data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _publ_contact_author_name 'Jorge Tiburcio' _publ_contact_author_address ; Chemistry Cinvestav Avenida IPN 2508 Zacatenco Mexico City D.F. 07360 MEXICO ; _publ_contact_author_email JTIBURCIO@CINVESTAV.MX _publ_section_title ; Chemically controlled self-assembly of [2]pseudorotaxanes based on 1,2- bis(benzimidazolium)ethane cations and 24-crown-8 macrocycles ; loop_ _publ_author_name 'Jorge Tiburcio' 'Pablo D. Astudillo' 'Dolores Castillo' 'Felipe J. Gonzalez' 'Jennifer J. Mares' ; A.Vela ; data_jtk006 _database_code_depnum_ccdc_archive 'CCDC 634481' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (2)Pseudorotaxane_CH3CN _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H54 B2 F8 N6 O8' _chemical_formula_weight 968.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.5985(4) _cell_length_b 14.1871(5) _cell_length_c 14.5743(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.842(2) _cell_angle_gamma 90.00 _cell_volume 2355.38(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.366 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1012 _exptl_absorpt_coefficient_mu 0.114 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9721 _exptl_absorpt_correction_T_max 0.9765 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20606 _diffrn_reflns_av_R_equivalents 0.1020 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.54 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4052 _reflns_number_gt 2540 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1640P)^2^+3.1327P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4052 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1453 _refine_ls_R_factor_gt 0.0991 _refine_ls_wR_factor_ref 0.3129 _refine_ls_wR_factor_gt 0.2662 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.1337(3) 0.8303(2) 0.1526(2) 0.0555(9) Uani 1 1 d . . . O2 O 0.0964(3) 0.8101(2) 0.1687(2) 0.0560(9) Uani 1 1 d . . . O3 O 0.2657(3) 0.9266(2) 0.0874(2) 0.0549(9) Uani 1 1 d . . . O4 O 0.3105(3) 1.0276(2) -0.0610(2) 0.0571(9) Uani 1 1 d . . . N1 N -0.0153(3) 0.8040(3) -0.0592(3) 0.0524(10) Uani 1 1 d . . . H1A H 0.0587 0.7926 -0.0523 0.063 Uiso 1 1 calc R . . N2 N -0.1781(3) 0.8791(3) -0.0753(3) 0.0510(9) Uani 1 1 d . . . H2A H -0.2278 0.9248 -0.0805 0.061 Uiso 1 1 calc R . . C1 C 0.0020(4) 0.9791(3) -0.0481(3) 0.0531(11) Uani 1 1 d . . . H1B H -0.0323 1.0234 -0.0963 0.064 Uiso 1 