# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 207 _publ_requested_journal ' J. Chem. Soc., Perkin Trans. 1' loop_ _publ_author_name 'Hasegawa, Tadashi' 'Ikeda, Kaori' 'Yamazaki, Y.' _publ_contact_author_name 'Hasegawa, Tadashi' _publ_contact_author_address ; Department of Chemistry, Tokyo Gakugei University, 4-1-1 Nukuikitamachi, Koganei, Tokyo 184-8501, Japan ; _publ_contact_author_email ' tadashi@u-gakugei.ac.jp ' _publ_section_title ; [2+2] Photocycloaddition of 2-(N,N-Dibenzylamino)ethyl 3-Benzoylacrylate in a Crystalline State: Weak Intermolecular Interactions as Important Factors Determining Efficiency of the Solid-State Photoreaction ; _publ_section_references ; Molecular Structure Corporation and Rigaku Corporation. (2001). CrystalStructure. Single Crystal Structure Analysis Software. Version 2.00. MSC, 9009 New Trails Drive, The Woodlands, TX, USA 77381-5209. Rigaku, 3-9-12 Akishima, Tokyo 196-8666, Japan. Watkin, D.J., Prout, C.K. Carruthers, J.R. & Betteridge, P.W., CRYSTALS Issue 10, Chemical Crystallography Laboratory, Oxford, UK. Larson, A. C. (1970), Crystallographic Computing, 291-294. ed F. R. Ahmed, Munksgaard, Copenhagen. ; data_1 _database_code_CSD 167182 #------------------------------------------------------------------------------ _audit_creation_date '2001-06-06' _audit_creation_method ' by CrystalStructure v2.00' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection ' MSC/AFC Diffractometer Control ' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'CrystalStructure' _computing_structure_solution 'SIR92' _computing_structure_refinement ' CRYSTALS ' _computing_publication_material ' CrystalStructure Ver. 2.00' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 399.49 _chemical_formula_analytical ? _chemical_formula_sum ' C26 H25 N O3 ' _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 9.556(2) _cell_length_b 14.124(8) _cell_length_c 8.881(1) _cell_angle_alpha 90.30(4) _cell_angle_beta 108 _cell_angle_gamma 105 _cell_volume 1092.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293.1 _cell_measurement_reflns_used 22 _cell_measurement_theta_min 13.0 _cell_measurement_theta_max 17.7 #------------------------------------------------------------------------------ _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' _exptl_crystal_description ' orthogonal ' _exptl_crystal_colour ' pale yellow ' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.40 _exptl_crystal_density_diffrn 1.214 _exptl_crystal_density_meas 'not measured' _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_min 0.762 _exptl_absorpt_correction_T_max 0.969 _exptl_special_details ; ? ; _exptl_absorpt_correction_type 424.00 ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 293.1 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source ? _diffrn_radiation_monochromator 'graphite' _diffrn_radiation_detector ? _diffrn_measurement_device_type ' Rigaku AFC6S ' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 1.30 _diffrn_reflns_number 4569 _reflns_number_observed ? _reflns_number_total 4273 _reflns_observed_criterion >-10.00sigma(I) _diffrn_reflns_av_R_equivalents 0.005 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min ? _diffrn_reflns_theta_max 27.56 _diffrn_reflns_reduction_process ? #------------------------------------------------------------------------------ _atoms_sites_solution_primary 'direct methods' _atoms_sites_solution_secondary 'Fourier difference' #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.006 0.003 ; 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) ; 'O' 'O' 0.017 0.010 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'N' 'N' 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 O1 O 0.5822(4) 0.4373(3) 0.7833(5) 0.137(2) Uani 1.00 1 d . . . O2 O 0.6148(4) 0.3237(2) 0.9545(4) 0.091(1) Uani 1.00 1 d . . . O3 O 1.0854(3) 0.3750(2) 0.8272(4) 0.113(1) Uani 1.00 1 d . . . N1 N 0.3432(4) 0.1792(3) 0.7223(4) 0.069(1) Uani 1.00 1 d . . . C1 C 0.5015(6) 0.0662(4) 0.7086(5) 0.069(2) Uani 1.00 1 d . . . C5 C 0.1612(5) 0.2065(3) 0.4710(6) 0.065(2) Uani 1.00 1 d . . . C6 C 1.1348(5) 0.5249(4) 0.7087(5) 0.070(2) Uani 1.00 1 d . . . C8 C 0.2561(5) 0.2807(3) 0.4199(6) 0.074(2) Uani 1.00 1 d . . . C9 C 1.0421(5) 0.4466(4) 0.7772(5) 0.078(2) Uani 1.00 1 d . . . C10 C 0.0343(5) 0.1468(3) 0.3594(6) 0.079(2) Uani 1.00 1 d . . . C11 C 0.1941(4) 0.1971(3) 0.6444(5) 0.074(2) Uani 1.00 1 d . . . C12 C 1.2621(5) 0.5090(3) 0.6812(5) 0.082(2) Uani 1.00 1 d . . . C13 C -0.0025(6) 0.1585(4) 0.2030(7) 0.099(2) Uani 1.00 1 d . . . C14 C 0.3824(5) 0.1917(3) 0.8940(5) 0.086(2) Uani 1.00 1 d . . . C15 C 0.3433(4) 0.0789(3) 0.6713(5) 0.083(2) Uani 1.00 1 d . . . C16 C 0.2199(6) 0.2938(3) 0.2569(7) 0.085(2) Uani 1.00 1 d . . . C17 C 0.6232(6) 0.1411(3) 0.7006(5) 0.082(2) Uani 1.00 1 d . . . C18 C 0.0898(6) 0.2296(4) 0.1496(6) 0.089(2) Uani 1.00 1 d . . . C19 C 0.7883(6) 0.0391(4) 0.7617(6) 0.102(2) Uani 1.00 1 d . . . C20 C 0.8880(5) 0.4519(3) 0.7835(5) 0.083(2) Uani 1.00 1 d . . . C21 C 0.8189(5) 0.3944(3) 0.8663(5) 0.082(2) Uani 1.00 1 d . . . C22 C 1.3548(5) 0.5779(4) 0.6226(6) 0.093(2) Uani 1.00 1 d . . . C23 C 1.1045(5) 0.6147(4) 0.6792(5) 0.085(2) Uani 1.00 1 d . . . C24 C 0.4606(5) 0.3008(4) 0.9559(5) 0.096(2) Uani 1.00 1 d . . . C25 C 0.6597(6) 0.3901(4) 0.8611(6) 0.089(2) Uani 1.00 1 d . . . C26 C 0.7645(6) 0.1287(4) 0.7279(5) 0.095(2) Uani 1.00 1 d . . . C27 C 0.5279(6) -0.0223(3) 0.7450(5) 0.094(2) Uani 1.00 1 d . . . C28 C 0.6712(7) -0.0375(4) 0.7703(6) 0.105(2) Uani 1.00 1 d . . . C29 C 1.3217(6) 0.6672(4) 0.5939(6) 0.102(2) Uani 1.00 1 d . . . C30 C 1.1988(6) 0.6854(4) 0.6208(6) 0.107(3) Uani 1.00 1 d . . . H1 H 0.9923(5) 0.6229(4) 0.6964(5) 0.103(2) Uiso 1.00 1 c . . . H2 H 1.1670(6) 0.7524(4) 0.5949(6) 0.134(3) Uiso 1.00 1 c . . . H3 H 1.4151(6) 0.7274(4) 0.5720(6) 0.118(3) Uiso 1.00 1 c . . . H4 H 1.4357(5) 0.5473(4) 0.5786(6) 0.114(3) Uiso 1.00 1 c . . . H5 H 1.2789(5) 0.4386(3) 0.6854(5) 0.100(2) Uiso 1.00 1 c . . . H6 H 0.8398(5) 0.5028(3) 0.6995(5) 0.101(2) Uiso 1.00 1 c . . . H7 H 0.8439(5) 0.3278(3) 0.9286(5) 0.100(2) Uiso 1.00 1 c . . . H8 H 0.4510(5) 0.3036(4) 1.0664(5) 0.120(2) Uiso 1.00 1 c . . . H9 H 0.3980(5) 0.3416(4) 0.8914(5) 0.120(2) Uiso 1.00 1 c . . . H10 H 0.4749(5) 0.1528(3) 0.9482(5) 0.105(2) Uiso 1.00 1 c . . . H11 H 0.2839(5) 0.1698(3) 0.9262(5) 0.105(2) Uiso 1.00 1 c . . . H12 H 0.0994(4) 0.1312(3) 0.6541(5) 0.088(2) Uiso 1.00 1 c . . . H13 H 0.1974(4) 0.2652(3) 0.7021(5) 0.088(2) Uiso 1.00 1 c . . . H14 H -0.0348(5) 0.0845(3) 0.4107(6) 0.089(2) Uiso 1.00 1 c . . . H15 H -0.0936(6) 0.1121(4) 0.1139(7) 0.114(3) Uiso 1.00 1 c . . . H16 H 0.0635(6) 0.2448(4) 0.0228(6) 0.111(3) Uiso 1.00 1 c . . . H17 H 0.3014(6) 0.3427(3) 0.2062(7) 0.114(3) Uiso 1.00 1 c . . . H18 H 0.3036(4) 0.0822(3) 0.5367(5) 