# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2003data_global _journal_coden_Cambridge ? loop_ _publ_author_name 'Kazunobu Harano' 'Masaki Abe' 'Masashi Eto' 'Junichi Misaka' 'Masatoshi Yamasaki' 'Yasuyuki Yoshitake' _publ_contact_author_name 'Prof Kazunobu Harano' _publ_contact_author_address ; Faculty of Pharmaceutical Sciences Kumamoto University 5-1 Oe-hon-machi Kumamoto 862-0973 JAPAN ; _publ_contact_author_email HARANO@GPO.KUMAMOTO-U.AC.JP _publ_requested_journal 'Organic & Biomolecular Chemistry' _publ_section_title ; Carboxylic-acid clathrate hosts of Diels-Alder adducts of phencyclone and 2-alkenoic acids. Role of bidentate C-HEEO hydrogen bonds between the phenanthrene and carbonyl groups in host-host network ; #------------------------------------------------------------------------------ data_Phencyclone_+_pentenoic_ac _database_code_CSD 199766 _audit_creation_date 'Fri Nov 29 20:30:57 2002' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C38 H34 O5 ' _chemical_formula_moiety ? _chemical_formula_weight 570.68 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 12.031(5) _cell_length_b 14.718(7) _cell_length_c 9.702(3) _cell_angle_alpha 107.60(3) _cell_angle_beta 102.69(3) _cell_angle_gamma 68.07(3) _cell_volume 1507(1) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.1 _cell_measurement_theta_max 11.6 _cell_measurement_temperature 293.2 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.257 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 7256 _diffrn_reflns_av_R_equivalents 0.023 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 1.0012 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.0012 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 11.15 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 6927 _reflns_number_gt 2750 _reflns_threshold_expression F^2^>3.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0000 _refine_ls_wR_factor_ref 0.0732 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 2750 _refine_ls_number_parameters 471 _refine_ls_goodness_of_fit_ref 1.608 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00032|Fo|^2^]' _refine_ls_shift/su_max 0.0432 _refine_diff_density_max 0.32 _refine_diff_density_min -0.32 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.3586(3) 0.1308(2) -0.2210(3) 0.045(1) Uani 1.00 d . . . O2 O 0.1876(4) 0.4692(4) 0.2317(5) 0.098(2) Uani 1.00 d . . . O3 O 0.0361(3) 0.4194(3) 0.1168(4) 0.072(1) Uani 1.00 d . . . O4 O 0.0637(4) 0.4780(4) 0.6296(6) 0.108(2) Uani 1.00 d . . . O5 O 0.5672(8) 0.4752(6) 0.3862(8) 0.155(3) Uani 1.00 d . . . C1 C 0.2212(3) 0.2372(3) -0.0322(4) 0.029(1) Uani 1.00 d . . . C2 C 0.2122(4) 0.3505(3) -0.0011(5) 0.033(1) Uani 1.00 d . . . C3 C 0.3458(4) 0.3481(3) 0.0195(5) 0.034(1) Uani 1.00 d . . . C4 C 0.4238(4) 0.2330(3) 0.0174(4) 0.029(1) Uani 1.00 d . . . C5 C 0.3925(4) 0.2052(3) 0.1406(4) 0.030(1) Uani 1.00 d . . . C6 C 0.2750(4) 0.2075(3) 0.1119(4) 0.030(1) Uani 1.00 d . . . C7 C 0.3406(4) 0.1874(3) -0.1051(5) 0.030(1) Uani 1.00 d . . . C8 C 0.4675(4) 0.1777(3) 0.2705(5) 0.034(1) Uani 1.00 d . . . C9 C 0.5903(4) 0.1690(4) 0.3034(6) 0.053(2) Uani 1.00 d . . . C10 C 0.6565(5) 0.1435(5) 0.4281(6) 0.071(2) Uani 1.00 d . . . C11 C 0.6043(5) 0.1253(5) 0.5256(6) 0.063(2) Uani 1.00 d . . . C12 C 0.4862(5) 0.1315(4) 0.4960(5) 0.050(2) Uani 1.00 d . . . C13 C 0.4142(4) 0.1574(3) 0.3687(5) 0.037(1) Uani 1.00 d . . . C14 C 0.2165(4) 0.1911(3) 0.2113(4) 0.031(1) Uani 1.00 d . . . C15 C 0.0935(4) 0.1995(4) 0.1886(5) 0.038(1) Uani 1.00 d . . . C16 C 0.0437(4) 0.1779(4) 0.2839(5) 0.044(2) Uani 1.00 d . . . C17 C 0.1148(5) 0.1470(4) 0.4061(5) 0.047(2) Uani 1.00 d . . . C18 C 0.2331(4) 0.1409(4) 0.4338(5) 0.041(2) Uani 1.00 d . . . C19 C 0.2883(4) 0.1619(3) 0.3389(4) 0.033(1) Uani 1.00 d . . . C20 C 0.1210(4) 0.2012(3) -0.1267(4) 0.034(1) Uani 1.00 d . . . C21 C 0.0113(4) 0.2642(4) -0.1814(5) 0.045(2) Uani 1.00 d . . . C22 C -0.0735(5) 0.2231(6) -0.2714(6) 0.059(2) Uani 1.00 d . . . C23 C -0.0528(5) 0.1220(5) -0.3087(6) 0.062(2) Uani 1.00 d . . . C24 C 0.0551(5) 0.0585(5) -0.2572(6) 0.055(2) Uani 1.00 d . . . C25 C 0.1407(4) 0.0982(4) -0.1681(5) 0.042(2) Uani 1.00 d . . . C26 C 0.5544(4) 0.2019(3) -0.0043(4) 0.031(1) Uani 1.00 d . . . C27 C 0.6160(4) 0.1032(4) -0.0747(5) 0.038(1) Uani 1.00 d . . . C28 C 0.7388(5) 0.0735(4) -0.0830(5) 0.046(2) Uani 1.00 d . . . C29 C 0.8007(5) 0.1402(4) -0.0247(6) 0.049(2) Uani 1.00 d . . . C30 C 0.7412(5) 0.2388(4) 0.0439(6) 0.053(2) Uani 1.00 d . . . C31 C 0.6192(4) 0.2684(4) 0.0544(6) 0.044(2) Uani 1.00 d . . . C32 C 0.1445(4) 0.4195(4) 0.1263(6) 0.044(2) Uani 1.00 d . . . C33 C 0.3660(5) 0.3841(4) -0.1027(7) 0.053(2) Uani 1.00 d . . . C34 C 0.3115(6) 0.4975(4) -0.0796(8) 0.079(2) Uani 1.00 d . . . C35 C 0.004(1) 0.4182(6) 0.5364(7) 0.138(4) Uani 1.00 d . . . C36 C 0.0940(7) 0.5365(6) 0.5661(9) 0.097(3) Uani 1.00 d . . . C37 C 0.490(1) 0.5741(9) 0.443(1) 0.187(6) Uani 1.00 d . . . C38 C 0.6083(9) 0.4277(8) 0.494(2) 0.137(4) Uani 1.00 d . . . H1 H 0.626(4) 0.185(3) 0.243(5) 0.04(1) Uiso 1.00 calc . . . H2 H 0.736(4) 0.138(4) 0.448(5) 0.06(1) Uiso 1.00 calc . . . H3 H 0.647(4) 0.107(4) 0.611(6) 0.07(1) Uiso 1.00 calc . . . H4 H 0.454(4) 0.113(3) 0.553(4) 0.04(1) Uiso 1.00 calc . . . H5 H 0.050(4) 0.222(3) 0.109(5) 0.05(1) Uiso 1.00 calc . . . H6 H -0.0434 0.1816 0.2548 0.0654 Uiso 1.00 calc . . . H7 H 0.078(4) 0.130(3) 0.472(5) 0.05(1) Uiso 1.00 calc . . . H8 H 0.285(4) 0.123(3) 0.524(5) 0.04(1) Uiso 1.00 calc . . . H9 H 0.002(4) 0.335(3) -0.150(5) 0.05(1) Uiso 1.00 calc . . . H10 H -0.141(5) 0.268(4) -0.298(6) 0.08(2) Uiso 1.00 calc . . . H11 H -0.111(4) 0.091(4) -0.364(5) 0.07(1) Uiso 1.00 calc . . . H12 H 0.067(4) -0.010(4) -0.277(5) 0.06(2) Uiso 1.00 calc . . . H13 H 0.218(4) 0.056(3) -0.128(5) 0.06(1) Uiso 1.00 calc . . . H14 H 0.575(4) 0.051(3) -0.113(4) 0.04(1) Uiso 1.00 calc . . . H15 H 0.775(4) 0.006(4) -0.134(5) 0.06(1) Uiso 1.00 calc . . . H16 H 0.884(4) 0.121(3) -0.044(5) 0.05(1) Uiso 1.00 calc . . . H17 H 0.785(4) 0.286(3) 0.076(4) 0.05(1) Uiso 1.00 calc . . . H18 H 0.584(4) 0.334(3) 0.101(5) 0.05(1) Uiso 1.00 calc . . . H19 H 0.1815 0.3706 -0.0851 