Supplementary Material (ESI) for Journal of Materials Chemistry This journal is © The Royal Society of Chemistry 2001 X-Ray crystallographic Data of Compound 6 Journal Name: J. Materials Chem. Authors: H. Oka, T. Tamura, Y. Teki and Y. Miura Adderess: Department of Applied Chemistry, Faculty of Engineering, Osaka City University, Sumiyoshi-ku, Osaka 558-8585, Japan data_General _audit_creation_date 'Sat Apr 1 17:23:44 2000' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted _journal_coeditor_code ? #------------------------------------------------------------------------------ # SUBMISSION DETAILS _publ_contact_author_name ' H. Oka, T. Tamura, Y. Teki, Y. Miura ' _publ_contact_author_address ; ENTER ADDRESS ; _publ_contact_author_email ' miura@a-chem.eng.osaka-cu.ac.jp' _publ_contact_author_fax ' +81-6-6605-2769 ' _publ_contact_author_phone ' +81-6-6605-2798 ' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal ' J. Materials Chem.' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; Synthesis and characterization of poly(1,3-phenylene)-based polyradical carrying cyclic nitroxides: Obserbation of ferromagnetic interaction ; loop_ _publ_author_name _publ_author_footnote _publ_author_address ' Hiroyuki Oka ' ; FIRST AUTHORS FOOTNOTES ; ; Department of Applied Chemistry, Faculty of Engineering, Osaka City University, Sumiyoshi-ku, Osaka 558-8585, Japan ; _publ_section_synopsis ; ENTER SYNOPSIS ; #------------------------------------------------------------------------------ # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. Single Crystal Structure Analysis Software. Version 1.10. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; #------------------------------------------------------------------------------ data_RASSAT #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C24 H24 N O2 ' _chemical_formula_moiety 'C24 H24 N O2 ' _chemical_formula_weight 358.46 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y,1/2-z -x,-y,-z x,-y,1/2+z 1/2+x,1/2+y,z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 18.724(4) _cell_length_b 12.034(4) _cell_length_c 17.318(5) _cell_angle_alpha 90 _cell_angle_beta 96.80(2) _cell_angle_gamma 90 _cell_volume 3874(1) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.8 _cell_measurement_theta_max 15.0 _cell_measurement_temperature 296.