# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Chemical Science' _journal_coden_cambridge 1475 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_address ; New York University Department of Chemistry 100 Washington Square East Room 1001 New York, NY 10003-6688 USA ; _publ_contact_author_name 'Kirshenbaum, Kent' _publ_contact_author_email kent@nyu.edu _publ_author_name 'Kent Kirshenbaum' data_Crystal_bicyclic_5_Complete _database_code_depnum_ccdc_archive 'CCDC 877505' #TrackingRef '- Crystal_bicyclic_5_Complete.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C53.53 H67.58 N11 O12.86' _chemical_formula_weight 1070.83 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 10.9563(8) _cell_length_b 13.8555(10) _cell_length_c 19.2000(15) _cell_angle_alpha 70.9220(10) _cell_angle_beta 84.6990(10) _cell_angle_gamma 78.5820(10) _cell_volume 2698.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9465 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 27.53 _exptl_crystal_description block _exptl_crystal_colour white _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1137 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9709 _exptl_absorpt_correction_T_max 0.9802 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 54039 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0256 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 27.56 _reflns_number_total 12423 _reflns_number_gt 9848 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0605P)^2^+1.4857P] 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 12423 _refine_ls_number_parameters 797 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.0624 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1306 _refine_ls_wR_factor_gt 0.1204 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.12637(10) 0.95676(9) 0.25803(6) 0.0249(2) Uani 1 1 d . . . O2 O 0.05794(10) 0.74177(9) 0.34547(6) 0.0238(2) Uani 1 1 d . A . O3 O 0.00722(10) 0.60759(9) 0.51531(7) 0.0277(3) Uani 1 1 d . . . O4 O -0.41462(11) 0.59033(9) 0.63585(7) 0.0317(3) Uani 1 1 d . . . O5 O -0.29554(11) 0.51053(9) 0.43935(7) 0.0299(3) Uani 1 1 d . A . O6 O -0.20750(11) 0.57311(11) 0.22393(7) 0.0360(3) Uani 1 1 d . . . O7 O 0.05940(11) 0.64615(9) 0.20573(6) 0.0278(3) Uani 1 1 d . . . O8 O 0.35445(11) 0.59862(9) 0.15009(6) 0.0306(3) Uani 1 1 d . B . O9 O 0.64137(11) 0.83061(10) -0.09293(7) 0.0358(3) Uani 1 1 d . . . O10 O 0.41631(10) 0.88497(10) 0.10782(7) 0.0303(3) Uani 1 1 d . . . N1 N -0.20238(13) 0.90525(13) 0.12916(8) 0.0264(3) Uani 0.9022(14) 1 d P A 1 N2 N -0.23086(15) 0.99566(15) 0.07552(10) 0.0395(4) Uani 0.9022(14) 1 d P A 1 N3 N -0.13358(15) 1.04275(14) 0.06465(10) 0.0364(4) Uani 0.9022(14) 1 d P A 1 C1 C -0.04453(18) 0.98123(15) 0.11171(10) 0.0228(4) Uani 0.9022(14) 1 d P A 1 C2 C -0.08660(16) 0.89374(15) 