data_publication_text _publ_requested_journal J.Am.Chem.Soc. _publ_contact_author_name 'Professor Shahriar Mobashery' _publ_contact_author_address ;University of Notre Dame Department of Chemistry and Biochemistry 251 Nieuwland Science Hall Notre Dame, IN 46556-5670 USA ; _publ_contact_author_email mobashery@nd.edu _publ_contact_author_phone 1(574)6312933 _publ_contact_author_fax 1(574)6316652 loop_ _publ_author_name _publ_author_address 'Hesek, Dusan' ;University of Notre Dame Department of Chemistry and Biochemistry 251 Nieuwland Science Hall Notre Dame, IN 46556-5670 USA ; 'Lee, Mijoon' ;University of Notre Dame Department of Chemistry and Biochemistry 251 Nieuwland Science Hall Notre Dame, IN 46556-5670 USA ; 'Zhang, Welie' ;University of Notre Dame Department of Chemistry and Biochemistry 251 Nieuwland Science Hall Notre Dame, IN 46556-5670 USA ; 'Noll, Bruce C.' ;University of Notre Dame Department of Chemistry and Biochemistry 251 Nieuwland Science Hall Notre Dame, IN 46556-5670 USA ; ' Mobashery, Shahriar' ;University of Notre Dame Department of Chemistry and Biochemistry 251 Nieuwland Science Hall Notre Dame, IN 46556-5670 USA ; data_compound_11 # local ID: data_dh03_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common '2-O-Benzyl-1,6:3,4-dianhydro-\b-D-altropyranose ' _chemical_melting_point ? _chemical_formula_moiety 'C13 H14 O4' _chemical_formula_sum 'C13 H14 O4' _chemical_formula_weight 234.24 _chemical_absolute_configuration syn 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_int_tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.9272(12) _cell_length_b 19.943(2) _cell_length_c 11.0323(11) _cell_angle_alpha 90.00 _cell_angle_beta 110.217(6) _cell_angle_gamma 90.00 _cell_volume 2256.1(4) _cell_formula_units_Z 8 _cell_measurement_temperature 101(2) _cell_measurement_reflns_used 9858 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 31.85 _exptl_crystal_description needle _exptl_crystal_colour 'clear colorless' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.96 _exptl_absorpt_correction_T_max 0.99 _exptl_absorpt_process_details 'Sheldrick, G. M. (2006). SADABS. University of G\"ottingen, Germany.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type 'Siemens KFFMO2K-90' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker d8 Apex II CCD diffractometer' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.33 _diffrn_reflns_number 81726 _diffrn_reflns_av_R_equivalents 0.0712 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.02 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5715 _reflns_number_gt 4972 _reflns_threshold_expression >2sigma(I) _publ_section_references ; Bruker-Nonius AXS. (2007). APEX2 and SAINT. Bruker-Nonius AXS, Madison, Wisconsin, USA. CCDC. (2005). enCIFer. The Cambridge Crystallographic Data Centre, Cambridge, UK. Sheldrick, G. M. (2007). SADABS. University of G\"ottingen, Germany. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _computing_data_collection 'APEX2 (Bruker, 2007)' _computing_cell_refinement 'APEX2/SAINT (Bruker, 2007)' _computing_data_reduction 'SAINT/XPREP (Bruker, 2007; Sheldrick, 2008)' _computing_structure_solution 'XS (Sheldrick, 2008)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material 'XCIF (Sheldrick, 2008)/enCIFer (CCDC, 2005)' _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^)+(0.1766P)^2^+1.7151P] 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_abs_structure_details # 'Flack H D (1983), Acta Cryst. A39, 876-881' #_refine_ls_abs_structure_Flack 0(10) _refine_ls_number_reflns 5715 _refine_ls_number_parameters 614 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0961 _refine_ls_R_factor_gt 0.0820 _refine_ls_wR_factor_ref 0.2494 _refine_ls_wR_factor_gt 0.2267 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.002 _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 O1A_1 O 0.9621(5) 0.3737(3) 0.3338(5) 0.0261(11) Uani 1 1 d . . . O2A_1 O 0.8912(6) 0.2525(3) 0.4078(5) 0.0282(11) Uani 1 1 d . . . O3A_1 O 1.1185(6) 0.3355(3) 0.6964(5) 0.0317(13) Uani 1 1 d . . . O5A_1 O 0.9604(5) 0.4232(3) 0.5152(5) 0.0259(11) Uani 1 1 d . . . C1A_1 C 0.9041(7) 0.3712(3) 0.4267(7) 0.0247(15) Uani 1 1 d . . . H1A_1 H 0.8079 0.3783 0.3862 0.030 Uiso 1 1 calc R . . C2A_1 C 0.9318(8) 0.3050(3) 0.4999(7) 0.0240(14) Uani 