# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 188/258 data_A_TEXRAY.INF_file_is_not_p #------------------------------------------------------------------------------ _audit_creation_date 'Wed May 26 03:56:32 1999' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'RIGAKU d*TREK' _computing_cell_refinement 'RIGAKU d*TREK' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_name_systematic ; Quadricyclaue with carboxamide-TEMPO ; _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 289.40 _chemical_formula_analytical ? _chemical_formula_sum 'C17 H25 N2 O2 ' _chemical_formula_moiety 'C17 H25 N2 O2 ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 7.5297(3) _cell_length_b 22.131(3) _cell_length_c 9.9543(6) _cell_angle_alpha 90 _cell_angle_beta 105.622(2) _cell_angle_gamma 90 _cell_volume 1597.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 290 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? 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 #------------------------------------------------------------------------------ _exptl_crystal_description 'plate' _exptl_crystal_colour 'pale red' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_diffrn 1.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628.00 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 290 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'CCD area detector' _diffrn_measurement_device_type 'ADSC Quantum 1' _diffrn_reflns_number 1195 _reflns_number_total 1195 _reflns_number_gt 2491 _reflns_observed_expression >2.0sigma(I) _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_av_sigmaI/netI 0.041 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 27.7 _diffrn_reflns_reduction_process 'Lp corrections applied' #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_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) ; #------------------------------------------------------------------------------ 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_flags _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 1.1808(3) 0.05167(10) 0.6553(3) 0.0769(8) Uani 1.00 d . . . O(2) O 0.6460(3) 0.27736(8) 0.4529(2) 0.0502(6) Uani 1.00 d . . . N(1) N 1.0742(3) 0.09613(10) 0.6615(2) 0.0464(7) Uani 1.00 d . . . N(2) N 0.7135(3) 0.24198(9) 0.6737(2) 0.0341(6) Uani 1.00 d . . . C(3) C 0.8071(3) 0.1885(1) 0.6393(3) 0.0327(7) Uani 1.00 d . . . C(2) C 0.8256(3) 0.1404(1) 0.7488(3) 0.0372(7) Uani 1.00 d . . . C(1) C 0.9067(3) 0.0815(1) 0.7095(3) 0.0407(7) Uani 1.00 d . . . C(5) C 1.0909(3) 0.1501(1) 0.5757(3) 0.0443(8) Uani 