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'red' _exptl_crystal_size_max 1.000 _exptl_crystal_size_mid 0.750 _exptl_crystal_size_min 0.200 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 0.614 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.039 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.698 _exptl_absorpt_correction_T_max 0.966 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 4608 _diffrn_reflns_av_R_equivalents 0.007 _diffrn_reflns_theta_max ? _diffrn_measured_fraction_theta_max ? _diffrn_reflns_theta_full ? _diffrn_measured_fraction_theta_full ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 0 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.36 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 0 _reflns_number_gt 2721 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.0368 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2721 _refine_ls_number_parameters 245 _refine_ls_goodness_of_fit_ref 1.641 _refine_ls_weighting_scheme unit _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.22 _refine_diff_density_min -0.17 _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.00082(4) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? 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 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'N' 'N' 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'O' 'O' 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 0.82867(9) 0.1968(1) 0.55593(9) 0.0473(4) Uani 1.00 d . . . O(2) O 0.93661(8) 0.3133(1) 0.42197(8) 0.0427(4) Uani 1.00 d . . . N(1) N 0.86543(9) 0.2675(1) 0.52247(9) 0.0347(4) Uani 1.00 d . . . C(1) C 0.86902(10) 0.3795(2) 0.5458(1) 0.0312(5) Uani 1.00 d . . . C(2) C 0.8581(1) 0.4132(2) 0.6213(1) 0.0331(5) Uani 1.00 d . . . C(3) C 0.8572(1) 0.5273(2) 0.6356(1) 0.0369(5) Uani 1.00 d . . . C(4) C 0.8683(1) 0.6059(2) 0.5794(1) 0.0348(5) Uani 1.00 d . . . C(5) C 0.8805(1) 0.5693(2) 0.5056(1) 0.0360(5) Uani 1.00 d . . . C(6) C 0.8811(1) 0.4573(2) 0.4882(1) 0.0316(5) Uani 1.00 d . . . C(7) C 0.8689(1) 0.7265(2) 0.5984(1) 0.0370(5) Uani 1.00 d . . . C(8) C 0.8344(1) 0.8024(2) 0.5460(1) 0.0433(6) Uani 1.00 d . . . C(9) C 0.8321(1) 0.9145(2) 0.5648(1) 0.0522(7) Uani 1.00 d . . . C(10) C 0.8652(2) 0.9522(2) 0.6345(2) 0.0592(8) Uani 1.00 d . . . C(11) C 0.9007(1) 0.8784(2) 0.6864(1) 0.0574(8) Uani 1.00 d . . . C(12) C 0.9024(1) 0.7657(2) 0.6689(1) 0.0469(7) Uani 1.00 d . . . C(13) C 0.8520(1) 0.3360(2) 0.6876(1) 0.0347(5) Uani 1.00 d . . . C(14) C 0.9047(1) 0.2569(2) 0.7085(1) 0.0447(6) Uani 1.00 d . . . C(15) C 0.9010(1) 0.1888(2) 0.7724(1) 0.0546(7) Uani 1.00 d . . . C(16) C 0.8447(2) 0.1985(2) 0.8161(1) 0.0586(8) Uani 1.00 d . . . C(17) C 0.7929(1) 0.2777(2) 0.7971(1) 0.0546(7) Uani 1.00 d . . . C(18) C 0.7960(1) 0.3467(2) 0.7332(1) 0.0431(6) Uani 1.00 d . . . C(19) C 0.9115(1) 0.2237(2) 0.4650(1) 0.0422(6) Uani 1.00 d . . . C(20) C 0.8927(1) 0.4126(2) 0.4089(1) 0.0355(5) Uani 1.00 d . . . C(21) C 0.9395(1) 0.4878(2) 0.3654(1) 0.0416(6) Uani 1.00 d . . . C(22) C 0.8208(1) 0.3908(2) 0.3607(1) 