1 1 d . . . H2A_1 H 0.8808 0.3028 0.5596 0.029 Uiso 1 1 calc R . . C3A_1 C 1.0775(7) 0.2992(4) 0.5782(7) 0.0251(15) Uani 1 1 d . . . H3A_1 H 1.1194 0.2547 0.5782 0.030 Uiso 1 1 calc R . . C4A_1 C 1.1603(7) 0.3584(4) 0.5941(7) 0.0267(15) Uani 1 1 d . . . H4A_1 H 1.2537 0.3510 0.6038 0.032 Uiso 1 1 calc R . . C5A_1 C 1.0952(7) 0.4209(4) 0.5248(7) 0.0241(14) Uani 1 1 d . . . H5A_1 H 1.1438 0.4626 0.5636 0.029 Uiso 1 1 calc R . . C6A_1 C 1.0824(8) 0.4120(4) 0.3862(8) 0.0288(16) Uani 1 1 d . . . H6A1_1 H 1.0755 0.4558 0.3421 0.035 Uiso 1 1 calc R . . H6A2_1 H 1.1574 0.3869 0.3783 0.035 Uiso 1 1 calc R . . C7A_1 C 0.8565(9) 0.1938(4) 0.4606(7) 0.0303(16) Uani 1 1 d . . . H7A1_1 H 0.7830 0.2037 0.4908 0.036 Uiso 1 1 calc R . . H7A2_1 H 0.9314 0.1785 0.5357 0.036 Uiso 1 1 calc R . . C8A_1 C 0.8178(8) 0.1399(3) 0.3604(8) 0.0259(15) Uani 1 1 d . . . C9A_1 C 0.6852(8) 0.1259(4) 0.2975(9) 0.0318(17) Uani 1 1 d . . . H9A_1 H 0.6205 0.1500 0.3191 0.038 Uiso 1 1 calc R . . C10A_1 C 0.6497(9) 0.0765(5) 0.2035(9) 0.0357(18) Uani 1 1 d . . . H10A_1 H 0.5601 0.0667 0.1597 0.043 Uiso 1 1 calc R . . C11A_1 C 0.7426(10) 0.0419(4) 0.1738(9) 0.037(2) Uani 1 1 d . . . H11A_1 H 0.7171 0.0078 0.1098 0.044 Uiso 1 1 calc R . . C12A_1 C 0.8736(9) 0.0554(4) 0.2351(9) 0.0344(18) Uani 1 1 d . . . H12A_1 H 0.9372 0.0310 0.2127 0.041 Uiso 1 1 calc R . . C13A_1 C 0.9118(8) 0.1046(4) 0.3289(8) 0.0293(17) Uani 1 1 d . . . H13A_1 H 1.0018 0.1140 0.3714 0.035 Uiso 1 1 calc R . . O1B_2 O 0.8171(5) 0.2587(3) 0.9595(6) 0.0326(13) Uani 1 1 d . . . O2B_2 O 0.9358(6) 0.3826(3) 0.9403(5) 0.0295(12) Uani 1 1 d . . . O3B_2 O 1.1901(6) 0.2746(3) 1.1493(6) 0.0322(13) Uani 1 1 d . . . O5B_2 O 1.0026(6) 0.2034(3) 0.9642(5) 0.0263(11) Uani 1 1 d . . . C1B_2 C 0.9255(7) 0.2607(4) 0.9138(8) 0.0259(15) Uani 1 1 d . . . H1B_2 H 0.8935 0.2598 0.8172 0.031 Uiso 1 1 calc R . . C2B_2 C 1.0107(7) 0.3228(3) 0.9641(7) 0.0232(14) Uani 1 1 d . . . H2B_2 H 1.0779 0.3258 0.9216 0.028 Uiso 1 1 calc R . . C3B_2 C 1.0769(8) 0.3177(4) 1.1065(7) 0.0286(16) Uani 1 1 d . . . H3B_2 H 1.0817 0.3599 1.1570 0.034 Uiso 1 1 calc R . . C4B_2 C 1.0723(8) 0.2556(4) 1.1725(7) 0.0266(15) Uani 1 1 d . . . H4B_2 H 1.0731 0.2587 1.2632 0.032 Uiso 1 1 calc R . . C5B_2 C 0.9943(8) 0.1991(4) 1.0895(8) 0.0260(15) Uani 1 1 d . . . H5B_2 H 1.0228 0.1542 1.1298 0.031 Uiso 1 1 calc R . . C6B_2 C 0.8500(8) 0.2116(4) 1.0641(9) 0.0351(19) Uani 1 1 d . . . H6B1_2 H 0.7985 0.1698 1.0388 0.042 Uiso 1 1 calc R . . H6B2_2 H 0.8359 0.2310 1.1409 0.042 Uiso 1 1 calc R . . C7B_2 C 0.9038(8) 0.4060(3) 0.8138(8) 0.0280(16) Uani 1 1 d . . . H7B1_2 H 0.8482 0.3727 0.7528 0.034 Uiso 1 1 calc R . . H7B2_2 H 0.9843 0.4123 0.7930 0.034 Uiso 1 1 calc R . . C8B_2 C 0.8320(8) 0.4719(3) 0.7998(8) 0.0254(15) Uani 1 1 d . . . C9B_2 C 0.7732(8) 0.4985(4) 0.6784(8) 0.0305(17) Uani 1 1 d . . . H9B_2 H 0.7788 0.4756 0.6050 0.037 Uiso 1 1 calc R . . C10B_2 C 0.7057(8) 0.5588(4) 0.6629(9) 0.0337(19) Uani 1 1 d . . . H10B_2 H 0.6640 0.5763 0.5785 0.040 Uiso 1 1 calc R . . C11B_2 C 0.6986(8) 0.5930(4) 0.7661(9) 0.0342(19) Uani 1 1 d . . . H11B_2 H 0.6529 0.6344 0.7547 0.041 Uiso 1 1 calc R . . C12B_2 C 0.7586(9) 0.5669(4) 0.8883(9) 0.0330(18) Uani 1 1 d . . . H12B_2 H 0.7538 0.5902 0.9617 0.040 Uiso 1 1 calc R . . C13B_2 C 0.8255(8) 0.5069(4) 0.9039(8) 0.0285(16) Uani 1 1 d . . . H13B_2 H 0.8677 0.4897 0.9884 0.034 Uiso 1 1 calc R . . O1C_3 O 0.4678(6) 0.3526(3) 0.8456(6) 0.0307(12) Uani 1 1 d . . . O2C_3 O 0.4317(6) 0.2384(3) 0.9746(6) 0.0329(13) Uani 1 1 d . . . O3C_3 O 0.6087(6) 0.3604(3) 1.2153(6) 0.0373(14) Uani 1 1 d . . . O5C_3 O 0.4505(5) 0.4204(2) 1.0000(6) 0.0268(12) Uani 1 1 d . . . C1C_3 C 0.4044(8) 0.3591(3) 0.9340(8) 0.0286(16) Uani 1 1 d . . . H1C_3 H 0.3078 0.3607 0.8890 0.034 Uiso 1 1 calc R . . C2C_3 C 0.4414(8) 0.3024(3) 1.0314(8) 0.0300(17) Uani 1 1 d . . . H2C_3 H 0.3842 0.3040 1.0852 0.036 Uiso 1 1 calc R . . C3C_3 C 0.5837(8) 0.3088(4) 1.1193(8) 0.0313(17) Uani 1 1 d . . . H3C_3 H 0.6342 0.2662 1.1455 0.038 Uiso 1 1 calc R . . C4C_3 C 0.6573(8) 0.3686(4) 1.1117(8) 0.0291(16) Uani 1 1 d . . . H4C_3 H 0.7533 0.3637 1.1315 0.035 Uiso 1 1 calc R . . C5C_3 C 0.5861(7) 0.4196(4) 1.0134(8) 0.0261(15) Uani 1 1 d . . . H5C_3 H 0.6267 0.4651 1.0337 0.031 Uiso 1 1 calc R . . C6C_3 C 0.5789(8) 0.3961(4) 0.8840(8) 0.0290(16) Uani 1 1 d . . . H6C1_3 H 0.5663 0.4342 0.8232 0.035 Uiso 1 1 calc R . . H6C2_3 H 0.6590 0.3716 0.8883 0.035 Uiso 1 1 calc R . . C7C_3 C 0.3005(8) 0.2173(4) 0.9163(8) 0.0326(18) Uani 1 1 d . . . H7C1_3 H 0.2501 0.2519 0.8548 0.039 Uiso 1 1 calc R . . H7C2_3 H 0.2601 0.2109 0.9832 0.039 Uiso 1 1 calc R . . C8C_3 C 0.2987(8) 0.1522(4) 0.8460(8) 0.0252(14) Uani 1 1 d . . . C9C_3 C 0.1761(9) 0.1274(4) 0.7690(8) 0.0301(17) Uani 1 1 d . . . H9C_3 H 0.0994 0.1510 0.7653 0.036 Uiso 1 1 calc R . . C10C_3 C 0.1659(10) 0.0696(4) 0.6992(9) 0.037(2) Uani 1 1 d . . . H10C_3 H 0.0827 0.0530 0.6477 0.044 Uiso 1 1 calc R . . C11C_3 C 0.2798(11) 0.0350(4) 0.7042(10) 0.042(2) Uani 1 1 d . . . H11C_3 H 0.2736 -0.0043 0.6538 0.050 Uiso 1 1 calc R . . C12C_3 C 0.4015(10) 0.0583(4) 0.7828(10) 0.038(2) Uani 1 1 d . . . H12C_3 H 0.4781 0.0339 0.7892 0.045 Uiso 1 1 calc R . . C13C_3 C 0.4102(8) 0.1172(4) 0.8517(8) 0.0310(17) Uani 1 1 d . . . H13C_3 H 0.4934 0.1338 0.9034 0.037 Uiso 1 1 calc R . . O1D_4 O 0.3160(5) 0.2507(3) 0.4734(5) 0.0256(11) Uani 1 1 d . . . O2D_4 O 0.4054(5) 0.3719(2) 0.4237(6) 0.0271(12) Uani 1 1 d . . . O3D_4 O 0.6943(5) 0.2778(3) 0.6368(6) 0.0284(12) Uani 1 1 d . . . O5D_4 O 0.5007(6) 0.1989(3) 0.4728(5) 0.0238(11) Uani 1 1 d . . . C1D_4 C 0.4181(7) 0.2540(3) 0.4212(7) 0.0245(15) Uani 1 1 d . . . H1D_4 H 0.3805 0.2498 0.3251 0.029 Uiso 1 1 calc R . . C2D_4 C 0.4969(7) 0.3186(4) 0.4571(7) 0.0249(14) Uani 1 1 d . . . H2D_4 H 0.5562 0.3223 0.4058 0.030 Uiso 1 1 calc R . . C3D_4 C 0.5770(8) 0.3181(4) 0.5999(7) 0.0272(16) Uani 1 1 d . . . H3D_4 H 0.5823 0.3613 0.6473 0.033 Uiso 1 1 calc R . . C4D_4 C 0.5861(7) 0.2576(4) 0.6737(7) 0.0262(14) Uani 1 1 d . . . H4D_4 H 0.5962 0.2631 0.7667 0.031 Uiso 1 1 calc R . . C5D_4 C 0.5047(7) 0.1987(3) 0.6027(7) 0.0236(14) Uani 1 1 d . . . H5D_4 H 0.5375 0.1551 0.6467 0.028 Uiso 1 1 calc R . . C6D_4 C 0.3637(8) 0.2109(4) 0.5876(8) 0.0272(15) Uani 1 1 d . . . H6D1_4 H 0.3151 0.1681 0.5772 0.033 Uiso 1 1 calc R . . H6D2_4 H 0.3566 0.2353 0.6631 0.033 Uiso 1 1 calc R . . C7D_4 C 0.4619(8) 0.4345(4) 0.4146(9) 0.034(2) Uani 1 1 d . . . H7D1_4 H 0.5282 0.4290 0.3729 0.041 Uiso 1 1 calc R . . H7D2_4 H 0.5048 0.4537 0.5018 0.041 Uiso 1 1 calc R . . C8D_4 C 0.3535(8) 0.4804(3) 0.3345(8) 0.0257(15) Uani 1 1 d . . . C9D_4 C 0.3178(9) 0.5365(4) 0.3861(10) 0.0365(19) Uani 1 1 d . . . H9D_4 H 0.3608 0.5470 0.4747 0.044 Uiso 1 1 calc R . . C10D_4 C 0.2188(10) 0.5784(4) 0.3095(11) 0.041(2) Uani 1 1 d . . . H10D_4 H 0.1973 0.6182 0.3449 0.050 Uiso 1 1 calc R . . C11D_4 C 0.1528(10) 0.5618(4) 0.1833(10) 0.044(2) Uani 1 1 d . . . H11D_4 H 0.0834 0.5892 0.1314 0.053 Uiso 1 1 calc R . . C12D_4 C 0.1879(9) 0.5046(5) 0.1318(10) 0.038(2) Uani 1 1 d . . . H12D_4 H 0.1422 0.4929 0.0443 0.045 Uiso 1 1 calc R . . C13D_4 C 0.2891(8) 0.4644(4) 0.2071(8) 0.0324(17) Uani 1 1 d . . . H13D_4 H 0.3139 0.4259 0.1706 0.039 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 O1A_1 0.026(2) 0.016(2) 0.024(2) -0.0005(19) -0.007(2) -0.0008(19) O2A_1 0.036(3) 0.013(2) 0.027(3) -0.006(2) 0.001(2) -0.003(2) O3A_1 0.031(3) 0.028(3) 0.023(2) -0.004(2) -0.008(2) 0.005(2) O5A_1 0.026(3) 0.013(2) 0.028(3) -0.0043(19) -0.005(2) -0.0008(19) C1A_1 0.022(3) 0.005(3) 0.033(4) -0.005(3) -0.007(3) 0.000(2) C2A_1 0.029(3) 0.013(3) 0.023(3) -0.005(2) 0.000(3) -0.002(3) C3A_1 0.025(3) 0.016(3) 0.025(3) -0.002(3) -0.004(3) 0.007(2) C4A_1 0.024(3) 0.021(3) 0.025(3) -0.001(3) -0.005(3) 0.005(3) C5A_1 0.023(3) 0.014(3) 0.026(3) -0.003(2) -0.003(3) 0.000(2) C6A_1 0.028(4) 0.018(3) 0.032(4) -0.001(3) -0.001(3) -0.006(3) C7A_1 0.041(4) 0.021(3) 0.022(3) -0.004(3) 0.002(3) -0.004(3) C8A_1 0.033(4) 0.011(3) 0.026(3) 0.002(2) 0.000(3) -0.001(3) C9A_1 0.029(4) 0.024(4) 0.036(4) -0.005(3) 0.003(3) 0.000(3) C10A_1 0.030(4) 0.033(4) 0.036(4) -0.010(4) 0.002(3) -0.010(3) C11A_1 0.050(5) 0.019(3) 0.036(4) -0.005(3) 0.007(4) -0.009(3) C12A_1 0.041(5) 0.019(3) 0.036(4) -0.004(3) 0.005(4) 0.006(3) C13A_1 0.027(4) 0.021(3) 0.032(4) 0.001(3) 0.000(3) -0.001(3) O1B_2 0.024(2) 0.023(3) 0.040(3) 0.013(2) -0.004(2) 0.001(2) O2B_2 0.040(3) 0.014(2) 0.029(3) 0.002(2) 0.005(2) 0.011(2) O3B_2 0.025(3) 0.028(3) 0.028(3) 0.004(2) -0.010(2) 0.000(2) O5B_2 0.029(3) 0.011(2) 0.027(3) -0.003(2) -0.004(2) 0.0024(19) C1B_2 0.022(3) 0.015(3) 0.030(4) -0.001(3) -0.005(3) -0.002(3) C2B_2 0.029(3) 