# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/462 data_global _publ_requested_journal ' Perkin Trans. 1' _publ_contact_author ; Keitaro Ishii, Yukio Shimada, Shigeo Sugiyama and Masahiro Noji Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan ; _publ_contact_author_email ' ishiikei@my-pharm.ac.jp ' _publ_section_title ; Photoreactions of b-aziridinylacrylonitrile. 1,3-Dipolar cycloadditions of photoinduced azomethine ylide ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation. (1995). teXsan. Single Crystal Structure Analysis Software. Version 1.7. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359. ; data_1 #------------------------------------------------------------------------------ _audit_creation_date 'Tue Nov. 23 10:23:41 1999' _audit_creation_method 'from TEXRAY.INF file' #------------------------------------------------------------------------------ _computing_data_collection 'Rigaku/AFC Diffractometer Control' _computing_cell_refinement 'Rigaku/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_formula_weight 368.48 _chemical_formula_sum 'C24 H24 N4 ' _chemical_melting_point 386 #------------------------------------------------------------------------------ _cell_length_a 18.906(2) _cell_length_b 5.616(6) _cell_length_c 20.119(2) _cell_angle_alpha 90 _cell_angle_beta 97.916(8) _cell_angle_gamma 90 _cell_volume 2115(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 28.7 _cell_measurement_theta_max 30.0 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.700 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.157 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 784.00 _exptl_absorpt_coefficient_mu 0.542 _exptl_absorpt_correction_type '\y scans(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.961 _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 298.2 _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator 'graphite' _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -4.46 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 4 0 0 2 0 -4 3 1 1 _diffrn_reflns_number 4418 _reflns_number_observed 1704 _reflns_number_total 4284 _reflns_observed_criterion >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.039 _diffrn_reflns_av_sigmaI/netI 0.095 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 68.07 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.04208 _diffrn_orient_matrix_UB_12 0.00262 _diffrn_orient_matrix_UB_13 -0.02515 _diffrn_orient_matrix_UB_21 -0.03287 _diffrn_orient_matrix_UB_22 -0.00050 _diffrn_orient_matrix_UB_23 -0.04342 _diffrn_orient_matrix_UB_31 -0.00071 _diffrn_orient_matrix_UB_32 0.17805 _diffrn_orient_matrix_UB_33 0.00025 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 96 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 96 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 16 0.031 0.018 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_refinement_flags N1 0.4263(1) 0.2525(5) 0.6813(1) 0.0612(8) Uani d . 