# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Yoshitane Imai' _publ_contact_author_address ; Kinki University Higashi-osaka 577-8502 JAPAN ; _publ_contact_author_email Y-IMAI@APCH.KINDAI.AC.JP _publ_section_title ; A coincident spontaneous resolution system for racemic 1,1'-binaphthyl-2,2'-dicarboxylic acid and 1,2-diphenylethylenediamine induced by water ; loop_ _publ_author_name 'Yoshitane Imai' 'Kakuhiro Kawaguchi' 'Reiko Kuroda' 'Yoshio Matsubara' 'Tomohiro Sato' 'Nobuo Tajima' #==END data_imai79_4 _database_code_depnum_ccdc_archive 'CCDC 652859' #data_im7477a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H54 N2 O6' _chemical_formula_weight 730.91 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.361(1) _cell_length_b 14.185(1) _cell_length_c 14.231(1) _cell_angle_alpha 115.435(1) _cell_angle_beta 102.599(1) _cell_angle_gamma 90.983(1) _cell_volume 2005.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 6635 _cell_measurement_theta_min 1.60 _cell_measurement_theta_max 27.88 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9689 _exptl_absorpt_correction_T_max 0.9921 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17817 _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_sigmaI/netI 0.0590 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 27.88 _reflns_number_total 9005 _reflns_number_gt 6635 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 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^)+(0.0736P)^2^+0.1731P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9005 _refine_ls_number_parameters 491 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0536 _refine_ls_wR_factor_ref 0.1450 _refine_ls_wR_factor_gt 0.1294 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 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 0.20608(14) 0.46795(13) 0.28628(13) 0.0166(3) Uani 1 1 d . . . C2 C 0.21478(14) 0.40015(13) 0.18428(13) 0.0170(3) Uani 1 1 d . . . C3 C 0.18601(15) 0.29014(13) 0.14552(14) 0.0211(4) Uani 1 1 d . . . H3 H 0.1911 0.2442 0.0749 0.025 Uiso 1 1 calc R . . C4 C 0.15124(16) 0.24889(14) 0.20704(14) 0.0239(4) Uani 1 1 d . . . H4 H 0.1330 0.1748 0.1791 0.029 Uiso 1 1 calc R . . C5 C 0.10485(16) 0.27542(15) 0.37870(15) 0.0265(4) Uani 1 1 d . . . H5 H 0.0867 0.2016 0.3526 0.032 Uiso 1 1 calc R . . C6 C 0.09490(16) 0.34127(15) 0.47922(15) 0.0268(4) Uani 1 1 d . . . H6 H 0.0694 0.3132 0.5223 0.032 Uiso 1 1 calc R . . C7 C 0.12213(15) 0.44988(15) 0.51892(14) 0.0240(4) Uani 1 1 d . . . H7 H 0.1157 0.4953 0.5893 0.029 Uiso 1 1 calc R . . C8 C 0.15802(15) 0.49172(14) 0.45758(13) 0.0211(4) Uani 1 1 d . . . H8 H 0.1757 0.5659 0.4857 0.025 Uiso 1 1 calc R . . C9 C 0.16917(14) 0.42570(13) 0.35235(13) 0.0175(4) Uani 1 1 d . . . C10 C 0.14191(15) 0.31528(14) 0.31237(14) 0.0214(4) Uani 1 1 d . . . C2A C 0.25127(14) 0.43978(13) 0.11064(13) 0.0164(3) Uani 1 1 d . . . O2 O 0.30767(10) 0.53086(9) 0.15074(9) 0.0193(3) Uani 1 1 d . . . O3 O 0.22140(11) 0.37984(9) 0.01093(9) 0.0213(3) Uani 1 1 d . . . C11 C 0.22666(14) 0.58507(13) 0.33228(13) 0.0160(3) Uani 1 1 d . . . C12 C 0.13325(14) 0.63983(13) 0.31286(13) 0.0165(3) Uani 1 1 d . . . C13 C 0.14835(16) 0.75094(14) 0.36509(14) 0.0213(4) Uani 1 1 d . . . H13 H 0.0830 0.7879 0.3514 0.026 Uiso 1 1 calc R . . C14 C 0.25618(16) 0.80570(14) 0.43506(14) 0.0225(4) Uani 1 1 d . . . H14 H 0.2651 0.8804 0.4693 0.027 Uiso 1 1 calc R . . C15 C 0.46813(16) 0.80715(14) 0.52859(14) 0.0234(4) Uani 1 1 d . . . H15 H 0.4783 0.8819 0.5645 0.028 Uiso 1 1 calc R . . C16 C 0.56282(15) 0.75420(14) 0.54652(14) 0.0237(4) Uani 1 1 d . . . H16 H 0.6384 0.7921 0.5941 0.028 Uiso 1 1 calc R . . C17 C 0.54894(15) 0.64379(14) 0.49474(14) 0.0228(4) Uani 1 1 d . . . H17 H 0.6152 0.6073 0.5075 0.027 Uiso 1 1 calc R . . C18 C 0.44031(15) 0.58835(14) 0.42596(14) 0.0200(4) Uani 1 1 d . . . H18 H 0.4319 0.5136 0.3919 0.024 Uiso 1 1 calc R . . C19 C 0.34038(15) 0.64098(13) 0.40498(13) 0.0169(3) Uani 1 1 d . . . C20 C 0.35451(15) 0.75244(13) 0.45706(13) 0.0188(4) Uani 1 1 d . . . C12A C 0.01360(15) 0.58226(13) 0.23320(13) 0.0167(3) Uani 1 1 d . . . O12 O 0.01695(10) 0.53453(9) 0.13635(9) 0.0206(3) Uani 1 1 d . . . O13 O -0.07954(10) 0.58649(10) 0.26817(9) 0.0251(3) Uani 1 1 d . . . C21 C 0.48055(16) 0.71632(14) -0.05371(15) 0.0251(4) Uani 1 1 d . . . H21 H 0.5119 0.7418 0.0216 0.030 Uiso 1 1 calc R . . C22 C 0.53358(17) 0.75674(16) -0.10927(16) 0.0311(5) Uani 1 1 d . . . H22 H 0.5995 0.8117 -0.0716 0.037 Uiso 1 1 calc R . . C23 C 0.49170(18) 0.71797(15) -0.21901(16) 0.0298(4) Uani 1 1 d . . . H23 H 0.5298 0.7451 -0.2570 0.036 Uiso 1 1 calc R . . C24 C 0.39473(18) 0.64002(16) -0.27329(15) 0.0305(4) Uani 1 1 d . . . H24 H 0.3657 0.6130 -0.3490 0.037 Uiso 1 1 calc R . . C25 C 0.33891(17) 0.60051(15) -0.21749(14) 0.0260(4) Uani 1 1 d . . . H25 H 0.2712 0.5472 -0.2552 0.031 Uiso 1 1 calc R . . C26 C 0.38144(15) 0.63849(13) -0.10748(14) 0.0191(4) Uani 1 1 d . . . C27 C 0.32029(14) 0.60018(13) -0.04355(13) 0.0176(4) Uani 1 1 d . . . H27 H 0.3806 0.6149 0.0253 0.021 Uiso 1 1 calc R . . N28 N 0.28112(12) 0.48456(10) -0.10261(11) 0.0168(3) Uani 1 1 d . . . H28A H 0.2150 0.4709 -0.1580 0.025 Uiso 1 1 calc R . . H28B H 0.2617 0.4609 -0.0570 0.025 Uiso 1 1 calc R . . H28C H 0.3428 0.4512 -0.1289 0.025 Uiso 1 1 calc R . . C29 C 0.25344(15) 0.77611(13) 0.05949(14) 0.0194(4) Uani 1 1 d . . . C30 C 0.24441(17) 0.85056(14) 0.02049(16) 0.0278(4) Uani 1 1 d . . . H30 H 0.2101 0.8295 -0.0537 0.033 Uiso 1 1 calc R . . C31 C 0.2852(2) 0.95569(16) 0.08930(17) 0.0363(5) Uani 1 1 d . . . H31 H 0.2785 1.0065 0.0621 0.044 Uiso 1 1 calc R . . C32 C 0.33527(19) 0.98662(16) 0.19647(18) 0.0380(5) Uani 1 1 d . . . H32 H 0.3640 1.0586 0.2432 0.046 Uiso 1 1 calc R . . C33 C 0.34404(17) 0.91304(16) 0.23685(16) 0.0322(5) Uani 1 1 d . . . H33 H 0.3776 0.9347 0.3113 0.039 Uiso 1 1 calc R . . C34 C 0.30373(16) 0.80822(15) 0.16845(14) 0.0254(4) Uani 1 1 d . . . H34 H 0.3104 0.7577 0.1960 0.031 Uiso 1 1 calc R . . C35 C 0.21136(15) 0.66110(13) -0.01583(13) 0.0177(4) Uani 1 1 d . . . H35 H 0.1572 0.6560 -0.0839 0.021 Uiso 1 1 calc R . . N36 N 0.14012(12) 0.61321(11) 0.03277(11) 0.0178(3) Uani 1 1 d . . . H36A H 0.1920 0.5955 0.0794 0.027 Uiso 1 1 calc R . . H36B H 0.0916 0.5545 -0.0201 0.027 Uiso 1 1 calc R . . H36C H 0.0934 0.6604 0.0687 0.027 Uiso 1 1 calc R . . O41 O 0.98105(11) 0.75236(10) 0.12527(11) 0.0275(3) Uani 1 1 d . . . H41 H 0.9161 0.7160 0.0821 0.041 Uiso 1 1 calc R . . C42 C 0.98241(16) 0.85671(14) 0.13582(15) 0.0256(4) Uani 1 1 d . . . H42A H 0.9786 0.8549 0.0649 0.031 Uiso 1 1 calc R . . H42B H 1.0600 0.8986 0.1855 0.031 Uiso 1 1 calc R . . C43 C 0.87808(16) 0.91025(14) 0.17756(15) 0.0250(4) Uani 1 1 d . . . H43A H 0.8845 0.9162 0.2504 0.030 Uiso 1 1 calc R . . H43B H 0.8003 0.8667 0.1303 0.030 Uiso 1 1 calc R . . C44 C 0.87783(18) 1.01946(15) 0.18204(17) 0.0326(5) Uani 1 1 d . . . H44A H 0.8552 1.0118 0.1076 0.039 Uiso 1 1 calc R . . H44B H 0.9614 1.0571 0.2158 0.039 Uiso 1 1 calc R . . C45 C 0.7918(2) 1.08659(17) 0.2437(2) 0.0456(6) Uani 1 1 d . . . H45A H 0.8136 1.0938 0.3180 0.055 Uiso 1 1 calc R . . H45B H 0.8032 1.1579 0.2481 0.055 Uiso 1 1 calc R . . C46 C 0.6597(2) 1.0425(2) 0.1939(2) 0.0539(7) Uani 1 1 d . . . H46A H 0.6098 1.0891 0.2377 0.081 Uiso 1 1 calc R . . H46B H 0.6471 0.9724 0.1906 0.081 Uiso 1 1 calc R . . H46C H 0.6365 1.0371 0.1212 0.081 Uiso 1 1 calc R . . O51 O 0.52860(10) 0.61882(9) 0.17385(9) 0.0209(3) Uani 1 1 d . . . H51 H 0.4666 0.5856 0.1736 0.031 Uiso 1 1 calc R . . C52 C 0.57750(16) 0.70244(14) 0.27915(14) 0.0228(4) Uani 1 1 d . . . H52A H 0.6363 0.6770 0.3227 0.027 Uiso 1 1 calc R . . H52B H 0.5114 0.7277 0.3155 0.027 Uiso 1 1 calc R . . C53 C 0.64054(17) 0.79138(14) 0.26865(14) 0.0245(4) Uani 1 1 d . . . H53A H 0.5802 0.8171 0.2266 0.029 Uiso 1 1 calc R . . H53B H 0.7031 0.7638 0.2284 0.029 Uiso 1 1 calc R . . C54 C 0.70080(17) 0.88337(14) 0.37702(14) 0.0251(4) Uani 1 1 d . . . H54A H 0.7250 0.9439 0.3651 0.030 Uiso 1 1 calc R . . H54B H 0.6408 0.9046 0.4211 0.030 Uiso 1 1 calc R . . C55 C 0.81180(18) 0.85789(15) 0.43886(16) 0.0306(4) Uani 1 1 d . . . H55A H 0.8700 0.8333 0.3933 0.037 Uiso 1 1 calc R . . H55B H 0.7867 0.7994 0.4535 0.037 Uiso 1 1 calc R . . C56 C 0.87627(19) 0.95049(16) 0.54504(17) 0.0369(5) Uani 1 1 d . . . H56A H 0.9468 0.9285 0.5805 0.055 Uiso 1 1 calc R . . H56B H 0.8201 0.9742 0.5916 0.055 Uiso 1 1 calc R . . H56C H 0.9034 1.0083 0.5313 0.055 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 0.0119(8) 0.0201(9) 0.0181(8) 0.0103(7) 0.0002(6) 0.0016(6) C2 0.0149(8) 0.0192(9) 0.0161(8) 0.0077(7) 0.0025(6) 0.0011(6) C3 0.0233(9) 0.0184(9) 0.0186(9) 0.0063(7) 0.0040(7) 0.0014(7) C4 0.0286(10) 0.0158(9) 0.0255(10) 0.0090(8) 0.0038(8) -0.0023(7) C5 0.0260(10) 0.0282(10) 0.0308(11) 0.0192(9) 0.0053(8) -0.0006(8) C6 0.0226(9) 0.0400(12) 0.0276(10) 0.0238(9) 0.0065(8) 0.0024(8) C7 0.0191(9) 0.0359(11) 0.0201(9) 0.0151(8) 0.0053(7) 0.0064(8) C8 0.0183(9) 0.0268(10) 0.0179(9) 0.0104(8) 0.0029(7) 0.0034(7) C9 0.0125(8) 0.0225(9) 0.0184(9) 0.0113(7) 0.0013(6) 0.0023(7) C10 0.0179(8) 0.0239(9) 0.0220(9) 0.0121(8) 0.0008(7) -0.0003(7) C2A 0.0142(8) 0.0182(9) 0.0178(9) 0.0083(7) 0.0049(6) 0.0037(6) O2 0.0174(6) 0.0200(6) 0.0202(6) 0.0090(5) 0.0040(5) -0.0011(5) O3 0.0241(6) 0.0213(6) 0.0168(6) 0.0071(5) 0.0048(5) -0.0003(5) C11 0.0161(8) 0.0174(8) 0.0132(8) 0.0053(7) 0.0043(6) -0.0001(6) C12 0.0172(8) 0.0197(9) 0.0119(8) 0.0060(7) 0.0050(6) 0.0007(7) C13 0.0198(9) 0.0208(9) 0.0217(9) 0.0079(8) 0.0048(7) 0.0053(7) C14 0.0248(9) 0.0159(9) 0.0220(9) 0.0047(7) 0.0045(7) 0.0006(7) C15 0.0240(9) 0.0204(9) 0.0182(9) 0.0024(7) 0.0041(7) -0.0022(7) C16 0.0171(9) 0.0305(10) 0.0173(9) 0.0072(8) 0.0001(7) -0.0033(7) C17 0.0162(8) 0.0327(10) 0.0214(9) 0.0144(8) 0.0031(7) 0.0033(7) C18 0.0192(8) 0.0216(9) 0.0190(9) 0.0093(7) 0.0040(7) 0.0016(7) C19 0.0172(8) 0.0204(9) 0.0126(8) 0.0067(7) 0.0040(6) 0.0001(7) C20 0.0191(8) 0.0217(9) 0.0143(8) 0.0067(7) 0.0044(7) 0.0009(7) C12A 0.0173(8) 0.0171(8) 0.0174(9) 0.0097(7) 0.0030(7) 0.0030(6) O12 0.0176(6) 0.0255(7) 0.0149(6) 0.0063(5) 0.0031(5) -0.0003(5) O13 0.0165(6) 0.0370(8) 0.0186(6) 0.0095(6) 0.0045(5) -0.0008(5) C21 0.0229(9) 0.0293(10) 0.0196(9) 0.0077(8) 0.0054(7) -0.0004(8) C22 0.0261(10) 0.0319(11) 0.0357(11) 0.0132(9) 0.0127(9) -0.0042(8) C23 0.0336(11) 0.0307(11) 0.0375(12) 0.0216(9) 0.0190(9) 0.0056(8) C24 0.0356(11) 0.0380(12) 0.0210(10) 0.0152(9) 0.0085(8) 0.0033(9) C25 0.0253(9) 0.0293(10) 0.0204(10) 0.0092(8) 0.0042(8) -0.0029(8) C26 0.0197(8) 0.0189(9) 0.0205(9) 0.0089(7) 0.0079(7) 0.0039(7) C27 0.0168(8) 0.0174(9) 0.0161(8) 0.0057(7) 0.0032(7) 0.0003(6) N28 0.0162(7) 0.0190(7) 0.0150(7) 0.0068(6) 0.0053(5) 0.0017(6) C29 0.0154(8) 0.0196(9) 0.0219(9) 0.0065(7) 0.0080(7) 0.0012(7) C30 0.0333(11) 