# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_year ? _journal_page_first ? _publ_contact_author_name 'Mohan Bhadbhade' _publ_contact_author_address ; Center for Materials Characterization National Chemical Laboratory Dr. Homi Bhabha Road Pashan Pune Maharashtra 411008 INDIA ; _publ_contact_author_email MOHANB@SIL.NCL.RES.IN _publ_section_title ; Capturing a disappearing chiral polymorph of an achiral molecule - hexa-O-benzoyl-myo-inositol ; loop_ _publ_author_name 'Mohan Bhadbhade' 'Rajesh G. Gonnade' 'Mysore S. Shashidhar' data_FORMI _database_code_depnum_ccdc_archive 'CCDC 244385' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'Hexa-O-benzoyl-myo-inositol' ; _chemical_name_common Hexa-O-benzoyl-myo-inositol _chemical_melting_point ? _chemical_formula_moiety 'C48 H36 O12' _chemical_formula_sum 'C48 H36 O12' _chemical_formula_weight 804.77 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 'Hexagonal ' _symmetry_space_group_name_H-M P6(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' '-x, -y, z+1/2' 'y, -x+y, z+5/6' 'x-y, x, z+1/6' _cell_length_a 13.9840(7) _cell_length_b 13.9840(7) _cell_length_c 36.504(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 6182.1(7) _cell_formula_units_Z 6 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used 3138 _cell_measurement_theta_min 2.373 _cell_measurement_theta_max 18.113 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.74 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.297 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2520 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9340 _exptl_absorpt_correction_T_max 0.9944 _exptl_absorpt_process_details 'bruker sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 'CCD Area Detector' _diffrn_measurement_device 'Bruker Smart APEX' _diffrn_measurement_method 'Phi and Omega Scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31322 _diffrn_reflns_av_R_equivalents 0.0732 _diffrn_reflns_av_sigmaI/netI 0.0721 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7233 _reflns_number_gt 5192 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SAINT' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, Ortep32, mercury 1.2.1' _computing_publication_material 'SHELXTL, PLATON' _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^)+(0.0443P)^2^+1.8264P] 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 mixed _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 -0.4(11) _chemical_absolute_configuration . _refine_ls_number_reflns 7233 _refine_ls_number_parameters 583 _refine_ls_number_restraints 67 _refine_ls_R_factor_all 0.0977 _refine_ls_R_factor_gt 0.0657 _refine_ls_wR_factor_ref 0.1222 _refine_ls_wR_factor_gt 0.1132 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.052 _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 0.9757(2) 1.0639(2) 0.07595(7) 0.0384(7) Uani 1 1 d . A . O2 O 1.0537(2) 0.9168(2) 0.06222(6) 0.0379(7) Uani 1 1 d . . . O3 O 1.0488(2) 0.7778(2) 0.11603(7) 0.0376(7) Uani 1 1 d . A . O4 O 0.8179(2) 0.6312(2) 0.11932(6) 0.0331(6) Uani 1 1 d . . . O5 O 0.69634(19) 0.6830(2) 0.07181(7) 0.0328(6) Uani 1 1 d . A . O6 O 0.7492(2) 0.9106(2) 0.07692(7) 0.0325(6) Uani 1 1 d . . . O7 O 0.9607(3) 1.1527(2) 0.12404(8) 0.0727(11) Uani 1 1 d . A . O9 O 1.1230(2) 0.8596(3) 0.16909(7) 0.0513(8) Uani 1 1 d . A . O10 O 0.8738(3) 0.5457(2) 0.08013(8) 0.0531(8) Uani 1 1 d . . . O11 O 0.5652(2) 0.6834(2) 0.10678(8) 0.0495(8) Uani 1 1 d . A . O12 O 0.7863(2) 0.9770(2) 0.01920(6) 0.0368(7) Uani 1 1 d . . . C1 C 0.9336(3) 0.9634(3) 0.09581(10) 0.0322(9) Uani 1 1 d . . . H1 H 0.9127 0.9737 0.1205 0.039 Uiso 1 1 calc R A . C2 C 1.0199(3) 0.9291(3) 0.09853(10) 0.0348(9) Uani 1 1 d . A . H2 H 1.0839 0.9844 0.1123 0.042 Uiso 1 1 calc R . . C3 C 0.9716(3) 0.8179(3) 0.11717(10) 0.0302(9) Uani 1 1 d . . . H3 H 0.9538 0.8244 0.1427 0.036 Uiso 1 1 calc R A . C4 C 0.8692(3) 0.7311(3) 0.09783(10) 0.0296(9) Uani 1 1 d . A . H4 H 0.8889 0.7160 0.0736 0.036 Uiso 1 1 calc R . . C5 C 0.7829(3) 0.7661(3) 0.09401(10) 0.0295(9) Uani 1 1 d . . . H5 H 0.7538 0.7688 0.1182 0.035 Uiso 1 1 calc R A . C6 C 0.8312(3) 0.8773(3) 0.07566(10) 0.0300(9) Uani 1 1 d . A . H6 H 0.8497 0.8717 0.0501 0.036 Uiso 1 1 calc R . . C7 C 0.9771(3) 1.1499(3) 0.09215(11) 0.0340(9) Uani 1 1 d . . . C8 C 0.9944(3) 1.2370(3) 0.06488(11) 0.0359(10) Uani 1 1 d . A . C9 C 1.0112(3) 1.2265(3) 0.02831(11) 0.0408(10) Uani 1 1 d . . . H9 H 1.0194 1.1678 0.0204 0.049 Uiso 1 1 calc R A . C10 C 1.0160(4) 1.3025(4) 0.00342(12) 0.0491(11) Uani 1 1 d . A . H10 H 1.0279 1.2956 -0.0213 0.059 Uiso 1 1 calc R . . C11 C 1.0033(3) 1.3882(4) 0.01521(14) 0.0514(12) Uani 1 1 d . . . H11 H 1.0042 1.4383 -0.0017 0.062 Uiso 1 1 calc R A . C12 C 0.9894(4) 1.4010(4) 0.05084(15) 0.0570(13) Uani 1 1 d . A . H12 H 0.9830 1.4609 0.0585 0.068 Uiso 1 1 calc R . . C13 C 0.9847(4) 1.3253(3) 0.07622(13) 0.0533(12) Uani 1 1 d . . . H13 H 0.9749 1.3342 0.1009 0.064 Uiso 1 1 calc R A . C14 C 1.1519(9) 1.0031(17) 0.0502(3) 0.081(4) Uani 0.60 1 d P A 1 O8 O 1.1945(8) 1.0926(9) 0.0653(2) 0.138(4) Uani 0.60 1 d P A 1 C15 C 1.1944(4) 0.9868(5) 0.01798(13) 0.062(3) Uani 0.60 1 d PGDU A 1 C16 C 1.1486(6) 0.8815(5) 0.00300(16) 0.060(3) Uani 0.60 1 d PGDU A 1 H16 H 1.0903 0.8219 0.0148 0.072 Uiso 0.60 1 calc PR A 1 C17 C 1.1899(7) 0.8654(7) -0.02960(17) 0.097(3) Uani 0.60 1 d PGDU A 1 H17 H 1.1593 0.7950 -0.0396 0.116 Uiso 0.60 1 calc PR A 1 C18 C 1.2771(6) 0.9544(9) -0.04722(14) 0.117(5) Uani 0.60 1 d PGDU A 1 H18 H 1.3047 0.9436 -0.0690 0.141 Uiso 0.60 1 calc PR A 1 C19 C 1.3229(5) 1.0596(8) -0.03223(17) 0.110(4) Uani 0.60 1 d PGDU A 1 H19 H 1.3812 1.1192 -0.0440 0.132 Uiso 0.60 1 calc PR A 1 C20 C 1.2816(5) 1.0758(5) 0.00037(17) 0.093(3) Uani 0.60 1 d PGDU A 1 H20 H 1.3122 1.1462 0.0104 0.112 Uiso 0.60 1 calc PR A 1 C14' C 1.1569(6) 0.9618(7) 0.05249(14) 0.085(11) Uani 0.40 1 d PR A 2 O8' O 1.2296(7) 1.0334(8) 0.07189(15) 0.116(6) Uani 0.40 1 d PR A 2 C15' C 1.1693(7) 0.9180(9) 0.0145(2) 0.062(5) Uani 0.40 1 d PGDU A 2 C16' C 1.0967(7) 0.8104(8) 0.0034(3) 0.064(4) Uani 0.40 1 d PGDU A 2 H16' H 1.0333 0.7663 0.0170 0.076 Uiso 0.40 1 calc PR A 2 C17' C 1.1189(9) 0.7686(8) -0.0280(3) 0.093(5) Uani 0.40 1 d PGDU A 2 H17' H 1.0703 0.6966 -0.0355 0.111 Uiso 0.40 1 calc PR A 2 C18' C 1.2136(10) 0.8345(11) -0.0483(2) 0.100(5) Uani 0.40 1 d PGDU A 2 H18' H 1.2284 0.8066 -0.0693 0.120 Uiso 0.40 1 calc PR A 2 C19' C 1.2862(8) 0.9421(11) -0.0372(3) 0.100(5) Uani 0.40 1 d PGDU A 2 H19' H 1.3496 0.9862 -0.0508 0.120 Uiso 0.40 1 calc PR A 2 C20' C 1.2640(8) 0.9839(8) -0.0058(3) 0.098(5) Uani 0.40 1 d PGDU A 2 H20' H 1.3126 1.0559 0.0016 0.117 Uiso 0.40 1 calc PR A 2 C21 C 1.1202(3) 0.8039(3) 0.14397(10) 0.0338(9) Uani 1 1 d . . . C22 C 1.1927(3) 0.7567(3) 0.13885(10) 0.0339(9) Uani 1 1 d . A . C23 C 1.1758(4) 0.6825(4) 0.11096(12) 0.0506(12) Uani 1 1 d . . . H23 H 1.1181 0.6622 0.0944 0.061 Uiso 1 1 calc R A . C24 C 1.2447(4) 0.6391(4) 0.10785(13) 0.0561(12) Uani 1 1 d . A . H24 H 1.2333 0.5889 0.0893 0.067 Uiso 1 1 calc R . . C25 C 1.3300(4) 0.6697(4) 0.13198(14) 0.0574(13) Uani 1 1 d . . . H25 H 1.3768 0.6408 0.1294 0.069 Uiso 1 1 calc R A . C26 C 1.3473(4) 0.7418(4) 0.15968(13) 0.0530(13) Uani 1 1 d . A . H26 H 1.4048 0.7610 0.1762 0.064 Uiso 1 1 calc R . . C27 C 1.2794(3) 0.7864(3) 0.16316(11) 0.0428(11) Uani 1 1 d . . . H27 H 1.2917 0.8365 0.1818 0.051 Uiso 1 1 calc R A . C28 C 0.8197(4) 0.5428(3) 0.10606(11) 0.0374(10) Uani 1 1 d . . . C29 C 0.7458(3) 0.4415(3) 0.12701(11) 0.0399(10) Uani 1 1 d . . . C30 C 0.6869(4) 0.4432(4) 0.15700(13) 0.0525(12) Uani 1 1 d . . . H30 H 0.6945 0.5099 0.1649 0.063 Uiso 1 1 calc R . . C31 C 0.6169(5) 0.3475(4) 0.17525(15) 0.0746(17) Uani 1 1 d . . . H31 H 0.5773 0.3493 0.1954 0.090 Uiso 1 1 calc R . . C32 C 0.6054(5) 0.2484(5) 0.16355(17) 0.0817(17) Uani 1 1 d . . . H32 H 0.5581 0.1834 0.1759 0.098 Uiso 1 1 calc R . . C33 C 0.6646(5) 0.2460(4) 0.13335(15) 0.0659(15) Uani 1 1 d . . . H33 H 0.6569 0.1793 0.1254 0.079 Uiso 1 1 calc R . . C34 C 0.7339(4) 0.3416(4) 0.11527(12) 0.0508(12) Uani 1 1 d . . . H34 H 0.7733 0.3397 0.0950 0.061 Uiso 1 1 calc R . . C35 C 0.5910(3) 0.6446(3) 0.08181(11) 0.0345(9) Uani 1 1 d . . . C36 C 0.5112(3) 0.5517(3) 0.05926(10) 0.0387(10) Uani 1 1 d . A . C37 C 0.4060(4) 0.5280(4) 0.05610(15) 0.0701(15) Uani 1 1 d . . . H37 H 0.3852 0.5738 0.0678 0.084 Uiso 1 1 calc R A . C38 C 0.3273(4) 0.4399(5) 0.03657(17) 0.0742(16) Uani 1 1 d . A . H38 