0.099(2) Uiso 1.00 1 c . . . H19 H 0.2836(4) 0.0242(3) 0.7207(5) 0.099(2) Uiso 1.00 1 c . . . H20 H 0.4324(6) -0.0845(3) 0.7476(5) 0.120(3) Uiso 1.00 1 c . . . H21 H 0.6642(7) -0.1202(4) 0.7844(6) 0.140(3) Uiso 1.00 1 c . . . H22 H 0.5899(6) 0.2082(3) 0.6726(5) 0.104(2) Uiso 1.00 1 c . . . H23 H 0.3605(5) 0.3262(3) 0.5015(6) 0.092(2) Uiso 1.00 1 c . . . H24 H 0.8993(6) 0.0258(4) 0.7837(6) 0.134(3) Uiso 1.00 1 c . . . H25 H 0.8634(6) 0.1839(4) 0.7280(5) 0.118(3) Uiso 1.00 1 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 O1 0.095(3) 0.161(4) 0.187(4) 0.071(3) 0.058(3) 0.064(3) O2 0.074(2) 0.116(3) 0.082(3) 0.028(2) 0.021(2) 0.000(2) O3 0.105(3) 0.107(3) 0.163(3) 0.060(2) 0.065(2) 0.050(2) N1 0.069(3) 0.084(3) 0.059(3) 0.025(2) 0.022(2) 0.002(2) C1 0.077(4) 0.062(4) 0.074(3) 0.025(3) 0.025(3) 0.012(3) C5 0.055(3) 0.071(4) 0.069(4) 0.022(3) 0.019(3) 0.010(3) C6 0.066(4) 0.078(4) 0.062(3) 0.025(3) 0.012(3) 0.002(3) C8 0.066(3) 0.080(4) 0.084(4) 0.025(3) 0.032(3) 0.010(3) C9 0.069(4) 0.092(5) 0.072(4) 0.036(3) 0.010(3) -0.005(3) C10 0.071(4) 0.076(4) 0.077(4) 0.014(3) 0.011(3) 0.006(3) C11 0.053(3) 0.090(4) 0.078(3) 0.019(3) 0.021(3) 0.007(3) C12 0.070(4) 0.086(4) 0.094(4) 0.035(3) 0.024(3) -0.002(3) C13 0.094(5) 0.104(5) 0.086(5) 0.032(4) 0.009(4) 0.000(4) C14 0.078(4) 0.120(4) 0.064(4) 0.029(3) 0.029(3) 0.008(3) C15 0.085(4) 0.067(3) 0.095(4) 0.015(3) 0.031(3) 0.022(3) C16 0.086(4) 0.099(4) 0.099(4) 0.051(4) 0.051(3) 0.022(4) C17 0.077(3) 0.088(4) 0.095(4) 0.040(3) 0.033(3) 0.016(3) C18 0.095(4) 0.122(5) 0.062(4) 0.064(4) 0.012(4) 0.009(4) C19 0.116(5) 0.122(6) 0.097(4) 0.073(4) 0.039(4) 0.021(4) C20 0.072(4) 0.097(4) 0.084(4) 0.038(3) 0.019(3) 0.009(3) C21 0.073(4) 0.088(4) 0.089(4) 0.027(3) 0.027(3) 0.003(3) C22 0.095(4) 0.089(4) 0.101(4) 0.027(4) 0.038(3) 0.011(4) C23 0.076(4) 0.084(4) 0.097(4) 0.040(3) 0.015(3) 0.005(3) C24 0.064(3) 0.158(5) 0.078(4) 0.036(3) 0.035(3) -0.003(4) C25 0.073(4) 0.104(5) 0.090(5) 0.029(4) 0.023(4) -0.003(4) C26 0.086(4) 0.108(5) 0.100(4) 0.036(4) 0.037(3) 0.007(3) C27 0.113(5) 0.071(4) 0.118(4) 0.036(4) 0.053(4) 0.030(3) C28 0.133(5) 0.083(5) 0.134(5) 0.055(4) 0.070(5) 0.042(4) C29 0.085(4) 0.099(5) 0.109(4) 0.012(4) 0.029(3) 0.017(4) C30 0.103(5) 0.108(5) 0.126(5) 0.049(4) 0.040(4) 0.037(4) #------------------------------------------------------------------------------ _refine_special_details ; Refinement using reflections with F^2^ > -10.0 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). ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type ? _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method ' Larson (1970) Crystallographic Computing eq. 22' _refine_ls_extinction_coef 412.7(6) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 4261 _refine_ls_number_parameters 297 _refine_ls_number_restraints ? _refine_ls_number_constraints ? _refine_ls_R_factor_all ? __refine_ls_R_factor_gt 0.0800 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_ref 0.0330 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_ref 3.378 _refine_ls_shift/su_max 0.0040 _refine_ls_shift/esd_mean ? _refine_diff_density_max 0.51 _refine_diff_density_min -0.54 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 . C25 . 1.189(5) yes O2 . C24 . 1.426(4) yes O2 . C25 . 1.330(5) yes O3 . C9 . 1.227(4) yes N1 . C11 . 1.465(4) yes N1 . C14 . 1.449(4) yes N1 . C15 . 1.486(4) yes C1 . C15 . 1.504(4) yes C1 . C17 . 1.369(5) yes C1 . C27 . 1.360(5) yes C5 . C8 . 1.373(4) yes C5 . C10 . 1.364(4) yes C5 . C11 . 1.487(5) yes C6 . C9 . 1.484(5) yes C6 . C12 . 1.385(5) yes C6 . C23 . 1.382(5) yes C8 . C16 . 1.405(5) yes C8 . H23 . 1.0658(3) no C9 . C20 . 1.513(5) yes C10 . C13 . 1.344(5) yes C10 . H14 . 1.1410(4) no C11 . H12 . 1.1377(4) no C11 . H13 . 1.0767(6) no C12 . C22 . 1.357(5) yes C12 . H5 . 1.0482(6) no C13 . C18 . 1.345(5) yes C13 . H15 . 1.0366(4) no C14 . C24 . 1.536(4) yes C14 . H10 . 1.1434(3) no C14 . H11 . 1.0389(2) no C15 . H18 . 1.13992(16) no C15 . H19 . 1.0207(4) no C16 . C18 . 1.389(5) yes C16 . H17 . 1.1063(3) no C17 . C26 . 1.354(5) yes C17 . H22 . 1.0848(5) no C18 . H16 . 1.1096(2) no C19 . C26 . 1.363(5) yes C19 . C28 . 1.357(5) yes C19 . H24 . 1.0835(3) no C20 . C21 . 1.289(4) yes C20 . H6 . 1.1189(4) no C21 . C25 . 1.493(5) yes C21 . H7 . 1.1355(6) no C22 . C29 . 1.384(5) yes C22 . H4 . 1.1412(2) no C23 . C30 . 1.378(5) yes C23 . H1 . 1.1627(3) no C24 . H8 . 1.01585(13) no C24 . H9 . 0.9952(3) no C26 . H25 . 1.0535(3) no C27 . C28 . 1.391(5) yes C27 . H20 . 1.0927(3) no C28 . H21 . 1.1620(7) no C29 . C30 . 1.356(5) yes C29 . H3 . 1.1254(3) no C30 . H2 . 1.0734(5) no #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_site_symmetry_1 _geom_contact_atom_site_label_2 _geom_contact_site_symmetry_2 _geom_contact_distance _geom_contact_publ_flag O1 . O2 . 2.230(4) yes O1 . C12 1_455 3.336(5) yes O1 . C20 . 2.873(5) yes O1 . C21 . 2.390(5) yes O1 . C22 1_455 3.330(6) yes O1 . C24 . 2.715(5) yes O1 . C25 . 1.189(5) yes O1 . H4 1_455 2.697(6) no O1 . H4 2_766 3.176(6) no O1 . H5 1_455 2.759(5) no O1 . H6 . 2.723(6) no O1 . H7 . 3.219(5) no O1 . H8 . 3.496(5) no O1 . H9 . 2.378(5) no O1 . H17 2_666 3.001(6) no O1 . H22 . 3.402(6) no O1 . H23 . 2.845(6) no O2 . N1 . 2.992(5) yes O2 . C6 2_767 3.462(5) yes O2 . C14 . 2.397(5) yes O2 . C17 . 3.451(5) yes O2 . C20 . 3.522(6) yes O2 . C21 . 2.312(5) yes O2 . C23 2_767 3.437(5) yes O2 . C24 . 1.426(4) yes O2 . C25 . 1.330(5) yes O2 . H7 . 2.258(5) no O2 . H8 . 2.063(4) no O2 . H9 . 2.054(4) no O2 . H10 . 2.420(5) no O2 . H11 . 3.262(5) no O2 . H22 . 2.892(5) no O3 . C6 . 2.371(5) yes O3 . C9 . 1.227(4) yes O3 . C11 1_655 3.525(5) yes O3 . C12 . 2.795(6) yes O3 . C18 1_656 3.529(6) yes O3 . C20 . 2.351(5) yes O3 . C21 . 2.758(5) yes O3 . H5 . 2.530(6) no O3 . H6 . 3.265(5) no O3 . H7 . 2.660(5) no O3 . H9 1_655 3.026(5) no O3 . H13 1_655 2.527(5) no O3 . H16 1_656 2.549(6) no O3 . H17 1_656 3.460(6) no O3 . H25 . 2.885(6) no N1 . C1 . 2.500(5) yes N1 . C5 . 2.468(5) yes N1 . C8 . 3.038(6) yes N1 . C10 . 3.553(6) yes N1 . C11 . 1.465(4) yes N1 . C14 . 1.449(4) yes N1 . C15 . 1.486(4) yes N1 . C17 . 2.929(6) yes N1 . C24 . 2.448(5) yes N1 . C25 . 3.521(6) yes N1 . H8 . 3.240(5) no N1 . H9 . 2.574(5) no N1 . H10 . 2.104(5) no N1 . H11 . 2.054(5) no N1 . H12 . 2.128(4) no N1 . H13 . 2.047(4) no N1 . H18 . 2.012(5) no N1 . H19 . 2.110(4) no N1 . H22 . 2.462(6) no N1 . H23 . 2.871(6) no C1 . C14 . 3.058(6) yes C1 . C15 . 1.504(4) yes C1 . C17 . 1.369(5) yes C1 . C19 . 2.763(7) yes C1 . C26 . 2.383(6) yes C1 . C27 . 1.360(5) yes C1 . C28 . 2.405(6) yes C1 . H10 . 2.562(6) no C1 . H18 . 2.093(5) no C1 . H19 . 2.046(5) no C1 . H20 . 2.120(5) no C1 . H21 . 3.366(7) no C1 . H22 . 2.029(5) no C1 . H25 . 3.366(6) no C5 . C8 . 1.373(4) yes C5 . C10 . 1.364(4) yes C5 . C11 . 1.487(5) yes C5 . C13 . 