1 calc R . . H1C H 0.0831 0.9687 -0.0537 0.064 Uiso 1 1 calc R . . C2 C -0.0630(4) 0.8889(3) -0.0615(3) 0.0475(10) Uani 1 1 d . . . C3 C -0.1028(4) 0.7359(3) -0.0695(3) 0.0507(11) Uani 1 1 d . . . C4 C -0.0988(5) 0.6376(4) -0.0711(4) 0.0639(13) Uani 1 1 d . . . H4A H -0.0280 0.6052 -0.0642 0.077 Uiso 1 1 calc R . . C5 C -0.2035(5) 0.5914(4) -0.0833(4) 0.0704(15) Uani 1 1 d . . . H5A H -0.2042 0.5259 -0.0841 0.084 Uiso 1 1 calc R . . C6 C -0.3078(5) 0.6390(4) -0.0944(4) 0.0704(15) Uani 1 1 d . . . H6A H -0.3772 0.6046 -0.1032 0.084 Uiso 1 1 calc R . . C7 C -0.3143(4) 0.7376(4) -0.0931(4) 0.0659(14) Uani 1 1 d . . . H7A H -0.3853 0.7698 -0.1003 0.079 Uiso 1 1 calc R . . C8 C -0.2070(4) 0.7838(3) -0.0801(3) 0.0498(11) Uani 1 1 d . . . C9 C -0.2545(4) 0.8409(4) 0.1605(3) 0.0547(12) Uani 1 1 d . . . H9A H -0.2664 0.8149 0.2196 0.066 Uiso 1 1 calc R . . H9B H -0.3039 0.8063 0.1106 0.066 Uiso 1 1 calc R . . C10 C -0.0890(4) 0.7407(3) 0.1673(3) 0.0484(11) Uani 1 1 d . . . C11 C -0.1576(5) 0.6616(4) 0.1721(3) 0.0600(13) Uani 1 1 d . . . H11A H -0.2385 0.6678 0.1660 0.072 Uiso 1 1 calc R . . C12 C -0.1059(5) 0.5728(4) 0.1861(4) 0.0688(14) Uani 1 1 d . . . H12A H -0.1528 0.5200 0.1881 0.083 Uiso 1 1 calc R . . C13 C 0.0116(5) 0.5627(4) 0.1968(4) 0.0678(14) Uani 1 1 d . . . H13A H 0.0455 0.5034 0.2077 0.081 Uiso 1 1 calc R . . C14 C 0.0821(5) 0.6411(3) 0.1914(4) 0.0596(13) Uani 1 1 d . . . H14A H 0.1629 0.6337 0.1981 0.071 Uiso 1 1 calc R . . C15 C 0.0331(4) 0.7300(3) 0.1762(3) 0.0495(11) Uani 1 1 d . . . C16 C 0.2225(4) 0.7999(3) 0.1882(3) 0.0536(11) Uani 1 1 d . . . H16A H 0.2466 0.7567 0.1437 0.064 Uiso 1 1 calc R . . H16B H 0.2480 0.7743 0.2504 0.064 Uiso 1 1 calc R . . C17 C 0.2775(4) 0.8941(4) 0.1812(3) 0.0572(12) Uani 1 1 d . . . H17A H 0.2415 0.9395 0.2168 0.069 Uiso 1 1 calc R . . H17B H 0.3603 0.8904 0.2088 0.069 Uiso 1 1 calc R . . C18 C 0.3670(4) 0.9059(4) 0.0479(4) 0.0586(12) Uani 1 1 d . . . H18A H 0.3859 0.8394 0.0550 0.070 Uiso 1 1 calc R . . H18B H 0.4338 0.9418 0.0797 0.070 Uiso 1 1 calc R . . C19 C 0.3406(5) 0.9314(4) -0.0530(4) 0.0639(14) Uani 1 1 d . . . H19A H 0.4088 0.9196 -0.0810 0.077 Uiso 1 1 calc R . . H19B H 0.2761 0.8934 -0.0854 0.077 Uiso 1 1 calc R . . C20 C 0.2882(4) 1.0585(4) -0.1550(3) 0.0580(12) Uani 1 1 d . . . H20A H 0.2254 1.0211 -0.1909 0.070 Uiso 1 1 calc R . . H20B H 0.3579 1.0496 -0.1818 0.070 Uiso 1 1 calc R . . B1 B 0.5094(6) 1.1238(5) 