H 0.2554 0.4271 0.0351 0.089 Uiso 1 1 calc R . . C39 C 0.3551(4) 0.3740(5) 0.02000(13) 0.084(2) Uani 1 1 d . . . H39 H 0.3028 0.3155 0.0061 0.101 Uiso 1 1 calc R A . C40 C 0.4632(5) 0.3900(6) 0.02292(16) 0.109(3) Uani 1 1 d . A . H40 H 0.4811 0.3404 0.0124 0.131 Uiso 1 1 calc R . . C41 C 0.5412(4) 0.4814(5) 0.04192(15) 0.0838(19) Uani 1 1 d . . . H41 H 0.6138 0.4962 0.0432 0.101 Uiso 1 1 calc R A . C42 C 0.7339(3) 0.9582(3) 0.04693(11) 0.0310(9) Uani 1 1 d . . . C43 C 0.6446(3) 0.9847(3) 0.05309(10) 0.0331(9) Uani 1 1 d . . . C44 C 0.6401(4) 1.0616(4) 0.03066(11) 0.0470(11) Uani 1 1 d . . . H44 H 0.6948 1.0990 0.0132 0.056 Uiso 1 1 calc R . . C45 C 0.5541(4) 1.0835(4) 0.03404(13) 0.0624(14) Uani 1 1 d . . . H45 H 0.5498 1.1336 0.0183 0.075 Uiso 1 1 calc R . . C46 C 0.4746(4) 1.0306(4) 0.06083(13) 0.0557(13) Uani 1 1 d . . . H46 H 0.4182 1.0469 0.0635 0.067 Uiso 1 1 calc R . . C47 C 0.4786(3) 0.9542(3) 0.08349(11) 0.0452(11) Uani 1 1 d . . . H47 H 0.4247 0.9184 0.1013 0.054 Uiso 1 1 calc R . . C48 C 0.5640(3) 0.9307(3) 0.07963(11) 0.0375(10) Uani 1 1 d . . . H48 H 0.5669 0.8788 0.0948 0.045 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 0.0532(18) 0.0283(15) 0.0333(15) -0.0018(13) 0.0050(13) 0.0200(13) O2 0.0337(16) 0.0564(19) 0.0240(14) 0.0048(12) 0.0022(12) 0.0228(15) O3 0.0354(15) 0.0558(18) 0.0307(15) -0.0118(13) -0.0082(12) 0.0297(14) O4 0.0403(15) 0.0316(15) 0.0319(15) -0.0022(12) 0.0004(12) 0.0214(13) O5 0.0242(14) 0.0370(15) 0.0329(15) -0.0018(12) -0.0015(12) 0.0120(12) O6 0.0400(15) 0.0433(16) 0.0284(14) 0.0036(13) 0.0059(12) 0.0314(14) O7 0.137(3) 0.0435(19) 0.0361(19) -0.0015(15) 0.024(2) 0.044(2) O9 0.057(2) 0.078(2) 0.0337(18) -0.0093(16) -0.0078(14) 0.0446(18) O10 0.086(2) 0.0524(19) 0.0420(18) 0.0002(15) 0.0124(17) 0.0500(18) O11 0.0353(17) 0.057(2) 0.059(2) -0.0068(16) 0.0049(15) 0.0250(15) O12 0.0466(17) 0.0454(17) 0.0226(15) 0.0026(12) 0.0031(13) 0.0262(14) C1 0.043(2) 0.029(2) 0.026(2) 0.0018(17) 0.0073(18) 0.019(2) C2 0.032(2) 0.041(2) 0.024(2) -0.0048(18) 0.0003(17) 0.0133(19) C3 0.030(2) 0.044(2) 0.023(2) -0.0056(18) 0.0000(17) 0.0230(19) C4 0.039(2) 0.027(2) 0.025(2) 0.0006(16) 0.0035(17) 0.0182(19) C5 0.032(2) 0.035(2) 0.024(2) -0.0014(17) 0.0014(17) 0.0193(19) C6 0.033(2) 0.041(2) 0.024(2) -0.0004(18) 0.0037(17) 0.0248(19) C7 0.034(2) 0.031(2) 0.030(2) -0.0085(19) -0.0004(18) 0.0115(18) C8 0.027(2) 0.032(2) 0.043(3) -0.0041(19) 0.0034(18) 0.0093(18) C9 0.039(2) 0.030(2) 0.044(3) -0.002(2) 0.004(2) 0.010(2) C10 0.055(3) 0.040(3) 0.046(3) 0.010(2) 0.007(2) 0.019(2) C11 0.045(3) 0.045(3) 0.061(3) 0.017(2) 0.008(2) 0.020(2) C12 0.067(3) 0.040(3) 0.075(4) 0.006(3) 0.023(3) 0.035(3) C13 0.070(3) 0.041(3) 0.052(3) 0.003(2) 0.023(2) 0.029(2) C14 0.038(7) 0.102(9) 0.042(7) 0.004(6) -0.002(5) -0.011(7) O8 0.096(7) 0.125(8) 0.066(5) 0.021(5) 0.010(5) -0.039(6) C15 0.028(5) 0.105(8) 0.033(5) -0.007(5) -0.003(4) 0.019(5) C16 0.055(7) 0.106(7) 0.029(5) -0.015(6) -0.003(5) 0.049(6) C17 0.110(9) 0.174(10) 0.043(6) -0.013(7) 0.013(6) 0.099(8) C18 0.103(11) 0.241(14) 0.042(6) 0.018(8) 0.021(6) 0.111(11) C19 0.054(6) 0.203(11) 0.059(7) 0.053(7) 0.026(5) 0.053(8) C20 0.049(6) 0.124(8) 0.074(7) 0.012(6) 0.018(5) 0.019(6) C14' 0.047(13) 0.106(19) 0.099(19) 0.004(12) 0.031(11) 0.035(13) O8' 0.021(5) 0.136(13) 0.151(14) -0.032(10) 0.029(7) 0.009(7) C15' 0.027(7) 0.116(11) 0.041(8) -0.044(8) 0.001(6) 0.033(7) C16' 0.058(8) 0.105(10) 0.049(7) -0.028(8) -0.016(6) 0.057(7) C17' 0.105(11) 0.127(12) 0.051(8) -0.033(8) 0.000(8) 0.062(9) C18' 0.097(11) 0.189(15) 0.048(9) -0.002(9) 0.008(7) 0.098(10) C19' 0.068(11) 0.189(14) 0.061(9) 0.020(10) 0.034(8) 0.077(9) C20' 0.051(8) 0.175(13) 0.059(9) -0.003(9) 0.018(7) 0.050(8) C21 0.037(2) 0.040(2) 0.022(2) 0.0037(19) 0.0022(19) 0.018(2) C22 0.028(2) 0.046(2) 0.028(2) 0.0085(19) 0.0044(17) 0.019(2) C23 0.049(3) 0.080(3) 0.040(3) -0.001(2) -0.004(2) 0.045(3) C24 0.055(3) 0.076(3) 0.055(3) -0.003(3) 0.002(3) 0.046(3) C25 0.046(3) 0.080(4) 0.060(3) 0.023(3) 0.016(3) 0.042(3) C26 0.037(3) 0.074(3) 0.053(3) 0.023(3) 0.003(2) 0.031(3) C27 0.039(3) 0.051(3) 0.037(2) 0.008(2) 0.001(2) 0.022(2) C28 0.053(3) 0.045(3) 0.033(2) -0.006(2) -0.008(2) 0.038(2) C29 0.050(3) 0.040(3) 0.039(2) 0.002(2) -0.001(2) 0.030(2) C30 0.073(3) 0.035(3) 0.061(3) 0.008(2) 0.010(3) 0.035(3) C31 0.106(5) 0.060(3) 0.073(4) 0.019(3) 0.034(3) 0.052(3) C32 0.094(4) 0.054(4) 0.097(5) 0.031(3) 0.027(4) 0.037(3) C33 0.089(4) 0.037(3) 0.076(4) -0.001(3) -0.003(3) 0.035(3) C34 0.072(3) 0.046(3) 0.042(3) 0.004(2) 0.002(2) 0.035(3) C35 0.036(2) 0.041(2) 0.035(2) 0.009(2) 0.001(2) 0.025(2) C36 0.029(2) 0.050(3) 0.030(2) 0.006(2) 0.0001(18) 0.013(2) C37 0.046(3) 0.068(4) 0.093(4) -0.014(3) -0.011(3) 0.026(3) C38 0.041(3) 0.074(4) 0.089(4) -0.004(3) -0.020(3) 0.015(3) C39 0.046(4) 0.092(5) 0.039(3) -0.012(3) -0.004(3) -0.021(3) C40 0.065(4) 0.119(5) 0.076(4) -0.051(4) 0.023(3) -0.004(4) C41 0.047(3) 0.100(4) 0.066(4) -0.035(3) 0.017(3) 0.008(3) C42 0.041(2) 0.026(2) 0.026(2) 0.0003(17) -0.0017(19) 0.0165(19) C43 0.039(2) 0.033(2) 0.029(2) 0.0014(18) -0.0012(18) 0.0186(19) C44 0.056(3) 0.057(3) 0.041(3) 0.019(2) 0.018(2) 0.038(3) C45 0.077(4) 0.074(4) 0.064(3) 0.036(3) 0.020(3) 0.059(3) C46 0.052(3) 0.072(3) 0.063(3) 0.018(3) 0.011(2) 0.045(3) C47 0.046(3) 0.051(3) 0.043(3) 0.013(2) 0.008(2) 0.027(2) C48 0.041(2) 0.043(2) 0.033(2) 0.0031(19) -0.002(2) 0.024(2) _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 C7 1.331(4) . ? O1 C1 1.421(4) . ? O2 C14' 1.302(6) . ? O2 C14 1.370(13) . ? O2 C2 1.446(4) . ? O3 C21 1.344(4) . ? O3 C3 1.445(4) . ? O4 C28 1.340(4) . ? O4 C4 1.442(4) . ? O5 C35 1.342(4) . ? O5 C5 1.437(4) . ? O6 C42 1.353(4) . ? O6 C6 1.438(4) . ? O7 C7 1.191(4) . ? O9 C21 1.191(4) . ? O10 C28 1.200(5) . ? O11 C35 1.205(4) . ? O12 C42 1.200(4) . ? C1 C2 1.510(5) . ? C1 C6 1.522(5) . ? C2 C3 1.511(5) . ? C3 C4 1.511(5) . ? C4 C5 1.519(5) . ? C5 C6 1.507(5) . ? C7 C8 1.496(5) . ? C8 C13 1.371(5) . ? C8 C9 1.377(5) . ? C9 C10 1.374(6) . ? C10 C11 1.367(6) . ? C11 C12 1.340(6) . ? C12 C13 1.383(6) . ? C14 O8 1.217(18) . ? C14 C15 1.388(14) . ? C15 C16 1.3900 . ? C15 C20 1.3900 . ? C16 C17 1.3900 . ? C17 C18 1.3900 . ? C18 C19 1.3900 . ? C19 C20 1.3900 . ? C14' O8' 1.2331 . ? C14' C15' 1.560(8) . ? C15' C16' 1.3900 . ? C15' C20' 1.3900 . ? C16' C17' 1.3900 . ? C17' C18' 1.3900 . ? C18' C19' 1.3900 . ? C19' C20' 1.3900 . ? C21 C22 1.473(6) . ? C22 C23 1.386(6) . ? C22 C27 1.388(5) . ? C23 C24 1.378(6) . ? C24 C25 1.368(6) . ? C25 C26 1.362(7) . ? C26 C27 1.377(6) . ? C28 C29 1.481(6) . ? C29 C30 1.378(6) . ? C29 C34 1.389(6) . ? C30 C31 1.373(7) . ? C31 C32 1.379(7) . ? C32 C33 1.389(7) . ? C33 C34 1.366(6) . ? C35 C36 1.469(5) . ? C36 C37 1.342(6) . ? C36 C41 1.398(6) . ? C37 C38 1.371(7) . ? C38 C39 1.315(8) . ? C39 C40 1.417(9) . ? C40 C41 1.383(7) . ? C42 C43 1.487(5) . ? C43 C44 1.378(5) . ? C43 C48 1.388(5) . ? C44 C45 1.386(6) . ? C45 C46 1.384(6) . ? C46 C47 1.374(6) . ? C47 C48 1.396(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 C7 O1 C1 118.6(3) . . ? C14' O2 C14 26.7(11) . . ? C14' O2 C2 122.8(4) . . ? C14 O2 C2 115.6(6) . . ? C21 O3 C3 118.1(3) . . ? C28 O4 C4 117.9(3) . . ? C35 O5 C5 118.8(3) . . ? C42 O6 C6 118.8(3) . . ? O1 C1 C2 110.3(3) . . ? O1 C1 C6 107.3(3) . . ? C2 C1 C6 111.4(3) . . ? O2 C2 C1 109.8(3) . . ? O2 C2 C3 107.2(3) . . ? C1 C2 C3 109.8(3) . . ? O3 C3 C2 110.4(3) . . ? O3 C3 C4 105.4(3) . . ? C2 C3 C4 111.9(3) . . ? O4 C4 C3 109.7(3) . . ? O4 C4 C5 105.7(3) . . ? C3 C4 C5 111.7(3) . . ? O5 C5 C6 110.2(3) . . ? O5 C5 C4 105.9(3) . . ? C6 C5 C4 110.7(3) . . ? O6 C6 C5 107.5(3) . . ? O6 C6 C1 108.3(3) . . ? C5 C6 C1 111.2(3) . . ? O7 C7 O1 123.2(4) . . ? O7 C7 C8 125.4(4) . . ? O1 C7 C8 111.3(3) . . ? C13 C8 C9 119.2(4) . . ? C13 C8 C7 118.9(4) . . ? C9 C8 C7 121.7(4) . . ? C10 C9 C8 120.2(4) . . ? C11 C10 C9 119.5(4) . . ? C12 C11 C10 120.9(4) . . ? C11 C12 C13 120.2(4) . . ? C8 C13 C12 119.9(4) . . ? O8 C14 O2 121.4(11) . . ? O8 C14 C15 121.6(12) . . ? O2 C14 C15 116.7(14) . . ? C14 C15 C16 120.0(9) . . ? C14 C15 C20 120.0(9) . . ? C16 C15 C20 120.0 . . ? C15 C16 C17 120.0 . . ? C18 C17 C16 120.0 . . ? C17 C18 C19 120.0 . . ? C20 C19 C18 120.0 . . ? C19 C20 C15 120.0 . . ? O8' C14' O2 120.0(4) . . ? O8' C14' C15' 128.4(4) . . ? O2 C14' C15' 111.5(6) . . ? C16' C15' C20' 120.0 . . ? C16' C15' C14' 121.3(6) . . ? C20' C15' C14' 118.0(6) . . ? C17' C16' C15' 120.0 . . ? C16' C17' C18' 120.0 . . ? C19' C18' C17' 120.0 . . ? C18' C19' C20' 120.0 . . ? C19' C20' C15' 120.0 . . ? O9 C21 O3 122.6(4) . . ? O9 C21 C22 125.9(4) . . ? O3 C21 C22 111.5(3) . . ? C23 C22 C27 119.4(4) . . ? C23 C22 C21 122.0(3) . . ? C27 C22 C21 118.6(4) . . ? C24 C23 C22 119.6(4) . . ? C25 C24 C23 120.2(5) . . ? C26 C25 C24 120.9(4) . . ? C25 C26 C27 119.8(4) . . ? C26 C27 C22 120.1(4) . . ? O10 C28 O4 123.8(4) . . ? O10 C28 C29 124.5(4) . . ? O4 C28 C29 111.8(4) . . ? C30 C29 C34 119.4(4) . . ? C30 C29 C28 122.0(4) . . ? C34 C29 C28 118.6(4) . . ? C31 C30 C29 120.6(4) . . ? C30 C31 C32 119.8(5) . . ? C31 C32 C33 119.9(5) . . ? C34 C33 C32 120.0(5) . . ? C33 C34 C29 120.3(4) . . ? O11 C35 O5 122.8(4) . . ? O11 C35 C36 123.8(4) . . ? O5 C35 C36 113.5(3) . . ? C37 C36 C41 117.7(4) . . ? C37 C36 C35 121.4(4) . . ? C41 C36 C35 120.8(4) . . ? C36 C37 C38 123.8(5) . . ? C39 C38 C37 118.9(5) . . ? C38 C39 C40 121.4(5) . . ? C41 C40 C39 118.0(6) . . ? C40 C41 C36 120.1(5) . . ? O12 C42 O6 124.1(3) . . ? O12 C42 C43 124.8(3) . . ? O6 C42 C43 111.1(3) . . ? C44 C43 C48 119.9(4) . . ? C44 C43 C42 118.5(3) . . ? C48 C43 C42 121.6(3) . . ? C43 C44 C45 120.2(4) . . ? C46 C45 C44 119.8(4) . . ? C47 C46 C45 120.5(4) . . ? C46 C47 C48 119.6(4) . . ? C43 C48 C47 120.0(4) . . ? 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 C7 O1 C1 C2 -122.2(3) . . . . ? C7 O1 C1 C6 116.3(3) . . . . ? C14' O2 C2 C1 130.6(5) . . . . ? C14 O2 C2 C1 101.0(10) . . . . ? C14' O2 C2 C3 -110.2(6) . . . . ? C14 O2 C2 C3 -139.8(10) . . . . ? O1 C1 C2 O2 -58.2(4) . . . . ? C6 C1 C2 O2 60.8(4) . . . . ? O1 C1 C2 C3 -175.8(3) . . . . ? C6 C1 C2 C3 -56.8(4) . . . . ? C21 O3 C3 C2 90.6(4) . . . . ? C21 O3 C3 C4 -148.4(3) . . . . ? O2 C2 C3 O3 53.9(4) . . . . ? C1 C2 C3 O3 173.1(3) . . . . ? O2 C2 C3 C4 -63.2(4) . . . . ? C1 C2 C3 C4 56.0(4) . . . . ? C28 O4 C4 C3 -111.6(3) . . . . ? C28 O4 C4 C5 127.8(3) . . . . ? O3 C3 C4 O4 67.8(3) . . . . ? C2 C3 C4 O4 -172.1(3) . . . . ? O3 C3 C4 C5 -175.3(3) . . . . ? C2 C3 C4 C5 -55.3(4) . . . . ? C35 O5 C5 C6 -104.3(3) . . . . ? C35 O5 C5 C4 135.8(3) . . . . ? O4 C4 C5 O5 -67.0(3) . . . . ? C3 C4 C5 O5 173.7(3) . . . . ? O4 C4 C5 C6 173.4(3) . . . . ? C3 C4 C5 C6 54.2(4) . . . . ? C42 O6 C6 C5 -138.2(3) . . . . ? C42 O6 C6 C1 101.6(3) . . . . ? O5 C5 C6 O6 69.8(3) . . . . ? C4 C5 C6 O6 -173.3(3) . . . . ? O5 C5 C6 C1 -171.8(3) . . . . ? C4 C5 C6 C1 -54.9(4) . . . . ? O1 C1 C6 O6 -64.2(3) . . . . ? C2 C1 C6 O6 175.0(3) . . . . ? O1 C1 C6 C5 177.9(3) . . . . ? C2 C1 C6 C5 57.1(4) . . . . ? C1 O1 C7 O7 11.7(6) . . . . ? C1 O1 C7 C8 -164.7(3) . . . . ? O7 C7 C8 C13 -4.1(6) . . . . ? O1 C7 C8 C13 172.2(4) . . . . ? O7 C7 C8 C9 -179.0(4) . . . . ? O1 C7 C8 C9 -2.7(5) . . . . ? C13 C8 C9 C10 -1.3(6) . . . . ? C7 C8 C9 C10 173.6(4) . . . . ? C8 C9 C10 C11 -0.4(6) . . . . ? C9 C10 C11 C12 2.0(7) . . . . ? C10 C11 C12 C13 -1.9(7) . . . . ? C9 C8 C13 C12 1.5(6) . . . . ? C7 C8 C13 C12 -173.6(4) . . . . ? C11 C12 C13 C8 0.1(7) . . . . ? C14' O2 C14 O8 -128(2) . . . . ? C2 O2 C14 O8 -16(2) . . . . ? C14' O2 C14 C15 58.0(16) . . . . ? C2 O2 C14 C15 170.7(10) . . . . ? O8 C14 C15 C16 175.1(13) . . . . ? O2 C14 C15 C16 -11.1(18) . . . . ? O8 C14 C15 C20 -6(2) . . . . ? O2 C14 C15 C20 167.8(10) . . . . ? C14 C15 C16 C17 179.0(10) . . . . ? C20 C15 C16 C17 0.0 . . . . ? C15 C16 C17 C18 0.0 . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C20 0.0 . . . . ? C18 C19 C20 C15 0.0 . . . . ? C14 C15 C20 C19 -179.0(10) . . . . ? C16 C15 C20 C19 0.0 . . . . ? C14 O2 C14' O8' 68.7(12) . . . . ? C2 O2 C14' O8' -13.3(6) . . . . ? C14 O2 C14' C15' -108.1(16) . . . . ? C2 O2 C14' C15' 169.8(7) . . . . ? O8' C14' C15' C16' 150.6(7) . . . . ? O2 C14' C15' C16' -32.9(12) . . . . ? O8' C14' C15' C20' -20.2(12) . . . . ? O2 C14' C15' C20' 156.3(6) . . . . ? C20' C15' C16' C17' 0.0 . . . . ? C14' C15' C16' C17' -170.6(11) . . . . ? C15' C16' C17' C18' 0.0 . . . . ? C16' C17' C18' C19' 0.0 . . . . ? C17' C18' C19' C20' 0.0 . . . . ? C18' C19' C20' C15' 0.0 . . . . ? C16' C15' C20' C19' 0.0 . . . . ? C14' C15' C20' C19' 170.9(11) . . . . ? C3 O3 C21 O9 -1.1(5) . . . . ? C3 O3 C21 C22 179.8(3) . . . . ? O9 C21 C22 C23 172.6(4) . . . . ? O3 C21 C22 C23 -8.4(5) . . . . ? O9 C21 C22 C27 -6.3(6) . . . . ? O3 C21 C22 C27 172.7(3) . . . . ? C27 C22 C23 C24 0.2(6) . . . . ? C21 C22 C23 C24 -178.7(4) . . . . ? C22 C23 C24 C25 -0.5(7) . . . . ? C23 C24 C25 C26 0.9(7) . . . . ? C24 C25 C26 C27 -1.1(7) . . . . ? C25 C26 C27 C22 0.9(6) . . . . ? C23 C22 C27 C26 -0.5(6) . . . . ? C21 C22 C27 C26 178.5(4) . . . . ? C4 O4 C28 O10 10.6(5) . . . . ? C4 O4 C28 C29 -168.7(3) . . . . ? O10 C28 C29 C30 178.9(4) . . . . ? O4 C28 C29 C30 -1.8(5) . . . . ? O10 C28 C29 C34 -2.9(6) . . . . ? O4 C28 C29 C34 176.4(4) . . . . ? C34 C29 C30 C31 0.0(7) . . . . ? C28 C29 C30 C31 178.3(4) . . . . ? C29 C30 C31 C32 0.1(8) . . . . ? C30 C31 C32 C33 0.0(9) . . . . ? C31 C32 C33 C34 -0.1(9) . . . . ? C32 C33 C34 C29 0.1(8) . . . . ? C30 C29 C34 C33 -0.1(7) . . . . ? C28 C29 C34 C33 -178.4(4) . . . . ? C5 O5 C35 O11 6.7(5) . . . . ? C5 O5 C35 C36 -173.7(3) . . . . ? O11 C35 C36 C37 23.3(6) . . . . ? O5 C35 C36 C37 -156.3(4) . . . . ? O11 C35 C36 C41 -153.2(4) . . . . ? O5 C35 C36 C41 27.2(5) . . . . ? C41 C36 C37 C38 -0.8(8) . . . . ? C35 C36 C37 C38 -177.5(5) . . . . ? C36 C37 C38 C39 0.4(9) . . . . ? C37 C38 C39 C40 2.0(9) . . . . ? C38 C39 C40 C41 -3.9(10) . . . . ? C39 C40 C41 C36 3.4(9) . . . . ? C37 C36 C41 C40 -1.2(8) . . . . ? C35 C36 C41 C40 175.5(5) . . . . ? C6 O6 C42 O12 -1.6(5) . . . . ? C6 O6 C42 C43 178.8(3) . . . . ? O12 C42 C43 C44 -18.9(6) . . . . ? O6 C42 C43 C44 160.6(4) . . . . ? O12 C42 C43 C48 158.3(4) . . . . ? O6 C42 C43 C48 -22.2(5) . . . . ? C48 C43 C44 C45 -1.3(7) . . . . ? C42 C43 C44 C45 176.0(4) . . . . ? C43 C44 C45 C46 2.2(7) . . . . ? C44 C45 C46 C47 -1.8(8) . . . . ? C45 C46 C47 C48 0.6(7) . . . . ? C44 C43 C48 C47 0.1(6) . . . . ? C42 C43 C48 C47 -177.1(4) . . . . ? C46 C47 C48 C43 0.3(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C9 H9 O7 0.93 2.87 3.436(5) 120.2 5_564 C10 H10 O7 0.93 2.88 3.437(6) 119.9 5_564 C46 H46 O8' 0.93 2.57 3.469(7) 164.1 1_455 C27 H27 O10 0.93 2.43 3.232(5) 144.9 6_655 C12 H12 O10 0.93 2.48 3.335(5) 152.3 1_565 C39 H39 O7 0.93 2.63 3.538(6) 165.0 5_454 C4 H4 O9 0.98 2.67 3.488(5) 141.4 5_564 C6 H6 O9 0.98 2.62 3.458(4) 143.0 5_564 C3 H3 O12 0.98 2.40 3.260(4) 145.8 6_655 C5 H5 O12 0.98 2.56 3.370(4) 139.4 6_655 C25 H25 O11 0.93 2.53 3.327(5) 143.7 1_655 C44 H44 O11 0.93 2.69 3.382(5) 131.4 5_564 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.273 _refine_diff_density_min -0.184 _refine_diff_density_rms 0.042 data_FormII _database_code_depnum_ccdc_archive 'CCDC 244386' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'Hexa-O-benzoyl-myo-inositol' ; _chemical_name_common Hexa-O-benzoyl-myo-inositol _chemical_melting_point ? _chemical_formula_moiety 'C48 H36 O12' _chemical_formula_sum 'C48 H36 O12' _chemical_formula_weight 804.77 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 11.931(3) _cell_length_b 14.463(4) _cell_length_c 14.722(4) _cell_angle_alpha 64.109(4) _cell_angle_beta 71.642(5) _cell_angle_gamma 67.851(6) _cell_volume 2082.2(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1885 _cell_measurement_theta_min 2.242 _cell_measurement_theta_max 20.046 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9653 _exptl_absorpt_correction_T_max 0.9946 _exptl_absorpt_process_details 'bruker sadabs' _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 'CCD Area Detector' _diffrn_measurement_device 'Bruker Smart APEX' _diffrn_measurement_method 'phi and Omega Scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15011 _diffrn_reflns_av_R_equivalents 0.0564 _diffrn_reflns_av_sigmaI/netI 0.0768 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7285 _reflns_number_gt 3862 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SAINT' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, ORTEP 3, Mercury 1.2.1' _computing_publication_material 'SHELXTL, PLATON' _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^)+(0.0648P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7285 _refine_ls_number_parameters 541 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1159 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1474 _refine_ls_wR_factor_gt 0.1211 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _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 