1.00 d . . . C(4) C 0.9971(3) 0.2038(1) 0.6240(3) 0.0412(8) Uani 1.00 d . . . C(9) C 0.9678(4) 0.0409(1) 0.8376(3) 0.0620(10) Uani 1.00 d . . . C(8) C 0.7654(4) 0.0482(1) 0.5940(4) 0.0609(10) Uani 1.00 d . . . C(6) C 1.0060(4) 0.1361(1) 0.4214(3) 0.0595(10) Uani 1.00 d . . . C(7) C 1.2968(4) 0.1641(2) 0.6012(4) 0.071(1) Uani 1.00 d . . . C(8') C 0.6337(3) 0.2817(1) 0.5741(3) 0.0349(7) Uani 1.00 d . . . C(5') C 0.5282(3) 0.3313(1) 0.6143(3) 0.0370(7) Uani 1.00 d . . . C(1') C 0.4530(4) 0.3394(1) 0.7407(3) 0.0481(8) Uani 1.00 d . . . C(7') C 0.2737(4) 0.3648(1) 0.6470(3) 0.0600(10) Uani 1.00 d . . . C(6') C 0.3495(4) 0.3569(1) 0.5213(3) 0.0560(9) Uani 1.00 d . . . C(2') C 0.4087(4) 0.4054(1) 0.7417(3) 0.0564(9) Uani 1.00 d . . . C(3') C 0.5168(5) 0.4402(1) 0.6633(4) 0.073(1) Uani 1.00 d . . . C(4') C 0.5184(4) 0.3943(1) 0.5516(3) 0.0577(10) Uani 1.00 d . . . H(3) H 0.7353 0.1748 0.5521 0.0347 Uiso 1.00 c . . . H(1) H 0.9052 0.1555 0.8388 0.0442 Uiso 1.00 c . . . H(2) H 0.7069 0.1303 0.7638 0.0540 Uiso 1.00 c . . . H(5) H 1.0742 0.2198 0.7129 0.0503 Uiso 1.00 c . . . H(4) H 0.9943 0.2360 0.5555 0.0454 Uiso 1.00 c . . . H(17) H 1.0830 0.0597 0.9146 0.0921 Uiso 1.00 c . . . H(15) H 0.8569 0.0354 0.8791 0.0751 Uiso 1.00 c . . . H(16) H 1.0205 0.0054 0.8126 0.0934 Uiso 1.00 c . . . H(13) H 0.6585 0.0319 0.6279 0.0860 Uiso 1.00 c . . . H(12) H 0.7094 0.0737 0.5070 0.0740 Uiso 1.00 c . . . H(14) H 0.8216 0.0136 0.5728 0.0876 Uiso 1.00 c . . . H(8) H 1.0277 0.1656 0.3672 0.0958 Uiso 1.00 c . . . H(6) H 0.8670 0.1316 0.4018 0.0663 Uiso 1.00 c . . . H(7) H 1.0478 0.0975 0.3971 0.0819 Uiso 1.00 c . . . H(10) H 1.3433 0.1288 0.5651 0.0943 Uiso 1.00 c . . . H(11) H 1.3039 0.2016 0.5460 0.1079 Uiso 1.00 c . . . H(9) H 1.3529 0.1712 0.6988 0.0973 Uiso 1.00 c . . . H(18) H 0.6916 0.2424 0.7547 0.0356 Uiso 1.00 c . . . H(24) H 0.4607 0.3118 0.8135 0.0851 Uiso 1.00 c . . . H(25) H 0.1471 0.3572 0.6532 0.0949 Uiso 1.00 c . . . H(19) H 0.2868 0.3414 0.4299 0.1065 Uiso 1.00 c . . . H(20) H 0.3776 0.4207 0.8241 0.0720 Uiso 1.00 c . . . H(22) H 0.4524 0.4810 0.6174 0.0936 Uiso 1.00 c . . . H(21) H 0.6420 0.4511 0.7206 0.0876 Uiso 1.00 c . . . H(23) H 0.5678 0.4015 0.4798 0.0746 Uiso 1.00 c . . . 