0.15318(10) 0.0251(4) Uani 0.9022(14) 1 d P A 1 H2 H -0.0441 0.8370 0.1908 0.030 Uiso 0.9022(14) 1 calc PR A 1 C3 C 0.08044(16) 1.00979(18) 0.11279(16) 0.0229(5) Uani 0.9022(14) 1 d P A 1 H3A H 0.1123 1.0388 0.0617 0.027 Uiso 0.9022(14) 1 calc PR A 1 H3B H 0.0726 1.0632 0.1376 0.027 Uiso 0.9022(14) 1 calc PR A 1 C27 C -0.37534(17) 0.7196(2) 0.27164(15) 0.0286(5) Uani 0.9022(14) 1 d PD A 1 H27A H -0.4418 0.7228 0.3099 0.034 Uiso 0.9022(14) 1 calc PR A 1 H27B H -0.4011 0.6845 0.2395 0.034 Uiso 0.9022(14) 1 calc PR A 1 C28 C -0.35858(17) 0.82980(16) 0.22565(11) 0.0294(4) Uani 0.9022(14) 1 d PD A 1 H28A H -0.3124 0.8580 0.2542 0.035 Uiso 0.9022(14) 1 calc PR A 1 H28B H -0.4414 0.8748 0.2152 0.035 Uiso 0.9022(14) 1 calc PR A 1 C29 C -0.28738(17) 0.83172(17) 0.15247(11) 0.0318(4) Uani 0.9022(14) 1 d P A 1 H29A H -0.2395 0.7614 0.1575 0.038 Uiso 0.9022(14) 1 calc PR A 1 H29B H -0.3485 0.8488 0.1134 0.038 Uiso 0.9022(14) 1 calc PR A 1 N1' N -0.2048(10) 0.9601(9) 0.1848(8) 0.0264(3) Uani 0.0978(14) 1 d PD A 2 N2' N -0.3253(10) 1.0025(11) 0.1891(9) 0.0395(4) Uani 0.0978(14) 1 d PD A 2 N3' N -0.3919(12) 0.9275(10) 0.2130(9) 0.0364(4) Uani 0.0978(14) 1 d PD A 2 C1' C -0.3127(12) 0.8386(12) 0.2205(12) 0.0294(4) Uani 0.0978(14) 1 d PD A 2 C2' C -0.1913(12) 0.8552(10) 0.2066(9) 0.0251(4) Uani 0.0978(14) 1 d PD A 2 H2' H -0.1167 0.8054 0.2113 0.030 Uiso 0.0978(14) 1 calc PR A 2 C3' C -0.3546(17) 0.7361(16) 0.2606(18) 0.0286(5) Uani 0.0978(14) 1 d PD A 2 H3C H -0.4295 0.7485 0.2917 0.034 Uiso 0.0978(14) 1 calc PR A 2 H3D H -0.3782 0.7074 0.2238 0.034 Uiso 0.0978(14) 1 calc PR A 2 C27' C 0.1075(17) 1.0166(15) 0.1037(18) 0.0229(5) Uani 0.0978(14) 1 d PD A 2 H27C H 0.1479 1.0294 0.0540 0.027 Uiso 0.0978(14) 1 calc PR A 2 H27D H 0.1186 1.0725 0.1228 0.027 Uiso 0.0978(14) 1 calc PR A 2 C28' C -0.0321(16) 1.0194(16) 0.0980(10) 0.0228(4) Uani 0.0978(14) 1 d PD A 2 H28C H -0.0646 1.0803 0.0559 0.027 Uiso 0.0978(14) 1 calc PR A 2 H28D H -0.0425 0.9565 0.0872 0.027 Uiso 0.0978(14) 1 calc PR A 2 C29' C -0.1108(15) 1.0252(16) 0.1674(9) 0.0318(4) Uani 0.0978(14) 1 d PD A 2 H29C H -0.0553 1.0038 0.2097 0.038 Uiso 0.0978(14) 1 calc PR A 2 H29D H -0.1520 1.0981 0.1601 0.038 Uiso 0.0978(14) 1 calc PR A 2 N4 N 0.16722(11) 0.91661(10) 0.15240(7) 0.0201(3) Uani 1 1 d D . . N5 N 0.24934(11) 0.77863(10) 0.34588(7) 0.0187(3) Uani 1 1 d . A . N6 N -0.02796(11) 0.78266(10) 0.47099(7) 0.0200(3) Uani 1 1 d . . . N7 N -0.24294(11) 0.59899(10) 0.50918(7) 0.0213(3) Uani 1 1 d . A . N8 N -0.25834(12) 0.65985(11) 0.30705(8) 0.0261(3) Uani 1 1 d D . . N9 N 0.02683(12) 0.48703(10) 0.27517(7) 0.0212(3) Uani 1 1 d D . . N10 N 0.18846(12) 0.58386(10) 0.09539(7) 0.0240(3) Uani 1 1 d . B . N11 N 0.38930(12) 0.77935(11) 0.04428(7) 0.0243(3) Uani 1 1 d . . . C4 C 0.17760(13) 0.89642(12) 0.22535(8) 