0.22928(14) 0.34160(13) 0.31249(12) 0.0567(4) Uani 1 1 d . . . O2 O 0.08597(14) 0.55426(13) 0.27697(12) 0.0551(4) Uani 1 1 d . . . O3 O 0.21113(14) 0.71717(13) 0.20750(12) 0.0576(5) Uani 1 1 d . . . O4 O 0.27884(15) 0.73248(14) 0.00415(13) 0.0626(5) Uani 1 1 d . . . O5 O 0.24632(13) 0.57724(13) -0.04204(12) 0.0561(5) Uani 1 1 d . . . O6 O 0.30226(14) 0.36661(14) 0.10053(13) 0.0590(5) Uani 1 1 d . . . O7 O 0.41648(19) 0.25256(17) 0.35118(18) 0.1018(8) Uani 1 1 d . . . O8 O 0.04943(16) 0.60430(16) 0.41156(14) 0.0736(6) Uani 1 1 d . . . O9 O 0.34277(19) 0.65798(17) 0.31422(16) 0.0852(6) Uani 1 1 d . . . O10 O 0.0889(2) 0.84382(18) -0.0086(2) 0.1129(9) Uani 1 1 d . . . O11 O 0.44225(16) 0.54453(18) -0.12384(13) 0.0870(7) Uani 1 1 d . . . O12 O 0.1243(2) 0.3508(2) 0.0986(2) 0.1265(10) Uani 1 1 d . . . C1 C 0.2744(2) 0.4307(2) 0.23521(17) 0.0515(6) Uani 1 1 d . . . H1 H 0.3641 0.4107 0.2273 0.062 Uiso 1 1 calc R . . C2 C 0.2175(2) 0.5274(2) 0.26776(18) 0.0515(6) Uani 1 1 d . . . H2 H 0.2385 0.5106 0.3336 0.062 Uiso 1 1 calc R . . C3 C 0.2646(2) 0.6207(2) 0.18481(18) 0.0525(6) Uani 1 1 d . . . H3 H 0.3543 0.6010 0.1765 0.063 Uiso 1 1 calc R . . C4 C 0.2297(2) 0.6475(2) 0.08339(18) 0.0522(6) Uani 1 1 d . . . H4 H 0.1399 0.6693 0.0905 0.063 Uiso 1 1 calc R . . C5 C 0.2852(2) 0.5506(2) 0.05162(17) 0.0521(6) Uani 1 1 d . . . H5 H 0.3752 0.5315 0.0405 0.062 Uiso 1 1 calc R . . C6 C 0.2403(2) 0.4560(2) 0.13398(18) 0.0506(6) Uani 1 1 d . . . H6 H 0.1510 0.4724 0.1417 0.061 Uiso 1 1 calc R . . C7 C 0.3110(2) 0.2556(2) 0.3648(2) 0.0566(7) Uani 1 1 d . . . C8 C 0.2577(2) 0.1674(2) 0.43796(18) 0.0530(6) Uani 1 1 d . . . C9 C 0.1332(3) 0.1799(2) 0.4664(2) 0.0748(8) Uani 1 1 d . . . H9 H 0.0785 0.2464 0.4392 0.090 Uiso 1 1 calc R . . C10 C 0.0888(3) 0.0937(3) 0.5356(3) 0.0965(10) Uani 1 1 d . . . H10 H 0.0045 0.1026 0.5547 0.116 Uiso 1 1 calc R . . C11 C 0.1692(4) -0.0053(3) 0.5764(2) 0.0877(9) Uani 1 1 d . . . H11 H 0.1392 -0.0632 0.6219 0.105 Uiso 1 1 calc R . . C12 C 0.2923(3) -0.0177(3) 0.5499(2) 0.0822(9) Uani 1 1 d . . . H12 H 0.3468 -0.0838 0.5782 0.099 Uiso 1 1 calc R . . C13 C 0.3364(3) 0.0679(2) 0.4809(2) 0.0702(8) Uani 1 1 d . . . H13 H 0.4209 0.0586 0.4629 0.084 Uiso 1 1 calc R . . C14 C 0.0108(2) 0.5914(2) 0.3528(2) 0.0541(6) Uani 1 1 d . . . C15 C -0.1203(2) 0.61082(19) 0.35245(19) 0.0533(6) Uani 1 1 d . . . C16 C -0.1592(2) 0.6110(2) 0.2732(2) 0.0686(8) Uani 1 1 d . . . H16 H -0.1020 0.5986 0.2169 0.082 Uiso 1 1 calc R . . C17 C -0.2820(3) 0.6293(3) 0.2775(3) 0.0841(9) Uani 1 1 d . . . H17 H -0.3080 0.6302 0.2237 0.101 Uiso 1 1 calc R . . C18 C -0.3665(3) 0.6463(3) 0.3608(3) 0.0880(10) Uani 1 1 d . . . H18 H -0.4494 0.6575 0.3637 0.106 Uiso 1 1 calc R . . C19 C -0.3298(3) 0.6470(3) 0.4402(2) 0.0822(9) Uani 1 1 d . . . H19 H -0.3876 0.6586 0.4964 0.099 Uiso 1 1 calc R . . C20 C -0.2063(2) 0.6301(2) 0.4358(2) 0.0667(8) Uani 1 1 d . . . H20 H -0.1811 0.6317 0.4886 0.080 Uiso 1 1 calc R . . C21 C 0.2645(2) 0.7295(2) 0.2689(2) 0.0621(7) Uani 1 1 d . . . C22 C 0.2171(2) 0.8399(2) 0.2690(2) 0.0608(7) Uani 1 1 d . . . C23 C 0.1299(3) 0.9179(3) 0.2120(2) 0.0742(8) Uani 1 1 d . . . H23 H 0.0960 0.9006 0.1746 0.089 Uiso 1 1 calc R . . C24 C 0.0923(3) 1.0218(3) 0.2098(3) 0.0884(9) Uani 1 1 d . . . H24 H 0.0332 1.0738 0.1711 0.106 Uiso 1 1 calc R . . C25 C 0.1415(4) 1.0476(3) 0.2640(3) 0.0932(10) Uani 1 1 d . . . H25 H 0.1159 1.1175 0.2623 0.112 Uiso 1 1 calc R . . C26 C 0.2285(4) 0.9719(3) 0.3210(3) 0.0942(11) Uani 1 1 d . . . H26 H 0.2619 0.9904 0.3577 0.113 Uiso 1 1 calc R . . C27 C 0.2666(3) 0.8678(3) 0.3240(2) 0.0790(9) Uani 1 1 d . . . H27 H 0.3256 0.8163 0.3630 0.095 Uiso 1 1 calc R . . C28 C 0.1977(3) 0.8275(2) -0.0388(2) 0.0723(8) Uani 1 1 d . . . C29 C 0.2607(4) 0.9038(2) -0.1241(2) 0.0763(9) Uani 1 1 d . . . C30 C 0.3844(4) 0.8737(3) -0.1663(2) 0.0991(11) Uani 1 1 d . . . H30 H 0.4301 0.8024 -0.1420 0.119 Uiso 1 1 calc R . . C31 C 0.4407(5) 0.9492(4) -0.2446(3) 0.1310(16) Uani 1 1 d . . . H31 H 0.5236 0.9292 -0.2726 0.157 Uiso 1 1 calc R . . C32 C 0.3723(7) 1.0520(5) -0.2790(4) 0.153(2) Uani 1 1 d . . . H32 H 0.4109 1.1024 -0.3300 0.184 Uiso 1 1 calc R . . C33 C 0.2509(6) 1.0856(4) -0.2434(4) 0.143(2) Uani 1 1 d . . . H33 H 0.2060 1.1566 -0.2714 0.171 Uiso 1 1 calc R . . C34 C 0.1941(4) 1.0098(3) -0.1625(3) 0.1159(14) Uani 1 1 d . . . H34 H 0.1113 1.0314 -0.1348 0.139 Uiso 1 1 calc R . . C35 C 0.3343(2) 0.5726(2) -0.12577(19) 0.0568(7) Uani 1 1 d . . . C36 C 0.2827(2) 0.6064(2) -0.21793(19) 0.0604(7) Uani 1 1 d . . . C37 C 0.3622(3) 0.6099(3) -0.3104(2) 0.0957(11) Uani 1 1 d . . . H37 H 0.4464 0.5925 -0.3139 0.115 Uiso 1 1 calc R . . C38 C 0.3170(3) 0.6389(3) -0.3976(2) 0.1111(13) Uani 1 1 d . . . H38 H 0.3709 0.6417 -0.4596 0.133 Uiso 1 1 calc R . . C39 C 0.1944(3) 0.6635(3) -0.3933(2) 0.1030(12) Uani 1 1 d . . . H39 H 0.1645 0.6831 -0.4522 0.124 Uiso 1 1 calc R . . C40 C 0.1146(3) 0.6594(3) -0.3021(2) 0.0978(11) Uani 1 1 d . . . H40 H 0.0307 0.6757 -0.2994 0.117 Uiso 1 1 calc R . . C41 C 0.1580(2) 0.6312(3) -0.2140(2) 0.0757(9) Uani 1 1 d . . . H41 H 0.1034 0.6290 -0.1525 0.091 Uiso 1 1 calc R . . C42 C 0.2331(3) 0.3281(2) 0.0758(2) 0.0710(8) Uani 1 1 d . . . C43 C 0.3095(3) 0.2552(2) 0.0198(2) 0.0705(8) Uani 1 1 d . . . C44 C 0.2534(4) 0.1970(3) 0.0029(3) 0.1069(12) Uani 1 1 d . . . H44 H 0.1696 0.2044 0.0266 0.128 Uiso 1 1 calc R . . C45 C 0.3232(6) 0.1274(4) -0.0497(3) 0.1288(17) Uani 1 1 d . . . H45 H 0.2865 0.0872 -0.0602 0.155 Uiso 1 1 calc R . . C46 C 0.4448(6) 0.1187(4) -0.0854(3) 0.1345(18) Uani 1 1 d . . . H46 H 0.4911 0.0728 -0.1210 0.161 Uiso 1 1 calc R . . C47 C 0.4997(4) 0.1756(3) -0.0701(3) 0.1087(12) Uani 1 1 d . . . H47 H 0.5833 0.1683 -0.0950 0.130 Uiso 1 1 calc R . . C48 C 0.4333(3) 0.2443(2) -0.0181(2) 0.0819(9) Uani 1 1 d . . . H48 H 0.4721 0.2835 -0.0085 0.098 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 0.0433(10) 0.0558(11) 0.0531(10) -0.0085(9) -0.0061(8) -0.0109(9) O2 0.0398(10) 0.0666(12) 0.0523(10) -0.0241(9) -0.0026(8) -0.0099(8) O3 0.0518(11) 0.0596(12) 0.0600(11) -0.0212(9) -0.0148(9) -0.0108(9) O4 0.0584(11) 0.0579(12) 0.0562(11) -0.0077(10) -0.0121(9) -0.0143(10) O5 0.0395(9) 0.0768(13) 0.0429(10) -0.0181(9) -0.0051(8) -0.0128(8) O6 0.0489(10) 0.0661(12) 0.0616(11) -0.0281(10) -0.0043(8) -0.0144(9) O7 0.0580(14) 0.0807(16) 0.1308(19) 0.0121(13) -0.0372(13) -0.0256(11) O8 0.0613(12) 0.0987(15) 0.0681(12) -0.0427(12) -0.0093(10) -0.0169(10) O9 0.0819(14) 0.0825(15) 0.0954(15) -0.0272(13) -0.0458(13) -0.0089(12) O10 0.0739(17) 0.0837(18) 0.142(2) -0.0135(16) -0.0367(16) -0.0001(13) O11 0.0398(11) 0.147(2) 0.0564(12) -0.0298(12) -0.0026(9) -0.0216(12) O12 0.0630(16) 0.186(3) 0.183(3) -0.121(2) 0.0236(16) -0.0619(16) C1 0.0392(14) 0.0567(17) 0.0473(15) -0.0114(13) -0.0040(11) -0.0137(12) C2 0.0406(14) 0.0584(17) 0.0481(14) -0.0160(13) -0.0060(11) -0.0116(12) C3 0.0418(14) 0.0565(17) 0.0564(16) -0.0219(14) -0.0082(12) -0.0097(13) C4 0.0409(14) 0.0552(17) 0.0490(15) -0.0122(13) -0.0042(12) -0.0125(12) C5 0.0393(14) 0.0651(18) 0.0431(14) -0.0160(13) -0.0088(11) -0.0087(13) C6 0.0359(13) 0.0575(17) 0.0515(15) -0.0215(14) -0.0022(11) -0.0084(12) C7 0.0445(16) 0.0583(19) 0.0600(16) -0.0178(15) -0.0138(14) -0.0077(14) C8 0.0496(16) 0.0592(18) 0.0484(15) -0.0159(14) -0.0122(13) -0.0149(14) C9 0.0595(19) 0.074(2) 0.070(2) -0.0090(17) -0.0116(15) -0.0169(16) C10 0.068(2) 0.097(3) 0.092(2) -0.007(2) 0.0011(19) -0.034(2) C11 0.098(3) 0.077(3) 0.070(2) -0.0035(18) -0.007(2) -0.040(2) C12 0.088(3) 0.065(2) 0.071(2) -0.0028(17) -0.0222(18) -0.0173(19) C13 0.0622(18) 0.063(2) 0.0712(19) -0.0088(17) -0.0217(16) -0.0134(16) C14 0.0521(17) 0.0498(17) 0.0493(16) -0.0158(13) -0.0031(13) -0.0101(13) C15 0.0446(15) 0.0476(16) 0.0544(16) -0.0141(13) -0.0035(13) -0.0085(12) C16 0.0525(18) 0.086(2) 0.0670(19) -0.0346(17) -0.0039(14) -0.0168(15) C17 0.062(2) 0.103(3) 0.088(2) -0.036(2) -0.0183(18) -0.0192(18) C18 0.0458(18) 0.105(3) 0.099(3) -0.037(2) -0.0067(19) -0.0129(17) C19 0.0508(19) 0.098(3) 0.076(2) -0.0339(19) 0.0060(16) -0.0106(16) C20 0.0516(18) 0.077(2) 0.0571(17) -0.0247(15) -0.0005(14) -0.0095(14) C21 0.0552(17) 0.074(2) 0.0601(17) -0.0215(16) -0.0161(14) -0.0197(16) C22 0.0635(18) 0.067(2) 0.0555(16) -0.0232(15) -0.0070(14) -0.0242(15) C23 0.076(2) 0.074(2) 0.075(2) -0.0287(18) -0.0150(17) -0.0207(17) C24 0.096(2) 0.075(2) 0.091(2) -0.032(2) -0.0173(19) -0.0182(19) C25 0.114(3) 0.083(3) 