2.379(6) yes C5 . C15 . 3.033(6) yes C5 . C16 . 2.403(6) yes C5 . C18 . 2.762(6) yes C5 . H1 2_666 3.273(6) no C5 . H2 2_666 3.214(7) no C5 . H5 1_455 3.503(7) no C5 . H12 . 2.100(5) no C5 . H13 . 2.099(5) no C5 . H14 . 2.101(5) no C5 . H15 . 3.341(6) no C5 . H17 . 3.417(6) no C5 . H18 . 2.461(6) no C5 . H19 . 3.599(6) no C5 . H21 2_656 3.582(7) no C5 . H23 . 2.127(5) no C6 . C9 . 1.484(5) yes C6 . C12 . 1.385(5) yes C6 . C20 . 2.601(6) yes C6 . C22 . 2.396(6) yes C6 . C23 . 1.382(5) yes C6 . C29 . 2.742(7) yes C6 . C30 . 2.388(7) yes C6 . H1 . 2.165(5) no C6 . H2 . 3.338(7) no C6 . H4 . 3.362(7) no C6 . H5 . 2.120(5) no C6 . H6 . 2.728(6) no C8 . C10 . 2.347(6) yes C8 . C11 . 2.472(6) yes C8 . C13 . 2.742(6) yes C8 . C16 . 1.405(5) yes C8 . C18 . 2.407(6) yes C8 . H1 2_666 2.958(6) no C8 . H3 2_766 3.154(7) no C8 . H4 2_766 3.281(7) no C8 . H5 1_455 3.153(6) no C8 . H6 2_666 3.496(6) no C8 . H12 . 3.368(6) no C8 . H13 . 2.732(6) no C8 . H14 . 3.344(6) no C8 . H16 . 3.392(6) no C8 . H17 . 2.211(5) no C8 . H18 . 3.091(6) no C8 . H21 2_656 3.279(7) no C8 . H23 . 1.0658(3) no C9 . C12 . 2.463(7) yes C9 . C20 . 1.513(5) yes C9 . C21 . 2.439(6) yes C9 . C21 2_767 3.542(6) yes C9 . C23 . 2.519(7) yes C9 . H1 . 2.715(7) no C9 . H5 . 2.662(7) no C9 . H6 . 2.198(5) no C9 . H7 . 2.854(7) no C9 . H13 1_655 3.439(6) no C10 . C11 . 2.496(6) yes C10 . C13 . 1.344(5) yes C10 . C16 . 2.713(6) yes C10 . C18 . 2.331(7) yes C10 . H1 2_666 3.356(7) no C10 . H2 2_666 2.797(7) no C10 . H12 . 2.519(6) no C10 . H13 . 3.176(6) no C10 . H14 . 1.1410(4) no C10 . H15 . 2.119(5) no C10 . H16 . 3.360(7) no C10 . H18 . 2.943(6) no C10 . H19 2_556 3.211(6) no C10 . H21 2_656 3.598(7) no C10 . H23 . 3.323(6) no C10 . H24 2_656 3.042(7) no C11 . C14 . 2.395(5) yes C11 . C15 . 2.434(5) yes C11 . C24 . 3.139(6) yes C11 . H5 1_455 3.280(6) no C11 . H9 . 2.819(6) no C11 . H10 . 3.353(5) no C11 . H11 . 2.447(5) no C11 . H12 . 1.1377(4) no C11 . H13 . 1.0767(6) no C11 . H14 . 2.627(6) no C11 . H18 . 2.480(5) no C11 . H19 . 2.813(5) no C11 . H23 . 2.686(6) no C11 . H25 1_455 3.426(6) no C12 . C22 . 1.357(5) yes C12 . C23 . 2.382(6) yes C12 . C29 . 2.353(6) yes C12 . C30 . 2.734(7) yes C12 . H1 . 3.415(6) no C12 . H3 . 3.335(7) no C12 . H4 . 2.086(6) no C12 . H5 . 1.0482(6) no C12 . H6 2_766 3.202(6) no C12 . H8 2_767 3.433(7) no C12 . H9 1_655 3.305(6) no C12 . H13 1_655 3.350(6) no C12 . H23 1_655 3.505(6) no C13 . C16 . 2.366(7) yes C13 . C18 . 1.345(5) yes C13 . H1 2_666 3.177(7) no C13 . H2 2_666 3.171(8) no C13 . H14 . 2.189(6) no C13 . H15 . 1.0366(4) no C13 . H16 . 2.165(6) no C13 . H17 . 3.338(7) no C13 . H19 2_556 3.437(7) no C13 . H21 2_656 3.386(7) no C13 . H24 2_656 3.010(7) no C14 . C15 . 2.403(6) yes C14 . C17 . 3.476(6) yes C14 . C24 . 1.536(4) yes C14 . C25 . 3.394(7) yes C14 . H8 . 2.018(5) no C14 . H9 . 2.084(5) no C14 . H10 . 1.1434(3) no C14 . H11 . 1.0389(2) no C14 . H12 . 2.781(5) no C14 . H13 . 2.493(5) no C14 . H18 . 3.295(6) no C14 . H19 . 2.592(6) no C14 . H21 2_657 3.157(6) no C14 . H22 . 3.170(6) no C15 . C17 . 2.512(6) yes C15 . C27 . 2.492(6) yes C15 . H10 . 2.462(6) no C15 . H11 . 2.873(6) no C15 . H12 . 2.586(5) no C15 . H13 . 3.334(5) no C15 . H14 2_556 3.095(6) no C15 . H18 . 1.13992(16) no C15 . H19 . 1.0207(4) no C15 . H20 . 2.686(6) no C15 . H22 . 2.567(6) no C16 . C18 . 1.389(5) yes C16 . H1 2_666 2.731(6) no C16 . H3 2_766 3.437(7) no C16 . H4 2_766 3.324(7) no C16 . H6 2_666 3.118(6) no C16 . H8 1_554 3.152(6) no C16 . H15 . 3.268(7) no C16 . H16 . 2.128(6) no C16 . H17 . 1.1063(3) no C16 . H21 2_656 3.010(6) no C16 . H23 . 2.138(5) no C17 . C19 . 2.353(6) yes C17 . C26 . 1.354(5) yes C17 . C27 . 2.330(6) yes C17 . C28 . 2.721(6) yes C17 . H3 2_766 3.049(7) no C17 . H7 . 3.135(6) no C17 . H10 . 2.990(6) no C17 . H18 . 2.828(6) no C17 . H19 . 3.288(6) no C17 . H20 . 3.326(6) no C17 . H22 . 1.0848(5) no C17 . H24 . 3.351(6) no C17 . H25 . 2.146(5) no C18 . H1 2_666 2.888(7) no C18 . H7 1_454 3.189(6) no C18 . H11 1_554 3.347(6) no C18 . H14 . 3.387(7) no C18 . H15 . 2.007(6) no C18 . H16 . 1.1096(2) no C18 . H17 . 2.130(6) no C18 . H21 2_656 3.054(7) no C18 . H23 . 3.368(6) no C19 . C26 . 1.363(5) yes C19 . C27 . 2.365(7) yes C19 . C28 . 1.357(5) yes C19 . H12 1_655 3.344(7) no C19 . H15 1_656 3.044(7) no C19 . H16 1_656 3.578(8) no C19 . H18 2_656 2.903(7) no C19 . H20 . 3.349(7) no C19 . H21 . 2.291(6) no C19 . H22 . 3.379(6) no C19 . H24 . 1.0835(3) no C19 . H25 . 2.038(6) no C20 . C21 . 1.289(4) yes C20 . C22 2_766 3.578(6) yes C20 . C23 . 3.020(7) yes C20 . C25 . 2.435(7) yes C20 . C29 2_766 3.468(6) yes C20 . H1 . 2.579(7) no C20 . H6 . 1.1189(4) no C20 . H7 . 2.210(5) no C21 . C25 . 1.493(5) yes C21 . H6 . 2.151(5) no C21 . H7 . 1.1355(6) no C21 . H16 1_656 3.532(6) no C21 . H22 . 3.034(6) no C21 . H25 . 3.388(7) no C22 . C23 . 2.767(6) yes C22 . C29 . 1.384(5) yes C22 . C30 . 2.390(7) yes C22 . H2 . 3.381(7) no C22 . H3 . 2.126(6) no C22 . H4 . 1.1412(2) no C22 . H5 . 2.054(6) no C22 . H6 2_766 2.908(6) no C22 . H8 2_767 2.994(7) no C22 . H17 2_766 3.043(7) no C22 . H23 2_766 3.223(7) no C23 . C29 . 2.368(7) yes C23 . C30 . 1.378(5) yes C23 . H1 . 1.1627(3) no C23 . H2 . 2.093(6) no C23 . H3 . 3.396(7) no C23 . H5 . 3.334(6) no C23 . H6 . 2.664(7) no C23 . H7 2_767 3.423(6) no C24 . C25 . 2.379(6) yes C24 . H5 1_455 3.436(6) no C24 . H8 . 1.01585(13) no C24 . H9 . 0.9952(3) no C24 . H10 . 2.132(5) no C24 . H11 . 2.098(5) no C24 . H13 . 2.726(5) no C24 . H17 1_556 3.192(6) no C24 . H22 . 3.511(6) no C25 . H6 . 2.769(7) no C25 . H7 . 2.098(6) no C25 . H8 . 3.131(6) no C25 . H9 . 2.512(6) no C25 . H10 . 3.563(7) no C25 . H22 . 2.863(7) no C25 . H23 . 3.475(7) no C26 . C27 . 2.710(6) yes C26 . C28 . 2.357(7) yes C26 . H2 2_766 3.479(7) no C26 . H7 . 3.103(6) no C26 . H12 1_655 3.453(6) no C26 . H15 1_656 3.304(7) no C26 . H16 1_656 3.241(7) no C26 . H18 2_656 3.572(7) no C26 . H21 . 3.473(7) no C26 . H22 . 2.185(5) no C26 . H24 . 2.149(5) no C26 . H25 . 1.0535(3) no C27 . C28 . 1.391(5) yes C27 . H3 1_445 3.592(7) no C27 . H10 . 3.289(7) no C27 . H10 2_657 3.301(6) no C27 . H18 . 3.069(6) no C27 . H18 2_656 3.576(7) no C27 . H19 . 2.535(6) no C27 . H20 . 1.0927(3) no C27 . H21 . 2.099(6) no C27 . H22 . 3.256(6) no C27 . H24 . 3.337(7) no C28 . H10 2_657 3.446(6) no C28 . H11 2_657 3.271(6) no C28 . H15 1_656 3.457(8) no C28 . H18 2_656 2.892(7) no C28 . H20 . 2.144(6) no C28 . H21 . 1.1620(7) no C28 . H24 . 2.090(6) no C28 . H25 . 3.270(7) no C29 . C30 . 1.356(5) yes C29 . H1 . 3.447(7) no C29 . H2 . 2.143(6) no C29 . H3 . 1.1254(3) no C29 . H4 . 2.267(6) no C29 . H5 . 3.284(7) no C29 . H6 2_766 3.223(7) no C29 . H8 2_767 3.065(6) no C29 . H17 2_766 3.522(7) no C29 . H20 1_665 3.516(7) no C29 . H22 2_766 3.149(7) no C29 . H23 2_766 3.378(7) no C30 . H1 . 2.243(6) no C30 . H2 . 