# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2000 # CCDC Number: 440/177 #=============================================================================== data_global #=============================================================================== _audit_creation_date 20-11-97 # 1. SUBMISSION DETAILS _publ_contact_author_name ; GROSS Maurice ; _publ_contact_author_address ; Institut de Chimie, 1, rue Blaise Pascal F 67008 Strasbourg Cedex ; _publ_contact_author_phone 'int. code+388 416063' _publ_contact_author_fax 'int. code+388 611553' _publ_contact_author_email 'gross@chimie.u-strasbg.fr' _publ_requested_journal 'New Journal of Chemistry' _publ_contact_letter ; Please consider this CIF submission for publication as a new structural paper in New Journal of Chemistry. ; _publ_requested_category FM #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Unprecedented Role of Water in Self-Assembly of Potential Molecular Tweezers. ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'MEYER Sylvie' ; UMR 7512 du CNRS, Universit Louis Pasteur, 67008 Strasbourg, France ; 'LOUIS Rmy' ; UMR 7512 du CNRS, Universit Louis Pasteur, 67008 Strasbourg, France ; 'METZ Bernard' ; UMR 7512 du CNRS, Universit Louis Pasteur, 67008 Strasbourg, France ; 'AGNUS Yvette' ; UMR 7512 du CNRS, Universit Louis Pasteur, 67008 Strasbourg, France ; 'VARNEK Alexandre' ; UMR 7551 du CNRS, Universit Louis Pasteur, 67008 Strasbourg, France ; 'GROSS Maurice' ; UMR 7512 du CNRS, Universit Louis Pasteur, 67008 Strasbourg, France. ; # 4. TEXT _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; Backgrounds were obtained from analysis of the scan profile (Blessing, Coppens & Becker, 1974) ; _publ_section_references ; Blessing, R.H., Coppens, P. & Becker, P. (1974). J. Appl. Cryst., 7, 488-492. Enraf-Nonius, Cad4 Operators Manual, Delft, 1984. Fair, C.K. (1990). MolEN, An Interactive Intelligent System for Crystal Structure Analysis, User Manual, Enraf - Nonius, Delft, The Netherlands. Frenz, B.A. & Associates Inc. SDP-Plus Structure Determination Package, College Station, Texas, USA, and Enraf - Nonius, Delft, The Netherlands, 1983. Philips PW1100, Operation Manual, Eindhoven, 1974. Main, P., Fiske, S.J., Hull, S.E., Lessinger, L., Germain, G., DeClerq J.P. & Woolfson, M.M. (1980). MULTAN80. University of York, England. North, A.C.T., Phillips, D.C., Mathews, F.S. (1968). Acta Cryst., A24, 351-359. Zachariasen, W.H. (1963). Acta Crystallogr., 16, 1139-1144. ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; #=============================================================================== # If more than one structure is reported, sections 5-10 should be filled in # per structure. For each data set, replace the ? in the data_? line below # by a unique identifier. data_1 #bis(aryl)trioxadicarboxamide #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; N,N'-diphenyl-3,6,9-trioxaundecanedicarboxamide ; _chemical_name_common ? _chemical_formula_moiety 'C20 H28 N2 O7' _chemical_formula_structural '[(C6H5-NH-C(O)CH2-O-CH2-CH2)2 O].2H2 O' _chemical_formula_analytical ? _chemical_formula_sum 'C20 H28 N2 O7' _chemical_formula_weight 408.46 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.017 0.009 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 N ? 0.029 0.018 International_Tables_Vol_IV_Table_2.3.1 O ? 0.047 0.032 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 11.726(3) _cell_length_b 8.518(3) _cell_length_c 20.943(6) _cell_angle_alpha 90 _cell_angle_beta 91.31(2) _cell_angle_gamma 90 _cell_volume 2091(1) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 24 _cell_measurement_theta_min 19.0 _cell_measurement_theta_max 21.0 _cell_special_details ; ? ; _exptl_crystal_description prism _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.30 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.781 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; Maximum theta limited to 54 degrees by cooling device ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type Cu-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Philips_PW1100 _diffrn_measurement_method \q/2\q _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 1 -10 -2 4 4 -10 0 -4 _diffrn_reflns_number 2778 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.0 _diffrn_reflns_theta_max 54.06 _reflns_number_total 2111 _reflns_number_gt 2111 _reflns_threshold_expression >3.0\s(I) _computing_data_collection 'Philips/PW1100/16 software 1976' _computing_cell_refinement CAD4_(Enraf-Nonius,_1994) _computing_data_reduction 'pwredu, local program' _computing_structure_solution Direct_methods_(MULTAN,_Main_et_al.,_1980) _computing_structure_refinement LSFM_MolEN_(Fair,_1990) _computing_molecular_graphics ? _computing_publication_material BTABLE_PTABLE_CIF_IN_MolEN_(Fair,_1990) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme '4Fo^2^/(\s^2^(Fo^2^)+0.0004 Fo^4^)+3.0' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method isotropic_(Zachariasen,_1963) _refine_ls_extinction_expression ; equ(22) p292 "Crystallographic Computing" (1970) ; _refine_ls_extinction_coef 9.4840E-06 _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2111 _refine_ls_number_parameters 263 _refine_ls_number_restraints 112 _refine_ls_number_constraints 0 _refine_ls_abs_structure_details ; ? ; _refine_ls_R_factor_all 0.034 _refine_ls_R_factor_gt 0.034 _refine_ls_wR_factor_all 0.047 _refine_ls_wR_factor_ref 0.047 _refine_ls_goodness_of_fit_all 1.439 _refine_ls_goodness_of_fit_ref 1.485 _refine_ls_shift/su_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.135 _refine_diff_density_min -0.174 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol O1w 0.7236(1) -0.1687(2) 0.46727(7) 0.0472(8) Uani ? ? O O2w 0.8266(1) -0.4225(2) 0.52280(8) 0.0537(9) Uani ? ? O O1 0.9923(1) 0.2914(2) 0.40847(7) 0.0499(9) Uani ? ? O O2 0.8658(1) 