1.00 . N16 0.3140(2) -0.1129(8) 0.4705(2) 0.110(1) Uani d . 1.00 . N18 0.5246(2) 0.7103(6) 0.5712(2) 0.079(1) Uani d . 1.00 . N20 0.6577(2) 0.3202(7) 0.7487(2) 0.084(1) Uani d . 1.00 . C2 0.4267(2) 0.2178(6) 0.6091(2) 0.0601(10) Uani d . 1.00 . C3 0.5058(2) 0.2670(6) 0.6023(2) 0.0580(10) Uani d . 1.00 . C4 0.5477(2) 0.1934(6) 0.6721(2) 0.0600(10) Uani d . 1.00 . C5 0.4885(2) 0.1162(7) 0.7122(2) 0.066(1) Uani d . 1.00 . C6 0.3593(2) 0.1797(8) 0.7042(2) 0.076(1) Uani d . 1.00 . C7 0.3517(2) 0.2745(7) 0.7729(2) 0.069(1) Uani d . 1.00 . C8 0.3840(2) 0.4819(8) 0.7976(2) 0.087(1) Uani d . 1.00 . C9 0.3736(3) 0.5721(9) 0.8605(2) 0.103(2) Uani d . 1.00 . C10 0.3307(3) 0.452(1) 0.8978(3) 0.105(2) Uani d . 1.00 . C11 0.2982(3) 0.249(1) 0.8744(3) 0.114(2) Uani d . 1.00 . C12 0.3086(2) 0.1589(10) 0.8121(2) 0.095(2) Uani d . 1.00 . C13 0.3750(2) 0.3775(7) 0.5681(2) 0.065(1) Uani d . 1.00 . C14 0.3300(2) 0.3124(7) 0.5155(2) 0.069(1) Uani d . 1.00 . C15 0.3218(2) 0.0747(8) 0.4909(2) 0.076(1) Uani d . 1.00 . C17 0.5171(2) 0.5159(6) 0.5853(1) 0.059(1) Uani d . 1.00 . C19 0.5915(2) 0.3907(7) 0.7063(2) 0.066(1) Uani d . 1.00 . C21 0.6617(2) 0.463(1) 0.6877(2) 0.103(2) Uani d . 1.00 . C22 0.6726(3) 0.456(1) 0.8116(2) 0.098(2) Uani d . 1.00 . C23 0.6416(2) 0.3327(8) 0.8660(2) 0.081(1) Uani d . 1.00 . C24 0.6707(2) 0.126(1) 0.8932(2) 0.093(2) Uani d . 1.00 . C25 0.6439(3) 0.001(1) 0.9426(3) 0.105(2) Uani d . 1.00 . C26 0.5847(3) 0.086(1) 0.9652(3) 0.125(2) Uani d . 1.00 . C27 0.5521(4) 0.289(1) 0.9391(3) 0.136(3) Uani d . 1.00 . C28 0.5806(3) 0.413(1) 0.8892(3) 0.112(2) Uani d . 1.00 . H2 0.420(1) 0.045(5) 0.596(1) 0.047(7) Uiso calc . 1.00 . H3 0.520(1) 0.171(5) 0.569(1) 0.041(7) Uiso calc . 1.00 . H4 0.579(2) 0.064(6) 0.665(2) 0.065(8) Uiso calc . 1.00 . H5A 0.479(2) -0.063(6) 0.706(2) 0.061(8) Uiso calc . 1.00 . H5B 0.499(2) 0.150(7) 0.761(2) 0.089(9) Uiso calc . 1.00 . H6A 0.318(2) 0.256(7) 0.672(2) 0.100(9) Uiso calc . 1.00 . H6B 0.355(2) -0.012(7) 0.704(2) 0.090(9) Uiso calc . 1.00 . H8 0.414(3) 0.560(8) 0.772(2) 0.119(9) Uiso calc . 1.00 . H9 0.401(3) 0.724(9) 0.875(2) 0.134(8) Uiso calc . 1.00 . H10 0.322(2) 0.518(8) 0.942(2) 0.106(9) Uiso calc . 1.00 . H11 0.269(3) 0.16(1) 0.896(3) 0.166(7) Uiso calc . 1.00 . H12 0.287(2) 0.012(7) 0.795(2) 0.093(9) Uiso calc . 1.00 . H13 0.377(2) 0.539(7) 0.579(2) 0.075(9) Uiso calc . 1.00 . H14 0.298(2) 0.414(5) 0.491(2) 0.056(8) Uiso calc . 1.00 . H19 0.566(2) 0.516(5) 0.726(1) 0.055(8) Uiso calc . 