1.0734(5) no C30 . H3 . 2.174(6) no C30 . H4 . 3.455(7) no C30 . H8 2_767 3.584(6) no C30 . H20 1_665 3.369(7) no C30 . H25 2_766 3.584(7) no H1 . H2 . 2.507(5) no H1 . H5 2_766 3.499(6) no H1 . H6 . 1.928(7) no H1 . H7 2_767 3.188(6) no H1 . H16 2_666 3.362(7) no H1 . H17 2_666 3.333(6) no H1 . H23 2_666 3.545(6) no H2 . H3 . 2.556(5) no H2 . H12 2_666 3.579(6) no H2 . H13 2_666 3.596(6) no H2 . H14 2_666 2.899(6) no H2 . H15 2_666 3.554(8) no H2 . H20 1_665 2.880(7) no H2 . H25 2_766 2.960(7) no H3 . H4 . 2.604(5) no H3 . H8 2_767 3.144(6) no H3 . H17 2_766 3.210(7) no H3 . H20 1_665 3.012(7) no H3 . H21 1_665 2.879(7) no H3 . H22 2_766 2.350(7) no H3 . H23 2_766 2.708(7) no H4 . H4 2_866 2.68(1) no H4 . H5 . 2.277(5) no H4 . H6 2_766 2.907(6) no H4 . H8 2_767 3.483(7) no H4 . H17 2_766 2.697(7) no H4 . H23 1_655 3.036(7) no H4 . H23 2_766 2.556(7) no H5 . H6 2_766 3.429(6) no H5 . H9 1_655 2.464(6) no H5 . H13 1_655 2.385(6) no H5 . H23 1_655 2.687(6) no H6 . H7 . 3.210(6) no H6 . H17 2_666 3.088(6) no H7 . H15 1_656 3.570(7) no H7 . H16 1_656 2.587(6) no H7 . H22 . 2.872(6) no H7 . H25 . 2.776(6) no H8 . H9 . 1.6188(4) no H8 . H10 . 2.465(5) no H8 . H11 . 2.192(5) no H8 . H13 . 3.319(6) no H8 . H16 1_556 3.467(7) no H8 . H17 1_556 2.326(6) no H8 . H21 2_657 3.019(7) no H9 . H10 . 2.954(6) no H9 . H11 . 2.447(5) no H9 . H13 . 2.129(6) no H9 . H17 1_556 3.207(6) no H9 . H23 . 3.368(6) no H10 . H11 . 1.8539(4) no H10 . H18 . 3.518(6) no H10 . H19 . 2.571(6) no H10 . H20 2_657 2.828(6) no H10 . H21 2_657 3.047(6) no H10 . H22 . 3.009(6) no H11 . H12 . 2.460(5) no H11 . H13 . 2.459(5) no H11 . H16 1_556 2.933(6) no H11 . H17 1_556 3.411(7) no H11 . H19 . 2.741(6) no H11 . H21 2_657 2.598(6) no H11 . H24 1_455 3.513(7) no H12 . H13 . 1.855(1) no H12 . H14 . 2.135(6) no H12 . H14 2_556 2.959(6) no H12 . H18 . 2.712(5) no H12 . H19 . 2.550(5) no H12 . H24 1_455 2.662(7) no H12 . H25 1_455 2.808(6) no H13 . H14 . 3.387(6) no H13 . H16 1_556 3.454(6) no H13 . H18 . 3.486(6) no H13 . H23 . 2.717(6) no H13 . H25 1_455 3.175(6) no H14 . H14 2_556 2.980(9) no H14 . H15 . 2.571(5) no H14 . H18 . 3.083(6) no H14 . H18 2_556 3.149(6) no H14 . H19 2_556 2.384(6) no H14 . H24 2_656 3.086(7) no H15 . H16 . 2.388(5) no H15 . H19 2_556 3.001(7) no H15 . H24 1_454 3.144(7) no H15 . H24 2_656 2.991(7) no H15 . H25 1_454 3.510(8) no H16 . H17 . 2.393(5) no H16 . H21 2_656 3.532(7) no H16 . H24 1_454 3.437(8) no H16 . H25 1_454 2.688(7) no H17 . H21 2_656 3.244(7) no H17 . H23 . 2.530(5) no H18 . H19 . 1.8720(5) no H18 . H20 . 3.272(6) no H18 . H21 2_656 2.999(7) no H18 . H22 . 2.727(6) no H18 . H23 . 3.375(6) no H18 . H24 2_656 3.020(7) no H19 . H20 . 2.321(6) no H19 . H22 . 3.502(6) no H20 . H21 . 2.325(5) no H21 . H24 . 2.617(5) no H22 . H23 . 3.125(6) no H22 . H25 . 2.620(5) no H24 . H25 . 2.380(5) no #------------------------------------------------------------------------------ loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C24 . O2 . C25 . 119.3(4) yes C11 . N1 . C14 . 110.5(3) yes C11 . N1 . C15 . 111.2(3) yes C14 . N1 . C15 . 109.9(3) yes C15 . C1 . C17 . 121.9(4) yes C15 . C1 . C27 . 120.9(5) yes C17 . C1 . C27 . 117.2(5) yes C8 . C5 . C10 . 118.1(4) yes C8 . C5 . C11 . 119.6(5) yes C10 . C5 . C11 . 122.2(5) yes C9 . C6 . C12 . 118.2(5) yes C9 . C6 . C23 . 122.9(5) yes C12 . C6 . C23 . 118.8(5) yes C5 . C8 . C16 . 119.8(4) yes C5 . C8 . H23 . 120.9(3) no C16 . C8 . H23 . 119.2(3) no O3 . C9 . C6 . 121.7(5) yes O3 . C9 . C20 . 117.8(5) yes C6 . C9 . C20 . 120.4(4) yes C5 . C10 . C13 . 122.9(5) yes C5 . C10 . H14 . 113.7(3) no C13 . C10 . H14 . 123.3(3) no N1 . C11 . C5 . 113.5(3) yes N1 . C11 . H12 . 109.0(2) no C5 . C11 . H12 . 105.5(3) no N1 . C11 . H13 . 106.3(2) no C5 . C11 . H13 . 108.9(2) no H12 . C11 . H13 . 113.81(4) no C6 . C12 . C22 . 121.8(5) yes C6 . C12 . H5 . 120.5(3) no C22 . C12 . H5 . 116.7(3) no C10 . C13 . C18 . 120.2(6) yes C10 . C13 . H15 . 125.3(3) no C18 . C13 . H15 . 114.3(4) no N1 . C14 . C24 . 110.2(4) yes N1 . C14 . H10 . 107.9(2) no C24 . C14 . H10 . 104.5(2) no N1 . C14 . H11 . 110.2(2) no C24 . C14 . H11 . 107.6(2) no H10 . C14 . H11 . 116.24(3) no N1 . C15 . C1 . 113.5(3) yes N1 . C15 . H18 . 99.2(2) no C1 . C15 . H18 . 103.9(2) no N1 . C15 . H19 . 113.4(2) no C1 . C15 . H19 . 106.7(2) no H18 . C15 . H19 . 119.98(3) no C8 . C16 . C18 . 119.0(5) yes C8 . C16 . H17 . 123.0(3) no C18 . C16 . H17 . 116.8(4) no C1 . C17 . C26 . 122.1(5) yes C1 . C17 . H22 . 111.0(3) no C26 . C17 . H22 . 126.9(3) no C13 . C18 . C16 . 119.9(5) yes C13 . C18 . H16 . 123.6(4) no C16 . C18 . H16 . 116.3(4) no C26 . C19 . C28 . 120.1(6) yes C26 . C19 . H24 . 122.5(4) no C28 . C19 . H24 . 117.4(4) no C9 . C20 . C21 . 120.8(5) yes C9 . C20 . H6 . 112.4(3) no C21 . C20 . H6 . 126.4(3) no C20 . C21 . C25 . 122.0(5) yes C20 . C21 . H7 . 131.3(3) no C25 . C21 . H7 . 105.1(3) no C12 . C22 . C29 . 118.2(5) yes C12 . C22 . H4 . 112.9(3) no C29 . C22 . H4 . 127.4(3) no C6 . C23 . C30 . 119.8(5) yes C6 . C23 . H1 . 116.3(3) no C30 . C23 . H1 . 123.7(3) no O2 . C24 . C14 . 108.0(4) yes O2 . C24 . H8 . 114.3(2) no C14 . C24 . H8 . 102.6(2) no O2 . C24 . H9 . 114.9(2) no C14 . C24 . H9 . 109.0(2) no H8 . C24 . H9 . 107.21(3) no O1 . C25 . O2 . 124.4(6) yes O1 . C25 . C21 . 125.7(6) yes O2 . C25 . C21 . 109.9(5) yes C17 . C26 . C19 . 120.0(5) yes C17 . C26 . H25 . 125.7(3) no C19 . C26 . H25 . 114.3(4) no C1 . C27 . C28 . 121.9(5) yes C1 . C27 . H20 . 119.2(3) no C28 . C27 . H20 . 118.9(3) no C19 . C28 . C27 . 118.8(5) yes C19 . C28 . H21 . 130.7(4) no C27 . C28 . H21 . 110.3(3) no C22 . C29 . C30 . 121.4(5) yes C22 . C29 . H3 . 115.4(3) no C30 . C29 . H3 . 122.0(4) no C23 . C30 . C29 . 120.0(5) yes C23 . C30 . H2 . 116.7(3) no C29 . C30 . H2 . 123.3(4) no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_site_symmetry_1 _geom_torsion_atom_site_label_2 _geom_torsion_site_symmetry_2 _geom_torsion_atom_site_label_3 _geom_torsion_site_symmetry_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C25 . O2 . C24 . C14 . 116.8(8) yes C24 . O2 . C25 . O1 . 4.6(1) yes C24 . O2 . C25 . C21 . -174.1(6) yes C14 . N1 . C11 . C5 . 167.8(5) yes C15 . N1 . C11 . C5 . -69.8(7) yes C11 . N1 . C14 . C24 . -85.4(6) yes C15 . N1 . C14 . C24 . 151.5(5) yes C11 . N1 . C15 . C1 . 163.6(5) yes C14 . N1 . C15 . C1 . -73.7(7) yes C17 . C1 . C15 . N1 . -35.5(9) yes C27 . C1 . C15 . N1 . 147.5(6) yes C15 . C1 . C17 . C26 . -177.3(6) yes C27 . C1 . C17 . C26 . -0.2(1) yes C15 . C1 . C27 . C28 . 175.9(6) yes C17 . C1 . C27 . C28 . -1.2(1) yes C10 . C5 . C8 . C16 . 0.7(1) yes C11 . C5 . C8 . C16 . -175.9(5) yes C8 . C5 . C10 . C13 . -1.0(1) yes C11 . C5 . C10 . C13 . 175.5(6) yes C8 . C5 . C11 . N1 . -61.1(8) yes C10 . C5 . C11 . N1 . 122.5(7) yes C12 . C6 . C9 . O3 . 