# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2006 data_global _journal_name_full 'New J.Chem.(Nouv.J.Chim.)' _journal_coden_cambridge 0440 _publ_contact_author_name 'Maija Nissinen' _publ_contact_author_address ; Department of Chemistry Nanoscience Center, University of Jyvaskyla P.O. Box 35 JYU 40014 FINLAND ; _publ_section_title ; Dimeric and 1:1 inclusion complexes of C-methyl pyrogallarene with quaternary and tertiary alkyl ammonium cations ; _publ_contact_author_email MAJONI@CC.JYU.FI loop_ _publ_author_name M.Nissinen A.Ahman M.Luostarinen K.Rissanen data_2PC1_TetraMA _database_code_depnum_ccdc_archive 'CCDC 611014' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H32 O12,C32 H31.5 O12, C4 H12 N, 8(C H4 O), Cl0.5' _chemical_formula_sum 'C76 H107.50 Cl0.50 N O32' _chemical_formula_weight 1564.85 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.2741(8) _cell_length_b 23.8114(11) _cell_length_c 21.7021(14) _cell_angle_alpha 90.00 _cell_angle_beta 91.297(2) _cell_angle_gamma 90.00 _cell_volume 7891.0(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173.0(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.317 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3340 _exptl_absorpt_coefficient_mu 0.119 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9653 _exptl_absorpt_correction_T_max 0.9767 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173.0(1) _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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 48118 _diffrn_reflns_av_R_equivalents 0.2204 _diffrn_reflns_av_sigmaI/netI 0.2284 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 24.33 _reflns_number_total 12515 _reflns_number_gt 5752 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement Denzo-SMN _computing_data_reduction Denzo-SMN _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0062P)^2^+120.6313P] 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 SHELXL _refine_ls_extinction_coef 0.00145(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 12515 _refine_ls_number_parameters 1005 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.2813 _refine_ls_R_factor_gt 0.1489 _refine_ls_wR_factor_ref 0.3258 _refine_ls_wR_factor_gt 0.2742 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 C1 C 0.1936(7) 0.4179(4) 0.0323(6) 0.037(3) Uani 1 1 d . . . C2 C 0.1897(7) 0.4437(4) -0.0265(5) 0.036(3) Uani 1 1 d . . . H2 H 0.1360 0.4601 -0.0400 0.043 Uiso 1 1 calc R . . C3 C 0.2619(7) 0.4462(4) -0.0662(5) 0.033(3) Uani 1 1 d . . . C4 C 0.3388(8) 0.4236(5) -0.0452(6) 0.047(3) Uani 1 1 d . . . C5 C 0.3463(8) 0.3977(5) 0.0131(7) 0.048(4) Uani 1 1 d . . . C6 C 0.2744(9) 0.3951(5) 0.0506(6) 0.045(3) Uani 1 1 d . . . C7 C 0.2564(8) 0.4727(5) -0.1296(6) 0.044(3) Uani 1 1 d . . . H7 H 0.3164 0.4866 -0.1389 0.052 Uiso 1 1 calc R . . C8 C 0.2327(8) 0.4284(5) -0.1791(6) 0.041(3) Uani 1 1 d . . . C9 C 0.1453(7) 0.4142(4) -0.1916(5) 0.036(3) Uani 1 1 d . . . H9 H 0.1009 0.4314 -0.1680 0.043 Uiso 1 1 calc R . . C10 C 0.1206(7) 0.3758(4) -0.2374(5) 0.031(3) Uani 1 1 d . . . C11 C 0.1859(7) 0.3492(5) -0.2706(6) 0.041(3) Uani 1 1 d . . . C12 C 0.2724(9) 0.3625(5) -0.2573(6) 0.048(4) Uani 1 1 d . . . C13 C 0.2953(7) 0.4008(5) -0.2133(6) 0.046(4) Uani 1 1 d . . . C14 C 0.0253(7) 0.3606(4) -0.2502(5) 0.034(3) Uani 1 1 d . . . H14 H 0.0230 0.3434 -0.2922 0.040 Uiso 1 1 calc R . . C15 C -0.0072(7) 0.3165(4) -0.2071(5) 0.028(3) Uani 1 1 d . . . C16 C -0.0455(7) 0.3304(4) -0.1507(5) 0.028(3) Uani 1 1 d . . . H16 H -0.0507 0.3690 -0.1402 0.033 Uiso 1 1 calc R . . C17 C -0.0761(7) 0.2908(4) -0.1098(5) 0.030(3) Uani 1 1 d . . . C18 C -0.0675(7) 0.2340(4) -0.1258(5) 0.025(3) Uani 1 1 d . . . C19 C -0.0311(7) 0.2187(4) -0.1810(5) 0.031(3) Uani 1 1 d . . . C20 C 0.0022(7) 0.2588(5) -0.2196(5) 0.036(3) Uani 1 1 d . . . C21 C -0.1158(7) 0.3061(4) -0.0486(5) 0.031(3) Uani 1 1 d . . . H21 H -0.1571 0.2752 -0.0377 0.037 Uiso 1 1 calc R . . C22 C -0.0477(7) 0.3098(4) 0.0023(5) 0.028(3) Uani 1 1 d . . . C23 C 0.0021(7) 0.3576(4) 0.0150(5) 0.030(3) Uani 1 1 d . . . H23 H -0.0072 0.3898 -0.0101 0.036 Uiso 1 1 calc R . . C24 C 0.0656(7) 0.3607(4) 0.0631(5) 0.032(3) Uani 1 1 d . . . C25 C 0.0808(7) 0.3139(4) 0.0981(5) 0.029(3) Uani 1 1 d . . . C26 C 0.0321(8) 0.2647(4) 0.0866(5) 0.031(3) Uani 1 1 d . . . C27 C -0.0325(7) 0.2624(4) 0.0404(5) 0.027(3) Uani 1 1 d . . . C28 C 0.1165(7) 0.4142(4) 0.0755(5) 0.034(3) Uani 1 1 d . . . H28 H 0.1416 0.4113 0.1183 0.041 Uiso 1 1 calc R . . C29 C 0.1953(8) 0.5243(5) -0.1316(6) 0.047(3) Uani 1 1 d . . . H29A H 0.1353 0.5125 -0.1229 0.071 Uiso 1 1 calc R . . H29B H 0.1966 0.5415 -0.1726 0.071 Uiso 1 1 calc R . . H29C H 0.2150 0.5517 -0.1006 0.071 Uiso 1 1 calc R . . C30 C -0.0345(8) 0.4135(4) -0.2537(5) 0.040(3) Uani 1 1 d . . . H30A H -0.0280 0.4350 -0.2153 0.060 Uiso 1 1 calc R . . H30B H -0.0957 0.4019 -0.2594 0.060 Uiso 1 1 calc R . . H30C H -0.0174 0.4370 -0.2885 0.060 Uiso 1 1 calc R . . C31 C -0.1711(8) 0.3614(4) -0.0549(5) 0.042(3) Uani 1 1 d . . . H31A H -0.1321 0.3930 -0.0636 0.063 Uiso 1 1 calc R . . H31B H -0.2014 0.3685 -0.0164 0.063 Uiso 1 1 calc R . . H31C H -0.2143 0.3573 -0.0887 0.063 Uiso 1 1 calc R . . C32 C 0.0598(8) 0.4670(4) 0.0734(6) 0.045(3) Uani 1 1 d . . . H32A H 0.0323 0.4707 0.0324 0.067 Uiso 1 1 calc R . . H32B H 0.0964 0.5000 0.0821 0.067 Uiso 1 1 calc R . . H32C H 0.0144 0.4642 0.1044 0.067 Uiso 1 1 calc R . . C33 C 0.5779(7) 0.2097(4) -0.0603(5) 0.029(3) Uani 1 1 d . . . C34 C 0.5578(7) 0.1733(5) -0.1086(5) 0.033(3) Uani 1 1 d . . . H34 H 0.5590 0.1341 -0.1003 0.040 Uiso 1 1 calc R . . C35 C 0.5359(7) 0.1905(4) -0.1686(5) 0.029(3) Uani 1 1 d . . . C36 C 0.5341(8) 0.2484(4) -0.1795(5) 0.035(2) Uani 1 1 d . . . C37 C 0.5570(8) 0.2852(4) -0.1316(5) 0.036(3) Uani 1 1 d . . . C38 C 0.5769(7) 0.2674(4) -0.0736(5) 0.031(3) Uani 1 1 d . . . C39 C 0.5138(7) 0.1492(4) -0.2210(5) 0.035(3) Uani 1 1 d . . . H39 H 0.5239 0.1696 -0.2604 0.042 Uiso 1 1 calc R . . C40 C 0.4171(8) 0.1348(4) -0.2205(5) 0.032(3) Uani 1 1 d . . . C41 C 0.3829(7) 0.0899(4) -0.1851(5) 0.028(3) Uani 1 1 d . . . H41 H 0.4232 0.0674 -0.1620 0.034 Uiso 1 1 calc R . . C42 C 0.2951(7) 0.0768(4) -0.1822(5) 0.028(3) Uani 1 1 d . . . C43 C 0.2367(7) 0.1142(5) -0.2150(5) 0.037(3) Uani 1 1 d . . . C44 C 0.2697(8) 0.1588(5) -0.2476(6) 0.049(4) Uani 1 1 d . . . C45 C 0.3584(9) 0.1677(4) -0.2521(5) 0.043(3) Uani 1 1 d . . . C46 C 0.2602(7) 0.0278(4) -0.1456(5) 0.030(3) Uani 1 1 d . . . H46 H 0.2038 0.0163 -0.1661 0.036 Uiso 1 1 calc R . . C47 C 0.2384(7) 0.0470(4) -0.0810(5) 0.0254(18) Uani 1 1 d . . . C48 C 0.3021(7) 0.0479(4) -0.0325(5) 0.031(3) Uani 1 1 d . . . H48 H 0.3601 0.0363 -0.0410 0.037 Uiso 1 1 calc R . . C49 C 0.2833(7) 0.0650(4) 0.0263(5) 0.025(3) Uani 1 1 d . . . C50 C 0.1999(8) 0.0838(5) 0.0376(5) 0.035(3) Uani 1 1 d . . . C51 C 0.1363(8) 0.0844(4) -0.0072(6) 0.038(3) Uani 1 1 d . . . C52 C 0.1566(7) 0.0662(4) -0.0669(5) 0.032(2) Uani 1 1 d . . . C53 C 0.3531(7) 0.0648(4) 0.0786(5) 0.035(3) Uani 1 1 d . . . H53 H 0.3216 0.0629 0.1185 0.041 Uiso 1 1 calc R . . C54 C 0.4017(7) 0.1211(4) 0.0772(5) 0.0254(18) Uani 1 1 d . . . C55 C 0.4769(7) 0.1301(4) 0.0435(5) 0.030(3) Uani 1 1 d . . . H55 H 0.4985 0.0999 0.0196 0.036 Uiso 1 1 calc R . . C56 C 0.5222(7) 0.1806(4) 0.0427(5) 0.026(3) Uani 1 1 d . . . C57 C 0.4863(8) 0.2253(4) 0.0779(5) 0.035(2) Uani 1 1 d . . . C58 C 0.4131(6) 0.2175(4) 0.1132(5) 0.030(3) Uani 1 1 d . . . C59 C 0.3718(7) 0.1654(4) 0.1128(5) 0.032(2) Uani 1 1 d . . . C60 C 0.6024(7) 0.1899(4) 0.0046(5) 0.033(3) Uani 1 1 d . . . H60 H 0.6359 0.2213 0.0246 0.039 Uiso 1 1 calc R . . C61 C 0.5723(7) 0.0978(5) -0.2214(6) 0.042(3) Uani 1 1 d . . . H61A H 0.6338 0.1096 -0.2214 0.063 Uiso 1 1 calc R . . H61B H 0.5593 0.0755 -0.2584 0.063 Uiso 1 1 calc R . . H61C H 0.5618 0.0750 -0.1847 0.063 Uiso 1 1 calc R . . C62 C 0.3197(7) -0.0226(4) -0.1465(5) 0.037(3) Uani 1 1 d . . . H62A H 0.3326 -0.0322 -0.1892 0.056 Uiso 1 1 calc R . . H62B H 0.2908 -0.0544 -0.1268 0.056 Uiso 1 1 calc R . . H62C H 0.3744 -0.0139 -0.1240 0.056 Uiso 1 1 calc R . . C63 C 0.4143(7) 0.0139(4) 0.0762(5) 0.034(3) Uani 1 1 d . . . H63A H 0.4416 0.0122 0.0358 0.051 Uiso 1 1 calc R . . H63B H 0.3805 -0.0205 0.0828 0.051 Uiso 1 1 calc R . . H63C H 0.4599 0.0173 0.1085 0.051 Uiso 1 1 calc R . . C64 C 0.6642(7) 0.1384(4) 0.0049(6) 0.042(3) Uani 1 1 d . . . H64A H 0.6818 0.1292 0.0474 0.063 Uiso 1 1 calc R . . H64B H 0.7164 0.1471 -0.0188 0.063 Uiso 1 1 calc R . . H64C H 0.6337 0.1062 -0.0138 0.063 Uiso 1 1 calc R . . O4 O 0.4129(6) 0.4239(4) -0.0818(5) 0.066(3) Uani 1 1 d . . . H4 H 0.4555 0.4375 -0.0616 0.099 Uiso 1 1 calc R . . O5 O 0.4254(6) 0.3739(5) 0.0288(5) 0.074(3) Uani 1 1 d . . . H5 H 0.4374 0.3807 0.0661 0.111 Uiso 1 1 calc R . . O6 O 0.2912(5) 0.3697(3) 0.1074(4) 0.056(3) Uani 1 1 d . . . H6 H 0.2518 0.3461 0.1145 0.084 Uiso 1 1 calc R . . O11 O 0.1633(6) 0.3129(4) -0.3165(4) 0.051(2) Uani 1 1 d . . . H11 H 0.2083 0.3030 -0.3352 0.076 Uiso 1 1 calc R . . O12 O 0.3350(6) 0.3345(4) -0.2921(5) 0.069(3) Uani 1 1 d . . . H12 H 0.3851 0.3401 -0.2765 0.103 Uiso 1 1 calc R . . O13 O 0.3836(6) 0.4106(4) -0.2066(5) 0.070(3) Uani 1 1 d . . . H13 H 0.3935 0.4281 -0.1736 0.105 Uiso 1 1 calc R . . O18 O -0.0983(5) 0.1929(3) -0.0869(4) 0.037(2) Uani 1 1 d . . . H18 H -0.0869 0.1611 -0.1015 0.055 Uiso 1 1 calc R . . O19 O -0.0269(6) 0.1624(3) -0.1938(4) 0.046(2) Uani 1 1 d . . . H19 H -0.0146 0.1579 -0.2310 0.069 Uiso 1 1 calc R . . O20 O 0.0421(5) 0.2385(3) -0.2726(4) 0.042(2) Uani 1 1 d . . . H20 H 0.0661 0.2652 -0.2911 0.064 Uiso 1 1 calc R . . O25 O 0.1441(5) 0.3154(3) 0.1430(4) 0.042(2) Uani 1 1 d . . . H25 H 0.1439 0.2850 0.1628 0.063 Uiso 1 1 calc R . . O26 O 0.0521(5) 0.2200(3) 0.1255(4) 0.040(2) Uani 1 1 d . . . H26 H 0.0161 0.1939 0.1191 0.060 Uiso 1 1 calc R . . O27 O -0.0784(5) 0.2128(3) 0.0360(4) 0.036(2) Uani 1 1 d . . . H27 H -0.0703 0.1981 0.0015 0.054 Uiso 1 1 calc R . . O36 O 0.5145(7) 0.2723(3) -0.2365(4) 0.060(3) Uani 1 1 d D . . H36 H 0.5548 0.2945 -0.2460 0.089 Uiso 1 1 calc RD . . O37 O 0.5556(7) 0.3433(3) -0.1419(4) 0.059(3) Uani 1 1 d D . . H37 H 0.5773 0.3503 -0.1762 0.089 Uiso 1 1 calc RD . . O38 O 0.5985(5) 0.3040(3) -0.0275(3) 0.041(2) Uani 1 1 d . . . H38 H 0.6062 0.3361 -0.0424 0.061 Uiso 1 1 calc R . . O43 O 0.1476(5) 0.1083(4) -0.2169(4) 0.056(3) Uani 1 1 d . . . H43 H 0.1311 0.0942 -0.1836 0.085 Uiso 0.50 1 calc PR . . O44 O 0.2121(6) 0.1951(5) -0.2776(5) 0.080(4) Uani 1 1 d . . . H44 H 0.2337 0.2275 -0.2780 0.120 Uiso 1 1 calc R . . O45 O 0.3861(6) 0.2120(4) -0.2889(4) 0.055(2) Uani 1 1 d . . . H45 H 0.4237 0.2311 -0.2694 0.082 Uiso 1 1 calc R . . O50 O 0.1691(5) 0.1004(4) 0.0951(4) 0.052(2) Uani 1 1 d . . . H50 H 0.1941 0.1302 0.1061 0.078 Uiso 1 1 calc R . . O51 O 0.0498(5) 0.1015(4) 0.0006(4) 0.056(3) Uani 1 1 d . . . H51 H 0.0485 0.1275 0.0268 0.084 Uiso 1 1 calc R . . O52 O 0.0920(5) 0.0656(3) -0.1131(3) 0.043(2) Uani 1 1 d . . . H52 H 0.0429 0.0707 -0.0974 0.065 Uiso 1 1 calc R . . O57 O 0.5246(5) 0.2780(3) 0.0814(3) 0.038(2) Uani 1 1 d . . . H57 H 0.5360 0.2892 0.0458 0.057 Uiso 1 1 calc R . . O58 O 0.3787(5) 0.2599(3) 0.1482(4) 0.038(2) Uani 1 1 d . . . H58 H 0.4161 0.2855 0.1530 0.056 Uiso 1 1 calc R . . O59 O 0.3004(5) 0.1576(3) 0.1488(4) 0.043(2) Uani 1 1 d . . . H59 H 0.3000 0.1823 0.1765 0.065 Uiso 1 1 calc R . . N1 N 0.2486(7) 0.2447(4) -0.0741(5) 0.045(3) Uani 1 1 d . . . C70 C 0.2937(17) 0.2859(7) -0.1098(11) 0.173(12) Uani 1 1 d . . . H70A H 0.3060 0.2704 -0.1506 0.260 Uiso 1 1 calc R . . H70B H 0.3489 0.2960 -0.0888 0.260 Uiso 1 1 calc R . . H70C H 0.2570 0.3195 -0.1146 0.260 Uiso 1 1 calc R . . C71 C 0.2407(16) 0.2589(10) -0.0085(9) 0.153(10) Uani 1 1 d . . . H71A H 0.2044 0.2307 0.0116 0.229 Uiso 1 1 calc R . . H71B H 0.2135 0.2959 -0.0047 0.229 Uiso 1 1 calc R . . H71C H 0.2990 0.2595 0.0112 0.229 Uiso 1 1 calc R . . C72 C 0.1713(13) 0.2189(10) -0.1010(11) 0.148(9) Uani 1 1 d . . . H72A H 0.1343 0.2479 -0.1202 0.222 Uiso 1 1 calc R . . H72B H 0.1387 0.1998 -0.0688 0.222 Uiso 1 1 calc R . . H72C H 0.1885 0.1916 -0.1322 0.222 Uiso 1 1 calc R . . C73 C 0.3146(13) 0.1954(7) -0.0734(9) 0.124(8) Uani 1 1 d . . . H73A H 0.3122 0.1762 -0.1133 0.185 Uiso 1 1 calc R . . H73B H 0.2995 0.1688 -0.0408 0.185 Uiso 1 1 calc R . . H73C H 0.3739 0.2099 -0.0656 0.185 Uiso 1 1 calc R . . O100 O 0.6278(4) 0.3975(2) -0.2592(2) 0.0694(17) Uani 0.50 1 d P A 1 H100 H 0.6581 0.4198 -0.2376 0.104 Uiso 0.50 1 