0.0782(2) 0.53365(6) 0.0400(7) Uani ? ? O O3 0.6687(1) -0.0378(2) 0.59353(6) 0.0398(8) Uani ? ? O O4 0.4998(1) -0.2339(2) 0.52747(7) 0.0472(8) Uani ? ? O O5 0.3406(1) -0.4293(2) 0.40688(7) 0.0512(9) Uani ? ? O N1 0.8735(1) 0.0797(2) 0.40774(8) 0.0387(9) Uani ? ? N N2 0.5274(1) -0.3570(2) 0.41325(8) 0.0405(9) Uani ? ? N C1 0.9347(2) 0.1942(3) 0.4366(1) 0.039(1) Uani ? ? C C2 0.9302(2) 0.2019(3) 0.5079(1) 0.040(1) Uani ? ? C C3 0.8466(2) 0.0967(3) 0.6000(1) 0.041(1) Uani ? ? C C4 0.7795(2) -0.0394(3) 0.6230(1) 0.041(1) Uani ? ? C C5 0.5942(2) -0.1480(3) 0.6220(1) 0.042(1) Uani ? ? C C6 0.4835(2) -0.1524(3) 0.5857(1) 0.043(1) Uani ? ? C C7 0.3982(2) -0.2739(3) 0.4953(1) 0.041(1) Uani ? ? C C8 0.4198(2) -0.3606(3) 0.4346(1) 0.040(1) Uani ? ? C C11 0.8675(2) 0.0430(3) 0.3416(1) 0.039(1) Uani ? ? C C12 0.7910(2) -0.0733(3) 0.3229(1) 0.050(1) Uani ? ? C C13 0.7818(2) -0.1177(3) 0.2597(1) 0.062(2) Uani ? ? C C14 0.8477(2) -0.0492(3) 0.2147(1) 0.061(2) Uani ? ? C C15 0.9244(2) 0.0656(3) 0.2331(1) 0.059(1) Uani ? ? C C16 0.9351(2) 0.1130(3) 0.2962(1) 0.049(1) Uani ? ? C C21 0.5715(2) -0.4460(2) 0.3623(1) 0.039(1) Uani ? ? C C22 0.5043(2) -0.5028(3) 0.3118(1) 0.047(1) Uani ? ? C C23 0.5534(2) -0.5987(3) 0.2666(1) 0.053(1) Uani ? ? C C24 0.6677(2) -0.6359(3) 0.2702(1) 0.058(1) Uani ? ? C C25 0.7348(2) -0.5740(3) 0.3189(1) 0.053(1) Uani ? ? C C26 0.6878(2) -0.4803(3) 0.3649(1) 0.045(1) Uani ? ? C H1w 0.7615 -0.2442 0.4829 0.0570 Uiso ? ? H H2w 0.6989 -0.1197 0.4993 0.0570 Uiso ? ? H H3w 0.7770 -0.4694 0.5482 0.0570 Uiso ? ? H H4w 0.8838 -0.4000 0.5447 0.0570 Uiso ? ? H H1N 0.8290 0.0160 0.4349 0.0509 Uiso ? ? H H2N 0.5788 -0.2874 0.4344 0.0536 Uiso ? ? H H2A 1.0057 0.1969 0.5252 0.0517 Uiso ? ? H H2B 0.8963 0.2990 0.5197 0.0517 Uiso ? ? H H3A 0.8053 0.1910 0.6069 0.0531 Uiso ? ? H H3B 0.9177 0.1014 0.6226 0.0531 Uiso ? ? H H4A 0.8175 -0.1342 0.6126 0.0535 Uiso ? ? H H4B 0.7727 -0.0326 0.6682 0.0535 Uiso ? ? H H5A 0.5810 -0.1175 0.6650 0.0553 Uiso ? ? H H5B 0.6281 -0.2492 0.6217 0.0553 Uiso ? ? H H6A 0.4280 -0.2058 0.6102 0.0560 Uiso ? ? H H6B 0.4582 -0.0487 0.5771 0.0560 Uiso ? ? H H7A 0.3573 -0.1803 0.4853 0.0538 Uiso ? ? H H7B 0.3541 -0.3381 0.5222 0.0538 Uiso ? ? H H12 0.7445 -0.1225 0.3536 0.0663 Uiso ? ? H H13 0.7292 -0.1974 0.2473 0.0825 Uiso ? ? H H14 0.8405 -0.0802 0.1712 0.0833 Uiso ? ? H H15 0.9707 0.1128 0.2018 0.0794 Uiso ? ? H H16 0.9880 0.1921 0.3081 0.0648 Uiso ? ? H H22 0.4261 -0.4761 0.3084 0.0613 Uiso ? ? H H23 0.5072 -0.6397 0.2326 0.0708 Uiso ? ? H H24 0.7001 -0.7036 0.2394 0.0763 Uiso ? ? H H25 0.8144 -0.5963 0.3206 0.0696 Uiso ? ? H H26 0.7346 -0.4389 0.3983 0.0591 Uiso ? ? H 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 _atom_site_aniso_type_symbol O1w 0.0489(8) 0.0470(9) 0.0456(8) -0.0053(7) 0.0022(7) -0.0042(7) O O2w 0.0492(8) 0.0513(9) 0.0612(9) -0.0092(8) -0.0026(8) -0.0026(8) O O1 0.0505(8) 0.0502(9) 0.0489(8) -0.0124(7) 0.0027(7) 0.0054(7) O O2 0.0440(7) 0.0409(8) 0.0356(7) -0.0073(7) 0.0011(6) -0.0039(7) O O3 0.0395(7) 0.0393(8) 0.0405(7) -0.0025(6) -0.0025(6) 0.0057(7) O O4 0.0364(7) 0.066(1) 0.0439(8) -0.0015(8) -0.0003(7) -0.0115(8) O O5 0.0405(8) 0.056(1) 0.0594(9) -0.0084(7) -0.0045(7) -0.0051(8) O N1 0.0377(9) 0.042(1) 0.0369(9) -0.0039(8) -0.0016(8) -0.0001(8) N N2 0.0368(9) 0.0370(9) 0.049(1) -0.0047(8) -0.0019(8) -0.0018(9) N C1 0.033(1) 0.038(1) 0.046(1) 0.004(1) -0.0024(9) 0.001(1) C C2 0.037(1) 0.038(1) 0.044(1) -0.002(1) -0.0033(9) -0.002(1) C C3 0.038(1) 0.047(1) 0.037(1) 0.005(1) -0.0041(9) -0.007(1) C C4 0.044(1) 0.045(1) 0.036(1) 0.007(1) -0.001(1) 0.002(1) C C5 0.053(1) 0.039(1) 0.036(1) -0.003(1) 0.005(1) 0.002(1) C C6 0.047(1) 0.042(1) 0.041(1) 0.000(1) 0.007(1) 0.001(1) C C7 0.035(1) 0.042(1) 0.048(1) -0.000(1) -0.001(1) 0.007(1) C C8 0.037(1) 0.036(1) 0.047(1) -0.000(1) -0.004(1) 0.008(1) C C11 0.038(1) 0.043(1) 0.037(1) 0.008(1) -0.0042(9) -0.000(1) C C12 0.057(1) 0.053(1) 0.043(1) -0.004(1) -0.005(1) -0.003(1) C C13 0.076(2) 0.066(2) 0.047(1) -0.003(1) -0.006(1) -0.013(1) C C14 0.076(2) 0.076(2) 0.040(1) 0.016(1) -0.010(1) -0.011(1) C C15 0.068(1) 0.078(2) 0.038(1) 0.019(1) 0.006(1) 0.007(1) C C16 0.047(1) 0.058(1) 0.044(1) 0.006(1) -0.001(1) 0.004(1) C C21 0.047(1) 0.030(1) 0.043(1) -0.003(1) 0.003(1) 0.005(1) C C22 0.054(1) 0.044(1) 0.043(1) -0.005(1) -0.002(1) 0.008(1) C C23 0.074(2) 0.049(1) 0.041(1) -0.012(1) 0.002(1) 0.001(1) C C24 0.074(2) 0.048(1) 0.055(1) -0.004(1) 0.020(1) -0.000(1) C C25 0.055(1) 0.046(1) 0.060(1) -0.003(1) 0.012(1) 0.002(1) C C26 0.047(1) 0.039(1) 0.050(1) -0.005(1) 0.004(1) 0.001(1) C # 10. MOLECULAR GEOMETRY 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 C1 1.228(3) . . ? O2 C2 1.410(3) . . ? O2 C3 1.422(2) . . ? O3 C4 1.425(2) . . ? O3 C5 1.423(3) . . ? O4 C6 1.420(3) . . ? O4 C7 1.398(2) . . ? O5 C8 1.232(3) . . ? N1 C1 1.346(3) . . ? N1 C11 1.421(3) . . ? N2 C8 1.349(3) . . ? N2 C21 1.417(3) . . ? C1 C2 1.497(3) . . ? C3 C4 1.488(3) . . ? C5 C6 1.489(3) . . ? C7 C8 1.496(3) . . ? C11 C12 1.386(3) . . ? C11 C16 1.386(3) . . ? C12 C13 1.377(3) . . ? C13 C14 1.364(4) . . ? C14 C15 1.377(4) . . ? C15 C16 1.385(3) . . ? C21 C22 1.390(3) . . ? C21 C26 1.395(3) . . ? C22 C23 1.386(3) . . ? C23 C24 1.378(4) . . ? C24 C25 1.379(3) . . ? C25 C26 1.376(3) . . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 O2 C3 112.9(2) . . . ? C4 O3 C5 112.0(2) . . . ? C6 O4 C7 113.8(2) . . . ? C1 N1 C11 127.7(2) . . . ? C8 N2 C21 126.7(2) . . . ? O1 C1 N1 124.5(2) . . . ? O1 C1 C2 118.8(2) . . . ? N1 C1 C2 116.7(2) . . . ? O2 C2 C1 112.3(2) . . . ? O2 C3 C4 109.1(2) . . . ? O3 C4 C3 109.6(2) . . . ? O3 C5 C6 109.9(2) . . . ? O4 C6 C5 108.5(2) . . . ? O4 C7 C8 111.8(2) . . . ? O5 C8 N2 123.8(2) . . . ? O5 C8 C7 119.6(2) . . . ? N2 C8 C7 116.6(2) . . . ? N1 C11 C12 116.8(2) . . . ? N1 C11 C16 123.9(2) . . . ? C12 C11 C16 119.3(2) . . . ? C11 C12 C13 120.2(2) . . . ? C12 C13 C14 120.9(3) . . . ? C13 C14 C15 119.2(2) . . . ? C14 C15 C16 121.2(2) . . . ? C11 C16 C15 119.3(2) . . . ? N2 C21 C22 123.3(2) . . . ? N2 C21 C26 117.1(2) . . . ? C22 C21 C26 119.5(2) . . . ? C21 C22 C23 119.2(2) . . . ? C22 C23 C24 121.1(2) . . . ? C23 C24 C25 119.4(2) . . . ? C24 C25 C26 120.6(2) . . . ? C21 C26 C25 120.1(2) . . . ? #=============================================================================== # If more than one structure is reported, sections 5-10 should be filled in # per structure. For each data set, replace the ? in the data_? line below # by a unique identifier. data_2 #bis(aryl)trioxadicarboxamide #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; N,N'-bis(3,5-dinitrophenyl)-3,6,9-trioxaundecanedicarboxamide ; _chemical_name_common ? _chemical_formula_moiety 'C20 H22 N6 O14' _chemical_formula_structural '[{C6H3(NO2)2-NH-C(O)CH2-O-CH2-CH2}2O].H2 O' _chemical_formula_analytical ? _chemical_formula_sum 'C20 H22 N6 O14' _chemical_formula_weight 570.43 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.017 0.009 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 N ? 0.029 0.018 International_Tables_Vol_IV_Table_2.3.1 O ? 0.047 0.032 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 7.994(1) _cell_length_b 21.670(3) _cell_length_c 14.741(3) _cell_angle_alpha 90 _cell_angle_beta 101.91(1) _cell_angle_gamma 90 _cell_volume 2498(1) _cell_formula_units_Z 4 _cell_measurement_temperature 294 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 24.0 _cell_measurement_theta_max 29.0 _cell_special_details ; ? ; _exptl_crystal_description prism _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.52 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 1.088 _exptl_absorpt_correction_type psi_scan_(North,_Phillips,_Mathews,_1968) _exptl_absorpt_correction_T_min 0.8989 _exptl_absorpt_correction_T_max 1.0000 #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 294 _diffrn_radiation_wavelength 1.54056 _diffrn_radiation_type Cu-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Enraf_Nonius_CAD4 _diffrn_measurement_method \q/2\q _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 3 7 1 -10 -5 -2 -6 8 _diffrn_reflns_number 5448 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 72.06 _reflns_number_total 4927 _reflns_number_gt 3267 _reflns_threshold_expression >3.0\s(I) _computing_data_collection 'CAD4_(Enraf-Nonius,_1984)' _computing_cell_refinement CAD4_(Enraf-Nonius,_1984) _computing_data_reduction 'process_SDP-PLUS_(Frenz,_1983)' _computing_structure_solution Direct_methods_(MULTAN,_Main_et_al.,_1980) _computing_structure_refinement LSFM_SDP-PLUS_(Frenz,_1983) _computing_molecular_graphics ? _computing_publication_material BTABLE_PTABLE_CIF_IN_MolEN_(Fair,_1990) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'modified unit weights' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method isotropic_(Zachariasen,_1963) _refine_ls_extinction_expression ; equ(22) p292 "Crystallographic Computing" (1970) ; _refine_ls_extinction_coef 8.7798E-07 _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 3267 _refine_ls_number_parameters 362 _refine_ls_number_restraints 88 _refine_ls_number_constraints 0 _refine_ls_abs_structure_details ; ? ; _refine_ls_R_factor_all 0.094 _refine_ls_R_factor_gt 0.049 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_ref 0.045 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_ref 0.947 _refine_ls_shift/su_max 0.006 _refine_ls_shift/esd_mean ? _refine_diff_density_max 0.230 _refine_diff_density_min -0.177 #============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol Ow -0.0069(4) 0.1117(1) -0.1858(2) 0.079(2) Uani ? ? O O1 -0.1161(3) 0.0013(1) 0.0763(1) 0.064(1) Uani ? ? O O2 0.0336(3) 0.1532(1) 0.1383(2) 0.070(1) Uani ? ? O O3 0.0588(3) 0.2005(1) -0.0414(2) 0.070(1) Uani ? ? O O4 -0.1291(3) 0.2513(1) -0.2023(2) 0.072(1) Uani ? ? O O5 -0.3625(4) 0.2626(1) -0.4320(2) 0.088(2) Uani ? ? O O6 -0.6017(4) 0.2208(1) -0.2113(2) 0.102(2) Uani ? ? O O7 -0.7112(4) 0.1574(1) -0.3191(2) 0.114(2) Uani ? ? O O8 -0.6973(3) -0.0591(1) -0.2415(2) 0.072(1) Uani ? ? O O9 -0.5080(3) -0.0917(1) -0.1245(2) 0.074(1) Uani ? ? O O10 -0.6185(4) 0.1468(1) -0.6588(2) 0.096(2) Uani ? ? O O11 -0.6172(3) 0.0484(1) -0.6782(1) 0.071(1) Uani ? ? O O12 -0.1705(4) -0.0709(1) -0.4873(2) 0.090(2) Uani ? ? O O13 -0.0015(3) -0.0278(1) -0.3711(2) 0.085(2) Uani ? ? O N1 -0.1903(3) 0.0961(1) 0.0130(2) 0.054(1) Uani ? ? N N2 -0.2369(4) 0.1812(1) -0.3462(2) 0.062(2) Uani ? ? N N3 -0.6247(4) 0.1692(1) -0.2435(2) 0.080(2) Uani ? ? N N4 -0.5785(3) -0.0507(1) -0.1749(2) 0.058(1) Uani ? ? N N5 -0.5650(4) 0.0955(1) -0.6358(2) 0.065(2) Uani ? ? N N6 -0.1230(3) -0.0267(1) -0.4371(2) 0.070(2) Uani ? ? N C1 -0.0954(4) 0.0570(1) 0.0746(2) 0.054(2) Uani ? ? C C2 0.0434(4) 0.0884(2) 0.1457(2) 0.064(2) Uani ? ? C C3 0.1811(5) 0.1843(2) 0.1209(2) 0.073(2) Uani ? ? C C4 0.2040(5) 0.1764(2) 0.0239(2) 0.078(2) Uani ? ? C C5 0.0733(6) 0.2637(2) -0.0619(3) 0.085(3) Uani ? ? C C6 -0.0817(6) 0.2864(2) -0.1237(3) 0.087(3) Uani ? ? C C7 -0.2472(5) 0.2804(1) -0.2727(2) 0.066(2) Uani ? ? C C8 -0.2877(5) 0.2411(1) -0.3581(2) 0.067(2) Uani ? ? C C11 -0.3279(4) 0.0822(1) -0.0597(2) 0.049(2) Uani ? ? C C12 -0.4080(4) 0.1309(1) -0.1122(2) 0.057(2) Uani ? ? C C13 -0.5403(4) 0.1177(1) -0.1858(2) 0.058(2) Uani ? ? C C14 -0.6008(4) 0.0592(1) -0.2098(2) 0.055(2) Uani ? ? C C15 -0.5182(4) 0.0130(1) -0.1543(2) 0.049(1) Uani ? ? C C16 -0.3847(4) 0.0222(1) -0.0803(2) 0.049(1) Uani ? ? C C21 -0.2726(4) 0.1341(1) -0.4129(2) 0.056(2) Uani ? ? C C22 -0.3997(4) 0.1395(1) -0.4936(2) 0.058(2) Uani ? ? C C23 -0.4289(4) 0.0896(1) -0.5521(2) 0.054(2) Uani ? ? C C24 -0.3441(4) 0.0344(1) -0.5372(2) 0.057(2) Uani ? ? C C25 -0.2198(4) 0.0316(1) -0.4574(2) 0.056(2) Uani ? ? C C26 -0.1799(4) 0.0793(1) -0.3955(2) 0.057(2) Uani ? ? C Hw1 0.0000 0.1387 -0.1250 