0.0476(6) Uani 1.00 d . . . C(23) C 0.8700(2) 0.1389(2) 0.4133(1) 0.0753(10) Uani 1.00 d . . . C(24) C 0.9779(1) 0.1738(2) 0.5101(2) 0.0668(9) Uani 1.00 d . . . H(1) H 0.8484 0.5522 0.6863 0.0441 Uiso 1.00 calc . . . H(2) H 0.8878 0.6226 0.4657 0.0427 Uiso 1.00 calc . . . H(3) H 0.8113 0.7762 0.4959 0.0526 Uiso 1.00 calc . . . H(4) H 0.8074 0.9666 0.5279 0.0628 Uiso 1.00 calc . . . H(5) H 0.8635 1.0295 0.6481 0.0703 Uiso 1.00 calc . . . H(6) H 0.9257 0.9051 0.7350 0.0672 Uiso 1.00 calc . . . H(7) H 0.9271 0.7142 0.7057 0.0569 Uiso 1.00 calc . . . H(8) H 0.9449 0.2504 0.6783 0.0524 Uiso 1.00 calc . . . H(9) H 0.9391 0.1344 0.7861 0.0665 Uiso 1.00 calc . . . H(10) H 0.8411 0.1504 0.8599 0.0692 Uiso 1.00 calc . . . H(11) H 0.7538 0.2854 0.8286 0.0652 Uiso 1.00 calc . . . H(12) H 0.7592 0.4033 0.7200 0.0530 Uiso 1.00 calc . . . H(13) H 0.9843 0.5017 0.3966 0.0507 Uiso 1.00 calc . . . H(14) H 0.9495 0.4531 0.3181 0.0507 Uiso 1.00 calc . . . H(15) H 0.9162 0.5569 0.3531 0.0507 Uiso 1.00 calc . . . H(16) H 0.7929 0.4587 0.3543 0.0567 Uiso 1.00 calc . . . H(17) H 0.8271 0.3639 0.3103 0.0567 Uiso 1.00 calc . . . H(18) H 0.7933 0.3380 0.3858 0.0567 Uiso 1.00 calc . . . H(19) H 0.8280 0.1736 0.3842 0.0891 Uiso 1.00 calc . . . H(20) H 0.8981 0.1082 0.3762 0.0891 Uiso 1.00 calc . . . H(21) H 0.8526 0.0797 0.4427 0.0891 Uiso 1.00 calc . . . H(22) H 0.9666 0.1131 0.5420 0.0784 Uiso 1.00 calc . . . H(23) H 1.0120 0.1493 0.4769 0.0784 Uiso 1.00 calc . . . H(24) H 1.0025 0.2295 0.5452 0.0784 Uiso 1.00 calc . . . 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 O(1) 0.061(1) 0.0357(8) 0.0483(9) -0.0137(7) 0.0195(7) 0.0012(7) O(2) 0.0536(9) 0.0363(8) 0.0418(8) 0.0039(7) 0.0204(7) 0.0035(6) N(1) 0.0423(10) 0.0314(9) 0.0315(8) -0.0046(7) 0.0093(7) 0.0000(7) C(1) 0.032(1) 0.0306(10) 0.0314(9) -0.0014(8) 0.0065(8) -0.0009(8) C(2) 0.035(1) 0.034(1) 0.0305(10) -0.0026(8) 0.0073(8) 0.0011(8) C(3) 0.043(1) 0.037(1) 0.032(1) 0.0001(9) 0.0101(9) -0.0030(8) C(4) 0.039(1) 0.031(1) 0.036(1) -0.0008(8) 0.0068(8) -0.0013(8) C(5) 0.043(1) 0.033(1) 0.033(1) -0.0006(9) 0.0082(9) 0.0044(8) C(6) 0.034(1) 0.034(1) 0.0274(9) -0.0006(8) 0.0060(8) 0.0003(8) C(7) 0.043(1) 0.032(1) 0.038(1) -0.0006(9) 0.0134(9) -0.0005(8) C(8) 0.048(1) 0.041(1) 0.043(1) -0.0005(10) 0.0127(10) 0.0016(10) C(9) 0.062(2) 0.037(1) 0.061(2) 0.006(1) 0.020(1) 0.011(1) C(10) 0.082(2) 0.031(1) 0.068(2) -0.005(1) 0.023(1) -0.005(1) C(11) 0.075(2) 0.046(1) 0.051(1) -0.012(1) 0.006(1) -0.012(1) C(12) 0.056(1) 0.039(1) 0.045(1) 0.000(1) 0.005(1) -0.0008(10) C(13) 0.044(1) 0.034(1) 0.0262(9) -0.0069(9) 0.0062(8) -0.0030(8) C(14) 0.054(1) 0.045(1) 0.036(1) 0.002(1) 0.0097(9) 0.0029(10) C(15) 0.076(2) 0.044(1) 