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) 0.085(2) 0.064(1) 0.092(2) 0.043(1) 0.042(1) 0.012(1) O(2) 0.079(1) 0.045(1) 0.036(1) 0.0127(9) 0.0303(9) 0.0046(9) N(1) 0.052(1) 0.041(1) 0.050(1) 0.017(1) 0.021(1) 0.003(1) N(2) 0.047(1) 0.032(1) 0.030(1) 0.0070(9) 0.0209(9) 0.0000(9) C(3) 0.041(1) 0.027(1) 0.035(1) 0.0031(10) 0.018(1) -0.001(1) C(2) 0.041(1) 0.037(1) 0.039(1) 0.002(1) 0.020(1) 0.003(1) C(1) 0.050(1) 0.028(1) 0.046(2) 0.003(1) 0.016(1) 0.003(1) C(5) 0.046(1) 0.047(2) 0.048(2) 0.008(1) 0.027(1) 0.002(1) C(4) 0.044(1) 0.037(1) 0.049(2) -0.002(1) 0.023(1) 0.000(1) C(9) 0.078(2) 0.044(2) 0.067(2) 0.013(1) 0.024(2) 0.020(2) C(8) 0.075(2) 0.036(2) 0.069(2) -0.005(1) 0.014(2) -0.004(2) C(6) 0.075(2) 0.064(2) 0.049(2) 0.019(2) 0.032(2) 0.000(2) C(7) 0.050(2) 0.091(3) 0.084(3) 0.008(2) 0.039(2) 0.004(2) C(8') 0.045(1) 0.033(1) 0.031(1) -0.001(1) 0.018(1) 0.000(1) C(5') 0.047(1) 0.034(1) 0.032(1) 0.008(1) 0.014(1) 0.001(1) C(1') 0.067(2) 0.043(2) 0.040(2) 0.016(1) 0.025(1) 0.004(1) C(7') 0.056(2) 0.070(2) 0.058(2) 0.014(2) 0.023(1) 0.000(2) C(6') 0.060(2) 0.068(2) 0.038(2) 0.019(2) 0.012(1) 0.005(1) C(2') 0.079(2) 0.045(2) 0.053(2) 0.019(1) 0.031(2) -0.002(1) C(3') 0.094(2) 0.038(2) 0.098(3) 0.010(2) 0.046(2) -0.001(2) C(4') 0.087(2) 0.040(2) 0.061(2) 0.018(1) 0.045(2) 0.018(1) #------------------------------------------------------------------------------ _refine_special_details ; Refinement based on F^2^ against all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^, conventional R-factors (R) are calculated on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. thus the refinement was done using all reflections. R-factors based on F^2^ are statistically about twice as large as those based on F, and R-factor based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + 0.00360(Fo^2^)^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2491 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0889 _refine_ls_R_factor_gt 0.0889 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_ref 0.1641 _refine_ls_wR_factor_gt 0.1641 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_ref 1.826 _refine_ls_shift/su_max 0.0070 _refine_ls_shift/su_mean 0.0010 _refine_diff_density_min -0.20 _refine_diff_density_max 0.17 #------------------------------------------------------------------------------ _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) 1.281(3) 1_555 1_555 yes O(2) C(8') 1.239(3) 1_555 1_555 yes N(1) C(1) 1.500(3) 1_555 1_555 yes N(1) C(5) 1.493(3) 1_555 1_555 yes N(2) C(3) 1.464(3) 1_555 1_555 yes N(2) C(8') 1.340(3) 1_555 1_555 yes C(3) C(2) 1.503(3) 1_555 1_555 yes C(3) C(4) 1.516(3) 1_555 1_555 yes C(2) C(1) 1.535(3) 1_555 1_555 yes C(1) C(9) 1.526(4) 1_555 1_555 yes C(1) C(8) 1.529(4) 1_555 1_555 yes C(5) C(4) 1.526(4) 1_555 1_555 yes C(5) C(6) 1.528(4) 1_555 1_555 yes C(5) C(7) 1.534(4) 1_555 1_555 yes