0.090(3) -0.040(2) -0.001(2) -0.038(2) C26 0.112(3) 0.111(3) 0.089(2) -0.049(2) -0.007(2) -0.057(2) C27 0.083(2) 0.094(3) 0.071(2) -0.0319(19) -0.0165(16) -0.0324(19) C28 0.083(2) 0.058(2) 0.071(2) -0.0115(17) -0.0338(19) -0.0118(19) C29 0.119(3) 0.049(2) 0.064(2) -0.0014(17) -0.045(2) -0.026(2) C30 0.147(4) 0.088(3) 0.056(2) -0.010(2) -0.007(2) -0.056(3) C31 0.203(5) 0.118(4) 0.073(3) -0.020(3) 0.009(3) -0.091(4) C32 0.289(8) 0.103(5) 0.093(3) -0.007(3) -0.052(5) -0.100(6) C33 0.252(7) 0.062(3) 0.131(5) 0.005(3) -0.108(5) -0.051(4) C34 0.174(4) 0.066(3) 0.121(3) -0.008(2) -0.083(3) -0.033(3) C35 0.0405(16) 0.0706(19) 0.0484(16) -0.0150(14) -0.0021(13) -0.0168(13) C36 0.0454(16) 0.077(2) 0.0457(15) -0.0130(14) -0.0046(12) -0.0178(14) C37 0.0575(19) 0.163(4) 0.0483(18) -0.021(2) -0.0003(15) -0.041(2) C38 0.080(2) 0.187(4) 0.0428(18) -0.018(2) -0.0010(17) -0.049(2) C39 0.077(2) 0.158(4) 0.054(2) -0.017(2) -0.0204(18) -0.030(2) C40 0.058(2) 0.150(3) 0.067(2) -0.026(2) -0.0219(17) -0.017(2) C41 0.0505(18) 0.111(3) 0.0495(17) -0.0227(17) -0.0076(13) -0.0142(16) C42 0.063(2) 0.083(2) 0.0722(19) -0.0283(18) 0.0035(16) -0.0390(18) C43 0.090(2) 0.072(2) 0.0556(17) -0.0216(16) -0.0067(17) -0.0362(18) C44 0.146(3) 0.118(3) 0.081(2) -0.032(2) -0.012(2) -0.074(3) C45 0.220(5) 0.116(4) 0.093(3) -0.044(3) -0.030(4) -0.082(4) C46 0.220(6) 0.097(3) 0.085(3) -0.042(3) -0.015(4) -0.042(4) C47 0.126(3) 0.098(3) 0.088(3) -0.051(2) 0.009(2) -0.019(2) C48 0.093(3) 0.078(2) 0.072(2) -0.0364(18) -0.0015(18) -0.0210(19) _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 C7 1.346(3) . ? O1 C1 1.450(3) . ? O2 C14 1.367(3) . ? O2 C2 1.444(3) . ? O3 C21 1.357(3) . ? O3 C3 1.438(3) . ? O4 C28 1.360(3) . ? O4 C4 1.441(3) . ? O5 C35 1.353(3) . ? O5 C5 1.438(3) . ? O6 C42 1.356(3) . ? O6 C6 1.438(3) . ? O7 C7 1.197(3) . ? O8 C14 1.205(3) . ? O9 C21 1.204(3) . ? O10 C28 1.198(3) . ? O11 C35 1.201(3) . ? O12 C42 1.186(3) . ? C1 C2 1.521(3) . ? C1 C6 1.521(3) . ? C2 C3 1.525(3) . ? C3 C4 1.522(3) . ? C4 C5 1.516(3) . ? C5 C6 1.524(3) . ? C7 C8 1.474(4) . ? C8 C9 1.374(3) . ? C8 C13 1.383(3) . ? C9 C10 1.386(4) . ? C10 C11 1.381(4) . ? C11 C12 1.358(4) . ? C12 C13 1.377(4) . ? C14 C15 1.483(3) . ? C15 C16 1.384(3) . ? C15 C20 1.388(3) . ? C16 C17 1.373(4) . ? C17 C18 1.371(4) . ? C18 C19 1.375(4) . ? C19 C20 1.384(4) . ? C21 C22 1.481(4) . ? C22 C23 1.377(4) . ? C22 C27 1.391(4) . ? C23 C24 1.385(4) . ? C24 C25 1.358(4) . ? C25 C26 1.367(4) . ? C26 C27 1.384(4) . ? C28 C29 1.478(4) . ? C29 C34 1.381(4) . ? C29 C30 1.389(4) . ? C30 C31 1.392(5) . ? C31 C32 1.349(7) . ? C32 C33 1.350(7) . ? C33 C34 1.411(6) . ? C35 C36 1.476(3) . ? C36 C41 1.382(3) . ? C36 C37 1.385(4) . ? C37 C38 1.382(4) . ? C38 C39 1.356(4) . ? C39 C40 1.372(4) . ? C40 C41 1.384(4) . ? C42 C43 1.477(4) . ? C43 C48 1.379(4) . ? C43 C44 1.389(4) . ? C44 C45 1.397(5) . ? C45 C46 1.356(6) . ? C46 C47 1.348(6) . ? C47 C48 1.374(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O1 C1 117.48(19) . . ? C14 O2 C2 118.72(18) . . ? C21 O3 C3 117.42(19) . . ? C28 O4 C4 117.8(2) . . ? C35 O5 C5 117.81(18) . . ? C42 O6 C6 117.7(2) . . ? O1 C1 C2 109.78(19) . . ? O1 C1 C6 108.44(18) . . ? C2 C1 C6 110.5(2) . . ? O2 C2 C1 107.05(18) . . ? O2 C2 C3 109.60(18) . . ? C1 C2 C3 109.0(2) . . ? O3 C3 C4 105.97(19) . . ? O3 C3 C2 112.6(2) . . ? C4 C3 C2 109.96(19) . . ? O4 C4 C5 107.53(19) . . ? O4 C4 C3 109.84(19) . . ? C5 C4 C3 109.76(19) . . ? O5 C5 C4 108.28(19) . . ? O5 C5 C6 108.80(19) . . ? C4 C5 C6 110.4(2) . . ? O6 C6 C1 109.74(19) . . ? O6 C6 C5 106.72(19) . . ? C1 C6 C5 109.51(19) . . ? O7 C7 O1 122.2(3) . . ? O7 C7 C8 124.4(2) . . ? O1 C7 C8 113.4(2) . . ? C9 C8 C13 118.5(3) . . ? C9 C8 C7 122.9(2) . . ? C13 C8 C7 118.6(2) . . ? C8 C9 C10 120.1(3) . . ? C11 C10 C9 120.4(3) . . ? C12 C11 C10 119.7(3) . . ? C11 C12 C13 119.9(3) . . ? C12 C13 C8 121.4(3) . . ? O8 C14 O2 122.9(2) . . ? O8 C14 C15 126.2(2) . . ? O2 C14 C15 110.9(2) . . ? C16 C15 C20 119.6(2) . . ? C16 C15 C14 122.9(2) . . ? C20 C15 C14 117.5(2) . . ? C17 C16 C15 120.1(3) . . ? C18 C17 C16 120.2(3) . . ? C17 C18 C19 120.6(3) . . ? C18 C19 C20 119.6(3) . . ? C19 C20 C15 119.9(3) . . ? O9 C21 O3 122.3(3) . . ? O9 C21 C22 126.0(2) . . ? O3 C21 C22 111.7(2) . . ? C23 C22 C27 118.6(3) . . ? C23 C22 C21 122.2(2) . . ? C27 C22 C21 119.1(3) . . ? C22 C23 C24 120.6(3) . . ? C25 C24 C23 120.0(3) . . ? C24 C25 C26 120.6(3) . . ? C25 C26 C27 119.9(3) . . ? C26 C27 C22 120.2(3) . . ? O10 C28 O4 122.2(3) . . ? O10 C28 C29 126.1(3) . . ? O4 C28 C29 111.7(3) . . ? C34 C29 C30 118.7(4) . . ? C34 C29 C28 118.6(4) . . ? C30 C29 C28 122.7(3) . . ? C29 C30 C31 120.6(4) . . ? C32 C31 C30 118.7(5) . . ? C31 C32 C33 123.5(6) . . ? C32 C33 C34 118.0(5) . . ? C29 C34 C33 120.5(5) . . ? O11 C35 O5 122.7(2) . . ? O11 C35 C36 124.6(2) . . ? O5 C35 C36 112.6(2) . . ? C41 C36 C37 119.0(2) . . ? C41 C36 C35 122.0(2) . . ? C37 C36 C35 119.0(2) . . ? C38 C37 C36 120.4(3) . . ? C39 C38 C37 120.3(3) . . ? C38 C39 C40 120.0(3) . . ? C39 C40 C41 120.5(3) . . ? C36 C41 C40 119.8(3) . . ? O12 C42 O6 122.5(3) . . ? O12 C42 C43 125.5(3) . . ? O6 C42 C43 112.0(3) . . ? C48 C43 C44 118.8(3) . . ? C48 C43 C42 122.7(3) . . ? C44 C43 C42 118.5(3) . . ? C43 C44 C45 119.8(4) . . ? C46 C45 C44 119.5(4) . . ? C47 C46 C45 121.0(4) . . ? C46 C47 C48 120.7(4) . . ? C47 C48 C43 120.2(3) . . ? 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 C7 O1 C1 C2 -113.8(2) . . . . ? C7 O1 C1 C6 125.4(2) . . . . ? C14 O2 C2 C1 144.1(2) . . . . ? C14 O2 C2 C3 -97.9(2) . . . . ? O1 C1 C2 O2 -60.7(2) . . . . ? C6 C1 C2 O2 58.9(2) . . . . ? O1 C1 C2 C3 -179.14(17) . . . . ? C6 C1 C2 C3 -59.6(2) . . . . ? C21 O3 C3 C4 -155.1(2) . . . . ? C21 O3 C3 C2 84.6(2) . . . . ? O2 C2 C3 O3 60.7(2) . . . . ? C1 C2 C3 O3 177.55(17) . . . . ? O2 C2 C3 C4 -57.2(2) . . . . ? C1 C2 C3 C4 59.6(2) . . . . ? C28 O4 C4 C5 125.5(2) . . . . ? C28 O4 C4 C3 -115.1(2) . . . . ? O3 C3 C4 O4 60.5(2) . . . . ? C2 C3 C4 O4 -177.49(18) . . . . ? O3 C3 C4 C5 178.54(18) . . . . ? C2 C3 C4 C5 -59.5(3) . . . . ? C35 O5 C5 C4 119.6(2) . . . . ? C35 O5 C5 C6 -120.4(2) . . . . ? O4 C4 C5 O5 -62.9(2) . . . . ? C3 C4 C5 O5 177.67(18) . . . . ? O4 C4 C5 C6 178.12(17) . . . . ? C3 C4 C5 C6 58.7(2) . . . . ? C42 O6 C6 C1 128.1(2) . . . . ? C42 O6 C6 C5 -113.3(2) . . . . ? O1 C1 C6 O6 -63.9(2) . . . . ? C2 C1 C6 O6 175.69(18) . . . . ? O1 C1 C6 C5 179.23(18) . . . . ? C2 C1 C6 C5 58.9(3) . . . . ? O5 C5 C6 O6 64.4(2) . . . . ? C4 C5 C6 O6 -176.88(17) . . . . ? O5 C5 C6 C1 -176.85(18) . . . . ? C4 C5 C6 C1 -58.2(2) . . . . ? C1 O1 C7 O7 2.2(3) . . . . ? C1 O1 C7 C8 -177.27(19) . . . . ? O7 C7 C8 C9 167.1(3) . . . . ? O1 C7 C8 C9 -13.5(3) . . . . ? O7 C7 C8 C13 -12.1(4) . . . . ? O1 C7 C8 C13 167.3(2) . . . . ? C13 C8 C9 C10 -0.9(4) . . . . ? C7 C8 C9 C10 179.9(3) . . . . ? C8 C9 C10 C11 -0.1(5) . . . . ? C9 C10 C11 C12 1.1(5) . . . . ? C10 C11 C12 C13 -1.3(5) . . . . ? C11 C12 C13 C8 0.4(4) . . . . ? C9 C8 C13 C12 0.7(4) . . . . ? C7 C8 C13 C12 179.9(2) . . . . ? C2 O2 C14 O8 1.2(3) . . . . ? C2 O2 C14 C15 -178.01(19) . . . . ? O8 C14 C15 C16 169.2(3) . . . . ? O2 C14 C15 C16 -11.6(3) . . . . ? O8 C14 C15 C20 -10.5(4) . . . . ? O2 C14 C15 C20 168.7(2) . . . . ? C20 C15 C16 C17 -0.5(4) . . . . ? C14 C15 C16 C17 179.9(3) . . . . ? C15 C16 C17 C18 -0.7(5) . . . . ? C16 C17 C18 C19 1.0(5) . . . . ? C17 C18 C19 C20 -0.1(5) . . . . ? C18 C19 C20 C15 -1.1(4) . . . . ? C16 C15 C20 C19 1.4(4) . . . . ? C14 C15 C20 C19 -178.9(2) . . . . ? C3 O3 C21 O9 -9.7(4) . . . . ? C3 O3 C21 C22 168.5(2) . . . . ? O9 C21 C22 C23 177.8(3) . . . . ? O3 C21 C22 C23 -0.3(4) . . . . ? O9 C21 C22 C27 1.3(4) . . . . ? O3 C21 C22 C27 -176.8(2) . . . . ? C27 C22 C23 C24 -0.1(4) . . . . ? C21 C22 C23 C24 -176.7(3) . . . . ? C22 C23 C24 C25 0.1(5) . . . . ? C23 C24 C25 C26 0.1(5) . . . . ? C24 C25 C26 C27 -0.2(5) . . . . ? C25 C26 C27 C22 0.2(5) . . . . ? C23 C22 C27 C26 0.0(4) . . . . ? C21 C22 C27 C26 176.6(3) . . . . ? C4 O4 C28 O10 4.5(4) . . . . ? C4 O4 C28 C29 -175.5(2) . . . . ? O10 C28 C29 C34 12.3(5) . . . . ? O4 C28 C29 C34 -167.7(2) . . . . ? O10 C28 C29 C30 -168.6(3) . . . . ? O4 C28 C29 C30 11.4(4) . . . . ? C34 C29 C30 C31 1.0(5) . . . . ? C28 C29 C30 C31 -178.0(3) . . . . ? C29 C30 C31 C32 -0.4(6) . . . . ? C30 C31 C32 C33 -1.7(8) . . . . ? C31 C32 C33 C34 3.1(9) . . . . ? C30 C29 C34 C33 0.4(5) . . . . ? C28 C29 C34 C33 179.5(3) . . . . ? C32 C33 C34 C29 -2.4(7) . . . . ? C5 