0.0194(3) Uani 1 1 d . A . C5 C 0.25990(14) 0.79362(12) 0.26685(8) 0.0205(3) Uani 1 1 d . . . H5A H 0.2333 0.7353 0.2568 0.025 Uiso 1 1 calc R A . H5B H 0.3477 0.7948 0.2496 0.025 Uiso 1 1 calc R . . C6 C 0.33905(13) 0.81039(12) 0.37946(8) 0.0187(3) Uani 1 1 d . . . C7 C 0.37527(14) 0.90611(12) 0.34575(9) 0.0240(3) Uani 1 1 d . A . H7 H 0.3394 0.9511 0.3008 0.029 Uiso 1 1 calc R . . C8 C 0.46391(15) 0.93591(13) 0.37786(10) 0.0273(3) Uani 1 1 d . . . H8 H 0.4899 1.0006 0.3542 0.033 Uiso 1 1 calc R A . C9 C 0.51454(14) 0.87144(13) 0.44432(9) 0.0252(3) Uani 1 1 d . A . H9 H 0.5735 0.8928 0.4668 0.030 Uiso 1 1 calc R . . C10 C 0.47899(13) 0.77581(13) 0.47787(9) 0.0229(3) Uani 1 1 d . . . H10 H 0.5136 0.7317 0.5234 0.027 Uiso 1 1 calc R A . C11 C 0.39272(13) 0.74416(12) 0.44505(8) 0.0199(3) Uani 1 1 d . A . H11 H 0.3705 0.6777 0.4673 0.024 Uiso 1 1 calc R . . C12 C 0.13441(13) 0.76413(11) 0.37738(8) 0.0196(3) Uani 1 1 d . . . C13 C 0.10422(13) 0.78028(13) 0.45254(8) 0.0216(3) Uani 1 1 d . A . H13A H 0.1536 0.7232 0.4907 0.026 Uiso 1 1 calc R . . H13B H 0.1271 0.8464 0.4514 0.026 Uiso 1 1 calc R . . C14 C -0.11159(13) 0.88031(12) 0.44636(9) 0.0217(3) Uani 1 1 d . . . C15 C -0.14692(16) 0.92233(13) 0.37357(10) 0.0278(3) Uani 1 1 d . . . H15 H -0.1147 0.8875 0.3388 0.033 Uiso 1 1 calc R . . C16 C -0.22989(17) 1.01591(14) 0.35181(11) 0.0363(4) Uani 1 1 d . . . H16 H -0.2553 1.0447 0.3021 0.044 Uiso 1 1 calc R . . C17 C -0.27564(16) 1.06726(14) 0.40225(12) 0.0373(4) Uani 1 1 d . . . H17 H -0.3331 1.1308 0.3873 0.045 Uiso 1 1 calc R . . C18 C -0.23812(16) 1.02643(14) 0.47405(12) 0.0356(4) Uani 1 1 d . . . H18 H -0.2690 1.0623 0.5084 0.043 Uiso 1 1 calc R . . C19 C -0.15522(15) 0.93294(13) 0.49658(10) 0.0281(3) Uani 1 1 d . . . H19 H -0.1286 0.9052 0.5460 0.034 Uiso 1 1 calc R . . C20 C -0.06590(13) 0.68948(12) 0.49998(8) 0.0205(3) Uani 1 1 d . . . C21 C -0.20596(13) 0.69190(12) 0.51357(9) 0.0204(3) Uani 1 1 d . . . H21A H -0.2297 0.6987 0.5630 0.024 Uiso 1 1 calc R . . H21B H -0.2513 0.7535 0.4766 0.024 Uiso 1 1 calc R . . C22 C -0.24368(15) 0.51030(12) 0.57627(9) 0.0262(3) Uani 1 1 d . . . H22A H -0.1877 0.5155 0.6120 0.031 Uiso 1 1 calc R . . H22B H -0.2100 0.4458 0.5641 0.031 Uiso 1 1 calc R . . C23 C -0.37141(16) 0.50282(13) 0.61206(10) 0.0279(3) Uani 1 1 d . . . H23A H -0.4294 0.5004 0.5763 0.033 Uiso 1 1 calc R . . H23B H -0.3674 0.4385 0.6547 0.033 Uiso 1 1 calc R . . C24 C -0.5352(2) 0.5859(2) 0.67065(13) 0.0560(6) Uani 1 1 d . . . H24A H -0.5931 0.5813 0.6363 0.084 Uiso 1 1 calc R . . H24B H -0.5650 0.6486 0.6848 0.084 Uiso 1 1 calc R . . H24C H -0.5304 0.5246 0.7148 0.084 Uiso 1 1 calc R . . C25 C -0.26169(13) 0.58699(12) 0.44388(9) 0.0227(3) Uani 1 1 d . . . C26 C -0.23465(14) 0.67592(13) 0.37515(9) 0.0234(3) Uani 1 1 d . A . H26A H -0.2871 0.7416 0.3779 0.028 Uiso 1 1 calc R . . H26B H -0.1464 0.6830 0.3747 0.028 Uiso 1 1 calc R . . C30 C -0.18321(14) 0.59074(14) 0.27916(9) 0.0264(3) Uani 1 1 d . A . C31 C -0.06304(14) 0.53517(13) 0.32017(9) 0.0234(3) Uani 1 1 d . A . H31A H -0.0259 0.5857 0.3340 0.028 Uiso 1 1 calc R . . H31B H -0.0827 0.4813 0.3661 0.028 Uiso 1 1 calc R . . C32 C 0.0520(9) 0.3775(5) 0.2893(7) 0.0205(13) Uani 0.621(9) 1 d P B 1 C33 C -0.0483(7) 0.3283(9) 0.2900(6) 0.0347(13) Uani 0.621(9) 1 d P B 1 H33 H -0.1309 0.3666 0.2853 0.042 Uiso 0.621(9) 1 calc PR B 1 C34 C -0.0260(7) 0.2220(7) 0.2979(5) 0.0480(17) Uani 0.621(9) 1 d PU B 1 H34 H -0.0935 0.1885 0.2972 0.058 Uiso 0.621(9) 1 calc PR B 1 C35 C 0.0939(7) 0.1659(5) 0.3066(3) 0.0433(16) Uani 0.621(9) 1 d PU B 1 H35 H 0.1089 0.0939 0.3119 0.052 Uiso 0.621(9) 1 calc PR B 1 C36 C 0.1915(6) 0.2143(4) 0.3075(3) 0.0342(11) Uani 0.621(9) 1 d P B 1 H36 H 0.2736 0.1752 0.3136 0.041 Uiso 0.621(9) 1 calc PR B 1 C37 C 0.1721(6) 0.3196(5) 0.2996(4) 0.0232(9) Uani 0.621(9) 1 d P B 1 H37 H 0.2402 0.3518 0.3013 0.028 Uiso 0.621(9) 1 calc PR B 1 C32' C 0.0256(16) 0.3783(8) 0.2841(13) 0.0205(13) Uani 0.379(9) 1 d PD B 2 C33' C -0.0827(13) 0.3421(17) 0.2851(12) 0.0347(13) Uani 0.379(9) 1 d P B 2 H33' H -0.1609 0.3877 0.2774 0.042 Uiso 0.379(9) 1 calc PR B 2 C34' C -0.0737(10) 0.2387(13) 0.2976(10) 0.0480(17) Uani 0.379(9) 1 d P B 2 H34' H -0.1481 0.2115 0.3018 0.058 Uiso 0.379(9) 1 calc PR B 2 C35' C 0.0391(12) 0.1713(11) 0.3045(7) 0.0433(16) Uani 0.379(9) 1 d P B 2 H35' H 0.0423 0.1002 0.3100 0.052 Uiso 0.379(9) 1 calc PR B 2 C36' C 0.1452(10) 0.2084(8) 0.3032(6) 0.0342(11) Uani 0.379(9) 1 d PD B 2 H36' H 0.2235 0.1631 0.3080 0.041 Uiso 0.379(9) 1 calc PR B 2 C37' C 0.1393(9) 0.3135(8) 0.2947(7) 0.0232(9) Uani 0.379(9) 1 d PD B 2 H37' H 0.2127 0.3394 0.2963 0.028 Uiso 0.379(9) 1 calc PR B 2 C38 C 0.07793(14) 0.55308(12) 0.21578(8) 0.0210(3) Uani 1 1 d . B . C39 C 0.15752(16) 0.50442(12) 0.16191(9) 0.0258(3) Uani 1 1 d . . . H39A H 0.2351 0.4617 0.1859 0.031 Uiso 1 1 calc R B . H39B H 0.1114 0.4584 0.1489 0.031 Uiso 1 1 calc R . . C40 C 0.10770(16) 0.61644(13) 0.03396(9) 0.0268(3) Uani 1 1 d . . . C41 C -0.00582(19) 0.67929(15) 0.03565(12) 0.0399(4) Uani 1 1 d . B . H41 H -0.0318 0.7015 0.0774 0.048 Uiso 1 1 calc R . . C42 C -0.0823(2) 0.71005(16) -0.02458(14) 0.0493(6) Uani 1 1 d . . . H42 H -0.1611 0.7532 -0.0238 0.059 Uiso 1 1 calc R B . C43 C -0.0446(2) 0.67849(17) -0.08488(12) 0.0511(6) Uani 1 1 d . B . H43 H -0.0961 0.7013 -0.1264 0.061 Uiso 1 1 calc R . . C44 C 0.0685(2) 0.6135(2) -0.08531(12) 0.0549(6) Uani 1 1 d . . . H44 H 0.0936 0.5906 -0.1268 0.066 Uiso 1 1 calc R B . C45 C 0.14557(19) 0.58153(18) -0.02577(11) 0.0419(5) Uani 1 1 d . B . H45 H 0.2231 0.5364 -0.0259 0.050 Uiso 1 1 calc R . . C46 C 0.28756(14) 