0.007(3) 0.027(3) 0.000(2) 0.002(3) 0.002(2) C3B_2 0.034(4) 0.017(3) 0.025(3) -0.004(3) -0.003(3) 0.000(3) C4B_2 0.030(3) 0.021(3) 0.024(3) 0.001(3) 0.004(3) 0.005(3) C5B_2 0.028(4) 0.013(3) 0.029(4) 0.004(3) 0.000(3) 0.004(3) C6B_2 0.028(4) 0.024(4) 0.044(5) 0.016(3) 0.000(3) 0.000(3) C7B_2 0.036(4) 0.009(3) 0.028(3) 0.001(2) -0.003(3) 0.004(3) C8B_2 0.026(3) 0.008(3) 0.031(4) 0.000(2) -0.005(3) -0.001(2) C9B_2 0.031(4) 0.019(4) 0.031(4) 0.001(3) -0.003(3) 0.002(3) C10B_2 0.029(4) 0.015(3) 0.040(4) 0.009(3) -0.009(3) 0.003(3) C11B_2 0.034(4) 0.015(3) 0.045(5) 0.008(3) 0.003(4) 0.004(3) C12B_2 0.037(4) 0.011(3) 0.038(4) -0.003(3) -0.003(3) -0.002(3) C13B_2 0.028(4) 0.015(3) 0.035(4) -0.003(3) 0.001(3) -0.007(3) O1C_3 0.026(3) 0.025(3) 0.030(3) -0.009(2) -0.005(2) -0.008(2) O2C_3 0.025(3) 0.013(2) 0.047(3) -0.006(2) -0.004(2) 0.000(2) O3C_3 0.035(3) 0.034(3) 0.030(3) -0.003(2) -0.006(2) -0.007(3) O5C_3 0.027(3) 0.011(2) 0.033(3) -0.006(2) -0.002(2) -0.001(2) C1C_3 0.025(3) 0.013(3) 0.034(4) -0.006(3) -0.008(3) -0.004(3) C2C_3 0.026(3) 0.011(3) 0.043(4) -0.009(3) -0.001(3) 0.001(3) C3C_3 0.026(4) 0.021(3) 0.034(4) 0.001(3) -0.004(3) 0.002(3) C4C_3 0.025(3) 0.021(3) 0.027(4) 0.001(3) -0.008(3) -0.001(3) C5C_3 0.027(4) 0.014(3) 0.030(4) -0.005(3) 0.000(3) -0.005(3) C6C_3 0.026(4) 0.025(4) 0.029(4) -0.003(3) 0.001(3) -0.004(3) C7C_3 0.029(4) 0.019(3) 0.035(4) -0.004(3) -0.007(3) 0.000(3) C8C_3 0.027(4) 0.016(3) 0.029(4) 0.002(3) 0.005(3) 0.000(3) C9C_3 0.036(4) 0.016(3) 0.034(4) 0.001(3) 0.007(3) 0.002(3) C10C_3 0.051(5) 0.018(4) 0.035(4) -0.003(3) 0.005(4) -0.011(3) C11C_3 0.063(6) 0.015(3) 0.041(5) -0.001(3) 0.011(4) -0.003(4) C12C_3 0.044(5) 0.025(4) 0.049(5) 0.012(4) 0.021(4) 0.012(4) C13C_3 0.031(4) 0.023(4) 0.031(4) 0.009(3) 0.000(3) 0.005(3) O1D_4 0.021(2) 0.017(2) 0.030(3) 0.007(2) -0.002(2) 0.0040(19) O2D_4 0.023(2) 0.011(2) 0.035(3) 0.004(2) -0.005(2) 0.0009(19) O3D_4 0.022(2) 0.021(2) 0.029(3) -0.001(2) -0.009(2) 0.0016(19) O5D_4 0.027(3) 0.014(2) 0.023(3) -0.0034(18) -0.002(2) 0.0040(19) C1D_4 0.023(3) 0.016(3) 0.022(3) -0.004(3) -0.008(3) 0.000(3) C2D_4 0.023(3) 0.017(3) 0.024(3) 0.001(3) -0.006(3) 0.001(3) C3D_4 0.031(4) 0.015(3) 0.023(3) -0.005(3) -0.008(3) -0.001(3) C4D_4 0.025(3) 0.020(3) 0.024(3) 0.001(3) -0.003(3) 0.002(3) C5D_4 0.025(3) 0.013(3) 0.025(3) 0.007(3) 0.000(3) 0.006(3) C6D_4 0.029(4) 0.013(3) 0.030(4) 0.008(3) -0.002(3) 0.000(3) C7D_4 0.025(3) 0.015(3) 0.044(4) 0.007(3) -0.013(3) -0.004(3) C8D_4 0.027(4) 0.008(3) 0.037(4) 0.002(3) 0.005(3) 0.000(2) C9D_4 0.036(4) 0.019(3) 0.047(5) -0.015(3) 0.003(4) -0.004(3) C10D_4 0.045(5) 0.015(3) 0.064(6) -0.008(4) 0.018(5) 0.004(3) C11D_4 0.040(5) 0.023(4) 0.055(6) 0.017(4) -0.001(4) 0.009(4) C12D_4 0.036(4) 0.031(4) 0.042(5) 0.011(4) 0.007(4) 0.000(3) C13D_4 0.037(4) 0.020(3) 0.033(4) -0.001(3) 0.003(3) 0.006(3) _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 O1A_1 C1A_1 1.380(11) . ? O1A_1 C6A_1 1.456(9) . ? O2A_1 C7A_1 1.416(9) . ? O2A_1 C2A_1 1.419(8) . ? O3A_1 C3A_1 1.421(9) . ? O3A_1 C4A_1 1.431(11) . ? O5A_1 C1A_1 1.412(8) . ? O5A_1 C5A_1 1.441(9) . ? C1A_1 C2A_1 1.523(9) . ? C1A_1 H1A_1 1.0000 . ? C2A_1 C3A_1 1.530(10) . ? C2A_1 H2A_1 1.0000 . ? C3A_1 C4A_1 1.460(11) . ? C3A_1 H3A_1 1.0000 . ? C4A_1 C5A_1 1.505(10) . ? C4A_1 H4A_1 1.0000 . ? C5A_1 C6A_1 1.497(11) . ? C5A_1 H5A_1 1.0000 . ? C6A_1 H6A1_1 0.9900 . ? C6A_1 H6A2_1 0.9900 . ? C7A_1 C8A_1 1.494(10) . ? C7A_1 H7A1_1 0.9900 . ? C7A_1 H7A2_1 0.9900 . ? C8A_1 C13A_1 1.386(12) . ? C8A_1 C9A_1 1.402(11) . ? C9A_1 C10A_1 1.386(11) . ? C9A_1 H9A_1 0.9500 . ? C10A_1 C11A_1 1.357(14) . ? C10A_1 H10A_1 0.9500 . ? C11A_1 C12A_1 1.382(13) . ? C11A_1 H11A_1 0.9500 . ? C12A_1 C13A_1 1.381(11) . ? C12A_1 H12A_1 0.9500 . ? C13A_1 H13A_1 0.9500 . ? O1B_2 C6B_2 1.434(9) . ? O1B_2 C1B_2 1.439(11) . ? O2B_2 C7B_2 1.396(9) . ? O2B_2 C2B_2 1.420(8) . ? O3B_2 C3B_2 1.445(9) . ? O3B_2 C4B_2 1.447(10) . ? O5B_2 C1B_2 1.415(8) . ? O5B_2 C5B_2 1.418(10) . ? C1B_2 C2B_2 1.534(9) . ? C1B_2 H1B_2 1.0000 . ? C2B_2 C3B_2 1.488(10) . ? C2B_2 H2B_2 1.0000 . ? C3B_2 C4B_2 1.447(11) . ? C3B_2 H3B_2 1.0000 . ? C4B_2 C5B_2 1.516(11) . ? C4B_2 H4B_2 1.0000 . ? C5B_2 C6B_2 1.524(12) . ? C5B_2 H5B_2 1.0000 . ? C6B_2 H6B1_2 0.9900 . ? C6B_2 H6B2_2 0.9900 . ? C7B_2 C8B_2 1.511(10) . ? C7B_2 H7B1_2 0.9900 . ? C7B_2 H7B2_2 