0.043(1) 0.004(1) 0.004(1) 0.006(1) C(16) 0.089(2) 0.053(1) 0.035(1) -0.017(1) 0.013(1) 0.007(1) C(17) 0.064(2) 0.065(2) 0.038(1) -0.017(1) 0.022(1) -0.001(1) C(18) 0.046(1) 0.049(1) 0.036(1) -0.007(1) 0.0105(9) -0.0035(10) C(19) 0.058(1) 0.033(1) 0.039(1) -0.0005(10) 0.0195(10) -0.0005(9) C(20) 0.044(1) 0.034(1) 0.0300(10) 0.0005(9) 0.0101(8) 0.0015(8) C(21) 0.047(1) 0.045(1) 0.035(1) -0.002(1) 0.0137(9) 0.0044(9) C(22) 0.049(1) 0.058(1) 0.035(1) -0.009(1) 0.0036(10) 0.001(1) C(23) 0.132(3) 0.050(2) 0.050(1) -0.031(2) 0.034(2) -0.019(1) C(24) 0.070(2) 0.059(2) 0.077(2) 0.023(1) 0.033(1) 0.023(1) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SAPI91 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.10' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) N(1) 1.276(2) . . yes O(2) C(19) 1.421(2) . . yes O(2) C(20) 1.453(2) . . yes N(1) C(1) 1.406(2) . . yes N(1) C(19) 1.489(2) . . yes C(1) C(2) 1.408(3) . . yes C(1) C(6) 1.405(3) . . yes C(2) C(3) 1.395(3) . . yes C(2) C(13) 1.492(3) . . yes C(3) C(4) 1.390(3) . . yes C(3) H(1) 0.961 . . no C(4) C(5) 1.396(3) . . yes C(4) C(7) 1.488(3) . . yes C(5) C(6) 1.382(3) . . yes C(5) H(2) 0.964 . . no C(6) C(20) 1.514(3) . . yes C(7) C(8) 1.391(3) . . yes C(7) C(12) 1.387(3) . . yes C(8) C(9) 1.390(3) . . yes C(8) H(3) 0.975 . . no C(9) C(10) 1.366(4) . . yes C(9) H(4) 0.973 . . no C(10) C(11) 1.378(4) . . yes C(10) H(5) 0.961 . . no C(11) C(12) 1.391(3) . . yes C(11) H(6) 0.968 . . no C(12) H(7) 0.967 . . no C(13) C(14) 1.387(3) . . yes C(13) C(18) 1.391(3) . . yes C(14) C(15) 1.385(3) . . yes C(14) H(8) 0.969 . . no C(15) C(16) 1.373(4) . . yes C(15) H(9) 0.975 . . no C(16) C(17) 1.372(4) . . yes C(16) H(10) 0.964 . . no C(17) C(18) 1.390(3) . . yes C(17) H(11) 0.967 . . no C(18) H(12) 0.977 . . no C(19) C(23) 1.511(3) . . yes C(19) C(24) 1.512(3) . . yes C(20) C(21) 1.520(3) . . yes C(20) C(22) 1.521(3) . . yes C(21) H(13) 0.957 . . no C(21) H(14) 0.958 . . no C(21) H(15) 0.951 . . no C(22) H(16) 0.968 . . no C(22) H(17) 0.952 . . no C(22) H(18) 0.955 . . no C(23) H(19) 0.977 . . no C(23) H(20) 0.952 . . no C(23) H(21) 0.956 . . no C(24) H(22) 0.955 . . no C(24) H(23) 0.954 . . no C(24) H(24) 0.982 . . no #------------------------------------------------------------------------------ loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(19) O(2) C(20) 119.3(1) . 1_555 1_555 yes O(1) N(1) C(1) 121.2(2) . 1_555 1_555 yes O(1) N(1) C(19) 117.0(2) . 1_555 1_555 yes C(1) N(1) C(19) 121.3(2) . 1_555 1_555 yes N(1) C(1) C(2) 122.4(2) . 1_555 1_555 yes N(1) C(1) C(6) 116.1(2) . 1_555 1_555 yes C(2) C(1) C(6) 121.4(2) . 1_555 1_555 yes C(1) C(2) C(3) 117.0(2) . 1_555 1_555 yes C(1) C(2) C(13) 124.6(2) . 