0.0412 Uiso 1.00 calc . . . H20 H 0.0142 0.4567 0.2022 0.1267 Uiso 1.00 calc . . . H21 H 0.355(3) 0.395(3) 0.117(4) 0.03(1) Uiso 1.00 calc . . . H22 H 0.341(4) 0.345(3) -0.209(5) 0.05(1) Uiso 1.00 calc . . . H23 H 0.442(5) 0.371(4) -0.106(5) 0.06(1) Uiso 1.00 calc . . . H24 H 0.3526 0.5372 0.0191 0.13(2) Uiso 1.00 calc . . . H25 H 0.3332 0.5105 -0.1617 0.10(2) Uiso 1.00 calc . . . H26 H 0.2210 0.5181 -0.0854 0.13(2) Uiso 1.00 calc . . . H27 H 0.0588 0.3597 0.4785 0.1267 Uiso 1.00 calc . . . H28 H -0.0297 0.3913 0.5924 0.1267 Uiso 1.00 calc . . . H29 H 0.0771 0.6089 0.6069 0.1267 Uiso 1.00 calc . . . H30 H 0.1302 0.5097 0.4857 0.1267 Uiso 1.00 calc . . . H31 H 0.5345 0.6144 0.5228 0.1267 Uiso 1.00 calc . . . H32 H 0.4634 0.6137 0.3685 0.1267 Uiso 1.00 calc . . . H33 H 0.6656 0.3573 0.4672 0.1267 Uiso 1.00 calc . . . H34 H 0.6573 0.4593 0.5803 0.1267 Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.042(2) 0.064(2) 0.026(2) -0.017(2) 0.005(1) 0.005(2) O2 0.063(3) 0.125(4) 0.076(3) -0.044(3) 0.028(2) -0.048(3) O3 0.047(2) 0.092(3) 0.058(2) -0.018(2) 0.025(2) -0.018(2) O4 0.089(4) 0.132(5) 0.097(4) -0.024(3) 0.007(3) 0.037(4) O5 0.216(8) 0.122(6) 0.130(6) -0.037(6) 0.095(6) 0.008(5) C1 0.023(2) 0.037(3) 0.028(2) -0.008(2) 0.001(2) 0.013(2) C2 0.035(3) 0.029(3) 0.037(3) -0.007(2) 0.004(2) 0.013(2) C3 0.030(3) 0.031(3) 0.040(3) -0.007(2) 0.005(2) 0.012(2) C4 0.027(2) 0.032(3) 0.026(2) -0.004(2) 0.004(2) 0.010(2) C5 0.031(2) 0.029(3) 0.028(2) -0.010(2) 0.003(2) 0.006(2) C6 0.027(2) 0.030(3) 0.029(2) -0.005(2) 0.001(2) 0.006(2) C7 0.033(2) 0.035(3) 0.027(2) -0.010(2) 0.002(2) 0.017(2) C8 0.033(3) 0.033(3) 0.032(2) -0.008(2) 0.002(2) 0.007(2) C9 0.037(3) 0.084(4) 0.043(3) -0.020(3) -0.003(2) 0.028(3) C10 0.033(3) 0.123(6) 0.059(4) -0.024(4) -0.016(3) 0.045(4) C11 0.051(4) 0.097(5) 0.043(3) -0.021(3) -0.015(3) 0.040(3) C12 0.049(3) 0.072(4) 0.037(3) -0.020(3) 0.001(3) 0.026(3) C13 0.038(3) 0.041(3) 0.031(2) -0.011(2) 0.001(2) 0.011(2) C14 0.032(3) 0.030(3) 0.033(3) -0.010(2) 0.008(2) 0.007(2) C15 0.037(3) 0.039(3) 0.037(3) -0.009(2) 0.006(2) 0.014(2) C16 0.039(3) 0.050(3) 0.048(3) -0.015(2) 0.009(2) 0.018(3) C17 0.053(3) 0.056(4) 0.043(3) -0.019(3) 0.014(3) 0.020(3) C18 0.046(3) 0.049(3) 0.032(3) -0.016(3) 0.004(2) 0.014(2) C19 0.037(3) 0.030(3) 0.031(2) -0.009(2) 0.004(2) 0.008(2) C20 0.030(2) 0.046(3) 0.028(2) -0.014(2) 0.002(2) 0.012(2) C21 0.032(3) 0.057(4) 0.046(3) -0.007(3) 0.000(2) 0.024(3) C22 0.033(3) 0.091(5) 0.052(4) -0.018(3) -0.008(3) 0.028(3) C23 0.051(4) 0.097(5) 0.048(3) -0.048(4) -0.011(3) 0.017(3) C24 0.053(4) 0.066(4) 0.050(3) -0.032(3) -0.002(3) 0.013(3) C25 0.036(3) 0.055(3) 0.038(3) -0.017(3) -0.001(2) 0.015(3) C26 0.033(3) 0.036(3) 0.026(2) -0.010(2) 0.000(2) 0.013(2) C27 0.037(3) 0.035(3) 0.043(3) -0.012(2) 0.004(2) 0.010(2) C28 0.044(3) 0.038(3) 0.046(3) -0.005(3) 0.009(2) 0.005(3) C29 0.035(3) 0.057(4) 0.056(3) -0.008(3) 0.013(3) 0.021(3) C30 0.040(3) 0.047(4) 0.079(4) -0.021(3) 0.005(3) 0.018(3) C31 0.036(3) 0.038(3) 0.056(3) -0.007(3) 0.013(2) 0.009(3) C32 0.042(3) 0.037(3) 0.053(3) -0.007(2) 0.012(3) 0.013(3) C33 0.039(3) 0.052(4) 0.082(4) -0.007(3) 0.012(3) 0.042(3) C34 0.078(5) 0.057(4) 0.118(6) -0.022(4) 0.008(4) 0.044(4) C35 0.33(1) 0.085(6) 0.039(4) -0.130(8) -0.018(6) 0.012(4) C36 0.117(6) 0.104(6) 0.087(6) -0.064(5) 0.057(5) -0.020(5) C37 0.26(2) 0.116(10) 0.19(1) -0.02(1) 0.11(1) 0.045(9) C38 0.108(8) 0.125(9) 0.15(1) -0.030(6) 0.033(8) 0.002(8) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SAPI91 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.188(5) . . yes O2 C32 1.204(5) . . yes O3 C32 1.287(5) . . yes O4 C35 1.349(8) . . yes O4 C36 1.381(8) . . yes O5 C37 1.42(1) . . yes O5 C38 1.34(1) . . yes C1 C2 1.568(6) . . yes C1 C6 1.526(5) . . yes C1 C7 1.565(6) . . yes C1 C20 1.508(6) . . yes C2 C3 1.564(6) . . yes C2 C32 1.512(6) . . yes C3 C4 1.597(6) . . yes C3 C33 1.532(7) . . yes C4 C5 1.532(5) . . yes C4 C7 1.537(6) . . yes C4 C26 1.508(6) . . yes C5 C6 1.369(5) . . yes C5 C8 1.450(6) . . yes C6 C14 1.431(6) . . yes C8 C9 1.406(6) . . yes C8 C13 1.411(6) . . yes C9 C10 1.367(7) . . yes C10 C11 1.379(8) . . yes C11 C12 1.359(7) . . yes C12 C13 1.410(6) . . yes C13 C19 1.458(6) . . yes C14 C15 1.411(6) . . yes C14 C19 1.427(5) . . yes C15 C16 1.370(6) . . yes C16 C17 1.391(6) . . yes C17 C18 1.363(7) . . yes C18 C19 1.407(6) . . yes C20 C21 1.399(6) . . yes C20 C25 1.386(6) . . yes C21 C22 1.385(7) . . yes C22 C23 1.359(8) . . yes C23 C24 1.378(8) . . yes C24 C25 1.379(7) . . yes C26 C27 1.395(6) . . yes C26 C31 1.388(6) . . yes C27 C28 1.389(6) . . yes C28 C29 1.365(7) . . yes C29 C30 1.383(7) . . yes C30 C31 1.385(7) . . yes C33 C34 1.513(8) . . yes C35 C36 1.45(1) . 2_566 yes C37 C38 1.45(1) . 2_666 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 C35 O4 C36 114.4(6) . . . yes C37 O5 C38 107.8(8) . . . yes C2 C1 C6 105.3(3) . . . yes C2 C1 C7 98.4(3) . . . yes C2 C1 C20 120.3(3) . . . yes C6 C1 C7 96.6(3) . . . yes C6 C1 C20 120.2(3) . . . yes C7 C1 C20 111.5(3) . . . yes C1 C2 C3 104.9(3) . . . yes C1 C2 C32 114.3(4) . . . yes C3 C2 C32 113.1(4) . . . yes C2 C3 C4 103.9(3) . . . yes C2 C3 C33 109.9(4) . . . yes C4 C3 C33 113.4(4) . . . yes C3 C4 C5 108.4(3) . . . yes C3 C4 C7 95.8(3) . . . yes C3 C4 C26 115.5(3) . . . yes C5 C4 C7 96.4(3) . . . yes C5 C4 C26 119.1(3) . . . yes C7 C4 C26 117.8(3) . . . yes C4 C5 C6 109.5(3) . . . yes C4 C5 C8 129.8(4) . . . yes C6 C5 C8 120.8(4) . . . yes C1 C6 C5 108.4(4) . . . yes C1 C6 C14 128.6(4) . . . yes C5 C6 C14 122.9(4) . . . yes O1 C7 C1 129.1(4) . . . yes O1 C7 C4 131.9(4) . . . yes C1 C7 C4 99.0(3) . . . yes C5 C8 C9 123.9(4) . . . yes C5 C8 C13 117.9(4) . . . yes C9 C8 C13 118.2(4) . . . yes C8 C9 C10 121.3(5) . . . yes C9 C10 C11 120.7(5) . . . yes C10 C11 C12 119.4(5) . . . yes C11 C12 C13 122.0(5) . . . yes C8 C13 C12 118.3(4) . . . yes C8 C13 C19 121.0(4) . . . yes C12 C13 C19 120.7(4) . . . yes C6 C14 C15 123.9(4) . . . yes C6 C14 C19 117.7(4) . . . yes C15 C14 C19 118.4(4) . . . yes C14 C15 C16 121.4(4) . . . yes C15 C16 C17 120.0(4) . . . yes C16 C17 C18 120.1(4) . . . yes C17 C18 C19 121.9(5) . . . yes C13 C19 C14 119.6(4) . . . yes C13 C19 C18 122.3(4) . . . yes C14 C19 C18 118.1(4) . . . yes C1 C20 C21 124.5(4) . . . yes C1 C20 C25 117.9(4) . . . yes C21 C20 C25 117.5(4) . . . yes C20 C21 C22 120.0(5) . . . yes C21 C22 C23 121.4(6) . . . yes C22 C23 C24 119.5(5) . . . yes C23 C24 C25 119.8(6) . . . yes C20 C25 C24 121.8(5) . . . yes C4 C26 C27 120.8(4) . . . yes C4 C26 C31 121.0(4) . . . yes C27 C26 C31 118.0(4) . . . yes C26 C27 C28 120.0(4) . . . yes C27 C28 C29 121.0(5) . . . yes C28 C29 C30 120.0(5) . . . yes C29 C30 C31 119.3(5) . . . yes C26 C31 C30 121.7(5) . . . yes O2 C32 O3 121.2(5) . . . yes O2 C32 C2 123.8(4) . . . yes O3 C32 C2 114.9(4) . . . yes C3 C33 C34 111.8(5) . . . yes O4 C35 C36 117.1(6) . . 