9.0(1) yes C12 . C6 . C9 . C20 . -169.5(6) yes C23 . C6 . C9 . O3 . -167.5(7) yes C23 . C6 . C9 . C20 . 14.0(1) yes C9 . C6 . C12 . C22 . -178.3(6) yes C23 . C6 . C12 . C22 . -1.7(1) yes C9 . C6 . C23 . C30 . 177.7(6) yes C12 . C6 . C23 . C30 . 1.2(1) yes C5 . C8 . C16 . C18 . -1.5(1) yes O3 . C9 . C20 . C21 . 13.4(9) yes C6 . C9 . C20 . C21 . -168.0(6) yes C5 . C10 . C13 . C18 . 2.2(1) yes C6 . C12 . C22 . C29 . 1.6(1) yes C10 . C13 . C18 . C16 . -2.9(1) yes N1 . C14 . C24 . O2 . -76.4(6) yes C8 . C16 . C18 . C13 . 2.6(1) yes C1 . C17 . C26 . C19 . 1.2(1) yes C28 . C19 . C26 . C17 . -0.9(1) yes C26 . C19 . C28 . C27 . -0.4(1) yes C9 . C20 . C21 . C25 . -173.2(6) yes C20 . C21 . C25 . O1 . 0.0(1) yes C20 . C21 . C25 . O2 . 178.7(6) yes C12 . C22 . C29 . C30 . -1.0(1) yes C6 . C23 . C30 . C29 . -0.7(1) yes C1 . C27 . C28 . C19 . 1.5(1) yes C22 . C29 . C30 . C23 . 0.6(1) yes #==END data_2 _database_code_CSD 167183 #------------------------------------------------------------------------------ _audit_creation_date '2001-06-06' _audit_creation_method ' by CrystalStructure v2.00' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection ' MSC/AFC Diffractometer Control ' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'CrystalStructure' _computing_structure_solution 'SIR92' _computing_structure_refinement ' CRYSTALS ' _computing_publication_material ' CrystalStructure Ver. 2.00' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 798.98 _chemical_formula_analytical ? _chemical_formula_sum 'C52 H50 N2 O6 ' _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 18.467(7) _cell_length_b 5.519(9) _cell_length_c 20.166(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2055.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296.1 _cell_measurement_reflns_used 24 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 6.7 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P21/c' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' '-x,y+1/2,-z+1/2' 'x,-y+1/2,z+1/2' _exptl_crystal_description 'orthogonal' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_meas ? _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.1 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source ? _diffrn_radiation_monochromator 'graphite' _diffrn_radiation_detector ? _diffrn_measurement_device_type ' Rigaku AFC6S ' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.15 _diffrn_reflns_number 5384 _reflns_number_observed ? _reflns_number_total 5228 _reflns_observed_criterion >-10.00sigma(I) _diffrn_reflns_av_R_equivalents 0.382 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min ? _diffrn_reflns_theta_max 27.56 _diffrn_reflns_reduction_process ? #------------------------------------------------------------------------------ _atoms_sites_solution_primary 'direct methods' _atoms_sites_solution_secondary 'Fourier difference' #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'H' 'H' 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; 'C' 'C' 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'N' 'N' 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'O' 'O' 0.017 0.010 ; 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 O1 O 0.4204(4) 0.443(1) 0.4560(3) 0.042(2) Uani 1.00 1 d . . . O2 O 0.5805(4) 0.294(2) 0.3968(4) 0.055(3) Uani 1.00 1 d . . . O3 O 0.6596(4) 0.007(2) 0.4355(3) 0.047(3) Uani 1.00 1 d . . . N1 N 0.7922(4) 0.222(2) 0.5083(4) 0.047(3) Uani 1.00 1 d . . . C1 C 0.4195(5) 0.240(2) 0.3505(5) 0.025(3) Uani 1.00 1 d . . . C6 C 0.5383(4) -0.065(2) 0.4601(4) 0.033(3) Uani 1.00 1 d . . . C7 C 0.4330(5) 0.264(2) 0.4251(5) 0.033(3) Uani 1.00 1 d . . . C8 C 0.3854(6) 0.207(2) 0.2192(5) 0.040(4) Uani 1.00 1 d . . . C9 C 0.7795(5) 0.203(3) 0.6311(5) 0.042(4) Uani 1.00 1 d . . . C10 C 0.3824(5) 0.418(2) 0.3236(5) 0.037(3) Uani 1.00 1 d . . . C11 C 0.8983(6) 0.036(2) 0.4487(5) 0.038(3) Uani 1.00 1 d . . . C12 C 0.4558(5) 0.028(2) 0.4610(5) 0.027(3) Uani 1.00 1 d . . . C13 C 0.4397(5) 0.038(2) 0.3159(4) 0.028(3) Uani 1.00 1 d . . . C14 C 0.4267(5) 0.032(2) 0.2467(5) 0.039(4) Uani 1.00 1 d . . . C15 C 0.7188(5) 0.127(2) 0.4014(5) 0.051(4) Uani 1.00 1 d . . . C16 C 0.5935(6) 0.109(2) 0.4259(5) 0.044(4) Uani 1.00 1 d . . . C17 C 0.7561(5) 0.331(2) 0.4464(5) 0.050(4) Uani 1.00 1 d . . . C18 C 0.3661(6) 0.403(2) 0.2551(5) 0.049(4) Uani 1.00 1 d . . . C19 C 0.7687(5) 0.024(2) 0.6781(6) 0.052(4) Uani 1.00 1 d . . . C20 C 0.8457(6) 0.224(3) 0.7547(6) 0.062(5) Uani 1.00 1 d . . . C21 C 0.8318(6) -0.018(2) 0.4992(5) 0.062(4) Uani 1.00 1 d . . . C22 C 0.7423(5) 0.198(3) 0.5639(5) 0.070(5) Uani 1.00 1 d . . . C23 C 1.0136(6) 0.081(3) 0.3635(6) 0.056(5) Uani 1.00 1 d . . . C24 C 0.8270(6) 0.395(2) 0.6467(6) 0.056(4) Uani 1.00 1 d . . . C25 C 0.7999(7) 0.021(3) 0.7405(6) 0.073(5) Uani 1.00 1 d . . . C26 C 1.0016(6) 0.260(3) 0.4092(6) 0.061(5) Uani 1.00 1 d . . . C27 C 0.8583(6) 0.403(3) 0.7074(6) 0.064(5) Uani 1.00 1 d . . . C28 C 0.9428(6) 0.235(2) 0.4519(5) 0.049(4) Uani 1.00 1 d . . . C29 C 0.9112(6) -0.148(2) 0.4032(6) 0.059(5) Uani 1.00 1 d . . . C30 C 0.9677(7) -0.127(3) 0.3586(6) 0.076(5) Uani 1.00 1 d . . . H1 H 0.4692(5) -0.123(2) 0.3316(4) 0.033(3) Uiso 1.00 1 c . . . H2 H 0.3795(6) 0.190(2) 0.1690(5) 0.048(4) Uiso 1.00 1 c . . . H3 H 0.7905(5) 0.419(2) 0.4212(5) 0.060(4) Uiso 1.00 1 c . . . H4 H 0.7860(7) -0.100(3) 0.7791(6) 0.088(6) Uiso 1.00 1 c . . . H5 H 0.7695(5) 0.041(2) 0.4103(5) 0.061(5) Uiso 1.00 1 c . . . H6 H 0.4403(5) -0.105(2) 0.2303(5) 0.047(4) Uiso 1.00 1 c . . . H7 H 0.9346(6) 0.392(2) 0.4792(5) 0.059(4) Uiso 1.00 1 c . . . H8 H 0.8547(6) -0.058(2) 0.5352(5) 0.074(5) Uiso 1.00 1 c . . . H9 H 0.7085(5) 0.264(2) 0.3605(5) 0.061(5) Uiso 1.00 1 c . . . H10 H 0.8681(6) 0.232(3) 0.7971(6) 0.074(5) Uiso 1.00 1 c . . . H11 H 1.0201(6) 0.407(3) 0.4030(6) 0.073(5) Uiso 1.00 1 c . . . H12 H 0.3682(5) 0.556(2) 0.3488(5) 0.045(4) Uiso 1.00 1 c . . . H13 H 0.8894(6) 0.536(3) 0.7174(6) 0.076(5) Uiso 1.00 1 c . . . H14 H 0.8375(6) 0.515(2) 0.6144(6) 0.067(5) Uiso 1.00 1 c . . . H15 H 0.7360(5) -0.104(2) 0.6688(6) 0.063(4) Uiso 1.00 1 c . . . H16 H 0.3401(6) 0.531(2) 0.2342(5) 0.058(4) Uiso 1.00 1 c . . . H17 H 0.7188(5) 0.438(2) 0.4607(5) 0.060(4) Uiso 1.00 1 c . . . H18 H 0.8811(6) -0.288(2) 0.4035(6) 0.071(5) Uiso 1.00 1 c . . . H19 H 0.9741(7) -0.245(3) 0.3248(6) 0.091(6) Uiso 1.00 1 c . . . H20 H 1.0539(6) 0.094(3) 0.3346(6) 0.067(5) Uiso 1.00 1 c . . . H21 H 0.7080(5) 0.327(3) 0.5619(5) 0.085(6) Uiso 1.00 1 c . . . H22 H 0.7180(5) 0.048(3) 0.5594(5) 0.085(6) Uiso 1.00 1 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 O1 0.079(6) 0.034(5) 0.014(4) 0.020(5) -0.004(4) -0.004(4) O2 0.046(5) 0.068(7) 0.051(5) -0.003(5) -0.004(4) 0.034(5) O3 0.034(4) 0.062(6) 0.045(5) -0.005(5) -0.006(4) -0.001(5) N1 0.032(5) 0.073(8) 0.035(5) 0.006(6) 0.009(4) -0.000(6) C1 0.018(5) 0.033(7) 0.025(6) -0.010(5) -0.008(4) 0.002(6) C6 