C(8') C(5') 1.471(3) 1_555 1_555 yes C(5') C(1') 1.523(4) 1_555 1_555 yes C(5') C(6') 1.523(4) 1_555 1_555 yes C(5') C(4') 1.523(4) 1_555 1_555 yes C(1') C(7') 1.526(4) 1_555 1_555 yes C(1') C(2') 1.500(4) 1_555 1_555 yes C(7') C(6') 1.519(4) 1_555 1_555 yes C(7') C(2') 1.488(4) 1_555 1_555 yes C(6') C(4') 1.479(4) 1_555 1_555 yes C(2') C(3') 1.486(4) 1_555 1_555 yes C(3') C(4') 1.508(4) 1_555 1_555 yes #------------------------------------------------------------------------------ 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 O(1) N(1) C(1) 116.1(2) 1_555 1_555 1_555 yes O(1) N(1) C(5) 115.9(2) 1_555 1_555 1_555 yes C(1) N(1) C(5) 124.2(2) 1_555 1_555 1_555 yes C(3) N(2) C(8') 120.3(2) 1_555 1_555 1_555 yes C(3) N(2) H(18) 116.8(2) 1_555 1_555 1_555 no C(8') N(2) H(18) 121.4(2) 1_555 1_555 1_555 no N(2) C(3) C(2) 111.0(2) 1_555 1_555 1_555 yes N(2) C(3) C(4) 111.7(2) 1_555 1_555 1_555 yes N(2) C(3) H(3) 106.5(2) 1_555 1_555 1_555 no C(2) C(3) C(4) 108.9(2) 1_555 1_555 1_555 yes C(2) C(3) H(3) 111.0(2) 1_555 1_555 1_555 no C(4) C(3) H(3) 107.6(2) 1_555 1_555 1_555 no C(3) C(2) C(1) 112.5(2) 1_555 1_555 1_555 yes C(3) C(2) H(1) 109.5(2) 1_555 1_555 1_555 no C(3) C(2) H(2) 111.4(2) 1_555 1_555 1_555 no C(1) C(2) H(1) 109.3(2) 1_555 1_555 1_555 no C(1) C(2) H(2) 106.8(2) 1_555 1_555 1_555 no H(1) C(2) H(2) 107.2(2) 1_555 1_555 1_555 no N(1) C(1) C(2) 108.9(2) 1_555 1_555 1_555 yes N(1) C(1) C(9) 107.6(2) 1_555 1_555 1_555 yes N(1) C(1) C(8) 109.8(2) 1_555 1_555 1_555 yes C(2) C(1) C(9) 109.8(2) 1_555 1_555 1_555 yes C(2) C(1) C(8) 110.9(2) 1_555 1_555 1_555 yes C(9) C(1) C(8) 109.7(2) 1_555 1_555 1_555 yes N(1) C(5) C(4) 109.0(2) 1_555 1_555 1_555 yes N(1) C(5) C(6) 109.6(2) 1_555 1_555 1_555 yes N(1) C(5) C(7) 107.7(2) 1_555 1_555 1_555 yes C(4) C(5) C(6) 111.8(2) 1_555 1_555 1_555 yes C(4) C(5) C(7) 108.9(2) 1_555 1_555 1_555 yes C(6) C(5) C(7) 109.7(2) 1_555 1_555 1_555 yes C(3) C(4) C(5) 112.8(2) 1_555 1_555 1_555 yes C(3) C(4) H(5) 109.5(2) 1_555 1_555 1_555 no C(3) C(4) H(4) 112.8(2) 1_555 1_555 1_555 no C(5) C(4) H(5) 110.6(2) 1_555 1_555 1_555 no C(5) C(4) H(4) 105.7(2) 1_555 1_555 1_555 no H(5) C(4) H(4) 105.1(2) 1_555 1_555 1_555 no C(1) C(9) H(17) 111.8(2) 1_555 1_555 1_555 no C(1) C(9) H(15) 108.0(2) 1_555 1_555 1_555 no C(1) C(9) H(16) 108.9(3) 1_555 1_555 1_555 no H(17) C(9) H(15) 110.2(3) 1_555 1_555 1_555 no H(17) C(9) H(16) 101.2(3) 1_555 1_555 1_555 no H(15) C(9) H(16) 116.7(3) 1_555 1_555 1_555 no C(1) C(8) H(13) 111.9(3) 1_555 1_555 1_555 no C(1) C(8) H(12) 114.5(2) 1_555 1_555 1_555 