0.2897(5) 0.0712(17) Uani 1 1 d . . . F1 F 0.5498(7) 1.1887(7) 0.2348(8) 0.235(5) Uani 1 1 d . . . F2 F 0.4329(7) 1.0848(4) 0.2196(6) 0.196(3) Uani 1 1 d . . . F3 F 0.4752(7) 1.1848(7) 0.3427(7) 0.241(5) Uani 1 1 d . . . F4 F 0.6124(5) 1.0833(4) 0.3221(4) 0.160(2) Uani 1 1 d . . . N1S N 0.7970(5) 0.3011(4) 0.0511(4) 0.0922(17) Uani 1 1 d . . . C1S C 0.7199(5) 0.3480(5) 0.0516(4) 0.0742(15) Uani 1 1 d . . . C2S C 0.6214(7) 0.4091(8) 0.0542(6) 0.137(4) Uani 1 1 d . . . H1S H 0.5779 0.3859 0.0994 0.206 Uiso 1 1 calc R . . H2S H 0.5714 0.4105 -0.0063 0.206 Uiso 1 1 calc R . . H3S H 0.6491 0.4716 0.0712 0.206 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0404(16) 0.0564(19) 0.072(2) 0.0105(16) 0.0161(14) 0.0026(14) O2 0.0401(16) 0.0558(19) 0.072(2) 0.0087(15) 0.0096(14) 0.0028(14) O3 0.0426(17) 0.0594(19) 0.065(2) 0.0063(15) 0.0158(14) 0.0073(14) O4 0.063(2) 0.0542(19) 0.057(2) 0.0024(14) 0.0184(15) 0.0079(15) N1 0.044(2) 0.053(2) 0.059(2) -0.0015(17) 0.0080(17) 0.0094(17) N2 0.047(2) 0.052(2) 0.054(2) -0.0031(17) 0.0098(17) 0.0079(17) C1 0.049(2) 0.053(3) 0.058(3) -0.005(2) 0.012(2) -0.001(2) C2 0.044(2) 0.051(3) 0.047(2) -0.0053(19) 0.0081(18) 0.0069(19) C3 0.050(2) 0.052(3) 0.050(2) -0.007(2) 0.0084(19) 0.001(2) C4 0.066(3) 0.056(3) 0.071(3) -0.005(2) 0.014(3) 0.006(3) C5 0.086(4) 0.055(3) 0.072(3) -0.005(3) 0.020(3) -0.004(3) C6 0.071(4) 0.073(4) 0.070(3) -0.010(3) 0.022(3) -0.024(3) C7 0.053(3) 0.079(4) 0.067(3) -0.004(3) 0.014(2) -0.001(3) C8 0.051(3) 0.054(3) 0.046(2) -0.0037(19) 0.0112(19) 0.002(2) C9 0.042(2) 0.074(3) 0.049(3) 0.006(2) 0.0129(19) 0.003(2) C10 0.051(2) 0.054(3) 0.042(2) 0.0079(19) 0.0114(18) 0.002(2) C11 0.053(3) 0.068(3) 0.059(3) 0.013(2) 0.011(2) -0.004(2) C12 0.078(4) 0.060(3) 0.070(3) 0.014(3) 0.019(3) -0.010(3) C13 0.077(4) 0.055(3) 0.072(3) 0.013(2) 0.015(3) 0.005(3) C14 0.056(3) 0.056(3) 0.066(3) 0.010(2) 0.010(2) 0.011(2) C15 0.048(2) 0.053(3) 0.047(2) 0.0090(19) 0.0083(19) 0.002(2) C16 0.044(2) 0.067(3) 0.050(3) 0.006(2) 0.0077(19) 0.007(2) C17 0.047(2) 0.068(3) 0.056(3) -0.003(2) 0.008(2) -0.001(2) C18 0.042(2) 0.060(3) 0.077(3) 0.010(2) 0.019(2) 0.010(2) C19 0.063(3) 0.057(3) 0.079(3) -0.009(2) 0.032(3) 0.008(2) C20 0.048(2) 0.079(3) 0.050(3) -0.004(2) 0.015(2) 0.009(2) B1 0.055(3) 0.075(4) 0.085(4) -0.009(4) 0.018(3) 0.008(3) F1 0.165(6) 0.256(9) 0.256(10) 0.074(8) -0.033(6) -0.093(6) F2 0.190(6) 0.113(4) 