0.1115 Uiso ? ? H Hw2 0.0000 0.0703 -0.1465 0.1115 Uiso ? ? H HN1 -0.1593 0.1381 0.0201 0.0766 Uiso calc N1 H HN2 -0.1721 0.1700 -0.2872 0.0864 Uiso calc N2 H H2A 0.0291 0.0769 0.2055 0.0878 Uiso calc C2 H H2B 0.1512 0.0753 0.1363 0.0878 Uiso calc C2 H H3A 0.2792 0.1690 0.1620 0.1010 Uiso calc C3 H H3B 0.1695 0.2273 0.1317 0.1010 Uiso calc C3 H H4A 0.3039 0.1960 0.0160 0.1079 Uiso calc C4 H H4B 0.2120 0.1327 0.0123 0.1079 Uiso calc C4 H H5A 0.1653 0.2675 -0.0960 0.1281 Uiso calc C5 H H5B 0.1002 0.2862 -0.0078 0.1281 Uiso calc C5 H H6A -0.1726 0.2830 -0.0878 0.1326 Uiso calc C6 H H6B -0.0684 0.3277 -0.1370 0.1326 Uiso calc C6 H H7A -0.2046 0.3189 -0.2865 0.0930 Uiso calc C7 H H7B -0.3511 0.2865 -0.2504 0.0930 Uiso calc C7 H H12 -0.3721 0.1723 -0.0989 0.0657 Uiso calc C12 H H14 -0.6928 0.0515 -0.2596 0.0657 Uiso calc C14 H H16 -0.3316 -0.0118 -0.0449 0.0657 Uiso calc C16 H H22 -0.4624 0.1764 -0.5069 0.0764 Uiso calc C22 H H24 -0.3683 0.0012 -0.5778 0.0764 Uiso calc C24 H H26 -0.0910 0.0752 -0.3413 0.0764 Uiso calc C26 H 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 _atom_site_aniso_type_symbol Ow 0.119(2) 0.076(1) 0.054(1) 0.018(1) -0.006(1) 0.005(1) O O1 0.073(1) 0.055(1) 0.065(1) 0.001(1) -0.004(1) 0.009(1) O O2 0.071(1) 0.069(1) 0.071(1) -0.008(1) -0.002(1) -0.010(1) O O3 0.089(2) 0.060(1) 0.065(1) -0.006(1) -0.019(1) 0.008(1) O O4 0.118(2) 0.050(1) 0.063(1) 0.011(1) -0.021(1) -0.002(1) O O5 0.151(2) 0.063(1) 0.071(1) 0.021(2) -0.028(2) 0.010(1) O O6 0.141(2) 0.056(1) 0.134(2) 0.018(2) -0.037(2) 0.011(2) O O7 0.179(3) 0.091(2) 0.090(2) 0.018(2) -0.060(2) 0.018(2) O O8 0.066(1) 0.073(1) 0.076(1) -0.013(1) -0.010(1) -0.013(1) O O9 0.093(2) 0.052(1) 0.083(1) -0.010(1) -0.011(1) 0.009(1) O O10 0.143(2) 0.082(2) 0.076(2) 0.023(2) -0.037(2) 0.012(1) O O11 0.077(1) 0.085(2) 0.055(1) -0.006(1) -0.001(1) -0.005(1) O O12 0.115(2) 0.069(1) 0.092(2) 0.026(1) 0.009(2) -0.010(1) O O13 0.080(2) 0.086(2) 0.089(2) 0.028(1) -0.007(1) 0.013(1) O N1 0.060(1) 0.048(1) 0.054(1) -0.001(1) -0.007(1) -0.001(1) N N2 0.082(2) 0.053(1) 0.054(1) 0.009(1) -0.010(1) 0.003(1) N N3 0.098(2) 0.060(2) 0.088(2) 0.013(2) -0.019(2) 0.014(2) N N4 0.057(1) 0.056(1) 0.061(1) -0.007(1) 0.005(1) -0.006(1) N N5 0.075(2) 0.076(2) 0.048(1) 0.003(2) -0.002(1) 0.007(1) N N6 0.074(2) 0.066(2) 0.069(2) 0.017(1) 0.019(1) 0.011(1) N C1 0.056(2) 0.060(2) 0.047(1) 0.001(2) 0.006(1) 0.001(1) C C2 0.062(2) 0.069(2) 0.062(2) -0.005(2) -0.008(2) 0.002(2) C C3 0.074(2) 0.078(2) 0.068(2) -0.018(2) -0.021(2) -0.003(2) C C4 0.073(2) 0.100(3) 0.066(2) 0.001(2) -0.009(2) 0.012(2) C C5 0.127(3) 0.058(2) 0.083(2) -0.019(2) -0.021(2) 0.005(2) C C6 0.153(4) 0.056(2) 0.076(2) 0.009(2) -0.027(3) -0.007(2) C C7 0.090(2) 0.052(2) 0.060(2) 0.006(2) -0.005(2) 0.005(2) C C8 0.089(2) 0.052(2) 0.065(2) 0.005(2) -0.007(2) 0.007(2) C C11 0.050(2) 0.049(2) 0.047(1) 0.001(1) 0.001(1) -0.001(1) C C12 0.065(2) 0.047(2) 0.060(2) 0.002(1) -0.002(2) 0.001(1) C C13 0.064(2) 0.052(2) 0.058(2) 0.012(2) -0.001(2) 0.008(1) C C14 0.058(2) 0.057(2) 0.050(2) 0.004(2) -0.000(1) -0.002(1) C C15 0.054(2) 0.047(1) 0.046(1) -0.001(1) 0.006(1) -0.003(1) C C16 0.054(2) 0.048(1) 0.044(1) 0.001(1) 0.001(1) 0.001(1) C C21 0.064(2) 0.055(2) 0.050(2) 0.004(2) -0.001(1) 0.006(1) C C22 0.064(2) 0.059(2) 0.052(2) 0.008(2) -0.001(1) 0.008(1) C C23 0.060(2) 0.064(2) 0.041(1) 0.001(2) 0.000(1) 0.009(1) C C24 0.063(2) 0.061(2) 0.047(1) 0.003(2) 0.011(1) 0.005(1) C C25 0.060(2) 0.056(2) 0.053(2) 0.012(1) 0.012(1) 0.009(1) C C26 0.060(2) 0.061(2) 0.051(2) 0.007(2) 0.000(1) 0.008(1) C # 10. MOLECULAR GEOMETRY 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 C1 1.219(4) . . ? O2 C2 1.409(4) . . ? O2 C3 1.426(4) . . ? O3 C4 1.445(4) . . ? O3 C5 1.411(4) . . ? O4 C6 1.372(4) . . ? O4 C7 1.401(4) . . ? O5 C8 1.222(4) . . ? O6 N3 1.215(4) . . ? O7 N3 1.211(4) . . ? O8 N4 1.231(3) . . ? O9 N4 1.219(3) . . ? O10 N5 1.213(4) . . ? O11 N5 1.226(4) . . ? O12 N6 1.222(4) . . ? O13 N6 1.225(3) . . ? N1 C1 1.355(4) . . ? N1 C11 1.401(3) . . ? N2 C8 1.361(4) . . ? N2 C21 1.406(4) . . ? N3 C13 1.478(4) . . ? N4 C15 1.475(4) . . ? N5 C23 1.472(4) . . ? N6 C25 1.479(4) . . ? C1 C2 1.521(4) . . ? C3 C4 1.489(5) . . ? C5 C6 1.464(6) . . ? C7 C8 1.497(5) . . ? C11 C12 1.385(4) . . ? C11 C16 1.390(4) . . ? C12 C13 1.379(4) . . ? C13 C14 1.377(4) . . ? C14 C15 1.373(4) . . ? C15 C16 1.373(4) . . ? C21 C22 1.400(4) . . ? C21 C26 1.394(4) . . ? C22 C23 1.372(4) . . ? C23 C24 1.371(4) . . ? C24 C25 1.376(4) . . ? C25 C26 1.373(4) . . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 O2 C3 116.7(3) . . . ? C4 O3 C5 113.8(3) . . . ? C6 O4 C7 113.7(3) . . . ? C1 N1 C11 128.4(2) . . . ? C8 N2 C21 126.2(3) . . . ? O6 N3 O7 124.4(3) . . . ? O6 N3 C13 117.1(3) . . . ? O7 N3 C13 118.5(3) . . . ? O8 N4 O9 124.2(3) . . . ? O8 N4 C15 117.9(2) . . . ? O9 N4 C15 117.9(2) . . . ? O10 N5 O11 123.8(2) . . . ? O10 N5 C23 118.1(3) . . . ? O11 N5 C23 118.1(3) . . . ? O12 N6 O13 124.3(3) . . . ? O12 N6 C25 117.5(2) . . . ? O13 N6 C25 118.2(3) . . . ? O1 C1 N1 125.0(3) . . . ? O1 C1 C2 120.8(3) . . . ? N1 C1 C2 114.2(3) . . . ? O2 C2 C1 111.8(2) . . . ? O2 C3 C4 112.9(3) . . . ? O3 C4 C3 110.9(3) . . . ? O3 C5 C6 111.2(3) . . . ? O4 C6 C5 112.9(3) . . . ? O4 C7 C8 111.3(3) . . . ? O5 C8 N2 123.8(3) . . . ? O5 C8 C7 121.0(3) . . . ? N2 C8 C7 115.2(3) . . . ? N1 C11 C12 117.6(3) . . . ? N1 C11 C16 122.6(2) . . . ? C12 C11 C16 119.9(2) . . . ? C11 C12 C13 118.2(3) . . . ? N3 C13 C12 118.8(3) . . . ? N3 C13 C14 116.9(3) . . . ? C12 C13 C14 124.3(3) . . . ? C13 C14 C15 114.7(3) . . . ? N4 C15 C14 117.6(2) . . . ? N4 C15 C16 117.8(2) . . . ? C14 C15 C16 124.6(3) . . . ? C11 C16 C15 118.2(2) . . . ? N2 C21 C22 122.7(3) . . . ? N2 C21 C26 117.8(2) . . . ? C22 C21 C26 119.5(3) . . . ? C21 C22 C23 117.8(3) . . . ? N5 C23 C22 117.3(3) . . . ? N5 C23 C24 117.7(3) . . . ? C22 C23 C24 