1.00 . H21A 0.680(2) 0.359(8) 0.653(2) 0.111(9) Uiso calc . 1.00 . H21B 0.674(3) 0.634(8) 0.694(2) 0.118(9) Uiso calc . 1.00 . H22A 0.724(3) 0.474(7) 0.821(2) 0.112(9) Uiso calc . 1.00 . H22B 0.656(2) 0.616(8) 0.804(2) 0.104(9) Uiso calc . 1.00 . H24 0.705(3) 0.073(8) 0.875(2) 0.119(8) Uiso calc . 1.00 . H25 0.666(3) -0.170(9) 0.960(3) 0.141(8) Uiso calc . 1.00 . H26 0.570(3) 0.00(1) 1.000(3) 0.145(7) Uiso calc . 1.00 . H27 0.514(4) 0.34(1) 0.954(4) 0.202(6) Uiso calc . 1.00 . H28 0.567(3) 0.562(8) 0.870(3) 0.116(9) Uiso calc . 1.00 . 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 N(1) 0.058(2) 0.070(2) 0.056(1) -0.006(1) 0.011(1) -0.001(1) N(16) 0.123(3) 0.090(3) 0.106(3) -0.002(2) -0.020(2) -0.011(2) N(18) 0.102(2) 0.064(2) 0.074(2) -0.004(2) 0.018(2) -0.002(2) N(20) 0.057(2) 0.120(3) 0.074(2) -0.005(2) 0.006(1) -0.005(2) C(2) 0.065(2) 0.051(2) 0.063(2) 0.003(2) 0.004(1) -0.005(2) C(3) 0.067(2) 0.053(2) 0.055(2) 0.007(2) 0.012(2) -0.005(2) C(4) 0.063(2) 0.062(2) 0.056(2) 0.009(2) 0.011(1) 0.001(2) C(5) 0.070(2) 0.066(2) 0.061(2) -0.007(2) 0.006(2) 0.011(2) C(6) 0.066(2) 0.086(3) 0.077(2) -0.016(2) 0.014(2) -0.002(2) C(7) 0.056(2) 0.082(3) 0.071(2) -0.001(2) 0.014(2) 0.012(2) C(8) 0.092(3) 0.091(3) 0.082(3) -0.004(2) 0.029(2) 0.002(2) C(9) 0.114(4) 0.109(4) 0.091(3) 0.006(3) 0.028(3) -0.008(3) C(10) 0.088(3) 0.147(5) 0.085(3) 0.019(3) 0.029(3) 0.005(3) C(11) 0.093(3) 0.169(6) 0.085(3) -0.013(4) 0.035(3) 0.028(4) C(12) 0.081(3) 0.119(4) 0.088(3) -0.022(3) 0.024(2) 0.013(3) C(13) 0.068(2) 0.061(2) 0.068(2) 0.008(2) 0.009(2) -0.001(2) C(14) 0.065(2) 0.072(2) 0.067(2) 0.010(2) -0.001(2) 0.004(2) C(15) 0.078(2) 0.075(3) 0.069(2) 0.003(2) -0.005(2) 0.000(2) C(17) 0.072(2) 0.054(2) 0.054(2) -0.001(2) 0.015(1) -0.003(2) C(19) 0.057(2) 0.077(2) 0.065(2) -0.004(2) 0.012(2) -0.002(2) C(21) 0.080(3) 0.138(5) 0.093(3) -0.032(3) 0.021(2) -0.004(3) C(22) 0.081(3) 0.119(4) 0.090(3) -0.022(3) -0.006(2) -0.006(3) C(23) 0.060(2) 0.102(3) 0.077(2) -0.004(2) -0.006(2) -0.023(2) C(24) 0.067(3) 0.125(4) 0.086(3) 0.003(3) 0.005(2) -0.012(3) C(25) 0.084(3) 0.124(4) 0.104(3) -0.005(3) 0.004(3) 0.003(3) C(26) 0.101(4) 0.176(7) 0.101(4) -0.006(4) 0.021(3) 0.003(4) C(27) 0.109(4) 0.182(6) 0.124(4) 0.029(4) 0.046(4) -0.018(5) C(28) 0.104(4) 0.118(4) 0.111(4) 0.023(3) 0.010(3) -0.016(3) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00276|Fo|^2^]' _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1704 _refine_ls_number_parameters 349 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0468 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0660 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.047 _refine_ls_shift/esd_max 0.0030 _refine_ls_shift/esd_mean 0.0010 _refine_diff_density_min -0.24 _refine_diff_density_max 0.11 #------------------------------------------------------------------------------ _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 N1 C2 1.469(4) 1_555 1_555 yes N1 C5 1.468(4) 1_555 1_555 yes N1 C6 1.463(4) 1_555 1_555 yes N16 C15 1.133(5) 1_555 1_555 yes N18 C17 1.141(4) 1_555 1_555 yes N20 C19 1.468(4) 1_555 1_555 yes N20 C21 1.475(6) 1_555 1_555 yes N20 C22 1.471(6) 1_555 1_555 yes C2 C3 1.545(4) 1_555 1_555 yes C2 C13 1.490(5) 1_555 1_555 yes C3 C4 1.571(4) 1_555 1_555 yes C3 C17 1.461(5) 1_555 1_555 yes C4 C5 1.529(5) 1_555 1_555 yes C4 C19 1.492(5) 1_555 1_555 yes C6 C7 1.505(5) 1_555 1_555 yes C7 C8 1.376(6) 1_555 1_555 yes C7 C12 1.374(5) 1_555 1_555 yes C8 C9 1.403(6) 1_555 1_555 yes C9 C10 1.359(7) 1_555 1_555 yes C10 C11 1.348(8) 1_555 1_555 yes C11 C12 1.391(7) 1_555 1_555 yes C13 C14 1.315(5) 1_555 1_555 yes C14 C15 1.424(6) 1_555 1_555 yes C19 C21 1.484(5) 1_555 1_555 yes C22 C23 1.482(6) 1_555 1_555 yes C23 C24 1.367(6) 1_555 1_555 yes C23 C28 1.378(6) 1_555 1_555 yes C24 C25 1.369(7) 1_555 1_555 yes C25 C26 1.350(8) 1_555 1_555 yes C26 C27 1.370(9) 1_555 1_555 yes C27 C28 1.389(9) 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 C2 N1 C5 103.6(3) 1_555 1_555 1_555 yes C2 N1 C6 113.4(3) 1_555 1_555 1_555 yes C5 N1 C6 113.5(3) 1_555 1_555 1_555 yes C19 N20 C21 60.5(3) 1_555 1_555 1_555 yes C19 N20 C22 114.1(4) 1_555 1_555 1_555 yes C21 N20 C22 114.1(4) 1_555 1_555 1_555 yes N1 C2 C3 101.6(2) 1_555 1_555 1_555 yes N1 C2 C13 112.0(3) 1_555 1_555 1_555 yes N1 C2 H2 112(1) 1_555 1_555 1_555 no C3 C2 C13 114.4(3) 1_555 1_555 1_555 yes C3 C2 H2 103(1) 1_555 1_555 1_555 no C13 C2 H2 112(1) 1_555 1_555 1_555 no C2 C3 C4 104.4(3) 1_555 1_555 1_555 yes C2 C3 C17 111.5(3) 1_555 1_555 1_555 yes C2 C3 H3 110(1) 1_555 1_555 1_555 no C4 C3 C17 112.9(3) 1_555 1_555 1_555 yes C4 C3 H3 108(1) 1_555 1_555 1_555 no C17 C3 H3 108(1) 1_555 1_555 1_555 no C3 C4 C5 103.3(3) 1_555 1_555 1_555 yes C3 C4 C19 113.3(3) 1_555 1_555 1_555 yes C3 C4 H4 107(1) 1_555 1_555 1_555 no C5 C4 C19 111.6(3) 1_555 1_555 1_555 yes C5 C4 H4 111(1) 1_555 1_555 1_555 no C19 C4 H4 108(1) 1_555 1_555 1_555 no N1 C5 C4 103.4(3) 1_555 1_555 1_555 yes N1 C5 H5A 110(1) 1_555 1_555 1_555 no N1 C5 H5B 111(2) 1_555 1_555 1_555 no C4 C5 H5A 110(1) 1_555 1_555 1_555 no C4 C5 H5B 113(2) 1_555 1_555 1_555 no H5A C5 H5B 107(2) 1_555 1_555 1_555 no N1 C6 C7 112.7(3) 1_555 1_555 1_555 yes N1 C6 H6A 107(2) 1_555 1_555 1_555 no N1 C6 H6B 109(2) 1_555 1_555 1_555 no C7 C6 H6A 105(2) 1_555 1_555 1_555 no C7 C6 H6B 110(1) 1_555 1_555 1_555 no H6A C6 H6B 110(3) 1_555 1_555 1_555 no C6 C7 C8 122.5(3) 1_555 1_555 1_555 yes C6 C7 C12 120.0(4) 1_555 1_555 1_555 yes