0.244(7) -0.042(4) -0.068(5) -0.023(4) F3 0.167(6) 0.304(10) 0.226(8) -0.137(8) -0.026(6) 0.132(7) F4 0.128(4) 0.169(5) 0.177(5) -0.007(4) 0.010(3) 0.082(4) N1S 0.066(3) 0.093(4) 0.115(4) -0.004(3) 0.012(3) 0.019(3) C1S 0.058(3) 0.095(4) 0.069(3) 0.005(3) 0.010(3) 0.009(3) C2S 0.091(5) 0.223(11) 0.097(5) -0.010(6) 0.013(4) 0.084(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C10 1.374(5) . ? O1 C9 1.436(5) . ? O2 C15 1.369(5) . ? O2 C16 1.444(5) . ? O3 C17 1.425(6) . ? O3 C18 1.432(5) . ? O4 C19 1.409(6) . ? O4 C20 1.415(6) . ? N1 C2 1.323(6) . ? N1 C3 1.388(6) . ? N2 C2 1.320(6) . ? N2 C8 1.392(6) . ? C1 C2 1.481(6) . ? C1 C1 1.530(9) 3_575 ? C3 C8 1.370(6) . ? C3 C4 1.396(7) . ? C4 C5 1.362(8) . ? C5 C6 1.368(8) . ? C6 C7 1.401(8) . ? C7 C8 1.387(7) . ? C9 C20 1.479(7) 3_575 ? C10 C11 1.384(7) . ? C10 C15 1.407(6) . ? C11 C12 1.394(7) . ? C12 C13 1.350(8) . ? C13 C14 1.391(7) . ? C14 C15 1.384(7) . ? C16 C17 1.493(7) . ? C18 C19 1.489(7) . ? C20 C9 1.479(7) 3_575 ? B1 F3 1.271(9) . ? B1 F4 1.331(8) . ? B1 F2 1.340(9) . ? B1 F1 1.360(10) . ? N1S C1S 1.116(7) . ? C1S C2S 1.440(9) . ? 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_3 _geom_angle_publ_flag C10 O1 C9 115.4(3) . . ? C15 O2 C16 116.0(3) . . ? C17 O3 C18 112.4(4) . . ? C19 O4 C20 112.2(4) . . ? C2 N1 C3 109.7(4) . . ? C2 N2 C8 109.6(4) . . ? C2 C1 C1 110.7(5) . 3_575 ? N2 C2 N1 108.4(4) . . ? N2 C2 C1 125.9(4) . . ? N1 C2 C1 125.7(4) . . ? C8 C3 N1 106.2(4) . . ? C8 C3 C4 121.7(4) . . ? N1 C3 C4 132.1(4) . . ? C5 C4 C3 116.8(5) . . ? C4 C5 C6 121.7(5) . . ? C5 C6 C7 122.7(5) . . ? C8 C7 C6 115.1(5) . . ? C3 C8 C7 122.1(5) . . ? C3 C8 N2 106.1(4) . . ? C7 C8 N2 131.8(4) . . ? O1 C9 C20 110.4(4) . 3_575 ? O1 C10 C11 123.7(4) . . ? O1 C10 C15 117.2(4) . . ? C11 C10 C15 119.1(4) . . ? C10 C11 C12 120.3(5) . . ? C13 C12 C11 120.6(5) . . ? C12 C13 C14 120.0(5) . . ? C15 C14 C13 120.6(5) . . ? O2 C15 C14 124.0(4) . . ? O2 C15 C10 116.7(4) . . ? C14 C15 C10 119.3(4) . . ? O2 C16 C17 109.0(4) . . ? O3 C17 C16 113.0(4) . . ? O3 C18 C19 108.4(4) . . ? O4 C19 C18 108.6(4) . . ? O4 C20 C9 110.4(4) . 3_575 ? F3 B1 F4 116.1(7) . . ? F3 B1 F2 120.5(7) . . ? F4 B1 F2 120.9(7) . . ? F3 B1 F1 94.5(9) . . ? F4 B1 F1 96.6(7) . . ? F2 B1 F1 94.8(7) . . ? N1S C1S C2S 178.8(7) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.267 _refine_diff_density_min -0.451 _refine_diff_density_rms 0.065 #===END data_jtk007 _database_code_depnum_ccdc_archive 'CCDC 634482' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (2)Pseudorotaxane_CH3NO2 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H54 B2 F8 N6 O12' _chemical_formula_weight 1008.