0.0244(10) 0.0271(10) 0.0116(8) 0.0102(8) 0.0025(8) C31 0.0489(13) 0.0221(10) 0.0395(13) 0.0131(9) 0.0157(10) 0.0009(9) C32 0.0395(12) 0.0215(10) 0.0398(13) 0.0005(9) 0.0123(10) -0.0042(9) C33 0.0292(10) 0.0312(11) 0.0240(10) 0.0024(9) 0.0040(8) -0.0009(8) C34 0.0218(9) 0.0269(10) 0.0241(10) 0.0085(8) 0.0053(7) 0.0025(7) C35 0.0173(8) 0.0191(9) 0.0172(9) 0.0081(7) 0.0054(7) 0.0008(7) N36 0.0163(7) 0.0188(7) 0.0169(7) 0.0068(6) 0.0042(6) 0.0013(6) O41 0.0208(7) 0.0219(7) 0.0335(8) 0.0072(6) 0.0054(6) 0.0020(5) C42 0.0218(9) 0.0227(10) 0.0264(10) 0.0062(8) 0.0047(8) -0.0014(7) C43 0.0252(9) 0.0228(10) 0.0249(10) 0.0084(8) 0.0073(8) 0.0020(7) C44 0.0313(11) 0.0269(11) 0.0391(12) 0.0140(9) 0.0095(9) 0.0041(8) C45 0.0572(15) 0.0300(12) 0.0570(15) 0.0206(11) 0.0251(12) 0.0173(11) C46 0.0490(15) 0.0560(16) 0.0814(19) 0.0445(15) 0.0329(14) 0.0281(12) O51 0.0161(6) 0.0229(7) 0.0208(6) 0.0069(5) 0.0053(5) -0.0013(5) C52 0.0224(9) 0.0243(10) 0.0181(9) 0.0064(8) 0.0048(7) -0.0013(7) C53 0.0275(10) 0.0221(9) 0.0217(9) 0.0080(8) 0.0059(8) -0.0006(7) C54 0.0273(10) 0.0225(9) 0.0244(10) 0.0101(8) 0.0053(8) 0.0025(7) C55 0.0309(11) 0.0258(10) 0.0318(11) 0.0125(9) 0.0021(8) 0.0034(8) C56 0.0335(11) 0.0344(12) 0.0354(12) 0.0149(10) -0.0043(9) -0.0009(9) _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 1.381(2) . ? C1 C9 1.438(2) . ? C1 C11 1.493(2) . ? C2 C3 1.418(2) . ? C2 C2A 1.508(2) . ? C3 C4 1.359(2) . ? C4 C10 1.416(2) . ? C5 C6 1.363(3) . ? C5 C10 1.418(2) . ? C6 C7 1.396(3) . ? C7 C8 1.368(2) . ? C8 C9 1.420(2) . ? C9 C10 1.419(2) . ? C2A O2 1.2587(19) . ? C2A O3 1.2630(19) . ? C11 C12 1.375(2) . ? C11 C19 1.430(2) . ? C12 C13 1.412(2) . ? C12 C12A 1.515(2) . ? C13 C14 1.366(2) . ? C14 C20 1.413(2) . ? C15 C16 1.364(3) . ? C15 C20 1.421(2) . ? C16 C17 1.404(3) . ? C17 C18 1.370(2) . ? C18 C19 1.417(2) . ? C19 C20 1.417(2) . ? C12A O13 1.256(2) . ? C12A O12 1.2577(19) . ? C21 C22 1.379(3) . ? C21 C26 1.389(2) . ? C22 C23 1.377(3) . ? C23 C24 1.373(3) . ? C24 C25 1.392(3) . ? C25 C26 1.382(2) . ? C26 C27 1.514(2) . ? C27 N28 1.491(2) . ? C27 C35 1.546(2) . ? C29 C30 1.384(2) . ? C29 C34 1.391(3) . ? C29 C35 1.512(2) . ? C30 C31 1.386(3) . ? C31 C32 1.371(3) . ? C32 C33 1.387(3) . ? C33 C34 1.381(3) . ? C35 N36 1.491(2) . ? O41 C42 1.422(2) . ? C42 C43 1.512(2) . ? C43 C44 1.523(3) . ? C44 C45 1.524(3) . ? C45 C46 1.506(3) . ? O51 C52 1.431(2) . ? C52 C53 1.518(2) . ? C53 C54 1.526(2) . ? C54 C55 1.517(3) . ? C55 C56 1.525(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 C2 C1 C9 119.37(15) . . ? C2 C1 C11 124.16(15) . . ? C9 C1 C11 116.40(15) . . ? C1 C2 C3 119.82(15) . . ? C1 C2 C2A 121.83(15) . . ? C3 C2 C2A 118.32(15) . . ? C4 C3 C2 121.55(16) . . ? C3 C4 C10 120.62(16) . . ? C6 C5 C10 121.11(17) . . ? C5 C6 C7 120.11(17) . . ? C8 C7 C6 120.71(17) . . ? C7 C8 C9 120.84(17) . . ? C10 C9 C8 118.32(15) . . ? C10 C9 C1 119.90(15) . . ? C8 C9 C1 121.79(15) . . ? C4 C10 C9 118.74(15) . . ? C4 C10 C5 122.35(16) . . ? C9 C10 C5 118.91(16) . . ? O2 C2A O3 123.29(15) . . ? O2 C2A C2 118.90(14) . . ? O3 C2A C2 117.80(14) . . ? C12 C11 C19 119.81(15) . . ? C12 C11 C1 120.21(14) . . ? C19 C11 C1 119.71(14) . . ? C11 C12 C13 120.47(15) . . ? C11 C12 C12A 120.65(14) . . ? C13 C12 C12A 118.86(14) . . ? C14 C13 C12 120.56(16) . . ? C13 C14 C20 120.75(16) . . ? C16 C15 C20 121.10(16) . . ? C15 C16 C17 120.14(16) . . ? C18 C17 C16 120.39(16) . . ? C17 C18 C19 120.89(16) . . ? C18 C19 C20 118.72(15) . . ? C18 C19 C11 122.02(15) . . ? C20 C19 C11 119.26(15) . . ? C14 C20 C19 119.15(15) . . ? C14 C20 C15 122.08(16) . . ? C19 C20 C15 118.76(15) . . ? O13 C12A O12 125.68(15) . . ? O13 C12A C12 118.29(14) . . ? O12 C12A C12 116.03(14) . . ? C22 C21 C26 120.22(17) . . ? C23 C22 C21 120.50(17) . . ? C24 C23 C22 119.79(17) . . ? C23 C24 C25 120.07(18) . . ? C26 C25 C24 120.32(17) . . ? C25 C26 C21 119.07(16) . . ? C25 C26 C27 121.80(15) . . ? C21 C26 C27 119.10(15) . . ? N28 C27 C26 111.23(13) . . ? N28 C27 C35 110.98(13) . . ? C26 C27 C35 110.18(14) . . ? C30 C29 C34 119.16(16) . . ? C30 C29 C35 120.35(16) . . ? C34 C29 C35 120.48(16) . . ? C29 C30 C31 120.28(18) . . ? C32 C31 C30 120.2(2) . . ? C31 C32 C33 120.17(18) . . ? C34 C33 C32 119.75(19) . . ? C33 C34 C29 120.44(18) . . ? N36 C35 C29 110.25(13) . . ? N36 C35 C27 110.29(13) . . ? C29 C35 C27 111.12(13) . . ? O41 C42 C43 112.87(14) . . ? C42 C43 C44 111.67(15) . . ? C43 C44 C45 114.54(17) . . ? C46 C45 C44 113.76(19) . . ? O51 C52 C53 108.57(14) . . ? C52 C53 C54 112.97(15) . . ? C55 C54 C53 113.30(16) . . ? C54 C55 C56 113.89(16) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.475 _refine_diff_density_min -0.322 _refine_diff_density_rms 0.100 #===END #==END # Attachment 'IMAI79-2.CIF' data_imai79_1 _database_code_depnum_ccdc_archive 'CCDC 659150' #data_im7471a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C88 H100 N4 O12' _chemical_formula_weight 1405.72 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' 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 55.014(3) _cell_length_b 11.360(1) _cell_length_c 27.971(2) _cell_angle_alpha 90.00 _cell_angle_beta 119.229(1) _cell_angle_gamma 90.00 _cell_volume 15255(2) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9136 _cell_measurement_theta_min 1.46 _cell_measurement_theta_max 27.90 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6016 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9645 _exptl_absorpt_correction_T_max 0.9920 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 46044 _diffrn_reflns_av_R_equivalents 0.0710 _diffrn_reflns_av_sigmaI/netI 0.1091 _diffrn_reflns_limit_h_min -64 _diffrn_reflns_limit_h_max 71 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 27.90 _reflns_number_total 17465 _reflns_number_gt 9136 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 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. The bond distances and angles of the disordered alcohols were restrained to be the same as those of the non-disordered, well-determined one. ; _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^)+(0.1020P)^2^+3.0837P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 17465 _refine_ls_number_parameters 939 _refine_ls_number_restraints 70 _refine_ls_R_factor_all 0.1584 _refine_ls_R_factor_gt 0.0786 _refine_ls_wR_factor_ref 0.2222 _refine_ls_wR_factor_gt 0.1860 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.069 _refine_ls_shift/su_mean 0.002 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 0.20311(6) 0.9964(2) 0.38984(12) 0.0239(7) Uani 1 1 d . . . C2 C 0.19282(6) 1.0290(3) 0.33618(12) 0.0233(7) Uani 1 1 d . . . C3 C 0.20909(6) 1.0110(3) 0.31019(13) 0.0272(7) Uani 1 1 d . . . H3 H 0.2017 1.0325 0.2728 0.033 Uiso 1 1 calc R . . C4 C 0.23504(6) 0.9638(3) 0.33756(14) 0.0356(8) Uani 1 1 d . . . H4 H 0.2454 0.9512 0.3189 0.043 Uiso 1 1 calc R . . C5 C 0.27420(7) 0.8859(3) 0.42360(15) 0.0434(9) Uani 1 1 d . . . H5 H 0.2852 0.8764 0.4063 0.052 Uiso 1 1 calc R . . C6 C 0.28467(7) 0.8544(3) 0.47682(16) 0.0485(10) Uani 1 1 d . . . H6 H 0.3030 0.8229 0.4965 0.058 Uiso 1 1 calc R . . C7 C 0.26888(7) 0.8678(3) 0.50271(14) 0.0401(9) Uani 1 1 d . . . H7 H 0.2764 0.8452 0.5400 0.048 Uiso 1 1 calc R . . C8 C 0.24253(7) 0.9133(3) 0.47524(13) 0.0337(8) Uani 1 1 d . . . H8 H 0.2320 0.9218 0.4937 0.040 Uiso 1 1 calc R . . C9 C 0.23076(6) 0.9477(3) 0.41981(13) 0.0281(7) Uani 1 1 d . . . C10 C 0.24679(6) 0.9333(3) 0.39335(14) 0.0314(8) Uani 1 1 d . . . C2A C 0.16410(6) 1.0828(2) 0.30247(12) 0.0226(7) Uani 1 1 d . . . O2 O 0.15224(4) 1.12637(17) 0.32709(8) 0.0249(5) Uani 1 1 d . . . O3 O 0.15335(4) 1.07886(18) 0.25110(8) 0.0264(5) Uani 1 1 d . . . C11 C 0.18688(6) 1.0039(2) 0.41952(11) 0.0238(7) Uani 1 1 d . . . C12 C 0.16913(6) 0.9129(3) 0.41542(11) 0.0229(7) Uani 1 1 d . . . C13 C 0.15643(7) 0.9132(3) 0.44838(12) 0.0320(8) Uani 1 1 d . . . H13 H 0.1444 0.8504 0.4454 0.038 Uiso 1 1 calc R . . C14 C 0.16118(7) 1.0028(3) 0.48481(13) 0.0375(8) Uani 1 1 d . . . H14 H 0.1526 1.0007 0.5071 0.045 Uiso 1 1 calc R . . C15 C 0.18368(8) 1.1945(3) 0.52569(13) 0.0416(9) Uani 1 1 d . . . H15 H 0.1753 1.1950 0.5484 0.050 Uiso 1 1 calc R . . C16 C 0.20026(8) 1.2859(3) 0.52822(14) 0.0497(10) Uani 1 1 d . . . H16 H 0.2032 1.3498 0.5524 0.060 Uiso 1 1 calc R . . C17 C 0.21289(8) 1.2861(3) 0.49559(14) 0.0459(10) Uani 1 1 d . . . H17 H 0.2243 1.3507 0.4975 0.055 Uiso 1 1 calc R . . C18 C 0.20912(7) 1.1947(3) 0.46082(13) 0.0358(8) Uani 1 1 d . . . H18 H 0.2181 1.1956 0.4392 0.043 Uiso 1 1 calc R . . C19 C 0.19185(6) 1.0987(3) 0.45686(12) 0.0286(7) Uani 1 1 d . . . C20 C 0.17868(7) 1.0979(3) 0.48950(12) 0.0337(8) Uani 1 1 d . . . C12A C 0.16251(6) 0.8153(3) 0.37440(12) 0.0226(7) Uani 1 1 d . . . O12 O 0.14900(4) 0.84379(17) 0.32460(8) 0.0246(5) Uani 1 1 d . . . O13 O 0.17032(4) 0.71295(17) 0.39210(8) 0.0298(5) Uani 1 1 d . . . C21 C 0.05980(6) 0.7302(3) 0.08915(11) 0.0221(6) Uani 1 1 d . . . C22 C 0.07824(6) 0.8174(3) 0.09392(11) 0.0227(7) Uani 1 1 d . . . C23 C 0.09192(6) 0.8140(3) 0.06251(12) 0.0279(7) Uani 1 1 d . . . H23 H 0.1045 0.8751 0.0662 0.033 Uiso 1 1 calc R . . C24 C 0.08730(6) 0.7242(3) 0.02694(12) 0.0300(7) Uani 1 1 d . . . H24 H 0.0967 0.7234 0.0061 0.036 Uiso 1 1 calc R . . C25 C 0.06345(6) 0.5357(3) -0.01558(13) 0.0336(8) Uani 1 1 d . . . H25 H 0.0723 0.5336 -0.0374 0.040 Uiso 1 1 calc R . . C26 C 0.04602(7) 0.4468(3) -0.01953(14) 0.0430(10) Uani 1 1 d . . . H26 H 0.0426 0.3838 -0.0444 0.052 Uiso 1 1 calc R . . C27 C 0.03314(7) 0.4477(3) 0.01271(15) 0.0423(9) Uani 1 1 d . . . H27 H 0.0214 0.3841 0.0104 0.051 Uiso 1 1 calc R . . C28 C 0.03721(6) 0.5392(3) 0.04764(14) 0.0342(8) Uani 1 1 d . . . H28 H 0.0281 0.5390 0.0690 0.041 Uiso 1 1 calc R . . C29 C 0.05488(6) 0.6345(3) 0.05219(11) 0.0250(7) Uani 1 1 d . . . C30 C 0.06856(6) 0.6314(3) 0.02059(12) 0.0291(7) Uani 1 1 d . . . C22A C 0.08452(6) 0.9165(3) 0.13454(12) 0.0234(7) Uani 1 1 d . . . O22 O 0.09711(4) 0.88875(17) 0.18446(8) 0.0257(5) Uani 1 1 d . . . O23 O 0.07681(4) 1.01867(18) 0.11586(8) 0.0312(5) Uani 1 1 d . . . C31 C 0.04339(6) 0.7409(3) 0.11875(12) 0.0227(7) Uani 1 1 d . . . C32 C 0.05336(6) 0.7051(3) 0.17220(12) 0.0246(7) Uani 1 1 d . . . C33 C 0.03779(6) 0.7302(3) 0.19897(13) 0.0334(8) Uani 1 1 d . . . H33 H 0.0446 0.7043 0.2356 0.040 Uiso 1 1 calc R . . C34 C 0.01339(7) 0.7902(3) 0.17383(14) 0.0394(9) Uani 1 1 d . . . H34 H 0.0036 0.8068 0.1932 0.047 Uiso 1 1 calc R . . C35 C -0.02302(6) 0.8914(3) 0.09182(15) 0.0401(9) Uani 1 1 d . . . H35 H -0.0328 0.9104 0.1109 0.048 Uiso 1 1 calc R . . C36 C -0.03355(7) 0.9251(3) 0.03899(15) 0.0408(9) Uani 1 1 d . . . H36 H -0.0505 0.9681 0.0214 0.049 Uiso 1 1 calc R . . C37 C -0.01949(6) 0.8967(3) 0.01040(14) 0.0364(8) Uani 1 1 d . . . H37 H -0.0273 0.9179 -0.0271 0.044 Uiso 1 1 