no C(1) C(8) H(14) 107.5(3) 1_555 1_555 1_555 no H(13) C(8) H(12) 107.1(3) 1_555 1_555 1_555 no H(13) C(8) H(14) 103.4(3) 1_555 1_555 1_555 no H(12) C(8) H(14) 111.9(3) 1_555 1_555 1_555 no C(5) C(6) H(8) 111.4(3) 1_555 1_555 1_555 no C(5) C(6) H(6) 110.1(2) 1_555 1_555 1_555 no C(5) C(6) H(7) 110.9(3) 1_555 1_555 1_555 no H(8) C(6) H(6) 107.7(3) 1_555 1_555 1_555 no H(8) C(6) H(7) 111.8(3) 1_555 1_555 1_555 no H(6) C(6) H(7) 104.7(3) 1_555 1_555 1_555 no C(5) C(7) H(10) 103.1(3) 1_555 1_555 1_555 no C(5) C(7) H(11) 106.0(3) 1_555 1_555 1_555 no C(5) C(7) H(9) 110.4(3) 1_555 1_555 1_555 no H(10) C(7) H(11) 112.8(3) 1_555 1_555 1_555 no H(10) C(7) H(9) 113.8(3) 1_555 1_555 1_555 no H(11) C(7) H(9) 110.1(4) 1_555 1_555 1_555 no O(2) C(8') N(2) 122.2(2) 1_555 1_555 1_555 yes O(2) C(8') C(5') 120.7(2) 1_555 1_555 1_555 yes N(2) C(8') C(5') 117.1(2) 1_555 1_555 1_555 yes C(8') C(5') C(1') 131.3(2) 1_555 1_555 1_555 yes C(8') C(5') C(6') 124.5(2) 1_555 1_555 1_555 yes C(8') C(5') C(4') 122.8(2) 1_555 1_555 1_555 yes C(1') C(5') C(6') 89.7(2) 1_555 1_555 1_555 yes C(1') C(5') C(4') 104.1(2) 1_555 1_555 1_555 yes C(6') C(5') C(4') 58.1(2) 1_555 1_555 1_555 yes C(5') C(1') C(7') 90.2(2) 1_555 1_555 1_555 yes C(5') C(1') C(2') 104.7(2) 1_555 1_555 1_555 yes C(5') C(1') H(24) 127.1(2) 1_555 1_555 1_555 no C(7') C(1') C(2') 58.9(2) 1_555 1_555 1_555 yes C(7') C(1') H(24) 124.9(3) 1_555 1_555 1_555 no C(2') C(1') H(24) 126.6(3) 1_555 1_555 1_555 no C(1') C(7') C(6') 89.7(2) 1_555 1_555 1_555 yes C(1') C(7') C(2') 59.6(2) 1_555 1_555 1_555 yes C(1') C(7') H(25) 127.6(3) 1_555 1_555 1_555 no C(6') C(7') C(2') 104.3(3) 1_555 1_555 1_555 yes C(6') C(7') H(25) 128.0(3) 1_555 1_555 1_555 no C(2') C(7') H(25) 124.8(3) 1_555 1_555 1_555 no C(5') C(6') C(7') 90.5(2) 1_555 1_555 1_555 yes C(5') C(6') C(4') 60.9(2) 1_555 1_555 1_555 yes C(5') C(6') H(19) 124.5(3) 1_555 1_555 1_555 no C(7') C(6') C(4') 105.1(3) 1_555 1_555 1_555 yes C(7') C(6') H(19) 128.2(3) 1_555 1_555 1_555 no C(4') C(6') H(19) 124.5(3) 1_555 1_555 1_555 no C(1') C(2') C(7') 61.4(2) 1_555 1_555 1_555 yes C(1') C(2') C(3') 110.3(2) 1_555 1_555 1_555 yes C(1') C(2') H(20) 116.8(3) 1_555 1_555 1_555 no C(7') C(2') C(3') 110.9(3) 1_555 1_555 1_555 yes C(7') C(2') H(20) 117.8(3) 1_555 1_555 1_555 no C(3') C(2') H(20) 123.6(3) 1_555 1_555 1_555 no C(2') C(3') C(4') 98.8(2) 1_555 1_555 1_555 yes C(2') C(3') H(22) 114.4(3) 1_555 1_555 1_555 no C(2') C(3') H(21) 113.2(3) 1_555 1_555 1_555 no C(4') C(3') H(22) 110.3(3) 1_555 1_555 1_555 no C(4') C(3') H(21) 113.2(3) 1_555 