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9189(3) _cell_length_b 11.0803(4) _cell_length_c 12.0622(4) _cell_angle_alpha 81.660(2) _cell_angle_beta 79.9280(10) _cell_angle_gamma 77.557(2) _cell_volume 1138.93(7) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.470 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 526 _exptl_absorpt_coefficient_mu 0.127 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9592 _exptl_absorpt_correction_T_max 0.9899 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11329 _diffrn_reflns_av_R_equivalents 0.0793 _diffrn_reflns_av_sigmaI/netI 0.0715 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 6.07 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3870 _reflns_number_gt 2690 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0503P)^2^+1.5445P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3870 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0970 _refine_ls_R_factor_gt 0.0608 _refine_ls_wR_factor_ref 0.1575 _refine_ls_wR_factor_gt 0.1327 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.4633(2) -0.11218(19) 0.79444(17) 0.0298(5) Uani 1 1 d . . . O2 O -0.4796(2) 0.13037(19) 0.77039(17) 0.0276(5) Uani 1 1 d . . . O3 O -0.5532(2) 0.33086(19) 0.58352(17) 0.0283(5) Uani 1 1 d . . . O4 O -0.4862(2) 0.27204(18) 0.36585(17) 0.0273(5) Uani 1 1 d . . . N1 N -0.7172(3) -0.1351(2) 0.4849(2) 0.0251(5) Uani 1 1 d . . . H1A H -0.6668 -0.1978 0.5228 0.030 Uiso 1 1 calc R . . N2 N -0.7982(3) 0.0545(2) 0.4146(2) 0.0250(5) Uani 1 1 d . . . H2A H -0.8078 0.1338 0.3994 0.030 Uiso 1 1 calc R . . C1 C -0.5829(3) 0.0231(3) 0.5313(3) 0.0271(7) Uani 1 1 d . . . H1B H -0.5895 -0.0100 0.6106 0.033 Uiso 1 1 calc R . . H1C H -0.6042 0.1132 0.5269 0.033 Uiso 1 1 calc R . . C2 C -0.6999(3) -0.0180(3) 0.4788(2) 0.0247(6) Uani 1 1 d . . . C3 C -0.8300(3) -0.1400(3) 0.4199(2) 0.0253(6) Uani 1 1 d . . . C4 C -0.8872(3) -0.2387(3) 0.3953(3) 0.0307(7) Uani 1 1 d . . . H4A H -0.8522 -0.3203 0.4247 0.037 Uiso 1 1 calc R . . C5 C -0.9996(3) -0.2081(3) 0.3244(3) 0.0327(7) Uani 1 1 d . . . H5A H -1.0399 -0.2714 0.3046 0.039 Uiso 1 1 calc R . . C6 C -1.0545(4) -0.0851(3) 0.2815(3) 0.0351(8) Uani 1 1 d . . . H6A H -1.1315 -0.0689 0.2353 