0.9900 . ? C8B_2 C13B_2 1.366(12) . ? C8B_2 C9B_2 1.376(11) . ? C9B_2 C10B_2 1.390(11) . ? C9B_2 H9B_2 0.9500 . ? C10B_2 C11B_2 1.352(14) . ? C10B_2 H10B_2 0.9500 . ? C11B_2 C12B_2 1.382(12) . ? C11B_2 H11B_2 0.9500 . ? C12B_2 C13B_2 1.382(11) . ? C12B_2 H12B_2 0.9500 . ? C13B_2 H13B_2 0.9500 . ? O1C_3 C1C_3 1.384(11) . ? O1C_3 C6C_3 1.432(9) . ? O2C_3 C2C_3 1.409(8) . ? O2C_3 C7C_3 1.417(9) . ? O3C_3 C4C_3 1.426(12) . ? O3C_3 C3C_3 1.435(10) . ? O5C_3 C1C_3 1.422(8) . ? O5C_3 C5C_3 1.437(9) . ? C1C_3 C2C_3 1.516(11) . ? C1C_3 H1C_3 1.0000 . ? C2C_3 C3C_3 1.527(11) . ? C2C_3 H2C_3 1.0000 . ? C3C_3 C4C_3 1.457(11) . ? C3C_3 H3C_3 1.0000 . ? C4C_3 C5C_3 1.495(10) . ? C4C_3 H4C_3 1.0000 . ? C5C_3 C6C_3 1.479(11) . ? C5C_3 H5C_3 1.0000 . ? C6C_3 H6C1_3 0.9900 . ? C6C_3 H6C2_3 0.9900 . ? C7C_3 C8C_3 1.509(11) . ? C7C_3 H7C1_3 0.9900 . ? C7C_3 H7C2_3 0.9900 . ? C8C_3 C13C_3 1.387(11) . ? C8C_3 C9C_3 1.405(12) . ? C9C_3 C10C_3 1.369(11) . ? C9C_3 H9C_3 0.9500 . ? C10C_3 C11C_3 1.407(15) . ? C10C_3 H10C_3 0.9500 . ? C11C_3 C12C_3 1.393(15) . ? C11C_3 H11C_3 0.9500 . ? C12C_3 C13C_3 1.384(13) . ? C12C_3 H12C_3 0.9500 . ? C13C_3 H13C_3 0.9500 . ? O1D_4 C1D_4 1.422(10) . ? O1D_4 C6D_4 1.427(8) . ? O2D_4 C7D_4 1.411(9) . ? O2D_4 C2D_4 1.419(9) . ? O3D_4 C4D_4 1.434(10) . ? O3D_4 C3D_4 1.447(9) . ? O5D_4 C1D_4 1.411(8) . ? O5D_4 C5D_4 1.418(9) . ? C1D_4 C2D_4 1.524(9) . ? C1D_4 H1D_4 1.0000 . ? C2D_4 C3D_4 1.515(10) . ? C2D_4 H2D_4 1.0000 . ? C3D_4 C4D_4 1.439(11) . ? C3D_4 H3D_4 1.0000 . ? C4D_4 C5D_4 1.517(10) . ? C4D_4 H4D_4 1.0000 . ? C5D_4 C6D_4 1.512(11) . ? C5D_4 H5D_4 1.0000 . ? C6D_4 H6D1_4 0.9900 . ? C6D_4 H6D2_4 0.9900 . ? C7D_4 C8D_4 1.517(10) . ? C7D_4 H7D1_4 0.9900 . ? C7D_4 H7D2_4 0.9900 . ? C8D_4 C9D_4 1.371(11) . ? C8D_4 C13D_4 1.374(11) . ? C9D_4 C10D_4 1.396(13) . ? C9D_4 H9D_4 0.9500 . ? C10D_4 C11D_4 1.370(15) . ? C10D_4 H10D_4 0.9500 . ? C11D_4 C12D_4 1.385(15) . ? C11D_4 H11D_4 0.9500 . ? C12D_4 C13D_4 1.386(12) . ? C12D_4 H12D_4 0.9500 . ? C13D_4 H13D_4 0.9500 . ? 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 C1A_1 O1A_1 C6A_1 107.9(6) . . ? C7A_1 O2A_1 C2A_1 112.1(6) . . ? C3A_1 O3A_1 C4A_1 61.6(5) . . ? C1A_1 O5A_1 C5A_1 102.6(6) . . ? O1A_1 C1A_1 O5A_1 106.5(6) . . ? O1A_1 C1A_1 C2A_1 111.6(6) . . ? O5A_1 C1A_1 C2A_1 108.1(6) . . ? O1A_1 C1A_1 H1A_1 110.2 . . ? O5A_1 C1A_1 H1A_1 110.2 . . ? C2A_1 C1A_1 H1A_1 110.2 . . ? O2A_1 C2A_1 C1A_1 107.7(6) . . ? O2A_1 C2A_1 C3A_1 110.9(6) . . ? C1A_1 C2A_1 C3A_1 110.0(6) . . ? O2A_1 C2A_1 H2A_1 109.4 . . ? C1A_1 C2A_1 H2A_1 109.4 . . ? C3A_1 C2A_1 H2A_1 109.4 . . ? O3A_1 C3A_1 C4A_1 59.5(5) . . ? O3A_1 C3A_1 C2A_1 114.6(6) . . ? C4A_1 C3A_1 C2A_1 119.2(6) . . ? O3A_1 C3A_1 H3A_1 117.0 . . ? C4A_1 C3A_1 H3A_1 117.0 . . ? C2A_1 C3A_1 H3A_1 117.0 . . ? O3A_1 C4A_1 C3A_1 58.9(5) . . ? O3A_1 C4A_1 C5A_1 116.2(7) . . ? C3A_1 C4A_1 C5A_1 116.3(6) . . ? O3A_1 C4A_1 H4A_1 117.5 . . ? C3A_1 C4A_1 H4A_1 117.5 . . ? C5A_1 C4A_1 H4A_1 117.5 . . ? O5A_1 C5A_1 C6A_1 101.3(6) . . ? O5A_1 C5A_1 C4A_1 110.8(6) . . ? C6A_1 C5A_1 C4A_1 106.4(6) . . ? O5A_1 C5A_1 H5A_1 112.6 . . ? C6A_1 C5A_1 H5A_1 112.6 . . ? C4A_1 C5A_1 H5A_1 112.6 . . ? O1A_1 C6A_1 C5A_1 102.7(6) . . ? O1A_1 C6A_1 H6A1_1 111.2 . . ? C5A_1 C6A_1 H6A1_1 111.2 . . ? O1A_1 C6A_1 H6A2_1 111.2 . . ? C5A_1 C6A_1 H6A2_1 111.2 . . ? H6A1_1 C6A_1 H6A2_1 109.1 . . ? O2A_1 C7A_1 C8A_1 109.7(6) . . ? O2A_1 C7A_1 H7A1_1 109.7 . . ? C8A_1 C7A_1 H7A1_1 109.7 . . ? O2A_1 C7A_1 H7A2_1 109.7 . . ? C8A_1 C7A_1 H7A2_1 109.7 . . ? H7A1_1 C7A_1 H7A2_1 108.2 . . ? C13A_1 C8A_1 C9A_1 120.3(7) . . ? C13A_1 C8A_1 C7A_1 120.5(7) . . ? C9A_1 C8A_1 C7A_1 119.3(8) . . ? C10A_1 C9A_1 C8A_1 119.1(8) . . ? C10A_1 C9A_1 H9A_1 120.5 . . ? C8A_1 C9A_1 H9A_1 120.5 . . ? C11A_1 C10A_1 C9A_1 120.2(8) . . ? C11A_1 C10A_1 H10A_1 119.9 . . ? C9A_1 C10A_1 H10A_1 119.9 . . ? C10A_1 C11A_1 C12A_1 121.1(8) . . ? C10A_1 C11A_1 H11A_1 119.5 . . ? C12A_1 C11A_1 H11A_1 119.5 . . ? C13A_1 C12A_1 C11A_1 120.0(9) . . ? C13A_1 C12A_1 H12A_1 120.0 . . ? C11A_1 C12A_1 H12A_1 120.0 . . ? C12A_1 C13A_1 C8A_1 119.3(8) . . ? C12A_1 C13A_1 H13A_1 120.3 . . ? C8A_1 C13A_1 H13A_1 120.3 . . ? C6B_2 O1B_2 C1B_2 107.0(6) . . ? C7B_2 O2B_2 C2B_2 113.3(6) . . ? C3B_2 O3B_2 C4B_2 60.1(5) . . ? C1B_2 O5B_2 C5B_2 101.7(6) . . ? O5B_2 C1B_2 O1B_2 106.9(6) . . ? O5B_2 C1B_2 C2B_2 