1_555 1_555 no H(22) C(3') H(21) 106.9(3) 1_555 1_555 1_555 no C(5') C(4') C(6') 60.9(2) 1_555 1_555 1_555 yes C(5') C(4') C(3') 108.9(2) 1_555 1_555 1_555 yes C(5') C(4') H(23) 120.0(3) 1_555 1_555 1_555 no C(6') C(4') C(3') 110.5(3) 1_555 1_555 1_555 yes C(6') C(4') H(23) 116.8(3) 1_555 1_555 1_555 no C(3') C(4') H(23) 123.5(3) 1_555 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) 164.7(2) 1_555 1_555 1_555 1_555 yes O(1) N(1) C(1) C(9) 45.7(3) 1_555 1_555 1_555 1_555 yes O(1) N(1) C(1) C(8) -73.7(3) 1_555 1_555 1_555 1_555 yes O(1) N(1) C(5) C(4) -164.7(2) 1_555 1_555 1_555 1_555 yes O(1) N(1) C(5) C(6) 72.6(3) 1_555 1_555 1_555 1_555 yes O(1) N(1) C(5) C(7) -46.7(3) 1_555 1_555 1_555 1_555 yes O(2) C(8') N(2) C(3) -5.0(4) 1_555 1_555 1_555 1_555 yes O(2) C(8') C(5') C(1') 163.4(3) 1_555 1_555 1_555 1_555 yes O(2) C(8') C(5') C(6') 36.9(4) 1_555 1_555 1_555 1_555 yes O(2) C(8') C(5') C(4') -34.4(4) 1_555 1_555 1_555 1_555 yes N(1) C(1) C(2) C(3) 47.9(3) 1_555 1_555 1_555 1_555 yes N(1) C(5) C(4) C(3) -47.6(3) 1_555 1_555 1_555 1_555 yes N(2) C(3) C(2) C(1) 174.6(2) 1_555 1_555 1_555 1_555 yes N(2) C(3) C(4) C(5) -175.0(2) 1_555 1_555 1_555 1_555 yes N(2) C(8') C(5') C(1') -16.2(4) 1_555 1_555 1_555 1_555 yes N(2) C(8') C(5') C(6') -142.7(3) 1_555 1_555 1_555 1_555 yes N(2) C(8') C(5') C(4') 146.0(3) 1_555 1_555 1_555 1_555 yes C(3) N(2) C(8') C(5') 174.6(2) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(9) 165.5(2) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(8) -73.1(3) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(6) 73.8(3) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(7) -164.8(2) 1_555 1_555 1_555 1_555 yes C(2) C(3) N(2) C(8') -159.7(2) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) 62.0(3) 1_555 1_555 1_555 1_555 yes C(2) C(1) N(1) C(5) -38.1(3) 1_555 1_555 1_555 1_555 yes C(1) N(1) C(5) C(4) 38.0(3) 1_555 1_555 1_555 1_555 yes C(1) N(1) C(5) C(6) -84.7(3) 1_555 1_555 1_555 1_555 yes C(1) N(1) C(5) C(7) 156.0(2) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) -62.0(3) 1_555 1_555 1_555 1_555 yes C(5) N(1) C(1) C(9) -157.0(2) 1_555 1_555 1_555 1_555 yes C(5) N(1) C(1) C(8) 83.6(3) 1_555 1_555 1_555 1_555 yes C(4) C(3) N(2) C(8') 78.5(3) 1_555 1_555 1_555 1_555 yes C(8') C(5') C(1') C(7') -138.2(3) 1_555 1_555 1_555 1_555 yes C(8') C(5') C(1') C(2') 164.0(3) 1_555 1_555 1_555 1_555 yes C(8') C(5') C(6') C(7') 142.6(3) 1_555 1_555 1_555 1_555 yes C(8') C(5') C(6') C(4') -110.3(3) 1_555 1_555 1_555 1_555 yes C(8') C(5') C(4') C(6') 113.1(3) 1_555 1_555 