2_566 yes O4 C36 C35 112.7(6) . . 2_566 yes O5 C37 C38 111.9(9) . . 2_666 yes O5 C38 C37 111.8(10) . . 2_666 yes #------------------------------------------------------------------------------ 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 O1 C7 C1 C2 -124.6(5) . . . . yes O1 C7 C1 C6 128.9(5) . . . . yes O1 C7 C1 C20 2.7(6) . . . . yes O1 C7 C4 C3 121.3(5) . . . . yes O1 C7 C4 C5 -129.3(5) . . . . yes O1 C7 C4 C26 -1.6(7) . . . . yes O2 C32 C2 C1 121.3(6) . . . . yes O2 C32 C2 C3 1.3(7) . . . . yes O3 C32 C2 C1 -56.6(5) . . . . yes O3 C32 C2 C3 -176.5(4) . . . . yes C1 C2 C3 C4 -6.7(4) . . . . yes C1 C2 C3 C33 115.0(4) . . . . yes C1 C6 C5 C4 -0.1(5) . . . . yes C1 C6 C5 C8 -179.2(4) . . . . yes C1 C6 C14 C15 0.6(7) . . . . yes C1 C6 C14 C19 179.0(4) . . . . yes C1 C7 C4 C3 -59.0(3) . . . . yes C1 C7 C4 C5 50.3(3) . . . . yes C1 C7 C4 C26 178.0(3) . . . . yes C1 C20 C21 C22 177.8(4) . . . . yes C1 C20 C25 C24 -178.4(4) . . . . yes C2 C1 C6 C5 -68.8(4) . . . . yes C2 C1 C6 C14 106.8(5) . . . . yes C2 C1 C7 C4 55.8(3) . . . . yes C2 C1 C20 C21 -6.0(6) . . . . yes C2 C1 C20 C25 170.9(4) . . . . yes C2 C3 C4 C5 -58.8(4) . . . . yes C2 C3 C4 C7 40.0(4) . . . . yes C2 C3 C4 C26 164.6(3) . . . . yes C2 C3 C33 C34 75.8(6) . . . . yes C3 C2 C1 C6 70.4(4) . . . . yes C3 C2 C1 C7 -28.8(4) . . . . yes C3 C2 C1 C20 -149.7(4) . . . . yes C3 C4 C5 C6 66.1(4) . . . . yes C3 C4 C5 C8 -114.9(5) . . . . yes C3 C4 C26 C27 -149.4(4) . . . . yes C3 C4 C26 C31 35.4(5) . . . . yes C4 C3 C2 C32 118.5(4) . . . . yes C4 C3 C33 C34 -168.3(4) . . . . yes C4 C5 C6 C14 -176.0(4) . . . . yes C4 C5 C8 C9 -2.1(7) . . . . yes C4 C5 C8 C13 178.7(4) . . . . yes C4 C7 C1 C6 -50.8(3) . . . . yes C4 C7 C1 C20 -176.9(3) . . . . yes C4 C26 C27 C28 -174.6(4) . . . . yes C4 C26 C31 C30 175.5(4) . . . . yes C5 C4 C3 C33 -178.0(4) . . . . yes C5 C4 C26 C27 78.8(5) . . . . yes C5 C4 C26 C31 -96.4(5) . . . . yes C5 C6 C1 C7 31.7(4) . . . . yes C5 C6 C1 C20 151.3(4) . . . . yes C5 C6 C14 C15 175.7(4) . . . . yes C5 C6 C14 C19 -5.9(6) . . . . yes C5 C8 C9 C10 179.6(5) . . . . yes C5 C8 C13 C12 -179.4(4) . . . . yes C5 C8 C13 C19 1.2(6) . . . . yes C6 C1 C2 C32 -54.0(4) . . . . yes C6 C1 C20 C21 128.0(4) . . . . yes C6 C1 C20 C25 -55.2(5) . . . . yes C6 C5 C4 C7 -32.2(4) . . . . yes C6 C5 C4 C26 -159.1(4) . . . . yes C6 C5 C8 C9 176.8(5) . . . . yes C6 C5 C8 C13 -2.4(6) . . . . yes C6 C14 C15 C16 176.7(4) . . . . yes C6 C14 C19 C13 4.5(6) . . . . yes C6 C14 C19 C18 -177.0(4) . . . . yes C7 C1 C2 C32 -153.2(4) . . . . yes C7 C1 C6 C14 -152.6(4) . . . . yes C7 C1 C20 C21 -120.2(4) . . . . yes C7 C1 C20 C25 56.6(5) . . . . yes C7 C4 C3 C33 -79.3(4) . . . . yes C7 C4 C5 C8 146.7(4) . . . . yes C7 C4 C26 C27 -37.1(5) . . . . yes C7 C4 C26 C31 147.7(4) . . . . yes C8 C5 C4 C26 19.9(6) . . . . yes C8 C5 C6 C14 4.9(6) . . . . yes C8 C9 C10 C11 0.1(10) . . . . yes C8 C13 C12 C11 -0.3(8) . . . . yes C8 C13 C19 C14 -2.4(6) . . . . yes C8 C13 C19 C18 179.2(4) . . . . yes C9 C8 C13 C12 1.3(7) . . . . yes C9 C8 C13 C19 -178.0(4) . . . . yes C9 C10 C11 C12 0(1) . . . . yes C10 C9 C8 C13 -1.2(8) . . . . yes C10 C11 C12 C13 -0.8(9) . . . . yes C11 C12 C13 C19 179.0(5) . . . . yes C12 C13 C19 C14 178.3(4) . . . . yes C12 C13 C19 C18 -0.1(7) . . . . yes C13 C19 C14 C15 -177.0(4) . . . . yes C13 C19 C18 C17 178.9(5) . . . . yes C14 C6 C1 C20 -33.0(6) . . . . yes C14 C15 C16 C17 0.0(8) . . . . yes C14 C19 C18 C17 0.5(7) . . . . yes C15 C14 C19 C18 1.4(6) . . . . yes C15 C16 C17 C18 2.0(8) . . . . yes C16 C15 C14 C19 -1.7(7) . . . . yes C16 C17 C18 C19 -2.3(8) . . . . yes C20 C1 C2 C32 85.8(5) . . . . yes C20 C21 C22 C23 0.0(8) . . . . yes C20 C25 C24 C23 0.8(8) . . . . yes C21 C20 C25 C24 -1.4(7) . . . . yes C21 C22 C23 C24 -0.6(9) . . . . yes C22 C21 C20 C25 1.0(7) . . . . yes C22 C23 C24 C25 0.2(8) . . . . yes C26 C4 C3 C33 45.3(5) . . . . yes C26 C27 C28 C29 -0.9(7) . . . . yes C26 C31 C30 C29 -1.0(8) . . . . yes C27 C26 C31 C30 0.2(7) . . . . yes C27 C28 C29 C30 0.0(8) . . . . yes C28 C27 C26 C31 0.8(6) . . . . yes C28 C29 C30 C31 0.9(8) . . . . yes C32 C2 C3 C33 -119.8(4) . . . . yes C32 C2 C3 C33 -119.8(4) . . . . yes #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ data_master_file_afc7*.xtl _database_code_CSD 199767 _audit_creation_date 'Fri Nov 29 20:35:09 2002' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C43 H36 O4 ' _chemical_formula_moiety ? _chemical_formula_weight 616.76 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 11.899(1) _cell_length_b 13.792(1) _cell_length_c 11.684(1) _cell_angle_alpha 98.192(8) _cell_angle_beta 111.951(7) _cell_angle_gamma 67.864(7) _cell_volume 1647.3(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 19.7 _cell_measurement_theta_max 19.9 _cell_measurement_temperature 293.2 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.243 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 7921 _diffrn_reflns_av_R_equivalents 0.007 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 1.0007 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.0007 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 1.92 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 7557 _reflns_number_gt 5530 _reflns_threshold_expression F^2^>3.