107.8(5) . . ? O1B_2 C1B_2 C2B_2 111.5(6) . . ? O5B_2 C1B_2 H1B_2 110.2 . . ? O1B_2 C1B_2 H1B_2 110.2 . . ? C2B_2 C1B_2 H1B_2 110.2 . . ? O2B_2 C2B_2 C3B_2 107.0(6) . . ? O2B_2 C2B_2 C1B_2 111.9(6) . . ? C3B_2 C2B_2 C1B_2 109.9(6) . . ? O2B_2 C2B_2 H2B_2 109.4 . . ? C3B_2 C2B_2 H2B_2 109.4 . . ? C1B_2 C2B_2 H2B_2 109.4 . . ? O3B_2 C3B_2 C4B_2 60.0(5) . . ? O3B_2 C3B_2 C2B_2 115.7(7) . . ? C4B_2 C3B_2 C2B_2 120.0(6) . . ? O3B_2 C3B_2 H3B_2 116.4 . . ? C4B_2 C3B_2 H3B_2 116.4 . . ? C2B_2 C3B_2 H3B_2 116.4 . . ? O3B_2 C4B_2 C3B_2 59.9(5) . . ? O3B_2 C4B_2 C5B_2 115.9(6) . . ? C3B_2 C4B_2 C5B_2 116.3(6) . . ? O3B_2 C4B_2 H4B_2 117.4 . . ? C3B_2 C4B_2 H4B_2 117.4 . . ? C5B_2 C4B_2 H4B_2 117.4 . . ? O5B_2 C5B_2 C4B_2 109.3(6) . . ? O5B_2 C5B_2 C6B_2 102.8(6) . . ? C4B_2 C5B_2 C6B_2 108.6(7) . . ? O5B_2 C5B_2 H5B_2 111.9 . . ? C4B_2 C5B_2 H5B_2 111.9 . . ? C6B_2 C5B_2 H5B_2 111.9 . . ? O1B_2 C6B_2 C5B_2 102.2(7) . . ? O1B_2 C6B_2 H6B1_2 111.3 . . ? C5B_2 C6B_2 H6B1_2 111.3 . . ? O1B_2 C6B_2 H6B2_2 111.3 . . ? C5B_2 C6B_2 H6B2_2 111.3 . . ? H6B1_2 C6B_2 H6B2_2 109.2 . . ? O2B_2 C7B_2 C8B_2 109.5(7) . . ? O2B_2 C7B_2 H7B1_2 109.8 . . ? C8B_2 C7B_2 H7B1_2 109.8 . . ? O2B_2 C7B_2 H7B2_2 109.8 . . ? C8B_2 C7B_2 H7B2_2 109.8 . . ? H7B1_2 C7B_2 H7B2_2 108.2 . . ? C13B_2 C8B_2 C9B_2 118.6(7) . . ? C13B_2 C8B_2 C7B_2 122.3(7) . . ? C9B_2 C8B_2 C7B_2 119.1(7) . . ? C8B_2 C9B_2 C10B_2 120.2(8) . . ? C8B_2 C9B_2 H9B_2 119.9 . . ? C10B_2 C9B_2 H9B_2 119.9 . . ? C11B_2 C10B_2 C9B_2 121.0(8) . . ? C11B_2 C10B_2 H10B_2 119.5 . . ? C9B_2 C10B_2 H10B_2 119.5 . . ? C10B_2 C11B_2 C12B_2 119.1(8) . . ? C10B_2 C11B_2 H11B_2 120.5 . . ? C12B_2 C11B_2 H11B_2 120.5 . . ? C11B_2 C12B_2 C13B_2 120.0(9) . . ? C11B_2 C12B_2 H12B_2 120.0 . . ? C13B_2 C12B_2 H12B_2 120.0 . . ? C8B_2 C13B_2 C12B_2 121.1(8) . . ? C8B_2 C13B_2 H13B_2 119.4 . . ? C12B_2 C13B_2 H13B_2 119.4 . . ? C1C_3 O1C_3 C6C_3 108.3(6) . . ? C2C_3 O2C_3 C7C_3 112.3(6) . . ? C4C_3 O3C_3 C3C_3 61.2(5) . . ? C1C_3 O5C_3 C5C_3 102.3(6) . . ? O1C_3 C1C_3 O5C_3 105.5(6) . . ? O1C_3 C1C_3 C2C_3 110.7(7) . . ? O5C_3 C1C_3 C2C_3 108.5(6) . . ? O1C_3 C1C_3 H1C_3 110.7 . . ? O5C_3 C1C_3 H1C_3 110.7 . . ? C2C_3 C1C_3 H1C_3 110.7 . . ? O2C_3 C2C_3 C1C_3 113.6(7) . . ? O2C_3 C2C_3 C3C_3 105.2(6) . . ? C1C_3 C2C_3 C3C_3 110.6(7) . . ? O2C_3 C2C_3 H2C_3 109.1 . . ? C1C_3 C2C_3 H2C_3 109.1 . . ? C3C_3 C2C_3 H2C_3 109.1 . . ? O3C_3 C3C_3 C4C_3 59.1(5) . . ? O3C_3 C3C_3 C2C_3 115.0(7) . . ? C4C_3 C3C_3 C2C_3 119.6(7) . . ? O3C_3 C3C_3 H3C_3 116.8 . . ? C4C_3 C3C_3 H3C_3 116.8 . . ? C2C_3 C3C_3 H3C_3 116.8 . . ? O3C_3 C4C_3 C3C_3 59.7(6) . . ? O3C_3 C4C_3 C5C_3 114.5(7) . . ? C3C_3 C4C_3 C5C_3 116.1(6) . . ? O3C_3 C4C_3 H4C_3 117.9 . . ? C3C_3 C4C_3 H4C_3 117.9 . . ? C5C_3 C4C_3 H4C_3 117.9 . . ? O5C_3 C5C_3 C6C_3 101.2(6) . . ? O5C_3 C5C_3 C4C_3 109.9(7) . . ? C6C_3 C5C_3 C4C_3 109.0(7) . . ? O5C_3 C5C_3 H5C_3 112.0 . . ? C6C_3 C5C_3 H5C_3 112.0 . . ? C4C_3 C5C_3 H5C_3 112.0 . . ? O1C_3 C6C_3 C5C_3 103.6(6) . . ? O1C_3 C6C_3 H6C1_3 111.1 . . ? C5C_3 C6C_3 H6C1_3 111.1 . . ? O1C_3 C6C_3 H6C2_3 111.0 . . ? C5C_3 C6C_3 H6C2_3 111.0 . . ? H6C1_3 C6C_3 H6C2_3 109.0 . . ? O2C_3 C7C_3 C8C_3 108.7(7) . . ? O2C_3 C7C_3 H7C1_3 110.0 . . ? C8C_3 C7C_3 H7C1_3 110.0 . . ? O2C_3 C7C_3 H7C2_3 110.0 . . ? C8C_3 C7C_3 H7C2_3 110.0 . . ? H7C1_3 C7C_3 H7C2_3 108.3 . . ? C13C_3 C8C_3 C9C_3 119.3(7) . . ? C13C_3 C8C_3 C7C_3 123.6(8) . . ? C9C_3 C8C_3 C7C_3 117.0(7) . . ? C10C_3 C9C_3 C8C_3 120.8(8) . . ? C10C_3 C9C_3 H9C_3 119.6 . . ? C8C_3 C9C_3 H9C_3 119.6 . . ? C9C_3 C10C_3 C11C_3 119.5(9) . . ? C9C_3 C10C_3 H10C_3 120.3 . . ? C11C_3 C10C_3 H10C_3 120.3 . . ? C12C_3 C11C_3 C10C_3 120.1(8) . . ? C12C_3 C11C_3 H11C_3 120.0 . . ? C10C_3 C11C_3 H11C_3 120.0 . . ? C13C_3 C12C_3 C11C_3 119.7(9) . . ? C13C_3 C12C_3 H12C_3 120.1 . . ? C11C_3 C12C_3 H12C_3 120.1 . . ? C8C_3 C13C_3 C12C_3 120.6(8) . . ? C8C_3 C13C_3 H13C_3 119.7 . . ? C12C_3 C13C_3 H13C_3 119.7 . . ? C1D_4 O1D_4 C6D_4 106.6(6) . . ? C7D_4 O2D_4 C2D_4 113.2(6) . . ? C4D_4 O3D_4 C3D_4 59.9(5) . . ? C1D_4 O5D_4 C5D_4 101.7(5) . . ? O5D_4 C1D_4 O1D_4 106.4(6) . . ? O5D_4 C1D_4 C2D_4 109.1(5) . . ? O1D_4 C1D_4 C2D_4 112.7(6) . . ? O5D_4 C1D_4 H1D_4 109.5 . . ? O1D_4 C1D_4 H1D_4 109.5 . . ? C2D_4 C1D_4 H1D_4 109.5 . . ? O2D_4 C2D_4 C3D_4 112.2(6) . . ? O2D_4 C2D_4 C1D_4 