O5 C35 O11 2.2(4) . . . . ? C5 O5 C35 C36 -177.4(2) . . . . ? O11 C35 C36 C41 175.6(3) . . . . ? O5 C35 C36 C41 -4.8(4) . . . . ? O11 C35 C36 C37 -2.1(4) . . . . ? O5 C35 C36 C37 177.4(3) . . . . ? C41 C36 C37 C38 0.8(5) . . . . ? C35 C36 C37 C38 178.6(3) . . . . ? C36 C37 C38 C39 -0.6(6) . . . . ? C37 C38 C39 C40 -0.1(6) . . . . ? C38 C39 C40 C41 0.6(6) . . . . ? C37 C36 C41 C40 -0.3(5) . . . . ? C35 C36 C41 C40 -178.1(3) . . . . ? C39 C40 C41 C36 -0.4(5) . . . . ? C6 O6 C42 O12 -14.6(4) . . . . ? C6 O6 C42 C43 166.3(2) . . . . ? O12 C42 C43 C48 169.9(3) . . . . ? O6 C42 C43 C48 -11.0(4) . . . . ? O12 C42 C43 C44 -8.7(5) . . . . ? O6 C42 C43 C44 170.5(3) . . . . ? C48 C43 C44 C45 1.4(5) . . . . ? C42 C43 C44 C45 -180.0(3) . . . . ? C43 C44 C45 C46 -1.2(6) . . . . ? C44 C45 C46 C47 0.6(7) . . . . ? C45 C46 C47 C48 -0.3(7) . . . . ? C46 C47 C48 C43 0.5(5) . . . . ? C44 C43 C48 C47 -1.1(5) . . . . ? C42 C43 C48 C47 -179.6(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C1 H1 O11 0.98 2.48 3.340(3) 146.9 2_665 C3 H3 O11 0.98 2.70 3.514(3) 140.2 2_665 C5 H5 O11 0.98 2.48 3.335(3) 145.4 2_665 C41 H41 O12 0.93 2.52 3.228(4) 133.4 2_565 C18 H18 O9 0.93 2.79 3.673(4) 158.1 1_455 C24 H24 O10 0.93 2.77 3.613(4) 151.5 2_575 C19 H19 O7 0.93 2.91 3.658(4) 137.9 2_566 C48 H48 O4 0.93 2.91 3.650(4) 137.3 2_665 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.206 _refine_diff_density_min -0.216 _refine_diff_density_rms 0.040 data_FormIII _database_code_depnum_ccdc_archive 'CCDC 244387' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'Hexa-O-benzoyl-myo-inositol' ; _chemical_name_common Hexa-O-benzoyl-myo-inositol _chemical_melting_point ? _chemical_formula_moiety 'C48 H36 O12, 1.75(C H2 Cl2), 0.25(H2 O)' _chemical_formula_sum 'C49.75 H40 Cl3.50 O12.25' _chemical_formula_weight 957.89 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' Cl Cl 0.1484 0.1585 '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 13.961(2) _cell_length_b 14.214(2) _cell_length_c 15.134(2) _cell_angle_alpha 104.827(2) _cell_angle_beta 101.516(2) _cell_angle_gamma 117.970(2) _cell_volume 2377.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used 5446 _cell_measurement_theta_min 2.226 _cell_measurement_theta_max 28.082 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.66 _exptl_crystal_size_mid 0.58 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 985 _exptl_absorpt_coefficient_mu 0.282 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8355 _exptl_absorpt_correction_T_max 0.9003 _exptl_absorpt_process_details 'bruker sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 'CCD Area Detector' _diffrn_measurement_device 'Bruker Smart APEX' _diffrn_measurement_method 'phi and Omega Scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11397 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_sigmaI/netI 0.0487 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8203 _reflns_number_gt 6151 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SAINT' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, ORTEP3, MERCURY 1.2.1' _computing_publication_material 'SHELXTL, PLATON' _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^)+(0.1107P)^2^+0.9594P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8203 _refine_ls_number_parameters 646 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0828 _refine_ls_R_factor_gt 0.0667 _refine_ls_wR_factor_ref 0.2021 _refine_ls_wR_factor_gt 0.1866 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.052 _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 Cl1 Cl 0.09257(11) 0.48519(11) 0.41598(16) 0.1609(8) Uani 1 1 d . . . Cl2 Cl 0.27098(13) 0.50514(11) 0.33750(11) 0.1157(4) Uani 1 1 d . . . Cl3 Cl 0.53122(16) 0.83543(13) 0.12142(13) 0.1004(5) Uani 0.75 1 d P . . Cl4 Cl 0.64109(18) 0.90466(19) -0.01320(18) 0.1288(7) Uani 0.75 1 d P . . O1 O 0.96300(16) 1.27486(16) 0.72944(14) 0.0489(4) Uani 1 1 d . . . O2 O 1.16904(16) 1.43086(15) 0.71830(13) 0.0465(4) Uani 1 1 d . . . O3 O 1.33699(14) 1.37765(15) 0.70728(13) 0.0452(4) Uani 1 1 d . . . O4 O 1.21823(15) 1.22632(14) 0.50288(13) 0.0434(4) Uani 1 1 d . . . O5 O 0.99444(15) 1.16840(14) 0.41643(12) 0.0430(4) Uani 1 1 d . A . O6 O 0.85173(15) 1.10917(15) 0.52779(14) 0.0461(4) Uani 1 1 d . . . O7 O 0.9950(2) 1.2045(2) 0.84117(17) 0.0700(6) Uani 1 1 d . . . O8 O 1.3081(2) 1.53757(19) 0.87087(17) 0.0676(6) Uani 1 1 d . . . O9 O 1.36025(18) 1.32056(19) 0.83151(16) 0.0628(5) Uani 1 1 d . . . O10 O 1.34129(18) 1.40516(16) 0.51150(17) 0.0601(5) Uani 1 1 d . . . O11 O 0.9502(2) 0.98535(16) 0.35475(15) 0.0614(5) Uani 1 1 d . A . O12 O 0.7785(2) 1.2180(2) 0.5186(2) 0.0796(7) Uani 1 1 d . . . O1W O 0.4035(10) 0.8837(9) 0.1201(8) 0.096(3) Uani 0.25 1 d P . . C1 C 1.0214(2) 1.2339(2) 0.67870(19) 0.0429(6) Uani 1 1 d . . . H1 H 1.0062 1.1613 0.6841 0.051 Uiso 1 1 calc R . . C2 C 1.1518(2) 1.3243(2) 0.72442(19) 0.0430(6) Uani 1 1 d . . . H2 H 1.1829 1.3369 0.7934 0.052 Uiso 1 1 calc R . . C3 C 1.2150(2) 1.2875(2) 0.66693(19) 0.0421(6) Uani 1 1 d . . . H3 H 1.2045 1.2152 0.6694 0.051 Uiso 1 1 calc R . . C4 C 1.1668(2) 1.2700(2) 0.56117(19) 0.0409(5) Uani 1 1 d . . . H4 H 1.1815 1.3435 0.5583 0.049 Uiso 1 1 calc R . . C5 C 1.0366(2) 1.1779(2) 0.51547(18) 0.0396(5) Uani 1 1 d . . . H5 H 1.0232 1.1031 0.5135 0.048 Uiso 1 1 calc R . . C6 C 0.9701(2) 1.2102(2) 0.57173(19) 0.0423(6) Uani 1 1 d . . . H6 H 0.9722 1.2780 0.5655 0.051 Uiso 1 1 calc R . . C7 C 0.9578(2) 1.2569(3) 0.8122(2) 0.0526(7) Uani 1 1 d . . . C8 C 0.9027(2) 1.3093(3) 0.8613(2) 0.0596(8) Uani 1 1 d . . . C9 C 0.8811(3) 1.3852(3) 0.8354(3) 0.0731(9) Uani 1 1 d . . . H9 H 0.8989 1.4037 0.7838 0.088 Uiso 1 1 calc R . . C10 C 0.8324(4) 1.4341(4) 0.8868(3) 0.0911(12) Uani 1 1 d . . . H10 H 0.8201 1.4876 0.8709 0.109 Uiso 1 1 calc R . . C11 C 0.8026(4) 1.4041(5) 0.9600(3) 0.1116(18) Uani 1 1 d . . . H11 H 0.7682 1.4356 0.9931 0.134 Uiso 1 1 calc R . . C12 C 0.8231(6) 1.3283(7) 0.9848(4) 0.149(3) Uani 1 1 d . . . H12 H 0.8032 1.3083 1.0353 0.178 Uiso 1 1 calc R . . C13 C 0.8732(5) 1.2806(5) 0.9357(3) 0.1112(17) Uani 1 1 d . . . H13 H 0.8870 1.2288 0.9533 0.133 Uiso 1 1 calc R . . C14 C 1.2514(3) 1.5318(2) 0.7953(2) 0.0521(7) Uani 1 1 d . . . C15 C 1.2637(3) 1.6338(2) 0.7762(3) 0.0591(8) Uani 1 1 d . . . C16 C 1.1990(3) 1.6206(3) 0.6867(3) 0.0775(10) Uani 1 1 d . . . H16 H 1.1451 1.5466 0.6370 0.093 Uiso 1 1 calc R . . C17 C 1.2146(4) 1.7181(4) 0.6711(4) 0.1045(15) Uani 1 1 d . . . H17 H 1.1718 1.7086 0.6102 0.125 Uiso 1 1 calc R . . C18 C 1.2900(5) 1.8256(4) 0.7421(5) 0.0998(15) Uani 1 1 d . . . H18 H 1.2981 1.8897 0.7309 0.120 Uiso 1 1 calc R . . C19 C 1.3553(5) 1.8406(3) 0.8317(4) 0.1054(17) Uani 1 1 d . . . H19 H 1.4081 1.9151 0.8810 0.126 Uiso 1 1 calc R . . C20 C 1.3424(4) 1.7435(3) 0.8487(3) 0.0908(13) Uani 1 1 d . . . H20 H 1.3871 1.7536 0.9090 0.109 Uiso 1 1 calc R . . C21 C 1.4011(2) 1.3871(2) 0.7939(2) 0.0492(6) Uani 1 1 d . . . C22 C 1.5235(2) 1.4891(2) 0.8346(2) 0.0497(6) Uani 1 1 d . . . C23 C 1.5647(3) 1.5610(3) 0.7861(3) 0.0675(8) Uani 1 1 d . . . H23 H 1.5154 1.5459 0.7257 0.081 Uiso 1 1 calc R . . C24 C 1.6788(3) 1.6548(3) 0.8275(3) 0.0823(11) Uani 1 1 d . . . H24 H 1.7073 1.7028 0.7949 0.099 Uiso 1 1 calc R . . C25 C 1.7513(3) 1.6776(3) 0.9184(3) 0.0784(10) Uani 1 1 d . . . H25 H 1.8284 1.7411 0.9467 0.094 Uiso 1 1 calc R . . C26 C 1.7093(3) 1.6069(3) 0.9662(3) 0.0738(9) Uani 1 1 d . . . H26 H 1.7582 1.6231 1.0272 0.089 Uiso 1 1 calc R . . C27 C 1.5967(3) 1.5128(3) 0.9254(2) 0.0609(8) Uani 1 1 d . . . H27 H 1.5692 1.4647 0.9582 0.073 Uiso 1 1 calc R . . C28 C 1.3013(2) 1.3026(2) 0.4785(2) 0.0454(6) Uani 1 1 d . . . C29 C 1.3348(2) 1.2424(2) 0.4080(2) 0.0480(6) Uani 1 1 d . . . C30 C 1.2631(3) 1.1249(3) 0.3496(2) 0.0581(7) Uani 1 1 d . . . H30 H 1.1922 1.0801 0.3554 0.070 Uiso 1 1 calc R . . C31 C 1.2962(3) 1.0732(3) 0.2824(3) 0.0725(9) Uani 1 1 d . . . H31 H 1.2465 0.9943 0.2417 0.087 Uiso 1 1 calc R . . C32 C 1.4024(3) 1.1381(3) 0.2757(3) 0.0742(10) Uani 1 1 d . . . H32 H 1.4255 1.1029 0.2317 0.089 Uiso 1 1 calc R . . C33 C 1.4746(3) 1.2556(3) 0.3345(3) 0.0721(9) Uani 1 1 d . . . H33 H 1.5467 1.2995 0.3300 0.086 Uiso 1 1 calc R . . C34 C 1.4412(3) 1.3087(3) 0.3997(2) 0.0595(7) Uani 1 1 d . . . H34 H 1.4894 1.3884 0.4379 0.071 Uiso 1 1 calc R . . C35 C 0.9632(2) 1.0708(2) 0.3430(2) 0.0465(6) Uani 1 1 d . . . C36 C 0.9574(5) 1.0843(5) 0.2483(4) 0.0484(14) Uani 0.80 1 d PD A 1 C37 C 0.9344(5) 