calc R . . C38 C 0.00539(6) 0.8388(3) 0.03573(13) 0.0309(7) Uani 1 1 d . . . H38 H 0.0149 0.8224 0.0159 0.037 Uiso 1 1 calc R . . C39 C 0.01721(6) 0.8028(3) 0.09107(12) 0.0254(7) Uani 1 1 d . . . C40 C 0.00237(6) 0.8280(3) 0.11910(13) 0.0315(8) Uani 1 1 d . . . C32A C 0.08096(6) 0.6437(3) 0.20449(12) 0.0231(7) Uani 1 1 d . . . O32 O 0.09273(4) 0.59939(17) 0.17973(8) 0.0231(5) Uani 1 1 d . . . O33 O 0.09161(4) 0.64124(18) 0.25604(8) 0.0272(5) Uani 1 1 d . . . C41 C 0.05682(6) 1.2458(3) 0.19683(12) 0.0255(7) Uani 1 1 d . . . C42 C 0.05177(7) 1.3558(3) 0.21140(16) 0.0431(9) Uani 1 1 d . . . H42 H 0.0653 1.3929 0.2441 0.052 Uiso 1 1 calc R . . C43 C 0.02651(9) 1.4111(4) 0.1774(2) 0.0678(14) Uani 1 1 d . . . H43 H 0.0229 1.4865 0.1873 0.081 Uiso 1 1 calc R . . C44 C 0.00685(9) 1.3596(4) 0.1302(2) 0.0674(14) Uani 1 1 d . . . H44 H -0.0103 1.3986 0.1075 0.081 Uiso 1 1 calc R . . C45 C 0.01206(7) 1.2508(4) 0.11587(15) 0.0556(12) Uani 1 1 d . . . H45 H -0.0015 1.2145 0.0830 0.067 Uiso 1 1 calc R . . C46 C 0.03694(6) 1.1936(3) 0.14907(13) 0.0385(9) Uani 1 1 d . . . H46 H 0.0403 1.1181 0.1390 0.046 Uiso 1 1 calc R . . C47 C 0.08402(6) 1.1841(2) 0.23355(11) 0.0223(7) Uani 1 1 d . . . H47 H 0.0955 1.2367 0.2654 0.027 Uiso 1 1 calc R . . N48 N 0.09940(5) 1.1662(2) 0.20232(9) 0.0225(5) Uani 1 1 d . . . H48A H 0.0897 1.1159 0.1740 0.034 Uiso 1 1 calc R . . H48B H 0.1165 1.1354 0.2250 0.034 Uiso 1 1 calc R . . H48C H 0.1014 1.2366 0.1890 0.034 Uiso 1 1 calc R . . C49 C 0.07152(6) 1.0946(3) 0.30051(12) 0.0259(7) Uani 1 1 d . . . C50 C 0.04408(7) 1.1126(3) 0.28785(14) 0.0428(9) Uani 1 1 d . . . H50 H 0.0296 1.1052 0.2510 0.051 Uiso 1 1 calc R . . C51 C 0.03754(7) 1.1414(4) 0.32868(16) 0.0517(11) Uani 1 1 d . . . H51 H 0.0187 1.1550 0.3192 0.062 Uiso 1 1 calc R . . C52 C 0.05785(7) 1.1503(3) 0.38193(15) 0.0412(9) Uani 1 1 d . . . H52 H 0.0532 1.1696 0.4096 0.049 Uiso 1 1 calc R . . C53 C 0.08523(7) 1.1308(3) 0.39536(14) 0.0384(8) Uani 1 1 d . . . H53 H 0.0995 1.1364 0.4325 0.046 Uiso 1 1 calc R . . C54 C 0.09200(7) 1.1033(3) 0.35517(13) 0.0323(8) Uani 1 1 d . . . H54 H 0.1109 1.0902 0.3650 0.039 Uiso 1 1 calc R . . C55 C 0.07858(6) 1.0681(2) 0.25588(11) 0.0220(7) Uani 1 1 d . . . H55 H 0.0623 1.0276 0.2253 0.026 Uiso 1 1 calc R . . N56 N 0.10314(5) 0.9885(2) 0.27628(9) 0.0223(5) Uani 1 1 d . . . H56A H 0.1189 1.0299 0.2980 0.033 Uiso 1 1 calc R . . H56B H 0.1043 0.9582 0.2473 0.033 Uiso 1 1 calc R . . H56C H 0.1012 0.9289 0.2959 0.033 Uiso 1 1 calc R . . C61 C 0.18508(6) 0.4622(3) 0.30400(12) 0.0235(7) Uani 1 1 d . . . C62 C 0.18965(6) 0.3736(3) 0.27520(13) 0.0305(7) Uani 1 1 d . . . H62 H 0.1761 0.3580 0.2383 0.037 Uiso 1 1 calc R . . C63 C 0.21382(7) 0.3078(3) 0.29995(15) 0.0392(9) Uani 1 1 d . . . H63 H 0.2170 0.2487 0.2796 0.047 Uiso 1 1 calc R . . C64 C 0.23328(7) 0.3273(3) 0.35357(15) 0.0425(9) Uani 1 1 d . . . H64 H 0.2498 0.2816 0.3704 0.051 Uiso 1 1 calc R . . C65 C 0.22865(7) 0.4134(3) 0.38289(15) 0.0442(9) Uani 1 1 d . . . H65 H 0.2419 0.4264 0.4203 0.053 Uiso 1 1 calc R . . C66 C 0.20456(6) 0.4814(3) 0.35775(13) 0.0360(8) Uani 1 1 d . . . H66 H 0.2016 0.5415 0.3779 0.043 Uiso 1 1 calc R . . C67 C 0.15957(6) 0.5389(2) 0.27480(11) 0.0212(6) Uani 1 1 d . . . H67 H 0.1461 0.4982 0.2402 0.025 Uiso 1 1 calc R . . N68 N 0.14573(5) 0.5570(2) 0.30840(9) 0.0229(6) Uani 1 1 d . . . H68A H 0.1440 0.4865 0.3219 0.034 Uiso 1 1 calc R . . H68B H 0.1286 0.5889 0.2872 0.034 Uiso 1 1 calc R . . H68C H 0.1562 0.6065 0.3366 0.034 Uiso 1 1 calc R . . C69 C 0.17978(8) 0.6407(3) 0.22293(15) 0.0381(9) Uani 1 1 d . . . C70 C 0.20872(8) 0.6525(4) 0.24512(19) 0.0602(13) Uani 1 1 d . . . H70 H 0.2197 0.6714 0.2829 0.072 Uiso 1 1 calc R . . C71 C 0.22162(12) 0.6378(5) 0.2147(2) 0.094(2) Uani 1 1 d . . . H71 H 0.2412 0.6478 0.2301 0.113 Uiso 1 1 calc R . . C72 C 0.20555(13) 0.6085(5) 0.1619(3) 0.0848(18) Uani 1 1 d . . . H72 H 0.2145 0.5965 0.1407 0.102 Uiso 1 1 calc R . . C73 C 0.17667(14) 0.5943(4) 0.1356(2) 0.0822(17) Uani 1 1 d . . . H73 H 0.1663 0.5740 0.0979 0.099 Uiso 1 1 calc R . . C74 C 0.16307(10) 0.6120(3) 0.16874(17) 0.0560(11) Uani 1 1 d . . . H74 H 0.1435 0.6040 0.1534 0.067 Uiso 1 1 calc R . . C75 C 0.16740(6) 0.6577(2) 0.25935(12) 0.0230(7) Uani 1 1 d . . . H75 H 0.1818 0.6957 0.2939 0.028 Uiso 1 1 calc R . . N76 N 0.14263(4) 0.7372(2) 0.23400(9) 0.0213(5) Uani 1 1 d . . . H76A H 0.1449 0.7913 0.2125 0.032 Uiso 1 1 calc R . . H76B H 0.1408 0.7747 0.2608 0.032 Uiso 1 1 calc R . . H76C H 0.1270 0.6939 0.2132 0.032 Uiso 1 1 calc R . . O81 O 0.09228(5) 0.8005(2) 0.32934(10) 0.0363(6) Uani 1 1 d D . . H81 H 0.0895 0.7426 0.3086 0.054 Uiso 1 1 calc R . . C82 C 0.07454(10) 0.7939(3) 0.35158(17) 0.0604(12) Uani 1 1 d D . . H82A H 0.0558 0.8188 0.3227 0.072 Uiso 1 1 calc R . . H82B H 0.0809 0.8536 0.3811 0.072 Uiso 1 1 calc R . . C83 C 0.07109(11) 0.6861(4) 0.37369(19) 0.0677(13) Uani 1 1 d D . . H83A H 0.0577 0.7016 0.3869 0.081 Uiso 1 1 calc R . . H83B H 0.0892 0.6682 0.4064 0.081 Uiso 1 1 calc R . . C84 C 0.06188(11) 0.5778(4) 0.3408(2) 0.0789(16) Uani 1 1 d D . . H84A H 0.0648 0.5896 0.3088 0.095 Uiso 1 1 calc R . . H84B H 0.0747 0.5143 0.3631 0.095 Uiso 1 1 calc R . . C85 C 0.03555(13) 0.5365(8) 0.3213(3) 0.203(5) Uani 1 1 d D . . H85A H 0.0331 0.4651 0.2997 0.304 Uiso 1 1 calc R . . H85B H 0.0222 0.5965 0.2981 0.304 Uiso 1 1 calc R . . H85C H 0.0324 0.5180 0.3521 0.304 Uiso 1 1 calc R . . O91 O 0.15265(5) 0.92029(19) 0.17730(10) 0.0368(6) Uani 1 1 d . . . H91 H 0.1548 0.9723 0.2004 0.055 Uiso 1 1 calc R . . C92 C 0.17652(8) 0.9164(3) 0.17050(16) 0.0446(9) Uani 1 1 d . . . H92A H 0.1737 0.8551 0.1431 0.054 Uiso 1 1 calc R . . H92B H 0.1927 0.8925 0.2057 0.054 Uiso 1 1 calc R . . C93 C 0.18315(8) 1.0303(3) 0.15260(15) 0.0445(9) Uani 1 1 d . . . H93A H 0.1851 1.0932 0.1787 0.053 Uiso 1 1 calc R . . H93B H 0.1677 1.0520 0.1161 0.053 Uiso 1 1 calc R . . C94 C 0.21012(9) 1.0201(4) 0.14984(17) 0.0596(11) Uani 1 1 d . . . H94A H 0.2256 1.0014 0.1868 0.072 Uiso 1 1 calc R . . H94B H 0.2084 0.9542 0.1252 0.072 Uiso 1 1 calc R . . C95 C 0.21717(10) 1.1310(5) 0.1295(2) 0.0860(16) Uani 1 1 d . . . H95A H 0.2345 1.1192 0.1283 0.129 Uiso 1 1 calc R . . H95B H 0.2195 1.1962 0.1543 0.129 Uiso 1 1 calc R . . H95C H 0.2021 1.1495 0.0926 0.129 Uiso 1 1 calc R . . O101 O 0.10746(12) 1.3803(6) 0.1664(2) 0.0285(17) Uiso 0.683(7) 1 d PD A 1 H101 H 0.1018 1.4467 0.1700 0.043 Uiso 0.683(7) 1 calc PR A 1 C102 C 0.09761(12) 1.3579(4) 0.11027(18) 0.0268(12) Uiso 0.683(7) 1 d PD A 1 H10A H 0.0978 1.4328 0.0924 0.032 Uiso 0.683(7) 1 calc PR A 1 H10B H 0.0780 1.3321 0.0937 0.032 Uiso 0.683(7) 1 calc PR A 1 C103 C 0.11289(10) 1.2706(4) 0.09772(18) 0.0249(12) Uiso 0.683(7) 1 d PD A 1 H10C H 0.1153 1.1998 0.1202 0.030 Uiso 0.683(7) 1 calc PR A 1 H10D H 0.1317 1.3022 0.1090 0.030 Uiso 0.683(7) 1 calc PR A 1 C104 C 0.10021(11) 1.2340(5) 0.0399(2) 0.0427(16) Uiso 0.683(7) 1 d PD A 1 H10E H 0.0979 1.3052 0.0177 0.051 Uiso 0.683(7) 1 calc PR A 1 H10F H 0.0813 1.2037 0.0288 0.051 Uiso 0.683(7) 1 calc PR A 1 C105 C 0.11497(14) 1.1435(6) 0.0248(3) 0.0472(19) Uiso 0.683(7) 1 d PD A 1 H10G H 0.1041 1.1266 -0.0145 0.071 Uiso 0.683(7) 1 calc PR A 1 H10H H 0.1171 1.0712 0.0456 0.071 Uiso 0.683(7) 1 calc PR A 1 H10I H 0.1334 1.1732 0.0333 0.071 Uiso 0.683(7) 1 calc PR A 1 O01B O 0.1126(2) 1.3855(10) 0.1691(4) 0.016(3) Uiso 0.317(7) 1 d PD A 2 H01B H 0.0968 1.3892 0.1667 0.024 Uiso 0.317(7) 1 calc PR A 2 C02B C 0.1097(3) 1.3724(11) 0.1174(5) 0.047(4) Uiso 0.317(7) 1 d PD A 2 H02A H 0.1130 1.4495 0.1051 0.056 Uiso 0.317(7) 1 calc PR A 2 H02B H 0.0902 1.3492 0.0918 0.056 Uiso 0.317(7) 1 calc PR A 2 C03B C 0.1282(3) 1.2862(12) 0.1141(5) 0.064(4) Uiso 0.317(7) 1 d PD A 2 H03A H 0.1256 1.2101 0.1283 0.076 Uiso 0.317(7) 1 calc PR A 2 H03B H 0.1477 1.3117 0.1381 0.076 Uiso 0.317(7) 1 calc PR A 2 C04B C 0.1238(2) 1.2679(10) 0.0580(4) 0.046(4) Uiso 0.317(7) 1 d PD A 2 H04A H 0.1424 1.2614 0.0608 0.055 Uiso 0.317(7) 1 calc PR A 2 H04B H 0.1150 1.3399 0.0366 0.055 Uiso 0.317(7) 1 calc PR A 2 C05B C 0.1070(4) 1.1657(17) 0.0255(8) 0.100(8) Uiso 0.317(7) 1 d PD A 2 H05A H 0.1040 1.1713 -0.0120 0.150 Uiso 0.317(7) 1 calc PR A 2 H05B H 0.0890 1.1658 0.0247 0.150 Uiso 0.317(7) 1 calc PR A 2 H05C H 0.1170 1.0925 0.0423 0.150 Uiso 0.317(7) 1 calc PR A 2 O111 O 0.13634(11) 0.3411(5) 0.34181(19) 0.0234(14) Uiso 0.624(7) 1 d PD B 1 H111 H 0.1418 0.2744 0.3379 0.035 Uiso 0.624(7) 1 calc PR B 1 C112 C 0.13405(14) 0.3422(5) 0.3910(2) 0.0357(16) Uiso 0.624(7) 1 d PD B 1 H11A H 0.1458 0.2778 0.4150 0.043 Uiso 0.624(7) 1 calc PR B 1 H11B H 0.1145 0.3236 0.3807 0.043 Uiso 0.624(7) 1 calc PR B 1 C113 C 0.14198(11) 0.4534(4) 0.4237(2) 0.0312(15) Uiso 0.624(7) 1 d PD B 1 H11C H 0.1332 0.5207 0.3986 0.037 Uiso 0.624(7) 1 calc PR B 1 H11D H 0.1624 0.4636 0.4412 0.037 Uiso 0.624(7) 1 calc PR B 1 C114 C 0.13359(18) 0.4567(8) 0.4677(3) 0.044(3) Uiso 0.624(7) 1 d PD B 1 H11E H 0.1130 0.4506 0.4498 0.053 Uiso 0.624(7) 1 calc PR B 1 H11F H 0.1415 0.3864 0.4913 0.053 Uiso 0.624(7) 1 calc PR B 1 C115 C 0.14256(14) 0.5643(6) 0.5037(3) 0.061(2) Uiso 0.624(7) 1 d PD B 1 H11G H 0.1629 0.5657 0.5256 0.091 Uiso 0.624(7) 1 calc PR B 1 H11H H 0.1344 0.5622 0.5280 0.091 Uiso 0.624(7) 1 calc PR B 1 H11I H 0.1361 0.6351 0.4808 0.091 Uiso 0.624(7) 1 calc PR B 1 O11B O 0.1430(2) 0.3454(10) 0.3496(4) 0.043(3) Uiso 0.376(7) 1 d PD B 2 H11J H 0.1523 0.2873 0.3488 0.064 Uiso 0.376(7) 1 calc PR B 2 C12B C 0.1453(2) 0.3540(9) 0.3972(4) 0.039(3) Uiso 0.376(7) 1 d PD B 2 H12A H 0.1633 0.3929 0.4219 0.046 Uiso 0.376(7) 1 calc PR B 2 H12B H 0.1459 0.2738 0.4116 0.046 Uiso 0.376(7) 1 calc PR B 2 C13B C 0.12222(18) 0.4217(8) 0.3984(3) 0.036(3) Uiso 0.376(7) 1 d PD B 2 H13A H 0.1047 0.3759 0.3796 0.043 Uiso 0.376(7) 1 calc PR B 2 H13B H 0.1194 0.4971 0.3786 0.043 Uiso 0.376(7) 1 calc PR B 2 C14B C 0.1290(3) 0.4461(13) 0.4569(5) 0.042(4) Uiso 0.376(7) 1 d PD B 2 H14A H 0.1350 0.3724 0.4785 0.050 Uiso 0.376(7) 1 calc PR B 2 H14B H 0.1122 0.4757 0.4574 0.050 Uiso 0.376(7) 1 calc PR B 2 C15B C 0.1523(2) 0.5376(10) 0.4824(4) 0.056(3) Uiso 0.376(7) 1 d PD B 2 H15A H 0.1577 0.5489 0.5210 0.083 Uiso 0.376(7) 1 calc PR B 2 H15B H 0.1458 0.6125 0.4628 0.083 Uiso 0.376(7) 1 calc PR B 2 H15C H 0.1685 0.5102 0.4797 0.083 Uiso 0.376(7) 1 calc PR B 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 0.0246(15) 0.0149(15) 0.0288(17) -0.0040(12) 0.0104(14) -0.0032(12) C2 0.0237(15) 0.0170(16) 0.0242(16) 0.0007(12) 0.0078(13) -0.0029(12) C3 0.0240(16) 0.0268(18) 0.0281(17) 0.0007(13) 0.0105(14) -0.0024(13) C4 0.0281(17) 0.036(2) 0.042(2) 0.0016(16) 0.0173(16) 0.0006(15) C5 0.0295(18) 0.041(2) 0.052(2) 0.0030(18) 0.0142(18) 0.0074(16) C6 0.032(2) 0.038(2) 0.052(2) 0.0037(18) 0.0021(19) 0.0069(17) C7 0.039(2) 0.0235(19) 0.035(2) 0.0035(15) 0.0000(17) -0.0044(15) C8 