# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/447 data_5 _audit_creation_method SHELXL _chemical_name_systematic ; Bis (benzo-15-crown-5) 1,3,5,7 octatetrayne ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C36 H38 O10' _chemical_formula_weight 630.66 _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' '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' '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 8.781(4) _cell_length_b 8.807(4) _cell_length_c 21.478(14) _cell_angle_alpha 79.22(4) _cell_angle_beta 79.78(4) _cell_angle_gamma 73.48(3) _cell_volume 1550.6(14) _cell_formula_units_Z 2 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 36 _cell_measurement_theta_min 5.1 _cell_measurement_theta_max 10.9 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.78 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.351 _exptl_crystal_density_method ? _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4 ' _diffrn_measurement_method \w-scans _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4261 _diffrn_reflns_av_R_equivalents 0.1089 _diffrn_reflns_av_sigmaI/netI 0.2364 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 22.50 _reflns_number_total 4001 _reflns_number_observed 1558 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XSCANS v2.10b, Siemens Analytical' _computing_cell_refinement 'XSCANS v2.10b, Siemens Analytical' _computing_data_reduction 'XSCANS v2.10b, Siemens Analytical' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0496P)^2^+1.0292P] 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 calc _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0131(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4000 _refine_ls_number_parameters 416 _refine_ls_number_restraints 276 _refine_ls_R_factor_all 0.2412 _refine_ls_R_factor_obs 0.0933 _refine_ls_wR_factor_all 0.2061 _refine_ls_wR_factor_obs 0.1473 _refine_ls_goodness_of_fit_all 1.025 _refine_ls_goodness_of_fit_obs 1.282 _refine_ls_restrained_S_all 0.996 _refine_ls_restrained_S_obs 1.167 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O -0.3209(6) -0.0608(7) 0.2807(2) 0.029(2) Uani 1 d U . O2 O -0.6086(7) 0.0211(8) 0.2172(3) 0.043(2) Uani 1 d U . O3 O -0.4523(7) 0.2276(8) 0.0695(3) 0.040(2) Uani 1 d U . O4 O -0.1301(7) 0.2362(7) 0.0820(3) 0.039(2) Uani 1 d U . O5 O -0.1020(6) 0.0540(7) 0.2090(3) 0.036(2) Uani 1 d U . O6 O 0.9786(6) 0.4673(7) 0.7748(3) 0.037(2) Uani 1 d U . O7 O 1.1719(7) 0.2688(7) 0.9134(3) 0.039(2) Uani 1 d U . O8 O 1.4947(7) 0.2962(7) 0.8907(3) 0.044(2) Uani 1 d U . O9 O 1.5231(6) 0.4793(7) 0.7632(3) 0.033(2) Uani 1 d U . O10 O 1.2450(7) 0.5291(7) 0.7078(3) 0.038(2) Uani 1 d U . C1 C -0.1304(10) 0.0223(10) 0.4054(4) 0.031(2) Uani 1 d U . H1 H -0.1403(10) 0.0160(10) 0.4510(4) 0.038 Uiso 1 d R . C2 C -0.2389(10) -0.0254(11) 0.3771(4) 0.032(2) Uani 1 d U . H2 H -0.3240(10) -0.0650(11) 0.4032(4) 0.038 Uiso 1 d R . C3 C -0.2237(10) -0.0141(11) 0.3127(4) 0.027(2) Uani 1 d U . C4 C -0.4730(10) -0.0804(12) 0.3133(4) 0.037(3) Uani 1 d U . H4A H -0.5327(10) 0.0161(12) 0.3301(4) 0.044 Uiso 1 d R . H4B H -0.4579(10) -0.1673(12) 0.3479(4) 0.044 Uiso 1 d R . C5 C -0.5623(10) -0.1119(11) 0.2648(4) 0.034(2) Uani 1 d U . H5A H -0.4930(10) -0.2000(11) 0.2447(4) 0.041 Uiso 1 d R . H5B H -0.6564(10) -0.1437(11) 0.2861(4) 0.041 Uiso 1 d R . C6 C -0.4802(10) 0.0402(11) 0.1680(4) 0.036(2) Uani 1 d U . H6A H -0.4124(10) -0.0614(11) 0.1582(4) 0.043 Uiso 1 d R . H6B H -0.4170(10) 0.0984(11) 0.1811(4) 0.043 Uiso 1 d R . C7 C -0.5537(11) 0.1378(11) 0.1098(4) 0.044(3) Uani 1 d U . H7A H -0.5753(11) 0.0663(11) 0.0858(4) 0.052 Uiso 1 d R . H7B H -0.6537(11) 0.2090(11) 0.1241(4) 0.052 Uiso 1 d R . C8 C -0.3138(11) 0.1341(11) 0.0369(4) 0.037(3) Uani 1 d U . H8A H -0.3376(11) 0.1127(11) -0.0021(4) 0.044 Uiso 1 d R . H8B H -0.2761(11) 0.0340(11) 0.0633(4) 0.044 Uiso 1 d R . C9 C -0.1833(10) 0.2239(11) 0.0241(4) 0.036(2) Uani 1 d U . H9A H -0.0945(10) 0.1728(11) -0.0044(4) 0.043 Uiso 1 d R . H9B H -0.2285(10) 0.3297(11) 0.0034(4) 0.043 Uiso 1 d R . C10 C -0.0031(10) 0.1020(11) 0.0999(4) 0.038(3) Uani 1 d U . H10A H 0.0932(10) 0.0996(11) 0.0704(4) 0.046 Uiso 1 d R . H10B H -0.0350(10) 0.0058(11) 0.1011(4) 0.046 Uiso 1 d R . C11 C 0.0218(10) 0.1094(11) 0.1669(4) 0.034(2) Uani 1 d U . H11A H 0.1254(10) 0.0469(11) 0.1773(4) 0.040 Uiso 1 d R . H11B H 0.0110(10) 0.2195(11) 0.1698(4) 0.040 Uiso 1 d R . C12 C -0.0997(10) 0.0428(10) 0.2738(4) 0.028(2) Uani 1 d U . C13 C 0.0064(10) 0.0904(10) 0.3006(4) 0.029(2) Uani 1 d U . H13 H 0.0901(10) 0.1318(10) 0.2741(4) 0.035 Uiso 1 d R . C14 C -0.0068(10) 0.0763(11) 0.3677(4) 0.029(2) Uani 1 d U . C15 C 0.1056(11) 0.1228(11) 0.3958(4) 0.031(2) Uani 1 d U . C16 C 0.2062(11) 0.1573(12) 0.4190(4) 0.034(3) Uani 1 d U . C17 C 0.3158(12) 0.1947(12) 0.4470(4) 0.036(3) Uani 1 d U . C18 C 0.4154(11) 0.2248(11) 0.4716(4) 0.033(3) Uani 1 d U . C19 C 0.5260(11) 0.2552(12) 0.5018(4) 0.035(2) Uani 1 d U . C20 C 0.6214(12) 0.2863(11) 0.5284(4) 0.034(3) Uani 1 d U . C21 C 0.7289(11) 0.3216(12) 0.5588(4) 0.036(3) Uani 1 d U . C22 C 0.8219(11) 0.3539(12) 0.5859(4) 0.037(3) Uani 1 d U . C23 C 0.9336(11) 0.3986(11) 0.6163(4) 0.035(3) Uani 1 d U . C24 C 0.9045(10) 0.4083(10) 0.6819(4) 0.029(2) Uani 1 d U . H24 H 0.8090(10) 0.3849(10) 0.7062(4) 0.034 Uiso 1 d R . C25 C 1.0109(10) 0.4509(11) 0.7107(4) 0.031(2) Uani 1 d U . C26 C 1.0757(11) 0.3394(11) 0.8150(4) 0.045(3) Uani 1 d U . H26A H 1.1806(11) 0.3002(11) 0.7927(4) 0.054 Uiso 1 d R . H26B H 1.0254(11) 0.2530(11) 0.8282(4) 0.054 Uiso 1 d R . C27 C 1.0907(13) 0.3999(12) 0.8718(4) 0.056(3) Uani 1 d U . H27A H 1.1487(13) 0.4805(12) 0.8595(4) 0.067 Uiso 1 d R . H27B H 0.9857(13) 0.4455(12) 0.8927(4) 0.067 Uiso 1 d R . C28 C 1.2472(11) 0.3147(11) 0.9581(4) 0.040(3) Uani 1 d U . H28A H 1.2932(11) 0.2214(11) 0.9865(4) 0.048 Uiso 1 d R . H28B H 1.1649(11) 0.3844(11) 0.9831(4) 0.048 Uiso 1 d R . C29 C 1.3766(10) 0.3961(11) 0.9299(4) 0.041(3) Uani 1 d U . H29A H 1.3307(10) 0.4944(11) 0.9041(4) 0.049 Uiso 1 d R . H29B H 1.4243(10) 0.4207(11) 0.9624(4) 0.049 Uiso 1 d R . C30 C 1.6222(11) 0.3645(12) 0.8618(4) 0.049(3) Uani 1 d U . H30A H 1.7004(11) 0.2873(12) 0.8386(4) 0.059 Uiso 1 d R . H30B H 1.6716(11) 0.3838(12) 0.8949(4) 0.059 Uiso 1 d R . C31 C 1.5790(10) 0.5165(10) 0.8159(4) 0.037(2) Uani 1 d U . H31A H 1.4956(10) 0.5935(10) 0.8374(4) 0.044 Uiso 1 d R . H31B H 1.6692(10) 0.5607(10) 0.8009(4) 0.044 Uiso 1 d R . C32 C 1.4640(11) 0.6206(11) 0.7207(4) 0.040(3) Uani 1 d U . H32A H 1.5514(11) 0.6644(11) 0.6997(4) 0.048 Uiso 1 d R . H32B H 1.3859(11) 0.6998(11) 0.7429(4) 0.048 Uiso 1 d R . C33 C 1.3866(10) 0.5725(11) 0.6725(4) 0.034(2) Uani 1 d U . H33A H 1.3583(10) 0.6569(11) 0.6378(4) 0.041 Uiso 1 d R . H33B H 1.4592(10) 0.4813(11) 0.6554(4) 0.041 Uiso 1 d R . C34 C 1.1512(10) 0.4856(11) 0.6744(4) 0.028(2) Uani 1 d U . C35 C 1.1799(11) 0.4762(11) 0.6099(4) 0.033(2) Uani 1 d U . H35 H 1.2723(11) 0.5048(11) 0.5849(4) 0.040 Uiso 1 d R . C36 C 1.0730(10) 0.4302(10) 0.5807(4) 0.030(2) Uani 1 d U . H36 H 1.0958(10) 0.4155(10) 0.5365(4) 0.036 Uiso 1 d 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 0.022(4) 0.046(4) 0.025(3) -0.006(3) -0.011(3) -0.013(3) O2 0.025(4) 0.058(5) 0.044(4) 0.010(3) -0.014(3) -0.014(3) O3 0.034(4) 0.059(5) 0.025(4) 0.006(3) -0.012(3) -0.012(3) O4 0.047(4) 0.036(4) 0.038(4) -0.009(3) -0.021(3) -0.007(3) O5 0.028(4) 0.063(5) 0.025(4) -0.005(3) -0.004(3) -0.026(3) O6 0.029(4) 0.057(5) 0.028(4) -0.006(3) -0.016(3) -0.006(3) O7 0.047(4) 0.037(4) 0.040(4) 0.004(3) -0.025(3) -0.016(3) O8 0.044(4) 0.046(5) 0.038(4) 0.001(3) -0.010(3) -0.008(4) O9 0.035(4) 0.035(4) 0.034(4) -0.003(3) -0.019(3) -0.009(3) O10 0.034(4) 0.060(5) 0.030(4) -0.006(3) -0.009(3) -0.026(4) C1 0.027(6) 0.037(6) 0.026(5) 0.000(4) -0.004(4) -0.005(5) C2 0.021(5) 0.054(7) 0.024(5) 0.004(5) -0.003(4) -0.019(5) C3 0.015(5) 0.044(7) 0.028(5) -0.001(5) -0.013(4) -0.012(5) C4 0.021(5) 0.053(7) 0.039(6) -0.001(5) -0.003(4) -0.017(5) C5 0.019(5) 0.043(7) 0.043(6) 0.000(5) -0.012(4) -0.012(4) C6 0.029(5) 0.046(7) 0.037(6) 0.003(5) -0.019(4) -0.015(5) C7 0.044(6) 0.045(7) 0.052(6) -0.005(5) -0.028(5) -0.017(5) C8 0.047(6) 0.039(6) 0.028(5) -0.006(5) -0.014(5) -0.010(5) C9 0.034(6) 0.044(6) 0.029(5) -0.004(5) -0.012(4) -0.006(5) C10 0.037(6) 0.056(7) 0.021(5) 0.000(5) -0.004(4) -0.014(5) C11 0.027(5) 0.044(6) 0.030(5) -0.001(4) -0.006(4) -0.011(5) C12 0.031(6) 0.036(6) 0.025(5) -0.003(4) -0.023(4) -0.011(5) C13 0.030(6) 0.038(6) 0.024(5) -0.003(4) -0.012(4) -0.014(5) C14 0.031(6) 0.039(6) 0.028(5) -0.014(4) -0.020(4) -0.010(5) C15 0.029(6) 0.032(6) 0.035(6) -0.006(5) -0.006(5) -0.010(5) C16 0.035(6) 0.046(7) 0.024(5) -0.009(5) -0.004(5) -0.012(5) C17 0.041(6) 0.046(7) 0.026(6) -0.003(5) -0.008(5) -0.016(5) C18 0.029(6) 0.050(7) 0.022(5) 0.002(5) -0.006(4) -0.014(5) C19 0.028(6) 0.050(7) 0.028(6) -0.003(5) -0.002(5) -0.015(5) C20 0.041(6) 0.035(6) 0.031(6) -0.012(5) -0.008(5) -0.012(5) C21 0.039(6) 0.042(7) 0.033(6) -0.008(5) -0.009(5) -0.017(5) C22 0.041(6) 0.042(7) 0.033(6) -0.004(5) -0.014(5) -0.014(5) C23 0.029(6) 0.043(7) 0.034(6) -0.004(5) -0.013(4) -0.006(5) C24 0.028(5) 0.039(6) 0.023(5) -0.001(4) -0.003(4) -0.017(5) C25 0.022(5) 0.049(7) 0.022(5) 0.000(4) -0.005(4) -0.012(5) C26 0.052(7) 0.052(7) 0.026(5) -0.004(5) -0.010(5) -0.002(5) C27 0.080(8) 0.042(7) 0.051(7) -0.009(6) -0.030(6) -0.011(6) C28 0.050(6) 0.050(7) 0.029(5) 0.005(5) -0.029(5) -0.021(5) C29 0.035(6) 0.048(7) 0.043(6) -0.008(5) -0.010(5) -0.012(5) C30 0.041(6) 0.073(8) 0.033(6) 0.004(5) -0.012(5) -0.016(6) C31 0.040(6) 0.041(6) 0.039(6) -0.009(5) -0.013(5) -0.019(5) C32 0.033(6) 0.046(7) 0.051(6) 0.005(5) -0.019(5) -0.024(5) C33 0.031(6) 0.039(6) 0.036(6) 0.006(5) -0.018(4) -0.013(5) C34 0.019(5) 0.038(6) 0.029(5) -0.005(4) -0.018(4) -0.002(4) C35 0.031(6) 0.043(6) 0.025(5) 0.001(5) -0.009(4) -0.009(5) C36 0.035(6) 0.041(6) 0.021(5) -0.006(4) -0.011(4) -0.012(5) _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 C3 1.373(10) . ? O1 C4 