 1.00 1 d . . . C9 C 0.3369(3) 0.5759(2) 0.9412(1) 0.0253(5) Uani 1.00 1 d . . . C10 C 0.4391(3) 0.6273(2) 0.8995(1) 0.0237(5) Uani 1.00 1 d . . . C11 C 0.5194(2) 0.5883(2) 0.8181(1) 0.0199(5) Uani 1.00 1 d . . . C12 C 0.4986(2) 0.4975(2) 0.77587(12) 0.0160(5) Uani 1.00 1 d . . . C13 C 0.6884(2) 0.5057(2) 0.65404(12) 0.0149(4) Uani 1.00 1 d . . . C14 C 0.6499(3) 0.6172(2) 0.5958(2) 0.0262(6) Uani 1.00 1 d . . . C15 C 0.7527(3) 0.6681(3) 0.5591(2) 0.0329(6) Uani 1.00 1 d . . . C16 C 0.8918(3) 0.6065(3) 0.5796(2) 0.0288(6) Uani 1.00 1 d . . . C17 C 0.9296(3) 0.4931(3) 0.6368(2) 0.0285(6) Uani 1.00 1 d . . . C18 C 0.8275(2) 0.4421(2) 0.6752(1) 0.0219(5) Uani 1.00 1 d . . . C19 C 0.2718(2) 0.3023(2) 0.82172(12) 0.0162(5) Uani 1.00 1 d . . . C20 C 0.3246(2) 0.1777(2) 0.86597(13) 0.0192(5) Uani 1.00 1 d . . . C21 C 0.2258(3) 0.1261(2) 0.9098(1) 0.0232(5) Uani 1.00 1 d . . . C22 C 0.0773(2) 0.1984(2) 0.9103(1) 0.0242(6) Uani 1.00 1 d . . . C23 C 0.0264(2) 0.3237(2) 0.8661(2) 0.0254(6) Uani 1.00 1 d . . . C24 C 0.1242(2) 0.3767(2) 0.8213(1) 0.0210(5) Uani 1.00 1 d . . . C25 C 0.7291(2) 0.1674(2) 0.45578(12) 0.0154(4) Uani 1.00 1 d . . . C26 C 0.9111(2) 0.1360(2) 0.3282(1) 0.0225(5) Uani 1.00 1 d . . . C27 C 0.8407(2) 0.0379(2) 0.33271(13) 0.0188(5) Uani 1.00 1 d . . . C28 C 0.9221(3) 0.2136(3) 0.2394(2) 0.0370(7) Uani 1.00 1 d . . . C29 C 1.0572(3) 0.0743(3) 0.3621(2) 0.0352(7) Uani 1.00 1 d . . . C30 C 0.9466(3) -0.1051(2) 0.3211(2) 0.0286(6) Uani 1.00 1 d . . . C31 C 0.7268(3) 0.0804(3) 0.2725(2) 0.0340(7) Uani 1.00 1 d . . . C32 C 0.6911(3) 0.8269(3) 0.8861(2) 0.0350(7) Uani 1.00 1 d . . . H1 H 0.7198(2) 0.3494(2) 0.54648(13) 0.0189(11) Uiso 1.00 1 c . . . H2 H 0.5190(2) 0.1043(2) 0.55344(13) 0.0251(11) Uiso 1.00 1 c . . . H3 H 0.3661(2) 0.1898(2) 0.68215(13) 0.0240(11) Uiso 1.00 1 c . . . H4 H 0.2445(2) 0.4541(2) 0.9299(1) 0.0263(11) Uiso 1.00 1 c . . . H5 H 0.2823(3) 0.6027(2) 0.9976(1) 0.0298(12) Uiso 1.00 1 c . . . H6 H 0.4528(3) 0.6894(2) 0.9275(1) 0.0301(12) Uiso 1.00 1 c . . . H7 H 0.5897(2) 0.6221(2) 0.7904(1) 0.0249(11) Uiso 1.00 1 c . . . H8 H 0.5544(3) 0.6583(2) 0.5809(2) 0.0316(12) Uiso 1.00 1 c . . . H9 H 0.7270(3) 0.7457(3) 0.5197(2) 0.0400(12) Uiso 1.00 1 c . . . H10 H 0.9616(3) 0.6421(3) 0.5547(2) 0.0389(12) Uiso 1.00 1 c . . . H11 H 1.0264(3) 0.4494(3) 0.6496(2) 0.0352(12) Uiso 1.00 1 c . . . H12 H 0.8520(2) 0.3657(2) 0.7157(1) 0.0257(11) Uiso 1.00 1 c . . . H13 H 0.4264(2) 0.1292(2) 0.86623(13) 0.0241(11) Uiso 1.00 1 c . . . H14 H 0.2603(3) 0.0402(2) 0.9395(1) 0.0303(12) Uiso 1.00 1 c . . . H15 H 0.0101(2) 0.1626(2) 0.9411(1) 0.0328(12) Uiso 1.00 1 c . . . H16 H -0.0754(2) 0.3734(2) 0.8665(2) 0.0310(12) Uiso 1.00 1 c . . . H17 H 0.0907(2) 0.4621(2) 0.7907(1) 0.0248(11) Uiso 1.00 1 c . . . H18 H 0.8263(3) 0.2669(3) 0.2267(2) 0.0423(13) Uiso 1.00 1 c . . . H19 H 0.9702(3) 0.2685(3) 0.2413(2) 0.0424(13) Uiso 1.00 1 c . . . H20 H 0.9754(3) 0.1541(3) 0.1946(2) 0.0424(13) Uiso 1.00 1 c . . . H21 H 1.0854(3) 0.1425(3) 0.3679(2) 0.0435(13) Uiso 1.00 1 c . . . H22 H 1.1294(3) 0.0152(3) 0.3214(2) 0.0434(13) Uiso 1.00 1 c . . . H23 H 1.0478(3) 0.0273(3) 0.4180(2) 0.0434(13) Uiso 1.00 1 c . . . H24 H 0.9913(3) -0.1143(2) 0.2609(2) 0.0324(12) Uiso 1.00 1 c . . . H25 H 1.0196(3) -0.1297(2) 0.3571(2) 0.0326(12) Uiso 1.00 1 c . . . H26 H 0.8956(3) -0.1606(2) 0.3380(2) 0.0325(12) Uiso 1.00 1 c . . . H27 H 0.6595(3) 0.1693(3) 0.2811(2) 0.0418(13) Uiso 1.00 1 c . . . H28 H 0.7736(3) 0.0741(3) 0.2126(2) 0.0417(13) Uiso 1.00 1 c . . . H29 H 0.6762(3) 0.0244(3) 0.2862(2) 0.0420(13) Uiso 1.00 1 c . . . H30 H 0.6109(3) 0.8428(3) 0.9330(2) 0.0428(13) Uiso 1.00 1 c . . . H31 H 0.7378(3) 0.8829(3) 0.8884(2) 0.0427(13) Uiso 1.00 1 c . . .