1_555 1_555 yes C(8') C(5') C(4') C(3') -143.4(3) 1_555 1_555 1_555 1_555 yes C(5') C(1') C(7') C(6') -0.3(2) 1_555 1_555 1_555 1_555 yes C(5') C(1') C(7') C(2') -107.1(2) 1_555 1_555 1_555 1_555 yes C(5') C(1') C(2') C(7') 81.1(2) 1_555 1_555 1_555 1_555 yes C(5') C(1') C(2') C(3') -22.3(3) 1_555 1_555 1_555 1_555 yes C(5') C(6') C(7') C(1') 0.3(2) 1_555 1_555 1_555 1_555 yes C(5') C(6') C(7') C(2') 58.7(3) 1_555 1_555 1_555 1_555 yes C(5') C(6') C(4') C(3') -100.8(3) 1_555 1_555 1_555 1_555 yes C(5') C(4') C(6') C(7') 81.9(2) 1_555 1_555 1_555 1_555 yes C(5') C(4') C(3') C(2') -34.9(3) 1_555 1_555 1_555 1_555 yes C(1') C(5') C(6') C(7') -0.3(2) 1_555 1_555 1_555 1_555 yes C(1') C(5') C(6') C(4') 106.8(2) 1_555 1_555 1_555 1_555 yes C(1') C(5') C(4') C(6') -80.6(2) 1_555 1_555 1_555 1_555 yes C(1') C(5') C(4') C(3') 22.8(3) 1_555 1_555 1_555 1_555 yes C(1') C(7') C(6') C(4') -59.7(3) 1_555 1_555 1_555 1_555 yes C(1') C(7') C(2') C(3') 102.4(3) 1_555 1_555 1_555 1_555 yes C(1') C(2') C(7') C(6') -81.0(2) 1_555 1_555 1_555 1_555 yes C(1') C(2') C(3') C(4') 34.9(3) 1_555 1_555 1_555 1_555 yes C(7') C(1') C(5') C(6') 0.3(2) 1_555 1_555 1_555 1_555 yes C(7') C(1') C(5') C(4') 57.2(3) 1_555 1_555 1_555 1_555 yes C(7') C(1') C(2') C(3') -103.4(3) 1_555 1_555 1_555 1_555 yes C(7') C(6') C(5') C(4') -107.1(2) 1_555 1_555 1_555 1_555 yes C(7') C(6') C(4') C(3') -18.9(3) 1_555 1_555 1_555 1_555 yes C(7') C(2') C(3') C(4') -31.2(3) 1_555 1_555 1_555 1_555 yes C(6') C(5') C(1') C(2') -57.5(3) 1_555 1_555 1_555 1_555 yes C(6') C(5') C(4') C(3') 103.5(3) 1_555 1_555 1_555 1_555 yes C(6') C(7') C(1') C(2') 106.8(3) 1_555 1_555 1_555 1_555 yes C(6') C(7') C(2') C(3') 21.3(3) 1_555 1_555 1_555 1_555 yes C(6') C(4') C(3') C(2') 30.3(3) 1_555 1_555 1_555 1_555 yes C(2') C(1') C(5') C(4') -0.6(3) 1_555 1_555 1_555 1_555 yes C(2') C(7') C(6') C(4') -1.2(3) 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(8) 3.428(4) 1_555 3_756 ? O(1) C(3') 3.510(4) 1_555 2_746 ? O(2) N(2) 2.987(3) 1_555 4_554 ? O(2) C(2) 3.278(3) 1_555 4_554 ? O(2) C(1') 3.405(3) 1_555 4_554 ? N(2) C(7) 3.481(4) 1_555 1_455 ? #------------------------------------------------------------------------------ _publ_contact_author_name ' Shinichi Nakatuji' _publ_contact_author_address ; Department of Material Science Faculty of Science Himeji Institute of Technology Koto 3-2-1, Kamigori, Hyogo 678-1297, Japan ; _publ_contact_author_email ' nakatuji@sci.himeji-tech.ac.jp' _publ_contact_author_fax ' +81(791)580164 ' _publ_contact_author_phone ' +81(791)580164 '