calc PR A 1 C100 C 0.5361(11) 0.4196(7) -0.2660(8) 0.010(4) Uiso 0.50 1 d P A 1 H10A H 0.5142 0.4297 -0.2254 0.015 Uiso 0.50 1 calc PR A 1 H10B H 0.4983 0.3907 -0.2846 0.015 Uiso 0.50 1 calc PR A 1 H10C H 0.5358 0.4529 -0.2925 0.015 Uiso 0.50 1 calc PR A 1 Cl1 Cl 0.6278(4) 0.3975(2) -0.2592(2) 0.0694(17) Uani 0.50 1 d P B 2 O82 O 0.6497(11) 0.4633(9) -0.1379(8) 0.114(6) Uani 0.75 1 d P . . H82 H 0.6350 0.4531 -0.1737 0.171 Uiso 0.75 1 calc PR . . C82 C 0.7307(15) 0.4801(8) -0.1372(9) 0.080(7) Uani 0.75 1 d P . . H82A H 0.7333 0.5190 -0.1517 0.120 Uiso 0.75 1 calc PR . . H82B H 0.7649 0.4561 -0.1644 0.120 Uiso 0.75 1 calc PR . . H82C H 0.7550 0.4778 -0.0951 0.120 Uiso 0.75 1 calc PR . . O75 O 0.5801(6) 0.4149(3) -0.0410(5) 0.063(3) Uani 1 1 d . . . H75 H 0.6008 0.4300 -0.0724 0.094 Uiso 1 1 calc R . . C75 C 0.6123(12) 0.4409(9) 0.0102(10) 0.129(9) Uani 1 1 d . . . H75A H 0.5770 0.4743 0.0186 0.194 Uiso 1 1 calc R . . H75B H 0.6731 0.4521 0.0036 0.194 Uiso 1 1 calc R . . H75C H 0.6101 0.4151 0.0453 0.194 Uiso 1 1 calc R . . O76 O 0.2038(5) 0.2297(3) 0.2140(3) 0.0343(19) Uiso 1 1 d . . . H76 H 0.1801 0.1985 0.2210 0.051 Uiso 1 1 calc R . . C76 C 0.2474(10) 0.2487(6) 0.2677(7) 0.074(4) Uiso 1 1 d . . . H76A H 0.2952 0.2739 0.2565 0.110 Uiso 1 1 calc R . . H76B H 0.2714 0.2165 0.2906 0.110 Uiso 1 1 calc R . . H76C H 0.2061 0.2689 0.2935 0.110 Uiso 1 1 calc R . . O77 O 0.2840(5) 0.2550(3) -0.3842(4) 0.047(2) Uani 1 1 d . . . H77 H 0.3377 0.2536 -0.3751 0.070 Uiso 1 1 calc R . . C77 C 0.2575(8) 0.2034(5) -0.4140(6) 0.052(4) Uani 1 1 d . . . H77A H 0.3006 0.1740 -0.4044 0.079 Uiso 1 1 calc R . . H77B H 0.2538 0.2091 -0.4587 0.079 Uiso 1 1 calc R . . H77C H 0.2001 0.1920 -0.3991 0.079 Uiso 1 1 calc R . . O78 O -0.0410(8) 0.1241(5) -0.3195(6) 0.072(4) Uiso 0.75 1 d P . . H78 H -0.0261 0.1522 -0.2985 0.109 Uiso 0.40 1 calc PR C 1 H78B H -0.0021 0.1449 -0.3038 0.109 Uiso 0.35 1 calc PR C 2 C78 C 0.040(3) 0.0930(18) -0.340(2) 0.084(13) Uiso 0.40 1 d P D 1 H78C H 0.0850 0.1202 -0.3508 0.126 Uiso 0.40 1 calc PR D 1 H78D H 0.0251 0.0694 -0.3753 0.126 Uiso 0.40 1 calc PR D 1 H78E H 0.0619 0.0694 -0.3057 0.126 Uiso 0.40 1 calc PR D 1 C78B C -0.011(3) 0.0775(17) -0.328(2) 0.060(11) Uiso 0.35 1 d P D 2 H78F H 0.0490 0.0811 -0.3435 0.091 Uiso 0.35 1 calc PR D 2 H78G H -0.0472 0.0577 -0.3591 0.091 Uiso 0.35 1 calc PR D 2 H78H H -0.0095 0.0563 -0.2897 0.091 Uiso 0.35 1 calc PR D 2 O79 O -0.0821(6) 0.0809(4) -0.1006(4) 0.062(3) Uiso 1 1 d . . . H79 H -0.1154 0.0750 -0.1313 0.093 Uiso 0.75 1 calc PR E 1 H79G H -0.0852 0.0931 -0.1369 0.093 Uiso 0.25 1 calc PR E 2 C79 C -0.1235(13) 0.0574(9) -0.0434(10) 0.076(6) Uiso 0.75 1 d P F 1 H79A H -0.1784 0.0384 -0.0548 0.113 Uiso 0.75 1 calc PR F 1 H79B H -0.1354 0.0881 -0.0147 0.113 Uiso 0.75 1 calc PR F 1 H79C H -0.0833 0.0304 -0.0236 0.113 Uiso 0.75 1 calc PR F 1 C79B C -0.147(3) 0.0441(17) -0.092(2) 0.028(10) Uiso 0.25 1 d P F 2 H79D H -0.1238 0.0113 -0.0698 0.041 Uiso 0.25 1 calc PR F 2 H79E H -0.1713 0.0323 -0.1321 0.041 Uiso 0.25 1 calc PR F 2 H79F H -0.1927 0.0618 -0.0679 0.041 Uiso 0.25 1 calc PR F 2 O80 O -0.0624(17) 0.0672(12) 0.1344(13) 0.080(8) Uiso 0.40 1 d P G 1 H80 H -0.0875 0.0566 0.1664 0.119 Uiso 0.40 1 calc PR G 1 C80 C -0.1144(19) 0.0888(12) 0.1005(14) 0.039(7) Uiso 0.40 1 d P G 1 H80A H -0.1331 0.1246 0.1180 0.059 Uiso 0.40 1 calc PR G 1 H80B H -0.1652 0.0640 0.0949 0.059 Uiso 0.40 1 calc PR G 1 H80C H -0.0876 0.0954 0.0605 0.059 Uiso 0.40 1 calc PR G 1 O80B O -0.0170(8) 0.1112(5) 0.1115(6) 0.038(3) Uiso 0.60 1 d P H 2 H80D H 0.0228 0.0882 0.1035 0.057 Uiso 0.60 1 calc PR H 2 C80B C -0.0145(15) 0.1200(9) 0.1530(11) 0.056(6) Uiso 0.60 1 d P H 2 H80E H 0.0455 0.1147 0.1689 0.084 Uiso 0.60 1 calc PR H 2 H80F H -0.0543 0.0953 0.1752 0.084 Uiso 0.60 1 calc PR H 2 H80G H -0.0320 0.1592 0.1587 0.084 Uiso 0.60 1 calc PR H 2 C81 C -0.223(2) 0.0394(13) -0.2154(14) 0.219(14) Uiso 1 1 d . . . H81A H -0.2517 0.0620 -0.1839 0.328 Uiso 0.60 1 calc PR I 1 H81B H -0.2602 0.0072 -0.2262 0.328 Uiso 0.60 1 calc PR I 1 H81C H -0.2140 0.0624 -0.2521 0.328 Uiso 0.60 1 calc PR I 1 H81D H -0.2244 0.0680 -0.1829 0.328 Uiso 0.40 1 calc PR I 2 H81E H -0.2280 0.0020 -0.1969 0.328 Uiso 0.40 1 calc PR I 2 H81F H -0.2721 0.0455 -0.2445 0.328 Uiso 0.40 1 calc PR I 2 O81 O -0.1372(14) 0.0192(10) -0.1909(11) 0.111(7) Uiso 0.60 1 d P J 1 H81 H -0.1451 -0.0012 -0.1600 0.167 Uiso 0.60 1 calc PR J 1 O81B O -0.1361(15) 0.0438(10) -0.2497(11) 0.059(6) Uiso 0.40 1 d P J 2 H81G H -0.0940 0.0385 -0.2247 0.089 Uiso 0.40 1 calc PR J 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.036(8) 0.022(6) 0.052(9) 0.002(6) -0.002(6) 0.003(5) C2 0.035(7) 0.026(6) 0.045(8) 0.003(6) -0.001(6) -0.003(5) C3 0.036(7) 0.027(6) 0.035(7) 0.010(5) 0.007(6) 0.005(5) C4 0.041(8) 0.043(7) 0.057(9) 0.018(7) 0.007(7) 0.002(6) C5 0.028(8) 0.039(7) 0.077(11) 0.007(7) 0.003(7) 0.003(6) C6 0.060(9) 0.031(6) 0.043(8) 0.024(6) -0.005(7) -0.005(6) C7 0.035(8) 0.034(6) 0.062(9) 0.010(7) 0.009(7) 0.007(6) C8 0.039(8) 0.036(7) 0.048(8) 0.020(6) 0.004(6) -0.006(6) C9 0.028(7) 0.038(7) 0.042(8) 0.018(6) 0.016(6) 0.011(5) C10 0.037(7) 0.024(6) 0.033(7) 0.003(5) 0.004(6) 0.005(5) C11 0.027(7) 0.055(8) 0.042(8) 0.022(7) 0.022(6) 0.001(6) C12 0.054(10) 0.041(7) 0.050(9) 0.004(7) 0.030(7) 0.013(7) C13 0.017(7) 0.054(8) 0.069(10) 0.024(8) 0.020(7) 0.003(6) C14 0.046(8) 0.027(6) 0.028(7) -0.004(5) 0.012(6) 0.001(5) C15 0.026(6) 0.024(6) 0.035(7) -0.004(5) -0.004(5) 0.001(5) C16 0.030(7) 0.024(6) 0.029(7) 0.006(5) 0.003(5) -0.008(5) C17 0.037(7) 0.029(6) 0.025(6) -0.010(5) 0.006(5) 0.001(5) C18 0.033(7) 0.017(5) 0.025(6) 0.001(5) 0.001(5) 0.001(5) C19 0.041(7) 0.021(6) 0.033(7) 0.003(5) 0.006(6) 0.015(5) C20 0.039(7) 0.049(7) 0.020(6) -0.004(6) 0.007(6) 0.007(6) C21 0.043(7) 0.023(6) 0.028(7) 0.002(5) 0.012(6) 0.007(5) C22 0.035(7) 0.022(6) 0.026(7) -0.001(5) 0.003(5) 0.004(5) C23 0.032(7) 0.029(6) 0.028(7) 0.006(5) 0.008(6) 0.006(5) C24 0.033(7) 0.027(6) 0.035(7) 0.004(5) 0.015(6) -0.005(5) C25 0.036(7) 0.027(6) 0.024(7) 0.006(5) -0.004(6) 0.003(5) C26 0.046(8) 0.018(6) 0.030(7) 0.009(5) 0.006(6) 0.003(5) C27 0.026(7) 0.023(6) 0.032(7) 0.005(5) 0.010(6) 0.004(5) C28 0.039(7) 0.024(6) 0.039(7) 0.004(5) 0.001(6) 0.005(5) C29 0.052(9) 0.043(7) 0.046(8) 0.019(6) 0.004(7) 0.005(6) C30 0.046(8) 0.037(7) 0.036(7) 0.002(6) -0.001(6) 0.006(6) C31 0.053(8) 0.027(6) 0.047(8) 0.005(6) 0.024(7) 0.004(6) C32 0.056(9) 0.035(7) 0.043(8) -0.010(6) 0.015(7) -0.003(6) C33 0.037(7) 0.027(6) 0.025(7) 0.000(5) 0.000(5) -0.006(5) C34 0.032(7) 0.037(6) 0.031(7) 0.001(6) 0.006(6) -0.004(5) C35 0.035(7) 0.030(6) 0.023(7) -0.007(5) 0.010(5) -0.002(5) C36 0.060(6) 0.029(4) 0.016(4) 0.003(4) 0.003(4) -0.001(4) C37 0.056(8) 0.020(6) 0.033(8) 0.010(5) 0.003(6) -0.004(5) C38 0.039(7) 0.021(6) 0.034(7) -0.001(6) 0.003(6) 0.009(5) C39 0.048(8) 0.030(6) 0.027(7) -0.002(5) 0.014(6) 0.001(5) C40 0.050(8) 0.020(5) 0.025(6) 0.004(5) 0.014(6) -0.002(5) C41 0.047(8) 0.017(5) 0.020(6) 0.001(5) 0.008(5) 0.005(5) C42 0.037(7) 0.029(6) 0.020(6) -0.005(5) 0.016(5) 0.004(5) C43 0.031(7) 0.044(7) 0.037(8) 0.002(6) 0.011(6) 0.005(6) C44 0.046(9) 0.062(8) 0.041(8) 0.025(7) 0.032(7) 0.019(7) C45 0.089(11) 0.028(6) 0.012(6) 0.007(5) 0.017(7) 0.002(7) C46 0.029(7) 0.029(6) 0.034(7) -0.009(5) 0.013(5) -0.003(5) C47 0.039(5) 0.013(3) 0.024(5) 0.002(3) 0.003(4) -0.002(3) C48 0.035(7) 0.026(6) 0.031(7) -0.006(5) 0.010(6) 0.004(5) C49 0.032(7) 0.026(6) 0.016(6) 0.002(5) -0.001(5) -0.010(5) C50 0.034(8) 0.041(7) 0.030(7) -0.014(6) 0.011(6) -0.004(6) C51 0.040(8) 0.036(7) 0.038(8) -0.005(6) 0.026(7) -0.001(6) C52 0.030(5) 0.032(4) 0.033(5) -0.003(4) -0.003(4) -0.002(4) C53 0.048(8) 0.029(6) 0.027(7) 0.003(5) 0.009(6) -0.014(5) C54 0.039(5) 0.013(3) 0.024(5) 0.002(3) 0.003(4) -0.002(3) C55 0.033(7) 0.026(6) 0.032(7) 0.000(5) 0.012(5) 0.011(5) C56 0.028(6) 0.029(6) 0.020(6) 0.008(5) 0.009(5) 0.004(5) C57 0.060(6) 0.029(4) 0.016(4) 0.003(4) 0.003(4) -0.001(4) C58 0.019(6) 0.029(6) 0.041(7) -0.009(5) 0.005(5) 0.000(5) C59 0.030(5) 0.032(4) 0.033(5) -0.003(4) -0.003(4) -0.002(4) C60 0.041(7) 0.018(5) 0.040(7) 0.003(5) 0.016(6) 0.012(5) C61 0.038(7) 0.043(7) 0.047(8) -0.001(6) 0.027(6) 0.010(6) C62 0.051(8) 0.033(6) 0.028(7) -0.003(6) 0.003(6) 0.010(6) C63 0.047(8) 0.028(6) 0.028(7) 0.007(5) -0.006(6) -0.001(5) C64 0.042(8) 0.039(7) 0.045(8) -0.007(6) 0.011(6) 0.000(6) O4 0.050(6) 0.064(6) 0.083(8) 0.017(6) 0.012(6) 0.008(5) O5 0.046(6) 0.083(7) 0.093(8) 0.040(7) -0.001(6) 0.007(5) O6 0.045(6) 0.049(5) 0.074(7) 0.027(5) -0.007(5) -0.010(4) O11 0.066(6) 0.051(5) 0.037(5) -0.009(5) 0.019(5) 0.009(5) O12 0.052(6) 0.064(6) 0.091(8) -0.012(6) 0.042(6) 0.008(5) O13 0.046(6) 0.078(7) 0.085(8) 0.006(6) 0.007(5) -0.008(5) O18 0.043(5) 0.025(4) 0.042(5) -0.001(4) 0.017(4) -0.001(4) O19 0.063(6) 0.037(5) 0.039(5) -0.003(4) 0.006(5) 0.010(4) O20 0.056(6) 0.039(4) 0.033(5) 0.004(4) 0.014(4) 0.014(4) O25 0.055(6) 0.029(4) 0.042(5) 0.010(4) -0.005(5) -0.004(4) O26 0.060(6) 0.023(4) 0.036(5) 0.013(4) -0.004(4) -0.006(4) O27 0.042(5) 0.021(4) 0.045(5) 0.002(4) 0.010(4) -0.004(4) O36 0.121(8) 0.029(4) 0.029(5) 0.007(4) 0.009(5) 0.001(5) O37 0.121(8) 0.020(4) 0.038(6) 0.000(4) 0.015(5) -0.006(5) O38 0.059(6) 0.026(4) 0.039(5) -0.004(4) 0.013(4) -0.007(4) O43 0.034(5) 0.096(7) 0.040(6) 0.034(5) 0.016(4) 0.008(5) O44 0.059(7) 0.101(8) 0.082(8) 0.061(7) 0.030(6) 0.033(6) O45 0.048(6) 0.059(6) 0.058(6) 0.026(5) 0.011(5) -0.011(4) O50 0.047(6) 0.069(6) 0.042(5) -0.020(5) 0.023(5) 0.001(5) O51 0.042(5) 0.082(7) 0.044(6) -0.005(5) 0.014(4) 0.019(5) O52 0.042(5) 0.056(5) 0.033(5) 0.002(4) 0.018(4) -0.010(4) O57 0.061(6) 0.020(4) 0.034(5) -0.003(4) 0.006(4) -0.010(4) O58 0.041(5) 0.030(4) 0.042(5) -0.008(4) 0.011(4) 0.000(4) O59 0.045(5) 0.041(5) 0.044(5) -0.013(4) 0.023(4) -0.008(4) N1 0.061(8) 0.031(5) 0.045(7) -0.005(5) 0.016(6) 0.005(5) C70 0.27(3) 0.063(12) 0.19(3) 0.027(15) 0.10(2) -0.040(16) C71 0.21(3) 0.16(2) 0.094(18) -0.041(16) 0.036(17) 0.000(19) C72 0.098(17) 0.20(3) 0.15(2) -0.026(19) 0.011(16) -0.033(17) C73 0.16(2) 0.079(12) 0.135(19) 0.000(13) 0.035(15) 0.053(13) O100 0.106(5) 0.071(4) 0.032(3) -0.005(3) 0.016(3) -0.028(3) Cl1 0.106(5) 0.071(4) 0.032(3) -0.005(3) 0.016(3) -0.028(3) O82 0.080(12) 0.169(17) 0.093(13) -0.013(13) -0.015(10) -0.074(12) C82 0.12(2) 0.066(13) 0.057(14) -0.001(11) -0.002(13) -0.046(13) O75 0.072(7) 0.040(5) 0.078(7) -0.020(5) 0.017(6) -0.014(5) C75 0.093(15) 0.145(18) 0.15(2) -0.083(17) -0.049(14) -0.003(13) O77 0.055(6) 0.046(5) 0.041(5) -0.008(4) 0.018(5) 0.011(4) C77 0.064(9) 0.058(8) 0.036(8) -0.002(7) 0.026(7) 0.006(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.398(16) . ? C1 C2 1.414(15) . ? C1 C28 1.525(15) . ? C2 C3 1.416(14) . ? C3 C4 1.361(16) . ? C3 C7 1.516(16) . ? C4 O4 1.398(14) . ? C4 C5 1.409(17) . ? C5 O5 1.371(14) . ? C5 C6 1.383(16) . ? C6 O6 1.393(14) . ? C7 C8 1.542(17) . ? C7 C29 1.542(15) . ? C8 C13 1.391(16) . ? C8 C9 1.397(15) . ? C9 C10 1.398(15) . ? C10 C11 1.395(14) . ? C10 C14 1.520(15) . ? C11 O11 1.358(14) . ? C11 C12 1.382(17) . ? C12 C13 1.361(18) . ? C12 O12 1.401(13) . ? C13 O13 1.372(13) . ? C14 C15 1.498(14) . ? C14 C30 1.558(14) . ? C15 C20 1.408(14) . ? C15 C16 1.408(14) . ? C16 C17 1.384(13) . ? C17 C18 1.403(13) . ? C17 C21 1.517(13) . ? C18 C19 1.380(14) . ? C18 O18 1.383(11) . ? C19 O19 1.370(11) . ? C19 C20 1.376(14) . ? C20 O20 1.400(12) . ? C21 C22 1.504(15) . ? C21 C31 1.568(14) . ? C22 C23 1.393(14) . ? C22 C27 1.414(14) . ? C23 C24 1.411(15) . ? C24 C25 1.367(14) . ? C24 C28 1.513(14) . ? C25 O25 1.357(13) . ? C25 C26 1.405(15) . ? C26 O26 1.389(12) . ? C26 C27 1.393(15) . ? C27 O27 1.377(12) . ? C28 C32 1.526(14) . ? C33 C34 1.389(14) . ? C33 C38 1.405(14) . ? C33 C60 1.522(15) . ? C34 C35 1.398(15) . ? C35 C36 1.400(14) . ? C35 C39 1.535(14) . ? C36 O36 1.388(13) . ? C36 C37 1.398(15) . ? C37 C38 1.356(15) . ? C37 O37 1.401(12) . ? C38 O38 1.362(12) . ? C39 C61 1.516(14) . ? C39 C40 1.517(15) . ? C40 C45 1.365(16) . ? C40 C41 1.423(13) . ? C41 C42 1.380(14) . ? C42 C43 1.437(15) . ? C42 C46 1.514(14) . ? C43 O43 1.368(13) . ? C43 C44 1.378(15) . ? C44 C45 1.376(17) . ? C44 O44 1.386(14) . ? C45 O45 1.395(12) . ? C46 C62 1.506(14) . ? C46 C47 1.518(14) . ? C47 C52 1.371(14) . ? C47 C48 1.417(15) . ? C48 C49 1.377(14) . ? C49 C50 1.378(14) . ? C49 C53 1.539(15) . ? C50 C51 1.358(16) . ? C50 O50 1.400(12) . ? C51 O51 1.396(13) . ? C51 C52 1.409(15) . ? C52 O52 1.391(13) . ? C53 