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.0705 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 5530 _refine_ls_number_parameters 569 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00360|Fo|^2^]' _refine_ls_shift/su_max 0.0647 _refine_diff_density_max 0.23 _refine_diff_density_min -0.16 _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.033(5) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 0.1450(1) 0.75037(9) 1.05463(9) 0.0497(3) Uani 1.00 d . . . O(2) O 0.1431(1) 0.7040(1) 0.5726(1) 0.0596(4) Uani 1.00 d . . . O(3) O 0.3481(1) 0.6471(1) 0.6955(1) 0.0656(4) Uani 1.00 d . . . O(4) O 0.5548(1) 0.36924(10) 0.4807(1) 0.0548(3) Uani 1.00 d . . . C(1) C -0.0051(1) 0.77441(10) 0.8361(1) 0.0344(3) Uani 1.00 d . . . C(2) C 0.0492(1) 0.6798(1) 0.7545(1) 0.0343(3) Uani 1.00 d . . . C(3) C 0.1930(1) 0.6716(1) 0.7868(1) 0.0342(3) Uani 1.00 d . . . C(4) C 0.2100(1) 0.7633(1) 0.8802(1) 0.0351(3) Uani 1.00 d . . . C(5) C 0.1182(1) 0.86321(10) 0.8070(1) 0.0355(3) Uani 1.00 d . . . C(6) C -0.0067(1) 0.8708(1) 0.7819(1) 0.0362(3) Uani 1.00 d . . . C(7) C 0.1205(1) 0.76063(10) 0.9475(1) 0.0352(3) Uani 1.00 d . . . C(8) C 0.1496(1) 0.9347(1) 0.7561(1) 0.0393(4) Uani 1.00 d . . . C(9) C 0.2777(2) 0.9211(1) 0.7701(1) 0.0469(4) Uani 1.00 d . . . C(10) C 0.3029(2) 0.9919(1) 0.7201(2) 0.0562(5) Uani 1.00 d . . . C(11) C 0.2018(2) 1.0778(2) 0.6555(2) 0.0610(6) Uani 1.00 d . . . C(12) C 0.0764(2) 1.0916(1) 0.6374(2) 0.0561(5) Uani 1.00 d . . . C(13) C 0.0453(2) 1.0201(1) 0.6857(1) 0.0428(4) Uani 1.00 d . . . C(14) C -0.1150(1) 0.9539(1) 0.7062(1) 0.0403(3) Uani 1.00 d . . . C(15) C -0.2455(2) 0.9636(1) 0.6744(2) 0.0534(4) Uani 1.00 d . . . C(16) C -0.3447(2) 1.0430(1) 0.5997(2) 0.0602(5) Uani 1.00 d . . . C(17) C -0.3179(2) 1.1157(1) 0.5539(2) 0.0604(5) Uani 1.00 d . . . C(18) C -0.1933(2) 1.1095(1) 0.5833(2) 0.0560(5) Uani 1.00 d . . . C(19) C -0.0876(2) 1.0293(1) 0.6597(1) 0.0431(4) Uani 1.00 d . . . C(20) C -0.1229(1) 0.7839(1) 0.8635(1) 0.0382(3) Uani 1.00 d . . . C(21) C -0.2112(1) 0.7376(1) 0.7903(2) 0.0481(4) Uani 1.00 d . . . C(22) C -0.3256(2) 0.7570(1) 0.8115(2) 0.0592(5) Uani 1.00 d . . . C(23) C -0.3501(2) 0.8206(2) 0.9080(2) 0.0630(6) Uani 1.00 d . . . C(24) C -0.2622(2) 0.8655(2) 0.9826(2) 0.0611(5) Uani 1.00 d . . . C(25) C -0.1495(2) 0.8477(1) 0.9608(2) 0.0489(4) Uani 1.00 d . . . C(26) C 0.3429(1) 0.7556(1) 0.9702(1) 0.0401(4) Uani 1.00 d . . . C(27) C 0.3528(2) 0.8393(1) 1.0507(1) 0.0519(5) Uani 1.00 d . . . C(28) C 0.4718(2) 0.8360(2) 1.1380(2) 0.0633(6) Uani 1.00 d . . . C(29) C 0.5804(2) 0.7497(2) 1.1474(2) 0.0663(6) Uani 1.00 d . . . C(30) C 0.5715(2) 0.6654(2) 1.0709(2) 0.0628(5) Uani 1.00 d . . . C(31) C 0.4531(1) 0.6681(1) 0.9821(2) 0.0492(4) Uani 1.00 d . . . C(32) C 0.2226(1) 0.6761(1) 0.6723(1) 0.0383(3) Uani 1.00 d . . . C(33) C 0.0465(1) 0.5739(1) 0.7725(1) 0.0361(3) Uani 1.00 d . . . C(34) C 0.0828(2) 0.5319(1) 0.8877(1) 0.0433(4) Uani 1.00 d . . . C(35) C 0.0878(2) 0.4312(1) 0.8990(2) 0.0510(4) Uani 1.00 d . . . C(36) C 0.0568(2) 0.3714(1) 0.7954(2) 0.0595(5) Uani 1.00 d . . . C(37) C 0.0197(2) 0.4119(2) 0.6811(2) 0.0666(6) Uani 1.00 d . . . C(38) C 0.0141(2) 0.5126(1) 0.6694(2) 0.0536(5) Uani 1.00 d . . . C(39) C 0.3668(3) 0.3654(4) 0.5624(3) 0.101(1) Uani 1.00 d . . . C(40) C 0.4908(2) 0.3749(2) 0.6497(2) 0.0720(7) Uani 1.00 d . . . C(41) C 0.5824(2) 0.3777(1) 0.5920(1) 0.0508(4) Uani 1.00 d . . . C(42) C 0.7102(2) 0.3858(2) 0.6742(2) 0.0686(6) Uani 1.00 d . . . C(43) C 0.7012(3) 0.4739(2) 0.7656(3) 0.0955(9) Uani 1.00 d . . . H(1) H 0.001(2) 0.699(1) 0.665(1) 0.039(4) Uiso 1.00 calc . . . H(2) H 0.253(2) 0.605(1) 0.830(2) 0.045(4) Uiso 1.00 calc . . . H(3) H 0.368(3) 0.646(2) 0.627(3) 0.107(8) Uiso 1.00 calc . . . H(4) H 0.352(2) 0.857(2) 0.815(2) 0.060(5) Uiso 1.00 calc . . . H(5) H 0.394(2) 0.978(2) 0.736(2) 0.068(6) Uiso 1.00 calc . . . H(6) H 0.220(2) 1.127(2) 0.621(2) 0.070(6) Uiso 1.00 calc . . . H(7) H 0.008(2) 1.153(2) 0.592(2) 0.060(5) Uiso 1.00 calc . . . H(8) H -0.181(2) 1.160(2) 0.547(2) 0.076(6) Uiso 1.00 calc . . . H(9) H -0.387(2) 1.170(2) 0.498(2) 0.075(6) Uiso 1.00 calc . . . H(10) H -0.435(2) 1.048(2) 0.579(2) 0.075(6) Uiso 1.00 calc . . . H(11) H -0.264(2) 0.911(2) 0.706(2) 0.070(6) Uiso 1.00 calc . . . H(12) H 0.450(2) 0.609(2) 0.925(2) 0.055(5) Uiso 1.00 calc . . . H(13) H 0.652(2) 0.606(2) 1.078(2) 0.078(6) Uiso 1.00 calc . . . H(14) H 0.662(3) 0.750(2) 1.205(2) 0.089(7) Uiso 1.00 calc . . . H(15) H 0.473(2) 0.899(2) 1.191(2) 0.082(6) Uiso 1.00 calc . . . H(16) H 0.275(2) 0.903(2) 1.045(2) 0.065(5) Uiso 1.00 calc . . . H(17) H -0.196(2) 0.694(2) 0.722(2) 0.059(5) Uiso 1.00 calc . . . H(18) H -0.384(2) 0.722(2) 0.757(2) 0.080(6) Uiso 1.00 calc . . . H(19) H -0.430(2) 0.835(2) 0.927(2) 0.075(6) Uiso 1.00 calc . . . H(20) H -0.278(2) 0.909(2) 1.054(2) 0.080(6) Uiso 1.00 calc . . . H(21) H -0.090(2) 0.880(2) 1.013(2) 0.064(5) Uiso 1.00 calc . . . H(22) H 0.102(2) 0.575(1) 0.957(2) 0.053(5) Uiso 1.00 calc . . . H(23) H 0.114(2) 0.400(2) 0.982(2) 0.067(5) Uiso 1.00 calc . . . H(24) H 0.061(2) 0.300(2) 0.802(2) 0.083(7) Uiso 1.00 calc . . . H(25) H -0.003(2) 0.370(2) 0.606(2) 0.073(6) Uiso 1.00 calc . . . H(26) H -0.017(2) 0.545(2) 0.586(2) 0.071(6) Uiso 1.00 calc . . . H(27) H 0.316(4) 0.425(3) 0.511(4) 0.155(9) Uiso 1.00 calc . . . H(28) H 0.314(4) 0.367(3) 0.604(4) 0.154(9) Uiso 1.00 calc . . . H(29) H 0.383(4) 0.293(3) 0.524(4) 0.153(9) Uiso 1.00 calc . . . H(30) H 0.485(3) 0.429(3) 0.708(3) 0.114(9) Uiso 1.00 calc . . . H(31) H 0.545(3) 0.311(2) 0.708(2) 0.092(7) Uiso 1.00 calc . . . H(32) H 0.753(3) 0.388(2) 0.622(3) 0.108(8) Uiso 1.00 calc . . . H(33) H 0.759(3) 0.313(2) 0.726(3) 0.112(8) Uiso 1.00 calc . . . H(34) H 0.637(4) 0.538(3) 0.716(3) 0.137(9) Uiso 1.00 calc . . . H(35) H 0.660(4) 0.468(3) 0.826(4) 0.144(9) Uiso 1.00 calc . . . H(36) H 0.788(3) 0.479(2) 0.809(3) 0.099(8) Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0527(6) 0.0652(7) 0.0345(5) -0.0221(5) 0.0149(4) 0.0031(4) O(2) 0.0559(7) 0.0857(9) 0.0405(6) -0.0231(6) 0.0175(5) 0.0100(6) O(3) 0.0461(6) 0.106(1) 0.0470(6) -0.0179(6) 0.0248(5) 0.0055(6) O(4) 0.0586(7) 0.0649(7) 0.0465(6) -0.0183(6) 0.0255(5) 0.0028(5) C(1) 0.0361(6) 0.0337(6) 0.0345(6) -0.0107(5) 0.0138(5) 0.0008(5) C(2) 0.0371(6) 0.0366(6) 0.0305(6) -0.0129(5) 0.0124(5) -0.0003(5) C(3) 