0.042 Uiso 1 1 calc R . . C7 C -0.9972(3) 0.0124(3) 0.3060(3) 0.0296(7) Uani 1 1 d . . . H7A H -1.0332 0.0941 0.2775 0.036 Uiso 1 1 calc R . . C8 C -0.8827(3) -0.0181(3) 0.3757(2) 0.0251(6) Uani 1 1 d . . . C9 C -0.4748(4) -0.2405(3) 0.8217(3) 0.0287(7) Uani 1 1 d . . . H9A H -0.5145 -0.2569 0.9014 0.034 Uiso 1 1 calc R . . H9B H -0.3733 -0.2933 0.8062 0.034 Uiso 1 1 calc R . . C10 C -0.3787(3) -0.0680(3) 0.8594(2) 0.0262(7) Uani 1 1 d . . . C11 C -0.2876(4) -0.1430(3) 0.9339(3) 0.0307(7) Uani 1 1 d . . . H11 H -0.2799 -0.2288 0.9416 0.037 Uiso 1 1 calc R . . C12 C -0.2069(4) -0.0907(3) 0.9975(3) 0.0337(7) Uani 1 1 d . . . H12 H -0.1460 -0.1416 1.0478 0.040 Uiso 1 1 calc R . . C13 C -0.2172(3) 0.0360(3) 0.9860(3) 0.0320(7) Uani 1 1 d . . . H13 H -0.1640 0.0707 1.0291 0.038 Uiso 1 1 calc R . . C14 C -0.3068(3) 0.1121(3) 0.9104(2) 0.0284(7) Uani 1 1 d . . . H14 H -0.3121 0.1976 0.9022 0.034 Uiso 1 1 calc R . . C15 C -0.3886(3) 0.0616(3) 0.8468(2) 0.0249(6) Uani 1 1 d . . . C16 C -0.5125(3) 0.2625(3) 0.7751(3) 0.0267(6) Uani 1 1 d . . . H16A H -0.4179 0.2951 0.7517 0.032 Uiso 1 1 calc R . . H16B H -0.5539 0.2808 0.8520 0.032 Uiso 1 1 calc R . . C17 C -0.6284(3) 0.3218(3) 0.6977(3) 0.0295(7) Uani 1 1 d . . . H17A H -0.7080 0.2725 0.7056 0.035 Uiso 1 1 calc R . . H17B H -0.6779 0.4041 0.7181 0.035 Uiso 1 1 calc R . . C18 C -0.6592(4) 0.3851(3) 0.5058(3) 0.0320(7) Uani 1 1 d . . . H18A H -0.7127 0.4671 0.5246 0.038 Uiso 1 1 calc R . . H18B H -0.7360 0.3339 0.5098 0.038 Uiso 1 1 calc R . . C19 C -0.5689(4) 0.3943(3) 0.3883(3) 0.0318(7) Uani 1 1 d . . . H19A H -0.6389 0.4275 0.3333 0.038 Uiso 1 1 calc R . . H19B H -0.4965 0.4496 0.3829 0.038 Uiso 1 1 calc R . . C20 C -0.4167(4) 0.2673(3) 0.2499(3) 0.0310(7) Uani 1 1 d . . . H20A H -0.3234 0.2031 0.2455 0.037 Uiso 1 1 calc R . . H20B H -0.3867 0.3462 0.2200 0.037 Uiso 1 1 calc R . . B1 B -0.0041(5) 0.3819(4) 0.3020(3) 0.0373(9) Uani 1 1 d . . . F1 F 0.0255(4) 0.3746(5) 0.1886(2) 0.1315(17) Uani 1 1 d . . . F2 F -0.0096(3) 0.4973(2) 0.3230(4) 0.1000(12) Uani 1 1 d . . . F3 F -0.1426(3) 0.3449(2) 0.3475(2) 0.0664(7) Uani 1 1 d . . . F4 F 0.1175(3) 0.30140(19) 0.3483(2) 0.0578(6) Uani 1 1 d . . . O1S O 1.3333(4) 0.5454(3) 0.1063(3) 0.0719(9) Uani 1 1 d . . . O2S O 1.2738(4) 0.4563(3) -0.0221(3) 0.0698(9) Uani 1 1 d . . . N1S N 1.2475(4) 0.5373(3) 0.0400(3) 0.0483(8) Uani 1 1 d . . . C1S C 1.1025(5) 0.6303(4) 0.0371(4) 