0.62758(12) 0.09629(9) 0.0233(3) Uani 1 1 d . . . C47 C 0.31052(15) 0.71721(13) 0.02791(8) 0.0236(3) Uani 1 1 d . B . H47A H 0.3509 0.6894 -0.0115 0.028 Uiso 1 1 calc R . . H47B H 0.2299 0.7614 0.0098 0.028 Uiso 1 1 calc R . . C48 C 0.51661(15) 0.77289(14) 0.01389(9) 0.0293(4) Uani 1 1 d . C 1 H48A H 0.5466 0.7030 0.0091 0.035 Uiso 1 1 calc R C 1 H48B H 0.5717 0.7834 0.0478 0.035 Uiso 1 1 calc R C 1 C49 C 0.52243(16) 0.85438(14) -0.06101(10) 0.0309(4) Uani 1 1 d . C 1 H49A H 0.4565 0.8531 -0.0925 0.037 Uiso 1 1 calc R C 1 H49B H 0.5101 0.9244 -0.0556 0.037 Uiso 1 1 calc R C 1 C50 C 0.65385(19) 0.90287(15) -0.16398(11) 0.0377(4) Uani 1 1 d . C 1 H50A H 0.7360 0.8841 -0.1857 0.057 Uiso 1 1 calc R C 1 H50B H 0.6451 0.9726 -0.1599 0.057 Uiso 1 1 calc R C 1 H50C H 0.5890 0.9018 -0.1955 0.057 Uiso 1 1 calc R C 1 C51 C 0.34918(14) 0.83802(13) 0.08852(8) 0.0223(3) Uani 1 1 d . A 1 C52 C 0.21244(13) 0.84139(12) 0.11385(8) 0.0205(3) Uani 1 1 d . A 1 H52A H 0.1610 0.8583 0.0703 0.025 Uiso 1 1 calc R A 1 H52B H 0.2016 0.7716 0.1468 0.025 Uiso 1 1 calc R A 1 O11 O 0.61711(13) 0.54510(12) 0.13582(8) 0.0448(3) Uani 1 1 d . D 1 H11A H 0.5410 0.5721 0.1435 0.067 Uiso 1 1 d R D 1 H11B H 0.6644 0.5594 0.1629 0.067 Uiso 1 1 d R D 1 O12 O 0.3924(3) 0.3341(3) 0.1437(2) 0.0587(9) Uani 0.50 1 d P E 1 H12A H 0.3720 0.2879 0.1289 0.088 Uiso 0.50 1 d PR E 1 H12B H 0.4200 0.3797 0.1067 0.088 Uiso 0.50 1 d PR E 1 O13 O 0.5347(3) 0.4630(2) 0.03939(18) 0.0489(7) Uani 0.50 1 d P F -2 H13C H 0.4652 0.4810 0.0192 0.073 Uiso 0.50 1 d PR F -2 H13D H 0.5473 0.5070 0.0593 0.073 Uiso 0.50 1 d PR F -2 O14 O 0.4530(3) 0.6033(3) -0.09563(17) 0.0481(7) Uani 0.50 1 d PD G 3 H14A H 0.4275 0.5568 -0.1065 0.072 Uiso 0.50 1 calc PR G 3 C53 C 0.5037(4) 0.6696(3) -0.1596(2) 0.0429(9) Uani 0.50 1 d PD G 3 H53A H 0.5488 0.6283 -0.1905 0.051 Uiso 0.50 1 calc PR G 3 H53B H 0.5639 0.7040 -0.1453 0.051 Uiso 0.50 1 calc PR G 3 C54 C 0.4019(6) 0.7501(5) -0.2028(4) 0.0632(15) Uani 0.50 1 d PDU G 3 H54A H 0.4380 0.7956 -0.2470 0.095 Uiso 0.50 1 calc PR G 3 H54B H 0.3581 0.7915 -0.1723 0.095 Uiso 0.50 1 calc PR G 3 H54C H 0.3430 0.7159 -0.2174 0.095 Uiso 0.50 1 calc PR G 3 O15 O 0.5721(7) 0.2055(6) 0.2396(4) 0.059(2) Uani 0.264(4) 1 d PDU H 4 H15A H 0.5339 0.1942 0.2079 0.089 Uiso 0.264(4) 1 calc PR H 4 C55 C 0.6788(9) 0.2528(8) 0.2044(6) 0.070(3) Uani 0.264(4) 1 d PDU H 4 H55A H 0.7230 0.2669 0.2418 0.083 Uiso 0.264(4) 1 calc PR H 4 H55B H 0.6493 0.3199 0.1665 0.083 Uiso 0.264(4) 1 calc PR H 4 C56 C 0.7705(9) 0.1813(7) 0.1678(4) 0.051(2) Uani 0.264(4) 1 d PD H 4 H56A H 0.7733 0.1087 0.1980 0.077 Uiso 0.264(4) 1 calc PR H 4 H56B H 0.8539 0.1987 0.1637 0.077 Uiso 0.264(4) 1 calc PR H 4 H56C H 0.7422 0.1916 0.1185 0.077 Uiso 0.264(4) 1 calc PR H 4 O16 O 0.4478(12) 0.2274(10) 0.3090(8) 0.041(3) Uani 