C8 C7 C12 117.5(4) 1_555 1_555 1_555 yes C7 C8 C9 121.5(4) 1_555 1_555 1_555 yes C7 C8 H8 117(2) 1_555 1_555 1_555 no C9 C8 H8 120(2) 1_555 1_555 1_555 no C8 C9 C10 119.1(5) 1_555 1_555 1_555 yes C8 C9 H9 115(2) 1_555 1_555 1_555 no C10 C9 H9 125(2) 1_555 1_555 1_555 no C9 C10 C11 120.5(5) 1_555 1_555 1_555 yes C9 C10 H10 119(2) 1_555 1_555 1_555 no C11 C10 H10 120(2) 1_555 1_555 1_555 no C10 C11 C12 120.5(5) 1_555 1_555 1_555 yes C10 C11 H11 124(4) 1_555 1_555 1_555 no C12 C11 H11 114(4) 1_555 1_555 1_555 no C7 C12 C11 121.0(5) 1_555 1_555 1_555 yes C7 C12 H12 116(2) 1_555 1_555 1_555 no C11 C12 H12 122(2) 1_555 1_555 1_555 no C2 C13 C14 125.5(4) 1_555 1_555 1_555 yes C2 C13 H13 116(2) 1_555 1_555 1_555 no C14 C13 H13 117(2) 1_555 1_555 1_555 no C13 C14 C15 124.6(4) 1_555 1_555 1_555 yes C13 C14 H14 124(1) 1_555 1_555 1_555 no C15 C14 H14 111(1) 1_555 1_555 1_555 no N16 C15 C14 178.6(4) 1_555 1_555 1_555 yes N18 C17 C3 178.6(4) 1_555 1_555 1_555 yes N20 C19 C4 116.2(3) 1_555 1_555 1_555 yes N20 C19 C21 60.0(3) 1_555 1_555 1_555 yes N20 C19 H19 112(1) 1_555 1_555 1_555 no C4 C19 C21 123.0(4) 1_555 1_555 1_555 yes C4 C19 H19 116(1) 1_555 1_555 1_555 no C21 C19 H19 114(1) 1_555 1_555 1_555 no N20 C21 C19 59.5(2) 1_555 1_555 1_555 yes N20 C21 H21A 108(2) 1_555 1_555 1_555 no N20 C21 H21B 116(2) 1_555 1_555 1_555 no C19 C21 H21A 115(2) 1_555 1_555 1_555 no C19 C21 H21B 115(2) 1_555 1_555 1_555 no H21A C21 H21B 124(4) 1_555 1_555 1_555 no N20 C22 C23 110.2(4) 1_555 1_555 1_555 yes N20 C22 H22A 107(2) 1_555 1_555 1_555 no N20 C22 H22B 108(2) 1_555 1_555 1_555 no C23 C22 H22A 112(2) 1_555 1_555 1_555 no C23 C22 H22B 114(2) 1_555 1_555 1_555 no H22A C22 H22B 103(3) 1_555 1_555 1_555 no C22 C23 C24 120.9(4) 1_555 1_555 1_555 yes C22 C23 C28 122.1(5) 1_555 1_555 1_555 yes C24 C23 C28 116.9(5) 1_555 1_555 1_555 yes C23 C24 C25 123.8(5) 1_555 1_555 1_555 yes C23 C24 H24 114(3) 1_555 1_555 1_555 no C25 C24 H24 121(3) 1_555 1_555 1_555 no C24 C25 C26 118.2(6) 1_555 1_555 1_555 yes C24 C25 H25 121(2) 1_555 1_555 1_555 no C26 C25 H25 120(2) 1_555 1_555 1_555 no C25 C26 C27 121.0(6) 1_555 1_555 1_555 yes C25 C26 H26 114(3) 1_555 1_555 1_555 no C27 C26 H26 123(3) 1_555 1_555 1_555 no C26 C27 C28 119.7(6) 1_555 1_555 1_555 yes C26 C27 H27 120(5) 1_555 1_555 1_555 no C28 C27 H27 119(5) 1_555 1_555 1_555 no C23 C28 C27 120.5(6) 1_555 1_555 1_555 yes C23 C28 H28 110(3) 1_555 1_555 1_555 no C27 C28 H28 128(3) 1_555 1_555 1_555 no #------------------------------------------------------------------------------ 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 N16 C14 3.354(6) 1_555 1_545 ? N18 C3 3.218(5) 1_555 1_565 ? N18 C4 3.381(5) 1_555 1_565 ? N18 C17 3.386(4) 1_555 3_666 ? #==END