0.0333(18) 0.0201(17) 0.0326(19) 0.0007(14) 0.0043(15) -0.0015(14) C9 0.0217(15) 0.0157(16) 0.0338(18) 0.0002(13) 0.0034(14) -0.0054(12) C10 0.0221(16) 0.0241(18) 0.041(2) 0.0020(14) 0.0095(15) -0.0022(13) C2A 0.0224(15) 0.0153(15) 0.0272(17) 0.0016(12) 0.0100(14) -0.0017(12) O2 0.0263(11) 0.0183(11) 0.0276(11) -0.0010(9) 0.0112(10) 0.0013(9) O3 0.0261(11) 0.0258(12) 0.0230(12) 0.0007(9) 0.0086(9) 0.0025(9) C11 0.0267(15) 0.0169(15) 0.0195(15) 0.0028(12) 0.0048(13) 0.0011(13) C12 0.0268(16) 0.0186(16) 0.0200(15) 0.0038(12) 0.0089(13) 0.0034(13) C13 0.0408(19) 0.0266(18) 0.0294(18) 0.0054(14) 0.0178(16) 0.0046(15) C14 0.055(2) 0.033(2) 0.035(2) 0.0066(15) 0.0301(18) 0.0085(17) C15 0.060(2) 0.036(2) 0.0251(18) 0.0020(15) 0.0180(18) 0.0131(19) C16 0.071(3) 0.028(2) 0.032(2) -0.0073(16) 0.011(2) 0.005(2) C17 0.052(2) 0.030(2) 0.038(2) -0.0069(16) 0.0085(19) -0.0041(18) C18 0.0362(19) 0.0251(18) 0.0299(18) -0.0029(14) 0.0035(15) -0.0044(15) C19 0.0352(18) 0.0225(17) 0.0179(15) -0.0003(13) 0.0050(14) 0.0035(14) C20 0.045(2) 0.0263(18) 0.0234(17) 0.0031(13) 0.0115(16) 0.0113(16) C12A 0.0204(15) 0.0213(17) 0.0276(17) -0.0007(13) 0.0129(14) 0.0005(12) O12 0.0274(11) 0.0187(11) 0.0232(11) 0.0013(9) 0.0088(9) 0.0010(9) O13 0.0366(12) 0.0156(11) 0.0263(12) 0.0031(9) 0.0069(10) 0.0040(9) C21 0.0193(14) 0.0236(16) 0.0190(15) -0.0005(12) 0.0058(12) 0.0071(12) C22 0.0235(15) 0.0208(16) 0.0186(15) 0.0013(12) 0.0062(13) 0.0023(12) C23 0.0376(18) 0.0229(17) 0.0285(17) 0.0051(13) 0.0202(15) 0.0033(14) C24 0.0387(18) 0.0303(18) 0.0263(17) 0.0049(14) 0.0199(15) 0.0092(15) C25 0.0309(17) 0.040(2) 0.0249(17) -0.0068(15) 0.0101(15) 0.0107(16) C26 0.0322(19) 0.045(2) 0.040(2) -0.0251(17) 0.0087(17) 0.0000(17) C27 0.0325(19) 0.039(2) 0.052(2) -0.0223(18) 0.0179(18) -0.0080(16) C28 0.0244(16) 0.034(2) 0.043(2) -0.0134(16) 0.0150(16) -0.0045(14) C29 0.0237(15) 0.0242(17) 0.0214(16) -0.0037(12) 0.0067(13) 0.0040(13) C30 0.0281(17) 0.0307(19) 0.0223(16) -0.0024(13) 0.0075(14) 0.0086(14) C22A 0.0214(15) 0.0237(17) 0.0257(17) -0.0002(13) 0.0121(13) 0.0010(13) O22 0.0305(11) 0.0210(11) 0.0225(11) 0.0000(9) 0.0104(10) 0.0008(9) O23 0.0412(13) 0.0174(11) 0.0263(12) 0.0012(9) 0.0097(10) 0.0062(10) C31 0.0178(14) 0.0213(16) 0.0260(16) -0.0067(12) 0.0083(13) -0.0008(12) C32 0.0222(15) 0.0245(17) 0.0275(17) -0.0059(13) 0.0124(14) -0.0017(13) C33 0.0246(17) 0.050(2) 0.0281(18) -0.0042(15) 0.0144(15) 0.0018(15) C34 0.0325(19) 0.052(2) 0.044(2) -0.0081(17) 0.0260(17) 0.0055(17) C35 0.0237(17) 0.037(2) 0.058(2) -0.0051(18) 0.0187(17) 0.0054(15) C36 0.0221(17) 0.031(2) 0.057(2) 0.0001(17) 0.0103(17) 0.0054(15) C37 0.0277(17) 0.0291(19) 0.039(2) 0.0002(15) 0.0060(16) 0.0026(15) C38 0.0247(16) 0.0299(18) 0.0308(18) -0.0049(14) 0.0078(14) 0.0026(14) C39 0.0218(15) 0.0188(16) 0.0306(17) -0.0066(13) 0.0089(14) -0.0026(12) C40 0.0218(16) 0.0281(18) 0.041(2) -0.0059(15) 0.0127(15) 0.0020(14) C32A 0.0226(15) 0.0176(16) 0.0271(17) -0.0030(12) 0.0105(14) -0.0034(12) O32 0.0244(10) 0.0226(11) 0.0258(11) -0.0032(9) 0.0150(9) 0.0008(9) O33 0.0245(11) 0.0326(13) 0.0243(12) -0.0001(9) 0.0119(9) 0.0036(9) C41 0.0237(16) 0.0237(17) 0.0306(17) 0.0075(13) 0.0144(14) 0.0068(13) C42 0.0338(19) 0.028(2) 0.074(3) 0.0058(18) 0.0309(19) 0.0069(15) C43 0.050(3) 0.032(2) 0.138(5) 0.025(3) 0.059(3) 0.017(2) C44 0.037(2) 0.074(3) 0.093(4) 0.051(3) 0.034(3) 0.032(2) C45 0.031(2) 0.096(4) 0.035(2) 0.023(2) 0.0123(17) 0.020(2) C46 0.0311(18) 0.055(2) 0.0272(18) 0.0046(16) 0.0122(15) 0.0162(17) C47 0.0281(16) 0.0192(16) 0.0196(15) -0.0005(12) 0.0116(13) 0.0022(13) N48 0.0256(13) 0.0172(13) 0.0233(13) 0.0030(10) 0.0107(11) 0.0019(10) C49 0.0258(16) 0.0218(17) 0.0316(18) 0.0010(13) 0.0151(14) 0.0017(13) C50 0.0263(18) 0.070(3) 0.034(2) -0.0018(18) 0.0156(16) 0.0031(18) C51 0.0287(19) 0.083(3) 0.050(2) -0.005(2) 0.0253(19) 0.0037(19) C52 0.047(2) 0.047(2) 0.041(2) -0.0062(17) 0.0301(19) -0.0015(18) C53 0.043(2) 0.040(2) 0.0308(19) -0.0052(15) 0.0169(17) 0.0001(17) C54 0.0304(17) 0.035(2) 0.0326(19) -0.0060(15) 0.0159(15) 0.0011(15) C55 0.0173(14) 0.0215(16) 0.0206(15) -0.0006(12) 0.0042(12) 0.0043(12) N56 0.0248(13) 0.0193(13) 0.0218(13) 0.0021(10) 0.0105(11) 0.0031(11) C61 0.0227(15) 0.0194(16) 0.0280(17) 0.0031(13) 0.0122(14) 0.0023(12) C62 0.0297(17) 0.0265(18) 0.0361(19) -0.0010(14) 0.0166(15) 0.0020(14) C63 0.042(2) 0.0281(19) 0.051(2) 0.0018(16) 0.0252(19) 0.0107(16) C64 0.0336(19) 0.039(2) 0.053(2) 0.0133(18) 0.0204(19) 0.0153(17) C65 0.035(2) 0.050(2) 0.039(2) 0.0035(18) 0.0104(17) 0.0130(18) C66 0.0350(18) 0.035(2) 0.0316(19) -0.0001(15) 0.0116(16) 0.0093(16) C67 0.0225(15) 0.0206(16) 0.0191(15) -0.0004(12) 0.0091(13) 0.0019(12) N68 0.0257(13) 0.0172(13) 0.0258(13) 0.0021(10) 0.0126(11) 0.0017(10) C69 0.058(2) 0.0235(18) 0.048(2) 0.0143(16) 0.038(2) 0.0163(17) C70 0.053(2) 0.068(3) 0.088(3) 0.039(2) 0.057(3) 0.028(2) C71 0.089(4) 0.124(5) 0.099(4) 0.070(4) 0.069(4) 0.053(4) C72 0.104(4) 0.092(4) 0.095(4) 0.048(3) 0.077(4) 0.065(4) C73 0.151(5) 0.050(3) 0.059(3) 0.022(2) 0.062(4) 0.033(3) C74 0.106(3) 0.032(2) 0.054(3) 0.0079(18) 0.058(3) 0.015(2) C75 0.0235(15) 0.0173(15) 0.0290(16) 0.0013(12) 0.0135(14) 0.0023(12) N76 0.0215(12) 0.0179(13) 0.0247(13) 0.0001(10) 0.0113(11) 0.0017(10) O81 0.0460(14) 0.0285(13) 0.0507(16) -0.0106(11) 0.0362(13) -0.0094(11) C82 0.108(3) 0.042(2) 0.068(3) -0.016(2) 0.071(3) -0.022(2) C83 0.107(4) 0.052(3) 0.085(3) -0.017(2) 0.079(3) -0.023(3) C84 0.135(5) 0.043(3) 0.107(4) -0.021(3) 0.097(4) -0.035(3) C85 0.143(6) 0.359(13) 0.179(7) -0.192(8) 0.136(6) -0.190(8) O91 0.0449(14) 0.0273(14) 0.0474(15) -0.0046(10) 0.0297(12) -0.0027(11) C92 0.055(2) 0.039(2) 0.056(2) -0.0046(18) 0.039(2) -0.0044(18) C93 0.054(2) 0.044(2) 0.040(2) 0.0023(17) 0.0259(19) -0.0128(19) C94 0.065(3) 0.062(3) 0.054(3) -0.010(2) 0.031(2) -0.017(2) C95 0.083(3) 0.093(4) 0.082(4) 0.014(3) 0.040(3) -0.032(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 C2 1.372(4) . ? C1 C9 1.441(4) . ? C1 C11 1.489(4) . ? C2 C3 1.416(4) . ? C2 C2A 1.518(4) . ? C3 C4 1.358(4) . ? C4 C10 1.410(4) . ? C5 C6 1.356(5) . ? C5 C10 1.426(4) . ? C6 C7 1.384(5) . ? C7 C8 1.368(4) . ? C8 C9 1.413(4) . ? C9 C10 1.411(5) . ? C2A O2 1.259(3) . ? C2A O3 1.259(3) . ? C11 C12 1.387(4) . ? C11 C19 1.431(4) . ? C12 C13 1.403(4) . ? C12 C12A 1.507(4) . ? C13 C14 1.372(4) . ? C14 C20 1.410(5) . ? C15 C16 1.361(5) . ? C15 C20 1.425(4) . ? C16 C17 1.391(5) . ? C17 C18 1.368(5) . ? C18 C19 1.415(4) . ? C19 C20 1.416(4) . ? C12A O13 1.255(3) . ? C12A O12 1.260(3) . ? C21 C22 1.377(4) . ? C21 C29 1.433(4) . ? C21 C31 1.498(4) . ? C22 C23 1.409(4) . ? C22 C22A 1.515(4) . ? C23 C24 1.359(4) . ? C24 C30 1.424(4) . ? C25 C26 1.360(5) . ? C25 C30 1.416(4) . ? C26 C27 1.393(5) . ? C27 C28 1.368(4) . ? C28 C29 1.418(4) . ? C29 C30 1.414(4) . ? C22A O23 1.258(3) . ? C22A O22 1.259(3) . ? C31 C32 1.379(4) . ? C31 C39 1.442(4) . ? C32 C33 1.415(4) . ? C32 C32A 1.506(4) . ? C33 C34 1.356(4) . ? C34 C40 1.410(4) . ? C35 C36 1.353(5) . ? C35 C40 1.418(4) . ? C36 C37 1.395(5) . ? C37 C38 1.364(4) . ? C38 C39 1.415(4) . ? C39 C40 1.410(4) . ? C32A O32 1.261(3) . ? C32A O33 1.264(3) . ? C41 C46 1.381(4) . ? C41 C42 1.383(4) . ? C41 C47 1.512(4) . ? C42 C43 1.393(5) . ? C43 C44 1.364(6) . ? C44 C45 1.372(6) . ? C45 C46 1.384(5) . ? C47 N48 1.497(3) . ? C47 C55 1.548(4) . ? C49 C50 1.387(4) . ? C49 C54 1.391(4) . ? C49 C55 1.508(4) . ? C50 C51 1.393(5) . ? C51 C52 1.361(5) . ? C52 C53 1.381(5) . ? C53 C54 1.381(4) . ? C55 N56 1.488(3) . ? C61 C66 1.372(4) . ? C61 C62 1.386(4) . ? C61 C67 1.509(4) . ? C62 C63 1.381(4) . ? C63 C64 1.370(5) . ? C64 C65 1.378(5) . ? C65 C66 1.392(4) . ? C67 N68 1.484(3) . ? C67 C75 1.541(4) . ? C69 C74 1.374(5) . ? C69 C70 1.405(5) . ? C69 C75 1.488(4) . ? C70 C71 1.359(6) . ? C71 C72 1.339(7) . ? C72 C73 1.397(7) . ? C73 C74 1.461(6) . ? C75 N76 1.494(3) . ? O81 C82 1.392(4) . ? C82 C83 1.425(5) . ? C83 C84 1.470(5) . ? C84 C85 1.358(6) . ? O91 C92 1.417(4) . ? C92 C93 1.495(5) . ? C93 C94 1.527(5) . ? C94 C95 1.508(6) . ? O101 C102 1.411(6) . ? C102 C103 1.450(6) . ? C103 C104 1.474(6) . ? C104 C105 1.494(8) . ? O01B C02B 1.381(11) . ? C02B C03B 1.449(12) . ? C03B C04B 1.481(11) . ? C04B C05B 1.487(14) . ? O111 C112 1.441(6) . ? C112 C113 1.496(7) . ? C113 C114 1.510(8) . ? C114 C115 1.506(9) . ? O11B C12B 1.278(10) . ? C12B C13B 1.501(10) . ? C13B C14B 1.515(11) . ? C14B C15B 1.531(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 C9 119.6(3) . . ? C2 C1 C11 123.7(3) . . ? C9 C1 C11 116.6(3) . . ? C1 C2 C3 119.8(3) . . ? C1 C2 C2A 122.5(3) . . ? C3 C2 C2A 117.8(3) . . ? C4 C3 C2 121.4(3) . . ? C3 C4 C10 120.6(3) . . ? C6 C5 C10 120.7(4) . . ? C5 C6 C7 120.4(3) . . ? C8 C7 C6 120.8(3) . . ? C7 C8 C9 120.9(3) . . ? C10 C9 C8 118.4(3) . . ? C10 C9 C1 119.5(3) . . ? C8 C9 C1 122.2(3) . . ? C9 C10 C4 119.1(3) . . ? C9 C10 C5 118.9(3) . . ? C4 C10 C5 122.0(3) . . ? O2 C2A O3 123.9(3) . . ? O2 C2A C2 118.6(3) . . ? O3 C2A C2 117.5(3) . . ? C12 C11 C19 119.8(3) . . ? C12 C11 C1 120.1(3) . . ? C19 C11 C1 119.8(3) . . ? C11 C12 C13 120.0(3) . . ? C11 C12 C12A 120.6(3) . . ? C13 C12 C12A 119.3(3) . . ? C14 C13 C12 120.9(3) . . ? C13 C14 C20 120.8(3) . . ? C16 C15 C20 121.1(3) . . ? C15 C16 C17 120.3(3) . . ? C18 C17 C16 120.9(4) . . ? C17 C18 C19 120.3(3) . . ? C18 C19 C20 119.3(3) . . ? C18 C19 C11 121.3(3) . . ? C20 C19 C11 119.4(3) . . ? C14 C20 C19 119.0(3) . . ? C14 C20 C15 122.8(3) . . ? C19 C20 C15 118.1(3) . . ? O13 C12A O12 125.3(3) . . ? O13 C12A C12 118.2(3) . . ? O12 C12A C12 116.5(3) . . ? C22 C21 C29 119.1(3) . . ? C22 C21 C31 120.2(3) . . ? C29 C21 C31 120.5(3) . . ? C21 C22 C23 120.8(3) . . ? C21 C22 C22A 119.7(3) . . ? C23 C22 C22A 119.5(3) . . ? C24 C23 C22 120.7(3) . . ? C23 C24 C30 120.8(3) . . ? C26 C25 C30 121.0(3) . . ? C25 C26 C27 120.2(3) . . ? C28 C27 C26 120.7(3) . . ? C27 C28 C29 120.7(3) . . ? C30 C29 C28 118.4(3) . . ? C30 C29 C21 120.0(3) . . ? C28 C29 C21 121.6(3) . . ? C29 C30 C25 119.0(3) . . ? C29 C30 C24 118.5(3) . . ? C25 C30 C24 122.5(3) . . ? O23 C22A O22 125.7(3) . . ? O23 C22A C22 117.8(3) . . ? O22 C22A C22 116.5(3) . . ? C32 C31 C39 119.3(3) . . ? C32 C31 C21 123.2(2) . . ? C39 C31 C21 117.1(3) . . ? C31 C32 C33 119.4(3) . . ? C31 C32 C32A 122.5(3) . . ? C33 C32 C32A 118.0(3) . . ? C34 C33 C32 121.9(3) . . ? C33 C34 C40 120.5(3) . . ? C36 C35 C40 121.0(3) . . ? C35 C36 C37 119.9(3) . . ? C38 C37 C36 120.7(3) . . ? C37 C38 C39 121.1(3) . . ? C40 C39 C38 117.9(3) . . ? C40 C39 C31 119.9(3) . . ? C38 C39 C31 122.2(3) . . ? C39 C40 C34 118.9(3) . . ? C39 C40 C35 119.3(3) . . ? C34 C40 C35 121.8(3) . . ? O32 C32A O33 122.8(3) . . ? O32 C32A C32 119.5(3) . . ? O33 C32A C32 117.7(3) . . ? C46 C41 C42 119.7(3) . . ? C46 C41 C47 120.8(3) . . ? C42 C41 C47 119.6(3) . . ? C41 