C54 1.532(13) . ? C53 C63 1.533(14) . ? C54 C59 1.391(13) . ? C54 C55 1.393(13) . ? C55 C56 1.386(14) . ? C56 C57 1.426(14) . ? C56 C60 1.511(13) . ? C57 C58 1.383(14) . ? C57 O57 1.387(12) . ? C58 O58 1.374(11) . ? C58 C59 1.393(14) . ? C59 O59 1.367(12) . ? C60 C64 1.549(14) . ? N1 C70 1.437(18) . ? N1 C72 1.44(2) . ? N1 C71 1.47(2) . ? N1 C73 1.547(17) . ? O100 C100 1.501(17) . ? O82 C82 1.30(2) . ? O75 C75 1.355(17) . ? O76 C76 1.403(15) . ? O77 C77 1.443(14) . ? O78 C78B 1.22(4) . ? O78 C78 1.51(4) . ? O79 C79B 1.34(4) . ? O79 C79 1.51(2) . ? O80 C80 1.19(3) . ? O80B C80B 0.92(2) . ? C81 O81 1.48(3) . ? C81 O81B 1.54(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 116.3(10) . . ? C6 C1 C28 119.4(11) . . ? C2 C1 C28 124.2(10) . . ? C1 C2 C3 123.3(11) . . ? C4 C3 C2 117.2(11) . . ? C4 C3 C7 119.9(10) . . ? C2 C3 C7 122.9(10) . . ? C3 C4 O4 120.8(11) . . ? C3 C4 C5 121.7(11) . . ? O4 C4 C5 117.5(11) . . ? O5 C5 C6 122.8(12) . . ? O5 C5 C4 117.2(11) . . ? C6 C5 C4 119.9(12) . . ? C5 C6 O6 114.1(11) . . ? C5 C6 C1 121.5(11) . . ? O6 C6 C1 124.4(11) . . ? C3 C7 C8 110.7(9) . . ? C3 C7 C29 112.3(10) . . ? C8 C7 C29 113.2(10) . . ? C13 C8 C9 116.6(12) . . ? C13 C8 C7 122.8(11) . . ? C9 C8 C7 120.6(10) . . ? C8 C9 C10 122.5(10) . . ? C11 C10 C9 118.7(11) . . ? C11 C10 C14 119.4(10) . . ? C9 C10 C14 121.8(9) . . ? O11 C11 C12 121.7(10) . . ? O11 C11 C10 119.6(11) . . ? C12 C11 C10 118.7(12) . . ? C13 C12 C11 122.0(11) . . ? C13 C12 O12 121.9(12) . . ? C11 C12 O12 116.1(12) . . ? C12 C13 O13 115.2(11) . . ? C12 C13 C8 121.5(11) . . ? O13 C13 C8 123.3(13) . . ? C15 C14 C10 112.5(9) . . ? C15 C14 C30 113.3(8) . . ? C10 C14 C30 112.0(9) . . ? C20 C15 C16 116.3(9) . . ? C20 C15 C14 121.7(9) . . ? C16 C15 C14 121.9(9) . . ? C17 C16 C15 123.4(9) . . ? C16 C17 C18 117.6(9) . . ? C16 C17 C21 123.0(9) . . ? C18 C17 C21 119.4(9) . . ? C19 C18 O18 119.5(8) . . ? C19 C18 C17 120.8(9) . . ? O18 C18 C17 119.7(9) . . ? O19 C19 C20 122.4(9) . . ? O19 C19 C18 117.2(9) . . ? C20 C19 C18 120.4(9) . . ? C19 C20 O20 115.8(9) . . ? C19 C20 C15 121.3(9) . . ? O20 C20 C15 122.9(10) . . ? C22 C21 C17 111.9(9) . . ? C22 C21 C31 112.2(9) . . ? C17 C21 C31 110.6(9) . . ? C23 C22 C27 117.1(10) . . ? C23 C22 C21 124.0(10) . . ? C27 C22 C21 119.0(9) . . ? C22 C23 C24 123.5(10) . . ? C25 C24 C23 118.3(10) . . ? C25 C24 C28 120.6(11) . . ? C23 C24 C28 121.1(10) . . ? O25 C25 C24 119.1(10) . . ? O25 C25 C26 121.0(9) . . ? C24 C25 C26 119.9(11) . . ? O26 C26 C27 123.3(9) . . ? O26 C26 C25 115.0(10) . . ? C27 C26 C25 121.6(9) . . ? O27 C27 C26 115.8(9) . . ? O27 C27 C22 124.6(11) . . ? C26 C27 C22 119.6(10) . . ? C24 C28 C1 109.9(9) . . ? C24 C28 C32 113.5(9) . . ? C1 C28 C32 112.3(9) . . ? C34 C33 C38 117.0(10) . . ? C34 C33 C60 123.4(9) . . ? C38 C33 C60 119.6(10) . . ? C33 C34 C35 124.4(10) . . ? C34 C35 C36 116.7(10) . . ? C34 C35 C39 123.1(9) . . ? C36 C35 C39 120.1(10) . . ? O36 C36 C37 116.8(9) . . ? O36 C36 C35 124.0(10) . . ? C37 C36 C35 119.2(10) . . ? C38 C37 C36 122.8(10) . . ? C38 C37 O37 117.3(10) . . ? C36 C37 O37 119.8(10) . . ? C37 C38 O38 121.9(9) . . ? C37 C38 C33 119.8(10) . . ? O38 C38 C33 118.3(10) . . ? C61 C39 C40 113.1(9) . . ? C61 C39 C35 113.7(10) . . ? C40 C39 C35 109.7(8) . . ? C45 C40 C41 117.3(10) . . ? C45 C40 C39 119.7(10) . . ? C41 C40 C39 122.9(10) . . ? C42 C41 C40 124.3(10) . . ? C41 C42 C43 115.5(9) . . ? C41 C42 C46 123.5(10) . . ? C43 C42 C46 121.0(9) . . ? O43 C43 C44 116.0(11) . . ? O43 C43 C42 123.8(10) . . ? C44 C43 C42 120.1(10) . . ? C45 C44 C43 121.8(11) . . ? C45 C44 O44 119.1(10) . . ? C43 C44 O44 119.1(11) . . ? C40 C45 C44 120.8(10) . . ? C40 C45 O45 121.2(12) . . ? C44 C45 O45 118.0(11) . . ? C62 C46 C42 112.8(8) . . ? C62 C46 C47 113.3(9) . . ? C42 C46 C47 109.9(8) . . ? C52 C47 C48 116.2(10) . . ? C52 C47 C46 121.8(10) . . ? C48 C47 C46 122.0(9) . . ? C49 C48 C47 122.7(10) . . ? C48 C49 C50 118.3(10) . . ? C48 C49 C53 121.9(10) . . ? C50 C49 C53 119.9(10) . . ? C51 C50 C49 121.7(10) . . ? C51 C50 O50 112.7(10) . . ? C49 C50 O50 125.5(11) . . ? C50 C51 O51 125.4(10) . . ? C50 C51 C52 119.1(10) . . ? O51 C51 C52 115.5(12) . . ? C47 C52 O52 118.1(10) . . ? C47 C52 C51 122.0(11) . . ? O52 C52 C51 119.9(10) . . ? C54 C53 C63 113.3(9) . . ? C54 C53 C49 108.1(8) . . ? C63 C53 C49 112.9(9) . . ? C59 C54 C55 117.4(9) . . ? C59 C54 C53 119.1(9) . . ? C55 C54 C53 123.5(9) . . ? C56 C55 C54 123.9(9) . . ? C55 C56 C57 116.3(9) . . ? C55 C56 C60 123.0(9) . . ? C57 C56 C60 120.6(9) . . ? C58 C57 O57 115.8(9) . . ? C58 C57 C56 121.5(9) . . ? O57 C57 C56 122.6(9) . . ? O58 C58 C57 122.2(9) . . ? O58 C58 C59 118.7(9) . . ? C57 C58 C59 119.2(9) . . ? O59 C59 C54 119.4(9) . . ? O59 C59 C58 118.9(9) . . ? C54 C59 C58 121.7(9) . . ? C56 C60 C33 111.6(9) . . ? C56 C60 C64 112.5(8) . . ? C33 C60 C64 112.7(9) . . ? C70 N1 C72 118.0(17) . . ? C70 N1 C71 114.6(15) . . ? C72 N1 C71 113.9(15) . . ? C70 N1 C73 101.8(13) . . ? C72 N1 C73 102.0(14) . . ? C71 N1 C73 103.5(14) . . ? C78B O78 C78 36(2) . . ? C79B O79 C79 47.1(19) . . ? O81 C81 O81B 55.3(15) . . ? 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 C6 C1 C2 C3 0.9(16) . . . . ? C28 C1 C2 C3 -179.3(10) . . . . ? C1 C2 C3 C4 -1.6(17) . . . . ? C1 C2 C3 C7 178.6(10) . . . . ? C2 C3 C4 O4 179.5(11) . . . . ? C7 C3 C4 O4 -0.8(18) . . . . ? C2 C3 C4 C5 1.2(18) . . . . ? C7 C3 C4 C5 -179.0(11) . . . . ? C3 C4 C5 O5 177.1(12) . . . . ? O4 C4 C5 O5 -1.2(18) . . . . ? C3 C4 C5 C6 -0.3(19) . . . . ? O4 C4 C5 C6 -178.6(11) . . . . ? O5 C5 C6 O6 4.3(18) . . . . ? C4 C5 C6 O6 -178.5(11) . . . . ? O5 C5 C6 C1 -177.6(12) . . . . ? C4 C5 C6 C1 -0.4(19) . . . . ? C2 C1 C6 C5 0.1(17) . . . . ? C28 C1 C6 C5 -179.7(11) . . . . ? C2 C1 C6 O6 178.0(10) . . . . ? C28 C1 C6 O6 -1.7(17) . . . . ? C4 C3 C7 C8 88.1(13) . . . . ? C2 C3 C7 C8 -92.1(12) . . . . ? C4 C3 C7 C29 -144.4(11) . . . . ? C2 C3 C7 C29 35.4(16) . . . . ? C3 C7 C8 C13 -95.3(13) . . . . ? C29 C7 C8 C13 137.7(11) . . . . ? C3 C7 C8 C9 85.0(13) . . . . ? C29 C7 C8 C9 -42.1(14) . . . . ? C13 C8 C9 C10 -2.1(16) . . . . ? C7 C8 C9 C10 177.7(10) . . . . ? C8 C9 C10 C11 2.1(16) . . . . ? C8 C9 C10 C14 179.6(10) . . . . ? C9 C10 C11 O11 -178.2(10) . . . . ? C14 C10 C11 O11 4.2(15) . . . . ? C9 C10 C11 C12 -0.8(16) . . . . ? C14 C10 C11 C12 -178.4(10) . . . . ? O11 C11 C12 C13 176.9(11) . . . . ? C10 C11 C12 C13 -0.5(18) . . . . ? O11 C11 C12 O12 -2.6(17) . . . . ? C10 C11 C12 O12 -180.0(10) . . . . ? C11 C12 C13 O13 -178.3(11) . . . . ? O12 C12 C13 O13 1.2(18) . . . . ? C11 C12 C13 C8 0.5(19) . . . . ? O12 C12 C13 C8 180.0(11) . . . . ? C9 C8 C13 C12 0.8(17) . . . . ? C7 C8 C13 C12 -179.0(11) . . . . ? C9 C8 C13 O13 179.4(11) . . . . ? C7 C8 C13 O13 -0.3(18) . . . . ? C11 C10 C14 C15 94.8(12) . . . . ? C9 C10 C14 C15 -82.7(12) . . . . ? C11 C10 C14 C30 -136.2(10) . . . . ? C9 C10 C14 C30 46.2(14) . . . . ? C10 C14 C15 C20 -87.5(13) . . . . ? C30 C14 C15 C20 144.3(11) . . . . ? C10 C14 C15 C16 89.9(12) . . . . ? C30 C14 C15 C16 -38.3(15) . . . . ? C20 C15 C16 C17 -2.4(17) . . . . ? C14 C15 C16 C17 -179.9(11) . . . . ? C15 C16 C17 C18 0.3(17) . . . . ? C15 C16 C17 C21 178.9(11) . . . . ? C16 C17 C18 C19 -0.9(17) . . . . ? C21 C17 C18 C19 -179.6(11) . . . . ? C16 C17 C18 O18 -179.0(10) . . . . ? C21 C17 C18 O18 2.3(16) . . . . ? O18 C18 C19 O19 -0.6(16) . . . . ? C17 C18 C19 O19 -178.6(10) . . . . ? O18 C18 C19 C20 -178.1(10) . . . . ? C17 C18 C19 C20 3.8(17) . . . . ? O19 C19 C20 O20 -0.9(17) . . . . ? C18 C19 C20 O20 176.5(10) . . . . ? O19 C19 C20 C15 176.5(11) . . . . ? C18 C19 C20 C15 -6.1(18) . . . . ? C16 C15 C20 C19 5.2(17) . . . . ? C14 C15 C20 C19 -177.2(11) . . . . ? C16 C15 C20 O20 -177.5(10) . . . . ? C14 C15 C20 O20 0.0(18) . . . . ? C16 C17 C21 C22 -89.3(13) . . . . ? C18 C17 C21 C22 89.3(12) . . . . ? C16 C17 C21 C31 36.5(15) . . . . ? C18 C17 C21 C31 -144.9(10) . . . . ? C17 C21 C22 C23 85.0(12) . . . . ? C31 C21 C22 C23 -39.9(13) . . . . ? C17 C21 C22 C27 -95.2(11) . . . . ? C31 C21 C22 C27 139.9(9) . . . . ? C27 C22 C23 C24 -0.1(15) . . . . ? C21 C22 C23 C24 179.7(9) . . . . ? C22 C23 C24 C25 1.9(15) . . . . ? C22 C23 C24 C28 -178.8(9) . . . . ? C23 C24 C25 O25 177.4(9) . . . . ? C28 C24 C25 O25 -1.9(15) . . . . ? C23 C24 C25 C26 -1.6(15) . . . . ? C28 C24 C25 C26 179.1(9) . . . . ? O25 C25 C26 O26 1.9(14) . . . . ? C24 C25 C26 O26 -179.1(9) . . . . ? O25 C25 C26 C27 -179.4(10) . . . . ? C24 C25 C26 C27 -0.5(16) . . . . ? O26 C26 C27 O27 1.8(15) . . . . ? C25 C26 C27 O27 -176.7(9) . . . . ? O26 C26 C27 C22 -179.1(9) . . . . ? C25 C26 C27 C22 2.4(15) . . . . ? C23 C22 C27 O27 177.0(9) . . . . ? C21 C22 C27 O27 -2.8(14) . . . . ? C23 C22 C27 C26 -2.0(14) . . . . ? C21 C22 C27 C26 178.2(9) . . . . ? C25 C24 C28 C1 96.5(12) . . . . ? C23 C24 C28 C1 -82.8(12) . . . . ? C25 C24 C28 C32 -136.7(10) . . . . ? C23 C24 C28 C32 44.0(14) . . . . ? C6 C1 C28 C24 -90.1(13) . . . . ? C2 C1 C28 C24 90.2(12) . . . . ? C6 C1 C28 C32 142.5(11) . . . . ? C2 C1 C28 C32 -37.3(15) . . . . ? C38 C33 C34 C35 -0.8(16) . . . . ? C60 C33 C34 C35 -179.4(10) . . . . ? C33 C34 C35 C36 -0.4(16) . . . . ? C33 C34 C35 C39 -179.8(10) . . . . ? C34 C35 C36 O36 179.3(10) . . . . ? C39 C35 C36 O36 -1.3(17) . . . . ? C34 C35 C36 C37 2.4(16) . . . . ? C39 C35 C36 C37 -178.1(10) . . . . ? O36 C36 C37 C38 179.4(11) . . . . ? C35 C36 C37 C38 -3.5(18) . . . . ? O36 C36 C37 O37 2.8(16) . . . . ? C35 C36 C37 O37 179.9(10) . . . . ? C36 C37 C38 O38 -179.6(10) . . . . ? O37 C37 C38 O38 -2.9(16) . . . . ? C36 C37 C38 C33 2.3(18) . . . . ? O37 C37 C38 C33 179.0(10) . . . . ? C34 C33 C38 C37 -0.1(16) . . . . ? C60 C33 C38 C37 178.5(10) . . . . ? C34 C33 C38 O38 -178.3(9) . . . . ? C60 C33 C38 O38 0.3(15) . . . . ? C34 C35 C39 C61 -41.1(13) . . . . ? C36 C35 C39 C61 139.5(10) . . . . ? C34 C35 C39 C40 86.7(12) . . . . ? C36 C35 C39 C40 -92.7(12) . . . . ? C61 C39 C40 C45 -144.1(10) . . . . ? C35 C39 C40 C45 87.8(12) . . . . ? C61 C39 C40 C41 39.8(14) . . . . ? C35 C39 C40 C41 -88.3(12) . . . . ? C45 C40 C41 C42 1.8(15) . . . . ? C39 C40 C41 C42 177.9(9) . . . . ? C40 C41 C42 C43 -3.6(15) . . . . ? C40 C41 C42 C46 178.3(9) . . . . ? C41 C42 C43 O43 -179.4(10) . . . . ? C46 C42 C43 O43 -1.2(16) . . . . ? C41 C42 C43 C44 1.3(16) . . . . ? C46 C42 C43 C44 179.5(10) . . . . ? O43 C43 C44 C45 -176.6(11) . . . . ? C42 C43 C44 C45 2.7(18) . . . . ? O43 C43 C44 O44 2.3(17) . . . . ? C42 C43 C44 O44 -178.4(11) . . . . ? C41 C40 C45 C44 2.5(16) . . . . ? C39 C40 C45 C44 -173.8(10) . . . . ? C41 C40 C45 O45 -178.7(9) . . . . ? C39 C40 C45 O45 5.0(16) . . . . ? C43 C44 C45 C40 -4.7(18) . . . . ? O44 C44 C45 C40 176.3(11) . . . . ? C43 C44 C45 O45 176.5(11) . . . . ? O44 C44 C45 O45 -2.5(17) . . . . ? C41 C42 C46 C62 -35.9(14) . . . . ? C43 C42 C46 C62 146.1(10) . . . . ? C41 C42 C46 C47 91.6(11) . . . . ? C43 C42 C46 C47 -86.5(12) . . . . ? C62 C46 C47 C52 -141.8(10) . . . . ? C42 C46 C47 C52 90.9(12) . . . . ? C62 C46 C47 C48 40.6(13) . . . . ? C42 C46 C47 C48 -86.7(12) . . . . ? C52 C47 C48 C49 2.5(14) . . . . ? C46 C47 C48 C49 -179.8(9) . . . . ? C47 C48 C49 C50 -2.5(15) . . . . ? C47 C48 C49 C53 179.0(9) . . . . ? C48 C49 C50 C51 1.7(16) . . . . ? C53 C49 C50 C51 -179.7(10) . . . . ? C48 C49 C50 O50 177.1(10) . . . . ? C53 C49 C50 O50 -4.3(16) . . . . ? C49 C50 C51 O51 178.3(10) . . . . ? O50 C50 C51 O51 2.4(16) . . . . ? C49 C50 C51 C52 -1.1(17) . . . . ? O50 C50 C51 C52 -177.0(9) . . . . ? C48 C47 C52 O52 -179.5(9) . . . . ? C46 C47 C52 O52 2.7(14) . . . . ? C48 C47 C52 C51 -1.8(15) . . . . ? C46 C47 C52 C51 -179.5(9) . . . . ? C50 C51 C52 C47 1.2(16) . . . . ? O51 C51 C52 C47 -178.3(9) . . . . ? C50 C51 C52 O52 178.9(10) . . . . ? O51 C51 C52 O52 -0.6(15) . . . . ? C48 C49 C53 C54 87.5(11) . . . . ? C50 C49 C53 C54 -91.0(11) . . . . ? C48 C49 C53 C63 -38.7(13) . . . . ? C50 C49 C53 C63 142.8(10) . . . . ? C63 C53 C54 C59 -142.3(10) . . . . ? C49 C53 C54 C59 91.8(12) . . . . ? C63 C53 C54 C55 35.4(15) . . . . ? C49 C53 C54 C55 -90.6(12) . . . . ? C59 C54 C55 C56 -1.2(17) . . . . ? C53 C54 C55 C56 -178.8(10) . . . . ? C54 C55 C56 C57 -1.6(17) . . . . ? C54 C55 C56 C60 -178.4(10) . . . . ? C55 C56 C57 C58 3.3(17) . . . . ? C60 C56 C57 C58 -179.9(11) . . . . ? C55 C56 C57 O57 180.0(10) . . . . ? C60 C56 C57 O57 -3.2(17) . . . . ? O57 C57 C58 O58 1.9(17) . . . . ? C56 C57 C58 O58 178.8(10) . . . . ? O57 C57 C58 C59 -179.1(10) . . . . ? C56 C57 C58 C59 -2.2(17) . . . . ? C55 C54 C59 O59 -177.1(10) . . . . ? C53 C54 C59 O59 0.7(16) . . . . ? C55 C54 C59 C58 2.4(17) . . . . ? C53 C54 C59 C58 -179.8(10) . . . . ? O58 C58 C59 O59 -2.3(16) . . . . ? C57 C58 C59 O59 178.7(11) . . . . ? O58 C58 C59 C54 178.3(10) . . . . ? C57 C58 C59 C54 -0.8(18) . . . . ? C55 C56 C60 C33 87.5(12) . . . . ? C57 C56 C60 C33 -89.1(12) . . . . ? C55 C56 C60 C64 -40.3(15) . . . . ? C57 C56 C60 C64 143.1(11) . . . . ? C34 C33 C60 C56 -86.5(12) . . . . ? C38 C33 C60 C56 95.0(12) . . . . ? C34 C33 C60 C64 41.2(14) . . . . ? C38 C33 C60 C64 -137.3(10) . . . . ? 