0.0353(6) 0.0337(6) 0.0347(6) -0.0097(5) 0.0140(5) 0.0021(5) C(4) 0.0365(6) 0.0367(6) 0.0333(6) -0.0135(5) 0.0115(5) 0.0007(5) C(5) 0.0415(7) 0.0331(6) 0.0334(6) -0.0136(5) 0.0133(5) -0.0003(5) C(6) 0.0404(7) 0.0330(6) 0.0363(6) -0.0118(5) 0.0147(5) -0.0006(5) C(7) 0.0385(7) 0.0334(6) 0.0350(6) -0.0126(5) 0.0135(5) -0.0008(5) C(8) 0.0514(8) 0.0361(7) 0.0358(6) -0.0201(6) 0.0164(6) -0.0039(5) C(9) 0.0553(9) 0.0506(8) 0.0452(8) -0.0277(7) 0.0185(7) -0.0019(6) C(10) 0.069(1) 0.065(1) 0.0553(9) -0.0416(9) 0.0258(8) -0.0062(8) C(11) 0.088(1) 0.059(1) 0.0594(10) -0.0449(10) 0.0296(9) -0.0004(8) C(12) 0.079(1) 0.0420(8) 0.0525(9) -0.0263(8) 0.0210(8) 0.0036(7) C(13) 0.0595(9) 0.0343(7) 0.0387(7) -0.0199(6) 0.0180(6) -0.0038(5) C(14) 0.0439(7) 0.0346(7) 0.0389(7) -0.0087(6) 0.0144(6) 0.0009(5) C(15) 0.0454(8) 0.0491(9) 0.0592(9) -0.0075(7) 0.0146(7) 0.0104(7) C(16) 0.0454(9) 0.0551(10) 0.066(1) -0.0049(7) 0.0119(8) 0.0076(8) C(17) 0.059(1) 0.0417(8) 0.060(1) 0.0007(7) 0.0110(8) 0.0088(7) C(18) 0.069(1) 0.0361(8) 0.0549(9) -0.0100(7) 0.0163(8) 0.0080(7) C(19) 0.0549(8) 0.0310(6) 0.0398(7) -0.0111(6) 0.0161(6) -0.0019(5) C(20) 0.0388(7) 0.0364(7) 0.0425(7) -0.0108(5) 0.0173(5) 0.0038(5) C(21) 0.0398(8) 0.0472(8) 0.0585(9) -0.0149(6) 0.0179(7) -0.0031(7) C(22) 0.0428(8) 0.0542(9) 0.087(1) -0.0186(7) 0.0224(8) 0.0062(9) C(23) 0.0490(9) 0.067(1) 0.084(1) -0.0087(8) 0.0370(9) 0.0171(9) C(24) 0.058(1) 0.068(1) 0.062(1) -0.0097(8) 0.0357(9) 0.0021(8) C(25) 0.0503(9) 0.0498(8) 0.0504(8) -0.0138(7) 0.0250(7) -0.0038(7) C(26) 0.0374(7) 0.0507(8) 0.0360(7) -0.0190(6) 0.0103(5) 0.0051(6) C(27) 0.0528(9) 0.0609(10) 0.0464(8) -0.0280(8) 0.0143(7) -0.0053(7) C(28) 0.066(1) 0.090(1) 0.0478(9) -0.049(1) 0.0151(8) -0.0087(9) C(29) 0.0481(10) 0.110(2) 0.0513(9) -0.044(1) 0.0060(8) 0.0111(10) C(30) 0.0378(8) 0.085(1) 0.065(1) -0.0168(9) 0.0135(8) 0.0195(10) C(31) 0.0393(8) 0.0586(9) 0.0502(8) -0.0154(7) 0.0134(6) 0.0081(7) C(32) 0.0430(7) 0.0377(7) 0.0397(7) -0.0144(6) 0.0199(6) -0.0030(5) C(33) 0.0355(6) 0.0363(6) 0.0393(7) -0.0126(5) 0.0159(5) -0.0029(5) C(34) 0.0492(8) 0.0406(7) 0.0426(7) -0.0169(6) 0.0157(6) 0.0009(6) C(35) 0.0514(9) 0.0457(8) 0.0605(10) -0.0153(7) 0.0208(7) 0.0097(7) C(36) 0.066(1) 0.0398(8) 0.082(1) -0.0239(8) 0.0284(9) -0.0033(8) C(37) 0.092(1) 0.0512(10) 0.068(1) -0.0391(10) 0.032(1) -0.0190(9) C(38) 0.072(1) 0.0509(9) 0.0442(8) -0.0301(8) 0.0203(8) -0.0093(7) C(39) 0.076(2) 0.155(3) 0.097(2) -0.048(2) 0.039(1) 0.020(2) C(40) 0.086(1) 0.087(1) 0.061(1) -0.032(1) 0.042(1) 0.000(1) C(41) 0.0636(10) 0.0448(8) 0.0487(9) -0.0147(7) 0.0266(7) 0.0022(6) C(42) 0.070(1) 0.083(1) 0.055(1) -0.028(1) 0.0214(9) -0.0013(9) C(43) 0.087(2) 0.079(2) 0.083(2) -0.021(1) -0.003(1) -0.010(1) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SAPI91 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(7) 1.191(2) . . yes O(2) C(32) 1.195(2) . . yes O(3) C(32) 1.319(2) . . yes O(4) C(41) 1.215(2) . . yes C(1) C(2) 1.580(2) . . yes C(1) C(6) 1.542(2) . . yes C(1) C(7) 1.538(2) . . yes C(1) C(20) 1.507(2) . . yes C(2) C(3) 1.571(2) . . yes C(2) C(33) 1.519(2) . . yes C(3) C(4) 1.570(2) . . yes C(3) C(32) 1.520(2) . . yes C(4) C(5) 1.525(2) . . yes C(4) C(7) 1.555(2) . . yes C(4) C(26) 1.510(2) . . yes C(5) C(6) 1.368(2) . . yes C(5) C(8) 1.441(2) . . yes C(6) C(14) 1.443(2) . . yes C(8) C(9) 1.412(2) . . yes C(8) C(13) 1.420(2) . . yes C(9) C(10) 1.378(2) . . yes C(10) C(11) 1.387(3) . . yes C(11) C(12) 1.368(3) . . yes C(12) C(13) 1.421(2) . . yes C(13) C(19) 1.452(2) . . yes C(14) C(15) 1.411(2) . . yes C(14) C(19) 1.426(2) . . yes C(15) C(16) 1.373(2) . . yes C(16) C(17) 1.383(3) . . yes C(17) C(18) 1.362(3) . . yes C(18) C(19) 1.413(2) . . yes C(20) C(21) 1.386(2) . . yes C(20) C(25) 1.394(2) . . yes C(21) C(22) 1.395(2) . . yes C(22) C(23) 1.377(3) . . yes C(23) C(24) 1.375(3) . . yes C(24) C(25) 1.382(2) . . yes C(26) C(27) 1.393(2) . . yes C(26) C(31) 1.384(2) . . yes C(27) C(28) 1.390(3) . . yes C(28) C(29) 1.368(3) . . yes C(29) C(30) 1.374(3) . . yes C(30) C(31) 1.393(2) . . yes C(33) C(34) 1.390(2) . . yes C(33) C(38) 1.386(2) . . yes C(34) C(35) 1.391(2) . . yes C(35) C(36) 1.376(3) . . yes C(36) C(37) 1.370(3) . . yes C(37) C(38) 1.389(3) . . yes C(39) C(40) 1.489(4) . . yes C(40) C(41) 1.494(3) . . yes C(41) C(42) 1.501(3) . . yes C(42) C(43) 1.499(3) . . 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 C(2) C(1) C(6) 104.4(1) . . 0_555 yes C(2) C(1) C(7) 98.8(1) . . 0_555 yes C(2) C(1) C(20) 118.9(1) . . 0_555 yes C(6) C(1) C(7) 96.3(1) . . 0_555 yes C(6) C(1) C(20) 117.8(1) . . 0_555 yes C(7) C(1) C(20) 116.8(1) . . 0_555 yes C(1) C(2) C(3) 103.7(1) . . 0_555 yes C(1) C(2) C(33) 118.0(1) . . 0_555 yes C(3) C(2) C(33) 109.7(1) . . 0_555 yes C(2) C(3) C(4) 105.2(1) . . 0_555 yes C(2) C(3) C(32) 112.1(1) . . 0_555 yes C(4) C(3) C(32) 113.5(1) . . 0_555 yes C(3) C(4) C(5) 105.0(1) . . 0_555 yes C(3) C(4) C(7) 97.7(1) . . 0_555 yes C(3) C(4) C(26) 119.9(1) . . 0_555 yes C(5) C(4) C(7) 96.6(1) . . 0_555 yes C(5) C(4) C(26) 121.0(1) . . 0_555 yes C(7) C(4) C(26) 111.9(1) . . 0_555 yes C(4) C(5) C(6) 108.8(1) . . 0_555 yes C(4) C(5) C(8) 128.4(1) . . 0_555 yes C(6) C(5) C(8) 122.3(1) . . 0_555 yes C(1) C(6) C(5) 108.8(1) . . 0_555 yes C(1) C(6) C(14) 129.7(1) . . 0_555 yes C(5) C(6) C(14) 121.2(1) . . 0_555 yes O(1) C(7) C(1) 131.4(1) . . 0_555 yes O(1) C(7) C(4) 128.8(1) . . 0_555 yes C(1) C(7) C(4) 99.8(1) . . 0_555 yes C(5) C(8) C(9) 122.8(2) . . 0_555 yes C(5) C(8) C(13) 117.6(2) . . 0_555 yes C(9) C(8) C(13) 119.6(2) . . 0_555 yes C(8) C(9) C(10) 120.9(2) . . 0_555 yes C(9) C(10) C(11) 119.7(2) . . 0_555 yes C(10) C(11) C(12) 120.5(2) . . 0_555 yes C(11) C(12) C(13) 121.8(2) . . 0_555 yes C(8) C(13) C(12) 117.4(2) . . 0_555 yes C(8) C(13) C(19) 120.1(2) . . 0_555 yes C(12) C(13) C(19) 122.4(2) . . 0_555 yes C(6) C(14) C(15) 123.6(2) . . 0_555 yes C(6) C(14) C(19) 117.7(2) . . 0_555 yes C(15) C(14) C(19) 118.7(2) . . 0_555 yes C(14) C(15) C(16) 121.6(2) . . 0_555 yes C(15) C(16) C(17) 119.8(2) . . 0_555 yes C(16) C(17) C(18) 120.4(2) . . 0_555 yes C(17) C(18) C(19) 121.7(2) . . 0_555 yes C(13) C(19) C(14) 120.9(2) . . 