1_555 1_555 yes C(3) C(2) C(13) 118.3(2) . 1_555 1_555 yes C(2) C(3) C(4) 122.7(2) . 1_555 1_555 yes C(2) C(3) H(1) 118.4 . 1_555 1_555 no C(4) C(3) H(1) 118.9 . 1_555 1_555 no C(3) C(4) C(5) 118.7(2) . 1_555 1_555 yes C(3) C(4) C(7) 120.5(2) . 1_555 1_555 yes C(5) C(4) C(7) 120.8(2) . 1_555 1_555 yes C(4) C(5) C(6) 120.9(2) . 1_555 1_555 yes C(4) C(5) H(2) 119.9 . 1_555 1_555 no C(6) C(5) H(2) 119.2 . 1_555 1_555 no C(1) C(6) C(5) 119.3(2) . 1_555 1_555 yes C(1) C(6) C(20) 117.4(2) . 1_555 1_555 yes C(5) C(6) C(20) 123.3(2) . 1_555 1_555 yes C(4) C(7) C(8) 120.4(2) . 1_555 1_555 yes C(4) C(7) C(12) 121.1(2) . 1_555 1_555 yes C(8) C(7) C(12) 118.5(2) . 1_555 1_555 yes C(7) C(8) C(9) 120.6(2) . 1_555 1_555 yes C(7) C(8) H(3) 119.4 . 1_555 1_555 no C(9) C(8) H(3) 120.0 . 1_555 1_555 no C(8) C(9) C(10) 120.4(2) . 1_555 1_555 yes C(8) C(9) H(4) 119.8 . 1_555 1_555 no C(10) C(9) H(4) 119.9 . 1_555 1_555 no C(9) C(10) C(11) 119.8(2) . 1_555 1_555 yes C(9) C(10) H(5) 120.9 . 1_555 1_555 no C(11) C(10) H(5) 119.3 . 1_555 1_555 no C(10) C(11) C(12) 120.5(2) . 1_555 1_555 yes C(10) C(11) H(6) 120.0 . 1_555 1_555 no C(12) C(11) H(6) 119.5 . 1_555 1_555 no C(7) C(12) C(11) 120.3(2) . 1_555 1_555 yes C(7) C(12) H(7) 119.6 . 1_555 1_555 no C(11) C(12) H(7) 120.1 . 1_555 1_555 no C(2) C(13) C(14) 120.8(2) . 1_555 1_555 yes C(2) C(13) C(18) 120.7(2) . 1_555 1_555 yes C(14) C(13) C(18) 118.4(2) . 1_555 1_555 yes C(13) C(14) C(15) 120.9(2) . 1_555 1_555 yes C(13) C(14) H(8) 119.2 . 1_555 1_555 no C(15) C(14) H(8) 119.9 . 1_555 1_555 no C(14) C(15) C(16) 120.2(2) . 1_555 1_555 yes C(14) C(15) H(9) 119.2 . 1_555 1_555 no C(16) C(15) H(9) 120.6 . 1_555 1_555 no C(15) C(16) C(17) 119.6(2) . 1_555 1_555 yes C(15) C(16) H(10) 120.9 . 1_555 1_555 no C(17) C(16) H(10) 119.5 . 1_555 1_555 no C(16) C(17) C(18) 120.7(2) . 1_555 1_555 yes C(16) C(17) H(11) 119.4 . 1_555 1_555 no C(18) C(17) H(11) 119.9 . 1_555 1_555 no C(13) C(18) C(17) 120.1(2) . 1_555 1_555 yes C(13) C(18) H(12) 119.4 . 1_555 1_555 no C(17) C(18) H(12) 120.5 . 1_555 1_555 no O(2) C(19) N(1) 109.6(2) . 1_555 1_555 yes O(2) C(19) C(23) 112.4(2) . 1_555 1_555 yes O(2) C(19) C(24) 105.7(2) . 1_555 1_555 yes N(1) C(19) C(23) 109.7(2) . 1_555 1_555 yes N(1) C(19) C(24) 107.5(2) . 1_555 1_555 yes C(23) C(19) C(24) 111.8(2) . 1_555 1_555 yes O(2) C(20) C(6) 106.8(2) . 1_555 1_555 yes O(2) C(20) C(21) 102.6(2) . 1_555 1_555 yes O(2) C(20) C(22) 113.0(2) . 1_555 1_555 yes C(6) C(20) C(21) 113.1(2) . 1_555 1_555 yes C(6) C(20) C(22) 110.3(2) . 1_555 1_555 yes C(21) C(20) C(22) 110.8(2) . 1_555 1_555 yes C(20) C(21) H(13) 110.0 . 1_555 1_555 no C(20) C(21) H(14) 110.3 . 1_555 1_555 no C(20) C(21) H(15) 110.8 . 