1.434(9) . ? O2 C5 1.418(9) . ? O2 C6 1.426(9) . ? O3 C8 1.412(9) . ? O3 C7 1.427(9) . ? O4 C10 1.422(9) . ? O4 C9 1.435(9) . ? O5 C12 1.380(9) . ? O5 C11 1.423(8) . ? O6 C25 1.382(9) . ? O6 C26 1.447(9) . ? O7 C27 1.418(10) . ? O7 C28 1.430(9) . ? O8 C30 1.413(10) . ? O8 C29 1.416(9) . ? O9 C32 1.424(9) . ? O9 C31 1.436(9) . ? O10 C34 1.353(10) . ? O10 C33 1.447(9) . ? C1 C14 1.377(11) . ? C1 C2 1.408(12) . ? C1 H1 0.96 . ? C2 C3 1.353(10) . ? C2 H2 0.96 . ? C3 C12 1.402(11) . ? C4 C5 1.516(11) . ? C4 H4A 0.96 . ? C4 H4B 0.96 . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C6 C7 1.512(10) . ? C6 H6A 0.96 . ? C6 H6B 0.96 . ? C7 H7A 0.96 . ? C7 H7B 0.96 . ? C8 C9 1.528(11) . ? C8 H8A 0.96 . ? C8 H8B 0.96 . ? C9 H9A 0.96 . ? C9 H9B 0.96 . ? C10 C11 1.508(10) . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C12 C13 1.370(11) . ? C13 C14 1.411(10) . ? C13 H13 0.96 . ? C14 C15 1.427(12) . ? C15 C16 1.220(12) . ? C16 C17 1.362(13) . ? C17 C18 1.211(13) . ? C18 C19 1.367(13) . ? C19 C20 1.210(13) . ? C20 C21 1.370(13) . ? C21 C22 1.204(13) . ? C22 C23 1.444(13) . ? C23 C36 1.393(11) . ? C23 C24 1.401(11) . ? C24 C25 1.374(12) . ? C24 H24 0.96 . ? C25 C34 1.415(11) . ? C26 C27 1.460(11) . ? C26 H26A 0.96 . ? C26 H26B 0.96 . ? C27 H27A 0.96 . ? C27 H27B 0.96 . ? C28 C29 1.493(11) . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C29 H29A 0.96 . ? C29 H29B 0.96 . ? C30 C31 1.503(11) . ? C30 H30A 0.96 . ? C30 H30B 0.96 . ? C31 H31A 0.96 . ? C31 H31B 0.96 . ? C32 C33 1.513(11) . ? C32 H32A 0.96 . ? C32 H32B 0.96 . ? C33 H33A 0.96 . ? C33 H33B 0.96 . ? C34 C35 1.378(10) . ? C35 C36 1.399(12) . ? C35 H35 0.96 . ? C36 H36 0.96 . ? 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 C3 O1 C4 119.0(6) . . ? C5 O2 C6 112.8(6) . . ? C8 O3 C7 114.5(7) . . ? C10 O4 C9 111.9(6) . . ? C12 O5 C11 117.4(6) . . ? C25 O6 C26 113.8(6) . . ? C27 O7 C28 113.6(7) . . ? C30 O8 C29 112.9(7) . . ? C32 O9 C31 111.0(7) . . ? C34 O10 C33 117.3(7) . . ? C14 C1 C2 120.0(8) . . ? C14 C1 H1 119.3(5) . . ? C2 C1 H1 120.7(5) . . ? C3 C2 C1 119.7(8) . . ? C3 C2 H2 119.8(5) . . ? C1 C2 H2 120.4(5) . . ? C2 C3 O1 124.1(8) . . ? C2 C3 C12 120.7(8) . . ? O1 C3 C12 115.1(7) . . ? O1 C4 C5 107.6(7) . . ? O1 C4 H4A 109.5(4) . . ? C5 C4 H4A 109.5(5) . . ? O1 C4 H4B 110.2(4) . . ? C5 C4 H4B 111.1(5) . . ? H4A C4 H4B 109.0 . . ? O2 C5 C4 113.9(8) . . ? O2 C5 H5A 109.3(5) . . ? C4 C5 H5A 107.3(5) . . ? O2 C5 H5B 108.5(4) . . ? C4 C5 H5B 109.9(5) . . ? H5A C5 H5B 107.7 . . ? O2 C6 C7 107.4(7) . . ? O2 C6 H6A 111.5(4) . . ? C7 C6 H6A 110.7(5) . . ? O2 C6 H6B 109.9(4) . . ? C7 C6 H6B 108.3(5) . . ? H6A C6 H6B 109.0 . . ? O3 C7 C6 112.8(7) . . ? O3 C7 H7A 109.2(5) . . ? C6 C7 H7A 108.4(5) . . ? O3 C7 H7B 109.8(5) . . ? C6 C7 H7B 108.2(5) . . ? H7A C7 H7B 108.4 . . ? O3 C8 C9 108.3(8) . . ? O3 C8 H8A 110.3(4) . . ? C9 C8 H8A 111.7(4) . . ? O3 C8 H8B 109.7(4) . . ? C9 C8 H8B 108.2(5) . . ? H8A C8 H8B 108.7 . . ? O4 C9 C8 112.3(7) . . ? O4 C9 H9A 110.3(4) . . ? C8 C9 H9A 110.1(5) . . ? O4 C9 H9B 108.8(4) . . ? C8 C9 H9B 107.2(5) . . ? H9A C9 H9B 108.0 . . ? O4 C10 C11 107.8(7) . . ? O4 C10 H10A 111.6(4) . . ? C11 C10 H10A 111.7(5) . . ? O4 C10 H10B 108.9(5) . . ? C11 C10 H10B 107.6(5) . . ? H10A C10 H10B 109.1 . . ? O5 C11 C10 106.8(7) . . ? O5 C11 H11A 110.8(4) . . ? C10 C11 H11A 112.9(5) . . ? O5 