0.019(5) 0.066(9) 0.015(5) -0.013(6) 0.000(4) 0.008(6) C7 0.029(5) 0.034(7) 0.037(6) -0.000(6) 0.016(5) -0.010(7) C8 0.040(7) 0.038(8) 0.043(8) -0.008(7) -0.018(6) 0.010(7) C9 0.014(5) 0.08(1) 0.033(7) 0.002(7) 0.003(5) 0.001(8) C10 0.036(6) 0.039(8) 0.037(7) 0.015(6) 0.003(5) -0.006(6) C11 0.042(6) 0.044(8) 0.027(6) 0.006(7) -0.007(5) 0.014(7) C12 0.035(5) 0.013(6) 0.032(6) 0.000(5) 0.008(5) -0.002(5) C13 0.028(6) 0.028(7) 0.027(6) -0.003(6) 0.001(5) 0.004(6) C14 0.040(6) 0.048(9) 0.030(6) -0.004(7) 0.008(5) 0.003(7) C15 0.011(5) 0.11(1) 0.028(6) -0.017(7) -0.001(4) 0.022(7) C16 0.042(7) 0.07(1) 0.020(7) 0.002(8) -0.011(5) -0.023(7) C17 0.055(8) 0.06(1) 0.030(7) -0.011(7) 0.011(6) 0.021(7) C18 0.084(9) 0.025(8) 0.037(8) -0.006(7) -0.006(7) 0.026(6) C19 0.046(7) 0.058(9) 0.053(8) -0.015(7) 0.001(6) 0.013(8) C20 0.036(8) 0.11(1) 0.036(8) -0.009(9) -0.007(6) -0.010(9) C21 0.073(8) 0.09(1) 0.017(6) 0.051(9) 0.021(6) 0.038(7) C22 0.051(8) 0.12(1) 0.042(7) -0.018(9) 0.023(6) -0.030(9) C23 0.019(6) 0.09(1) 0.064(9) 0.021(8) 0.014(6) 0.022(9) C24 0.065(9) 0.06(1) 0.045(8) -0.024(8) 0.013(7) -0.008(8) C25 0.08(1) 0.10(1) 0.042(8) -0.03(1) -0.005(7) 0.008(9) C26 0.026(7) 0.07(1) 0.09(1) -0.001(8) 0.015(7) 0.00(1) C27 0.056(9) 0.07(1) 0.064(9) -0.017(8) 0.002(8) -0.011(9) C28 0.048(7) 0.045(9) 0.055(8) -0.011(7) -0.005(6) 0.006(8) C29 0.062(9) 0.05(1) 0.067(9) 0.003(8) 0.005(8) -0.004(8) C30 0.07(1) 0.11(1) 0.052(8) 0.02(1) 0.020(8) -0.016(9) #------------------------------------------------------------------------------ _refine_special_details ; Refinement using reflections with F^2^ > -10.0 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). ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type ? _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method ' Larson (1970) Crystallographic Computing eq. 22' _refine_ls_extinction_coef 23.5(1) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 4729 _refine_ls_number_parameters 294 _refine_ls_number_restraints ? _refine_ls_number_constraints ? _refine_ls_R_factor_all ? _refine_ls_R_factor_gt 0.1390 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_ref 0.0890 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_ref 2.565 _refine_ls_shift/su_max 1.2350 _refine_ls_shift/esd_mean ? _refine_diff_density_max 2.61 _refine_diff_density_min -3.05 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 . C7 . 1.193(11) yes O2 . C16 . 1.206(13) yes O3 . C15 . 1.45(1) yes O3 . C16 . 1.358(12) yes N1 . C17 . 1.537(11) yes N1 . C21 . 1.525(14) yes N1 . C22 . 1.46(1) yes C1 . C7 . 1.529(11) yes C1 . C10 . 1.317(13) yes C1 . C13 . 1.367(13) yes C6 . C12 . 1.608(11) yes C6 . C16 . 1.561(14) yes C7 . C12 . 1.546(14) yes C8 . C14 . 1.350(14) yes C8 . C18 . 1.351(14) yes C8 . H2 . 1.0216(4) no C9 . C19 . 1.382(15) yes C9 . C22 . 1.517(12) yes C9 . C24 . 1.412(14) yes C10 . C18 . 1.414(12) yes C10 . H12 . 0.950(1) no C11 . C21 . 1.627(12) yes C11 . C28 . 1.374(15) yes C11 . C29 . 1.389(15) yes C13 . C14 . 1.415(11) yes C13 . H1 . 1.0881(12) no C14 . H6 . 0.8626(11) no C15 . C17 . 1.601(13) yes C15 . H5 . 1.0627(5) no C15 . H9 . 1.1333(8) no C17 . H3 . 0.9500(4) no C17 . H17 . 0.9501(6) no C18 . H16 . 0.9501(8) no C19 . C25 . 1.381(13) yes C19 . H15 . 0.9500(9) no C20 . C25 . 1.430(17) yes C20 . C27 . 1.397(16) yes C20 . H10 . 0.9501(3) no C21 . H8 . 0.8677(3) no C22 . H21 . 0.9500(9) no C22 . H22 . 0.9500(12) no C23 . C26 . 1.368(15) yes C23 . C30 . 1.430(16) yes C23 . H20 . 0.9500(3) no C24 . C27 . 1.352(13) yes C24 . H14 . 0.9501(8) no C25 . H4 . 1.0599(7) no C26 . C28 . 1.396(13) yes C26 . H11 . 0.8930(12) no C27 . H13 . 0.9500(9) no C28 . H7 . 1.0360(12) no C29 . C30 . 1.386(13) yes C29 . H18 . 0.950(1) no C30 . H19 . 0.9500(7) no #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_site_symmetry_1 _geom_contact_atom_site_label_2 _geom_contact_site_symmetry_2 _geom_contact_distance _geom_contact_publ_flag O1 . O1 2_666 3.485(14) yes O1 . O2 . 3.30(1) yes O1 . O2 2_666 3.30(1) yes O1 . C1 . 2.405(11) yes O1 . C6 . 3.550(13) yes O1 . C6 1_565 3.482(13) yes O1 . C6 2_656 2.792(12) yes O1 . C7 . 1.193(11) yes O1 . C10 . 2.760(12) yes O1 . C12 . 2.384(12) yes O1 . C12 1_565 3.296(13) yes O1 . C16 2_666 3.446(13) yes O1 . H1 1_565 3.586(12) no O1 . H12 . 2.442(12) no O1 . H17 2_666 3.147(12) no O1 . H21 2_666 2.714(14) no O2 . O3 . 2.294(11) yes O2 . C1 . 3.126(11) yes O2 . C6 . 2.485(13) yes O2 . C7 . 2.789(11) yes O2 . C8 3_655 3.326(15) yes O2 . C12 . 3.027(12) yes O2 . C12 2_656 3.444(12) yes O2 . C13 . 3.374(11) yes O2 . C14 3_655 3.178(13) yes O2 . C15 . 2.719(12) yes O2 . C16 . 1.206(13) yes O2 . C17 . 3.395(12) yes O2 . H1 . 3.352(13) no O2 . H2 3_655 2.660(15) no O2 . H6 3_655 2.648(12) no O2 . H9 . 2.484(11) no O2 . H16 3_645 3.359(13) no O2 . H17 . 2.965(12) no O3 . N1 . 3.087(11) yes O3 . C6 . 2.33(1) yes O3 . C12 2_656 2.995(11) yes O3 . C15 . 1.45(1) yes O3 . C16 . 1.358(12) yes O3 . C17 . 2.535(12) yes O3 . C21 . 3.427(12) yes O3 . C22 . 3.182(12) yes O3 . H2 3_645 2.831(13) no O3 . H3 . 3.335(12) no O3 . H5 . 2.103(9) no O3 . H9 . 2.264(12) no O3 . H16 3_645 3.425(12) no O3 . H17 1_545 3.364(14) no O3 . H17 . 2.666(13) no O3 . H21 . 3.225(13) no O3 . H22 . 2.727(12) no N1 . C9 . 2.491(13) yes N1 . C11 . 2.522(13) yes N1 . C15 . 2.595(12) yes N1 . C17 . 1.537(11) yes N1 . C21 . 1.525(14) yes N1 . C22 . 1.46(1) yes N1 . C24 . 3.017(14) yes N1 . C28 . 3.010(13) yes N1 . H3 . 2.068(12) no N1 . H5 . 2.252(13) no N1 . H7 . 2.855(14) no N1 . H8 . 2.004(13) no N1 . H9 . 3.359(11) no N1 . H14 . 2.808(15) no N1 . H17 . 2.040(12) no N1 . H21 . 1.982(11) no N1 . H22 . 1.969(13) no C1 . C6 . 3.532(13) yes C1 . C7 . 1.529(11) yes C1 . C8 . 2.725(14) yes C1 . C10 . 1.317(13) yes C1 . C12 . 2.601(13) yes C1 . C13 . 1.367(13) yes C1 . C14 . 2.392(14) yes C1 . C18 . 2.339(14) yes C1 . H1 . 2.235(14) no C1 . H6 . 3.107(15) no C1 . H6 3_655 3.183(13) no C1 . H12 . 1.985(14) no C1 . H15 2_656 2.991(13) no C1 . H16 . 3.194(14) no C1 . H22 2_656 3.506(14) no C6 . C6 2_656 2.262(18) yes C6 . C7 . 2.749(14) yes C6 . C7 2_656 2.614(14) yes C6 . C12 . 1.608(11) yes C6 . C12 2_656 1.606(11) yes C6 . C13 . 3.472(12) yes C6 . C16 . 1.561(14) yes C6 . C16 2_656 3.364(16) yes C6 . H1 . 2.902(12) no C6 . H2 3_645 3.310(14) no C7 . C10 . 2.403(14) yes C7 . C12 . 1.546(14) yes C7 . C12 2_656 3.471(15) yes C7 . C13 . 2.535(13) yes C7 . C16 . 3.085(15) yes C7 . H1 . 2.927(15) no C7 . H12 . 2.525(15) no C7 . H21 2_666 3.460(16) no C7 . H22 2_656 3.292(14) no C8 . C10 . 2.407(15) yes C8 . C13 . 2.379(14) yes C8 . C14 . 1.350(14) yes C8 . C18 . 1.351(14) yes C8 . H1 . 3.289(14) no C8 . H1 3_655 3.026(14) no C8 . H2 . 1.0216(4) no C8 . H4 2_656 3.220(16) no C8 . H6 . 2.012(16) no C8 . H6 3_655 3.526(15) no C8 . H9 3_645 3.400(16) no C8 . H12 . 