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 O4 H4 O75 0.84 2.02 2.692(14) 136.6 . O5 H5 O78 0.84 2.50 3.320(17) 165.4 4_666 O6 H6 O25 0.84 1.92 2.720(11) 159.8 . O11 H11 O77 0.84 1.96 2.753(10) 157.8 . O11 H11 O12 0.84 2.26 2.714(13) 114.3 . O12 H12 O13 0.84 2.26 2.686(14) 111.5 . O13 H13 O4 0.84 2.01 2.754(15) 147.4 . O18 H18 O79 0.84 1.91 2.695(11) 154.9 . O18 H18 O19 0.84 2.22 2.685(10) 114.7 . O19 H19 O78 0.84 2.11 2.880(16) 151.6 . O19 H19 O20 0.84 2.30 2.720(10) 111.4 . O20 H20 O11 0.84 1.96 2.746(11) 156.2 . O25 H25 O76 0.84 1.94 2.703(10) 150.5 . O25 H25 O26 0.84 2.23 2.693(10) 114.9 . O26 H26 O80B 0.84 2.04 2.810(15) 152.7 . O26 H26 O27 0.84 2.33 2.757(11) 112.2 . O27 H27 O18 0.84 1.96 2.721(11) 150.2 . O36 H36 Cl1 0.84 2.71 3.487(9) 154.1 . O36 H36 O76 0.84 2.52 3.107(12) 127.8 4_665 O37 H37 O100 0.84 2.27 3.080(9) 161.9 . O37 H37 Cl1 0.84 2.27 3.080(9) 161.9 . O38 H38 O75 0.84 1.92 2.670(11) 148.5 . O38 H38 O37 0.84 2.28 2.719(12) 112.6 . O43 H43 O52 0.84 1.79 2.629(10) 177.8 . O44 H44 O11 0.84 2.44 3.017(13) 126.9 . O44 H44 O77 0.84 2.53 2.951(12) 112.0 . O45 H45 O36 0.84 1.83 2.664(13) 172.0 . O50 H50 O59 0.84 1.96 2.671(12) 141.5 . O51 H51 O80B 0.84 2.15 2.644(15) 117.6 . O52 H52 O79 0.84 1.92 2.704(12) 154.0 . O52 H52 O51 0.84 2.25 2.704(11) 113.9 . O57 H57 O38 0.84 1.91 2.713(10) 160.9 . O58 H58 O57 0.84 2.30 2.721(10) 111.0 . O58 H58 O78 0.84 2.33 3.097(15) 152.9 4_666 O58 H58 O20 0.84 2.55 2.998(12) 114.7 4_666 O59 H59 O76 0.84 2.04 2.687(10) 133.7 . O59 H59 O58 0.84 2.30 2.713(10) 111.0 . O100 H100 O82 0.84 2.40 3.074(17) 137.2 . O82 H82 O100 0.84 2.28 3.074(17) 158.0 . O82 H82 Cl1 0.84 2.28 3.074(17) 158.0 . O75 H75 O82 0.84 1.80 2.642(19) 177.3 . O76 H76 O100 0.84 2.46 3.299(9) 173.3 4_566 O76 H76 Cl1 0.84 2.46 3.299(9) 173.3 4_566 O77 H77 O45 0.84 2.23 2.759(13) 121.2 . O78 H78 O19 0.84 2.28 2.880(16) 128.2 . O78 H78 O20 0.84 2.37 3.165(15) 159.2 . O79 H79 O81 0.84 1.88 2.57(3) 139.3 . O79 H79G O19 0.84 2.26 2.942(12) 138.9 . O80B H80D O50 0.84 2.26 2.884(15) 130.8 . _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 24.33 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.675 _refine_diff_density_min -0.483 _refine_diff_density_rms 0.096 #===END data_PC1_TriMA _database_code_depnum_ccdc_archive 'CCDC 611015' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H32 O12, C3 H10 N, 2(C H4 O), CL' _chemical_formula_sum 'C37 H50 Cl N O14' _chemical_formula_weight 768.23 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.9176(7) _cell_length_b 15.1093(9) _cell_length_c 18.6526(10) _cell_angle_alpha 90.00 _cell_angle_beta 109.008(3) _cell_angle_gamma 90.00 _cell_volume 3708.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173.0(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.376 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 0.174 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9498 _exptl_absorpt_correction_T_max 0.9983 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173.0(1) _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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23613 _diffrn_reflns_av_R_equivalents 0.1278 _diffrn_reflns_av_sigmaI/netI 0.1452 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.88 _diffrn_reflns_theta_max 26.04 _reflns_number_total 7254 _reflns_number_gt 4027 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement Denzo-SMN _computing_data_reduction Denzo-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+11.9914P] 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 SHELXL _refine_ls_extinction_coef 0.0023(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7254 _refine_ls_number_parameters 502 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1739 _refine_ls_R_factor_gt 0.0837 _refine_ls_wR_factor_ref 0.1549 _refine_ls_wR_factor_gt 0.1243 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.095 _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 C1 C 0.2638(3) 1.1399(3) 0.3596(2) 0.0154(10) Uani 1 1 d . . . C2 C 0.3511(3) 1.0980(3) 0.3552(2) 0.0188(11) Uani 1 1 d . . . H2 H 0.3954 1.1304 0.3355 0.023 Uiso 1 1 calc R . . C3 C 0.3765(3) 1.0107(3) 0.3785(2) 0.0151(10) Uani 1 1 d . . . C4 C 0.3100(3) 0.9649(3) 0.4066(2) 0.0150(10) Uani 1 1 d . . . C5 C 0.2241(3) 1.0056(3) 0.4142(2) 0.0189(11) Uani 1 1 d . . . C6 C 0.2005(3) 1.0914(3) 0.3894(2) 0.0184(11) Uani 1 1 d . . . C7 C 0.4725(3) 0.9671(3) 0.3728(2) 0.0157(10) Uani 1 1 d . . . H7 H 0.4921 0.9207 0.4132 0.019 Uiso 1 1 calc R . . C8 C 0.4541(3) 0.9190(3) 0.2981(2) 0.0139(10) Uani 1 1 d . . . C9 C 0.4610(3) 0.9626(3) 0.2335(2) 0.0146(10) Uani 1 1 d . . . H9 H 0.4779 1.0238 0.2377 0.017 Uiso 1 1 calc R . . C10 C 0.4445(3) 0.9217(3) 0.1638(2) 0.0151(10) Uani 1 1 d . . . C11 C 0.4184(3) 0.8319(3) 0.1584(2) 0.0158(10) Uani 1 1 d . . . C12 C 0.4096(3) 0.7866(3) 0.2209(2) 0.0155(10) Uani 1 1 d . . . C13 C 0.4260(3) 0.8300(3) 0.2891(2) 0.0156(10) Uani 1 1 d . . . C14 C 0.4504(3) 0.9717(3) 0.0944(2) 0.0146(10) Uani 1 1 d . . . H14 H 0.4620 0.9266 0.0588 0.018 Uiso 1 1 calc R . . C15 C 0.3494(3) 1.0163(3) 0.0534(2) 0.0146(10) Uani 1 1 d . . . C16 C 0.3279(3) 1.1032(3) 0.0693(2) 0.0153(10) Uani 1 1 d . . . H16 H 0.3791 1.1350 0.1068 0.018 Uiso 1 1 calc R . . C17 C 0.2367(3) 1.1455(3) 0.0336(2) 0.0161(10) Uani 1 1 d . . . C18 C 0.1616(3) 1.0974(3) -0.0205(2) 0.0183(10) Uani 1 1 d . . . C19 C 0.1792(3) 1.0099(3) -0.0365(2) 0.0186(10) Uani 1 1 d . . . C20 C 0.2723(3) 0.9708(3) -0.0006(2) 0.0163(10) Uani 1 1 d . . . C21 C 0.2168(3) 1.2408(3) 0.0531(2) 0.0176(10) Uani 1 1 d . . . H21 H 0.1670 1.2667 0.0063 0.021 Uiso 1 1 calc R . . C22 C 0.1657(3) 1.2412(3) 0.1140(2) 0.0161(10) Uani 1 1 d . . . C23 C 0.2197(3) 1.2390(3) 0.1914(2) 0.0178(10) Uani 1 1 d . . . H23 H 0.2918 1.2397 0.2069 0.021 Uiso 1 1 calc R . . C24 C 0.1734(3) 1.2359(3) 0.2473(2) 0.0151(10) Uani 1 1 d . . . C25 C 0.0671(3) 1.2306(3) 0.2236(2) 0.0178(10) Uani 1 1 d . . . C26 C 0.0112(3) 1.2342(3) 0.1469(3) 0.0180(10) Uani 1 1 d . . . C27 C 0.0596(3) 1.2415(3) 0.0934(2) 0.0161(10) Uani 1 1 d . . . C28 C 0.2349(3) 1.2347(3) 0.3318(2) 0.0175(10) Uani 1 1 d . . . H28 H 0.1891 1.2574 0.3593 0.021 Uiso 1 1 calc R . . C29 C 0.5615(3) 1.0315(3) 0.3905(3) 0.0210(11) Uani 1 1 d . . . H29A H 0.6232 0.9995 0.3916 0.031 Uiso 1 1 calc R . . H29B H 0.5716 1.0591 0.4399 0.031 Uiso 1 1 calc R . . H29C H 0.5468 1.0774 0.3512 0.031 Uiso 1 1 calc R . . C30 C 0.5402(3) 1.0359(3) 0.1135(3) 0.0222(11) Uani 1 1 d . . . H30A H 0.5405 1.0667 0.0674 0.033 Uiso 1 1 calc R . . H30B H 0.6038 1.0030 0.1347 0.033 Uiso 1 1 calc R . . H30C H 0.5337 1.0793 0.1508 0.033 Uiso 1 1 calc R . . C31 C 0.3116(3) 1.2992(3) 0.0736(3) 0.0239(11) Uani 1 1 d . . . H31A H 0.2932 1.3602 0.0815 0.036 Uiso 1 1 calc R . . H31B H 0.3406 1.2978 0.0323 0.036 Uiso 1 1 calc R . . H31C H 0.3618 1.2771 0.1202 0.036 Uiso 1 1 calc R . . C32 C 0.3267(4) 1.2973(3) 0.3513(3) 0.0267(12) Uani 1 1 d . . . H32A H 0.3603 1.2981 0.4064 0.040 Uiso 1 1 calc R . . H32B H 0.3037 1.3571 0.3336 0.040 Uiso 1 1 calc R . . H32C H 0.3746 1.2765 0.3264 0.040 Uiso 1 1 calc R . . O4 O 0.3233(2) 0.8787(2) 0.43217(18) 0.0244(8) Uani 1 1 d . . . H4 H 0.3619 0.8523 0.4127 0.037 Uiso 1 1 calc R . . O5 O 0.1573(2) 0.9619(2) 0.4419(2) 0.0286(9) Uani 1 1 d . . . H5 H 0.1863 0.9180 0.4674 0.043 Uiso 1 1 calc R . . O6 O 0.1122(2) 1.1304(2) 0.39361(18) 0.0223(8) Uani 1 1 d . . . H6 H 0.0739 1.0913 0.4014 0.033 Uiso 1 1 calc R . . O11 O 0.4036(2) 0.7887(2) 0.08977(16) 0.0190(7) Uani 1 1 d . . . H11 H 0.3693 0.7426 0.0882 0.028 Uiso 1 1 calc R . . O12 O 0.3874(2) 0.69728(19) 0.21934(17) 0.0210(7) Uani 1 1 d . . . H12 H 0.3368 0.6862 0.1811 0.032 Uiso 1 1 calc R . . O13 O 0.4157(2) 0.7838(2) 0.35004(16) 0.0220(8) Uani 1 1 d . . . H13 H 0.3756 0.7413 0.3342 0.033 Uiso 1 1 calc R . . O18 O 0.0678(2) 1.1305(2) -0.06219(18) 0.0259(8) Uani 1 1 d . . . H18 H 0.0537 1.1740 -0.0394 0.039 Uiso 1 1 calc R . . O19 O 0.1013(2) 0.9642(2) -0.08838(19) 0.0267(8) Uani 1 1 d . . . H19 H 0.1185 0.9111 -0.0898 0.040 Uiso 1 1 calc R . . O20 O 0.2824(2) 0.8858(2) -0.02499(17) 0.0212(7) Uani 1 1 d . . . H20 H 0.3197 0.8560 0.0115 0.032 Uiso 1 1 calc R . . O25 O 0.0098(2) 1.2246(2) 0.27107(17) 0.0253(8) Uani 1 1 d . . . H25 H 0.0449 1.2020 0.3125 0.038 Uiso 1 1 calc R . . O26 O -0.0933(2) 1.2284(2) 0.11998(17) 0.0249(8) Uani 1 1 d . . . H26 H -0.1159 1.2298 0.1565 0.037 Uiso 1 1 calc R . . O27 O 0.0033(2) 1.2458(2) 0.01703(16) 0.0234(8) Uani 1 1 d . . . H27 H -0.0553 1.2644 0.0121 0.035 Uiso 1 1 calc R . . N1 N 0.0945(3) 0.9399(2) 0.1781(2) 0.0214(9) Uani 1 1 d . . . H1 H 0.0399 0.9369 0.1333 0.026 Uiso 1 1 calc R . . C50 C 0.1558(4) 1.0188(3) 0.1724(3) 0.0397(14) Uani 1 1 d . . . H50A H 0.2150 1.0235 0.2185 0.060 Uiso 1 1 calc R . . H50B H 0.1141 1.0722 0.1669 0.060 Uiso 1 1 calc R . . H50C H 0.1787 1.0126 0.1282 0.060 Uiso 1 1 calc R . . C51 C 0.1539(4) 0.8580(3) 0.1830(4) 0.0465(16) Uani 1 1 d . . . H51A H 0.1748 0.8527 0.1379 0.070 Uiso 1 1 calc R . . H51B H 0.1121 0.8069 0.1861 0.070 Uiso 1 1 calc R . . H51C H 0.2143 0.8601 0.2284 0.070 Uiso 1 1 calc R . . C52 C 0.0517(4) 0.9465(4) 0.2410(3) 0.0415(15) Uani 1 1 d . . . H52A H 0.0026 0.8987 0.2366 0.062 Uiso 1 1 calc R . . H52B H 0.0177 1.0038 0.2384 0.062 Uiso 1 1 calc R . . H52C H 0.1067 0.9415 0.2896 0.062 Uiso 1 1 calc R . . Cl1 Cl 0.20945(9) 0.68304(8) 0.07036(7) 0.0239(3) Uani 1 1 d . . . O50 O 0.2496(3) 0.8289(2) -0.17450(18) 0.0269(8) Uani 1 1 d . . . H50 H 0.2620 0.8488 -0.1303 0.040 Uiso 1 1 calc R . . C53 C 0.2115(4) 0.8988(4) -0.2282(3) 0.0362(14) Uani 1 1 d . . . H53A H 0.1677 0.9377 -0.2103 0.054 Uiso 1 1 calc R . . H53B H 0.1722 0.8735 -0.2774 0.054 Uiso 1 1 calc R . . H53C H 0.2685 0.9330 -0.2337 0.054 Uiso 1 1 calc R . . O51 O -0.0503(3) 1.0511(2) 0.4023(2) 0.0392(10) Uani 1 1 d . . . H51 H -0.0923 1.0867 0.4099 0.059 Uiso 1 1 calc R . . C54 C -0.0886(4) 0.9633(4) 0.3986(3) 0.0411(15) Uani 1 1 d . . . H54A H -0.0915 0.9460 0.4485 0.062 Uiso 1 1 calc R . . H54B H -0.0438 0.9227 0.3835 0.062 Uiso 1 1 calc R . . H54C H -0.1570 0.9607 0.3613 0.062 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 C1 0.020(3) 0.014(2) 0.010(2) -0.0017(19) 0.003(2) 0.003(2) C2 0.021(3) 0.021(3) 0.014(2) 0.001(2) 0.004(2) -0.006(2) C3 0.016(2) 0.016(2) 0.011(2) -0.0006(19) 0.0004(19) -0.001(2) C4 0.024(3) 0.010(2) 0.012(2) 0.0049(18) 0.007(2) 0.003(2) C5 0.025(3) 0.017(3) 0.017(2) 0.005(2) 0.010(2) -0.001(2) C6 0.020(3) 0.021(3) 0.018(2) -0.005(2) 0.012(2) 0.001(2) C7 0.019(2) 0.015(2) 0.012(2) -0.0008(19) 0.004(2) -0.001(2) C8 0.007(2) 0.018(3) 0.017(2) -0.001(2) 0.0046(19) 0.0023(19) C9 0.013(2) 0.014(2) 0.016(2) 0.0014(19) 0.0034(19) 0.000(2) C10 0.011(2) 0.016(3) 0.018(2) 0.002(2) 0.0025(19) 0.0004(19) C11 0.009(2) 0.022(3) 0.014(2) -0.004(2) 0.0006(19) 0.002(2) C12 0.014(2) 0.012(2) 0.021(2) 0.003(2) 0.006(2) 0.0012(19) C13 0.014(2) 0.017(3) 0.015(2) 0.002(2) 0.0028(19) -0.001(2) C14 0.013(2) 0.017(3) 0.016(2) 0.0003(19) 0.008(2) -0.0016(19) C15 0.013(2) 0.018(3) 0.011(2) 0.002(2) 0.0022(19) -0.002(2) C16 0.014(2) 0.016(3) 0.015(2) -0.001(2) 0.004(2) -0.003(2) C17 0.018(2) 0.015(2) 0.015(2) 0.0017(19) 0.004(2) 0.000(2) C18 0.013(2) 0.024(3) 0.016(2) 0.001(2) 0.002(2) 0.003(2) C19 0.013(2) 0.024(3) 0.017(2) -0.004(2) 0.003(2) -0.002(2) C20 0.019(3) 0.012(2) 0.020(2) -0.006(2) 0.008(2) -0.003(2) C21 0.017(2) 0.018(3) 0.015(2) 0.001(2) 0.002(2) 0.000(2) C22 0.018(2) 0.009(2) 0.023(3) -0.001(2) 0.009(2) -0.001(2) C23 0.018(2) 0.014(2) 0.020(2) 0.000(2) 0.003(2) -0.001(2) C24 0.011(2) 0.012(2) 0.020(2) -0.0016(19) 0.002(2) 0.0010(19) C25 0.019(3) 0.015(3) 0.019(2) 0.002(2) 0.007(2) 0.002(2) C26 0.010(2) 0.019(3) 0.024(3) -0.003(2) 0.005(2) -0.002(2) C27 0.013(2) 0.017(3) 0.015(2) 0.001(2) -0.0005(19) 0.005(2) C28 0.018(2) 0.019(3) 0.014(2) 0.000(2) 0.005(2) -0.002(2) C29 0.018(3) 0.021(3) 0.023(3) -0.001(2) 0.005(2) 0.000(2) C30 0.014(2) 0.029(3) 0.026(3) 