124.9(3) . . . ? C23 C24 C25 115.0(3) . . . ? N6 C25 C24 117.8(3) . . . ? N6 C25 C26 118.0(2) . . . ? C24 C25 C26 124.2(3) . . . ? C21 C26 C25 118.5(3) . . . ? #=============================================================================== # If more than one structure is reported, sections 5-10 should be filled in # per structure. For each data set, replace the ? in the data_? line below # by a unique identifier. data_3 #bis(aryl)trioxadicarboxamide #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; N,N'-bis(3,5-dimethylisophtalate)-3,6,9-trioxaundecanedicarboxamide ; _chemical_name_common ? _chemical_formula_moiety 'C56 H66 N4 O27' _chemical_formula_structural '[{C6H3(COOCH3)2-NH-CO-CH2-O-CH2-CH2}2O]H2O' _chemical_formula_analytical ? _chemical_formula_sum 'C56 H66 N4 O27' _chemical_formula_weight 1227.16 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.017 0.009 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 N ? 0.029 0.018 International_Tables_Vol_IV_Table_2.3.1 O ? 0.047 0.032 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P-1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,-y,-z _cell_length_a 11.318(2) _cell_length_b 24.444(5) _cell_length_c 11.069(1) _cell_angle_alpha 96.17(1) _cell_angle_beta 101.24(1) _cell_angle_gamma 77.23(2) _cell_volume 2922(1) _cell_formula_units_Z 2 _cell_measurement_temperature 294 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 24.0 _cell_measurement_theta_max 29.0 _cell_special_details ; ? ; _exptl_crystal_description prism _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.39 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 1292 _exptl_absorpt_coefficient_mu 0.912 _exptl_absorpt_correction_type psi_scan_(North,_Phillips,_Mathews,_1968) _exptl_absorpt_correction_T_min 0.9569 _exptl_absorpt_correction_T_max 1.0000 #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 294 _diffrn_radiation_wavelength 1.54056 _diffrn_radiation_type Cu-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Enraf_Nonius_CAD4 _diffrn_measurement_method \q/2\q _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -5 3 3 -4 -2 -5 -4 6 -2 _diffrn_reflns_number 11822 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 72.08 _reflns_number_total 11536 _reflns_number_gt 6597 _reflns_threshold_expression >3.0\s(I) _computing_data_collection 'CAD4_(Enraf-Nonius,_1984)' _computing_cell_refinement CAD4_(Enraf-Nonius,_1984) _computing_data_reduction 'process_SDP-PLUS_(Frenz,_1983)' _computing_structure_solution Direct_methods_(MULTAN,_Main_et_al.,_1980) _computing_structure_refinement LSFM_SDP-PLUS_(Frenz,_1983) _computing_molecular_graphics ? _computing_publication_material BTABLE_PTABLE_CIF_IN_MolEN_(Fair,_1990) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme '4Fo^2^/(\s^2^(Fo^2^)+0.0004 Fo^4^)+0.4' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method isotropic_(Zachariasen,_1963) _refine_ls_extinction_expression ; equ(22) p292 "Crystallographic Computing" (1970) ; _refine_ls_extinction_coef 5.4290E-07 _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 6597 _refine_ls_number_parameters 794 _refine_ls_number_restraints 264 _refine_ls_number_constraints 0 _refine_ls_abs_structure_details ; ? ; _refine_ls_R_factor_all 0.109 _refine_ls_R_factor_gt 0.052 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_ref 0.059 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_shift/su_max 0.079 _refine_ls_shift/esd_mean ? _refine_diff_density_max 0.487 _refine_diff_density_min -0.264 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol Ow 1.3401(2) -0.3178(1) 0.5606(2) 0.086(2) 1.000 Uani ? ? O O1 0.8622(2) -0.08618(8) 0.0643(2) 0.059(1) 1.000 Uani ? ? O O2 1.1268(2) -0.19827(8) 0.0996(2) 0.056(1) 1.000 Uani ? ? O O3 1.0763(2) -0.27991(9) 0.2348(2) 0.070(1) 1.000 Uani ? ? O O4 1.0907(2) -0.31481(9) 0.4802(2) 0.058(1) 1.000 Uani ? ? O O5 1.0900(2) -0.19531(9) 0.5186(2) 0.070(1) 1.000 Uani ? ? O O6 0.7385(2) -0.33769(8) 0.2056(2) 0.056(1) 1.000 Uani ? ? O O7 0.5368(2) -0.30998(9) 0.2091(2) 0.071(1) 1.000 Uani ? ? O O8 0.4535(2) -0.06391(9) 0.0270(2) 0.065(1) 1.000 Uani ? ? O O9 0.3356(2) -0.11684(9) 0.0743(2) 0.065(1) 1.000 Uani ? ? O O10 0.8828(2) 0.03130(9) 0.2941(2) 0.076(1) 1.000 Uani ? ? O O11 1.0509(2) -0.0348(1) 0.3428(3) 0.086(2) 1.000 Uani ? ? O O12 0.4603(2) -0.08113(9) 0.3770(2) 0.059(1) 1.000 Uani ? ? O O13 0.4762(2) 0.0035(1) 0.3354(3) 0.086(2) 1.000 Uani ? ? O O14 1.6330(2) -0.41375(9) 0.9376(2) 0.065(1) 1.000 Uani ? ? O O15 1.3547(2) -0.31882(9) 0.8186(2) 0.059(1) 1.000 Uani ? ? O O16 1.4050(2) -0.2120(1) 0.8159(2) 0.078(1) 1.000 Uani ? ? O O17A 1.5045(3) -0.2075(2) 0.6096(3) 0.061(2) 0.600 Uani ? ? O O17B 1.4190(5) -0.2162(2) 0.5424(6) 0.072(3) 0.400 Uani ? ? O O18 1.7244(2) -0.27350(9) 0.4894(2) 0.060(1) 1.000 Uani ? ? O O19 1.7441(2) -0.16208(8) 0.7851(2) 0.059(1) 1.000 Uani ? ? O O20 1.9473(2) -0.18643(8) 0.7902(2) 0.066(1) 1.000 Uani ? ? O O21 2.0400(2) -0.43477(8) 0.9645(2) 0.061(1) 1.000 Uani ? ? O O22 2.1567(2) -0.37445(9) 0.9542(2) 0.066(1) 1.000 Uani ? ? O O23 2.0385(2) -0.41715(8) 0.6280(2) 0.057(1) 1.000 Uani ? ? O O24 2.0365(2) -0.5050(1) 0.6614(3) 0.078(1) 1.000 Uani ? ? O O25 1.6455(2) -0.54766(9) 0.7122(3) 0.086(1) 1.000 Uani ? ? O O26 1.4685(2) -0.4872(1) 0.6603(3) 0.083(1) 1.000 Uani ? ? O N1 0.8898(2) -0.17814(9) 0.1071(2) 0.044(1) 1.000 Uani ? ? N N2 0.8836(2) -0.19388(9) 0.4737(2) 0.048(1) 1.000 Uani ? ? N N3 1.5983(2) -0.32601(9) 0.8663(2) 0.048(1) 1.000 Uani ? ? N N4 1.5873(2) -0.3194(1) 0.5390(2) 0.060(1) 1.000 Uani ? ? N C1 0.9279(2) -0.1321(1) 0.0836(3) 0.047(1) 1.000 Uani ? ? C C2 1.0646(3) -0.1422(1) 0.0804(3) 0.057(2) 1.000 Uani ? ? C C3 1.1828(3) -0.2080(1) 0.2245(3) 0.069(2) 1.000 Uani ? ? C C4 1.1957(3) -0.2692(2) 0.2421(3) 0.075(2) 1.000 Uani ? ? C C5 1.0745(3) -0.3355(1) 0.2612(3) 0.071(2) 1.000 Uani ? ? C C6 1.0152(3) -0.3342(1) 0.3736(3) 0.066(2) 