C11 H11B 110.1(4) . . ? C10 C11 H11B 107.3(5) . . ? H11A C11 H11B 109.0 . . ? C13 C12 O5 125.0(8) . . ? C13 C12 C3 120.3(8) . . ? O5 C12 C3 114.6(7) . . ? C12 C13 C14 119.3(8) . . ? C12 C13 H13 120.7(5) . . ? C14 C13 H13 120.0(5) . . ? C1 C14 C13 119.8(8) . . ? C1 C14 C15 120.7(8) . . ? C13 C14 C15 119.5(8) . . ? C16 C15 C14 177.5(10) . . ? C15 C16 C17 178.1(11) . . ? C18 C17 C16 178.6(12) . . ? C17 C18 C19 177.7(10) . . ? C20 C19 C18 178.2(12) . . ? C19 C20 C21 179.7(9) . . ? C22 C21 C20 179.2(11) . . ? C21 C22 C23 177.5(11) . . ? C36 C23 C24 119.3(9) . . ? C36 C23 C22 120.2(8) . . ? C24 C23 C22 120.5(9) . . ? C25 C24 C23 120.4(8) . . ? C25 C24 H24 120.9(5) . . ? C23 C24 H24 118.7(5) . . ? C24 C25 O6 120.3(8) . . ? C24 C25 C34 120.4(8) . . ? O6 C25 C34 119.2(8) . . ? O6 C26 C27 109.0(8) . . ? O6 C26 H26A 111.0(4) . . ? C27 C26 H26A 109.0(6) . . ? O6 C26 H26B 110.0(5) . . ? C27 C26 H26B 108.6(6) . . ? H26A C26 H26B 109.1 . . ? O7 C27 C26 107.8(8) . . ? O7 C27 H27A 111.2(5) . . ? C26 C27 H27A 109.4(6) . . ? O7 C27 H27B 109.6(5) . . ? C26 C27 H27B 109.3(6) . . ? H27A C27 H27B 109.5 . . ? O7 C28 C29 115.9(7) . . ? O7 C28 H28A 109.2(5) . . ? C29 C28 H28A 107.3(5) . . ? O7 C28 H28B 107.4(5) . . ? C29 C28 H28B 109.0(5) . . ? H28A C28 H28B 107.8 . . ? O8 C29 C28 109.1(8) . . ? O8 C29 H29A 109.1(4) . . ? C28 C29 H29A 108.5(5) . . ? O8 C29 H29B 110.1(4) . . ? C28 C29 H29B 111.6(5) . . ? H29A C29 H29B 108.4 . . ? O8 C30 C31 116.1(8) . . ? O8 C30 H30A 108.0(5) . . ? C31 C30 H30A 107.4(5) . . ? O8 C30 H30B 108.4(5) . . ? C31 C30 H30B 108.9(5) . . ? H30A C30 H30B 107.7 . . ? O9 C31 C30 107.5(7) . . ? O9 C31 H31A 110.2(4) . . ? C30 C31 H31A 108.9(5) . . ? O9 C31 H31B 110.1(4) . . ? C30 C31 H31B 111.5(5) . . ? H31A C31 H31B 108.6 . . ? O9 C32 C33 107.0(8) . . ? O9 C32 H32A 109.4(4) . . ? C33 C32 H32A 110.6(5) . . ? O9 C32 H32B 111.6(5) . . ? C33 C32 H32B 109.3(5) . . ? H32A C32 H32B 109.0 . . ? O10 C33 C32 105.8(7) . . ? O10 C33 H33A 110.5(4) . . ? C32 C33 H33A 112.7(5) . . ? O10 C33 H33B 109.7(4) . . ? C32 C33 H33B 109.1(5) . . ? H33A C33 H33B 108.9 . . ? O10 C34 C35 125.8(8) . . ? O10 C34 C25 115.0(8) . . ? C35 C34 C25 119.2(8) . . ? C34 C35 C36 120.4(9) . . ? C34 C35 H35 119.2(5) . . ? C36 C35 H35 120.4(5) . . ? C23 C36 C35 120.2(8) . . ? C23 C36 H36 118.7(5) . . ? C35 C36 H36 121.0(5) . . ? _refine_diff_density_max 0.304 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.063 #===END data_2 _audit_creation_method SHELXL _chemical_name_systematic ; Bis (benzo-15-crown-5) 1,3 butadiyne ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C32 H38 O10' _chemical_formula_weight 582.62 _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' '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' '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 13.344(1) _cell_length_b 5.1406(5) _cell_length_c 21.862(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.95(1) _cell_angle_gamma 90.00 _cell_volume 1472.