0.002(2) 0.009(2) -0.001(2) C31 0.025(3) 0.019(3) 0.030(3) 0.003(2) 0.012(2) -0.002(2) C32 0.028(3) 0.020(3) 0.029(3) -0.002(2) 0.005(2) -0.007(2) O4 0.031(2) 0.0182(18) 0.032(2) 0.0055(16) 0.0205(17) 0.0043(15) O5 0.029(2) 0.023(2) 0.042(2) 0.0168(17) 0.0230(18) 0.0076(16) O6 0.0234(19) 0.0193(18) 0.0278(19) 0.0031(15) 0.0132(16) 0.0029(15) O11 0.0265(19) 0.0169(18) 0.0160(16) -0.0030(14) 0.0104(15) -0.0056(15) O12 0.026(2) 0.0144(17) 0.0206(18) -0.0017(14) 0.0053(15) -0.0063(14) O13 0.030(2) 0.0189(19) 0.0171(17) 0.0015(14) 0.0079(15) -0.0069(15) O18 0.0163(18) 0.025(2) 0.0279(19) -0.0110(16) -0.0041(15) 0.0047(15) O19 0.0233(19) 0.0205(19) 0.0291(19) -0.0097(16) -0.0014(16) 0.0032(15) O20 0.0220(19) 0.0178(18) 0.0191(17) -0.0043(15) 0.0004(15) 0.0036(15) O25 0.0198(18) 0.040(2) 0.0182(18) 0.0054(16) 0.0085(15) 0.0041(16) O26 0.0150(17) 0.035(2) 0.0252(18) -0.0008(17) 0.0077(15) 0.0007(15) O27 0.0143(17) 0.035(2) 0.0192(18) -0.0003(15) 0.0026(14) 0.0080(16) N1 0.014(2) 0.024(2) 0.022(2) -0.0045(18) -0.0002(17) -0.0023(18) C50 0.036(3) 0.023(3) 0.059(4) 0.003(3) 0.014(3) -0.006(3) C51 0.031(3) 0.023(3) 0.085(5) 0.000(3) 0.018(3) 0.007(3) C52 0.045(4) 0.053(4) 0.029(3) -0.002(3) 0.016(3) -0.002(3) Cl1 0.0191(6) 0.0253(7) 0.0262(6) -0.0023(5) 0.0059(5) -0.0023(5) O50 0.031(2) 0.031(2) 0.0196(18) -0.0003(16) 0.0098(17) 0.0013(17) C53 0.031(3) 0.046(4) 0.030(3) 0.002(3) 0.008(3) 0.004(3) O51 0.028(2) 0.021(2) 0.077(3) 0.003(2) 0.027(2) 0.0015(17) C54 0.042(4) 0.034(3) 0.051(4) 0.004(3) 0.021(3) -0.003(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 C1 C6 1.394(6) . ? C1 C2 1.396(6) . ? C1 C28 1.532(6) . ? C2 C3 1.397(6) . ? C3 C4 1.388(6) . ? C3 C7 1.525(6) . ? C4 O4 1.377(5) . ? C4 C5 1.393(6) . ? C5 O5 1.371(5) . ? C5 C6 1.379(6) . ? C6 O6 1.387(5) . ? C7 C8 1.516(6) . ? C7 C29 1.525(6) . ? C8 C13 1.395(6) . ? C8 C9 1.405(6) . ? C9 C10 1.389(6) . ? C10 C11 1.400(6) . ? C10 C14 1.525(6) . ? C11 O11 1.391(5) . ? C11 C12 1.392(6) . ? C12 C13 1.382(6) . ? C12 O12 1.383(5) . ? C13 O13 1.380(5) . ? C14 C15 1.522(6) . ? C14 C30 1.529(6) . ? C15 C20 1.390(6) . ? C15 C16 1.399(6) . ? C16 C17 1.383(6) . ? C17 C18 1.398(6) . ? C17 C21 1.531(6) . ? C18 O18 1.377(5) . ? C18 C19 1.394(6) . ? C19 O19 1.380(5) . ? C19 C20 1.383(6) . ? C20 O20 1.385(5) . ? C21 C22 1.524(6) . ? C21 C31 1.529(6) . ? C22 C23 1.395(6) . ? C22 C27 1.399(6) . ? C23 C24 1.392(6) . ? C24 C25 1.402(6) . ? C24 C28 1.530(6) . ? C25 O25 1.374(5) . ? C25 C26 1.388(6) . ? C26 O26 1.378(5) . ? C26 C27 1.379(6) . ? C27 O27 1.385(5) . ? C28 C32 1.534(6) . ? N1 C51 1.473(6) . ? N1 C52 1.481(6) . ? N1 C50 1.490(6) . ? O50 C53 1.433(6) . ? O51 C54 1.424(6) . ? 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 C6 C1 C2 117.4(4) . . ? C6 C1 C28 119.8(4) . . ? C2 C1 C28 122.8(4) . . ? C1 C2 C3 123.1(4) . . ? C4 C3 C2 117.2(4) . . ? C4 C3 C7 121.2(4) . . ? C2 C3 C7 121.7(4) . . ? O4 C4 C3 124.9(4) . . ? O4 C4 C5 113.9(4) . . ? C3 C4 C5 121.2(4) . . ? O5 C5 C6 117.5(4) . . ? O5 C5 C4 122.4(4) . . ? C6 C5 C4 120.0(4) . . ? C5 C6 O6 120.0(4) . . ? C5 C6 C1 121.0(4) . . ? O6 C6 C1 119.0(4) . . ? C8 C7 C3 112.4(4) . . ? C8 C7 C29 112.8(3) . . ? C3 C7 C29 112.2(4) . . ? C13 C8 C9 116.3(4) . . ? C13 C8 C7 122.0(4) . . ? C9 C8 C7 121.7(4) . . ? C10 C9 C8 123.9(4) . . ? C9 C10 C11 117.3(4) . . ? C9 C10 C14 122.4(4) . . ? C11 C10 C14 120.2(4) . . ? O11 C11 C12 120.9(4) . . ? O11 C11 C10 118.6(4) . . ? C12 C11 C10 120.5(4) . . ? C13 C12 O12 116.9(4) . . ? C13 C12 C11 120.3(4) . . ? O12 C12 C11 122.8(4) . . ? O13 C13 C12 119.1(4) . . ? O13 C13 C8 119.2(4) . . ? C12 C13 C8 121.7(4) . . ? C15 C14 C10 110.4(3) . . ? C15 C14 C30 112.7(4) . . ? C10 C14 C30 112.5(4) . . ? C20 C15 C16 116.8(4) . . ? C20 C15 C14 120.8(4) . . ? C16 C15 C14 122.4(4) . . ? C17 C16 C15 123.9(4) . . ? C16 C17 C18 117.4(4) . . ? C16 C17 C21 122.0(4) . . ? C18 C17 C21 120.6(4) . . ? O18 C18 C19 115.1(4) . . ? O18 C18 C17 124.5(4) . . ? C19 C18 C17 120.4(4) . . ? O19 C19 C20 121.6(4) . . ? O19 C19 C18 118.2(4) . . ? C20 C19 C18 120.2(4) . . ? C19 C20 O20 114.6(4) . . ? C19 C20 C15 121.3(4) . . ? O20 C20 C15 124.1(4) . . ? C22 C21 C31 112.6(4) . . ? C22 C21 C17 110.2(3) . . ? C31 C21 C17 113.2(4) . . ? C23 C22 C27 116.6(4) . . ? C23 C22 C21 123.2(4) . . ? C27 C22 C21 120.1(4) . . ? C24 C23 C22 123.5(4) . . ? C23 C24 C25 117.6(4) . . ? C23 C24 C28 122.1(4) . . ? C25 C24 C28 120.2(4) . . ? O25 C25 C26 114.7(4) . . ? O25 C25 C24 125.1(4) . . ? C26 C25 C24 120.1(4) . . ? O26 C26 C27 116.6(4) . . ? O26 C26 C25 122.9(4) . . ? C27 C26 C25 120.5(4) . . ? C26 C27 O27 120.1(4) . . ? C26 C27 C22 121.5(4) . . ? O27 C27 C22 118.4(4) . . ? C24 C28 C1 110.9(4) . . ? C24 C28 C32 112.3(4) . . ? C1 C28 C32 112.9(4) . . ? C51 N1 C52 111.7(4) . . ? C51 N1 C50 110.7(4) . . ? C52 N1 C50 112.9(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 C6 C1 C2 C3 0.6(6) . . . . ? C28 C1 C2 C3 -178.1(4) . . . . ? C1 C2 C3 C4 0.4(6) . . . . ? C1 C2 C3 C7 179.9(4) . . . . ? C2 C3 C4 O4 -179.8(4) . . . . ? C7 C3 C4 O4 0.6(7) . . . . ? C2 C3 C4 C5 -2.6(6) . . . . ? C7 C3 C4 C5 177.8(4) . . . . ? O4 C4 C5 O5 -2.5(6) . . . . ? C3 C4 C5 O5 -180.0(4) . . . . ? O4 C4 C5 C6 -178.7(4) . . . . ? C3 C4 C5 C6 3.8(7) . . . . ? O5 C5 C6 O6 0.5(6) . . . . ? C4 C5 C6 O6 176.9(4) . . . . ? O5 C5 C6 C1 -179.2(4) . . . . ? C4 C5 C6 C1 -2.8(7) . . . . ? C2 C1 C6 C5 0.6(6) . . . . ? C28 C1 C6 C5 179.4(4) . . . . ? C2 C1 C6 O6 -179.0(4) . . . . ? C28 C1 C6 O6 -0.3(6) . . . . ? C4 C3 C7 C8 88.3(5) . . . . ? C2 C3 C7 C8 -91.2(5) . . . . ? C4 C3 C7 C29 -143.4(4) . . . . ? C2 C3 C7 C29 37.1(6) . . . . ? C3 C7 C8 C13 -90.4(5) . . . . ? C29 C7 C8 C13 141.6(4) . . . . ? C3 C7 C8 C9 87.3(5) . . . . ? C29 C7 C8 C9 -40.7(6) . . . . ? C13 C8 C9 C10 -1.9(6) . . . . ? C7 C8 C9 C10 -179.7(4) . . . . ? C8 C9 C10 C11 0.7(6) . . . . ? C8 C9 C10 C14 178.7(4) . . . . ? C9 C10 C11 O11 -178.6(4) . . . . ? C14 C10 C11 O11 3.4(6) . . . . ? C9 C10 C11 C12 0.1(6) . . . . ? C14 C10 C11 C12 -177.9(4) . . . . ? O11 C11 C12 C13 179.0(4) . . . . ? C10 C11 C12 C13 0.3(6) . . . . ? O11 C11 C12 O12 0.9(6) . . . . ? C10 C11 C12 O12 -177.8(4) . . . . ? O12 C12 C13 O13 -2.5(6) . . . . ? C11 C12 C13 O13 179.3(4) . . . . ? O12 C12 C13 C8 176.6(4) . . . . ? C11 C12 C13 C8 -1.6(7) . . . . ? C9 C8 C13 O13 -178.6(4) . . . . ? C7 C8 C13 O13 -0.7(6) . . . . ? C9 C8 C13 C12 2.3(6) . . . . ? C7 C8 C13 C12 -179.9(4) . . . . ? C9 C10 C14 C15 -84.9(5) . . . . ? C11 C10 C14 C15 93.0(5) . . . . ? C9 C10 C14 C30 42.0(6) . . . . ? C11 C10 C14 C30 -140.1(4) . . . . ? C10 C14 C15 C20 -86.3(5) . . . . ? C30 C14 C15 C20 146.9(4) . . . . ? C10 C14 C15 C16 91.7(5) . . . . ? C30 C14 C15 C16 -35.0(5) . . . . ? C20 C15 C16 C17 -1.3(6) . . . . ? C14 C15 C16 C17 -179.5(4) . . . . ? C15 C16 C17 C18 1.1(6) . . . . ? C15 C16 C17 C21 179.9(4) . . . . ? C16 C17 C18 O18 -178.4(4) . . . . ? C21 C17 C18 O18 2.8(6) . . . . ? C16 C17 C18 C19 0.6(6) . . . . ? C21 C17 C18 C19 -178.2(4) . . . . ? O18 C18 C19 O19 -3.2(6) . . . . ? C17 C18 C19 O19 177.8(4) . . . . ? O18 C18 C19 C20 177.1(4) . . . . ? C17 C18 C19 C20 -2.0(6) . . . . ? O19 C19 C20 O20 4.3(6) . . . . ? C18 C19 C20 O20 -175.9(4) . . . . ? O19 C19 C20 C15 -178.0(4) . . . . ? C18 C19 C20 C15 1.8(7) . . . . ? C16 C15 C20 C19 -0.1(6) . . . . ? C14 C15 C20 C19 178.0(4) . . . . ? C16 C15 C20 O20 177.3(4) . . . . ? C14 C15 C20 O20 -4.5(6) . . . . ? C16 C17 C21 C22 -92.8(5) . . . . ? C18 C17 C21 C22 86.0(5) . . . . ? C16 C17 C21 C31 34.3(6) . . . . ? C18 C17 C21 C31 -146.9(4) . . . . ? C31 C21 C22 C23 -40.6(6) . . . . ? C17 C21 C22 C23 86.8(5) . . . . ? C31 C21 C22 C27 141.1(4) . . . . ? C17 C21 C22 C27 -91.5(5) . . . . ? C27 C22 C23 C24 1.0(6) . . . . ? C21 C22 C23 C24 -177.4(4) . . . . ? C22 C23 C24 C25 3.0(7) . . . . ? C22 C23 C24 C28 -179.2(4) . . . . ? C23 C24 C25 O25 178.2(4) . . . . ? C28 C24 C25 O25 0.4(7) . . . . ? C23 C24 C25 C26 -4.0(6) . . . . ? C28 C24 C25 C26 178.2(4) . . . . ? O25 C25 C26 O26 -2.7(6) . . . . ? C24 C25 C26 O26 179.4(4) . . . . ? O25 C25 C26 C27 179.1(4) . . . . ? C24 C25 C26 C27 1.1(7) . . . . ? O26 C26 C27 O27 2.2(6) . . . . ? C25 C26 C27 O27 -179.5(4) . . . . ? O26 C26 C27 C22 -175.2(4) . . . . ? C25 C26 C27 C22 3.1(7) . . . . ? C23 C22 C27 C26 -4.1(6) . . . . ? C21 C22 C27 C26 174.3(4) . . . . ? C23 C22 C27 O27 178.5(4) . . . . ? C21 C22 C27 O27 -3.1(6) . . . . ? C23 C24 C28 C1 -87.2(5) . . . . ? C25 C24 C28 C1 90.5(5) . . . . ? C23 C24 C28 C32 40.2(6) . . . . ? C25 C24 C28 C32 -142.1(4) . . . . ? C6 C1 C28 C24 -91.9(5) . . . . ? C2 C1 C28 C24 86.8(5) . . . . ? C6 C1 C28 C32 141.1(4) . . . . ? C2 C1 C28 C32 -40.2(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 O4 H4 O13 0.84 1.89 2.709(4) 164.9 . O5 H5 Cl1 0.84 2.39 3.152(3) 150.9 4_576 O6 H6 O51 0.84 1.84 2.611(4) 152.4 . O6 H6 O5 0.84 2.27 2.705(4) 112.3 . O11 H11 Cl1 0.84 2.32 3.057(3) 146.5 . O12 H12 Cl1 0.84 2.24 3.069(3) 168.3 . O13 H13 O50 0.84 2.01 2.787(5) 153.5 4_576 O18 H18 O27 0.84 1.80 2.624(4) 164.6 . O19 H19 O26 0.84 2.18 2.964(5) 155.2 3_575 O19 H19 O20 0.84 2.24 2.685(4) 113.4 . O20 H20 O11 0.84 1.85 2.688(4) 178.3 . O25 H25 O6 0.84 1.85 2.676(4) 168.1 . O26 H26 O50 0.84 2.18 2.822(4) 132.8 3_575 O26 H26 O25 0.84 2.28 2.715(4) 112.5 . O27 H27 Cl1 0.84 2.33 3.072(3) 147.0 3_575 N1 H1 O18 0.93 1.94 2.780(5) 149.9 3_575 N1 H1 O19 0.93 2.39 3.059(5) 128.5 3_575 O50 H50 O20 0.84 1.97 2.810(4) 174.3 . O51 H51 Cl1 0.84 2.30 3.142(4) 179.2 2 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.04 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.436 _refine_diff_density_min -0.411 _refine_diff_density_rms 0.090 #===END data_PC1_TriEA _database_code_depnum_ccdc_archive 'CCDC 611016' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H32 O12, C6 H16 N, C2 H6 O, C H4 O, Cl' _chemical_formula_sum 'C41 H58 Cl N O14' _chemical_formula_weight 824.33 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.2275(11) _cell_length_b 25.3429(13) _cell_length_c 17.9561(5) _cell_angle_alpha 90.00 _cell_angle_beta 122.883(2) _cell_angle_gamma 90.00 _cell_volume 8112.1(6) _cell_formula_units_Z 8 _cell_measurement_temperature 173.0(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3520 _exptl_absorpt_coefficient_mu 0.164 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9525 _exptl_absorpt_correction_T_max 0.9838 _exptl_absorpt_process_details ; 'Blessing, R. H. Acta Crystallogr., Sect A 1995, 51, 33-38' ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173.0(1) _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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27871 _diffrn_reflns_av_R_equivalents 0.0877 _diffrn_reflns_av_sigmaI/netI 0.0736 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.60 _diffrn_reflns_theta_max 26.01 _reflns_number_total 7814 _reflns_number_gt 5216 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement Denzo-SMN _computing_data_reduction Denzo-SMN _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0693P)^2^+76.5581P] 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 SHELXL _refine_ls_extinction_coef 0.0012(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7814 _refine_ls_number_parameters 533 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1530 _refine_ls_R_factor_gt 0.1021 _refine_ls_wR_factor_ref 0.2541 _refine_ls_wR_factor_gt 0.2296 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _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 C1 C 0.2290(3) 0.0374(2) 0.2212(3) 0.0263(12) Uani 1 1 d . . . C2 C 0.2556(3) 0.02489(19) 0.3088(3) 0.0261(12) Uani 1 1 d . . . H2 H 0.3068 0.0152 0.3466 0.031 Uiso 1 1 calc R . . C3 C 0.2111(3) 0.0259(2) 0.3441(3) 0.0267(12) Uani 1 1 d . . . C4 C 0.1363(3) 0.0409(2) 0.2873(4) 0.0334(13) Uani 1 1 d . . . C5 C 0.1086(3) 0.0554(2) 0.2016(3) 0.0321(13) Uani 1 1 d . . . C6 C 0.1536(3) 0.0524(2) 0.1676(3) 0.0290(12) Uani 1 1 d . . . C7 C 0.2426(3) 0.0119(2) 0.4408(3) 0.0250(11) Uani 1 1 d . . . H7 H 0.1994 -0.0005 0.4440 0.030 Uiso 1 1 calc R . . C8 C 0.2741(3) 0.0609(2) 0.4993(3) 0.0229(11) Uani 1 1 d . . . C9 C 0.3476(3) 0.0773(2) 0.5348(3) 0.0241(11) Uani 1 1 d . . . H9 H 0.3777 0.0577 0.5205 0.029 Uiso 1 1 calc R . . C10 C 0.3793(3) 0.1208(2) 0.5900(3) 0.0230(11) Uani 1 1 d . . . C11 C 0.3337(3) 0.1495(2) 0.6094(3) 0.0251(11) Uani 1 1 d . . . C12 C 0.2596(3) 0.1353(2) 0.5722(3) 0.0253(11) Uani 1 1 d . . . C13 C 0.2294(3) 0.0914(2) 0.5183(3) 0.0253(11) Uani 1 1 d . . . C14 C 0.4593(3) 0.1388(2) 0.6240(3) 0.0259(11) Uani 1 1 d . . . H14 H 0.4762 0.1601 0.6787 0.031 Uiso 1 1 calc R . . C15 C 0.4609(3) 0.1762(2) 0.5580(3) 0.0238(11) Uani 1 1 d . . . C16 C 0.4720(3) 0.1575(2) 0.4930(3) 0.0222(11) Uani 1 1 d . . . H16 H 0.4769 0.1205 0.4890 0.027 Uiso 1 1 calc R . . C17 C 0.4762(3) 0.1903(2) 0.4338(3) 0.0234(11) Uani 1 1 d . . . C18 C 0.4667(3) 0.2445(2) 0.4394(3) 0.0262(11) Uani 1 1 d . . . C19 C 0.4537(3) 0.2646(2) 0.5010(3) 0.0287(12) Uani 1 1 d . . . C20 C 0.4517(3) 0.2303(2) 0.5612(3) 0.0278(12) Uani 1 1 d . . . C21 C 0.4895(3) 0.1679(2) 0.3641(3) 0.0262(12) Uani 1 1 d . . . H21 H 0.5113 0.1970 0.3473 0.031 Uiso 1 1 calc R . . C22 C 0.4151(3) 0.1524(2) 0.2803(3) 0.0245(11) Uani 1 1 d . . . C23 C 0.3817(3) 0.1038(2) 0.2693(3) 0.0239(11) Uani 1 1 d . . . H23 H 0.4059 0.0792 0.3168 0.029 Uiso 1 1 calc R . . C24 C 0.3144(3) 0.0886(2) 0.1923(3) 0.0259(12) Uani 1 1 d . . . C25 C 0.2800(3) 0.1254(2) 0.1238(3) 0.0271(12) Uani 1 1 d . . . C26 C 0.3113(3) 0.1748(2) 0.1327(3) 0.0281(12) Uani 1 1 d . . . C27 C 0.3777(3) 0.1885(2) 0.2106(3) 0.0249(11) Uani 1 1 d . . . C28 C 0.2783(3) 0.0350(2) 0.1838(3) 0.0276(12) Uani 1 1 d . . . H28 H 0.2444 0.0277 0.1189 0.033 Uiso 1 1 calc R . . C29 C 0.2991(3) -0.0338(2) 0.4740(4) 0.0335(13) Uani 1 1 d . . . H29A H 0.3430 -0.0230 0.4731 0.050 Uiso 1 1 calc R . . H29B H 0.2756 -0.0645 0.4353 0.050 Uiso 1 1 calc R . . H29C H 0.3148 -0.0430 0.5347 0.050 Uiso 1 1 calc R . . C30 C 0.5144(3) 0.0934(2) 0.6522(3) 0.0332(13) Uani 1 1 d . . . H30A H 0.5005 0.0715 0.6005 0.050 Uiso 1 1 calc R . . H30B H 0.5132 0.0721 0.6969 0.050 Uiso 1 1 calc R . . H30C H 0.5651 0.1075 0.6774 0.050 Uiso 1 1 calc R . . C31 C 0.5466(3) 0.1226(2) 0.4007(4) 0.0297(12) Uani 1 1 d . . . H31A H 0.5270 0.0932 0.4178 0.045 Uiso 1 1 calc R . . H31B H 0.5939 0.1349 0.4527 0.045 Uiso 1 1 calc R . . H31C H 0.5552 0.1108 0.3550 0.045 Uiso 1 1 calc R . . C32 C 0.3361(3) -0.0098(2) 0.2230(4) 0.0328(13) Uani 1 1 d . . . H32A H 0.3631 -0.0111 0.1929 0.049 Uiso 1 1 calc R . . H32B H 0.3103 -0.0435 0.2148 0.049 Uiso 1 1 calc R . . H32C H 0.3718 -0.0035 0.2865 0.049 Uiso 1 1 calc R . . O4 O 0.0882(3) 0.0410(2) 0.3178(3) 0.0534(13) Uani 1 1 d . . . H4 H 0.0912 0.0119 0.3420 0.080 Uiso 1 1 calc R . . O5 O 0.0343(2) 0.07045(18) 0.1432(3) 0.0427(11) Uani 1 1 d D . . H5 H 0.0220 0.0924 0.1681 0.064 Uiso 1 1 calc R . . O6 O 0.1241(2) 0.06362(18) 0.0793(2) 0.0418(11) Uani 1 1 d . . . H6 H 0.0803 0.0753 0.0561 0.063 Uiso 1 1 calc RD . . O11 O 0.3583(2) 0.19280(15) 0.6653(3) 0.0334(9) Uani 1 1 d . . . H11 H 0.3879 0.2106 0.6579 0.050 Uiso 1 1 calc R . . O12 O 0.2165(2) 0.16679(16) 0.5914(3) 0.0372(10) Uani 1 1 d . . . H12 H 0.1719 0.1561 0.5625 0.056 Uiso 1 1 calc R . . O13 O 0.1554(2) 0.08076(17) 0.4867(3) 0.0381(10) Uani 1 1 d . . . H13 H 0.1336 0.0700 0.4341 0.057 Uiso 1 1 calc R . . O18 O 0.4698(2) 0.28120(15) 0.3842(3) 0.0401(10) Uani 1 1 d . . . H18 H 0.4495 0.2686 0.3329 0.060 Uiso 1 1 calc R . . O19 O 0.4422(2) 0.31727(14) 0.5084(3) 0.0375(10) Uani 1 1 d . . . H19 H 0.4530 0.3352 0.4774 0.056 Uiso 1 1 calc R . . O20 O 0.4410(2) 0.24983(16) 0.6252(3) 0.0376(10) Uani 1 1 d . . . H20 H 0.4538 0.2817 0.6346 0.056 Uiso 1 1 calc R . . O25 O 0.2150(2) 0.11530(18) 0.0435(2) 0.0412(11) Uani 1 1 d . . . H25 H 0.1838 0.1007 0.0519 0.062 Uiso 1 1 calc R . . O26 O 0.2779(2) 0.21267(15) 0.0677(2) 0.0370(10) Uani 1 1 d . . . H26 H 0.2374 0.2009 0.0245 0.056 Uiso 1 1 calc R . . O27 O 0.4078(2) 0.23830(15) 0.2209(2) 0.0352(9) Uani 1 1 d . . . H27 H 0.3776 0.2573 0.1776 0.053 Uiso 1 1 calc R . . Cl1 Cl 0.5000 0.34603(8) 0.7500 0.0405(5) Uani 1 2 d S . . N50 N 0.2151(2) 0.25282(17) 0.2638(3) 0.0240(9) Uani 1 1 d . . . H50X H 0.2093 0.2757 0.3003 0.029 Uiso 1 1 calc R . . C50 C 0.1381(3) 0.2326(2) 0.1959(4) 0.0324(13) Uani 1 1 d . . . H50A H 0.1052 0.2629 0.1627 0.039 Uiso 1 1 calc R . . H50B H 0.1170 0.2147 0.2267 0.039 Uiso 1 1 calc R . . C51 C 0.1381(4) 0.1944(3) 0.1310(4) 0.0498(18) Uani 1 1 d . . . H51A H 0.1541 0.2129 0.0960 0.075 Uiso 1 1 calc R . . H51B H 0.0874 0.1803 0.0913 0.075 Uiso 1 1 calc R . . H51C H 0.1728 0.1654 0.1637 0.075 Uiso 1 1 calc R . . C52 C 0.2677(3) 0.2103(2) 0.3227(4) 0.0349(13) Uani 1 1 d . . . H52A H 0.3165 0.2264 0.3673 0.042 Uiso 1 1 calc R . . H52B H 0.2763 0.1855 0.2866 0.042 Uiso 1 1 calc R . . C53 C 0.2383(4) 0.1799(3) 0.3702(5) 0.058(2) Uani 1 1 d . . . H53A H 0.2201 0.2047 0.3964 0.088 Uiso 1 1 calc R . . H53B H 0.2786 0.1583 0.4172 0.088 Uiso 1 1 calc R . . H53C H 0.1969 0.1570 0.3279 0.088 Uiso 1 1 calc R . . C54 C 0.2503(4) 0.2846(2) 0.2248(4) 0.0399(14) Uani 1 1 d . . . H54A H 0.3015 0.2952 0.2729 0.048 Uiso 1 1 calc R . . H54B H 0.2547 0.2622 0.1827 0.048 Uiso 1 1 calc R . . C55 C 0.2059(5) 0.3333(3) 0.1772(6) 0.069(2) Uani 1 1 d . . . H55A H 0.1599 0.3231 0.1214 0.104 Uiso 1 1 calc R . . H55B H 0.2361 0.3563 0.1645 0.104 Uiso 1 1 calc R . . H55C H 0.1929 0.3522 0.2146 0.104 Uiso 1 1 calc R . . O50 O -0.0070(3) 0.10455(19) -0.0502(3) 0.0304(11) Uiso 0.75 1 d P A 1 H50 H 0.0109 0.1110 -0.0810 0.046 Uiso 0.75 1 calc PR A 1 O50B O -0.0493(11) 0.0942(8) -0.0329(12) 0.054(5) Uiso 0.25 1 d P A 2 H50C H -0.0291 0.0769 0.0146 0.082 Uiso 0.25 1 calc PRD A 2 C56 C -0.0627(4) 0.0656(3) -0.0922(5) 0.061(2) Uiso 1 1 d . . . H56A H -0.0798 0.0549 -0.0529 0.074 Uiso 0.75 1 calc PR A 1 H56B H -0.0419 0.0341 -0.1041 0.074 Uiso 0.75 1 calc PR A 1 H56C H -0.0749 0.0300 -0.0810 0.074 Uiso 0.25 1 calc PR A 2 H56D H -0.0181 0.0627 -0.0962 0.074 Uiso 0.25 1 calc PR A 2 C57 C -0.1270(7) 0.0865(5) -0.1767(8) 0.112(4) Uiso 1 1 d . A . H57A H -0.1475 0.1177 -0.1646 0.169 Uiso 1 1 calc R . . H57B H -0.1660 0.0594 -0.2055 0.169 Uiso 1 1 calc R . . H57C H -0.1101 0.0964 -0.2159 0.169 Uiso 1 1 calc R . . O51 O 0.3790(3) 0.3011(2) 0.0861(4) 0.0540(15) Uani 0.50 1 d P B 1 H51 H 0.4235 0.3091 0.1043 0.081 Uiso 0.50 1 calc PR B 1 C58 C 0.3490(6) 0.3388(3) 0.1270(5) 0.113(3) Uani 0.50 1 d P B 1 H58A H 0.3400 0.3192 0.1673 0.170 Uiso 0.50 1 calc PR B 1 H58B H 0.3020 0.3548 0.0797 0.170 Uiso 0.50 1 calc PR B 1 H58C H 0.3861 0.3667 0.1601 0.170 Uiso 0.50 1 calc PR B 1 C58B C 0.3790(3) 0.3011(2) 0.0861(4) 0.0540(15) Uani 0.50 1 d P C 2 H58D H 0.3921 0.3213 0.0498 0.081 Uiso 0.50 1 calc PR C 2 H58E H 0.3402 0.2751 0.0489 0.081 Uiso 0.50 1 calc PR C 2 H58F H 0.4236 0.2829 0.1336 0.081 Uiso 0.50 1 calc PR C 2 O51B O 0.3490(6) 0.3388(3) 0.1270(5) 0.113(3) Uani 0.50 1 d P C 2 H51D H 0.3182 0.3599 0.0880 0.170 Uiso 0.50 1 calc PR C 2 Cl2 Cl 0.4304(2) 0.41572(18) 0.1544(2) 0.0712(12) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.036(3) 0.020(3) 0.021(3) -0.001(2) 0.015(2) 0.000(2) C2 0.034(3) 0.021(3) 0.023(3) 0.000(2) 0.015(2) 0.004(2) C3 0.033(3) 0.021(3) 0.021(3) -0.001(2) 0.012(2) 0.005(2) C4 0.036(3) 0.036(3) 0.030(3) 0.000(2) 0.020(3) 0.010(3) C5 0.030(3) 0.033(3) 0.028(3) -0.004(2) 0.012(2) 0.005(2) C6 0.039(3) 0.027(3) 0.019(3) -0.002(2) 0.014(2) 0.000(2) C7 0.030(3) 0.026(3) 0.022(3) 0.003(2) 0.016(2) 0.007(2) C8 0.027(3) 0.025(3) 0.019(2) 0.007(2) 0.014(2) 0.006(2) C9 0.033(3) 0.025(3) 0.023(3) 0.007(2) 0.020(2) 0.014(2) C10 0.026(3) 0.027(3) 0.017(2) 0.005(2) 0.013(2) 0.010(2) C11 0.028(3) 0.025(3) 0.028(3) 0.003(2) 0.019(2) 0.007(2) C12 0.026(3) 0.027(3) 0.030(3) 0.001(2) 0.020(2) 0.007(2) C13 0.027(3) 0.031(3) 0.024(3) 0.007(2) 0.017(2) 0.008(2) C14 0.025(3) 0.031(3) 0.023(3) 0.001(2) 0.014(2) 0.009(2) C15 0.015(2) 0.031(3) 0.020(2) -0.001(2) 0.006(2) 0.002(2) C16 0.022(2) 0.023(3) 0.021(2) 0.002(2) 0.012(2) 0.004(2) C17 0.017(2) 0.025(3) 0.024(3) 0.004(2) 0.009(2) 0.006(2) C18 0.018(3) 0.025(3) 0.027(3) 0.005(2) 0.007(2) 0.000(2) C19 0.017(3) 0.025(3) 0.033(3) -0.002(2) 0.007(2) 0.003(2) C20 0.018(3) 0.034(3) 0.030(3) -0.009(2) 0.012(2) 0.000(2) C21 0.026(3) 0.028(3) 0.028(3) 0.010(2) 0.017(2) 0.010(2) C22 0.026(3) 0.034(3) 0.021(3) 0.011(2) 0.017(2) 0.015(2) C23 0.029(3) 0.026(3) 0.019(2) 0.007(2) 0.015(2) 0.012(2) C24 0.029(3) 0.034(3) 0.019(3) 0.003(2) 0.016(2) 0.007(2) C25 0.027(3) 0.040(3) 0.016(3) 0.004(2) 0.013(2) 0.013(2) C26 0.031(3) 0.036(3) 0.024(3) 0.015(2) 0.020(2) 0.018(2) C27 0.029(3) 0.026(3) 0.026(3) 0.007(2) 0.019(2) 0.009(2) C28 0.040(3) 0.027(3) 0.017(3) 0.001(2) 0.016(2) 0.006(2) C29 0.046(3) 0.027(3) 0.032(3) 0.007(2) 0.024(3) 0.010(3) C30 0.030(3) 0.050(4) 0.020(3) 0.008(2) 0.013(2) 0.015(3) C31 0.026(3) 0.037(3) 0.031(3) 0.010(2) 0.018(2) 0.011(2) C32 0.041(3) 0.029(3) 0.029(3) 0.001(2) 0.019(3) 0.011(3) O4 0.050(3) 0.083(4) 0.039(3) 0.012(2) 0.032(2) 0.027(3) O5 0.034(2) 0.053(3) 0.030(2) -0.0071(19) 0.0107(18) 0.007(2) O6 0.045(3) 0.054(3) 0.020(2) 0.0043(18) 0.0134(18) 0.010(2) O11 0.037(2) 0.034(2) 0.040(2) -0.0142(17) 0.0280(19) -0.0048(17) O12 0.027(2) 0.042(2) 0.050(2) -0.0160(19) 0.025(2) 0.0010(18) O13 0.031(2) 0.044(3) 0.048(3) -0.009(2) 0.028(2) -0.0022(18) O18 0.049(3) 0.026(2) 0.037(2) 0.0072(17) 0.017(2) -0.0002(18) O19 0.034(2) 0.022(2) 0.048(3) -0.0033(17) 0.0174(19) 0.0038(17) O20 0.045(2) 0.030(2) 0.050(2) -0.0149(18) 0.034(2) -0.0058(19) O25 0.034(2) 0.061(3) 0.0173(19) 0.0038(18) 0.0062(17) 0.013(2) O26 0.039(2) 0.037(2) 0.026(2) 0.0168(17) 0.0122(18) 0.0101(18) O27 0.038(2) 0.036(2) 0.033(2) 0.0194(17) 0.0197(18) 0.0108(18) Cl1 0.0489(13) 0.0282(11) 0.0380(11) 0.000 0.0194(10) 0.000 N50 0.023(2) 0.029(2) 0.021(2) -0.0007(17) 0.0128(18) 0.0028(18) C50 0.022(3) 0.036(3) 0.034(3) -0.004(2) 0.012(2) 0.004(2) C51 0.033(3) 0.054(4) 0.045(4) -0.022(3) 0.010(3) 0.004(3) C52 0.028(3) 0.037(3) 0.027(3) 0.000(2) 0.007(2) 0.007(2) C53 0.059(4) 0.056(5) 0.047(4) 0.026(3) 0.020(3) 0.006(4) C54 0.050(4) 0.037(3) 0.044(4) 0.000(3) 0.033(3) -0.004(3) C55 0.083(6) 0.051(5) 0.077(5) 0.032(4) 0.046(5) 0.007(4) O51 0.047(3) 0.059(4) 0.050(3) 0.015(3) 0.022(3) 0.001(3) C58 0.177(9) 0.076(5) 0.049(4) 0.018(4) 0.036(5) 0.001(6) C58B 0.047(3) 0.059(4) 0.050(3) 0.015(3) 0.022(3) 0.001(3) O51B 0.177(9) 0.076(5) 0.049(4) 0.018(4) 0.036(5) 0.001(6) Cl2 0.070(3) 0.089(3) 0.049(2) -0.0061(19) 0.0281(19) -0.020(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 C1 C2 1.388(7) . ? C1 C6 1.400(8) . ? C1 C28 1.521(7) . ? C2 C3 1.395(7) . ? C3 C4 1.396(7) . ? C3 C7 1.525(7) . ? C4 C5 1.367(8) . ? C4 O4 1.397(7) . ? C5 C6 1.388(8) . ? C5 O5 1.391(6) . ? C6 O6 1.381(6) . ? C7 C8 1.528(7) . ? C7 C29 1.535(7) . ? C8 C9 1.389(7) . ? C8 C13 1.400(7) . ? C9 C10 1.388(7) . ? C10 C11 1.397(7) . ? C10 C14 1.530(7) . ? C11 C12 1.381(7) . ? C11 O11 1.384(6) . ? C12 C13 1.383(7) . ? C12 O12 1.391(6) . ? C13 O13 1.377(6) . ? C14 C30 1.518(7) . ? C14 C15 1.532(7) . ? C15 C20 1.390(7) . ? C15 C16 1.393(7) . ? C16 C17 1.389(7) . ? C17 C18 1.401(7) . ? C17 C21 1.534(7) . ? C18 C19 1.376(7) . ? C18 O18 1.386(6) . ? C19 O19 1.376(6) . ? C19 C20 1.406(8) . ? C20 O20 1.378(6) . ? C21 C22 1.527(7) . ? C21 C31 1.534(7) . ? C22 C23 1.380(7) . ? C22 C27 1.398(7) . ? C23 C24 1.399(7) . ? C24 C25 1.393(7) . ? C24 C28 1.525(8) . ? C25 O25 1.374(6) . ? C25 C26 1.386(8) . ? C26 O26 1.374(6) . ? C26 C27 1.387(7) . ? C27 O27 1.381(6) . ? C28 C32 1.534(7) . ? N50 C52 1.498(7) . ? N50 C50 1.502(6) . ? N50 C54 1.506(7) . ? C50 C51 1.515(8) . ? C52 C53 1.512(9) . ? C54 C55 1.505(9) . ? O50 C56 1.405(9) . ? O50B C56 1.186(19) . ? C56 C57 1.483(13) . ? O51 C58 1.538(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 116.8(5) . . ? C2 C1 C28 122.5(5) . . ? C6 C1 C28 120.7(4) . . ? C1 C2 C3 123.5(5) . . ? C2 C3 C4 117.0(5) . . ? C2 C3 C7 121.8(5) . . ? C4 C3 C7 121.1(5) . . ? C5 C4 C3 121.3(5) . . ? C5 C4 O4 118.8(5) . . ? C3 C4 O4 119.9(5) . . ? C4 C5 C6 120.2(5) . . ? C4 C5 O5 122.8(5) . . ? C6 C5 O5 117.0(5) . . ? O6 C6 C5 120.1(5) . . ? O6 C6 C1 118.8(5) . . ? C5 C6 C1 121.0(5) . . ? C3 C7 C8 110.5(4) . . ? C3 C7 C29 112.6(4) . . ? C8 C7 C29 112.9(4) . . ? C9 C8 C13 117.6(5) . . ? C9 C8 C7 121.5(4) . . ? C13 C8 C7 120.9(5) . . ? C10 C9 C8 123.6(5) . . ? C9 C10 C11 117.2(5) . . ? C9 C10 C14 121.7(4) . . ? C11 C10 C14 121.0(5) . . ? C12 C11 O11 116.1(4) . . ? C12 C11 C10 120.3(5) . . ? O11 C11 C10 123.6(5) . . ? C11 C12 C13 121.4(4) . . ? C11 C12 O12 117.4(4) . . ? C13 C12 O12 121.2(5) . . ? O13 C13 C12 115.9(4) . . ? O13 C13 C8 124.4(5) . . ? C12 C13 C8 119.7(5) . . ? C30 C14 C10 113.2(5) . . ? C30 C14 C15 113.0(4) . . ? C10 C14 C15 111.2(4) . . ? C20 C15 C16 117.5(5) . . ? C20 C15 C14 121.0(4) . . ? C16 C15 C14 121.5(5) . . ? C17 C16 C15 123.2(5) . . ? C16 C17 C18 117.5(5) . . ? C16 C17 C21 121.4(4) . . ? C18 C17 C21 121.2(4) . . ? C19 C18 O18 115.8(5) . . ? C19 C18 C17 121.3(5) . . ? O18 C18 C17 122.9(5) . . ? C18 C19 O19 124.0(5) . . ? C18 C19 C20 119.5(5) . . ? O19 C19 C20 116.5(5) . . ? O20 C20 C15 118.7(5) . . ? O20 C20 C19 120.3(5) . . ? C15 C20 C19 121.0(5) . . ? C22 C21 C31 112.5(4) . . ? C22 C21 C17 110.4(4) . . ? C31 C21 C17 112.3(4) . . ? C23 C22 C27 117.3(5) . . ? C23 C22 C21 123.1(4) . . ? C27 C22 C21 119.6(5) . . ? C22 C23 C24 123.8(4) . . ? C25 C24 C23 117.0(5) . . ? C25 C24 C28 120.9(5) . . ? C23 C24 C28 122.2(4) . . ? O25 C25 C26 115.7(5) . . ? O25 C25 C24 123.3(5) . . ? C26 C25 C24 121.0(5) . . ? O26 C26 C25 122.7(5) . . ? O26 C26 C27 117.1(5) . . ? C25 C26 C27 120.2(4) . . ? O27 C27 C26 120.4(4) . . ? O27 C27 C22 118.8(5) . . ? C26 C27 C22 120.8(5) . . ? C1 C28 C24 110.5(4) . . ? C1 C28 C32 113.4(4) . . ? C24 C28 C32 112.3(5) . . ? C52 N50 C50 113.1(4) . . ? C52 N50 C54 110.2(4) . . ? C50 N50 C54 113.6(4) . . ? N50 C50 C51 112.8(4) . . ? N50 C52 C53 112.8(5) . . ? C55 C54 N50 112.8(5) . . ? O50B C56 O50 50.8(10) . . ? O50B C56 C57 109.8(12) . . ? O50 C56 C57 109.7(7) . . ? 