0.0978(14) 1 d PU A 5 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0231(5) 0.0254(6) 0.0254(6) -0.0102(5) -0.0031(4) 0.0029(4) O2 0.0188(5) 0.0298(6) 0.0269(6) -0.0126(5) -0.0012(4) -0.0074(4) O3 0.0177(5) 0.0262(6) 0.0332(6) -0.0042(5) -0.0012(4) 0.0014(4) O4 0.0323(6) 0.0314(6) 0.0288(6) -0.0097(5) 0.0050(5) -0.0024(5) O5 0.0229(6) 0.0329(6) 0.0394(7) -0.0181(5) 0.0056(5) -0.0096(5) O6 0.0237(6) 0.0578(8) 0.0342(7) -0.0268(6) -0.0056(5) -0.0022(6) O7 0.0306(6) 0.0212(6) 0.0301(6) -0.0091(5) 0.0031(5) -0.0010(5) O8 0.0266(6) 0.0333(7) 0.0268(6) -0.0055(5) -0.0049(5) 0.0013(5) O9 0.0267(6) 0.0401(7) 0.0362(7) -0.0086(6) 0.0088(5) -0.0059(5) O10 0.0195(5) 0.0444(7) 0.0334(6) -0.0190(6) 0.0002(5) -0.0095(5) N1 0.0166(7) 0.0364(9) 0.0247(8) -0.0087(6) -0.0039(6) -0.0016(6) N2 0.0230(8) 0.0488(11) 0.0353(9) 0.0025(8) -0.0110(7) -0.0025(7) N3 0.0222(8) 0.0408(10) 0.0350(9) 0.0025(7) -0.0090(7) -0.0011(7) C1 0.0194(8) 0.0248(10) 0.0221(9) -0.0064(8) -0.0031(7) 0.0003(8) C2 0.0160(8) 0.0307(9) 0.0268(9) -0.0078(7) -0.0054(6) -0.0004(7) C3 0.0197(10) 0.0223(8) 0.0225(11) -0.0027(7) -0.0039(10) -0.0005(8) C27 0.0117(9) 0.0430(12) 0.0321(13) -0.0138(9) -0.0009(9) -0.0037(8) C28 0.0154(9) 0.0437(11) 0.0288(9) -0.0129(8) 0.0006(9) -0.0023(8) C29 0.0219(9) 0.0472(12) 0.0308(10) -0.0160(9) -0.0003(7) -0.0108(8) N1' 0.0166(7) 0.0364(9) 0.0247(8) -0.0087(6) -0.0039(6) -0.0016(6) N2' 0.0230(8) 0.0488(11) 0.0353(9) 0.0025(8) -0.0110(7) -0.0025(7) N3' 0.0222(8) 0.0408(10) 0.0350(9) 0.0025(7) -0.0090(7) -0.0011(7) C1' 0.0154(9) 0.0437(11) 0.0288(9) -0.0129(8) 0.0006(9) -0.0023(8) C2' 0.0160(8) 0.0307(9) 0.0268(9) -0.0078(7) -0.0054(6) -0.0004(7) C3' 0.0117(9) 0.0430(12) 0.0321(13) -0.0138(9) -0.0009(9) -0.0037(8) C27' 0.0197(10) 0.0223(8) 0.0225(11) -0.0027(7) -0.0039(10) -0.0005(8) C28' 0.0194(8) 0.0248(10) 0.0221(9) -0.0064(8) -0.0031(7) 0.0003(8) C29' 0.0219(9) 0.0472(12) 0.0308(10) -0.0160(9) -0.0003(7) -0.0108(8) N4 0.0168(6) 0.0216(6) 0.0201(6) -0.0051(5) -0.0025(5) -0.0006(5) N5 0.0140(6) 0.0229(6) 0.0187(6) -0.0063(5) -0.0004(5) -0.0024(5) N6 0.0121(6) 0.0256(7) 0.0221(6) -0.0077(5) 0.0003(5) -0.0028(5) N7 0.0160(6) 0.0211(6) 0.0253(7) -0.0055(5) 0.0006(5) -0.0034(5) N8 0.0156(6) 0.0386(8) 0.0258(7) -0.0137(6) -0.0014(5) -0.0023(5) N9 0.0200(6) 0.0231(6) 0.0213(6) -0.0088(5) 0.0014(5) -0.0034(5) N10 0.0234(7) 0.0242(7) 0.0212(6) -0.0053(5) 0.0015(5) -0.0010(5) N11 0.0175(6) 0.0337(7) 0.0226(7) -0.0103(6) 0.0018(5) -0.0052(5) C4 0.0143(6) 0.0214(7) 0.0218(7) -0.0058(6) -0.0014(5) -0.0026(5) C5 0.0167(7) 0.0240(8) 0.0186(7) -0.0065(6) -0.0014(5) 0.0013(6) C6 0.0110(6) 0.0244(7) 0.0204(7) -0.0084(6) 0.0007(5) -0.0008(5) C7 0.0184(7) 0.0263(8) 0.0237(8) -0.0029(6) -0.0017(6) -0.0042(6) C8 0.0195(7) 0.0265(8) 0.0346(9) -0.0061(7) -0.0012(6) -0.0068(6) C9 