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 198(2) _cell_measurement_reflns_used 46 _cell_measurement_theta_min 4.5 _cell_measurement_theta_max 10.9 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.314 _exptl_crystal_density_method ? _exptl_crystal_F_000 620 _exptl_absorpt_coefficient_mu 0.097 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 198(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method \w-scans _diffrn_standards_number 4 _diffrn_standards_interval_count 96 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2581 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_sigmaI/netI 0.0915 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1872 _reflns_number_observed 927 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0492P)^2^+4.6057P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0051(34) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1872 _refine_ls_number_parameters 240 _refine_ls_number_restraints 234 _refine_ls_R_factor_all 0.2049 _refine_ls_R_factor_obs 0.1143 _refine_ls_wR_factor_all 0.2671 _refine_ls_wR_factor_obs 0.2226 _refine_ls_goodness_of_fit_all 1.276 _refine_ls_goodness_of_fit_obs 1.620 _refine_ls_restrained_S_all 1.329 _refine_ls_restrained_S_obs 1.629 _refine_ls_shift/esd_max -0.368 _refine_ls_shift/esd_mean 0.017 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group C1 C 0.5240(6) 0.9123(17) 0.5214(4) 0.041(3) Uani 1 d U . C2 C 0.5651(6) 0.7614(17) 0.5610(4) 0.039(3) Uani 1 d U . C3 C 0.6187(6) 0.5881(16) 0.6068(4) 0.035(2) Uani 1 d U . C4 C 0.6841(6) 0.4081(17) 0.5901(4) 0.045(3) Uani 1 d U . H4 H 0.6922(6) 0.3996(17) 0.5475(4) 0.054 Uiso 1 d R . C5 C 0.7373(7) 0.2365(17) 0.6339(4) 0.044(3) Uani 1 d U . H5 H 0.7829(7) 0.1100(17) 0.6220(4) 0.053 Uiso 1 d R . C6 C 0.7259(6) 0.2508(16) 0.6951(4) 0.035(2) Uani 1 d U . C7 C 0.6590(6) 0.4345(17) 0.7131(4) 0.038(3) Uani 1 d U . C8 C 0.6062(6) 0.6053(17) 0.6689(4) 0.041(3) Uani 1 d U . H8 H 0.5615(6) 0.7329(17) 0.6813(4) 0.049 Uiso 1 d R . C9 C 0.8506(6) -0.0779(19) 0.7283(4) 0.052(3) Uani 1 d DU . H9A H 0.8191(6) -0.2070(19) 0.6991(4) 0.063 Uiso 1 d R . H9B H 0.9015(6) 0.0125(19) 0.7108(4) 0.063 Uiso 1 d R . C10 C 0.9032(8) -0.1888(20) 0.7904(5) 0.087(4) Uani 1 d DU . H10A H 0.9358(8) -0.3515(20) 0.7851(5) 0.104 Uiso 1 d R . H10B H 0.8534(8) -0.2143(20) 0.8163(5) 0.104 Uiso 1 d R . C15 C 0.6291(6) 0.6184(22) 0.8697(4) 0.063(3) Uani 1 d DU . H15A H 0.6066(6) 0.4471(22) 0.8782(4) 0.075 Uiso 1 d R . H15B H 0.5924(6) 0.7443(22) 0.8893(4) 0.075 Uiso 1 d R . C16 C 0.6115(7) 0.6524(21) 0.8005(4) 0.057(3) Uani 1 d DU . H16A H 0.6472(7) 0.8063(21) 0.7920(4) 0.069 Uiso 1 d R . H16B H 0.5405(7) 0.6710(21) 0.7823(4) 0.069 Uiso 1 d R . O1 O 0.7745(4) 0.0980(11) 0.7425(3) 0.046(2) Uani 1 d U . O5 O 0.6530(5) 0.4314(14) 0.7741(3) 0.055(2) Uani 1 d U . O4A O 0.7364(7) 0.5907(28) 0.8904(5) 0.041(4) Uani 0.50 d PDU 1 C14A C 0.7634(11) 0.4661(41) 0.9503(8) 0.068(7) Uani 0.50 d PDU 1 H14A H 0.7421(11) 0.2879(41) 0.9448(8) 0.081 Uiso 0.50 d PR 1 H14B H 0.7265(11) 0.5456(41) 0.9791(8) 0.081 Uiso 0.50 d PR 1 C13A C 0.8685(12) 0.4550(35) 0.9759(8) 0.073(8) Uani 0.50 d PDU 1 H13A H 0.8810(12) 0.4607(35) 1.0206(8) 0.087 Uiso 0.50 d PR 1 H13B H 0.8975(12) 0.6077(35) 0.9609(8) 0.087 Uiso 0.50 d PR 1 O3A O 0.9113(8) 0.2213(21) 0.9549(5) 0.048(4) Uani 0.50 d PDU 1 C12A C 0.9412(22) 0.2544(36) 0.8967(8) 0.170(11) Uani 0.50 d PDU 1 H12A H 0.9886(22) 0.3968(36) 0.9009(8) 0.204 Uiso 0.50 d PR 1 H12B H 0.8846(22) 0.2946(36) 0.8640(8) 0.204 Uiso 0.50 d PR 1 O4B O 0.7288(9) 0.7198(34) 0.8926(6) 0.069(6) Uani 0.50 d PDU 2 C14B C 0.7685(12) 0.6433(40) 0.9560(7) 0.073(7) Uani 0.50 d PDU 2 H14C H 0.7121(12) 0.6453(40) 