0.0563(11) Uani 1 1 d . . . H1SA H 1.0465 0.6133 -0.0181 0.084 Uiso 1 1 calc R . . H1SB H 1.1264 0.7118 0.0171 0.084 Uiso 1 1 calc R . . H1SC H 1.0399 0.6265 0.1104 0.084 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0362(12) 0.0283(11) 0.0285(11) -0.0041(9) -0.0105(9) -0.0089(9) O2 0.0308(11) 0.0274(11) 0.0269(11) -0.0046(9) -0.0097(9) -0.0051(9) O3 0.0268(11) 0.0319(12) 0.0255(11) -0.0048(9) -0.0068(9) -0.0005(9) O4 0.0312(11) 0.0247(11) 0.0256(11) -0.0043(8) -0.0057(9) -0.0023(8) N1 0.0217(12) 0.0234(13) 0.0295(13) -0.0026(10) -0.0064(10) -0.0013(10) N2 0.0220(12) 0.0228(13) 0.0298(13) -0.0023(10) -0.0039(10) -0.0041(10) C1 0.0232(15) 0.0261(15) 0.0330(16) -0.0064(13) -0.0034(13) -0.0053(12) C2 0.0200(14) 0.0249(15) 0.0274(15) -0.0060(12) 0.0001(12) -0.0016(11) C3 0.0194(14) 0.0314(16) 0.0252(15) -0.0070(12) -0.0007(12) -0.0050(12) C4 0.0274(16) 0.0299(17) 0.0356(17) -0.0093(14) -0.0005(13) -0.0070(13) C5 0.0254(16) 0.0415(19) 0.0355(17) -0.0131(15) -0.0026(13) -0.0115(14) C6 0.0232(15) 0.052(2) 0.0323(17) -0.0115(15) -0.0053(13) -0.0079(14) C7 0.0228(15) 0.0371(18) 0.0263(15) -0.0028(13) -0.0019(12) -0.0023(13) C8 0.0194(14) 0.0300(16) 0.0253(15) -0.0064(12) 0.0012(12) -0.0046(12) C9 0.0339(17) 0.0286(16) 0.0239(15) -0.0019(12) -0.0035(13) -0.0078(13) C10 0.0250(15) 0.0317(17) 0.0230(15) -0.0084(12) -0.0013(12) -0.0063(12) C11 0.0321(17) 0.0307(17) 0.0298(16) -0.0049(13) -0.0054(13) -0.0056(13) C12 0.0306(17) 0.0397(19) 0.0305(17) -0.0052(14) -0.0087(13) -0.0020(14) C13 0.0285(16) 0.0413(19) 0.0298(16) -0.0092(14) -0.0085(13) -0.0078(14) C14 0.0289(16) 0.0308(16) 0.0268(15) -0.0066(13) -0.0041(13) -0.0062(13) C15 0.0191(14) 0.0311(16) 0.0232(15) -0.0030(12) -0.0025(12) -0.0022(12) C16 0.0299(16) 0.0259(16) 0.0247(15) -0.0044(12) -0.0052(12) -0.0040(12) C17 0.0248(15) 0.0318(17) 0.0303(16) -0.0069(13) 0.0001(13) -0.0030(12) C18 0.0323(17) 0.0299(17) 0.0335(17) -0.0061(13) -0.0136(14) 0.0035(13) C19 0.0423(18) 0.0235(16) 0.0310(17) -0.0053(13) -0.0116(14) -0.0031(13) C20 0.0299(16) 0.0343(17) 0.0290(16) -0.0042(13) -0.0004(13) -0.0096(13) B1 0.036(2) 0.034(2) 0.037(2) -0.0032(16) -0.0029(17) 0.0000(16) F1 0.111(3) 0.222(5) 0.0400(16) -0.011(2) -0.0135(17) 0.014(3) F2 0.0611(17) 0.0404(15) 0.195(4) -0.0290(19) -0.0040(19) -0.0044(12) F3 0.0463(13) 0.0720(17) 0.0870(18) 0.0022(14) -0.0183(12) -0.0250(12) F4 0.0467(12) 0.0354(12) 0.0888(17) 0.0097(11) -0.0257(12) -0.0011(9) O1S 