1.000 Uani ? ? C C7 1.0242(3) -0.2766(1) 0.5590(3) 0.054(2) 1.000 Uani ? ? C C8 1.0033(3) -0.2177(1) 0.5157(3) 0.052(2) 1.000 Uani ? ? C C11 0.7704(2) -0.1838(1) 0.1154(2) 0.040(1) 1.000 Uani ? ? C C12 0.7599(2) -0.2352(1) 0.1506(2) 0.041(1) 1.000 Uani ? ? C C13 0.6466(2) -0.2448(1) 0.1605(2) 0.042(1) 1.000 Uani ? ? C C14 0.5422(2) -0.2031(1) 0.1349(3) 0.044(1) 1.000 Uani ? ? C C15 0.5520(2) -0.1524(1) 0.0975(3) 0.042(1) 1.000 Uani ? ? C C16 0.6653(2) -0.1421(1) 0.0877(3) 0.043(1) 1.000 Uani ? ? C C17 0.6328(3) -0.3004(1) 0.1948(3) 0.048(2) 1.000 Uani ? ? C C18 0.7356(3) -0.3932(1) 0.2387(3) 0.067(2) 1.000 Uani ? ? C C19 0.4353(3) -0.1102(1) 0.0663(3) 0.049(2) 1.000 Uani ? ? C C20 0.3452(3) -0.0199(1) -0.0050(4) 0.078(2) 1.000 Uani ? ? C C21 0.8371(2) -0.1392(1) 0.4316(3) 0.043(1) 1.000 Uani ? ? C C22 0.9114(2) -0.1053(1) 0.4060(3) 0.049(2) 1.000 Uani ? ? C C23 0.8580(3) -0.0522(1) 0.3640(3) 0.050(2) 1.000 Uani ? ? C C24 0.7322(3) -0.0325(1) 0.3492(3) 0.051(2) 1.000 Uani ? ? C C25 0.6585(2) -0.0665(1) 0.3757(3) 0.045(1) 1.000 Uani ? ? C C26 0.7108(2) -0.1198(1) 0.4156(3) 0.046(1) 1.000 Uani ? ? C C27 0.9422(3) -0.0185(1) 0.3337(3) 0.061(2) 1.000 Uani ? ? C C28 0.9578(4) 0.0657(2) 0.2580(4) 0.109(3) 1.000 Uani ? ? C C29 0.5234(3) -0.0437(1) 0.3602(3) 0.056(2) 1.000 Uani ? ? C C30 0.3278(3) -0.0619(2) 0.3647(3) 0.067(2) 1.000 Uani ? ? C C31 1.7185(2) -0.3175(1) 0.8708(2) 0.040(1) 1.000 Uani ? ? C C32 1.7270(2) -0.2658(1) 0.8363(2) 0.041(1) 1.000 Uani ? ? C C33 1.8405(2) -0.2533(1) 0.8365(2) 0.041(1) 1.000 Uani ? ? C C34 1.9473(2) -0.2927(1) 0.8726(3) 0.044(1) 1.000 Uani ? ? C C35 1.9391(2) -0.3444(1) 0.9071(2) 0.041(1) 1.000 Uani ? ? C C36 1.8252(2) -0.3574(1) 0.9065(3) 0.042(1) 1.000 Uani ? ? C C37 1.8520(3) -0.1980(1) 0.8015(3) 0.046(1) 1.000 Uani ? ? C C38 1.7444(4) -0.1059(1) 0.7542(3) 0.070(2) 1.000 Uani ? ? C C39 2.0570(2) -0.3850(1) 0.9441(3) 0.047(1) 1.000 Uani ? ? C C40 2.1504(3) -0.4775(1) 0.9987(4) 0.076(2) 1.000 Uani ? ? C C41 1.6591(2) -0.3725(1) 0.5725(3) 0.049(2) 1.000 Uani ? ? C C42 1.7864(2) -0.3869(1) 0.5852(3) 0.049(1) 1.000 Uani ? ? C C43 1.8467(2) -0.4401(1) 0.6234(3) 0.046(1) 1.000 Uani ? ? C C44 1.7816(3) -0.4779(1) 0.6505(3) 0.054(2) 1.000 Uani ? ? C C45 1.6552(3) -0.4630(1) 0.6379(3) 0.054(2) 1.000 Uani ? ? C C46 1.5942(3) -0.4111(1) 0.5977(3) 0.055(2) 1.000 Uani ? ? C C47 1.9827(3) -0.4580(1) 0.6398(3) 0.051(2) 1.000 Uani ? ? C C48 2.1719(3) -0.4315(2) 0.6427(3) 0.066(2) 1.000 Uani ? ? C C49 1.5778(3) -0.4999(1) 0.6696(3) 0.065(2) 1.000 Uani ? ? C C50 1.5764(4) -0.5840(2) 0.7528(5) 0.116(3) 1.000 Uani ? ? C C51 1.5636(3) -0.3716(1) 0.8976(3) 0.052(2) 1.000 Uani ? ? C C52 1.4254(3) -0.3681(1) 0.8758(3) 0.063(2) 1.000 Uani ? ? C C53 1.3156(3) -0.2731(1) 0.9029(3) 0.067(2) 1.000 Uani ? ? C C54 1.2907(3) -0.2198(1) 0.8390(4) 0.067(2) 1.000 Uani ? ? C C55 1.3983(4) -0.1625(2) 0.7558(4) 0.091(3) 1.000 Uani ? ? C C56 1.3886(4) -0.1706(2) 0.6257(4) 0.093(3) 1.000 Uani ? ? C C57 1.5184(3) -0.2230(2) 0.4937(4) 0.078(2) 1.000 Uani ? ? C C58 1.6213(3) -0.2744(1) 0.5064(3) 0.056(2) 1.000 Uani ? ? C Hw1 1.2500 -0.3223 0.5195 0.0507 1.000 Uiso ? ? H Hw2 1.3340 -0.3086 0.6465 0.0507 1.000 Uiso ? ? H HN1 0.9480 -0.2085 0.1235 0.0581 1.000 Uiso ? ? H HN2 0.8297 -0.2159 0.4742 0.0651 1.000 Uiso ? ? H HN3 1.5372 -0.2975 0.8370 0.0620 1.000 Uiso ? ? H HN4 1.5022 -0.3132 0.5434 0.0800 1.000 Uiso ? ? H H2A 1.0737 -0.1333 0.0017 0.0740 1.000 Uiso ? ? H H2B 1.1005 -0.1181 0.1427 0.0740 1.000 Uiso ? ? H H3A 1.1333 -0.1856 0.2789 0.0908 1.000 Uiso ? ? H H3B 1.2621 -0.1986 0.2411 0.0908 1.000 Uiso ? ? H H4A 1.2346 -0.2916 0.1799 0.0997 1.000 Uiso ? ? H H4B 1.2435 -0.2780 0.3212 0.0997 1.000 Uiso ? ? H H5A 1.1571 -0.3563 0.2775 0.0921 1.000 Uiso ? ? H H5B 1.0297 -0.3528 0.1924 0.0921 1.000 Uiso ? ? H H6A 0.9369 -0.3097 0.3623 0.0851 1.000 Uiso ? ? H H6B 1.0061 -0.3710 0.3842 0.0851 1.000 Uiso ? ? H H7A 1.0698 -0.2777 0.6410 0.0722 1.000 Uiso ? ? H H7B 0.9473 -0.2864 0.5577 0.0722 1.000 Uiso ? ? H H12 0.8312 -0.2641 0.1674 0.0506 1.000 Uiso ? ? H H14 0.4642 -0.2094 0.1431 0.0506 1.000 Uiso ? ? H H16 0.6712 -0.1070 0.0626 0.0506 1.000 Uiso ? ? H H18A 0.8153 -0.4165 0.2433 0.0883 1.000 Uiso ? ? H H18B 0.7099 -0.3904 0.3160 0.0883 1.000 Uiso ? ? H H18C 0.6792 -0.4094 0.1772 0.0883 1.000 Uiso ? ? H H20A 0.3691 0.0111 -0.0316 0.1190 1.000 Uiso ? ? H H20B 0.2887 -0.0339 -0.0690 0.1190 1.000 Uiso ? ? H H20C 0.3076 -0.0079 0.0658 0.1190 1.000 Uiso ? ? H H22 0.9981 -0.1184 0.4168 0.0585 1.000 Uiso ? ? H H24 0.6971 0.0039 0.3218 0.0585 1.000 Uiso ? ? H H26 0.6595 -0.1432 0.4322 0.0585 1.000 Uiso ? ? H H28A 0.9072 0.1003 0.2311 0.1366 1.000 Uiso ? ? H H28B 1.0183 0.0732 0.3268 0.1366 1.000 Uiso ? ? H H28C 0.9972 0.0464 0.1928 0.1366 1.000 Uiso ? ? H H30A 0.2918 -0.0918 0.3785 0.0942 1.000 Uiso ? ? H H30B 0.3100 -0.0314 0.4237 0.0942 1.000 Uiso ? ? H H30C 0.2950 -0.0499 0.2839 0.0942 1.000 Uiso ? ? H H32 1.6538 -0.2387 0.8118 0.0524 1.000 Uiso ? ? H H34 2.0255 -0.2842 0.8740 0.0524 1.000 Uiso ? ? H H36 1.8201 -0.3930 0.9298 0.0524 1.000 Uiso ? ? H H38A 1.6631 -0.0840 0.7448 0.0979 1.000 Uiso ? ? H H38B 1.7961 -0.0887 0.8183 0.0979 1.000 Uiso ? ? H H38C 1.7746 -0.1081 0.6791 0.0979 1.000 Uiso ? ? H H40A 2.1270 -0.5115 1.0109 0.1128 1.000 Uiso ? ? H H40B 2.1972 -0.4844 0.9343 0.1128 1.000 Uiso ? ? H H40C 2.1976 -0.4652 1.0726 0.1128 1.000 Uiso ? ? H H42 1.8316 -0.3609 0.5689 0.0639 1.000 Uiso ? ? H H44 1.8237 -0.5137 0.6776 0.0639 1.000 Uiso ? ? H H46 1.5073 -0.4013 0.5878 0.0639 1.000 Uiso ? ? H H48A 2.2019 -0.3993 0.6325 0.0930 1.000 Uiso ? ? H H48B 2.2052 -0.4442 0.7229 0.0930 1.000 Uiso ? ? H H48C 2.1951 -0.4605 0.5824 0.0930 1.000 Uiso ? ? H H50A 1.6303 -0.6173 0.7817 0.1575 1.000 Uiso ? ? H H50B 1.5350 -0.5648 0.8169 0.1575 1.000 Uiso ? ? H H50C 1.5163 -0.5938 0.6849 0.1575 1.000 Uiso ? ? H H52A 1.4076 -0.4000 0.8251 0.0829 1.000 Uiso ? ? H H52B 1.4017 -0.3684 0.9537 0.0829 1.000 Uiso ? ? H H53A 1.3790 -0.2720 0.9733 0.0854 1.000 Uiso ? ? H H53B 1.2432 -0.2775 0.9282 0.0854 1.000 Uiso ? ? H H54A 1.2353 -0.2225 0.7634 0.0944 1.000 Uiso ? ? H H54B 1.2564 -0.1890 0.8902 0.0944 1.000 Uiso ? ? H H55A 1.4696 -0.1481 0.7877 0.1225 1.000 Uiso ? ? H H55B 1.3272 -0.1358 0.7725 0.1225 1.000 Uiso ? ? H H56A 1.3118 -0.1806 0.5916 0.1246 1.000 Uiso ? ? H H56B 1.3919 -0.1364 0.5946 0.1246 1.000 Uiso ? ? H H57A 1.5509 -0.1924 0.4768 0.1115 1.000 Uiso ? ? H H57B 1.4553 -0.2301 0.4292 0.1115 1.000 Uiso ? ? H 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 _atom_site_aniso_type_symbol Ow 0.051(1) 0.143(2) 0.088(2) -0.017(1) 0.013(1) 0.004(2) O O1 0.051(1) 0.045(1) 0.089(1) -0.0061(9) 0.012(1) 0.019(1) O O2 0.047(1) 0.056(1) 0.065(1) -0.0037(9) 0.0171(9) 0.0136(9) O O3 0.061(1) 0.065(1) 0.085(1) -0.008(1) 0.022(1) 0.027(1) O O4 0.046(1) 0.063(1) 0.067(1) -0.001(1) 0.003(1) 0.006(1) O O5 0.043(1) 0.070(1) 0.114(2) -0.0154(9) -0.006(1) 0.028(1) O O6 0.055(1) 0.044(1) 0.072(1) -0.0115(8) 0.0090(9) 0.0138(9) O O7 0.052(1) 0.064(1) 0.108(2) -0.0192(9) 0.015(1) 0.029(1) O O8 0.045(1) 0.048(1) 0.126(2) -0.0010(9) 0.009(1) 0.027(1) O O9 0.038(1) 0.065(1) 0.111(2) -0.0071(9) 0.014(1) 0.011(1) O O10 0.067(1) 0.058(1) 0.114(2) -0.015(1) 0.019(1) 0.029(1) O O11 0.051(1) 0.087(2) 0.146(2) -0.013(1) 0.020(1) 0.037(1) O O12 0.038(1) 0.063(1) 0.086(1) -0.0048(9) 0.005(1) 0.009(1) O O13 0.057(1) 0.070(1) 0.160(2) 0.011(1) 0.019(1) 0.051(1) O O14 0.053(1) 0.058(1) 0.088(1) -0.0135(9) 0.005(1) 0.022(1) O O15 0.048(1) 0.069(1) 0.064(1) -0.0138(9) 0.006(1) -0.000(1) O O16 0.063(1) 0.075(1) 0.101(2) -0.001(1) 0.024(1) 0.030(1) O O17A 0.055(2) 0.070(2) 0.059(2) 0.016(2) -0.001(2) -0.007(2) O O17B 0.053(3) 0.067(3) 0.105(4) -0.011(2) 0.035(2) 0.005(3) O O18 0.0410(9) 0.064(1) 0.083(1) -0.0061(9) 0.0178(9) 0.023(1) O O19 0.055(1) 0.043(1) 0.086(1) -0.0043(9) 0.008(1) 0.021(1) O O20 0.057(1) 0.057(1) 0.088(1) -0.0168(9) 0.020(1) 0.019(1) O O21 0.046(1) 0.044(1) 0.113(2) -0.0037(9) 0.004(1) 0.026(1) O O22 0.039(1) 0.063(1) 0.118(2) -0.0080(9) 0.010(1) 0.025(1) O O23 0.0374(9) 0.059(1) 0.085(1) -0.0088(9) 0.007(1) 0.014(1) O O24 0.058(1) 0.063(1) 0.129(2) -0.000(1) 0.014(1) 0.032(1) O O25 0.065(1) 0.065(1) 0.150(2) -0.020(1) 0.028(1) 0.035(1) O O26 0.056(1) 0.078(1) 0.130(2) -0.022(1) 0.023(1) 0.020(1) O N1 0.037(1) 0.039(1) 0.058(1) -0.0074(9) 0.010(1) 0.008(1) N N2 0.038(1) 0.044(1) 0.065(1) -0.006(1) 0.003(1) 0.009(1) N N3 0.036(1) 0.046(1) 0.065(1) -0.0111(9) 0.008(1) 0.008(1) N N4 0.038(1) 0.075(1) 0.078(2) -0.010(1) 0.009(1) 0.037(1) N C1 0.045(1) 0.045(1) 0.052(2) -0.012(1) 0.008(1) 0.006(1) C C2 0.047(1) 0.048(2) 0.082(2) -0.006(1) 0.021(1) 0.017(1) C C3 0.055(2) 0.086(2) 0.069(2) -0.021(2) 0.001(2) 0.019(2) C C4 0.056(2) 0.081(2) 0.092(2) -0.006(2) 0.006(2) 0.038(2) C C5 0.085(2) 0.056(2) 0.075(2) -0.010(2) 0.026(2) 0.006(2) C C6 0.071(2) 0.064(2) 0.063(2) -0.029(1) -0.008(2) 0.017(2) C C7 0.047(2) 0.056(2) 0.059(2) 0.006(1) 0.009(1) 0.010(1) C C8 0.043(1) 0.054(2) 0.061(2) -0.005(1) 0.005(1) 0.009(1) C C11 0.037(1) 0.041(1) 0.041(1) -0.010(1) 0.010(1) -0.001(1) C C12 0.042(1) 0.041(1) 0.040(1) -0.007(1) 0.006(1) 0.004(1) C C13 0.043(1) 0.041(1) 0.041(1) -0.013(1) 0.006(1) 0.003(1) C C14 0.039(1) 0.045(1) 0.048(2) -0.010(1) 0.007(1) 0.001(1) C C15 0.039(1) 0.041(1) 0.047(2) -0.007(1) 0.005(1) -0.000(1) C C16 0.041(1) 0.039(1) 0.049(2) -0.008(1) 0.007(1) 0.002(1) C C17 0.046(1) 0.047(1) 0.051(2) -0.010(1) 0.002(1) 0.010(1) C C18 0.081(2) 0.046(2) 0.081(2) -0.014(1) 0.005(2) 0.023(1) C C19 0.044(1) 0.045(2) 0.059(2) -0.007(1) 0.004(1) -0.001(1) C C20 0.057(2) 0.055(2) 0.149(3) 0.011(2) 0.003(2) 0.032(2) C C21 0.041(1) 0.042(1) 0.047(2) -0.004(1) 0.001(1) 0.002(1) C C22 0.041(1) 0.053(2) 0.055(2) -0.006(1) 0.007(1) 0.004(1) C C23 0.047(1) 0.048(2) 0.054(2) -0.008(1) 0.009(1) 0.004(1) C C24 0.052(2) 0.047(2) 0.053(2) -0.006(1) 0.009(1) 0.003(1) C C25 0.042(1) 0.046(1) 0.048(2) -0.004(1) 0.004(1) 0.003(1) C C26 0.042(1) 0.046(1) 0.051(2) -0.008(1) 0.003(1) 0.003(1) C C27 0.054(2) 0.058(2) 0.073(2) -0.014(1) 0.011(1) 0.007(2) C C28 0.094(2) 0.088(2) 0.156(3) -0.039(2) 0.026(2) 0.046(2) C C29 0.048(2) 0.057(2) 0.064(2) -0.005(1) 0.007(1) 0.009(2) C C30 0.038(2) 0.092(2) 0.085(2) -0.005(2) 0.009(2) 0.006(2) C C31 0.037(1) 0.041(1) 0.043(1) -0.008(1) 0.008(1) 0.001(1) C C32 0.041(1) 0.040(1) 0.043(1) -0.002(1) 0.006(1) 0.003(1) C C33 0.042(1) 0.040(1) 0.042(1) -0.008(1) 0.007(1) 0.003(1) C C34 0.039(1) 0.045(1) 0.048(2) -0.009(1) 0.008(1) 0.005(1) C C35 0.038(1) 0.041(1) 0.044(1) -0.007(1) 0.007(1) 0.000(1) C C36 0.041(1) 0.039(1) 0.048(2) -0.007(1) 0.008(1) 0.002(1) C C37 0.049(1) 0.044(1) 0.045(2) -0.007(1) 0.008(1) 0.006(1) C C38 0.097(2) 0.041(2) 0.086(2) -0.006(2) 0.012(2) 0.024(2) C C39 0.045(1) 0.043(1) 0.053(2) -0.006(1) 0.008(1) 0.005(1) C C40 0.057(2) 0.056(2) 0.139(3) 0.007(2) 0.004(2) 0.036(2) C C41 0.042(1) 0.058(2) 0.048(2) -0.009(1) 0.002(1) 0.015(1) C C42 0.041(1) 0.062(2) 0.046(2) -0.015(1) 0.005(1) 0.008(1) C C43 0.045(1) 0.048(1) 0.045(2) -0.010(1) 0.006(1) 0.003(1) C C44 0.054(2) 0.050(2) 0.057(2) -0.014(1) 0.010(1) 0.003(1) C C45 0.053(1) 0.052(2) 0.057(2) -0.017(1) 0.008(1) 0.005(1) C C46 0.042(1) 0.069(2) 0.057(2) -0.018(1) 0.006(1) 0.009(1) C C47 0.047(1) 0.052(2) 0.053(2) -0.007(1) 0.007(1) 0.008(1) C C48 0.038(2) 0.083(2) 0.092(2) -0.010(2) 0.007(2) 0.015(2) C C49 0.060(2) 0.059(2) 0.078(2) -0.023(1) 0.013(2) 0.003(2) C C50 0.085(2) 0.083(2) 0.220(4) -0.028(2) 0.045(2) 0.057(2) C C51 0.047(1) 0.052(2) 0.058(2) -0.016(1) 0.011(1) 0.001(1) C C52 0.047(2) 0.062(2) 0.086(2) -0.015(1) 0.009(1) 0.017(2) C C53 0.053(2) 0.075(2) 0.076(2) -0.020(1) 0.023(1) -0.008(2) C C54 0.046(2) 0.070(2) 0.094(3) -0.009(2) 0.007(2) -0.002(2) C C55 0.110(3) 0.065(2) 0.106(3) -0.000(2) 0.032(2) 0.019(2) C C56 0.135(3) 0.060(2) 