0.0136(7) 0.0324(9) 0.0324(9) -0.0143(7) -0.0027(6) -0.0026(6) C10 0.0134(7) 0.0297(8) 0.0237(8) -0.0091(6) -0.0020(6) 0.0022(6) C11 0.0129(6) 0.0223(7) 0.0223(7) -0.0064(6) 0.0008(5) 0.0003(5) C12 0.0160(7) 0.0191(7) 0.0226(7) -0.0058(6) -0.0010(5) -0.0019(5) C13 0.0133(7) 0.0307(8) 0.0230(7) -0.0109(6) 0.0011(5) -0.0058(6) C14 0.0142(7) 0.0225(7) 0.0295(8) -0.0086(6) 0.0008(6) -0.0055(6) C15 0.0267(8) 0.0255(8) 0.0307(9) -0.0077(7) -0.0044(7) -0.0040(6) C16 0.0328(9) 0.0266(9) 0.0456(11) -0.0045(8) -0.0116(8) -0.0036(7) C17 0.0236(8) 0.0220(8) 0.0646(13) -0.0117(8) -0.0034(8) -0.0023(7) C18 0.0230(8) 0.0321(9) 0.0582(12) -0.0249(9) 0.0082(8) -0.0061(7) C19 0.0215(8) 0.0321(9) 0.0343(9) -0.0154(7) 0.0037(7) -0.0066(7) C20 0.0153(7) 0.0253(8) 0.0193(7) -0.0062(6) -0.0008(5) -0.0014(6) C21 0.0144(7) 0.0224(7) 0.0239(7) -0.0074(6) 0.0009(5) -0.0024(5) C22 0.0216(8) 0.0220(8) 0.0302(8) -0.0035(6) -0.0003(6) -0.0008(6) C23 0.0276(8) 0.0240(8) 0.0298(9) -0.0051(7) 0.0029(7) -0.0070(6) C24 0.0493(13) 0.0614(15) 0.0479(13) -0.0157(11) 0.0248(10) -0.0034(11) C25 0.0117(6) 0.0269(8) 0.0300(8) -0.0116(7) 0.0023(6) -0.0015(6) C26 0.0179(7) 0.0292(8) 0.0249(8) -0.0121(6) 0.0018(6) -0.0032(6) C30 0.0172(7) 0.0383(9) 0.0264(8) -0.0137(7) -0.0001(6) -0.0052(6) C31 0.0185(7) 0.0309(8) 0.0221(7) -0.0117(6) 0.0000(6) -0.0020(6) C32 0.024(4) 0.0253(8) 0.016(2) -0.0076(8) -0.003(3) -0.0102(15) C33 0.037(4) 0.040(3) 0.0296(19) -0.006(2) -0.005(3) -0.019(3) C34 0.071(5) 0.042(3) 0.0403(13) -0.013(2) 0.006(4) -0.034(4) C35 0.078(5) 0.0257(14) 0.0315(12) -0.0112(10) 0.005(3) -0.021(3) C36 0.055(3) 0.0230(11) 0.0232(12) -0.0083(9) 0.001(2) -0.002(2) C37 0.028(3) 0.0234(11) 0.0201(13) -0.0083(8) -0.0025(19) -0.0047(16) C32' 0.024(4) 0.0253(8) 0.016(2) -0.0076(8) -0.003(3) -0.0102(15) C33' 0.037(4) 0.040(3) 0.0296(19) -0.006(2) -0.005(3) -0.019(3) C34' 0.071(5) 0.042(3) 0.0403(13) -0.013(2) 0.006(4) -0.034(4) C35' 0.078(5) 0.0257(14) 0.0315(12) -0.0112(10) 0.005(3) -0.021(3) C36' 0.055(3) 0.0230(11) 0.0232(12) -0.0083(9) 0.001(2) -0.002(2) C37' 0.028(3) 0.0234(11) 0.0201(13) -0.0083(8) -0.0025(19) -0.0047(16) C38 0.0179(7) 0.0226(8) 0.0222(7) -0.0080(6) -0.0020(6) -0.0006(6) C39 0.0295(8) 0.0212(8) 0.0239(8) -0.0062(6) 0.0049(6) -0.0021(6) C40 0.0280(8) 0.0259(8) 0.0258(8) -0.0046(6) -0.0020(6) -0.0087(6) C41 0.0394(10) 0.0351(10) 0.0442(11) -0.0146(9) -0.0123(9) 0.0041(8) C42 0.0476(12) 0.0341(11) 0.0648(15) -0.0115(10) -0.0272(11) 0.0010(9) C43 0.0720(16) 0.0390(11) 0.0439(12) -0.0002(9) -0.0307(11) -0.0222(11) C44 0.0593(15) 0.0793(17) 0.0354(11) -0.0208(11) -0.0057(10) -0.0272(13) C45 0.0361(10) 0.0617(13) 0.0342(10) -0.0208(9) 0.0015(8) -0.0151(9) C46 0.0216(7) 0.0247(8) 0.0217(7) -0.0089(6) 0.0020(6) 0.0019(6) C47 0.0218(7) 0.0294(8) 0.0206(7) -0.0102(6) 