106.4(6) . . ? C3D_4 C2D_4 C1D_4 109.6(6) . . ? O2D_4 C2D_4 H2D_4 109.5 . . ? C3D_4 C2D_4 H2D_4 109.5 . . ? C1D_4 C2D_4 H2D_4 109.5 . . ? C4D_4 C3D_4 O3D_4 59.6(5) . . ? C4D_4 C3D_4 C2D_4 119.8(6) . . ? O3D_4 C3D_4 C2D_4 115.7(7) . . ? C4D_4 C3D_4 H3D_4 116.5 . . ? O3D_4 C3D_4 H3D_4 116.5 . . ? C2D_4 C3D_4 H3D_4 116.5 . . ? O3D_4 C4D_4 C3D_4 60.5(5) . . ? O3D_4 C4D_4 C5D_4 117.7(7) . . ? C3D_4 C4D_4 C5D_4 116.3(6) . . ? O3D_4 C4D_4 H4D_4 116.8 . . ? C3D_4 C4D_4 H4D_4 116.8 . . ? C5D_4 C4D_4 H4D_4 116.8 . . ? O5D_4 C5D_4 C6D_4 102.4(6) . . ? O5D_4 C5D_4 C4D_4 109.1(6) . . ? C6D_4 C5D_4 C4D_4 109.0(6) . . ? O5D_4 C5D_4 H5D_4 112.0 . . ? C6D_4 C5D_4 H5D_4 112.0 . . ? C4D_4 C5D_4 H5D_4 112.0 . . ? O1D_4 C6D_4 C5D_4 103.5(6) . . ? O1D_4 C6D_4 H6D1_4 111.1 . . ? C5D_4 C6D_4 H6D1_4 111.1 . . ? O1D_4 C6D_4 H6D2_4 111.1 . . ? C5D_4 C6D_4 H6D2_4 111.1 . . ? H6D1_4 C6D_4 H6D2_4 109.0 . . ? O2D_4 C7D_4 C8D_4 107.6(6) . . ? O2D_4 C7D_4 H7D1_4 110.2 . . ? C8D_4 C7D_4 H7D1_4 110.2 . . ? O2D_4 C7D_4 H7D2_4 110.2 . . ? C8D_4 C7D_4 H7D2_4 110.2 . . ? H7D1_4 C7D_4 H7D2_4 108.5 . . ? C9D_4 C8D_4 C13D_4 119.7(8) . . ? C9D_4 C8D_4 C7D_4 121.8(8) . . ? C13D_4 C8D_4 C7D_4 118.5(7) . . ? C8D_4 C9D_4 C10D_4 120.6(9) . . ? C8D_4 C9D_4 H9D_4 119.7 . . ? C10D_4 C9D_4 H9D_4 119.7 . . ? C11D_4 C10D_4 C9D_4 119.8(8) . . ? C11D_4 C10D_4 H10D_4 120.1 . . ? C9D_4 C10D_4 H10D_4 120.1 . . ? C10D_4 C11D_4 C12D_4 119.5(8) . . ? C10D_4 C11D_4 H11D_4 120.3 . . ? C12D_4 C11D_4 H11D_4 120.3 . . ? C11D_4 C12D_4 C13D_4 120.5(9) . . ? C11D_4 C12D_4 H12D_4 119.8 . . ? C13D_4 C12D_4 H12D_4 119.8 . . ? C8D_4 C13D_4 C12D_4 119.9(8) . . ? C8D_4 C13D_4 H13D_4 120.0 . . ? C12D_4 C13D_4 H13D_4 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6A_1 O1A_1 C1A_1 O5A_1 18.4(7) . . . . ? C6A_1 O1A_1 C1A_1 C2A_1 -99.3(6) . . . . ? C5A_1 O5A_1 C1A_1 O1A_1 -39.0(7) . . . . ? C5A_1 O5A_1 C1A_1 C2A_1 81.0(7) . . . . ? C7A_1 O2A_1 C2A_1 C1A_1 -153.2(7) . . . . ? C7A_1 O2A_1 C2A_1 C3A_1 86.4(8) . . . . ? O1A_1 C1A_1 C2A_1 O2A_1 -55.1(8) . . . . ? O5A_1 C1A_1 C2A_1 O2A_1 -172.0(6) . . . . ? O1A_1 C1A_1 C2A_1 C3A_1 65.8(7) . . . . ? O5A_1 C1A_1 C2A_1 C3A_1 -51.0(8) . . . . ? C4A_1 O3A_1 C3A_1 C2A_1 -110.7(7) . . . . ? O2A_1 C2A_1 C3A_1 O3A_1 -161.4(6) . . . . ? C1A_1 C2A_1 C3A_1 O3A_1 79.5(8) . . . . ? O2A_1 C2A_1 C3A_1 C4A_1 131.1(7) . . . . ? C1A_1 C2A_1 C3A_1 C4A_1 12.1(10) . . . . ? C3A_1 O3A_1 C4A_1 C5A_1 106.3(7) . . . . ? C2A_1 C3A_1 C4A_1 O3A_1 103.0(7) . . . . ? O3A_1 C3A_1 C4A_1 C5A_1 -106.1(8) . . . . ? C2A_1 C3A_1 C4A_1 C5A_1 -3.1(11) . . . . ? C1A_1 O5A_1 C5A_1 C6A_1 42.9(7) . . . . ? C1A_1 O5A_1 C5A_1 C4A_1 -69.7(7) . . . . ? O3A_1 C4A_1 C5A_1 O5A_1 -35.2(8) . . . . ? C3A_1 C4A_1 C5A_1 O5A_1 31.3(9) . . . . ? O3A_1 C4A_1 C5A_1 C6A_1 -144.5(6) . . . . ? C3A_1 C4A_1 C5A_1 C6A_1 -78.0(9) . . . . ? C1A_1 O1A_1 C6A_1 C5A_1 8.6(7) . . . . ? O5A_1 C5A_1 C6A_1 O1A_1 -31.4(7) . . . . ? C4A_1 C5A_1 C6A_1 O1A_1 84.4(7) . . . . ? C2A_1 O2A_1 C7A_1 C8A_1 -178.6(6) . . . . ? O2A_1 C7A_1 C8A_1 C13A_1 77.1(9) . . . . ? O2A_1 C7A_1 C8A_1 C9A_1 -102.3(9) . . . . ? C13A_1 C8A_1 C9A_1 C10A_1 -0.2(13) . . . . ? C7A_1 C8A_1 C9A_1 C10A_1 179.2(8) . . . . ? C8A_1 C9A_1 C10A_1 C11A_1 0.5(14) . . . . ? C9A_1 C10A_1 C11A_1 C12A_1 -0.6(15) . . . . ? C10A_1 C11A_1 C12A_1 C13A_1 0.4(14) . . . . ? C11A_1 C12A_1 C13A_1 C8A_1 -0.1(13) . . . . ? C9A_1 C8A_1 C13A_1 C12A_1 0.0(13) . . . . ? C7A_1 C8A_1 C13A_1 C12A_1 -179.4(8) . . . . ? C5B_2 O5B_2 C1B_2 O1B_2 -37.9(7) . . . . ? C5B_2 O5B_2 C1B_2 C2B_2 82.0(7) . . . . ? C6B_2 O1B_2 C1B_2 O5B_2 16.0(8) . . . . ? C6B_2 O1B_2 C1B_2 C2B_2 -101.5(7) . . . . ? C7B_2 O2B_2 C2B_2 C3B_2 159.8(7) . . . . ? C7B_2 O2B_2 C2B_2 C1B_2 -79.9(8) . . . . ? O5B_2 C1B_2 C2B_2 O2B_2 -168.3(6) . . . . ? O1B_2 C1B_2 C2B_2 O2B_2 -51.3(8) . . . . ? O5B_2 C1B_2 C2B_2 C3B_2 -49.7(9) . . . . ? O1B_2 C1B_2 C2B_2 C3B_2 67.3(8) . . . . ? C4B_2 O3B_2 C3B_2 C2B_2 -111.3(8) . . . . ? O2B_2 C2B_2 C3B_2 O3B_2 -159.7(6) . . . . ? C1B_2 C2B_2 C3B_2 O3B_2 78.7(9) . . . . ? O2B_2 C2B_2 C3B_2 C4B_2 131.6(7) . . . . ? C1B_2 C2B_2 C3B_2 C4B_2 10.0(11) . . . . ? C3B_2 O3B_2 C4B_2 C5B_2 106.7(7) . . . . ? C2B_2 C3B_2 C4B_2 O3B_2 104.2(8) . . . . ? O3B_2 C3B_2 C4B_2 C5B_2 -106.1(7) . . . . ? C2B_2 C3B_2 C4B_2 C5B_2 -1.9(11) . . . . ? C1B_2 O5B_2 C5B_2 C4B_2 -71.3(7) . . . . ? C1B_2 O5B_2 C5B_2 C6B_2 