C42 C43 118.9(4) . . ? C44 C43 C42 121.5(4) . . ? C43 C44 C45 119.3(4) . . ? C44 C45 C46 120.4(4) . . ? C41 C46 C45 120.3(4) . . ? N48 C47 C41 108.7(2) . . ? N48 C47 C55 113.3(2) . . ? C41 C47 C55 110.3(2) . . ? C50 C49 C54 117.8(3) . . ? C50 C49 C55 120.4(3) . . ? C54 C49 C55 121.8(3) . . ? C49 C50 C51 120.6(3) . . ? C52 C51 C50 120.8(3) . . ? C51 C52 C53 119.3(3) . . ? C52 C53 C54 120.4(3) . . ? C53 C54 C49 121.0(3) . . ? N56 C55 C49 110.9(2) . . ? N56 C55 C47 110.7(2) . . ? C49 C55 C47 110.0(2) . . ? C66 C61 C62 119.1(3) . . ? C66 C61 C67 121.5(3) . . ? C62 C61 C67 119.3(3) . . ? C63 C62 C61 120.3(3) . . ? C64 C63 C62 120.5(3) . . ? C63 C64 C65 119.6(3) . . ? C64 C65 C66 120.0(3) . . ? C61 C66 C65 120.4(3) . . ? N68 C67 C61 111.5(2) . . ? N68 C67 C75 110.9(2) . . ? C61 C67 C75 110.1(2) . . ? C74 C69 C70 120.9(4) . . ? C74 C69 C75 120.2(3) . . ? C70 C69 C75 118.9(3) . . ? C71 C70 C69 122.5(5) . . ? C72 C71 C70 117.1(5) . . ? C71 C72 C73 125.4(5) . . ? C72 C73 C74 116.9(5) . . ? C69 C74 C73 117.3(4) . . ? C69 C75 N76 111.7(2) . . ? C69 C75 C67 111.3(2) . . ? N76 C75 C67 110.3(2) . . ? O81 C82 C83 120.8(4) . . ? C82 C83 C84 121.7(4) . . ? C85 C84 C83 121.0(5) . . ? O91 C92 C93 114.3(3) . . ? C92 C93 C94 110.7(3) . . ? C95 C94 C93 113.0(4) . . ? O101 C102 C103 116.1(4) . . ? C102 C103 C104 116.0(4) . . ? C103 C104 C105 118.3(4) . . ? O01B C02B C03B 114.4(10) . . ? C02B C03B C04B 114.1(10) . . ? C03B C04B C05B 119.2(12) . . ? O111 C112 C113 117.2(5) . . ? C112 C113 C114 113.9(5) . . ? C115 C114 C113 115.7(6) . . ? O11B C12B C13B 114.1(9) . . ? C12B C13B C14B 110.7(8) . . ? C13B C14B C15B 109.7(9) . . ? _diffrn_measured_fraction_theta_max 0.959 _diffrn_reflns_theta_full 27.90 _diffrn_measured_fraction_theta_full 0.959 _refine_diff_density_max 0.800 _refine_diff_density_min -0.444 _refine_diff_density_rms 0.062 #==END data_imai79_2 _database_code_depnum_ccdc_archive 'CCDC 659151' #data_im7423a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H42 N2 O6' _chemical_formula_weight 646.76 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.374(3) _cell_length_b 13.900(3) _cell_length_c 13.903(3) _cell_angle_alpha 111.011(4) _cell_angle_beta 99.866(4) _cell_angle_gamma 113.279(4) _cell_volume 1754.7(7) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3874 _cell_measurement_theta_min 1.80 _cell_measurement_theta_max 27.88 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9679 _exptl_absorpt_correction_T_max 0.9959 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14899 _diffrn_reflns_av_R_equivalents 0.1065 _diffrn_reflns_av_sigmaI/netI 0.2131 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 27.88 _reflns_number_total 7691 _reflns_number_gt 3874 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 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. Because of the poor quality of diffraction data perhaps due to the small crystal size and the broadening of reflections, the anisotropic displacement refinement on C11 and C16 went wrong (non-positive) and, thus, they were left to be isotropic. However we believe that the obtained structure is essentially correct. The OH hydrogens of the water and alcohol molecules could not be identified. ; _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^)+(0.1146P)^2^+1.4060P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7691 _refine_ls_number_parameters 426 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2361 _refine_ls_R_factor_gt 0.1350 _refine_ls_wR_factor_ref 0.3063 _refine_ls_wR_factor_gt 0.2584 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 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 0.7521(5) 0.4409(5) 0.1820(4) 0.0139(12) Uani 1 1 d . . . C2 C 0.8131(5) 0.3736(5) 0.1894(4) 0.0129(12) Uani 1 1 d . . . C3 C 0.7391(6) 0.2487(5) 0.1266(4) 0.0181(13) Uani 1 1 d . . . H3 H 0.7839 0.2041 0.1288 0.022 Uiso 1 1 calc R . . C4 C 0.6003(6) 0.1907(5) 0.0614(5) 0.0193(13) Uani 1 1 d . . . H4 H 0.5496 0.1064 0.0212 0.023 Uiso 1 1 calc R . . C5 C 0.3906(6) 0.1989(5) -0.0082(5) 0.0225(14) Uani 1 1 d . . . H5 H 0.3382 0.1146 -0.0468 0.027 Uiso 1 1 calc R . . C6 C 0.3278(6) 0.2639(5) -0.0134(5) 0.0224(14) Uani 1 1 d . . . H6 H 0.2322 0.2241 -0.0551 0.027 Uiso 1 1 calc R . . C7 C 0.4024(6) 0.3883(6) 0.0421(5) 0.0233(14) Uani 1 1 d . . . H7 H 0.3575 0.4324 0.0375 0.028 Uiso 1 1 calc R . . C8 C 0.5425(5) 0.4472(5) 0.1038(4) 0.0167(13) Uani 1 1 d . . . H8 H 0.5937 0.5315 0.1408 0.020 Uiso 1 1 calc R . . C9 C 0.6082(5) 0.3812(5) 0.1114(4) 0.0143(12) Uani 1 1 d . . . C10 C 0.5358(5) 0.2568(5) 0.0553(4) 0.0176(13) Uani 1 1 d . . . C2A C 0.9592(6) 0.4326(5) 0.2699(4) 0.0155(12) Uani 1 1 d . . . O2 O 1.0488(4) 0.4262(4) 0.2294(3) 0.0220(10) Uani 1 1 d . . . O3 O 0.9761(4) 0.4810(3) 0.3704(3) 0.0181(9) Uani 1 1 d . . . C11 C 0.8369(6) 0.5743(5) 0.2405(4) 0.0144(12) Uiso 1 1 d . . . C12 C 0.8578(6) 0.6437(5) 0.3499(4) 0.0170(13) Uani 1 1 d . . . C13 C 0.9489(5) 0.7678(5) 0.4028(5) 0.0169(13) Uani 1 1 d . . . H13 H 0.9655 0.8137 0.4784 0.020 Uiso 1 1 calc R . . C14 C 1.0133(5) 0.8235(5) 0.3491(5) 0.0190(13) Uani 1 1 d . . . H14 H 1.0734 0.9070 0.3869 0.023 Uiso 1 1 calc R . . C15 C 1.0548(6) 0.8117(6) 0.1757(5) 0.0252(15) Uani 1 1 d . . . H15 H 1.1128 0.8954 0.2114 0.030 Uiso 1 1 calc R . . C16 C 1.0330(6) 0.7444(6) 0.0677(5) 0.0290(16) Uani 1 1 d . . . H16 H 1.0737 0.7822 0.0277 0.035 Uiso 1 1 calc R . . C17 C 0.9513(6) 0.6205(6) 0.0154(5) 0.0229(14) Uani 1 1 d . . . H17 H 0.9395 0.5748 -0.0589 0.027 Uiso 1 1 calc R . . C18 C 0.8887(6) 0.5652(5) 0.0703(4) 0.0194(13) Uani 1 1 d . . . H18 H 0.8334 0.4811 0.0335 0.023 Uiso 1 1 calc R . . C19 C 0.9042(6) 0.6307(5) 0.1820(4) 0.0144(12) Uiso 1 1 d . . . C20 C 0.9897(5) 0.7553(5) 0.2343(4) 0.0168(13) Uani 1 1 d . . . C12A C 0.7915(6) 0.5909(5) 0.4166(4) 0.0148(12) Uani 1 1 d . . . O12 O 0.6856(4) 0.4884(3) 0.3677(3) 0.0157(9) Uani 1 1 d . . . O13 O 0.8472(4) 0.6496(3) 0.5213(3) 0.0190(9) Uani 1 1 d . . . C21 C 0.5404(6) 0.3292(5) 0.6092(5) 0.0178(13) Uani 1 1 d . . . C22 C 0.3995(6) 0.2487(5) 0.5583(5) 0.0259(15) Uani 1 1 d . . . H22 H 0.3517 0.2281 0.4846 0.031 Uiso 1 1 calc R . . C23 C 0.3293(7) 0.1988(6) 0.6154(6) 0.0371(18) Uani 1 1 d . . . H23 H 0.2347 0.1403 0.5787 0.045 Uiso 1 1 calc R . . C24 C 0.3933(8) 0.2322(6) 0.7225(6) 0.0398(19) Uani 1 1 d . . . H24 H 0.3422 0.1997 0.7612 0.048 Uiso 1 1 calc R . . C25 C 0.5336(8) 0.3137(6) 0.7767(5) 0.0363(18) Uani 1 1 d . . . H25 H 0.5784 0.3362 0.8517 0.044 Uiso 1 1 calc R . . C26 C 0.6081(7) 0.3623(5) 0.7193(5) 0.0257(15) Uani 1 1 d . . . H26 H 0.7039 0.4173 0.7551 0.031 Uiso 1 1 calc R . . C27 C 0.6189(5) 0.3794(5) 0.5458(4) 0.0163(13) Uani 1 1 d . . . H27 H 0.5507 0.3689 0.4816 0.020 Uiso 1 1 calc R . . N28 N 0.7191(4) 0.5099(4) 0.6150(3) 0.0137(10) Uani 1 1 d . . . H28A H 0.6769 0.5467 0.6503 0.021 Uiso 1 1 calc R . . H28B H 0.7492 0.5409 0.5707 0.021 Uiso 1 1 calc R . . H28C H 0.7918 0.5211 0.6659 0.021 Uiso 1 1 calc R . . C29 C 0.5907(6) 0.1831(5) 0.4115(5) 0.0164(13) Uani 1 1 d . . . C30 C 0.5795(6) 0.0887(5) 0.4286(5) 0.0233(14) Uani 1 1 d . . . H30 H 0.6329 0.1043 0.4985 0.028 Uiso 1 1 calc R . . C31 C 0.4934(7) -0.0278(6) 0.3478(6) 0.0324(17) Uani 1 1 d . . . H31 H 0.4876 -0.0914 0.3617 0.039 Uiso 1 1 calc R . . C32 C 0.4150(6) -0.0502(6) 0.2449(6) 0.0310(16) Uani 1 1 d . . . H32 H 0.3561 -0.1296 0.1878 0.037 Uiso 1 1 calc R . . C33 C 0.4233(6) 0.0431(5) 0.2266(5) 0.0296(16) Uani 1 1 d . . . H33 H 0.3694 0.0271 0.1567 0.036 Uiso 1 1 calc R . . C34 C 0.5084(6) 0.1591(5) 0.3080(5) 0.0218(14) Uani 1 1 d . . . H34 H 0.5118 0.2225 0.2947 0.026 Uiso 1 1 calc R . . C35 C 0.6890(5) 0.3091(5) 0.4991(4) 0.0141(12) Uani 1 1 d . . . H35 H 0.7432 0.3063 0.5619 0.017 Uiso 1 1 calc R . . N36 N 0.7887(4) 0.3700(4) 0.4537(3) 0.0125(10) Uani 1 1 d . . . H36A H 0.8125 0.3188 0.4119 0.019 Uiso 1 1 calc R . . H36B H 0.8652 0.4347 0.5106 0.019 Uiso 1 1 calc R . . H36C H 0.7484 0.3933 0.4110 0.019 Uiso 1 1 calc R . . O41 O 0.8856(4) 0.2213(3) 0.3471(3) 0.0206(9) Uani 1 1 d . . . C42 C 0.8396(6) 0.0980(5) 0.2960(5) 0.0214(14) Uani 1 1 d . . . H42A H 0.7528 0.0562 0.2320 0.026 Uiso 1 1 calc R . . H42B H 0.8202 0.0679 0.3494 0.026 Uiso 1 1 calc R . . C43 C 0.9446(6) 0.0702(5) 0.2568(5) 0.0190(13) Uani 1 1 d . . . H43A H 0.9071 -0.0168 0.2219 0.023 Uiso 1 1 calc R . . H43B H 1.0287 0.1072 0.3220 0.023 Uiso 1 1 calc R . . C44 C 0.9839(6) 0.1137(5) 0.1740(5) 0.0233(14) Uani 1 1 d . . . H44A H 1.0126 0.1991 0.2056 0.028 Uiso 1 1 calc R . . H44B H 0.9021 0.0704 0.1053 0.028 Uiso 1 1 calc R . . C45 C 1.1006(6) 0.0958(6) 0.1451(5) 0.0318(16) Uani 1 1 d . . . H45A H 1.1820 0.1387 0.2127 0.048 Uiso 1 1 calc R . . H45B H 1.1229 0.1263 0.0933 0.048 Uiso 1 1 calc R . . H45C H 1.0713 0.0110 0.1109 0.048 Uiso 1 1 calc R . . O51 O 0.5898(4) 0.6288(3) 0.7183(3) 0.0214(10) Uani 1 1 d . . . 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 0.010(3) 0.030(3) 0.005(3) 0.007(2) 0.003(2) 0.013(3) C2 0.007(3) 0.024(3) 0.009(3) 0.009(2) 0.004(2) 0.008(2) C3 0.016(3) 0.022(3) 0.019(3) 0.008(3) 0.006(3) 0.014(3) C4 0.021(3) 0.009(3) 0.020(3) 0.002(2) 0.005(3) 0.006(3) C5 0.014(3) 0.023(3) 0.017(3) 0.006(3) -0.001(3) 0.003(3) C6 0.005(3) 0.030(4) 0.020(3) 0.008(3) 0.001(2) 0.003(3) C7 0.009(3) 0.043(4) 0.017(3) 0.017(3) -0.001(3) 0.012(3) C8 0.009(3) 0.022(3) 0.008(3) 0.003(2) -0.001(2) 0.004(3) C9 0.009(3) 0.022(3) 0.009(3) 0.005(2) 0.004(2) 0.007(2) C10 0.005(3) 0.025(3) 0.014(3) 0.007(3) -0.003(2) 0.003(3) C2A 0.014(3) 0.026(3) 0.011(3) 0.012(3) 0.005(2) 0.010(3) O2 0.010(2) 0.050(3) 0.010(2) 0.0139(19) 0.0057(17) 0.018(2) O3 0.008(2) 0.029(2) 0.0066(19) 0.0025(17) -0.0022(16) 0.0073(18) C12 0.012(3) 0.028(3) 0.015(3) 0.012(3) 0.005(2) 0.011(3) C13 0.011(3) 0.016(3) 0.022(3) 0.010(3) 0.003(2) 0.007(3) C14 0.005(3) 0.011(3) 0.019(3) -0.001(2) -0.005(2) -0.005(2) C15 0.014(3) 0.029(4) 0.031(4) 0.018(3) 0.006(3) 0.006(3) C16 0.024(4) 0.049(5) 0.037(4) 0.034(4) 0.021(3) 0.021(3) C17 0.022(3) 0.050(4) 0.014(3) 0.023(3) 0.013(3) 0.024(3) C18 0.008(3) 0.028(3) 0.012(3) 0.008(3) -0.003(2) 0.004(3) C20 0.006(3) 0.031(3) 0.016(3) 0.015(3) 0.001(2) 0.010(3) C12A 0.016(3) 0.024(3) 0.004(3) 0.002(2) 0.003(2) 0.013(3) O12 0.0047(19) 0.021(2) 0.014(2) 0.0048(17) 0.0007(16) 0.0041(17) O13 0.014(2) 0.031(2) 0.0062(19) 0.0063(17) 0.0028(16) 0.0079(18) C21 0.011(3) 0.031(3) 0.019(3) 0.013(3) 0.007(2) 0.014(3) C22 0.007(3) 0.034(4) 0.035(4) 0.020(3) 0.004(3) 0.006(3) C23 0.018(4) 0.043(4) 0.060(5) 0.027(4) 0.027(4) 0.015(3) C24 0.053(5) 0.030(4) 0.053(5) 0.024(4) 0.043(4) 0.021(4) C25 0.064(5) 0.027(4) 0.022(4) 0.013(3) 0.025(4) 0.020(4) C26 0.031(4) 0.022(3) 0.018(3) 0.008(3) 0.011(3) 0.008(3) C27 0.010(3) 0.026(3) 0.008(3) 0.005(2) 0.001(2) 0.008(3) N28 0.005(2) 0.025(3) 0.011(2) 0.008(2) 0.0029(19) 