0_555 yes C(13) C(19) C(18) 121.3(2) . . 0_555 yes C(14) C(19) C(18) 117.8(2) . . 0_555 yes C(1) C(20) C(21) 122.8(2) . . 0_555 yes C(1) C(20) C(25) 119.0(2) . . 0_555 yes C(21) C(20) C(25) 118.0(2) . . 0_555 yes C(20) C(21) C(22) 121.1(2) . . 0_555 yes C(21) C(22) C(23) 119.7(2) . . 0_555 yes C(22) C(23) C(24) 120.0(2) . . 0_555 yes C(23) C(24) C(25) 120.3(2) . . 0_555 yes C(20) C(25) C(24) 120.8(2) . . 0_555 yes C(4) C(26) C(27) 117.8(2) . . 0_555 yes C(4) C(26) C(31) 123.7(2) . . 0_555 yes C(27) C(26) C(31) 118.3(2) . . 0_555 yes C(26) C(27) C(28) 121.0(2) . . 0_555 yes C(27) C(28) C(29) 120.1(2) . . 0_555 yes C(28) C(29) C(30) 119.7(2) . . 0_555 yes C(29) C(30) C(31) 120.4(2) . . 0_555 yes C(26) C(31) C(30) 120.4(2) . . 0_555 yes O(2) C(32) O(3) 122.9(2) . . 0_555 yes O(2) C(32) C(3) 125.1(2) . . 0_555 yes O(3) C(32) C(3) 112.0(1) . . 0_555 yes C(2) C(33) C(34) 123.6(1) . . 0_555 yes C(2) C(33) C(38) 118.5(2) . . 0_555 yes C(34) C(33) C(38) 117.7(2) . . 0_555 yes C(33) C(34) C(35) 121.1(2) . . 0_555 yes C(34) C(35) C(36) 120.3(2) . . 0_555 yes C(35) C(36) C(37) 119.4(2) . . 0_555 yes C(36) C(37) C(38) 120.5(2) . . 0_555 yes C(33) C(38) C(37) 121.0(2) . . 0_555 yes C(39) C(40) C(41) 115.0(2) . . 0_555 yes O(4) C(41) C(40) 120.3(2) . . 0_555 yes O(4) C(41) C(42) 121.0(2) . . 0_555 yes C(40) C(41) C(42) 118.7(2) . . 0_555 yes C(41) C(42) C(43) 116.3(2) . . 0_555 yes #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ data_mt_tcacrylamindeEtOH _database_code_CSD 199768 _audit_creation_date 'Mon Jun 24 10:45:24 2002' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C34 H31 N O3 ' _chemical_formula_moiety ? _chemical_formula_weight 501.62 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 11.882(5) _cell_length_b 12.857(3) _cell_length_c 10.411(5) _cell_angle_alpha 98.94(3) _cell_angle_beta 104.64(4) _cell_angle_gamma 63.49(2) _cell_volume 1375.4(9) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 15.9 _cell_measurement_theta_max 17.5 _cell_measurement_temperature 293.2 #------------------------------------------------------------------------------ _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_min 0.100 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 7636 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 1.2072 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.2072 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 7 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.52 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 0.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 7632 _reflns_number_gt 5485 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_ref 0.0914 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 6902 _refine_ls_number_parameters 422 _refine_ls_goodness_of_fit_ref 1.152 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00360|Fo|^2^]' _refine_ls_shift/su_max 0.0725 _refine_diff_density_max 0.34 _refine_diff_density_min -0.19 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 1.0300(1) -0.06545(9) 0.2620(1) 0.0492(3) Uani 1.00 d . . . O(2) O 0.6720(1) 0.3558(1) 0.3863(1) 0.0630(4) Uani 1.00 d . . . O(3) O 0.4010(2) 0.4644(2) 0.3229(2) 0.0895(6) Uani 1.00 d . . . N(1) N 0.7420(2) 0.2912(2) 0.5934(2) 0.0663(5) Uani 1.00 d . . . C(1) C 0.9185(1) 0.1444(1) 0.3296(1) 0.0391(4) Uani 1.00 d . . . C(2) C 0.8196(2) 0.1549(1) 0.4125(2) 0.0437(4) Uani 1.00 d . . . C(3) C 0.7316(2) 0.1042(1) 0.3167(2) 0.0465(5) Uani 1.00 d . . . C(4) C 0.7934(1) 0.0550(1) 0.1928(2) 0.0391(4) Uani 1.00 d . . . C(5) C 0.7735(1) 0.1620(1) 0.1254(1) 0.0380(4) Uani 1.00 d . . . C(6) C 0.8460(1) 0.2129(1) 0.2034(1) 0.0384(4) Uani 1.00 d . . . C(7) C 0.9345(1) 0.0236(1) 0.2611(1) 0.0383(4) Uani 1.00 d . . . C(8) C 0.6706(1) 0.2109(1) 0.0066(2) 0.0394(4) Uani 1.00 d . . . C(9) C 0.6742(2) 0.1563(2) -0.1189(2) 0.0532(5) Uani 1.00 d . . . C(10) C 0.5789(2) 0.2083(2) -0.2273(2) 0.0652(6) Uani 1.00 d . . . C(11) C 0.4779(2) 0.3150(2) -0.2115(2) 0.0673(6) Uani 1.00 d . . . C(12) C 0.4732(2) 0.3687(2) -0.0883(2) 0.0618(6) Uani 1.00 d . . . C(13) C 0.5681(2) 0.3184(1) 0.0213(2) 0.0488(5) Uani 1.00 d . . . C(14) C 0.8577(1) 0.3171(1) 0.1759(2) 0.0435(4) Uani 1.00 d . . . C(15) C 0.8773(2) 0.3948(1) 0.2785(2) 0.0555(5) Uani 1.00 d . . . C(16) C 0.8914(2) 0.4906(2) 0.2515(3) 0.0719(7) Uani 1.00 d . . . C(17) C 0.8850(2) 0.5102(2) 0.1237(3) 0.0813(8) Uani 1.00 d . . . C(18) C 0.8643(2) 0.4355(2) 0.0219(3) 0.0771(8) Uani 1.00 d . . . C(19) C 0.8518(2) 0.3384(2) 0.0477(2) 0.0561(5) Uani 1.00 d . . . C(20) C 1.0420(1) 0.1507(1) 0.4034(2) 0.0436(4) Uani 1.00 d . . . C(21) C 1.0608(2) 0.1920(2) 0.5352(2) 0.0532(5) Uani 1.00 d . . . C(22) C 1.1756(2) 0.1977(2) 0.5969(2) 0.0678(6) Uani 1.00 d . . . C(23) C 1.2731(2) 0.1610(2) 0.5307(3) 0.0764(7) Uani 1.00 d . . . C(24) C 1.2567(2) 0.1201(2) 0.3994(3) 0.0744(7) Uani 1.00 d . . . C(25) C 1.1416(2) 0.1156(2) 0.3368(2) 0.0572(5) Uani 1.00 d . . . C(26) C 0.7620(1) -0.0389(1) 0.1092(2) 0.0421(4) Uani 1.00 d . . . C(27) C 0.8405(2) -0.1154(2) 0.0257(2) 0.0529(5) Uani 1.00 d . . . C(28) C 0.8120(2) -0.2028(2) -0.0494(2) 0.0614(6) Uani 1.00 d . . . C(29) C 0.7048(2) -0.2157(2) -0.0405(2) 0.0615(6) Uani 1.00 d . . . C(30) C 0.6266(2) -0.1412(2) 0.0407(2) 0.0611(6) Uani 1.00 d . . . C(31) C 0.6534(2) -0.0525(2) 0.1155(2) 0.0513(5) Uani 1.00 d . . . C(32) C 0.7391(2) 0.2767(1) 0.4631(2) 0.0482(5) Uani 1.00 d . . . C(33) C 0.3744(3) 0.3938(2) 0.3917(3) 0.0959(9) Uani 1.00 d . . . C(34) C 0.2346(3) 0.4317(3) 0.3695(3) 0.105(1) Uani 1.00 d . . . H(1) H 0.867(1) 0.109(1) 0.493(2) 0.042(4) Uiso 1.00 calc . . . H(2) H 0.728(2) 0.042(2) 0.365(2) 0.056(5) Uiso 1.00 calc . . . H(3) H 0.636(2) 0.171(2) 0.283(2) 0.061(5) Uiso 1.00 calc . . . H(4) H 0.750(2) 0.086(2) -0.129(2) 0.065(6) Uiso 1.00 calc . . . H(5) H 0.578(2) 0.171(2) -0.310(2) 0.072(6) Uiso 1.00 calc . . . H(6) H 0.416(2) 0.345(2) -0.288(2) 0.081(7) Uiso 1.00 calc . . . H(7) H 0.3938 0.4452 -0.0952 0.0884 Uiso 1.00 calc . . . H(8) H 0.5821 0.3532 0.1199 0.0884 Uiso 1.00 calc . . . H(9) H 0.885(2) 0.380(2) 0.370(2) 0.067(6) Uiso 1.00 calc . . . H(10) H 0.901(2) 0.546(2) 0.327(2) 