0.9957(4) 0.1682(3) 0.0788(13) Uani 0.80 1 d PD A 1 H37 H 0.9220 0.9273 0.1730 0.095 Uiso 0.80 1 calc PR A 1 C38 C 0.9294(7) 1.0065(5) 0.0800(4) 0.112(2) Uani 0.80 1 d PD A 1 H38 H 0.9136 0.9452 0.0255 0.134 Uiso 0.80 1 calc PR A 1 C39 C 0.9477(6) 1.1077(5) 0.0715(4) 0.0940(17) Uani 0.80 1 d PD A 1 H39 H 0.9442 1.1148 0.0117 0.113 Uiso 0.80 1 calc PR A 1 C40 C 0.9706(9) 1.1956(7) 0.1508(6) 0.080(2) Uani 0.80 1 d PD A 1 H40 H 0.9836 1.2641 0.1459 0.096 Uiso 0.80 1 calc PR A 1 C41 C 0.9750(5) 1.1849(5) 0.2391(4) 0.0563(17) Uani 0.80 1 d PD A 1 H41 H 0.9899 1.2459 0.2932 0.068 Uiso 0.80 1 calc PR A 1 C36' C 0.9126(15) 1.0658(14) 0.2426(7) 0.050(7) Uani 0.20 1 d PGD A 2 C37' C 0.8345(17) 0.9604(11) 0.1615(9) 0.090(7) Uani 0.20 1 d PGD A 2 H37' H 0.8042 0.8909 0.1699 0.107 Uiso 0.20 1 calc PR A 2 C38' C 0.802(2) 0.9588(11) 0.0679(7) 0.130(12) Uani 0.20 1 d PGD A 2 H38' H 0.7494 0.8882 0.0137 0.156 Uiso 0.20 1 calc PR A 2 C39' C 0.847(2) 1.0627(14) 0.0554(9) 0.097(7) Uani 0.20 1 d PGD A 2 H39' H 0.8249 1.0616 -0.0073 0.116 Uiso 0.20 1 calc PR A 2 C40' C 0.925(2) 1.1681(12) 0.1364(13) 0.11(2) Uani 0.20 1 d PGD A 2 H40' H 0.9552 1.2377 0.1280 0.137 Uiso 0.20 1 calc PR A 2 C41' C 0.958(2) 1.1697(12) 0.2300(10) 0.14(2) Uani 0.20 1 d PGD A 2 H41' H 1.0100 1.2403 0.2842 0.171 Uiso 0.20 1 calc PR A 2 C42 C 0.7635(2) 1.1239(3) 0.4995(2) 0.0528(7) Uani 1 1 d . . . C43 C 0.6503(2) 1.0120(3) 0.4430(2) 0.0562(7) Uani 1 1 d . . . C44 C 0.5520(3) 1.0135(4) 0.4046(3) 0.0804(11) Uani 1 1 d . . . H44 H 0.5588 1.0841 0.4142 0.096 Uiso 1 1 calc R . . C45 C 0.4447(3) 0.9105(4) 0.3524(4) 0.0993(14) Uani 1 1 d . . . H45 H 0.3792 0.9116 0.3264 0.119 Uiso 1 1 calc R . . C46 C 0.4334(3) 0.8057(4) 0.3381(4) 0.0971(13) Uani 1 1 d . . . H46 H 0.3603 0.7365 0.3031 0.116 Uiso 1 1 calc R . . C47 C 0.5303(3) 0.8029(3) 0.3756(3) 0.0860(11) Uani 1 1 d . . . H47 H 0.5228 0.7321 0.3659 0.103 Uiso 1 1 calc R . . C48 C 0.6385(3) 0.9062(3) 0.4277(3) 0.0631(8) Uani 1 1 d . . . H48 H 0.7040 0.9046 0.4528 0.076 Uiso 1 1 calc R . . C49 C 0.2419(4) 0.5587(3) 0.4379(4) 0.1027(15) Uani 1 1 d . . . H49A H 0.2730 0.6406 0.4546 0.123 Uiso 1 1 calc R . . H49B H 0.2818 0.5521 0.4940 0.123 Uiso 1 1 calc R . . C50 C 0.6031(6) 0.8208(8) 0.0549(8) 0.153(4) Uani 0.75 1 d P . . H50A H 0.5580 0.7398 0.0091 0.183 Uiso 0.75 1 calc PR . . H50B H 0.6749 0.8359 0.0979 0.183 Uiso 0.75 1 calc PR . . 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 Cl1 0.0747(7) 0.0766(8) 0.251(2) -0.0148(9) 0.0429(10) 0.0320(6) Cl2 0.1311(11) 0.0992(8) 0.1378(11) 0.0600(8) 0.0557(9) 0.0700(8) Cl3 0.1266(12) 0.0879(9) 0.1146(11) 0.0467(8) 0.0576(10) 0.0710(9) Cl4 0.1270(14) 0.1473(16) 0.1777(19) 0.1151(15) 0.0856(14) 0.0859(13) O1 0.0536(11) 0.0601(11) 0.0572(11) 0.0318(9) 0.0332(9) 0.0394(10) O2 0.0515(10) 0.0430(10) 0.0576(11) 0.0245(9) 0.0268(9) 0.0302(9) O3 0.0397(9) 0.0469(10) 0.0553(10) 0.0253(8) 0.0195(8) 0.0253(8) O4 0.0447(9) 0.0403(9) 0.0603(11) 0.0266(8) 0.0302(8) 0.0268(8) O5 0.0504(10) 0.0441(9) 0.0485(10) 0.0247(8) 0.0220(8) 0.0315(8) O6 0.0399(9) 0.0485(10) 0.0626(11) 0.0285(9) 0.0231(8) 0.0287(8) O7 0.0823(15) 0.1022(17) 0.0738(14) 0.0566(14) 0.0460(12) 0.0677(15) O8 0.0784(15) 0.0592(13) 0.0603(13) 0.0189(10) 0.0255(12) 0.0370(12) O9 0.0540(12) 0.0673(13) 0.0740(13) 0.0425(12) 0.0208(10) 0.0324(10) O10 0.0637(12) 0.0440(11) 0.0870(15) 0.0347(10) 0.0444(11) 0.0295(10) O11 0.0833(15) 0.0439(11) 0.0632(12) 0.0259(9) 0.0261(11) 0.0376(11) O12 0.0588(13) 0.0643(14) 0.124(2) 0.0354(14) 0.0230(13) 0.0448(12) O1W 0.094(8) 0.063(6) 0.089(7) 0.005(5) 0.042(6) 0.023(6) C1 0.0485(14) 0.0468(14) 0.0528(14) 0.0282(12) 0.0283(12) 0.0324(12) C2 0.0486(14) 0.0458(14) 0.0504(14) 0.0265(12) 0.0244(11) 0.0314(12) C3 0.0387(13) 0.0430(13) 0.0554(14) 0.0258(12) 0.0210(11) 0.0258(11) C4 0.0436(13) 0.0383(13) 0.0541(14) 0.0241(11) 0.0259(11) 0.0263(11) C5 0.0434(13) 0.0415(13) 0.0471(13) 0.0247(11) 0.0218(11) 0.0273(11) C6 0.0436(13) 0.0429(13) 0.0551(15) 0.0261(12) 0.0241(11) 0.0288(12) C7 0.0449(15) 0.0631(17) 0.0531(15) 0.0260(14) 0.0243(12) 0.0285(14) C8 0.0452(15) 0.084(2) 0.0517(16) 0.0232(15) 0.0232(13) 0.0370(15) C9 0.080(2) 0.093(2) 0.076(2) 0.0361(19) 0.0456(19) 0.061(2) C10 0.096(3) 0.118(3) 0.087(3) 0.030(2) 0.043(2) 0.080(3) C11 0.112(3) 0.197(5) 0.069(2) 0.037(3) 0.047(2) 0.118(4) C12 0.194(6) 0.300(9) 0.101(4) 0.119(5) 0.111(4) 0.200(7) C13 0.147(4) 0.205(5) 0.089(3) 0.092(3) 0.083(3) 0.141(4) C14 0.0571(16) 0.0518(16) 0.0599(17) 0.0237(14) 0.0355(15) 0.0329(14) C15 0.0657(18) 0.0481(16) 0.085(2) 0.0311(15) 0.0537(17) 0.0344(15) C16 0.066(2) 0.063(2) 0.118(3) 0.052(2) 0.036(2) 0.0373(18) C17 0.095(3) 0.079(3) 0.166(5) 0.079(3) 0.050(3) 0.051(3) C18 0.118(4) 0.075(3) 0.157(5) 0.072(3) 0.088(4) 0.062(3) C19 0.146(4) 0.050(2) 0.129(4) 0.034(2) 0.088(4) 0.048(3) C20 0.127(3) 0.054(2) 0.087(3) 0.0261(19) 0.060(3) 0.041(2) C21 0.0481(15) 0.0522(15) 0.0592(16) 0.0260(13) 0.0222(13) 0.0334(13) C22 0.0441(14) 0.0500(15) 0.0595(16) 0.0186(13) 0.0186(12) 0.0311(13) C23 0.0491(17) 0.0585(18) 0.082(2) 0.0310(17) 0.0156(15) 0.0223(15) C24 0.060(2) 0.063(2) 0.112(3) 0.041(2) 0.028(2) 0.0246(17) C25 0.0436(17) 0.062(2) 0.095(3) 0.0076(19) 0.0113(17) 0.0218(16) C26 0.0556(19) 0.086(2) 0.069(2) 0.0180(19) 0.0154(16) 0.0411(19) C27 0.0490(17) 0.074(2) 0.0634(18) 0.0232(15) 0.0215(14) 0.0387(16) C28 0.0405(13) 0.0450(15) 0.0613(16) 0.0300(13) 0.0254(12) 0.0242(12) C29 0.0482(14) 0.0552(16) 0.0653(16) 0.0376(14) 0.0334(13) 0.0345(13) C30 0.0525(16) 0.0577(18) 0.0726(19) 0.0277(15) 0.0356(15) 0.0310(14) C31 0.072(2) 0.066(2) 0.088(2) 0.0258(18) 0.0468(19) 0.0400(18) C32 0.086(2) 0.091(3) 0.091(2) 0.048(2) 0.061(2) 0.064(2) C33 0.063(2) 0.086(2) 0.101(3) 0.055(2) 0.057(2) 0.0462(19) C34 0.0550(17) 0.0598(17) 0.082(2) 0.0413(16) 0.0398(16) 0.0329(15) C35 0.0508(15) 0.0416(14) 0.0536(15) 0.0232(12) 0.0203(12) 0.0276(12) C36 0.047(3) 0.042(2) 0.056(2) 0.0195(18) 0.0187(17) 0.025(2) C37 0.118(4) 0.052(2) 0.060(3) 0.024(2) 0.027(3) 0.045(3) C38 0.190(7) 0.068(3) 0.057(3) 0.018(2) 0.041(4) 0.063(4) C39 0.127(5) 0.075(3) 0.057(3) 0.032(3) 0.025(3) 0.040(3) C40 0.110(5) 0.059(3) 0.070(4) 0.032(3) 0.033(3) 0.042(3) C41 0.078(3) 0.050(3) 0.055(3) 0.034(2) 0.028(3) 0.037(2) C36' 0.078(18) 0.074(16) 0.046(9) 0.034(10) 0.029(10) 0.069(15) C37' 0.14(2) 0.065(11) 0.038(8) 0.005(8) 0.000(11) 0.058(13) C38' 0.21(3) 0.068(13) 0.057(11) 0.009(10) -0.012(16) 0.074(18) C39' 0.15(2) 0.099(16) 0.034(9) 0.023(10) 0.013(11) 0.073(17) C40' 0.23(5) 0.16(4) 0.051(16) 0.08(2) 0.07(2) 0.15(4) C41' 0.18(4) 0.17(4) 0.07(2) -0.02(2) 0.04(2) 0.12(4) C42 0.0501(15) 0.0598(17) 0.0706(18) 0.0329(14) 0.0276(14) 0.0404(14) C43 0.0459(15) 0.0641(18) 0.0702(18) 0.0324(15) 0.0238(14) 0.0349(14) C44 0.0549(19) 0.087(2) 0.117(3) 0.051(2) 0.0261(19) 0.0485(19) C45 0.049(2) 0.115(4) 0.133(4) 0.060(3) 0.018(2) 0.046(2) C46 0.049(2) 0.081(3) 0.125(4) 0.036(2) 0.009(2) 0.0219(19) C47 0.060(2) 0.066(2) 0.114(3) 0.033(2) 0.018(2) 0.0280(18) C48 0.0497(16) 0.0629(19) 0.080(2) 0.0312(16) 0.0196(15) 0.0336(15) C49 0.072(2) 0.064(2) 0.152(4) 0.022(2) 0.019(3) 0.044(2) C50 0.089(4) 0.204(8) 0.236(9) 0.189(8) 0.076(6) 0.075(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 Cl1 C49 1.747(4) . ? Cl2 C49 1.731(5) . ? Cl3 C50 1.599(9) . ? Cl4 C50 1.737(6) . ? O1 C7 1.351(3) . ? O1 C1 1.436(3) . ? O2 C14 1.341(3) . ? O2 C2 1.449(3) . ? O3 C21 1.366(3) . ? O3 C3 1.433(3) . ? O4 C28 1.362(3) . ? O4 C4 1.439(3) . ? O5 C35 1.342(3) . ? O5 C5 1.443(3) . ? O6 C42 1.349(3) . ? O6 C6 1.443(3) . ? O7 C7 1.206(4) . ? O8 C14 1.212(4) . ? O9 C21 1.201(3) . ? O10 C28 1.200(3) . ? O11 C35 1.207(3) . ? O12 C42 1.197(3) . ? C1 C6 1.510(4) . ? C1 C2 1.514(4) . ? C2 C3 1.522(3) . ? C3 C4 1.512(4) . ? C4 C5 1.516(3) . ? C5 C6 1.521(3) . ? C7 C8 1.477(4) . ? C8 C13 1.366(5) . ? C8 C9 1.372(5) . ? C9 C10 1.388(5) . ? C10 C11 1.357(7) . ? C11 C12 1.356(8) . ? C12 C13 1.376(6) . ? C14 C15 1.489(4) . ? C15 C20 1.371(5) . ? C15 C16 1.382(5) . ? C16 C17 1.388(5) . ? C17 C18 1.341(7) . ? C18 C19 1.374(7) . ? C19 C20 1.404(6) . ? C21 C22 1.483(4) . ? C22 C23 1.384(4) . ? C22 C27 1.388(4) . ? C23 C24 1.374(5) . ? C24 C25 1.389(6) . ? C25 C26 1.366(6) . ? C26 C27 1.363(5) . ? C28 C29 1.482(4) . ? C29 C30 1.377(4) . ? C29 C34 1.389(4) . ? C30 C31 1.383(4) . ? C31 C32 1.372(5) . ? C32 C33 1.379(5) . ? C33 C34 1.377(5) . ? C35 C36 1.484(6) . ? C35 C36' 1.511(11) . ? C36 C37 1.358(7) . ? C36 C41 1.382(6) . ? C37 C38 