3.262(16) no C8 . H15 2_656 3.239(15) no C8 . H16 . 1.996(15) no C9 . C19 . 1.382(15) yes C9 . C20 . 2.773(15) yes C9 . C21 . 3.086(14) yes C9 . C22 . 1.517(12) yes C9 . C24 . 1.412(14) yes C9 . C25 . 2.451(16) yes C9 . C27 . 2.385(16) yes C9 . H4 . 3.424(17) no C9 . H8 . 2.788(15) no C9 . H12 2_666 3.064(14) no C9 . H13 . 3.239(16) no C9 . H14 . 2.058(16) no C9 . H15 . 2.025(16) no C9 . H20 2_756 3.552(15) no C9 . H21 . 2.034(14) no C9 . H22 . 2.025(14) no C10 . C13 . 2.357(14) yes C10 . C13 1_565 3.583(15) yes C10 . C14 . 2.764(15) yes C10 . C18 . 1.414(12) yes C10 . H1 . 3.394(15) no C10 . H1 1_565 3.000(14) no C10 . H2 . 3.363(15) no C10 . H6 1_565 3.407(15) no C10 . H6 3_655 3.456(13) no C10 . H12 . 0.950(1) no C10 . H15 2_656 2.796(15) no C10 . H16 . 2.057(13) no C10 . H21 2_666 3.184(15) no C11 . C15 . 3.483(13) yes C11 . C17 . 3.093(15) yes C11 . C21 . 1.627(12) yes C11 . C23 . 2.753(15) yes C11 . C26 . 2.411(15) yes C11 . C28 . 1.374(15) yes C11 . C29 . 1.389(15) yes C11 . C30 . 2.403(15) yes C11 . H3 . 2.958(15) no C11 . H5 . 2.500(13) no C11 . H7 . 2.164(16) no C11 . H8 . 1.993(12) no C11 . H10 4_554 3.360(15) no C11 . H11 . 3.183(16) no C11 . H18 . 2.028(16) no C11 . H19 . 3.261(16) no C12 . C12 2_656 2.283(18) yes C12 . C13 . 2.941(12) yes C12 . C16 . 2.679(14) yes C12 . C16 2_656 2.573(14) yes C12 . H1 . 2.752(13) no C12 . H22 2_656 3.261(14) no C13 . C14 . 1.415(11) yes C13 . C18 . 2.720(15) yes C13 . H1 . 1.0881(12) no C13 . H2 . 3.268(13) no C13 . H6 . 1.898(13) no C13 . H6 3_655 3.110(15) no C13 . H12 1_545 3.046(14) no C13 . H12 . 3.218(15) no C13 . H15 2_656 3.281(13) no C14 . C18 . 2.342(16) yes C14 . H1 . 2.065(13) no C14 . H1 3_655 3.138(15) no C14 . H2 . 1.990(13) no C14 . H6 . 0.8626(11) no C14 . H6 3_655 3.202(15) no C14 . H12 1_545 3.511(15) no C14 . H15 2_656 3.483(14) no C14 . H16 1_545 3.203(15) no C14 . H16 . 3.195(16) no C15 . C16 . 2.371(14) yes C15 . C17 . 1.601(13) yes C15 . C21 . 2.975(13) yes C15 . C22 . 3.327(13) yes C15 . H2 3_645 3.334(16) no C15 . H3 . 2.124(14) no C15 . H5 . 1.0627(5) no C15 . H9 . 1.1333(8) no C15 . H10 4_554 3.562(14) no C15 . H16 3_645 2.987(14) no C15 . H17 . 2.091(15) no C15 . H21 . 3.426(14) no C15 . H22 . 3.217(14) no C16 . C17 . 3.269(15) yes C16 . H1 . 3.236(14) no C16 . H2 3_645 3.043(16) no C16 . H5 . 3.288(14) no C16 . H6 3_655 3.576(15) no C16 . H9 . 2.647(14) no C16 . H16 3_645 3.484(15) no C16 . H17 . 3.023(16) no C16 . H22 . 3.550(15) no C17 . C21 . 2.607(14) yes C17 . C22 . 2.494(14) yes C17 . C28 . 3.490(15) yes C17 . H3 . 0.9500(4) no C17 . H5 . 1.776(16) no C17 . H7 . 3.377(14) no C17 . H8 . 3.335(14) no C17 . H9 . 1.974(11) no C17 . H17 . 0.9501(6) no C17 . H18 1_565 3.244(16) no C17 . H21 . 2.496(13) no C17 . H22 . 2.855(15) no C18 . H1 1_565 3.581(15) no C18 . H1 3_655 3.518(14) no C18 . H2 . 2.113(14) no C18 . H4 2_656 3.337(18) no C18 . H6 . 3.164(16) no C18 . H6 1_565 3.082(15) no C18 . H6 3_655 3.587(16) no C18 . H9 3_655 3.357(15) no C18 . H12 . 2.068(14) no C18 . H15 2_656 2.941(15) no C18 . H16 . 0.9501(8) no C19 . C20 . 2.365(16) yes C19 . C22 . 2.541(15) yes C19 . C24 . 2.398(16) yes C19 . C25 . 1.381(13) yes C19 . C27 . 2.730(17) yes C19 . H4 . 2.172(14) no C19 . H8 . 3.327(14) no C19 . H10 . 3.226(15) no C19 . H12 2_666 3.472(15) no C19 . H13 1_545 3.586(18) no C19 . H14 1_545 3.342(16) no C19 . H14 . 3.258(16) no C19 . H15 . 0.9500(9) no C19 . H20 2_756 3.351(15) no C19 . H21 . 3.083(16) no C19 . H22 . 2.570(14) no C20 . C24 . 2.398(17) yes C20 . C25 . 1.430(17) yes C20 . C27 . 1.397(16) yes C20 . H3 4_555 3.600(16) no C20 . H4 . 2.158(18) no C20 . H9 4_555 3.320(14) no C20 . H10 . 0.9501(3) no C20 . H13 . 2.047(17) no C20 . H14 . 3.258(17) no C20 . H15 . 3.215(17) no C20 . H20 2_756 3.128(18) no C21 . C22 . 2.425(14) yes C21 . C28 . 2.661(15) yes C21 . C29 . 2.537(15) yes C21 . H3 1_545 3.562(17) no C21 . H3 . 2.980(15) no C21 . H5 . 2.152(13) no C21 . H7 . 2.982(17) no C21 . H8 . 0.8677(3) no C21 . H14 1_545 3.468(17) no C21 . H17 . 3.357(15) no C21 . H18 . 2.603(16) no C21 . H21 . 3.235(15) no C21 . H22 . 2.459(13) no C22 . C24 . 2.528(15) yes C22 . H3 . 3.253(14) no C22 . H5 . 3.258(14) no C22 . H8 . 2.581(15) no C22 . H12 2_666 3.023(15) no C22 . H14 . 2.677(16) no C22 . H15 . 2.699(16) no C22 . H17 . 2.500(15) no C22 . H21 . 0.9500(9) no C22 . H22 . 0.9500(12) no C23 . C26 . 1.368(15) yes C23 . C28 . 2.373(16) yes C23 . C29 . 2.414(16) yes C23 . C30 . 1.430(16) yes C23 . H7 . 3.246(17) no C23 . H8 2_756 3.172(16) no C23 . H10 4_554 3.168(16) no C23 . H11 . 1.972(18) no C23 . H13 2_766 3.220(19) no C23 . H14 2_766 3.566(19) no C23 . H18 . 3.286(17) no C23 . H19 . 2.092(18) no C23 . H20 . 0.9500(3) no C24 . C25 . 2.846(18) yes C24 . C27 . 1.352(13) yes C24 . H8 . 3.405(17) no C24 . H10 . 3.249(16) no C24 . H11 2_766 3.192(16) no C24 . H13 . 1.987(14) no C24 . H14 . 0.9501(8) no C24 . H15 . 3.260(16) no C24 . H15 1_565 3.266(17) no C24 . H20 2_756 3.502(17) no C24 . H20 2_766 3.593(19) no C24 . H21 . 2.804(15) no C24 . H22 . 3.286(16) no C25 . C27 . 2.464(18) yes C25 . H4 . 1.0599(7) no C25 . H9 4_555 3.188(15) no C25 . H10 . 2.060(15) no C25 . H13 1_545 3.182(19) no C25 . H13 . 3.321(19) no C25 . H15 . 1.985(14) no C25 . H20 2_756 3.165(16) no C26 . C28 . 1.396(13) yes C26 . C29 . 2.804(19) yes C26 . C30 . 2.45(2) yes C26 . C30 1_565 3.59(2) yes C26 . H7 . 2.017(15) no C26 . H7 2_766 3.183(17) no C26 . H8 2_756 3.083(15) no C26 . H10 4_554 3.339(16) no C26 . H11 . 0.8930(12) no C26 . H13 2_766 3.449(17) no C26 . H14 2_766 3.258(16) no C26 . H18 1_565 3.349(19) no C26 . H19 . 3.302(19) no C26 . H19 1_565 3.261(19) no C26 . H20 . 2.011(13) no C27 . H4 . 3.410(18) no C27 . H4 1_565 3.375(19) no C27 . H10 . 2.047(15) no C27 . H11 2_766 3.337(17) no C27 . H13 . 0.9500(9) no C27 . H14 . 2.010(15) no C27 . H19 2_756 3.284(16) no C27 . H20 2_756 3.302(19) no C27 . H20 2_766 3.32(2) no C28 . C29 . 2.402(17) yes C28 . C29 1_565 3.591(18) yes C28 . C30 . 2.785(18) yes C28 . H3 . 3.052(15) no C28 . H5 . 3.473(14) no C28 . H7 . 1.0360(12) no C28 . H7 2_766 3.36(2) no C28 . H8 . 2.848(15) no C28 . H10 4_554 3.413(16) no C28 . H11 . 1.983(15) no C28 . H11 2_766 3.593(18) no C28 . H18 . 3.250(18) no C28 . H18 1_565 3.031(17) no C28 . H20 . 3.233(15) no C29 . C30 . 1.386(13) yes C29 . H3 1_545 3.288(17) no C29 . H5 . 2.823(15) no C29 . H7 1_545 2.997(17) no C29 . H7 . 3.377(18) no C29 . H8 . 2.906(15) no C29 . H10 4_554 3.235(18) no C29 . H11 1_545 3.172(19) no C29 . H18 . 0.950(1) no C29 . H19 . 2.037(14) no C29 . H20 . 3.268(16) no C30 . H10 4_554 3.105(19) no C30 . H11 1_545 2.888(19) no C30 . H11 . 3.23(2) no C30 . H13 4_554 3.227(18) no C30 . H18 . 2.044(16) no C30 . H19 . 0.9500(7) no C30 . H20 . 2.065(15) no H1 . H2 3_645 2.978(14) no H1 . H6 . 