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 C6 C1 C2 C3 1.0(8) . . . . ? C28 C1 C2 C3 -178.9(5) . . . . ? C1 C2 C3 C4 -0.7(8) . . . . ? C1 C2 C3 C7 180.0(5) . . . . ? C2 C3 C4 C5 -1.9(8) . . . . ? C7 C3 C4 C5 177.5(5) . . . . ? C2 C3 C4 O4 177.9(5) . . . . ? C7 C3 C4 O4 -2.7(8) . . . . ? C3 C4 C5 C6 4.0(9) . . . . ? O4 C4 C5 C6 -175.8(5) . . . . ? C3 C4 C5 O5 179.9(5) . . . . ? O4 C4 C5 O5 0.1(9) . . . . ? C4 C5 C6 O6 175.6(5) . . . . ? O5 C5 C6 O6 -0.5(8) . . . . ? C4 C5 C6 C1 -3.6(8) . . . . ? O5 C5 C6 C1 -179.7(5) . . . . ? C2 C1 C6 O6 -178.1(5) . . . . ? C28 C1 C6 O6 1.9(8) . . . . ? C2 C1 C6 C5 1.1(8) . . . . ? C28 C1 C6 C5 -179.0(5) . . . . ? C2 C3 C7 C8 89.4(6) . . . . ? C4 C3 C7 C8 -90.0(6) . . . . ? C2 C3 C7 C29 -37.9(7) . . . . ? C4 C3 C7 C29 142.8(5) . . . . ? C3 C7 C8 C9 -87.0(5) . . . . ? C29 C7 C8 C9 40.1(6) . . . . ? C3 C7 C8 C13 92.3(5) . . . . ? C29 C7 C8 C13 -140.6(5) . . . . ? C13 C8 C9 C10 2.3(7) . . . . ? C7 C8 C9 C10 -178.4(4) . . . . ? C8 C9 C10 C11 -0.6(7) . . . . ? C8 C9 C10 C14 -177.2(4) . . . . ? C9 C10 C11 C12 -2.0(7) . . . . ? C14 C10 C11 C12 174.6(4) . . . . ? C9 C10 C11 O11 178.2(4) . . . . ? C14 C10 C11 O11 -5.2(7) . . . . ? O11 C11 C12 C13 -177.3(5) . . . . ? C10 C11 C12 C13 2.8(8) . . . . ? O11 C11 C12 O12 2.5(7) . . . . ? C10 C11 C12 O12 -177.3(4) . . . . ? C11 C12 C13 O13 178.7(5) . . . . ? O12 C12 C13 O13 -1.1(7) . . . . ? C11 C12 C13 C8 -1.1(7) . . . . ? O12 C12 C13 C8 179.1(4) . . . . ? C9 C8 C13 O13 178.8(4) . . . . ? C7 C8 C13 O13 -0.5(7) . . . . ? C9 C8 C13 C12 -1.4(7) . . . . ? C7 C8 C13 C12 179.2(4) . . . . ? C9 C10 C14 C30 -41.7(6) . . . . ? C11 C10 C14 C30 141.9(5) . . . . ? C9 C10 C14 C15 86.7(6) . . . . ? C11 C10 C14 C15 -89.7(5) . . . . ? C30 C14 C15 C20 -143.2(5) . . . . ? C10 C14 C15 C20 88.2(5) . . . . ? C30 C14 C15 C16 36.3(7) . . . . ? C10 C14 C15 C16 -92.3(5) . . . . ? C20 C15 C16 C17 1.7(7) . . . . ? C14 C15 C16 C17 -177.8(4) . . . . ? C15 C16 C17 C18 -1.7(7) . . . . ? C15 C16 C17 C21 179.2(4) . . . . ? C16 C17 C18 C19 0.0(7) . . . . ? C21 C17 C18 C19 179.1(5) . . . . ? C16 C17 C18 O18 179.9(4) . . . . ? C21 C17 C18 O18 -1.0(7) . . . . ? O18 C18 C19 O19 1.7(7) . . . . ? C17 C18 C19 O19 -178.4(5) . . . . ? O18 C18 C19 C20 -178.3(4) . . . . ? C17 C18 C19 C20 1.6(7) . . . . ? C16 C15 C20 O20 -179.7(4) . . . . ? C14 C15 C20 O20 -0.1(7) . . . . ? C16 C15 C20 C19 0.0(7) . . . . ? C14 C15 C20 C19 179.5(4) . . . . ? C18 C19 C20 O20 178.1(5) . . . . ? O19 C19 C20 O20 -2.0(7) . . . . ? C18 C19 C20 C15 -1.6(7) . . . . ? O19 C19 C20 C15 178.4(4) . . . . ? C16 C17 C21 C22 86.9(5) . . . . ? C18 C17 C21 C22 -92.2(6) . . . . ? C16 C17 C21 C31 -39.6(7) . . . . ? C18 C17 C21 C31 141.3(5) . . . . ? C31 C21 C22 C23 40.1(6) . . . . ? C17 C21 C22 C23 -86.2(6) . . . . ? C31 C21 C22 C27 -140.2(5) . . . . ? C17 C21 C22 C27 93.5(5) . . . . ? C27 C22 C23 C24 1.6(7) . . . . ? C21 C22 C23 C24 -178.6(5) . . . . ? C22 C23 C24 C25 -0.2(7) . . . . ? C22 C23 C24 C28 -178.3(5) . . . . ? C23 C24 C25 O25 178.0(5) . . . . ? C28 C24 C25 O25 -3.9(7) . . . . ? C23 C24 C25 C26 -0.6(7) . . . . ? C28 C24 C25 C26 177.5(5) . . . . ? O25 C25 C26 O26 3.3(7) . . . . ? C24 C25 C26 O26 -178.0(5) . . . . ? O25 C25 C26 C27 -178.8(4) . . . . ? C24 C25 C26 C27 -0.1(7) . . . . ? O26 C26 C27 O27 0.1(7) . . . . ? C25 C26 C27 O27 -177.9(4) . . . . ? O26 C26 C27 C22 179.7(4) . . . . ? C25 C26 C27 C22 1.6(7) . . . . ? C23 C22 C27 O27 177.2(4) . . . . ? C21 C22 C27 O27 -2.5(7) . . . . ? C23 C22 C27 C26 -2.3(7) . . . . ? C21 C22 C27 C26 177.9(4) . . . . ? C2 C1 C28 C24 -92.0(6) . . . . ? C6 C1 C28 C24 88.1(6) . . . . ? C2 C1 C28 C32 35.1(7) . . . . ? C6 C1 C28 C32 -144.8(5) . . . . ? C25 C24 C28 C1 -92.0(5) . . . . ? C23 C24 C28 C1 86.0(6) . . . . ? C25 C24 C28 C32 140.4(5) . . . . ? C23 C24 C28 C32 -41.6(6) . . . . ? C52 N50 C50 C51 -63.4(6) . . . . ? C54 N50 C50 C51 63.3(6) . . . . ? C50 N50 C52 C53 -56.5(6) . . . . ? C54 N50 C52 C53 175.1(5) . . . . ? C52 N50 C54 C55 -170.5(6) . . . . ? C50 N50 C54 C55 61.3(7) . . . . ? 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 O4 H4 Cl2 0.84 2.49 3.272(7) 155.5 4_545 O5 H5 Cl1 0.84 2.36 3.195(4) 174.3 7_556 O6 H6 O50 0.84 1.95 2.683(6) 146.1 . O6 H6 O5 0.84 2.25 2.711(6) 114.6 . O6 H6 O50B 0.84 2.36 3.19(2) 167.6 . O11 H11 O20 0.84 1.82 2.658(5) 171.7 . O12 H12 O19 0.84 2.14 2.858(5) 142.8 7_556 O12 H12 O13 0.84 2.26 2.706(6) 113.6 . O13 H13 O4 0.84 1.91 2.748(6) 175.8 . O18 H18 O27 0.84 1.87 2.705(6) 177.5 . O19 H19 O50B 0.84 1.80 2.401(19) 127.2 8_556 O19 H19 O50 0.84 1.94 2.726(6) 155.5 8_556 O19 H19 O18 0.84 2.33 2.751(6) 111.2 . O20 H20 Cl1 0.84 2.39 3.080(4) 140.1 . O25 H25 O6 0.84 1.85 2.684(6) 173.5 . O26 H26 O51 0.84 2.17 2.975(7) 159.6 7 O26 H26 O25 0.84 2.29 2.726(6) 113.0 . O26 H26 O51B 0.84 2.52 3.310(9) 156.7 7 O27 H27 O51 0.84 2.00 2.675(6) 137.3 . O27 H27 O51B 0.84 2.21 2.934(8) 144.9 . O27 H27 O26 0.84 2.26 2.713(5) 113.9 . N50 H50X O11 0.93 2.01 2.846(5) 148.4 7_556 N50 H50X O12 0.93 2.25 2.986(6) 135.6 7_556 O50 H50 Cl2 0.84 2.35 3.115(7) 151.6 7 O50B H50C O5 0.84 1.95 2.724(19) 152.9 . O51 H51 O18 0.84 2.27 2.999(7) 144.7 2_655 Cl2 H58C O51 1.60 2.08 3.111(8) 115.0 . O51B H51D O25 0.84 2.16 2.838(8) 137.8 7 _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.188 _refine_diff_density_min -0.694 _refine_diff_density_rms 0.087 #===END data_2PC1_EtOH _database_code_depnum_ccdc_archive 'CCDC 611017' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C32 H32 O12), 3(C2 H6 O)' _chemical_formula_sum 'C70 H82 O27' _chemical_formula_weight 1355.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.6719(6) _cell_length_b 14.5214(5) _cell_length_c 20.4197(6) _cell_angle_alpha 90.00 _cell_angle_beta 131.685(2) _cell_angle_gamma 90.00 _cell_volume 6349.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173.0(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2872 _exptl_absorpt_coefficient_mu 0.109 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9785 _exptl_absorpt_correction_T_max 0.9838 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173.0(1) _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 ; 'Nonius Kappa APEX II' ; _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9463 _diffrn_reflns_av_R_equivalents 0.0637 _diffrn_reflns_av_sigmaI/netI 0.0882 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.66 _reflns_number_total 5779 _reflns_number_gt 3725 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement Denzo-SMN _computing_data_reduction Denzo-SMN _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1165P)^2^+31.5634P] 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 SHELXL _refine_ls_extinction_coef 0.0033(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5779 _refine_ls_number_parameters 464 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1509 _refine_ls_R_factor_gt 0.0942 _refine_ls_wR_factor_ref 0.2677 _refine_ls_wR_factor_gt 0.2198 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.110 _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 C1 C 0.1541(2) 0.1405(3) 0.9575(3) 0.0198(11) Uani 1 1 d . . . C2 C 0.1237(2) 0.1426(3) 0.8689(3) 0.0192(11) Uani 1 1 d . . . H2 H 0.0795 0.1478 0.8271 0.023 Uiso 1 1 calc R . . C3 C 0.1552(2) 0.1375(3) 0.8387(3) 0.0177(10) Uani 1 1 d . . . C4 C 0.2205(2) 0.1308(3) 0.9011(3) 0.0219(11) Uani 1 1 d . . . C5 C 0.2526(2) 0.1319(3) 0.9899(3) 0.0206(11) Uani 1 1 d . . . C6 C 0.2191(2) 0.1358(3) 1.0175(3) 0.0212(11) Uani 1 1 d . . . C7 C 0.1213(2) 0.1310(3) 0.7411(3) 0.0204(11) Uani 1 1 d . . . H7 H 0.1486 0.1618 0.7334 0.025 Uiso 1 1 calc R . . C8 C 0.0592(2) 0.1823(3) 0.6833(3) 0.0203(11) Uani 1 1 d . . . C9 C 0.0014(2) 0.1389(3) 0.6298(3) 0.0197(11) Uani 1 1 d . . . H9 H 0.0003 0.0737 0.6320 0.024 Uiso 1 1 calc R . . C10 C -0.0551(2) 0.1862(4) 0.5731(3) 0.0199(11) Uani 1 1 d . . . C11 C -0.0520(2) 0.2823(4) 0.5723(3) 0.0210(11) Uani 1 1 d . . . C12 C 0.0046(2) 0.3280(3) 0.6254(3) 0.0233(11) Uani 1 1 d . . . C13 C 0.0605(2) 0.2782(3) 0.6804(3) 0.0223(11) Uani 1 1 d . . . C14 C -0.1187(2) 0.1387(4) 0.5103(3) 0.0232(11) Uani 1 1 d . . . H14 H -0.1445 0.1741 0.4540 0.028 Uiso 1 1 calc R . . C29 C 0.1157(2) 0.0297(4) 0.7156(3) 0.0313(13) Uani 1 1 d . . . H29A H 0.1575 0.0032 0.7498 0.047 Uiso 1 1 calc R . . H29B H 0.0933 0.0255 0.6530 0.047 Uiso 1 1 calc R . . H29C H 0.0926 -0.0042 0.7278 0.047 Uiso 1 1 calc R . . C30 C -0.1157(3) 0.0393(4) 0.4882(4) 0.0359(14) Uani 1 1 d . . . H30A H -0.0965 0.0001 0.5396 0.054 Uiso 1 1 calc R . . H30B H -0.0907 0.0369 0.4714 0.054 Uiso 1 1 calc R . . H30C H -0.1581 0.0172 0.4394 0.054 Uiso 1 1 calc R . . O4 O 0.25629(15) 0.1170(3) 0.8788(2) 0.0274(9) Uani 1 1 d . . . H4 H 0.2481 0.1581 0.8435 0.041 Uiso 1 1 calc RD . . O5 O 0.31580(15) 0.1285(3) 1.0542(2) 0.0284(9) Uani 1 1 d . . . H5 H 0.3320 0.1458 1.0340 0.043 Uiso 1 1 calc R . . O6 O 0.25325(16) 0.1310(3) 1.1073(2) 0.0290(9) Uani 1 1 d . . . H6 H 0.2910 0.1425 1.1347 0.044 Uiso 1 1 calc R . . O11 O -0.10660(15) 0.3321(3) 0.5174(2) 0.0306(9) Uani 1 1 d D . . H11 H -0.1033 0.3720 0.4909 0.046 Uiso 1 1 calc R . . O12 O 0.00753(17) 0.4226(2) 0.6228(3) 0.0340(9) Uani 1 1 d D . . H12 H -0.0148 0.4400 0.5704 0.051 Uiso 1 1 calc RD . . O13 O 0.11668(15) 0.3229(2) 0.7320(2) 0.0271(9) Uani 1 1 d . . . H13 H 0.1131 0.3724 0.7077 0.041 Uiso 1 1 calc R . . C1B C 0.1340(2) 0.6927(4) 0.8139(3) 0.0225(11) Uani 1 1 d . . . C2B C 0.0845(2) 0.7355(3) 0.7356(3) 0.0222(11) Uani 1 1 d . . . H2B H 0.0670 0.7894 0.7382 0.027 Uiso 1 1 calc R . . C3B C 0.0596(2) 0.7031(3) 0.6542(3) 0.0214(11) Uani 1 1 d . . . C4B C 0.0867(2) 0.6249(3) 0.6517(3) 0.0211(11) Uani 1 1 d . . . C5B C 0.1364(2) 0.5814(3) 0.7280(3) 0.0214(11) Uani 1 1 d . . . C6B C 0.1594(2) 0.6141(3) 0.8085(3) 0.0209(11) Uani 1 1 d . . . C7B C 0.0021(2) 0.7455(3) 0.5690(3) 0.0207(11) Uani 1 1 d . . . H7B H 0.0027 0.7278 0.5223 0.025 Uiso 1 1 calc R . . C8B C -0.0559(2) 0.7012(3) 0.5450(3) 0.0213(11) Uani 1 1 d . . . C9B C -0.0808(2) 0.7312(4) 0.5810(3) 0.0242(12) Uani 1 1 d . . . H9B H -0.0610 0.7814 0.6210 0.029 Uiso 1 1 calc R . . C10B C -0.1334(2) 0.6918(3) 0.5618(3) 0.0211(11) Uani 1 1 d . . . C11B C -0.1609(2) 0.6168(3) 0.5037(3) 0.0239(12) Uani 1 1 d . . . C12B C -0.1367(2) 0.5845(3) 0.4670(3) 0.0215(11) Uani 1 1 d . . . C13B C -0.0851(2) 0.6262(3) 0.4879(3) 0.0209(11) Uani 1 1 d . . . C14B C -0.1619(2) 0.7322(4) 0.5967(3) 0.0249(12) Uani 1 1 d . . . H14A H -0.2071 0.7149 0.5541 0.030 Uiso 1 1 calc R . . C29B C 0.0007(3) 0.8504(4) 0.5703(4) 0.0312(13) Uani 1 1 d . . . H29D H -0.0369 0.8729 0.5129 0.047 Uiso 1 1 calc R . . H29E H 0.0379 0.8751 0.5832 0.047 Uiso 1 1 calc R . . H29F H 0.0001 0.8706 0.6155 0.047 Uiso 1 1 calc R . . C30B C -0.1591(3) 0.8378(4) 0.5984(4) 0.0298(13) Uani 1 1 d . . . H30D H -0.1154 0.8577 0.6385 0.045 Uiso 1 1 calc R . . H30E H -0.1795 0.8621 0.6186 0.045 Uiso 1 1 calc R . . H30F H -0.1805 0.8609 0.5393 0.045 Uiso 1 1 calc R . . O4B O 0.06397(16) 0.5912(2) 0.5714(2) 0.0240(8) Uani 1 1 d . . . H4B H 0.0750 0.5361 0.5772 0.036 Uiso 1 1 calc R . . O5B O 0.16416(16) 0.5024(2) 0.7299(2) 0.0280(9) Uani 1 1 d . . . H5B H 0.1652 0.5047 0.6898 0.042 Uiso 1 1 calc R . . O6B O 0.20809(16) 0.5686(3) 0.8841(2) 0.0293(9) Uani 1 1 d . . . H6B H 0.2130 0.5168 0.8711 0.044 Uiso 1 1 calc R . . O11B O -0.21290(16) 0.5710(3) 0.4763(2) 0.0292(9) Uani 1 1 d . . . H11B H -0.2121 0.5669 0.5180 0.044 Uiso 1 1 calc R . . O12B O -0.16358(16) 0.5125(2) 0.4091(2) 0.0264(9) Uani 