0.098(3) 0.017(2) 0.050(2) 0.021(2) C C57 0.054(2) 0.085(2) 0.104(2) 0.013(2) 0.028(2) 0.037(2) C C58 0.040(1) 0.069(2) 0.062(2) -0.005(1) 0.011(1) 0.023(1) C # 10. MOLECULAR GEOMETRY 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 C1 1.216(3) . . ? O2 C2 1.413(3) . . ? O2 C3 1.425(4) . . ? O3 C4 1.418(4) . . ? O3 C5 1.425(4) . . ? O4 C6 1.418(4) . . ? O4 C7 1.402(4) . . ? O5 C8 1.218(4) . . ? O6 C17 1.328(3) . . ? O6 C18 1.453(4) . . ? O7 C17 1.203(4) . . ? O8 C19 1.326(4) . . ? O8 C20 1.454(4) . . ? O9 C19 1.195(4) . . ? O10 C27 1.328(4) . . ? O10 C28 1.452(6) . . ? O11 C27 1.194(4) . . ? O12 C29 1.326(4) . . ? O12 C30 1.453(4) . . ? O13 C29 1.196(4) . . ? O14 C51 1.216(3) . . ? O15 C52 1.425(4) . . ? O15 C53 1.425(4) . . ? O16 C54 1.422(5) . . ? O16 C55 1.423(5) . . ? O17A O17B 1.145(6) . . ? O17A C56 1.448(5) . . ? O17A C57 1.328(5) . . ? O17B C56 1.394(7) . . ? O17B C57 1.310(7) . . ? O18 C58 1.223(4) . . ? O19 C37 1.330(3) . . ? O19 C38 1.450(4) . . ? O20 C37 1.205(4) . . ? O21 C39 1.322(4) . . ? O21 C40 1.456(4) . . ? O22 C39 1.194(4) . . ? O23 C47 1.323(4) . . ? O23 C48 1.452(4) . . ? O24 C47 1.202(4) . . ? O25 C49 1.324(4) . . ? O25 C50 1.461(6) . . ? O26 C49 1.193(4) . . ? N1 C1 1.357(4) . . ? N1 C11 1.410(4) . . ? N2 C8 1.361(3) . . ? N2 C21 1.418(4) . . ? N3 C31 1.411(4) . . ? N3 C51 1.359(4) . . ? N4 C41 1.414(4) . . ? N4 C58 1.347(5) . . ? C1 C2 1.519(4) . . ? C3 C4 1.501(5) . . ? C5 C6 1.519(5) . . ? C7 C8 1.522(5) . . ? C11 C12 1.392(4) . . ? C11 C16 1.392(3) . . ? C12 C13 1.380(4) . . ? C13 C14 1.383(3) . . ? C13 C17 1.497(4) . . ? C14 C15 1.382(4) . . ? C15 C16 1.385(4) . . ? C15 C19 1.491(3) . . ? C21 C22 1.387(5) . . ? C21 C26 1.385(4) . . ? C22 C23 1.394(4) . . ? C23 C24 1.381(4) . . ? C23 C27 1.493(5) . . ? C24 C25 1.389(5) . . ? C25 C26 1.387(4) . . ? C25 C29 1.490(4) . . ? C31 C32 1.388(4) . . ? C31 C36 1.393(3) . . ? C32 C33 1.384(4) . . ? C33 C34 1.388(3) . . ? C33 C37 1.485(4) . . ? C34 C35 1.387(4) . . ? C35 C36 1.392(4) . . ? C35 C39 1.490(3) . . ? C41 C42 1.388(4) . . ? C41 C46 1.396(5) . . ? C42 C43 1.395(4) . . ? C43 C44 1.390(5) . . ? C43 C47 1.485(4) . . ? C44 C45 1.379(4) . . ? C45 C46 1.379(4) . . ? C45 C49 1.496(5) . . ? C51 C52 1.520(4) . . ? C53 C54 1.496(5) . . ? C55 C56 1.417(6) . . ? C57 C58 1.511(4) . . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 O2 C3 114.4(2) . . . ? C4 O3 C5 114.5(2) . . . ? C6 O4 C7 113.5(2) . . . ? C17 O6 C18 116.4(3) . . . ? C19 O8 C20 116.6(3) . . . ? C27 O10 C28 115.9(3) . . . ? C29 O12 C30 116.5(2) . . . ? C52 O15 C53 114.4(2) . . . ? C54 O16 C55 115.1(3) . . . ? O17B O17A C56 63.8(3) . . . ? O17B O17A C57 63.5(4) . . . ? C56 O17A C57 115.8(3) . . . ? O17A O17B C56 68.8(4) . . . ? O17A O17B C57 65.1(4) . . . ? C56 O17B C57 120.9(5) . . . ? C37 O19 C38 116.8(3) . . . ? C39 O21 C40 116.4(3) . . . ? C47 O23 C48 116.6(2) . . . ? C49 O25 C50 114.7(3) . . . ? C1 N1 C11 128.9(2) . . . ? C8 N2 C21 127.1(3) . . . ? C31 N3 C51 128.4(2) . . . ? C41 N4 C58 130.0(2) . . . ? O1 C1 N1 125.4(3) . . . ? O1 C1 C2 120.6(3) . . . ? N1 C1 C2 114.0(2) . . . ? O2 C2 C1 113.5(3) . . . ? O2 C3 C4 108.1(3) . . . ? O3 C4 C3 108.2(2) . . . ? O3 C5 C6 110.5(3) . . . ? O4 C6 C5 109.7(3) . . . ? O4 C7 C8 109.1(3) . . . ? O5 C8 N2 124.6(3) . . . ? O5 C8 C7 120.5(2) . . . ? N2 C8 C7 114.9(3) . . . ? N1 C11 C12 116.4(2) . . . ? N1 C11 C16 124.0(3) . . . ? C12 C11 C16 119.5(3) . . . ? C11 C12 C13 120.5(2) . . . ? C12 C13 C14 120.0(3) . . . ? C12 C13 C17 121.4(2) . . . ? C14 C13 C17 118.6(3) . . . ? C13 C14 C15 119.6(3) . . . ? C14 C15 C16 121.0(2) . . . ? C14 C15 C19 116.8(3) . . . ? C16 C15 C19 122.2(3) . . . ? C11 C16 C15 119.3(3) . . . ? O6 C17 O7 124.4(3) . . . ? O6 C17 C13 111.8(3) . . . ? O7 C17 C13 123.7(2) . . . ? O8 C19 O9 122.9(2) . . . ? O8 C19 C15 112.3(3) . . . ? O9 C19 C15 124.7(3) . . . ? N2 C21 C22 123.2(2) . . . ? N2 C21 C26 117.0(3) . . . ? C22 C21 C26 119.8(3) . . . ? C21 C22 C23 119.5(3) . . . ? C22 C23 C24 120.8(3) . . . ? C22 C23 C27 117.1(3) . . . ? C24 C23 C27 122.1(3) . . . ? C23 C24 C25 119.3(3) . . . ? C24 C25 C26 120.2(3) . . . ? C24 C25 C29 117.8(3) . . . ? C26 C25 C29 122.0(3) . . . ? C21 C26 C25 120.3(3) . . . ? O10 C27 O11 123.7(3) . . . ? O10 C27 C23 112.6(3) . . . ? O11 C27 C23 123.7(3) . . . ? O12 C29 O13 123.2(3) . . . ? O12 C29 C25 113.1(2) . . . ? O13 C29 C25 123.8(3) . . . ? N3 C31 C32 116.1(2) . . . ? N3 C31 C36 124.2(3) . . . ? C32 C31 C36 119.8(3) . . . ? C31 C32 C33 120.8(2) . . . ? C32 C33 C34 119.8(3) . . . ? C32 C33 C37 121.7(2) . . . ? C34 C33 C37 118.4(3) . . . ? C33 C34 C35 119.6(3) . . . ? C34 C35 C36 120.9(2) . . . ? C34 C35 C39 117.0(3) . . . ? C36 C35 C39 122.1(3) . . . ? C31 C36 C35 119.2(3) . . . ? O19 C37 O20 123.6(3) . . . ? O19 C37 C33 111.8(3) . . . ? O20 C37 C33 124.6(2) . . . ? O21 C39 O22 123.0(2) . . . ? O21 C39 C35 112.6(2) . . . ? O22 C39 C35 124.4(3) . . . ? N4 C41 C42 124.5(3) . . . ? N4 C41 C46 115.7(2) . . . ? C42 C41 C46 119.8(3) . . . ? C41 C42 C43 118.8(3) . . . ? C42 C43 C44 121.0(3) . . . ? C42 C43 C47 121.6(3) . . . ? C44 C43 C47 117.4(2) . . . ? C43 C44 C45 119.6(3) . . . ? C44 C45 C46 119.9(3) . . . ? C44 C45 C49 123.5(3) . . . ? C46 C45 C49 116.6(3) . . . ? C41 C46 C45 120.8(3) . . . ? O23 C47 O24 123.5(3) . . . ? O23 C47 C43 113.4(2) . . . ? O24 C47 C43 123.1(3) . . . ? O25 C49 O26 124.0(4) . . . ? O25 C49 C45 111.9(3) . . . ? O26 C49 C45 124.1(3) . . . ? O14 C51 N3 125.5(3) . . . ? O14 C51 C52 119.6(3) . . . ? N3 C51 C52 114.8(2) . . . ? O15 C52 C51 114.0(3) . . . ? O15 C53 C54 108.3(3) . . . ? O16 C54 C53 107.5(2) . . . ? O16 C55 C56 114.5(3) . . . ? O17A C56 O17B 47.4(3) . . . ? O17A C56 C55 103.4(3) . . . ? O17B C56 C55 135.4(4) . . . ? O17A C57 O17B 51.4(3) . . . ? O17A C57 C58 103.2(3) . . . ? O17B C57 C58 124.1(4) . . . ? O18 C58 N4 125.1(3) . . . ? O18 C58 C57 121.7(3) . . . ? N4 C58 C57 113.2(3) . . . ?