43.9(7) . . . . ? O3B_2 C4B_2 C5B_2 O5B_2 -35.2(8) . . . . ? C3B_2 C4B_2 C5B_2 O5B_2 32.4(9) . . . . ? O3B_2 C4B_2 C5B_2 C6B_2 -146.6(7) . . . . ? C3B_2 C4B_2 C5B_2 C6B_2 -79.1(9) . . . . ? C1B_2 O1B_2 C6B_2 C5B_2 11.0(8) . . . . ? O5B_2 C5B_2 C6B_2 O1B_2 -34.2(8) . . . . ? C4B_2 C5B_2 C6B_2 O1B_2 81.6(8) . . . . ? C2B_2 O2B_2 C7B_2 C8B_2 -176.4(6) . . . . ? O2B_2 C7B_2 C8B_2 C13B_2 11.7(11) . . . . ? O2B_2 C7B_2 C8B_2 C9B_2 -169.7(7) . . . . ? C13B_2 C8B_2 C9B_2 C10B_2 -1.9(12) . . . . ? C7B_2 C8B_2 C9B_2 C10B_2 179.6(8) . . . . ? C8B_2 C9B_2 C10B_2 C11B_2 1.3(13) . . . . ? C9B_2 C10B_2 C11B_2 C12B_2 -0.6(13) . . . . ? C10B_2 C11B_2 C12B_2 C13B_2 0.5(13) . . . . ? C9B_2 C8B_2 C13B_2 C12B_2 1.8(12) . . . . ? C7B_2 C8B_2 C13B_2 C12B_2 -179.7(8) . . . . ? C11B_2 C12B_2 C13B_2 C8B_2 -1.1(13) . . . . ? C6C_3 O1C_3 C1C_3 O5C_3 18.1(8) . . . . ? C6C_3 O1C_3 C1C_3 C2C_3 -99.2(7) . . . . ? C5C_3 O5C_3 C1C_3 O1C_3 -38.7(7) . . . . ? C5C_3 O5C_3 C1C_3 C2C_3 80.0(8) . . . . ? C7C_3 O2C_3 C2C_3 C1C_3 -74.1(9) . . . . ? C7C_3 O2C_3 C2C_3 C3C_3 164.9(7) . . . . ? O1C_3 C1C_3 C2C_3 O2C_3 -49.1(9) . . . . ? O5C_3 C1C_3 C2C_3 O2C_3 -164.5(7) . . . . ? O1C_3 C1C_3 C2C_3 C3C_3 68.8(8) . . . . ? O5C_3 C1C_3 C2C_3 C3C_3 -46.5(10) . . . . ? C4C_3 O3C_3 C3C_3 C2C_3 -110.8(8) . . . . ? O2C_3 C2C_3 C3C_3 O3C_3 -162.4(7) . . . . ? C1C_3 C2C_3 C3C_3 O3C_3 74.6(10) . . . . ? O2C_3 C2C_3 C3C_3 C4C_3 130.4(8) . . . . ? C1C_3 C2C_3 C3C_3 C4C_3 7.4(11) . . . . ? C3C_3 O3C_3 C4C_3 C5C_3 107.1(7) . . . . ? C2C_3 C3C_3 C4C_3 O3C_3 103.1(9) . . . . ? O3C_3 C3C_3 C4C_3 C5C_3 -104.4(8) . . . . ? C2C_3 C3C_3 C4C_3 C5C_3 -1.3(12) . . . . ? C1C_3 O5C_3 C5C_3 C6C_3 43.1(7) . . . . ? C1C_3 O5C_3 C5C_3 C4C_3 -72.0(7) . . . . ? O3C_3 C4C_3 C5C_3 O5C_3 -33.5(8) . . . . ? C3C_3 C4C_3 C5C_3 O5C_3 33.3(10) . . . . ? O3C_3 C4C_3 C5C_3 C6C_3 -143.6(7) . . . . ? C3C_3 C4C_3 C5C_3 C6C_3 -76.9(9) . . . . ? C1C_3 O1C_3 C6C_3 C5C_3 9.1(8) . . . . ? O5C_3 C5C_3 C6C_3 O1C_3 -32.1(7) . . . . ? C4C_3 C5C_3 C6C_3 O1C_3 83.8(7) . . . . ? C2C_3 O2C_3 C7C_3 C8C_3 174.0(7) . . . . ? O2C_3 C7C_3 C8C_3 C13C_3 6.0(11) . . . . ? O2C_3 C7C_3 C8C_3 C9C_3 -172.6(7) . . . . ? C13C_3 C8C_3 C9C_3 C10C_3 -0.5(13) . . . . ? C7C_3 C8C_3 C9C_3 C10C_3 178.2(8) . . . . ? C8C_3 C9C_3 C10C_3 C11C_3 -0.4(13) . . . . ? C9C_3 C10C_3 C11C_3 C12C_3 2.0(14) . . . . ? C10C_3 C11C_3 C12C_3 C13C_3 -2.8(14) . . . . ? C9C_3 C8C_3 C13C_3 C12C_3 -0.2(12) . . . . ? C7C_3 C8C_3 C13C_3 C12C_3 -178.8(8) . . . . ? C11C_3 C12C_3 C13C_3 C8C_3 1.9(13) . . . . ? C5D_4 O5D_4 C1D_4 O1D_4 -40.8(6) . . . . ? C5D_4 O5D_4 C1D_4 C2D_4 81.1(7) . . . . ? C6D_4 O1D_4 C1D_4 O5D_4 21.1(7) . . . . ? C6D_4 O1D_4 C1D_4 C2D_4 -98.4(6) . . . . ? C7D_4 O2D_4 C2D_4 C3D_4 77.9(9) . . . . ? C7D_4 O2D_4 C2D_4 C1D_4 -162.3(7) . . . . ? O5D_4 C1D_4 C2D_4 O2D_4 -169.5(6) . . . . ? O1D_4 C1D_4 C2D_4 O2D_4 -51.6(8) . . . . ? O5D_4 C1D_4 C2D_4 C3D_4 -48.1(9) . . . . ? O1D_4 C1D_4 C2D_4 C3D_4 69.9(8) . . . . ? C4D_4 O3D_4 C3D_4 C2D_4 -110.9(8) . . . . ? O2D_4 C2D_4 C3D_4 C4D_4 127.8(8) . . . . ? C1D_4 C2D_4 C3D_4 C4D_4 9.8(11) . . . . ? O2D_4 C2D_4 C3D_4 O3D_4 -164.0(6) . . . . ? C1D_4 C2D_4 C3D_4 O3D_4 78.0(9) . . . . ? C3D_4 O3D_4 C4D_4 C5D_4 106.1(7) . . . . ? C2D_4 C3D_4 C4D_4 O3D_4 104.2(8) . . . . ? O3D_4 C3D_4 C4D_4 C5D_4 -108.4(8) . . . . ? C2D_4 C3D_4 C4D_4 C5D_4 -4.2(11) . . . . ? C1D_4 O5D_4 C5D_4 C6D_4 43.1(6) . . . . ? C1D_4 O5D_4 C5D_4 C4D_4 -72.3(7) . . . . ? O3D_4 C4D_4 C5D_4 O5D_4 -33.4(8) . . . . ? C3D_4 C4D_4 C5D_4 O5D_4 35.4(9) . . . . ? O3D_4 C4D_4 C5D_4 C6D_4 -144.5(6) . . . . ? C3D_4 C4D_4 C5D_4 C6D_4 -75.7(9) . . . . ? C1D_4 O1D_4 C6D_4 C5D_4 5.9(7) . . . . ? O5D_4 C5D_4 C6D_4 O1D_4 -30.5(7) . . . . ? C4D_4 C5D_4 C6D_4 O1D_4 85.0(7) . . . . ? C2D_4 O2D_4 C7D_4 C8D_4 160.1(7) . . . . ? O2D_4 C7D_4 C8D_4 C9D_4 114.6(9) . . . . ? O2D_4 C7D_4 C8D_4 C13D_4 -64.7(11) . . . . ? C13D_4 C8D_4 C9D_4 C10D_4 -1.6(14) . . . . ? C7D_4 C8D_4 C9D_4 C10D_4 179.1(9) . . . . ? C8D_4 C9D_4 C10D_4 C11D_4 2.9(15) . . . . ? C9D_4 C10D_4 C11D_4 C12D_4 -2.1(16) . . . . ? C10D_4 C11D_4 C12D_4 C13D_4 -0.1(15) . . . . ? C9D_4 C8D_4 C13D_4 C12D_4 -0.6(13) . . . . ? C7D_4 C8D_4 C13D_4 C12D_4 178.7(8) . . . . ? C11D_4 C12D_4 C13D_4 C8D_4 1.4(14) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.449 _refine_diff_density_min -0.670 _refine_diff_density_rms 0.105