0.007(2) C29 0.011(3) 0.019(3) 0.019(3) 0.007(3) 0.009(2) 0.009(2) C30 0.022(3) 0.027(4) 0.027(4) 0.015(3) 0.012(3) 0.015(3) C31 0.029(4) 0.024(4) 0.056(5) 0.019(3) 0.030(4) 0.017(3) C32 0.015(3) 0.020(4) 0.038(4) 0.000(3) 0.010(3) 0.003(3) C33 0.017(3) 0.022(4) 0.025(4) 0.001(3) -0.004(3) 0.002(3) C34 0.016(3) 0.022(3) 0.024(3) 0.011(3) 0.003(3) 0.008(3) C35 0.013(3) 0.021(3) 0.009(3) 0.007(2) 0.004(2) 0.009(3) N36 0.006(2) 0.019(3) 0.008(2) 0.0042(19) 0.0006(18) 0.005(2) O41 0.013(2) 0.025(2) 0.022(2) 0.0055(19) 0.0047(17) 0.0136(19) C42 0.010(3) 0.023(3) 0.021(3) 0.004(3) -0.002(2) 0.008(3) C43 0.012(3) 0.019(3) 0.018(3) 0.004(3) 0.000(2) 0.007(3) C44 0.017(3) 0.030(4) 0.019(3) 0.009(3) 0.002(3) 0.012(3) C45 0.017(3) 0.035(4) 0.032(4) 0.010(3) 0.006(3) 0.010(3) O51 0.012(2) 0.030(2) 0.019(2) 0.0073(19) 0.0040(17) 0.0109(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.387(7) . ? C1 C9 1.457(7) . ? C1 C11 1.506(8) . ? C2 C3 1.411(7) . ? C2 C2A 1.521(7) . ? C3 C4 1.395(8) . ? C4 C10 1.399(8) . ? C5 C6 1.368(8) . ? C5 C10 1.447(8) . ? C6 C7 1.402(8) . ? C7 C8 1.394(7) . ? C8 C9 1.412(7) . ? C9 C10 1.402(8) . ? C2A O3 1.254(6) . ? C2A O2 1.264(6) . ? C11 C12 1.394(7) . ? C11 C19 1.434(7) . ? C12 C13 1.417(8) . ? C12 C12A 1.501(8) . ? C13 C14 1.359(8) . ? C14 C20 1.445(7) . ? C15 C16 1.369(8) . ? C15 C20 1.425(8) . ? C16 C17 1.401(9) . ? C17 C18 1.363(8) . ? C18 C19 1.427(7) . ? C19 C20 1.413(8) . ? C12A O12 1.269(6) . ? C12A O13 1.269(6) . ? C21 C22 1.396(8) . ? C21 C26 1.400(8) . ? C21 C27 1.510(8) . ? C22 C23 1.386(9) . ? C23 C24 1.353(10) . ? C24 C25 1.395(10) . ? C25 C26 1.406(8) . ? C27 N28 1.501(7) . ? C27 C35 1.534(7) . ? C29 C30 1.377(8) . ? C29 C34 1.416(8) . ? C29 C35 1.503(7) . ? C30 C31 1.382(8) . ? C31 C32 1.401(9) . ? C32 C33 1.380(9) . ? C33 C34 1.379(8) . ? C35 N36 1.507(7) . ? O41 C42 1.417(6) . ? C42 C43 1.519(8) . ? C43 C44 1.534(8) . ? C44 C45 1.535(8) . ? 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 C9 119.4(5) . . ? C2 C1 C11 119.9(5) . . ? C9 C1 C11 120.5(5) . . ? C1 C2 C3 120.9(5) . . ? C1 C2 C2A 120.6(5) . . ? C3 C2 C2A 118.4(5) . . ? C4 C3 C2 120.0(5) . . ? C3 C4 C10 119.8(5) . . ? C6 C5 C10 120.8(5) . . ? C5 C6 C7 121.0(5) . . ? C8 C7 C6 119.8(6) . . ? C7 C8 C9 119.9(5) . . ? C10 C9 C8 121.2(5) . . ? C10 C9 C1 118.1(5) . . ? C8 C9 C1 120.7(5) . . ? C4 C10 C9 121.6(5) . . ? C4 C10 C5 121.0(5) . . ? C9 C10 C5 117.4(5) . . ? O3 C2A O2 127.3(5) . . ? O3 C2A C2 115.3(5) . . ? O2 C2A C2 117.4(5) . . ? C12 C11 C19 119.3(5) . . ? C12 C11 C1 122.7(5) . . ? C19 C11 C1 117.9(5) . . ? C11 C12 C13 119.6(5) . . ? C11 C12 C12A 122.3(5) . . ? C13 C12 C12A 118.1(5) . . ? C14 C13 C12 122.3(5) . . ? C13 C14 C20 119.7(5) . . ? C16 C15 C20 119.6(6) . . ? C15 C16 C17 120.7(6) . . ? C18 C17 C16 120.4(6) . . ? C17 C18 C19 121.5(6) . . ? C20 C19 C18 117.3(5) . . ? C20 C19 C11 120.4(5) . . ? C18 C19 C11 122.3(5) . . ? C19 C20 C15 120.5(5) . . ? C19 C20 C14 118.6(5) . . ? C15 C20 C14 120.8(5) . . ? O12 C12A O13 122.0(5) . . ? O12 C12A C12 119.8(5) . . ? O13 C12A C12 118.2(5) . . ? C22 C21 C26 119.3(5) . . ? C22 C21 C27 120.2(5) . . ? C26 C21 C27 120.5(5) . . ? C23 C22 C21 119.9(6) . . ? C24 C23 C22 121.1(7) . . ? C23 C24 C25 120.5(6) . . ? C24 C25 C26 119.4(6) . . ? C21 C26 C25 119.7(6) . . ? N28 C27 C21 111.7(4) . . ? N28 C27 C35 112.1(4) . . ? C21 C27 C35 110.2(5) . . ? C30 C29 C34 118.5(5) . . ? C30 C29 C35 121.3(5) . . ? C34 C29 C35 120.1(5) . . ? C29 C30 C31 122.3(6) . . ? C30 C31 C32 118.6(6) . . ? C33 C32 C31 120.0(6) . . ? C34 C33 C32 121.1(6) . . ? C33 C34 C29 119.4(6) . . ? C29 C35 N36 108.9(4) . . ? C29 C35 C27 114.0(4) . . ? N36 C35 C27 111.4(4) . . ? O41 C42 C43 112.3(5) . . ? C42 C43 C44 113.9(5) . . ? C43 C44 C45 112.7(5) . . ? _diffrn_measured_fraction_theta_max 0.918 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.918 _refine_diff_density_max 0.552 _refine_diff_density_min -0.469 _refine_diff_density_rms 0.106 #==END data_imai79_3 _database_code_depnum_ccdc_archive 'CCDC 659152' #data_im7439a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C84 H92 N4 O12' _chemical_formula_weight 1349.62 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.094(1) _cell_length_b 16.039(1) _cell_length_c 16.595(1) _cell_angle_alpha 100.747(1) _cell_angle_beta 98.764(1) _cell_angle_gamma 96.318(1) _cell_volume 3605.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9999 _cell_measurement_theta_min 1.27 _cell_measurement_theta_max 27.91 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.243 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9637 _exptl_absorpt_correction_T_max 0.9877 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32076 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0624 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 27.91 _reflns_number_total 16190 _reflns_number_gt 11639 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 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. The OH hydrogens of the alcohol and water molecules were not identifed. One of the benzene rings was disordered into two orientations. The bond distances and angles of the disordered rings were constrained to the same as those of a well-determined one and further restrained to be flat. Similar restraints were applied to the disordered alcohols. ; _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^)+(0.1001P)^2^+2.5601P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 16190 _refine_ls_number_parameters 896 _refine_ls_number_restraints 47 _refine_ls_R_factor_all 0.1075 _refine_ls_R_factor_gt 0.0779 _refine_ls_wR_factor_ref 0.2089 _refine_ls_wR_factor_gt 0.1869 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 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 1.07549(16) 0.73999(14) 0.52226(14) 0.0151(5) Uani 1 1 d . . . C2 C 1.06386(17) 0.76512(14) 0.44659(15) 0.0154(5) Uani 1 1 d . . . C3 C 1.14114(18) 0.76458(16) 0.40069(16) 0.0209(5) Uani 1 1 d . . . H3 H 1.1325 0.7819 0.3487 0.025 Uiso 1 1 calc R . . C4 C 1.22621(19) 0.74023(18) 0.42893(18) 0.0266(6) Uani 1 1 d . . . H4 H 1.2765 0.7409 0.3968 0.032 Uiso 1 1 calc R . . C5 C 1.33029(19) 0.68782(18) 0.53718(19) 0.0297(6) Uani 1 1 d . . . H5 H 1.3819 0.6887 0.5065 0.036 Uiso 1 1 calc R . . C6 C 1.3425(2) 0.66149(18) 0.61133(19) 0.0319(7) Uani 1 1 d . . . H6 H 1.4024 0.6444 0.6318 0.038 Uiso 1 1 calc R . . C7 C 1.2676(2) 0.65961(17) 0.65714(18) 0.0279(6) Uani 1 1 d . . . H7 H 1.2764 0.6403 0.7081 0.033 Uiso 1 1 calc R . . C8 C 1.18156(19) 0.68534(16) 0.62935(16) 0.0222(5) Uani 1 1 d . . . H8 H 1.1317 0.6846 0.6620 0.027 Uiso 1 1 calc R . . C9 C 1.16501(17) 0.71316(15) 0.55271(15) 0.0170(5) Uani 1 1 d . . . C10 C 1.24165(18) 0.71376(16) 0.50561(17) 0.0220(5) Uani 1 1 d . . . C2A C 0.97271(17) 0.79635(14) 0.41110(14) 0.0144(5) Uani 1 1 d . . . O2 O 0.89533(11) 0.77651(10) 0.43660(10) 0.0151(3) Uani 1 1 d . . . O3 O 0.97821(12) 0.84193(11) 0.35737(10) 0.0185(4) Uani 1 1 d . . . C11 C 1.00049(16) 0.74636(14) 0.57741(14) 0.0137(5) Uani 1 1 d . . . C12 C 1.00042(16) 0.82328(15) 0.63064(14) 0.0147(5) Uani 1 1 d . . . C13 C 0.93623(18) 0.83037(16) 0.68861(15) 0.0191(5) Uani 1 1 d . . . H13 H 0.9381 0.8835 0.7258 0.023 Uiso 1 1 calc R . . C14 C 0.87200(18) 0.76179(17) 0.69149(16) 0.0218(5) Uani 1 1 d . . . H14 H 0.8297 0.7673 0.7310 0.026 Uiso 1 1 calc R . . C15 C 0.79839(18) 0.61010(17) 0.63535(16) 0.0227(5) Uani 1 1 d . . . H15 H 0.7546 0.6149 0.6737 0.027 Uiso 1 1 calc R . . C16 C 0.79396(19) 0.53445(17) 0.58059(17) 0.0252(6) Uani 1 1 d . . . H16 H 0.7469 0.4872 0.5806 0.030 Uiso 1 1 calc R . . C17 C 0.85875(19) 0.52627(16) 0.52428(17) 0.0236(6) Uani 1 1 d . . . H17 H 0.8554 0.4733 0.4864 0.028 Uiso 1 1 calc R . . C18 C 0.92681(18) 0.59367(15) 0.52324(15) 0.0189(5) Uani 1 1 d . . . H18 H 0.9704 0.5869 0.4849 0.023 Uiso 1 1 calc R . . C19 C 0.93289(16) 0.67386(14) 0.57898(15) 0.0155(5) Uani 1 1 d . . . C20 C 0.86733(17) 0.68189(16) 0.63603(15) 0.0185(5) Uani 1 1 d . . . C12A C 1.06511(16) 0.90280(15) 0.62600(15) 0.0154(5) Uani 1 1 d . . . O12 O 1.04134(12) 0.93638(11) 0.56507(10) 0.0188(4) Uani 1 1 d . . . O13 O 1.13665(13) 0.93040(11) 0.68329(12) 0.0287(5) Uani 1 1 d . . . C21 C 0.57676(16) 0.24529(14) 0.03091(14) 0.0139(5) Uani 1 1 d . . . C22 C 0.57170(17) 0.26791(15) -0.04550(15) 0.0161(5) Uani 1 1 d . . . C23 C 0.65367(18) 0.26791(16) -0.08551(15) 0.0207(5) Uani 1 1 d . . . H23 H 0.6500 0.2853 -0.1375 0.025 Uiso 1 1 calc R . . C24 C 0.73654(18) 0.24389(17) -0.05158(17) 0.0241(6) Uani 1 1 d . . . H24 H 0.7903 0.2447 -0.0799 0.029 Uiso 1 1 calc R . . C25 C 0.83040(19) 0.19036(17) 0.06212(18) 0.0275(6) Uani 1 1 d . . . H25 H 0.8842 0.1887 0.0339 0.033 Uiso 1 1 calc R . . C26 C 0.8369(2) 0.16657(17) 0.13722(18) 0.0285(6) Uani 1 1 d . . . H26 H 0.8946 0.1477 0.1603 0.034 Uiso 1 1 calc R . . C27 C 0.7592(2) 0.16972(16) 0.18049(17) 0.0261(6) Uani 1 1 d . . . H27 H 0.7647 0.1540 0.2333 0.031 Uiso 1 1 calc R . . C28 C 0.67494(18) 0.19541(15) 0.14696(16) 0.0205(5) Uani 1 1 d . . . H28 H 0.6225 0.1971 0.1768 0.025 Uiso 1 1 calc R . . C29 C 0.66474(17) 0.21970(14) 0.06801(15) 0.0161(5) Uani 1 1 d . . . C30 C 0.74496(18) 0.21748(16) 0.02539(16) 0.0208(5) Uani 1 1 d . . . C22A C 0.48188(17) 0.29579(15) -0.08742(14) 0.0157(5) Uani 1 1 d . . . O22 O 0.40269(11) 0.27650(10) -0.06405(10) 0.0165(3) Uani 1 1 d . . . O23 O 0.48937(12) 0.33977(11) -0.14214(10) 0.0206(4) Uani 1 1 d . . . C31 C 0.49745(16) 0.24804(14) 0.08155(14) 0.0136(5) Uani 1 1 d . . . C32 C 0.49427(16) 0.32078(15) 0.14008(14) 0.0149(5) Uani 1 1 d . . . C33 C 0.43383(17) 0.31718(16) 0.20017(15) 0.0176(5) Uani 1 1 d . . . H33 H 0.4339 0.3670 0.2415 0.021 Uiso 1 1 calc R . . C34 C 0.37536(18) 0.24356(16) 0.19996(15) 0.0196(5) Uani 1 1 d . . . H34 H 0.3364 0.2422 0.2418 0.024 Uiso 1 1 calc R . . C35 C 0.30819(19) 0.09264(17) 0.13259(17) 0.0244(6) Uani 1 1 d . . . H35 H 0.2667 0.0904 0.1724 0.029 Uiso 1 1 calc R . . C36 C 0.30561(19) 0.02255(16) 0.07121(17) 0.0252(6) Uani 1 1 d . . . H36 H 0.2618 -0.0278 0.0682 0.030 Uiso 1 1 calc R . . C37 C 0.36724(19) 0.02420(16) 0.01245(17) 0.0238(6) Uani 1 1 d . . . H37 H 0.3650 -0.0251 -0.0300 0.029 Uiso 1 1 calc R . . C38 C 0.43054(18) 0.09645(15) 0.01597(16) 0.0201(5) Uani 1 1 d . . . H38 H 0.4724 0.0966 -0.0238 0.024 Uiso 1 1 calc R . . C39 C 0.43450(16) 0.17108(15) 0.07822(14) 0.0153(5) Uani 1 1 d . . . C40 C 0.37217(17) 0.16889(16) 0.13773(15) 0.0182(5) Uani 1 1 d . . . C32A C 0.55359(16) 0.40553(15) 0.14139(14) 0.0148(5) Uani 1 1 d . . . O32 O 0.55007(12) 0.43019(11) 0.07365(10) 0.0196(4) Uani 1 1 d . . . O33 O 0.60024(13) 0.44638(11) 0.21072(11) 0.0221(4) Uani 1 1 d . . . C41 C 0.80982(18) 0.59981(16) 0.00103(16) 0.0220(5) Uiso 1 1 d D . . C42 C 0.9082(3) 0.5890(3) 0.0104(2) 0.0280(10) Uiso 0.780(8) 1 d PD A 1 H42 H 0.9328 