0.066(2) 0.062(2) 0.096(3) -0.0097(18) -0.0351(19) -0.0115(15) O2S 0.089(2) 0.0461(17) 0.071(2) -0.0190(16) -0.0017(17) -0.0038(15) N1S 0.0538(19) 0.0371(18) 0.054(2) -0.0032(15) -0.0069(16) -0.0108(14) C1S 0.056(2) 0.044(2) 0.072(3) -0.013(2) -0.023(2) -0.0020(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C10 1.379(3) . ? O1 C9 1.434(4) . ? O2 C15 1.371(4) . ? O2 C16 1.437(4) . ? O3 C17 1.422(4) . ? O3 C18 1.427(4) . ? O4 C20 1.431(4) . ? O4 C19 1.435(4) . ? N1 C2 1.330(4) . ? N1 C3 1.394(4) . ? N2 C2 1.329(4) . ? N2 C8 1.388(4) . ? C1 C2 1.489(4) . ? C1 C1 1.554(6) 2_456 ? C3 C4 1.390(4) . ? C3 C8 1.391(4) . ? C4 C5 1.387(5) . ? C5 C6 1.400(5) . ? C6 C7 1.378(5) . ? C7 C8 1.391(4) . ? C9 C20 1.503(4) 2_456 ? C10 C11 1.380(4) . ? C10 C15 1.407(4) . ? C11 C12 1.395(4) . ? C12 C13 1.375(5) . ? C13 C14 1.387(5) . ? C14 C15 1.390(4) . ? C16 C17 1.496(4) . ? C18 C19 1.503(5) . ? C20 C9 1.503(4) 2_456 ? B1 F2 1.329(5) . ? B1 F1 1.359(5) . ? B1 F3 1.382(5) . ? B1 F4 1.391(4) . ? O1S N1S 1.224(4) . ? O2S N1S 1.210(4) . ? N1S C1S 1.472(5) . ? 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_3 _geom_angle_publ_flag C10 O1 C9 116.0(2) . . ? C15 O2 C16 115.5(2) . . ? C17 O3 C18 112.3(2) . . ? C20 O4 C19 112.5(2) . . ? C2 N1 C3 109.1(2) . . ? C2 N2 C8 109.3(2) . . ? C2 C1 C1 110.0(3) . 2_456 ? N2 C2 N1 109.2(2) . . ? N2 C2 C1 125.9(3) . . ? N1 C2 C1 124.8(3) . . ? C4 C3 C8 121.9(3) . . ? C4 C3 N1 132.0(3) . . ? C8 C3 N1 106.1(2) . . ? C5 C4 C3 116.0(3) . . ? C4 C5 C6 122.2(3) . . ? C7 C6 C5 121.6(3) . . ? C6 C7 C8 116.4(3) . . ? N2 C8 C3 106.3(2) . . ? N2 C8 C7 131.7(3) . . ? C3 C8 C7 122.0(3) . . ? O1 C9 C20 107.9(2) . 2_456 ? O1 C10 C11 123.9(3) . . ? O1 C10 C15 116.3(3) . . ? C11 C10 C15 119.8(3) . . ? C10 C11 C12 120.3(3) . . ? C13 C12 C11 120.1(3) . . ? C12 C13 C14 120.2(3) . . ? C13 C14 C15 120.5(3) . . ? O2 C15 C14 124.0(3) . . ? O2 C15 C10 116.7(2) . . ? C14 C15 C10 119.2(3) . . ? O2 C16 C17 108.7(2) . . ? O3 C17 C16 110.0(2) . . ? O3 C18 C19 108.4(2) . . ? O4 C19 C18 108.2(3) . . ? O4 C20 C9 112.0(2) . 2_456 ? F2 B1 F1 110.2(4) . . ? F2 B1 F3 110.2(3) . . ? F1 B1 F3 110.2(4) . . ? F2 B1 F4 109.9(3) . . ? F1 B1 F4 106.5(3) . . ? F3 B1 F4 109.7(3) . . ? O2S N1S O1S 123.9(4) . . ? O2S N1S C1S 118.1(3) . . ? O1S N1S C1S 118.0(3) . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.631 _refine_diff_density_min -0.469 _refine_diff_density_rms 0.056