0.9774(7) 0.088 Uiso 0.50 d PR 2 H14D H 0.8187(12) 0.7655(40) 0.9759(7) 0.088 Uiso 0.50 d PR 2 C13B C 0.8137(21) 0.3975(36) 0.9613(14) 0.124(14) Uani 0.50 d PDU 2 H13C H 0.7649(21) 0.2778(36) 0.9388(14) 0.148 Uiso 0.50 d PR 2 H13D H 0.8316(21) 0.3392(36) 1.0037(14) 0.148 Uiso 0.50 d PR 2 O3B O 0.9024(10) 0.3955(29) 0.9332(8) 0.084(6) Uani 0.50 d PDU 2 C12B C 0.9118(17) 0.1596(49) 0.9007(9) 0.159(11) Uani 0.50 d PDU 2 H12C H 0.8644(17) 0.1793(49) 0.8620(9) 0.191 Uiso 0.50 d PR 2 H12D H 0.8828(17) 0.0290(49) 0.9234(9) 0.191 Uiso 0.50 d PR 2 C11 C 0.9929(8) 0.0340(26) 0.8814(4) 0.118(5) Uani 1 d DU . H11A H 0.9832(8) -0.1296(26) 0.9007(4) 0.141 Uiso 1 d R . H11B H 1.0624(8) 0.0860(26) 0.8961(4) 0.141 Uiso 1 d R . O2 O 0.9744(5) -0.0007(19) 0.8165(3) 0.121(4) Uani 1 d DU . 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 C1 0.038(4) 0.045(5) 0.039(5) 0.008(4) 0.002(4) 0.007(4) C2 0.041(5) 0.044(5) 0.029(4) 0.001(4) 0.001(5) -0.004(4) C3 0.037(4) 0.037(4) 0.029(5) 0.001(4) 0.000(4) -0.001(4) C4 0.053(5) 0.047(5) 0.035(5) 0.008(5) 0.005(5) 0.010(5) C5 0.049(5) 0.038(5) 0.046(5) 0.001(5) 0.011(5) 0.011(4) C6 0.033(4) 0.036(4) 0.033(5) 0.007(4) 0.002(5) -0.001(4) C7 0.038(4) 0.045(5) 0.029(5) 0.001(4) 0.000(5) -0.002(4) C8 0.042(4) 0.042(5) 0.037(5) 0.003(4) 0.005(5) 0.009(4) C9 0.038(4) 0.062(6) 0.057(6) 0.023(5) 0.012(5) 0.000(5) C10 0.060(6) 0.102(8) 0.100(8) 0.043(7) 0.019(6) 0.024(6) C15 0.060(5) 0.090(7) 0.041(6) 0.007(6) 0.015(5) -0.004(6) C16 0.060(5) 0.075(6) 0.038(5) 0.005(5) 0.014(5) -0.003(5) O1 0.043(3) 0.048(3) 0.042(4) 0.019(3) 0.000(3) 0.011(3) O5 0.061(4) 0.072(4) 0.032(4) 0.015(4) 0.007(4) 0.012(4) O4A 0.047(7) 0.047(7) 0.026(7) 0.006(6) -0.001(6) 0.003(6) C14A 0.074(11) 0.072(11) 0.055(10) 0.006(9) 0.008(9) 0.009(9) C13A 0.076(11) 0.086(11) 0.055(10) -0.005(9) 0.009(9) 0.006(9) O3A 0.051(6) 0.053(7) 0.038(7) 0.032(6) 0.000(6) -0.014(6) C12A 0.168(13) 0.166(14) 0.182(13) -0.004(9) 0.049(9) 0.005(9) O4B 0.075(9) 0.084(10) 0.052(9) -0.003(8) 0.017(8) -0.016(8) C14B 0.072(10) 0.081(11) 0.064(11) -0.005(9) 0.007(9) 0.003(9) C13B 0.121(16) 0.134(17) 0.117(17) 0.005(11) 0.026(11) 0.006(11) O3B 0.097(9) 0.080(9) 0.077(9) -0.002(8) 0.020(8) 0.013(8) C12B 0.155(13) 0.152(14) 0.178(13) -0.010(9) 0.051(9) 0.001(9) C11 0.098(8) 0.151(10) 0.109(9) 0.027(8) 0.033(8) 0.025(8) O2 0.072(5) 0.220(9) 0.062(5) 0.038(6) -0.011(5) -0.024(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 C1 C2 1.214(10) . ? C1 C1 1.367(15) 3_676 ? C2 C3 1.427(10) . ? C3 C4 1.368(12) . ? C3 C8 1.401(12) . ? C4 C5 1.393(10) . ? C4 H4 0.96 . ? C5 C6 1.377(12) . ? C5 H5 0.96 . ? C6 O1 1.363(8) . ? C6 C7 1.406(12) . ? C7 O5 1.353(11) . ? C7 C8 1.393(10) . ? C8 H8 0.96 . ? C9 O1 1.438(11) . ? C9 C10 1.517(12) . ? C9 H9A 0.96 . ? C9 H9B 0.96 . ? C10 O2 1.398(8) . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C15 O4A 1.424(9) . ? C15 O4B 1.427(9) . ? C15 C16 1.496(12) . ? C15 H15A 0.96 . ? C15 H15B 0.96 . ? C16 O5 1.432(11) . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? O4A C14A 1.44(2) . ? C14A C13A 1.409(14) . ? C14A H14A 0.96 . ? C14A H14B 0.96 . ? C14A H14C 1.35(2) . ? C14A H13C 1.00(3) . ? C14A H13D 1.49(3) . ? C13A O3A 1.441(9) . ? C13A H13A 0.96 . ? C13A H13B 0.96 . ? C13A H13D 1.04(3) . ? O3A C12A 1.414(10) . ? O3A H12D 1.22(3) . ? C12A C11 1.399(14) . ? C12A H12A 0.96 . ? C12A H12B 0.96 . ? C12A H12C 1.22(4) . ? O4B C14B 1.44(2) . ? C14B C13B 1.395(15) . ? C14B H14C 0.96 . ? C14B H14D 0.96 . ? C13B O3B 1.434(10) . ? C13B H13C 0.96 . ? C13B H13D 0.96 . ? O3B C12B 1.423(10) . ? C12B C11 1.392(14) . ? C12B H12C 0.96 . ? C12B H12D 0.96 . ? C11 O2 1.406(8) . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? 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 C2 C1 C1 177.6(13) . 3_676 ? C1 C2 C3 176.8(10) . . ? C4 C3 C8 120.1(8) . . ? C4 C3 C2 119.6(9) . . ? C8 C3 C2 120.3(8) . . ? C3 C4 C5 120.8(9) . . ? C3 C4 H4 119.1(5) . . ? C5 C4 H4 120.1(6) . . ? C6 C5 C4 119.9(9) . . ? C6 C5 H5 119.5(5) . . ? C4 C5 H5 120.6(6) . . ? O1 C6 C5 125.7(8) . . ? O1 C6 C7 114.2(8) . . ? C5 C6 C7 120.0(7) . . ? O5 C7 C8 125.1(9) . . ? O5 C7 C6 115.3(8) . . ? C8 C7 C6 119.6(9) . . ? C7 C8 C3 119.6(8) . . ? C7 C8 H8 119.6(6) . . ? C3 C8 H8 120.8(5) . . ? O1 C9 C10 105.5(8) . . ? O1 C9 H9A 109.8(4) . . ? C10 C9 H9A 113.9(5) . . ? O1 C9 H9B 111.4(5) . . ? C10 C9 H9B 107.3(6) . . ? H9A C9 H9B 109.0 . . ? O2 C10 C9 105.5(8) . . ? O2 C10 H10A 111.3(6) . . ? C9 C10 H10A 111.2(6) . . ? O2 C10 H10B 110.3(6) . . ? C9 C10 H10B 109.0(6) . . ? H10A C10 H10B 109.4 . . ? O4A C15 C16 106.8(9) . . ? O4B C15 C16 105.6(9) . . ? O4A C15 H15A 100.3(8) . . ? O4B C15 H15A 124.9(8) . . ? C16 C15 H15A 108.0(6) . . ? O4A C15 H15B 119.5(7) . . ? O4B C15 H15B 96.8(9) . . ? C16 C15 H15B 112.1(6) . . ? H15A C15 H15B 109.1 . . ? O5 C16 C15 108.4(8) . . ? O5 C16 H16A 109.4(5) . . ? C15 C16 H16A 107.7(6) . . ? O5 C16 H16B 109.7(4) . . ? C15 C16 H16B 112.6(5) . . ? H16A C16 H16B 108.9 . . ? C6 O1 C9 116.8(7) . . ? C7 O5 C16 119.2(7) . . ? C15 O4A C14A 113.4(12) . . ? C13A C14A O4A 115.9(17) . . ? C13A C14A H14A 105.0(11) . . ? O4A C14A H14A 107.0(10) . . ? C13A C14A H14B 110.7(8) . . ? O4A C14A H14B 109.6(9) . . ? H14A C14A H14B 108.25(6) . . ? H14C C14A H13D 103.9(14) . . ? C14A C13A O3A 109.4(11) . . ? C14A C13A H13A 111.7(9) . . ? O3A C13A H13A 110.2(8) . . ? C14A C13A H13B 105.5(12) . . ? O3A C13A H13B 111.3(8) . . ? H13A C13A H13B 108.60(7) . . ? C12A O3A C13A 112.5(10) . . ? C11 C12A O3A 110.7(12) . . ? C11 C12A H12A 107.2(14) . . ? O3A C12A H12A 107.4(12) . . ? C11 C12A H12B 110.5(11) . . ? O3A C12A H12B 112.3(12) . . ? H12A C12A H12B 108.5 . . ? C15 O4B C14B 112.7(13) . . ? C13B C14B O4B 113.7(19) . . ? C13B C14B H14C 109.6(9) . . ? O4B C14B H14C 106.7(9) . . ? C13B C14B H14D 107.5(14) . . ? O4B C14B H14D 110.8(10) . . ? H14C C14B H14D 108.4 . . ? C14B C13B O3B 110.4(12) . . ? C14B C13B H13C 107.3(14) . . ? O3B C13B H13C 108.1(13) . . ? C14B C13B H13D 112.9(13) . . ? O3B C13B H13D 109.7(15) . . ? H13C C13B H13D 108.35(5) . . ? C12B O3B C13B 112.3(11) . . ? C11 C12B O3B 134.0(20) . . ? C11 C12B H12B 104.3(16) . . ? C11 C12B H12C 101.7(10) . . ? O3B C12B H12C 104.1(12) . . ? C11 C12B H12D 104.2(13) . . ? O3B C12B H12D 104.7(12) . . ? H12C C12B H12D 105.41(9) . . ? C12B C11 O2 111.5(11) . . ? C12A C11 O2 110.1(10) . . ? C12B C11 H11A 95.6(13) . . ? C12A C11 H11A 119.4(10) . . ? O2 C11 H11A 108.6(7) . . ? C12B C11 H11B 121.8(11) . . ? C12A C11 H11B 100.6(14) . . ? O2 C11 H11B 110.2(6) . . ? H11A C11 H11B 107.5 . . ? C10 O2 C11 118.3(9) . . ? _refine_diff_density_max 0.613 _refine_diff_density_min -0.408 _refine_diff_density_rms 0.066 #===END