1 1 d . . . H12B H -0.1952 0.4944 0.4001 0.040 Uiso 1 1 calc R . . O13B O -0.06356(16) 0.5906(2) 0.4492(2) 0.0261(8) Uani 1 1 d . . . H13B H -0.0246 0.5970 0.4834 0.039 Uiso 1 1 calc R . . O50 O -0.0507(7) 0.4985(10) 0.6697(10) 0.085(4) Uiso 0.50 1 d P . . H50 H -0.0454 0.5025 0.6340 0.128 Uiso 0.50 1 calc PRD . . C51 C 0.0000 0.5416(10) 0.7500 0.092(4) Uani 1 2 d S . . H51A H -0.0112 0.5528 0.7858 0.110 Uiso 0.50 1 calc PR . . H51B H 0.0093 0.6016 0.7380 0.110 Uiso 0.50 1 calc PR . . C52 C 0.0597(7) 0.4767(10) 0.8020(9) 0.051(4) Uani 0.50 1 d P . . H52A H 0.0948 0.5062 0.8574 0.077 Uiso 0.50 1 calc PR . . H52B H 0.0709 0.4662 0.7665 0.077 Uiso 0.50 1 calc PR . . H52C H 0.0504 0.4176 0.8143 0.077 Uiso 0.50 1 calc PR . . O60 O 0.2590(3) 0.2521(3) 0.7963(3) 0.0643(14) Uani 1 1 d . . . H60 H 0.2465 0.2959 0.8080 0.096 Uiso 1 1 calc RD . . C61 C 0.2444(5) 0.2693(6) 0.7182(5) 0.076(3) Uani 1 1 d . . . H61A H 0.2833 0.2801 0.7295 0.091 Uiso 1 1 calc R . . H61B H 0.2187 0.3258 0.6915 0.091 Uiso 1 1 calc R . . C62 C 0.2105(4) 0.1935(7) 0.6573(6) 0.078(3) Uani 1 1 d . . . H62A H 0.2286 0.1351 0.6890 0.118 Uiso 1 1 calc R . . H62B H 0.2135 0.1975 0.6122 0.118 Uiso 1 1 calc R . . H62C H 0.1666 0.1965 0.6295 0.118 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 C1 0.019(2) 0.016(2) 0.020(3) -0.004(2) 0.011(2) -0.002(2) C2 0.014(2) 0.020(3) 0.019(3) -0.002(2) 0.009(2) -0.0007(19) C3 0.013(2) 0.017(2) 0.018(3) 0.004(2) 0.008(2) 0.0026(19) C4 0.019(3) 0.025(3) 0.022(3) 0.002(2) 0.014(2) 0.001(2) C5 0.010(2) 0.022(3) 0.022(3) 0.003(2) 0.008(2) 0.0025(19) C6 0.017(2) 0.024(3) 0.015(3) -0.001(2) 0.007(2) 0.002(2) C7 0.015(2) 0.024(3) 0.022(3) 0.000(2) 0.012(2) 0.000(2) C8 0.016(2) 0.030(3) 0.018(3) 0.003(2) 0.012(2) 0.003(2) C9 0.021(2) 0.020(3) 0.019(3) -0.001(2) 0.013(2) -0.004(2) C10 0.014(2) 0.033(3) 0.012(2) 0.005(2) 0.007(2) 0.000(2) C11 0.016(2) 0.030(3) 0.016(3) 0.008(2) 0.010(2) 0.005(2) C12 0.021(3) 0.022(3) 0.024(3) 0.006(2) 0.014(2) 0.002(2) C13 0.022(3) 0.027(3) 0.023(3) 0.001(2) 0.017(2) -0.003(2) C14 0.015(2) 0.037(3) 0.018(3) -0.001(2) 0.011(2) -0.001(2) C29 0.023(3) 0.032(3) 0.024(3) -0.003(2) 0.009(2) 0.008(2) C30 0.030(3) 0.041(3) 0.040(3) -0.016(3) 0.025(3) -0.008(3) O4 0.0185(18) 0.040(2) 0.027(2) 0.0097(17) 0.0167(17) 0.0064(15) O5 0.0123(17) 0.042(2) 0.0228(19) 0.0048(17) 0.0083(16) 0.0043(16) O6 0.0169(17) 0.046(2) 0.0144(18) 0.0016(16) 0.0064(16) 0.0025(17) O11 0.0191(18) 0.039(2) 0.031(2) 0.0149(17) 0.0151(17) 0.0083(16) O12 0.029(2) 0.024(2) 0.039(2) 0.0113(17) 0.0180(19) 0.0036(16) O13 0.0149(17) 0.027(2) 0.0223(19) 0.0041(16) 0.0053(16) -0.0029(15) C1B 0.017(2) 0.030(3) 0.019(3) -0.001(2) 0.011(2) -0.004(2) C2B 0.023(3) 0.022(3) 0.024(3) -0.005(2) 0.017(2) -0.004(2) C3B 0.018(2) 0.025(3) 0.020(3) -0.003(2) 0.012(2) -0.005(2) C4B 0.021(2) 0.028(3) 0.020(3) -0.001(2) 0.015(2) -0.005(2) C5B 0.021(2) 0.023(3) 0.024(3) 0.003(2) 0.017(2) 0.004(2) C6B 0.018(2) 0.025(3) 0.016(3) 0.002(2) 0.010(2) -0.001(2) C7B 0.020(2) 0.024(3) 0.015(3) 0.001(2) 0.010(2) -0.001(2) C8B 0.015(2) 0.027(3) 0.016(3) 0.009(2) 0.007(2) 0.007(2) C9B 0.020(3) 0.027(3) 0.017(3) 0.003(2) 0.009(2) 0.001(2) C10B 0.018(2) 0.027(3) 0.015(2) 0.003(2) 0.009(2) 0.006(2) C11B 0.023(3) 0.026(3) 0.021(3) 0.001(2) 0.014(2) 0.000(2) C12B 0.021(2) 0.023(3) 0.022(3) 0.002(2) 0.014(2) -0.001(2) C13B 0.022(3) 0.024(3) 0.015(2) 0.003(2) 0.011(2) 0.002(2) C14B 0.019(2) 0.031(3) 0.020(3) 0.000(2) 0.011(2) 0.003(2) C29B 0.032(3) 0.027(3) 0.033(3) -0.002(2) 0.021(3) -0.002(2) C30B 0.032(3) 0.032(3) 0.025(3) 0.006(2) 0.019(3) 0.009(2) O4B 0.0253(18) 0.0225(19) 0.0222(19) -0.0001(15) 0.0149(17) 0.0019(16) O5B 0.0292(19) 0.030(2) 0.024(2) 0.0048(16) 0.0177(18) 0.0077(16) O6B 0.0261(19) 0.034(2) 0.0206(19) 0.0054(16) 0.0124(17) 0.0072(17) O11B 0.0241(18) 0.037(2) 0.031(2) -0.0075(17) 0.0200(18) -0.0092(16) O12B 0.0232(19) 0.027(2) 0.035(2) -0.0117(16) 0.0220(18) -0.0096(15) O13B 0.0203(18) 0.031(2) 0.029(2) -0.0028(16) 0.0171(17) -0.0008(16) C51 0.142(14) 0.076(9) 0.092(11) 0.000 0.092(11) 0.000 C52 0.057(9) 0.041(8) 0.035(8) -0.015(6) 0.022(7) -0.011(7) O60 0.094(4) 0.057(3) 0.061(3) -0.004(3) 0.060(3) -0.007(3) C61 0.140(8) 0.058(5) 0.054(5) 0.015(4) 0.075(6) 0.020(5) C62 0.094(6) 0.093(7) 0.060(5) 0.006(5) 0.056(5) 0.024(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 C1 C2 1.392(7) . ? C1 C6 1.393(7) . ? C1 C14 1.535(7) 2_556 ? C2 C3 1.391(7) . ? C3 C4 1.402(6) . ? C3 C7 1.533(7) . ? C4 C5 1.383(7) . ? C4 O4 1.389(6) . ? C5 O5 1.358(5) . ? C5 C6 1.401(7) . ? C6 O6 1.392(6) . ? C7 C8 1.524(6) . ? C7 C29 1.532(7) . ? C8 C9 1.390(7) . ? C8 C13 1.395(7) . ? C9 C10 1.393(7) . ? C10 C11 1.399(7) . ? C10 C14 1.529(7) . ? C11 O11 1.376(6) . ? C11 C12 1.383(7) . ? C12 O12 1.379(6) . ? C12 C13 1.400(7) . ? C13 O13 1.367(6) . ? C14 C30 1.531(8) . ? C14 C1 1.535(7) 2_556 ? C1B C2B 1.393(7) . ? C1B C6B 1.396(7) . ? C1B C14B 1.536(7) 2_556 ? C2B C3B 1.385(7) . ? C3B C4B 1.395(7) . ? C3B C7B 1.520(7) . ? C4B C5B 1.381(7) . ? C4B O4B 1.389(6) . ? C5B O5B 1.381(6) . ? C5B C6B 1.387(7) . ? C6B O6B 1.380(6) . ? C7B C29B 1.524(7) . ? C7B C8B 1.529(7) . ? C8B C9B 1.391(7) . ? C8B C13B 1.395(7) . ? C9B C10B 1.402(7) . ? C10B C11B 1.403(7) . ? C10B C14B 1.515(7) . ? C11B O11B 1.368(6) . ? C11B C12B 1.399(7) . ? C12B O12B 1.369(6) . ? C12B C13B 1.377(7) . ? C13B O13B 1.387(6) . ? C14B C30B 1.535(7) . ? C14B C1B 1.536(7) 2_556 ? O50 C51 1.422(15) . ? C51 C52 1.591(17) . ? O60 C61 1.376(8) . ? C61 C62 1.447(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 117.4(4) . . ? C2 C1 C14 122.5(4) . 2_556 ? C6 C1 C14 120.0(4) . 2_556 ? C3 C2 C1 123.0(4) . . ? C2 C3 C4 117.9(4) . . ? C2 C3 C7 122.8(4) . . ? C4 C3 C7 119.1(4) . . ? C5 C4 O4 116.0(4) . . ? C5 C4 C3 120.9(4) . . ? O4 C4 C3 122.9(4) . . ? O5 C5 C4 124.3(4) . . ? O5 C5 C6 116.3(4) . . ? C4 C5 C6 119.3(4) . . ? O6 C6 C1 121.3(4) . . ? O6 C6 C5 117.3(4) . . ? C1 C6 C5 121.4(4) . . ? C8 C7 C3 112.4(4) . . ? C8 C7 C29 113.6(4) . . ? C3 C7 C29 109.5(4) . . ? C9 C8 C13 118.0(4) . . ? C9 C8 C7 123.8(5) . . ? C13 C8 C7 118.1(4) . . ? C8 C9 C10 123.4(5) . . ? C9 C10 C11 117.0(4) . . ? C9 C10 C14 123.6(5) . . ? C11 C10 C14 119.3(4) . . ? O11 C11 C12 119.5(4) . . ? O11 C11 C10 119.1(4) . . ? C12 C11 C10 121.3(4) . . ? O12 C12 C11 121.2(4) . . ? O12 C12 C13 118.7(4) . . ? C11 C12 C13 120.1(5) . . ? O13 C13 C8 119.5(4) . . ? O13 C13 C12 120.3(4) . . ? C8 C13 C12 120.2(4) . . ? C10 C14 C30 113.8(4) . . ? C10 C14 C1 113.1(4) . 2_556 ? C30 C14 C1 109.0(4) . 2_556 ? C2B C1B C6B 117.4(4) . . ? C2B C1B C14B 121.7(5) . 2_556 ? C6B C1B C14B 120.9(4) . 2_556 ? C3B C2B C1B 123.0(5) . . ? C2B C3B C4B 117.7(5) . . ? C2B C3B C7B 122.5(4) . . ? C4B C3B C7B 119.7(4) . . ? C5B C4B O4B 119.4(4) . . ? C5B C4B C3B 121.0(4) . . ? O4B C4B C3B 119.6(4) . . ? C4B C5B O5B 123.8(4) . . ? C4B C5B C6B 120.0(4) . . ? O5B C5B C6B 116.2(4) . . ? O6B C6B C5B 119.4(4) . . ? O6B C6B C1B 119.7(4) . . ? C5B C6B C1B 120.9(4) . . ? C3B C7B C29B 114.0(4) . . ? C3B C7B C8B 108.5(4) . . ? C29B C7B C8B 113.0(4) . . ? C9B C8B C13B 117.0(4) . . ? C9B C8B C7B 121.9(5) . . ? C13B C8B C7B 121.0(4) . . ? C8B C9B C10B 123.8(5) . . ? C9B C10B C11B 116.7(4) . . ? C9B C10B C14B 121.7(5) . . ? C11B C10B C14B 121.5(4) . . ? O11B C11B C12B 114.3(4) . . ? O11B C11B C10B 124.8(4) . . ? C12B C11B C10B 120.9(5) . . ? O12B C12B C13B 118.4(4) . . ? O12B C12B C11B 121.6(4) . . ? C13B C12B C11B 120.0(5) . . ? C12B C13B O13B 116.9(4) . . ? C12B C13B C8B 121.7(5) . . ? O13B C13B C8B 121.4(4) . . ? C10B C14B C30B 111.2(4) . . ? C10B C14B C1B 113.5(4) . 2_556 ? C30B C14B C1B 111.6(4) . 2_556 ? O50 C51 C52 109.3(11) . . ? O60 C61 C62 111.8(7) . . ? 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 C6 C1 C2 C3 1.9(7) . . . . ? C14 C1 C2 C3 -175.1(4) 2_556 . . . ? C1 C2 C3 C4 -0.6(7) . . . . ? C1 C2 C3 C7 174.3(5) . . . . ? C2 C3 C4 C5 -1.8(7) . . . . ? C7 C3 C4 C5 -176.9(4) . . . . ? C2 C3 C4 O4 174.0(4) . . . . ? C7 C3 C4 O4 -1.1(7) . . . . ? O4 C4 C5 O5 6.0(7) . . . . ? C3 C4 C5 O5 -177.9(5) . . . . ? O4 C4 C5 C6 -173.3(4) . . . . ? C3 C4 C5 C6 2.8(8) . . . . ? C2 C1 C6 O6 -178.3(4) . . . . ? C14 C1 C6 O6 -1.2(7) 2_556 . . . ? C2 C1 C6 C5 -0.9(7) . . . . ? C14 C1 C6 C5 176.2(4) 2_556 . . . ? O5 C5 C6 O6 -3.2(7) . . . . ? C4 C5 C6 O6 176.1(5) . . . . ? O5 C5 C6 C1 179.2(4) . . . . ? C4 C5 C6 C1 -1.4(7) . . . . ? C2 C3 C7 C8 32.3(6) . . . . ? C4 C3 C7 C8 -152.8(4) . . . . ? C2 C3 C7 C29 -94.9(5) . . . . ? C4 C3 C7 C29 79.9(5) . . . . ? C3 C7 C8 C9 -107.5(5) . . . . ? C29 C7 C8 C9 17.5(7) . . . . ? C3 C7 C8 C13 75.9(6) . . . . ? C29 C7 C8 C13 -159.1(4) . . . . ? C13 C8 C9 C10 0.7(7) . . . . ? C7 C8 C9 C10 -175.9(4) . . . . ? C8 C9 C10 C11 -0.9(7) . . . . ? C8 C9 C10 C14 176.3(4) . . . . ? C9 C10 C11 O11 -180.0(4) . . . . ? C14 C10 C11 O11 2.7(7) . . . . ? C9 C10 C11 C12 0.1(7) . . . . ? C14 C10 C11 C12 -177.3(4) . . . . ? O11 C11 C12 O12 -1.6(7) . . . . ? C10 C11 C12 O12 178.4(4) . . . . ? O11 C11 C12 C13 -179.0(4) . . . . ? C10 C11 C12 C13 1.0(7) . . . . ? C9 C8 C13 O13 -179.7(4) . . . . ? C7 C8 C13 O13 -2.9(7) . . . . ? C9 C8 C13 C12 0.4(7) . . . . ? C7 C8 C13 C12 177.2(4) . . . . ? O12 C12 C13 O13 1.4(7) . . . . ? C11 C12 C13 O13 178.9(4) . . . . ? O12 C12 C13 C8 -178.7(4) . . . . ? C11 C12 C13 C8 -1.3(7) . . . . ? C9 C10 C14 C30 -22.3(7) . . . . ? C11 C10 C14 C30 154.9(5) . . . . ? C9 C10 C14 C1 102.8(5) . . . 2_556 ? C11 C10 C14 C1 -80.0(6) . . . 2_556 ? C6B C1B C2B C3B 0.7(7) . . . . ? C14B C1B C2B C3B 178.1(4) 2_556 . . . ? C1B C2B C3B C4B -1.4(7) . . . . ? C1B C2B C3B C7B 174.6(4) . . . . ? C2B C3B C4B C5B 0.4(7) . . . . ? C7B C3B C4B C5B -175.7(4) . . . . ? C2B C3B C4B O4B -178.7(4) . . . . ? C7B C3B C4B O4B 5.2(7) . . . . ? O4B C4B C5B O5B -2.9(7) . . . . ? C3B C4B C5B O5B 178.1(4) . . . . ? O4B C4B C5B C6B -179.7(4) . . . . ? C3B C4B C5B C6B 1.3(7) . . . . ? C4B C5B C6B O6B 178.4(4) . . . . ? O5B C5B C6B O6B 1.3(7) . . . . ? C4B C5B C6B C1B -2.0(7) . . . . ? O5B C5B C6B C1B -179.0(4) . . . . ? C2B C1B C6B O6B -179.3(4) . . . . ? C14B C1B C6B O6B 3.2(7) 2_556 . . . ? C2B C1B C6B C5B 1.0(7) . . . . ? C14B C1B C6B C5B -176.4(4) 2_556 . . . ? C2B C3B C7B C29B 41.1(6) . . . . ? C4B C3B C7B C29B -143.0(5) . . . . ? C2B C3B C7B C8B -85.7(6) . . . . ? C4B C3B C7B C8B 90.2(5) . . . . ? C3B C7B C8B C9B 83.0(6) . . . . ? C29B C7B C8B C9B -44.4(6) . . . . ? C3B C7B C8B C13B -94.7(5) . . . . ? C29B C7B C8B C13B 137.9(5) . . . . ? C13B C8B C9B C10B -1.3(7) . . . . ? C7B C8B C9B C10B -179.2(4) . . . . ? C8B C9B C10B C11B 1.1(7) . . . . ? C8B C9B C10B C14B -174.7(5) . . . . ? C9B C10B C11B O11B -178.7(5) . . . . ? C14B C10B C11B O11B -2.9(8) . . . . ? C9B C10B C11B C12B -0.5(7) . . . . ? C14B C10B C11B C12B 175.3(5) . . . . ? O11B C11B C12B O12B -0.4(7) . . . . ? C10B C11B C12B O12B -178.9(4) . . . . ? O11B C11B C12B C13B 178.7(4) . . . . ? C10B C11B C12B C13B 0.2(8) . . . . ? O12B C12B C13B O13B -0.9(7) . . . . ? C11B C12B C13B O13B 180.0(4) . . . . ? O12B C12B C13B C8B 178.6(4) . . . . ? C11B C12B C13B C8B -0.5(7) . . . . ? C9B C8B C13B C12B 1.0(7) . . . . ? C7B C8B C13B C12B 178.9(4) . . . . ? C9B C8B C13B O13B -179.5(4) . . . . ? C7B C8B C13B O13B -1.6(7) . . . . ? C9B C10B C14B C30B 36.9(6) . . . . ? C11B C10B C14B C30B -138.7(5) . . . . ? C9B C10B C14B C1B -89.8(6) . . . 2_556 ? C11B C10B C14B C1B 94.6(6) . . . 2_556 ? 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 O5 H5 O11 0.84 2.03 2.841(5) 162.9 8_556 O13 H13 O5B 0.84 2.24 2.954(5) 142.6 . O13 H13 O13B 0.84 2.55 3.176(5) 131.9 5_566 O4 H4 O60 0.84 1.81 2.621(6) 160.4 . O11 H11 O4B 0.84 2.25 2.995(5) 147.1 5_566 O11 H11 O12B 0.84 2.47 3.102(5) 132.7 . O6 H6 O5 0.84 2.19 2.643(5) 113.5 . O6 H6 O13 0.84 2.26 2.974(5) 143.8 7_557 O12 H12 O4B 0.84 2.27 3.026(5) 149.8 5_566 O4B H4B O13B 0.84 1.88 2.672(5) 155.9 5_566 O4B H4B O5B 0.84 2.43 2.832(5) 110.4 . O4B H4B O12B 0.84 2.46 3.011(5) 123.5 5_566 O13B H13B O4B 0.84 1.90 2.732(5) 169.2 . O5B H5B O12B 0.84 2.00 2.834(5) 170.2 5_566 O12B H12B O4 0.84 1.98 2.703(5) 143.3 8_455 O12B H12B O11B 0.84 2.23 2.681(5) 114.0 . O6B H6B O5B 0.84 2.23 2.675(5) 113.6 . O6B H6B O6 0.84 2.27 3.065(5) 157.4 7_557 O11B H11B O6B 0.84 1.92 2.761(5) 175.0 2_556 O50 H50 O12 0.84 2.04 2.655(15) 129.5 . O60 H60 O6 0.84 2.03 2.794(6) 151.7 7_557 _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 25.66 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 0.727 _refine_diff_density_min -0.678 _refine_diff_density_rms 0.154 #===END