0.5548 0.0475 0.034 Uiso 0.780(8) 1 calc PR A 1 C43 C 0.9698(3) 0.6275(3) -0.0337(2) 0.0337(11) Uiso 0.780(8) 1 d PD A 1 H43 H 1.0355 0.6177 -0.0282 0.040 Uiso 0.780(8) 1 calc PR A 1 C44 C 0.9364(3) 0.6803(3) -0.0860(3) 0.0269(9) Uiso 0.780(8) 1 d PD A 1 H44 H 0.9788 0.7064 -0.1163 0.032 Uiso 0.780(8) 1 calc PR A 1 C45 C 0.8401(4) 0.6945(3) -0.0933(4) 0.0232(16) Uiso 0.780(8) 1 d PD A 1 H45 H 0.8163 0.7304 -0.1289 0.028 Uiso 0.780(8) 1 calc PR A 1 C46 C 0.7788(4) 0.6560(3) -0.0486(3) 0.0171(13) Uiso 0.780(8) 1 d PD A 1 H46 H 0.7141 0.6684 -0.0519 0.020 Uiso 0.780(8) 1 calc PR A 1 C42B C 0.8836(10) 0.5500(10) -0.0204(9) 0.040(4) Uiso 0.220(8) 1 d PD A 2 H42B H 0.8927 0.5001 0.0013 0.048 Uiso 0.220(8) 1 calc PR A 2 C43B C 0.9414(12) 0.5767(11) -0.0738(10) 0.062(6) Uiso 0.220(8) 1 d PD A 2 H43B H 0.9907 0.5445 -0.0895 0.074 Uiso 0.220(8) 1 calc PR A 2 C44B C 0.9282(11) 0.6493(12) -0.1042(11) 0.042(4) Uiso 0.220(8) 1 d PD A 2 H44B H 0.9708 0.6703 -0.1374 0.051 Uiso 0.220(8) 1 calc PR A 2 C45B C 0.8531(13) 0.6900(13) -0.0856(13) 0.031(7) Uiso 0.220(8) 1 d PD A 2 H45B H 0.8428 0.7400 -0.1067 0.037 Uiso 0.220(8) 1 calc PR A 2 C46B C 0.7898(15) 0.6613(14) -0.0362(13) 0.040(8) Uiso 0.220(8) 1 d PD A 2 H46B H 0.7328 0.6866 -0.0301 0.048 Uiso 0.220(8) 1 calc PR A 2 C47 C 0.74342(17) 0.55682(15) 0.04973(14) 0.0164(5) Uani 1 1 d D A . H47 H 0.7543 0.4955 0.0434 0.020 Uiso 1 1 calc R . . N48 N 0.64011(14) 0.55779(13) 0.01505(12) 0.0154(4) Uani 1 1 d . . . H48A H 0.6258 0.6122 0.0274 0.023 Uiso 1 1 calc R A . H48B H 0.6016 0.5226 0.0377 0.023 Uiso 1 1 calc R . . H48C H 0.6297 0.5392 -0.0413 0.023 Uiso 1 1 calc R . . C49 C 0.84512(17) 0.55464(16) 0.18844(15) 0.0183(5) Uani 1 1 d . A . C50 C 0.92512(18) 0.60214(17) 0.24373(16) 0.0238(6) Uani 1 1 d . . . H50 H 0.9344 0.6629 0.2522 0.029 Uiso 1 1 calc R . . C51 C 0.9917(2) 0.56099(19) 0.28676(17) 0.0292(6) Uani 1 1 d . . . H51 H 1.0465 0.5937 0.3244 0.035 Uiso 1 1 calc R . . C52 C 0.9786(2) 0.4733(2) 0.27507(18) 0.0325(7) Uani 1 1 d . . . H52 H 1.0242 0.4457 0.3050 0.039 Uiso 1 1 calc R . . C53 C 0.9003(2) 0.42511(18) 0.22048(17) 0.0278(6) Uani 1 1 d . . . H53 H 0.8924 0.3643 0.2117 0.033 Uiso 1 1 calc R . . C54 C 0.83283(19) 0.46559(16) 0.17817(16) 0.0223(5) Uani 1 1 d . . . H54 H 0.7775 0.4323 0.1417 0.027 Uiso 1 1 calc R . . C55 C 0.76935(16) 0.59850(15) 0.14364(14) 0.0156(5) Uani 1 1 d . . . H55 H 0.7973 0.6598 0.1492 0.019 Uiso 1 1 calc R A . N56 N 0.68454(14) 0.59659(12) 0.18819(12) 0.0145(4) Uani 1 1 d . A . H56A H 0.6618 0.5413 0.1884 0.022 Uiso 1 1 calc R . . H56B H 0.6368 0.6208 0.1616 0.022 Uiso 1 1 calc R . . H56C H 0.7035 0.6265 0.2416 0.022 Uiso 1 1 calc R . . C61 C 0.62965(17) 0.90621(16) 0.31580(14) 0.0181(5) Uani 1 1 d . . . C62 C 0.54451(19) 0.85204(17) 0.31507(17) 0.0263(6) Uani 1 1 d D . . H62 H 0.5467 0.8066 0.3444 0.032 Uiso 1 1 calc R . . C63 C 0.4571(2) 0.86464(19) 0.27166(19) 0.0338(7) Uani 1 1 d D . . H63 H 0.3990 0.8289 0.2727 0.041 Uiso 1 1 calc R . . C64 C 0.4541(2) 0.92914(19) 0.22686(18) 0.0324(7) Uani 1 1 d D . . H64 H 0.3943 0.9364 0.1956 0.039 Uiso 1 1 calc R . . C65 C 0.5368(2) 0.9824(2) 0.22736(17) 0.0308(6) Uani 1 1 d D . . H65 H 0.5343 1.0268 0.1968 0.037 Uiso 1 1 calc R . . C66 C 0.62509(19) 0.97190(17) 0.27257(17) 0.0244(6) Uani 1 1 d D . . H66 H 0.6821 1.0100 0.2737 0.029 Uiso 1 1 calc R . . C67 C 0.72452(16) 0.89004(15) 0.36279(14) 0.0141(5) Uani 1 1 d . . . H67 H 0.7173 0.8284 0.3672 0.017 Uiso 1 1 calc R . . N68 N 0.80449(13) 0.90487(12) 0.31520(12) 0.0144(4) Uani 1 1 d . . . H68A H 0.7845 0.8784 0.2608 0.022 Uiso 1 1 calc R . . H68B H 0.8573 0.8831 0.3370 0.022 Uiso 1 1 calc R . . H68C H 0.8204 0.9622 0.3188 0.022 Uiso 1 1 calc R . . C69 C 0.68255(17) 0.91267(16) 0.50681(14) 0.0179(5) Uani 1 1 d . . . C70 C 0.69243(19) 0.83511(16) 0.53105(16) 0.0224(5) Uani 1 1 d . . . H70 H 0.7406 0.8026 0.5130 0.027 Uiso 1 1 calc R . . C71 C 0.6326(2) 0.80517(18) 0.58116(17) 0.0290(6) Uani 1 1 d . . . H71 H 0.6396 0.7520 0.5972 0.035 Uiso 1 1 calc R . . C72 C 0.5625(2) 0.8521(2) 0.60831(18) 0.0335(7) Uani 1 1 d . . . H72 H 0.5210 0.8310 0.6423 0.040 Uiso 1 1 calc R . . C73 C 0.5534(2) 0.9303(2) 0.58533(17) 0.0324(7) Uani 1 1 d . . . H73 H 0.5061 0.9633 0.6043 0.039 Uiso 1 1 calc R . . C74 C 0.61335(18) 0.96022(18) 0.53475(16) 0.0246(6) Uani 1 1 d . . . H74 H 0.6069 1.0137 0.5192 0.029 Uiso 1 1 calc R . . C75 C 0.74854(16) 0.94514(15) 0.45210(14) 0.0138(5) Uani 1 1 d . . . H75 H 0.7384 1.0053 0.4492 0.017 Uiso 1 1 calc R . . N76 N 0.85186(13) 0.94568(12) 0.48981(12) 0.0142(4) Uani 1 1 d . . . H76A H 0.8609 0.9673 0.5456 0.021 Uiso 1 1 calc R . . H76B H 0.8912 0.9789 0.4660 0.021 Uiso 1 1 calc R . . H76C H 0.8664 0.8912 0.4809 0.021 Uiso 1 1 calc R . . O81 O 0.73179(12) 0.67873(11) 0.35284(10) 0.0203(4) Uani 1 1 d D . . H81 H 0.7891 0.6981 0.3766 0.031 Uiso 1 1 calc R . . C82 C 0.68956(19) 0.62108(17) 0.39811(16) 0.0232(6) Uani 1 1 d D . . H82A H 0.7170 0.6396 0.4582 0.028 Uiso 1 1 calc R . . H82B H 0.7045 0.5626 0.3786 0.028 Uiso 1 1 calc R . . C83 C 0.58203(19) 0.62057(18) 0.38474(18) 0.0283(6) Uani 1 1 d D . . H83A H 0.5555 0.6044 0.3243 0.034 Uiso 1 1 calc R . . H83B H 0.5677 0.6790 0.4057 0.034 Uiso 1 1 calc R . . C84 C 0.5328(2) 0.5579(2) 0.4293(2) 0.0422(8) Uani 1 1 d D . . H84A H 0.4626 0.5589 0.4191 0.063 Uiso 1 1 calc R . . H84B H 0.5579 0.5745 0.4893 0.063 Uiso 1 1 calc R . . H84C H 0.5462 0.4999 0.4081 0.063 Uiso 1 1 calc R . . O91 O 1.11691(13) 0.96838(12) 0.34306(11) 0.0250(4) Uani 1 1 d . . . H91 H 1.0817 0.9233 0.3451 0.037 Uiso 1 1 calc R . . C92 C 1.18790(19) 0.94741(19) 0.29295(17) 0.0262(6) Uani 1 1 d . . . H92A H 1.2225 0.9031 0.3138 0.031 Uiso 1 1 calc R . . H92B H 1.2360 0.9990 0.2990 0.031 Uiso 1 1 calc R . . C93 C 1.1464(2) 0.91515(19) 0.20242(17) 0.0289(6) Uani 1 1 d . . . H93A H 1.2006 0.9095 0.1710 0.035 Uiso 1 1 calc R . . H93B H 1.1091 0.9584 0.1825 0.035 Uiso 1 1 calc R . . C94 C 1.0807(2) 0.82954(18) 0.18268(17) 0.0303(6) Uani 1 1 d . . . H94A H 1.0558 0.8135 0.1226 0.046 Uiso 1 1 calc R . . H94B H 1.0263 0.8344 0.2129 0.046 Uiso 1 1 calc R . . H94C H 1.1176 0.7855 0.1998 0.046 Uiso 1 1 calc R . . O101 O 0.76116(13) 0.81935(12) 0.15120(10) 0.0231(4) Uani 1 1 d . . . H101 H 0.7059 0.7943 0.1270 0.035 Uiso 1 1 calc R . . C102 C 0.81240(19) 0.84949(18) 0.09201(16) 0.0269(6) Uani 1 1 d . . . H10A H 0.7656 0.8512 0.0416 0.032 Uiso 1 1 calc R . . H10B H 0.8576 0.8090 0.0754 0.032 Uiso 1 1 calc R . . C103 C 0.8683(2) 0.93667(18) 0.12655(19) 0.0317(6) Uani 1 1 d . . . H10C H 0.9116 0.9361 0.1793 0.038 Uiso 1 1 calc R . . H10D H 0.8228 0.9782 0.1391 0.038 Uiso 1 1 calc R . . C104 C 0.9285(2) 0.9651(2) 0.0650(2) 0.0388(7) Uani 1 1 d . . . H10E H 0.9636 1.0228 0.0887 0.058 Uiso 1 1 calc R . . H10F H 0.8856 0.9655 0.0128 0.058 Uiso 1 1 calc R . . H10G H 0.9751 0.9251 0.0540 0.058 Uiso 1 1 calc R . . O111 O 0.3649(3) 0.5382(3) 0.1403(2) 0.0201(6) Uiso 0.611(11) 1 d PD B 1 H111 H 0.4063 0.5818 0.1464 0.030 Uiso 0.611(11) 1 calc PR B 1 C112 C 0.3306(4) 0.5369(4) 0.2169(4) 0.0323(10) Uiso 0.611(11) 1 d PD B 1 H11A H 0.3035 0.4770 0.2162 0.039 Uiso 0.611(11) 1 calc PR B 1 H11B H 0.3871 0.5534 0.2629 0.039 Uiso 0.611(11) 1 calc PR B 1 C113 C 0.2609(6) 0.5890(4) 0.2356(5) 0.056(2) Uiso 0.611(11) 1 d PD B 1 H11C H 0.2941 0.6487 0.2557 0.067 Uiso 0.611(11) 1 calc PR B 1 H11D H 0.2334 0.5717 0.2824 0.067 Uiso 0.611(11) 1 calc PR B 1 C114 C 0.1765(4) 0.5892(4) 0.1655(4) 0.0383(16) Uiso 0.611(11) 1 d PD B 1 H11E H 0.1341 0.6298 0.1859 0.057 Uiso 0.611(11) 1 calc PR B 1 H11F H 0.1393 0.5315 0.1475 0.057 Uiso 0.611(11) 1 calc PR B 1 H11G H 0.2019 0.6062 0.1184 0.057 Uiso 0.611(11) 1 calc PR B 1 O121 O 0.3789(5) 0.5254(4) 0.1483(4) 0.0201(6) Uiso 0.389(11) 1 d PD B 2 H121 H 0.4204 0.5692 0.1557 0.030 Uiso 0.389(11) 1 calc PR B 2 C122 C 0.3492(7) 0.5192(6) 0.2225(5) 0.0323(10) Uiso 0.389(11) 1 d PD B 2 H12A H 0.4043 0.5082 0.2618 0.039 Uiso 0.389(11) 1 calc PR B 2 H12B H 0.2972 0.4698 0.2126 0.039 Uiso 0.389(11) 1 calc PR B 2 C123 C 0.3133(10) 0.5967(7) 0.2606(7) 0.065(4) Uiso 0.389(11) 1 d PD B 2 H12C H 0.3602 0.6480 0.2622 0.078 Uiso 0.389(11) 1 calc PR B 2 H12D H 0.3053 0.5944 0.3184 0.078 Uiso 0.389(11) 1 calc PR B 2 C124 C 0.2103(10) 0.6025(9) 0.2056(10) 0.077(4) Uiso 0.389(11) 1 d PD B 2 H12E H 0.1846 0.6535 0.2309 0.115 Uiso 0.389(11) 1 calc PR B 2 H12F H 0.1646 0.5511 0.2036 0.115 Uiso 0.389(11) 1 calc PR B 2 H12G H 0.2192 0.6063 0.1489 0.115 Uiso 0.389(11) 1 calc PR B 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 0.0151(11) 0.0117(11) 0.0172(11) 0.0008(9) 0.0027(9) 0.0005(9) C2 0.0159(11) 0.0111(11) 0.0188(12) 0.0019(9) 0.0040(9) 0.0009(9) C3 0.0225(13) 0.0242(13) 0.0197(12) 0.0090(10) 0.0089(10) 0.0048(10) C4 0.0192(13) 0.0310(15) 0.0344(15) 0.0089(12) 0.0148(11) 0.0073(11) C5 0.0192(13) 0.0298(15) 0.0390(16) 0.0028(13) 0.0044(12) 0.0078(11) C6 0.0218(14) 0.0274(15) 0.0417(17) 0.0030(13) -0.0077(12) 0.0092(11) C7 0.0292(14) 0.0225(14) 0.0276(14) 0.0042(11) -0.0078(12) 0.0047(11) C8 0.0252(13) 0.0178(12) 0.0220(13) 0.0042(10) -0.0012(11) 0.0033(10) C9 0.0169(11) 0.0124(11) 0.0202(12) 0.0015(9) 0.0011(10) 0.0017(9) C10 0.0186(12) 0.0186(12) 0.0278(14) 0.0030(11) 0.0040(10) 0.0018(10) C2A 0.0172(11) 0.0131(11) 0.0119(10) 0.0001(9) 0.0028(9) 0.0020(9) O2 0.0132(8) 0.0154(8) 0.0154(8) 0.0022(7) 0.0019(6) -0.0005(6) O3 0.0174(8) 0.0232(9) 0.0179(8) 0.0097(7) 0.0044(7) 0.0042(7) C11 0.0133(11) 0.0144(11) 0.0141(11) 0.0060(9) 0.0008(9) 0.0027(9) C12 0.0147(11) 0.0159(11) 0.0134(11) 0.0053(9) -0.0012(9) 0.0021(9) C13 0.0230(12) 0.0179(12) 0.0160(12) 0.0020(10) 0.0033(10) 0.0044(10) C14 0.0195(12) 0.0281(14) 0.0204(12) 0.0076(11) 0.0071(10) 0.0045(10) C15 0.0194(12) 0.0249(13) 0.0260(13) 0.0150(11) 0.0034(10) -0.0033(10) C16 0.0209(13) 0.0207(13) 0.0323(15) 0.0131(11) -0.0026(11) -0.0067(10) C17 0.0262(13) 0.0127(12) 0.0272(14) 0.0037(10) -0.0057(11) -0.0027(10) C18 0.0195(12) 0.0154(12) 0.0209(12) 0.0047(10) -0.0006(10) 0.0022(10) C19 0.0145(11) 0.0129(11) 0.0196(12) 0.0080(9) 0.0001(9) 0.0002(9) C20 0.0173(12) 0.0214(12) 0.0188(12) 0.0101(10) 0.0022(10) 0.0021(10) C12A 0.0148(11) 0.0133(11) 0.0176(11) 0.0017(9) 0.0027(9) 0.0030(9) O12 0.0192(8) 0.0179(9) 0.0182(8) 0.0077(7) -0.0003(7) -0.0037(7) O13 0.0286(10) 0.0209(9) 0.0298(10) 0.0116(8) -0.0146(8) -0.0092(8) C21 0.0136(11) 0.0105(10) 0.0161(11) 0.0006(9) 0.0023(9) -0.0008(8) C22 0.0154(11) 0.0146(11) 0.0181(12) 0.0036(9) 0.0041(9) -0.0002(9) C23 0.0229(13) 0.0227(13) 0.0175(12) 0.0042(10) 0.0077(10) 0.0024(10) C24 0.0184(12) 0.0283(14) 0.0277(14) 0.0047(11) 0.0110(11) 0.0049(11) C25 0.0164(12) 0.0269(14) 0.0376(16) 0.0016(12) 0.0035(11) 0.0059(11) C26 0.0216(13) 0.0224(13) 0.0363(16) 0.0033(12) -0.0092(12) 0.0056(11) C27 0.0301(14) 0.0179(13) 0.0264(14) 0.0049(11) -0.0069(11) 