0.101(8) Uiso 1.00 calc . . . H(11) H 0.888(2) 0.585(2) 0.109(2) 0.099(7) Uiso 1.00 calc . . . H(12) H 0.8592 0.4497 -0.0666 0.0932 Uiso 1.00 calc . . . H(13) H 0.838(2) 0.288(2) -0.028(2) 0.052(5) Uiso 1.00 calc . . . H(14) H 0.992(2) 0.225(2) 0.585(2) 0.066(6) Uiso 1.00 calc . . . H(15) H 1.1865 0.2274 0.6861 0.0830 Uiso 1.00 calc . . . H(16) H 1.3525 0.1634 0.5743 0.0930 Uiso 1.00 calc . . . H(17) H 1.327(2) 0.090(2) 0.343(2) 0.088(7) Uiso 1.00 calc . . . H(18) H 1.125(2) 0.093(2) 0.237(2) 0.057(5) Uiso 1.00 calc . . . H(19) H 0.918(2) -0.107(2) 0.024(2) 0.077(6) Uiso 1.00 calc . . . H(20) H 0.866(2) -0.250(2) -0.106(2) 0.074(6) Uiso 1.00 calc . . . H(21) H 0.685(2) -0.275(2) -0.096(2) 0.063(5) Uiso 1.00 calc . . . H(22) H 0.546(2) -0.147(2) 0.046(2) 0.076(6) Uiso 1.00 calc . . . H(23) H 0.5977 -0.0009 0.1713 0.0628 Uiso 1.00 calc . . . H(24) H 0.794(2) 0.223(2) 0.647(2) 0.085(7) Uiso 1.00 calc . . . H(25) H 0.695(2) 0.362(2) 0.621(2) 0.095(8) Uiso 1.00 calc . . . H(26) H 0.488(3) 0.438(3) 0.337(3) 0.1267 Uiso 1.00 calc . . . H(27) H 0.4082 0.3994 0.4836 0.1181 Uiso 1.00 calc . . . H(28) H 0.4122 0.3154 0.3587 0.1181 Uiso 1.00 calc . . . H(29) H 0.2174 0.3879 0.4209 0.1267 Uiso 1.00 calc . . . H(30) H 0.2007 0.4224 0.2786 0.1267 Uiso 1.00 calc . . . H(31) H 0.1952 0.5125 0.3975 0.1267 Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0445(6) 0.0392(6) 0.0566(7) -0.0116(5) 0.0063(5) 0.0068(5) O(2) 0.0619(8) 0.0481(7) 0.0675(8) -0.0078(6) 0.0160(6) 0.0139(6) O(3) 0.076(1) 0.083(1) 0.092(1) -0.0070(9) 0.0324(10) 0.0120(9) N(1) 0.076(1) 0.0539(10) 0.057(1) -0.0111(9) 0.0259(9) 0.0017(8) C(1) 0.0395(8) 0.0345(7) 0.0424(8) -0.0142(6) 0.0061(6) 0.0068(6) C(2) 0.0479(9) 0.0366(8) 0.0455(9) -0.0136(7) 0.0116(7) 0.0087(7) C(3) 0.0499(9) 0.0430(8) 0.0536(10) -0.0213(8) 0.0157(8) 0.0071(7) C(4) 0.0392(7) 0.0353(7) 0.0460(8) -0.0169(6) 0.0079(6) 0.0077(6) C(5) 0.0366(7) 0.0362(7) 0.0418(8) -0.0138(6) 0.0074(6) 0.0090(6) C(6) 0.0384(7) 0.0342(7) 0.0437(8) -0.0140(6) 0.0078(6) 0.0089(6) C(7) 0.0411(8) 0.0370(7) 0.0386(8) -0.0164(6) 0.0064(6) 0.0094(6) C(8) 0.0363(7) 0.0412(8) 0.0445(8) -0.0179(6) 0.0061(6) 0.0107(7) C(9) 0.0514(10) 0.055(1) 0.051(1) -0.0201(8) 0.0104(8) 0.0053(8) C(10) 0.071(1) 0.082(1) 0.044(1) -0.037(1) 0.0017(9) 0.008(1) C(11) 0.058(1) 0.077(1) 0.065(1) -0.032(1) -0.015(1) 0.031(1) C(12) 0.0427(9) 0.051(1) 0.082(1) -0.0153(8) -0.0066(9) 0.0204(10) C(13) 0.0428(8) 0.0429(8) 0.059(1) -0.0180(7) 0.0034(7) 0.0078(8) C(14) 0.0325(7) 0.0411(8) 0.0584(10) -0.0149(6) 0.0046(7) 0.0151(7) C(15) 0.0523(10) 0.0411(9) 0.074(1) -0.0223(8) 0.0032(9) 0.0111(9) C(16) 0.062(1) 0.044(1) 0.113(2) -0.0278(9) 0.001(1) 0.017(1) C(17) 0.062(1) 0.062(1) 0.134(2) -0.032(1) 0.005(1) 0.044(1) C(18) 0.067(1) 0.085(2) 0.095(2) -0.036(1) 0.010(1) 0.046(1) C(19) 0.0495(10) 0.063(1) 0.065(1) -0.0273(9) 0.0085(8) 0.0224(10) C(20) 0.0456(8) 0.0363(8) 0.0469(9) -0.0178(7) 0.0003(7) 0.0090(7) C(21) 0.065(1) 0.0445(9) 0.0492(10) -0.0267(9) -0.0010(9) 0.0083(8) C(22) 0.086(1) 0.051(1) 0.063(1) -0.040(1) -0.018(1) 0.0126(9) C(23) 0.065(1) 0.074(1) 0.094(2) -0.045(1) -0.018(1) 0.019(1) C(24) 0.054(1) 0.077(1) 0.100(2) -0.039(1) 0.005(1) 0.005(1) C(25) 0.0478(10) 0.058(1) 0.067(1) -0.0254(8) 0.0069(9) 0.0017(9) C(26) 0.0430(8) 0.0386(8) 0.0478(9) -0.0207(7) 0.0026(7) 0.0099(7) C(27) 0.0505(10) 0.0478(9) 0.067(1) -0.0262(8) 0.0127(9) 0.0002(8) C(28) 0.063(1) 0.052(1) 0.071(1) -0.0289(9) 0.0118(10) -0.0091(9) C(29) 0.063(1) 0.0470(10) 0.075(1) -0.0318(9) -0.004(1) 0.0064(9) C(30) 0.056(1) 0.065(1) 0.074(1) -0.0390(10) -0.0026(10) 0.017(1) C(31) 0.0434(9) 0.0528(10) 0.061(1) -0.0232(8) 0.0062(8) 0.0105(8) C(32) 0.0461(9) 0.0447(9) 0.0539(10) -0.0162(7) 0.0130(7) 0.0066(7) C(33) 0.102(2) 0.081(2) 0.099(2) -0.036(2) 0.007(2) 0.018(1) C(34) 0.108(2) 0.090(2) 0.130(2) -0.049(2) 0.032(2) -0.004(2) #------------------------------------------------------------------------------ _computing_data_collection WinAFC _computing_cell_refinement WinAFC _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(7) 1.199(2) . . yes O(2) C(32) 1.231(2) . . yes O(3) C(33) 1.419(3) . . yes N(1) C(32) 1.334(2) . . yes C(1) C(2) 1.575(2) . . yes C(1) C(6) 1.534(2) . . yes C(1) C(7) 1.555(2) . . yes C(1) C(20) 1.506(2) . . yes C(2) C(3) 1.547(2) . . yes C(2) C(32) 1.519(2) . . yes C(3) C(4) 1.554(2) . . yes C(4) C(5) 1.538(2) . . yes C(4) C(7) 1.537(2) . . yes C(4) C(26) 1.505(2) . . yes C(5) C(6) 1.348(2) . . yes C(5) C(8) 1.487(2) . . yes C(6) C(14) 1.483(2) . . yes C(8) C(9) 1.385(2) . . yes C(8) C(13) 1.394(2) . . yes C(9) C(10) 1.384(3) . . yes C(10) C(11) 1.382(3) . . yes C(11) C(12) 1.361(3) . . yes C(12) C(13) 1.386(2) . . yes C(14) C(15) 1.394(3) . . yes C(14) C(19) 1.383(3) . . yes C(15) C(16) 1.393(3) . . yes C(16) C(17) 1.369(4) . . yes C(17) C(18) 1.366(4) . . yes C(18) C(19) 1.395(3) . . yes C(20) C(21) 1.393(2) . . yes C(20) C(25) 1.388(3) . . yes C(21) C(22) 1.382(3) . . yes C(22) C(23) 1.361(3) . . yes C(23) C(24) 1.385(4) . . yes C(24) C(25) 1.381(3) . . yes C(26) C(27) 1.385(2) . . yes C(26) C(31) 1.396(2) . . yes C(27) C(28) 1.387(3) . . yes C(28) C(29) 1.383(3) . . yes C(29) C(30) 1.359(3) . . yes C(30) C(31) 1.390(3) . . yes C(33) C(34) 1.473(4) . . 