2.111(11) no H1 . H6 3_645 3.385(16) no H1 . H6 3_655 3.540(17) no H1 . H12 1_545 2.598(13) no H2 . H4 2_656 3.272(16) no H2 . H6 . 2.330(14) no H2 . H9 3_645 2.919(16) no H2 . H16 . 2.410(15) no H2 . H17 3_645 3.471(15) no H3 . H4 4_554 3.035(15) no H3 . H5 . 2.133(16) no H3 . H5 1_565 3.462(17) no H3 . H7 . 2.907(14) no H3 . H9 . 2.123(12) no H3 . H10 4_554 3.008(16) no H3 . H17 . 1.5513(4) no H3 . H18 1_565 2.355(16) no H3 . H21 . 3.267(13) no H4 . H9 4_555 2.867(17) no H4 . H10 . 2.409(17) no H4 . H13 1_545 3.042(18) no H4 . H15 . 2.404(13) no H4 . H16 2_656 3.336(19) no H4 . H18 4_545 3.118(17) no H5 . H8 . 3.016(13) no H5 . H9 . 1.9413(13) no H5 . H10 4_554 3.181(14) no H5 . H16 3_645 3.541(14) no H5 . H17 . 2.589(16) no H5 . H18 . 2.750(16) no H5 . H22 . 3.159(13) no H6 . H9 3_645 3.375(14) no H6 . H12 1_545 3.318(14) no H6 . H16 1_545 2.732(14) no H7 . H7 2_766 2.82(2) no H7 . H8 . 3.105(17) no H7 . H8 1_565 3.561(18) no H7 . H11 . 2.210(13) no H7 . H11 2_766 2.749(16) no H7 . H14 . 3.341(16) no H7 . H18 1_565 2.536(16) no H8 . H11 2_756 3.252(16) no H8 . H14 1_545 2.862(17) no H8 . H14 . 3.561(18) no H8 . H15 . 3.490(14) no H8 . H18 . 2.984(16) no H8 . H20 2_756 3.120(16) no H8 . H21 . 3.486(16) no H8 . H22 . 2.639(14) no H9 . H10 4_554 3.219(14) no H9 . H16 3_645 2.468(15) no H9 . H17 . 2.245(12) no H10 . H13 . 2.353(16) no H10 . H18 4_545 3.27(2) no H10 . H19 4_545 3.37(2) no H10 . H19 4_555 3.48(2) no H10 . H20 2_756 3.522(18) no H11 . H13 2_766 2.970(16) no H11 . H14 2_766 2.689(16) no H11 . H18 1_565 3.071(17) no H11 . H19 1_565 2.624(18) no H11 . H20 . 2.299(15) no H12 . H15 2_656 3.168(16) no H12 . H16 . 2.370(12) no H12 . H21 2_666 2.381(14) no H12 . H22 2_666 3.283(16) no H13 . H14 . 2.287(13) no H13 . H15 1_565 3.594(17) no H13 . H19 2_756 3.110(17) no H13 . H19 4_555 2.905(18) no H13 . H20 2_766 2.53(2) no H14 . H15 1_565 3.024(16) no H14 . H20 2_766 3.115(19) no H14 . H21 . 2.810(15) no H14 . H22 . 3.569(17) no H15 . H16 2_656 3.371(16) no H15 . H21 . 3.250(17) no H15 . H22 . 2.382(15) no H17 . H18 1_565 3.555(16) no H17 . H21 . 2.140(14) no H17 . H22 . 2.931(16) no H18 . H19 . 2.355(13) no H19 . H20 . 2.391(16) no H19 . H20 3_745 3.373(16) no H21 . H22 . 1.551(2) no #------------------------------------------------------------------------------ loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C15 . O3 . C16 . 114.9(9) yes C17 . N1 . C21 . 116.7(8) yes C17 . N1 . C22 . 112.7(8) yes C21 . N1 . C22 . 108.6(10) yes C7 . C1 . C10 . 115.0(10) yes C7 . C1 . C13 . 122.0(10) yes C10 . C1 . C13 . 122.8(9) yes C12 . C6 . C16 . 115.5(9) yes O1 . C7 . C1 . 123.7(10) yes O1 . C7 . C12 . 120.5(9) yes C1 . C7 . C12 . 115.5(9) yes C14 . C8 . C18 . 120.3(11) yes C14 . C8 . H2 . 113.4(7) no C18 . C8 . H2 . 125.4(7) no C19 . C9 . C22 . 122.4(12) yes C19 . C9 . C24 . 118.3(11) yes C22 . C9 . C24 . 119.3(12) yes C1 . C10 . C18 . 117.8(11) yes C1 . C10 . H12 . 121.4(7) no C18 . C10 . H12 . 120.8(7) no C21 . C11 . C28 . 124.8(11) yes C21 . C11 . C29 . 114.3(11) yes C28 . C11 . C29 . 120.8(11) yes C6 . C12 . C7 . 121.3(8) yes C1 . C13 . C14 . 118.6(10) yes C1 . C13 . H1 . 130.7(6) no C14 . C13 . H1 . 110.5(7) no C8 . C14 . C13 . 118.7(11) yes C8 . C14 . H6 . 129.5(7) no C13 . C14 . H6 . 110.5(7) no O3 . C15 . C17 . 112.1(7) yes O3 . C15 . H5 . 112.4(5) no C17 . C15 . H5 . 80.9(5) no O3 . C15 . H9 . 121.6(5) no C17 . C15 . H9 . 90.8(5) no H5 . C15 . H9 . 124.24(4) no O2 . C16 . O3 . 126.9(12) yes O2 . C16 . C6 . 127.4(11) yes O3 . C16 . C6 . 105.7(10) yes N1 . C17 . C15 . 111.6(9) yes N1 . C17 . H3 . 110.3(5) no C15 . C17 . H3 . 110.1(5) no N1 . C17 . H17 . 107.9(5) no C15 . C17 . H17 . 107.4(5) no H3 . C17 . H17 . 109.46(8) no C8 . C18 . C10 . 121.0(11) yes C8 . C18 . H16 . 119.3(7) no C10 . C18 . H16 . 119.6(7) no C9 . C19 . C25 . 125.0(12) yes C9 . C19 . H15 . 119.4(7) no C25 . C19 . H15 . 115.5(8) no C25 . C20 . C27 . 121.3(11) yes C25 . C20 . H10 . 118.5(8) no C27 . C20 . H10 . 120.2(7) no N1 . C21 . C11 . 106.2(9) yes N1 . C21 . H8 . 110.7(5) no C11 . C21 . H8 . 101.7(5) no N1 . C22 . C9 . 113.6(8) yes N1 . C22 . H21 . 108.9(7) no C9 . C22 . H21 . 108.9(7) no N1 . C22 . H22 . 107.8(7) no C9 . C22 . H22 . 108.1(8) no H21 . C22 . H22 . 109.5(1) no C26 . C23 . C30 . 121.8(11) yes C26 . C23 . H20 . 119.2(8) no C30 . C23 . H20 . 119.0(7) no C9 . C24 . C27 . 119.4(12) yes C9 . C24 . H14 . 120.0(7) no C27 . C24 . H14 . 120.7(8) no C19 . C25 . C20 . 114.5(12) yes C19 . C25 . H4 . 125.2(8) no C20 . C25 . H4 . 119.5(7) no C23 . C26 . C28 . 118.3(13) yes C23 . C26 . H11 . 120.0(8) no C28 . C26 . H11 . 118.4(9) no C20 . C27 . C24 . 121.5(12) yes C20 . C27 . H13 . 120.2(7) no C24 . C27 . H13 . 118.3(8) no C11 . C28 . C26 . 121.0(13) yes C11 . C28 . H7 . 127.2(7) no C26 . C28 . H7 . 111.2(9) no C11 . C29 . C30 . 120.0(13) yes C11 . C29 . H18 . 119.0(7) no C30 . C29 . H18 . 121.0(9) no C23 . C30 . C29 . 118.0(13) yes C23 . C30 . H19 . 121.7(7) no C29 . C30 . H19 . 120.3(9) no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_site_symmetry_1 _geom_torsion_atom_site_label_2 _geom_torsion_site_symmetry_2 _geom_torsion_atom_site_label_3 _geom_torsion_site_symmetry_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C16 . O3 . C15 . C17 . 91.0(2) yes C15 . O3 . C16 . O2 . -6.1(2) yes C15 . O3 . C16 . C6 . 174.0(1) yes C21 . N1 . C17 . C15 . 39.5(2) yes C22 . N1 . C17 . C15 . -87.3(2) yes C17 . N1 . C21 . C11 . 63.7(2) yes C22 . N1 . C21 . C11 . -167.5(1) yes C17 . N1 . C22 . C9 . -153.8(1) yes C21 . N1 . C22 . C9 . 75.2(2) yes C10 . C1 . C7 . O1 . -9.9(2) yes C10 . C1 . C7 . C12 . 162.8(1) yes C13 . C1 . C7 . O1 . 174.9(1) yes C13 . C1 . C7 . C12 . -12.4(2) yes C7 . C1 . C10 . C18 . -178.0(1) yes C13 . C1 . C10 . C18 . -2.8(2) yes C7 . C1 . C13 . C14 . -178.6(1) yes C10 . C1 . C13 . C14 . 6.5(2) yes C16 . C6 . C12 . C7 . 4.7(2) yes C12 . C6 . C16 . O2 . -4.9(2) yes C12 . C6 . C16 . O3 . 175.0(1) yes O1 . C7 . C12 . C6 . -105.3(1) yes C1 . C7 . C12 . C6 . 81.7(2) yes C18 . C8 . C14 . C13 . 9.7(2) yes C14 . C8 . C18 . C10 . -6.1(2) yes C22 . C9 . C19 . C25 . -178.8(2) yes C24 . C9 . C19 . C25 . 1.4(3) yes C19 . C9 . C22 . N1 . -127.2(2) yes C24 . C9 . C22 . N1 . 52.6(2) yes C19 . C9 . C24 . C27 . -2.3(2) yes C22 . C9 . C24 . C27 . 177.9(1) yes C1 . C10 . C18 . C8 . 2.5(2) yes C28 . C11 . C21 . N1 . 43.2(2) yes C29 . C11 . C21 . N1 . -141.3(2) yes C21 . C11 . C28 . C26 . 175.8(1) yes C29 . C11 . C28 . C26 . 0.6(3) yes C21 . C11 . C29 . C30 . -178.3(1) yes C28 . C11 . C29 . C30 . -2.6(3) yes C1 . C13 . C14 . C8 . -9.8(2) yes O3 . C15 . C17 . N1 . 64.1(1) yes C9 . C19 . C25 . C20 . 0.6(3) yes C27 . C20 . C25 . C19 . -1.9(3) yes C25 . C20 . C27 . C24 . 1.0(3) yes C30 . C23 . C26 . C28 . 0.0(3) yes C26 . C23 . C30 . C29 . -2.0(3) yes C9 . C24 . C27 . C20 . 1.2(2) yes C23 . C26 . C28 . C11 . 0.7(2) yes C11 . C29 . C30 . C23 . 3.2(2) yes #==END