0.0031(11) C28 0.0228(13) 0.0146(12) 0.0228(13) 0.0040(10) 0.0019(10) 0.0003(10) C29 0.0173(11) 0.0111(11) 0.0177(12) 0.0013(9) 0.0001(9) -0.0005(9) C30 0.0165(12) 0.0191(12) 0.0250(13) 0.0021(10) 0.0009(10) 0.0025(10) C22A 0.0178(11) 0.0144(11) 0.0134(11) 0.0010(9) 0.0020(9) 0.0006(9) O22 0.0135(8) 0.0175(8) 0.0176(8) 0.0038(7) 0.0005(7) 0.0004(6) O23 0.0210(9) 0.0247(9) 0.0181(9) 0.0100(7) 0.0028(7) 0.0031(7) C31 0.0131(11) 0.0150(11) 0.0138(11) 0.0074(9) 0.0005(9) 0.0020(9) C32 0.0135(11) 0.0164(11) 0.0141(11) 0.0058(9) -0.0015(9) 0.0004(9) C33 0.0175(12) 0.0193(12) 0.0153(11) 0.0029(10) 0.0017(9) 0.0028(10) C34 0.0183(12) 0.0257(13) 0.0172(12) 0.0072(10) 0.0066(10) 0.0032(10) C35 0.0223(13) 0.0258(14) 0.0264(14) 0.0133(11) 0.0037(11) -0.0038(11) C36 0.0239(13) 0.0178(13) 0.0325(15) 0.0126(11) -0.0015(11) -0.0060(10) C37 0.0280(14) 0.0147(12) 0.0256(13) 0.0036(10) -0.0017(11) 0.0002(10) C38 0.0210(12) 0.0180(12) 0.0224(13) 0.0069(10) 0.0040(10) 0.0022(10) C39 0.0149(11) 0.0140(11) 0.0175(11) 0.0071(9) 0.0002(9) 0.0012(9) C40 0.0165(11) 0.0195(12) 0.0196(12) 0.0101(10) 0.0008(9) 0.0001(9) C32A 0.0127(11) 0.0143(11) 0.0180(12) 0.0036(9) 0.0043(9) 0.0025(9) O32 0.0247(9) 0.0161(8) 0.0167(8) 0.0048(7) 0.0030(7) -0.0040(7) O33 0.0249(9) 0.0189(9) 0.0184(9) 0.0042(7) -0.0024(7) -0.0056(7) C47 0.0194(12) 0.0164(11) 0.0142(11) 0.0030(9) 0.0033(9) 0.0056(9) N48 0.0173(10) 0.0154(10) 0.0133(9) 0.0040(8) 0.0029(8) -0.0009(8) C49 0.0154(11) 0.0221(13) 0.0176(12) 0.0036(10) 0.0046(9) 0.0022(10) C50 0.0204(13) 0.0231(13) 0.0249(13) -0.0004(11) 0.0033(11) -0.0004(10) C51 0.0217(13) 0.0395(17) 0.0224(13) 0.0023(12) -0.0018(11) 0.0024(12) C52 0.0321(16) 0.0446(18) 0.0239(14) 0.0121(13) 0.0029(12) 0.0138(13) C53 0.0325(15) 0.0260(14) 0.0286(14) 0.0128(12) 0.0058(12) 0.0070(12) C54 0.0212(13) 0.0233(13) 0.0242(13) 0.0098(11) 0.0051(10) 0.0010(10) C55 0.0155(11) 0.0140(11) 0.0170(11) 0.0031(9) 0.0038(9) -0.0012(9) N56 0.0157(10) 0.0137(9) 0.0129(9) 0.0019(8) 0.0014(8) -0.0004(8) C61 0.0172(12) 0.0218(12) 0.0129(11) -0.0002(10) -0.0006(9) 0.0029(10) C62 0.0222(13) 0.0218(13) 0.0308(15) 0.0040(11) -0.0025(11) -0.0017(11) C63 0.0217(14) 0.0326(16) 0.0409(17) 0.0037(13) -0.0042(12) -0.0017(12) C64 0.0247(14) 0.0410(17) 0.0280(15) 0.0046(13) -0.0068(12) 0.0101(13) C65 0.0318(15) 0.0396(17) 0.0255(14) 0.0137(13) 0.0039(12) 0.0144(13) C66 0.0208(13) 0.0292(14) 0.0274(14) 0.0126(12) 0.0071(11) 0.0059(11) C67 0.0130(11) 0.0149(11) 0.0134(11) 0.0020(9) 0.0020(9) -0.0001(9) N68 0.0140(9) 0.0158(10) 0.0129(9) 0.0032(8) 0.0006(8) 0.0017(8) C69 0.0150(11) 0.0225(12) 0.0136(11) 0.0016(10) -0.0005(9) -0.0013(9) C70 0.0265(13) 0.0219(13) 0.0200(12) 0.0035(10) 0.0091(11) 0.0026(11) C71 0.0357(16) 0.0275(15) 0.0224(13) 0.0052(11) 0.0076(12) -0.0049(12) C72 0.0261(14) 0.0519(19) 0.0234(14) 0.0116(13) 0.0081(12) -0.0021(13) C73 0.0208(13) 0.0522(19) 0.0237(14) 0.0037(13) 0.0042(11) 0.0098(13) C74 0.0200(13) 0.0325(15) 0.0226(13) 0.0066(11) 0.0034(10) 0.0086(11) C75 0.0132(11) 0.0145(11) 0.0131(11) 0.0041(9) -0.0008(9) 0.0010(9) N76 0.0138(9) 0.0153(10) 0.0130(9) 0.0032(8) 0.0016(8) 0.0000(7) O81 0.0182(9) 0.0224(9) 0.0175(9) 0.0035(7) 0.0005(7) -0.0047(7) C82 0.0270(14) 0.0213(13) 0.0227(13) 0.0081(11) 0.0047(11) 0.0025(11) C83 0.0275(14) 0.0315(15) 0.0279(14) 0.0103(12) 0.0078(12) 0.0019(12) C84 0.0397(18) 0.0404(19) 0.052(2) 0.0185(16) 0.0194(16) -0.0009(14) O91 0.0262(10) 0.0255(10) 0.0207(9) -0.0002(8) 0.0082(8) -0.0044(8) C92 0.0199(13) 0.0337(15) 0.0252(14) 0.0063(12) 0.0087(11) -0.0032(11) C93 0.0300(15) 0.0351(16) 0.0219(13) 0.0059(12) 0.0091(11) 0.0002(12) C94 0.0333(15) 0.0332(16) 0.0243(14) 0.0019(12) 0.0114(12) 0.0022(12) O101 0.0204(9) 0.0274(10) 0.0167(9) 0.0009(7) 0.0016(7) -0.0092(7) C102 0.0234(13) 0.0356(16) 0.0207(13) 0.0060(12) 0.0053(11) -0.0024(12) C103 0.0308(15) 0.0302(15) 0.0346(16) 0.0067(13) 0.0105(13) -0.0003(12) C104 0.0321(16) 0.0449(19) 0.0439(18) 0.0192(15) 0.0124(14) -0.0010(14) _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 1.381(3) . ? C1 C9 1.428(3) . ? C1 C11 1.500(3) . ? C2 C3 1.421(3) . ? C2 C2A 1.506(3) . ? C3 C4 1.345(4) . ? C4 C10 1.409(4) . ? C5 C6 1.367(4) . ? C5 C10 1.416(4) . ? C6 C7 1.392(4) . ? C7 C8 1.365(4) . ? C8 C9 1.419(3) . ? C9 C10 1.427(3) . ? C2A O2 1.259(3) . ? C2A O3 1.260(3) . ? C11 C12 1.377(3) . ? C11 C19 1.427(3) . ? C12 C13 1.416(3) . ? C12 C12A 1.505(3) . ? C13 C14 1.358(4) . ? C14 C20 1.420(4) . ? C15 C16 1.362(4) . ? C15 C20 1.420(3) . ? C16 C17 1.402(4) . ? C17 C18 1.368(3) . ? C18 C19 1.423(3) . ? C19 C20 1.419(3) . ? C12A O12 1.251(3) . ? C12A O13 1.253(3) . ? C21 C22 1.376(3) . ? C21 C29 1.435(3) . ? C21 C31 1.497(3) . ? C22 C23 1.417(3) . ? C22 C22A 1.503(3) . ? C23 C24 1.345(4) . ? C24 C30 1.411(4) . ? C25 C26 1.363(4) . ? C25 C30 1.415(4) . ? C26 C27 1.399(4) . ? C27 C28 1.371(4) . ? C28 C29 1.426(3) . ? C29 C30 1.422(3) . ? C22A O23 1.259(3) . ? C22A O22 1.262(3) . ? C31 C32 1.381(3) . ? C31 C39 1.426(3) . ? C32 C33 1.412(3) . ? C32 C32A 1.510(3) . ? C33 C34 1.363(3) . ? C34 C40 1.420(4) . ? C35 C36 1.362(4) . ? C35 C40 1.418(3) . ? C36 C37 1.403(4) . ? C37 C38 1.369(3) . ? C38 C39 1.418(3) . ? C39 C40 1.421(3) . ? C32A O32 1.255(3) . ? C32A O33 1.256(3) . ? C41 C46B 1.29(2) . ? C41 C46 1.391(6) . ? C41 C42 1.405(4) . ? C41 C42B 1.426(15) . ? C41 C47 1.517(3) . ? C42 C43 1.384(5) . ? C43 C44 1.388(5) . ? C44 C45 1.392(6) . ? C45 C46 1.388(5) . ? C42B C43B 1.384(14) . ? C43B C44B 1.372(14) . ? C44B C45B 1.349(14) . ? C45B C46B 1.396(14) . ? C47 N48 1.485(3) . ? C47 C55 1.547(3) . ? C49 C50 1.389(3) . ? C49 C54 1.395(3) . ? C49 C55 1.519(3) . ? C50 C51 1.391(4) . ? C51 C52 1.371(4) . ? C52 C53 1.372(4) . ? C53 C54 1.386(4) . ? C55 N56 1.499(3) . ? C61 C66 1.382(4) . ? C61 C62 1.399(3) . ? C61 C67 1.516(3) . ? C62 C63 1.385(4) . ? C63 C64 1.383(4) . ? C64 C65 1.365(4) . ? C65 C66 1.395(4) . ? C67 N68 1.494(3) . ? C67 C75 1.544(3) . ? C69 C74 1.385(4) . ? C69 C70 1.391(4) . ? C69 C75 1.512(3) . ? C70 C71 1.380(4) . ? C71 C72 1.386(4) . ? C72 C73 1.391(4) . ? C73 C74 1.388(4) . ? C75 N76 1.493(3) . ? O81 C82 1.431(3) . ? C82 C83 1.497(4) . ? C83 C84 1.523(4) . ? O91 C92 1.424(3) . ? C92 C93 1.497(4) . ? C93 C94 1.520(4) . ? O101 C102 1.427(3) . ? C102 C103 1.492(4) . ? C103 C104 1.524(4) . ? O111 C112 1.430(6) . ? C112 C113 1.392(8) . ? C113 C114 1.532(8) . ? O121 C122 1.376(9) . ? C122 C123 1.464(11) . ? C123 C124 1.614(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 C9 119.3(2) . . ? C2 C1 C11 122.4(2) . . ? C9 C1 C11 118.1(2) . . ? C1 C2 C3 119.6(2) . . ? C1 C2 C2A 122.5(2) . . ? C3 C2 C2A 117.8(2) . . ? C4 C3 C2 121.8(2) . . ? C3 C4 C10 120.8(2) . . ? C6 C5 C10 120.8(3) . . ? C5 C6 C7 120.4(2) . . ? C8 C7 C6 120.5(3) . . ? C7 C8 C9 121.4(3) . . ? C8 C9 C10 117.7(2) . . ? C8 C9 C1 122.3(2) . . ? C10 C9 C1 119.9(2) . . ? C4 C10 C5 122.2(2) . . ? C4 C10 C9 118.6(2) . . ? C5 C10 C9 119.2(2) . . ? O2 C2A O3 123.2(2) . . ? O2 C2A C2 119.0(2) . . ? O3 C2A C2 117.9(2) . . ? C12 C11 C19 119.5(2) . . ? C12 C11 C1 118.8(2) . . ? C19 C11 C1 121.6(2) . . ? C11 C12 C13 120.7(2) . . ? C11 C12 C12A 120.9(2) . . ? C13 C12 C12A 118.3(2) . . ? C14 C13 C12 120.5(2) . . ? C13 C14 C20 120.7(2) . . ? C16 C15 C20 121.1(2) . . ? C15 C16 C17 120.0(2) . . ? C18 C17 C16 120.8(2) . . ? C17 C18 C19 120.7(2) . . ? C20 C19 C18 118.4(2) . . ? C20 C19 C11 119.5(2) . . ? C18 C19 C11 122.1(2) . . ? C19 C20 C15 119.0(2) . . ? C19 C20 C14 119.0(2) . . ? C15 C20 C14 122.0(2) . . ? O12 C12A O13 125.6(2) . . ? O12 C12A C12 116.4(2) . . ? O13 C12A C12 118.0(2) . . ? C22 C21 C29 119.2(2) . . ? C22 C21 C31 124.9(2) . . ? C29 C21 C31 115.9(2) . . ? C21 C22 C23 120.0(2) . . ? C21 C22 C22A 121.8(2) . . ? C23 C22 C22A 118.2(2) . . ? C24 C23 C22 121.5(2) . . ? C23 C24 C30 121.1(2) . . ? C26 C25 C30 121.2(3) . . ? C25 C26 C27 120.5(2) . . ? C28 C27 C26 120.2(3) . . ? C27 C28 C29 121.1(2) . . ? C30 C29 C28 118.1(2) . . ? C30 C29 C21 119.8(2) . . ? C28 C29 C21 122.1(2) . . ? C24 C30 C25 122.5(2) . . ? C24 C30 C29 118.4(2) . . ? C25 C30 C29 119.0(2) . . ? O23 C22A O22 122.9(2) . . ? O23 C22A C22 118.7(2) . . ? O22 C22A C22 118.3(2) . . ? C32 C31 C39 119.8(2) . . ? C32 C31 C21 120.3(2) . . ? C39 C31 C21 119.2(2) . . ? C31 C32 C33 120.0(2) . . ? C31 C32 C32A 121.6(2) . . ? C33 C32 C32A 118.4(2) . . ? C34 C33 C32 121.2(2) . . ? C33 C34 C40 120.5(2) . . ? C36 C35 C40 120.7(2) . . ? C35 C36 C37 120.5(2) . . ? C38 C37 C36 120.4(2) . . ? C37 C38 C39 120.9(2) . . ? C38 C39 C40 118.5(2) . . ? C38 C39 C31 121.9(2) . . ? C40 C39 C31 119.5(2) . . ? C35 C40 C34 122.1(2) . . ? C35 C40 C39 119.0(2) . . ? C34 C40 C39 118.8(2) . . ? O32 C32A O33 125.6(2) . . ? O32 C32A C32 117.3(2) . . ? O33 C32A C32 117.1(2) . . ? C46B C41 C46 9.0(11) . . ? C46B C41 C42 113.5(9) . . ? C46 C41 C42 117.6(3) . . ? C46B C41 C42B 120.8(10) . . ? C46 C41 C42B 119.6(6) . . ? C42 C41 C42B 30.4(5) . . ? C46B C41 C47 124.7(8) . . ? C46 C41 C47 122.2(3) . . ? C42 C41 C47 120.1(2) . . ? C42B C41 C47 112.2(6) . . ? C43 C42 C41 120.9(3) . . ? C42 C43 C44 120.6(4) . . ? C43 C44 C45 119.2(4) . . ? C46 C45 C44 119.9(5) . . ? C45 C46 C41 121.6(4) . . ? C43B C42B C41 117.9(12) . . ? C44B C43B C42B 120.7(14) . . ? C45B C44B C43B 118.0(14) . . ? C44B C45B C46B 122.4(16) . . ? C41 C46B C45B 119.1(16) . . ? N48 C47 C41 110.77(19) . . ? N48 C47 C55 112.18(19) . . ? C41 C47 C55 110.71(19) . . ? C50 C49 C54 118.6(2) . . ? C50 C49 C55 121.0(2) . . ? C54 C49 C55 120.4(2) . . ? C49 C50 C51 120.2(3) . . ? C52 C51 C50 120.2(3) . . ? C51 C52 C53 120.6(3) . . ? C52 C53 C54 119.6(3) . . ? C53 C54 C49 120.8(2) . . ? N56 C55 C49 107.33(18) . . ? N56 C55 C47 114.01(18) . . ? C49 C55 C47 111.08(19) . . ? C66 C61 C62 119.1(2) . . ? C66 C61 C67 122.0(2) . . ? C62 C61 C67 118.9(2) . . ? C63 C62 C61 120.1(3) . . ? C64 C63 C62 120.1(3) . . ? C65 C64 C63 120.1(3) . . ? C64 C65 C66 120.4(3) . . ? C61 C66 C65 120.1(3) . . ? N68 C67 C61 110.17(18) . . ? N68 C67 C75 111.52(18) . . ? C61 C67 C75 111.55(19) . . ? C74 C69 C70 119.3(2) . . ? C74 C69 C75 120.7(2) . . ? C70 C69 C75 120.0(2) . . ? C71 C70 C69 120.3(3) . . ? C70 C71 C72 120.5(3) . . ? C71 C72 C73 119.4(3) . . ? C74 C73 C72 120.1(3) . . ? C69 C74 C73 120.4(3) . . ? N76 C75 C69 109.67(18) . . ? N76 C75 C67 110.81(18) . . ? C69 C75 C67 111.02(18) . . ? O81 C82 C83 109.2(2) . . ? C82 C83 C84 111.5(2) . . ? O91 C92 C93 113.6(2) . . ? C92 C93 C94 114.5(2) . . ? O101 C102 C103 111.7(2) . . ? C102 C103 C104 111.0(2) . . ? C113 C112 O111 117.1(5) . . ? C112 C113 C114 117.5(5) . . ? O121 C122 C123 112.8(8) . . ? C122 C123 C124 108.4(9) . . ? _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 27.91 _diffrn_measured_fraction_theta_full 0.938 _refine_diff_density_max 1.559 _refine_diff_density_min -0.558 _refine_diff_density_rms 0.086