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 C(2) C(1) C(6) 109.6(1) . . . yes C(2) C(1) C(7) 95.9(1) . . . yes C(2) C(1) C(20) 118.3(1) . . . yes C(6) C(1) C(7) 95.6(1) . . . yes C(6) C(1) C(20) 118.2(1) . . . yes C(7) C(1) C(20) 114.9(1) . . . yes C(1) C(2) C(3) 104.2(1) . . . yes C(1) C(2) C(32) 116.2(1) . . . yes C(3) C(2) C(32) 110.0(1) . . . yes C(2) C(3) C(4) 105.2(1) . . . yes C(3) C(4) C(5) 105.5(1) . . . yes C(3) C(4) C(7) 98.8(1) . . . yes C(3) C(4) C(26) 116.3(1) . . . yes C(5) C(4) C(7) 95.7(1) . . . yes C(5) C(4) C(26) 119.1(1) . . . yes C(7) C(4) C(26) 117.8(1) . . . yes C(4) C(5) C(6) 109.3(1) . . . yes C(4) C(5) C(8) 123.1(1) . . . yes C(6) C(5) C(8) 126.6(1) . . . yes C(1) C(6) C(5) 108.6(1) . . . yes C(1) C(6) C(14) 124.0(1) . . . yes C(5) C(6) C(14) 127.4(1) . . . yes O(1) C(7) C(1) 129.4(1) . . . yes O(1) C(7) C(4) 131.8(1) . . . yes C(1) C(7) C(4) 98.8(1) . . . yes C(5) C(8) C(9) 122.9(1) . . . yes C(5) C(8) C(13) 118.5(1) . . . yes C(9) C(8) C(13) 118.5(1) . . . yes C(8) C(9) C(10) 120.6(2) . . . yes C(9) C(10) C(11) 120.4(2) . . . yes C(10) C(11) C(12) 119.3(2) . . . yes C(11) C(12) C(13) 121.1(2) . . . yes C(8) C(13) C(12) 120.1(2) . . . yes C(6) C(14) C(15) 121.1(2) . . . yes C(6) C(14) C(19) 120.7(2) . . . yes C(15) C(14) C(19) 118.2(2) . . . yes C(14) C(15) C(16) 120.4(2) . . . yes C(15) C(16) C(17) 120.4(2) . . . yes C(16) C(17) C(18) 119.9(2) . . . yes C(17) C(18) C(19) 120.3(2) . . . yes C(14) C(19) C(18) 120.7(2) . . . yes C(1) C(20) C(21) 123.2(2) . . . yes C(1) C(20) C(25) 118.7(1) . . . yes C(21) C(20) C(25) 118.1(2) . . . yes C(20) C(21) C(22) 120.5(2) . . . yes C(21) C(22) C(23) 120.6(2) . . . yes C(22) C(23) C(24) 120.0(2) . . . yes C(23) C(24) C(25) 119.5(2) . . . yes C(20) C(25) C(24) 121.2(2) . . . yes C(4) C(26) C(27) 121.3(1) . . . yes C(4) C(26) C(31) 120.6(1) . . . yes C(27) C(26) C(31) 118.0(1) . . . yes C(26) C(27) C(28) 121.0(2) . . . yes C(27) C(28) C(29) 120.1(2) . . . yes C(28) C(29) C(30) 119.6(2) . . . yes C(29) C(30) C(31) 120.9(2) . . . yes C(26) C(31) C(30) 120.4(2) . . . yes O(2) C(32) N(1) 122.5(2) . . . yes O(2) C(32) C(2) 121.1(2) . . . yes N(1) C(32) C(2) 116.3(2) . . . yes O(3) C(33) C(34) 110.1(2) . . . yes #------------------------------------------------------------------------------ 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) C(7) C(1) C(2) -122.5(2) . . . . yes O(1) C(7) C(1) C(6) 127.2(2) . . . . yes O(1) C(7) C(1) C(20) 2.5(2) . . . . yes O(1) C(7) C(4) C(3) 125.6(2) . . . . yes O(1) C(7) C(4) C(5) -127.7(2) . . . . yes O(1) C(7) C(4) C(26) -0.4(2) . . . . yes O(2) C(32) C(2) C(1) 56.4(2) . . . . yes O(2) C(32) C(2) C(3) -61.7(2) . . . . yes N(1) C(32) C(2) C(1) -125.9(2) . . . . yes N(1) C(32) C(2) C(3) 116.0(2) . . . . yes C(1) C(2) C(3) C(4) 6.4(2) . . . . yes C(1) C(6) C(5) C(4) -0.7(2) . . . . yes C(1) C(6) C(5) C(8) 168.0(1) . . . . yes C(1) C(6) C(14) C(15) -33.6(2) . . . . yes C(1) C(6) C(14) C(19) 145.2(2) . . . . yes C(1) C(7) C(4) C(3) -55.1(1) . . . . yes C(1) C(7) C(4) C(5) 51.6(1) . . . . yes C(1) C(7) C(4) C(26) 178.8(1) . . . . yes C(1) C(20) C(21) C(22) -178.8(1) . . . . yes C(1) C(20) C(25) C(24) 179.7(2) . . . . yes C(2) C(1) C(6) C(5) -65.2(2) . . . . yes C(2) C(1) C(6) C(14) 115.2(2) . . . . yes C(2) C(1) C(7) C(4) 58.3(1) . . . . yes C(2) C(1) C(20) C(21) -15.6(2) . . . . yes C(2) C(1) C(20) C(25) 165.5(1) . . . . yes C(2) C(3) C(4) C(5) -69.0(1) . . . . yes C(2) C(3) C(4) C(7) 29.5(1) . . . . yes C(2) C(3) C(4) C(26) 156.5(1) . . . . yes C(3) C(2) C(1) C(6) 59.2(1) . . . . yes C(3) C(2) C(1) C(7) -39.0(1) . . . . yes C(3) C(2) C(1) C(20) -161.4(1) . . . . yes C(3) C(4) C(5) C(6) 68.3(2) . . . . yes C(3) C(4) C(5) C(8) -100.8(2) . . . . yes C(3) C(4) C(26) C(27) -158.2(2) . . . . yes C(3) C(4) C(26) C(31) 20.7(2) . . . . yes C(4) C(3) C(2) C(32) 131.7(1) . . . . yes C(4) C(5) C(6) C(14) 178.9(1) . . . . yes C(4) C(5) C(8) C(9) -72.2(2) . . . . yes C(4) C(5) C(8) C(13) 110.0(2) . . . . yes C(4) C(7) C(1) C(6) -52.1(1) . . . . yes C(4) C(7) C(1) C(20) -176.8(1) . . . . yes C(4) C(26) C(27) C(28) 179.0(2) . . . . yes C(4) C(26) C(31) C(30) -178.3(2) . . . . yes C(5) C(4) C(26) C(27) 73.8(2) . . . . yes C(5) C(4) C(26) C(31) -107.3(2) . . . . yes C(5) C(6) C(1) C(7) 33.1(1) . . . . yes C(5) C(6) C(1) C(20) 155.2(1) . . . . yes C(5) C(6) C(14) C(15) 146.9(2) . . . . yes C(5) C(6) C(14) C(19) -34.3(2) . . . . yes C(5) C(8) C(9) C(10) -177.0(2) . . . . yes C(5) C(8) C(13) C(12) 177.5(2) . . . . yes C(6) C(1) C(2) C(32) -62.1(2) . . . . yes C(6) C(1) C(20) C(21) 120.4(2) . . . . yes C(6) C(1) C(20) C(25) -58.5(2) . . . . yes C(6) C(5) C(4) C(7) -32.5(1) . . . . yes C(6) C(5) C(4) C(26) -158.8(1) . . . . yes C(6) C(5) C(8) C(9) 120.6(2) . . . . yes C(6) C(5) C(8) C(13) -57.3(2) . . . . yes C(6) C(14) C(15) C(16) 178.4(2) . . . . yes C(6) C(14) C(19) C(18) -179.3(2) . . . . yes C(7) C(1) C(2) C(32) -160.2(1) . . . . yes C(7) C(1) C(6) C(14) -146.5(1) . . . . yes C(7) C(1) C(20) C(21) -127.8(2) . . . . yes C(7) C(1) C(20) C(25) 53.3(2) . . . . yes C(7) C(4) C(5) C(8) 158.4(1) . . . . yes C(7) C(4) C(26) C(27) -41.2(2) . . . . yes C(7) C(4) C(26) C(31) 137.7(2) . . . . yes C(8) C(5) C(4) C(26) 32.0(2) . . . . yes C(8) C(5) C(6) C(14) -12.4(3) . . . . yes C(8) C(9) C(10) C(11) -0.6(3) . . . . yes C(8) C(13) C(12) C(11) -0.1(3) . . . . yes C(9) C(8) C(13) C(12) -0.5(2) . . . . yes C(9) C(10) C(11) C(12) 0.1(3) . . . . yes C(10) C(9) C(8) C(13) 0.8(3) . . . . yes C(10) C(11) C(12) C(13) 0.3(3) . . . . yes C(14) C(6) C(1) C(20) -24.3(2) . . . . yes C(14) C(15) C(16) C(17) 0.6(3) . . . . yes C(14) C(19) C(18) C(17) 1.2(3) . . . . yes C(15) C(14) C(19) C(18) -0.4(3) . . . . yes C(15) C(16) C(17) C(18) 0.1(3) . . . . yes C(16) C(15) C(14) C(19) -0.5(3) . . . . yes C(16) C(17) C(18) C(19) -1.0(3) . . . . yes C(20) C(1) C(2) C(32) 77.4(2) . . . . yes C(20) C(21) C(22) C(23) -1.3(3) . . . . yes C(20) C(25) C(24) C(23) -0.3(3) . . . . yes C(21) C(20) C(25) C(24) 0.7(3) . . . . yes C(21) C(22) C(23) C(24) 1.6(3) . . . . yes C(22) C(21) C(20) C(25) 0.2(2) . . . . yes C(22) C(23) C(24) C(25) -0.8(3) . . . . yes C(26) C(27) C(28) C(29) -0.8(3) . . . . yes C(26) C(31) C(30) C(29) -0.5(3) . . . . yes C(27) C(26) C(31) C(30) 0.6(3) . . . . yes C(27) C(28) C(29) C(30) 1.0(3) . . . . yes C(28) C(27) C(26) C(31) 0.0(3) . . . . yes C(28) C(29) C(30) C(31) -0.3(3) . . . . yes C(28) C(29) C(30) C(31) -0.3(3) . . . . 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) N(1) 3.211(2) . 2_756 ? O(1) C(21) 3.471(2) . 2_756 ? O(1) C(2) 3.510(2) . 2_756 ? O(2) O(3) 2.819(3) . . ? O(2) C(33) 3.361(4) . . ? O(2) O(3) 3.553(2) . 2_666 ? O(2) C(33) 3.572(3) . 2_666 ? O(3) N(1) 2.941(3) . 2_666 ? N(1) C(10) 3.559(3) . 1_556 ? C(19) C(28) 3.571(3) . 2_755 ? C(22) C(31) 3.443(3) . 2_756 ? C(25) C(28) 3.597(3) . 2_755 ? C(30) C(31) 3.323(3) . 2_655 ? C(30) C(30) 3.588(4) . 2_655 ? #------------------------------------------------------------------------------ #------------------------------------------------------------------------------