1_555 1_555 no H(13) C(21) H(14) 108.2 . 1_555 1_555 no H(13) C(21) H(15) 108.8 . 1_555 1_555 no H(14) C(21) H(15) 108.7 . 1_555 1_555 no C(20) C(22) H(16) 110.3 . 1_555 1_555 no C(20) C(22) H(17) 111.3 . 1_555 1_555 no C(20) C(22) H(18) 110.9 . 1_555 1_555 no H(16) C(22) H(17) 107.7 . 1_555 1_555 no H(16) C(22) H(18) 107.5 . 1_555 1_555 no H(17) C(22) H(18) 108.9 . 1_555 1_555 no C(19) C(23) H(19) 110.1 . 1_555 1_555 no C(19) C(23) H(20) 112.1 . 1_555 1_555 no C(19) C(23) H(21) 111.9 . 1_555 1_555 no H(19) C(23) H(20) 107.1 . 1_555 1_555 no H(19) C(23) H(21) 106.7 . 1_555 1_555 no H(20) C(23) H(21) 108.8 . 1_555 1_555 no C(19) C(24) H(22) 112.3 . 1_555 1_555 no C(19) C(24) H(23) 112.3 . 1_555 1_555 no C(19) C(24) H(24) 110.2 . 1_555 1_555 no H(22) C(24) H(23) 108.8 . 1_555 1_555 no H(22) C(24) H(24) 106.5 . 1_555 1_555 no H(23) C(24) H(24) 106.5 . 1_555 1_555 no #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O(1) N(1) C(1) C(2) 25.1(3) 1_555 1_555 1_555 1_555 yes O(1) N(1) C(1) C(6) -152.2(2) 1_555 1_555 1_555 1_555 yes O(1) N(1) C(19) O(2) 168.0(2) 1_555 1_555 1_555 1_555 yes O(1) N(1) C(19) C(23) 44.1(3) 1_555 1_555 1_555 1_555 yes O(1) N(1) C(19) C(24) -77.6(2) 1_555 1_555 1_555 1_555 yes O(2) C(19) N(1) C(1) -19.6(3) 1_555 1_555 1_555 1_555 yes O(2) C(20) C(6) C(1) -39.5(2) 1_555 1_555 1_555 1_555 yes O(2) C(20) C(6) C(5) 141.8(2) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(2) C(3) -174.9(2) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(2) C(13) 9.1(3) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(6) C(5) 175.7(2) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(6) C(20) -3.0(3) 1_555 1_555 1_555 1_555 yes N(1) C(19) O(2) C(20) -29.7(2) 1_555 1_555 1_555 1_555 yes C(1) N(1) C(19) C(23) -143.5(2) 1_555 1_555 1_555 1_555 yes C(1) N(1) C(19) C(24) 94.8(2) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) -1.7(3) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(13) C(14) 53.3(3) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(13) C(18) -131.3(2) 1_555 1_555 1_555 1_555 yes C(1) C(6) C(5) C(4) 0.2(3) 1_555 1_555 1_555 1_555 yes C(1) C(6) C(20) C(21) -151.6(2) 1_555 1_555 1_555 1_555 yes C(1) C(6) C(20) C(22) 83.7(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) N(1) C(19) -146.9(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) C(5) -1.6(3) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) C(20) 179.7(2) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) 0.4(3) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(7) -178.3(2) 1_555 1_555 1_555 1_555 yes C(2) C(13) C(14) C(15) 176.8(2) 1_555 1_555 1_555 1_555 yes C(2) C(13) C(18) C(17) -176.9(2) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(6) 