1.374(7) . ? C38 C39 1.384(8) . ? C39 C40 1.345(9) . ? C40 C41 1.377(8) . ? C36' C37' 1.3900 . ? C36' C41' 1.3900 . ? C37' C38' 1.3900 . ? C38' C39' 1.3900 . ? C39' C40' 1.3900 . ? C40' C41' 1.3900 . ? C42 C43 1.471(4) . ? C43 C48 1.385(4) . ? C43 C44 1.392(4) . ? C44 C45 1.375(6) . ? C45 C46 1.375(6) . ? C46 C47 1.382(6) . ? C47 C48 1.382(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 C7 O1 C1 116.8(2) . . ? C14 O2 C2 117.9(2) . . ? C21 O3 C3 115.60(19) . . ? C28 O4 C4 117.40(18) . . ? C35 O5 C5 116.65(18) . . ? C42 O6 C6 118.4(2) . . ? O1 C1 C6 107.03(19) . . ? O1 C1 C2 109.7(2) . . ? C6 C1 C2 112.0(2) . . ? O2 C2 C1 107.12(19) . . ? O2 C2 C3 108.09(19) . . ? C1 C2 C3 110.8(2) . . ? O3 C3 C4 107.43(19) . . ? O3 C3 C2 109.9(2) . . ? C4 C3 C2 109.3(2) . . ? O4 C4 C3 110.75(19) . . ? O4 C4 C5 105.85(19) . . ? C3 C4 C5 109.80(19) . . ? O5 C5 C4 107.45(18) . . ? O5 C5 C6 108.47(19) . . ? C4 C5 C6 112.1(2) . . ? O6 C6 C1 109.3(2) . . ? O6 C6 C5 105.6(2) . . ? C1 C6 C5 109.7(2) . . ? O7 C7 O1 122.8(3) . . ? O7 C7 C8 125.4(3) . . ? O1 C7 C8 111.9(3) . . ? C13 C8 C9 119.4(3) . . ? C13 C8 C7 117.9(3) . . ? C9 C8 C7 122.6(3) . . ? C8 C9 C10 119.6(4) . . ? C11 C10 C9 120.3(4) . . ? C12 C11 C10 119.9(4) . . ? C11 C12 C13 120.5(4) . . ? C8 C13 C12 120.2(5) . . ? O8 C14 O2 123.3(3) . . ? O8 C14 C15 124.8(3) . . ? O2 C14 C15 111.8(3) . . ? C20 C15 C16 119.3(3) . . ? C20 C15 C14 119.2(3) . . ? C16 C15 C14 121.6(3) . . ? C15 C16 C17 119.8(4) . . ? C18 C17 C16 121.3(5) . . ? C17 C18 C19 119.8(4) . . ? C18 C19 C20 120.0(4) . . ? C15 C20 C19 119.8(5) . . ? O9 C21 O3 122.7(3) . . ? O9 C21 C22 125.5(3) . . ? O3 C21 C22 111.7(2) . . ? C23 C22 C27 120.0(3) . . ? C23 C22 C21 122.2(3) . . ? C27 C22 C21 117.8(3) . . ? C24 C23 C22 119.8(3) . . ? C23 C24 C25 119.7(4) . . ? C26 C25 C24 120.1(3) . . ? C27 C26 C25 120.8(3) . . ? C26 C27 C22 119.6(3) . . ? O10 C28 O4 123.0(2) . . ? O10 C28 C29 125.6(2) . . ? O4 C28 C29 111.3(2) . . ? C30 C29 C34 119.8(3) . . ? C30 C29 C28 122.2(2) . . ? C34 C29 C28 118.1(3) . . ? C29 C30 C31 120.1(3) . . ? C32 C31 C30 120.2(3) . . ? C31 C32 C33 119.7(3) . . ? C34 C33 C32 120.6(3) . . ? C33 C34 C29 119.5(3) . . ? O11 C35 O5 123.4(2) . . ? O11 C35 C36 124.2(3) . . ? O5 C35 C36 112.2(3) . . ? O11 C35 C36' 121.9(7) . . ? O5 C35 C36' 112.4(7) . . ? C36 C35 C36' 20.3(7) . . ? C37 C36 C41 118.7(5) . . ? C37 C36 C35 119.4(4) . . ? C41 C36 C35 121.9(4) . . ? C36 C37 C38 120.5(4) . . ? C37 C38 C39 120.5(5) . . ? C40 C39 C38 119.1(5) . . ? C39 C40 C41 120.6(6) . . ? C40 C41 C36 120.7(5) . . ? C37' C36' C41' 120.0 . . ? C37' C36' C35 121.5(10) . . ? C41' C36' C35 117.9(11) . . ? C38' C37' C36' 120.0 . . ? C39' C38' C37' 120.0 . . ? C38' C39' C40' 120.0 . . ? C41' C40' C39' 120.0 . . ? C40' C41' C36' 120.0 . . ? O12 C42 O6 122.6(3) . . ? O12 C42 C43 125.4(3) . . ? O6 C42 C43 112.0(2) . . ? C48 C43 C44 119.3(3) . . ? C48 C43 C42 122.2(3) . . ? C44 C43 C42 118.5(3) . . ? C45 C44 C43 119.8(3) . . ? C46 C45 C44 120.6(3) . . ? C45 C46 C47 120.2(4) . . ? C46 C47 C48 119.5(4) . . ? C47 C48 C43 120.6(3) . . ? Cl2 C49 Cl1 112.7(3) . . ? Cl3 C50 Cl4 119.8(5) . . ? 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 C7 O1 C1 C6 153.8(2) . . . . ? C7 O1 C1 C2 -84.5(3) . . . . ? C14 O2 C2 C1 140.7(2) . . . . ? C14 O2 C2 C3 -99.9(2) . . . . ? O1 C1 C2 O2 -57.7(2) . . . . ? C6 C1 C2 O2 61.0(2) . . . . ? O1 C1 C2 C3 -175.43(19) . . . . ? C6 C1 C2 C3 -56.7(3) . . . . ? C21 O3 C3 C4 -165.4(2) . . . . ? C21 O3 C3 C2 75.8(2) . . . . ? O2 C2 C3 O3 59.0(2) . . . . ? C1 C2 C3 O3 176.09(18) . . . . ? O2 C2 C3 C4 -58.7(3) . . . . ? C1 C2 C3 C4 58.4(3) . . . . ? C28 O4 C4 C3 -104.4(2) . . . . ? C28 O4 C4 C5 136.7(2) . . . . ? O3 C3 C4 O4 65.2(2) . . . . ? C2 C3 C4 O4 -175.48(18) . . . . ? O3 C3 C4 C5 -178.21(18) . . . . ? C2 C3 C4 C5 -58.9(3) . . . . ? C35 O5 C5 C4 109.3(2) . . . . ? C35 O5 C5 C6 -129.4(2) . . . . ? O4 C4 C5 O5 -62.9(2) . . . . ? C3 C4 C5 O5 177.57(18) . . . . ? O4 C4 C5 C6 178.09(18) . . . . ? C3 C4 C5 C6 58.5(3) . . . . ? C42 O6 C6 C1 112.7(2) . . . . ? C42 O6 C6 C5 -129.4(2) . . . . ? O1 C1 C6 O6 -70.3(2) . . . . ? C2 C1 C6 O6 169.41(18) . . . . ? O1 C1 C6 C5 174.38(19) . . . . ? C2 C1 C6 C5 54.1(3) . . . . ? O5 C5 C6 O6 68.6(2) . . . . ? C4 C5 C6 O6 -172.92(18) . . . . ? O5 C5 C6 C1 -173.75(19) . . . . ? C4 C5 C6 C1 -55.3(3) . . . . ? C1 O1 C7 O7 -3.3(4) . . . . ? C1 O1 C7 C8 176.3(2) . . . . ? O7 C7 C8 C13 -11.7(5) . . . . ? O1 C7 C8 C13 168.8(4) . . . . ? O7 C7 C8 C9 168.0(3) . . . . ? O1 C7 C8 C9 -11.6(4) . . . . ? C13 C8 C9 C10 1.7(6) . . . . ? C7 C8 C9 C10 -178.0(3) . . . . ? C8 C9 C10 C11 -2.2(7) . . . . ? C9 C10 C11 C12 1.6(8) . . . . ? C10 C11 C12 C13 -0.5(10) . . . . ? C9 C8 C13 C12 -0.5(8) . . . . ? C7 C8 C13 C12 179.1(5) . . . . ? C11 C12 C13 C8 -0.1(10) . . . . ? C2 O2 C14 O8 -3.4(4) . . . . ? C2 O2 C14 C15 176.8(2) . . . . ? O8 C14 C15 C20 -1.4(4) . . . . ? O2 C14 C15 C20 178.4(3) . . . . ? O8 C14 C15 C16 177.6(3) . . . . ? O2 C14 C15 C16 -2.6(4) . . . . ? C20 C15 C16 C17 0.2(5) . . . . ? C14 C15 C16 C17 -178.7(3) . . . . ? C15 C16 C17 C18 -1.3(7) . . . . ? C16 C17 C18 C19 1.4(7) . . . . ? C17 C18 C19 C20 -0.4(7) . . . . ? C16 C15 C20 C19 0.7(6) . . . . ? C14 C15 C20 C19 179.7(3) . . . . ? C18 C19 C20 C15 -0.7(7) . . . . ? C3 O3 C21 O9 4.1(4) . . . . ? C3 O3 C21 C22 -174.8(2) . . . . ? O9 C21 C22 C23 179.1(3) . . . . ? O3 C21 C22 C23 -2.1(4) . . . . ? O9 C21 C22 C27 -2.3(4) . . . . ? O3 C21 C22 C27 176.5(2) . . . . ? C27 C22 C23 C24 1.0(5) . . . . ? C21 C22 C23 C24 179.6(3) . . . . ? C22 C23 C24 C25 -0.9(6) . . . . ? C23 C24 C25 C26 0.2(6) . . . . ? C24 C25 C26 C27 0.6(6) . . . . ? C25 C26 C27 C22 -0.5(5) . . . . ? C23 C22 C27 C26 -0.2(4) . . . . ? C21 C22 C27 C26 -178.9(3) . . . . ? C4 O4 C28 O10 8.0(4) . . . . ? C4 O4 C28 C29 -172.5(2) . . . . ? O10 C28 C29 C30 -158.8(3) . . . . ? O4 C28 C29 C30 21.6(4) . . . . ? O10 C28 C29 C34 19.5(4) . . . . ? O4 C28 C29 C34 -160.0(2) . . . . ? C34 C29 C30 C31 -0.6(5) . . . . ? C28 C29 C30 C31 177.7(3) . . . . ? C29 C30 C31 C32 2.0(5) . . . . ? C30 C31 C32 C33 -1.7(6) . . . . ? C31 C32 C33 C34 -0.2(6) . . . . ? C32 C33 C34 C29 1.6(5) . . . . ? C30 C29 C34 C33 -1.2(4) . . . . ? C28 C29 C34 C33 -179.6(3) . . . . ? C5 O5 C35 O11 12.7(4) . . . . ? C5 O5 C35 C36 -161.9(3) . . . . ? C5 O5 C35 C36' 176.0(8) . . . . ? O11 C35 C36 C37 1.1(7) . . . . ? O5 C35 C36 C37 175.7(4) . . . . ? C36' C35 C36 C37 -89(2) . . . . ? O11 C35 C36 C41 -178.8(4) . . . . ? O5 C35 C36 C41 -4.2(6) . . . . ? C36' C35 C36 C41 91(2) . . . . ? C41 C36 C37 C38 0.3(8) . . . . ? C35 C36 C37 C38 -179.6(5) . . . . ? C36 C37 C38 C39 0.0(10) . . . . ? C37 C38 C39 C40 0.1(12) . . . . ? C38 C39 C40 C41 -0.5(14) . . . . ? C39 C40 C41 C36 0.8(13) . . . . ? C37 C36 C41 C40 -0.7(9) . . . . ? C35 C36 C41 C40 179.2(6) . . . . ? O11 C35 C36' C37' 9.6(17) . . . . ? O5 C35 C36' C37' -154.0(12) . . . . ? C36 C35 C36' C37' 112(3) . . . . ? O11 C35 C36' C41' -162.0(10) . . . . ? O5 C35 C36' C41' 34.4(13) . . . . ? C36 C35 C36' C41' -59(2) . . . . ? C41' C36' C37' C38' 0.0 . . . . ? C35 C36' C37' C38' -171.5(16) . . . . ? C36' C37' C38' C39' 0.0 . . . . ? C37' C38' C39' C40' 0.0 . . . . ? C38' C39' C40' C41' 0.0 . . . . ? C39' C40' C41' C36' 0.0 . . . . ? C37' C36' C41' C40' 0.0 . . . . ? C35 C36' C41' C40' 171.8(15) . . . . ? C6 O6 C42 O12 -8.1(4) . . . . ? C6 O6 C42 C43 171.5(2) . . . . ? O12 C42 C43 C48 -176.8(3) . . . . ? O6 C42 C43 C48 3.7(4) . . . . ? O12 C42 C43 C44 2.7(5) . . . . ? O6 C42 C43 C44 -176.8(3) . . . . ? C48 C43 C44 C45 0.2(6) . . . . ? C42 C43 C44 C45 -179.3(4) . . . . ? C43 C44 C45 C46 0.3(7) . . . . ? C44 C45 C46 C47 -0.5(8) . . . . ? C45 C46 C47 C48 0.2(7) . . . . ? C46 C47 C48 C43 0.4(6) . . . . ? C44 C43 C48 C47 -0.5(5) . . . . ? C42 C43 C48 C47 179.0(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C27 H27 O8 0.93 2.82 3.489(4) 129.7 2_887 C50 H50B O9 0.97 2.59 3.104(6) 113.0 2_776 C49 H49A O12 0.97 2.40 3.232(4) 143.2 2_676 C49 H49B O10 0.97 2.64 3.376(5) 133.4 1_445 C48 H48 O4 0.93 2.71 3.516(3) 145.6 2_776 C37 H37 O7 0.93 2.61 3.402(5) 142.9 2_776 C34 H34 O10 0.93 2.53 3.400(4) 155.6 2_886 C17 H17 O12 0.93 2.50 3.231(6) 135.2 2_786 C11 H11 O8 0.93 2.52 3.365(4) 150.5 2_787 C5 H5 O11 0.98 2.67 3.444(3) 136.3 2_776 C3 H3 O11 0.98 2.51 3.335(3) 141.7 2_776 C1 H1 O11 0.98 2.40 3.249(3) 144.4 2_776 _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.639 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.066