2.3(3) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(13) C(14) -122.7(2) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(13) C(18) 52.7(3) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(6) 0.4(3) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(7) C(8) -137.7(2) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(7) C(12) 41.1(3) 1_555 1_555 1_555 1_555 yes C(4) C(3) C(2) C(13) 174.6(2) 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) C(20) 178.9(2) 1_555 1_555 1_555 1_555 yes C(4) C(7) C(8) C(9) 177.2(2) 1_555 1_555 1_555 1_555 yes C(4) C(7) C(12) C(11) -178.3(2) 1_555 1_555 1_555 1_555 yes C(5) C(4) C(7) C(8) 43.7(3) 1_555 1_555 1_555 1_555 yes C(5) C(4) C(7) C(12) -137.5(2) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(20) C(21) 29.7(3) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(20) C(22) -95.0(2) 1_555 1_555 1_555 1_555 yes C(6) C(1) N(1) C(19) 35.7(3) 1_555 1_555 1_555 1_555 yes C(6) C(1) C(2) C(13) -173.8(2) 1_555 1_555 1_555 1_555 yes C(6) C(5) C(4) C(7) 179.0(2) 1_555 1_555 1_555 1_555 yes C(6) C(20) O(2) C(19) 58.2(2) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(9) C(10) 1.5(4) 1_555 1_555 1_555 1_555 yes C(7) C(12) C(11) C(10) 0.6(4) 1_555 1_555 1_555 1_555 yes C(8) C(7) C(12) C(11) 0.6(3) 1_555 1_555 1_555 1_555 yes C(8) C(9) C(10) C(11) -0.3(4) 1_555 1_555 1_555 1_555 yes C(9) C(8) C(7) C(12) -1.6(3) 1_555 1_555 1_555 1_555 yes C(9) C(10) C(11) C(12) -0.8(4) 1_555 1_555 1_555 1_555 yes C(13) C(14) C(15) C(16) 0.1(4) 1_555 1_555 1_555 1_555 yes C(13) C(18) C(17) C(16) 0.1(3) 1_555 1_555 1_555 1_555 yes C(14) C(13) C(18) C(17) -1.3(3) 1_555 1_555 1_555 1_555 yes C(14) C(15) C(16) C(17) -1.3(4) 1_555 1_555 1_555 1_555 yes C(15) C(14) C(13) C(18) 1.2(3) 1_555 1_555 1_555 1_555 yes C(15) C(16) C(17) C(18) 1.2(4) 1_555 1_555 1_555 1_555 yes C(19) O(2) C(20) C(21) 177.3(2) 1_555 1_555 1_555 1_555 yes C(19) O(2) C(20) C(22) -63.3(2) 1_555 1_555 1_555 1_555 yes C(20) O(2) C(19) C(23) 92.5(2) 1_555 1_555 1_555 1_555 yes C(20) O(2) C(19) C(24) -145.3(2) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O(1) C(10) 3.281(3) . 1_545 ? O(1) C(9) 3.401(3) . 1_545 ? O(1) C(22) 3.462(3) . 7_656 ? O(1) O(1) 3.567(3) . 7_656 ? C(8) C(8) 3.596(4) . 7_666 ? #------------------------------------------------------------------------------ Yozo Miura Professor of Applied Chemistry <><><><><><><><><><><><><><><><><><><><><><><><><> Department of Applied Chemistry Faculty of Engineering Osaka City University Sumiyoshi-ku, Osaka 558-8585 Japan TEL: +81-6-6605-2798 FAX: +81-6-6605-2769 e-mail: miura@a-chem.eng.osaka-cu.ac.jp <><><><><><><><><><><><><><><><><><><><><><><><><>