0.0006(6) -0.0037(6) C48 0.0174(7) 0.0407(10) 0.0295(9) -0.0134(7) 0.0024(6) -0.0022(7) C49 0.0220(8) 0.0309(9) 0.0367(10) -0.0082(7) 0.0057(7) -0.0047(7) C50 0.0391(10) 0.0393(10) 0.0354(10) -0.0113(8) 0.0113(8) -0.0148(8) C51 0.0178(7) 0.0294(8) 0.0187(7) -0.0063(6) -0.0025(6) -0.0031(6) C52 0.0159(7) 0.0268(8) 0.0195(7) -0.0085(6) -0.0016(5) -0.0032(6) O11 0.0293(7) 0.0658(10) 0.0454(8) -0.0263(7) -0.0082(6) -0.0043(6) O12 0.0467(19) 0.0468(18) 0.090(3) -0.0356(18) 0.0058(17) -0.0056(14) O13 0.0448(17) 0.0484(18) 0.059(2) -0.0275(16) 0.0006(14) -0.0044(14) O14 0.0530(18) 0.0545(19) 0.0401(17) -0.0192(15) -0.0010(14) -0.0101(15) C53 0.039(2) 0.045(2) 0.050(2) -0.0214(19) -0.0051(18) -0.0048(18) C54 0.063(4) 0.061(4) 0.069(4) -0.029(3) -0.026(3) 0.007(3) O15 0.073(5) 0.052(4) 0.053(4) -0.015(3) -0.027(3) -0.004(3) C55 0.056(5) 0.065(6) 0.093(7) -0.023(5) -0.019(5) -0.018(5) C56 0.071(6) 0.054(5) 0.032(4) -0.010(4) 0.001(4) -0.027(4) O16 0.032(6) 0.032(6) 0.059(7) -0.010(5) -0.017(5) -0.007(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C4 1.2246(18) . ? O2 C12 1.2228(18) . ? O3 C20 1.2170(18) . ? O4 C23 1.413(2) . ? O4 C24 1.428(2) . ? O5 C25 1.2203(19) . ? O6 C30 1.226(2) . ? O7 C38 1.2176(19) . ? O8 C46 1.2320(19) . ? O9 C49 1.413(2) . ? O9 C50 1.417(2) . ? O10 C51 1.2242(19) . ? N1 N2 1.337(2) . ? N1 C2 1.352(2) . ? N1 C29 1.451(2) . ? N2 N3 1.323(2) . ? N3 C1 1.351(2) . ? C1 C2 1.356(3) . ? C1 C3 1.502(3) . ? C2 H2 0.9500 . ? C3 N4 1.468(2) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C27 N8 1.471(2) . ? C27 C28 1.531(3) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.538(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? N1' N2' 1.342(9) . ? N1' C2' 1.356(9) . ? N1' C29' 1.45(2) . ? N2' N3' 1.323(9) . ? N3' C1' 1.332(10) . ? C1' C2' 1.382(10) . ? C1' C3' 1.516(10) . ? C2' H2' 0.9500 . ? C3' N8 1.464(10) . ? C3' H3C 0.9900 . ? C3' H3D 0.9900 . ? C27' N4 1.459(10) . ? C27' C28' 1.535(10) . ? C27' H27C 0.9900 . ? C27' H27D 0.9900 . ? C28' C29' 1.535(10) . ? C28' H28C 0.9900 . ? C28' H28D 0.9900 . ? C29' H29C 0.9900 . ? C29' H29D 0.9900 . ? N4 C4 1.3468(19) . ? N4 C52 1.4532(19) . ? N5 C12 1.3681(19) . ? N5 C6 1.4315(18) . ? N5 C5 1.4595(19) . ? N6 C20 1.360(2) . ? N6 C14 1.437(2) . ? N6 C13 1.4553(18) . ? N7 C25 1.356(2) . ? N7 C21 1.4534(19) . ? N7 C22 1.462(2) . ? N8 C30 1.350(2) . ? N8 C26 1.450(2) . ? N9 C38 1.362(2) . ? N9 C32 1.425(7) . ? N9 C31 1.4561(19) . ? N9 C32' 1.462(10) . ? N10 C46 1.348(2) . ? N10 C40 1.437(2) . ? N10 C39 1.451(2) . ? N11 C51 1.348(2) . ? N11 C47 1.451(2) . ? N11 C48 1.459(2) . ? C4 C5 1.536(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.391(2) . ? C6 C11 1.393(2) . ? C7 C8 1.389(2) . ? C7 H7 0.9500 . ? C8 C9 1.387(2) . ? C8 H8 0.9500 . ? C9 C10 1.387(2) . ? C9 H9 0.9500 . ? C10 C11 1.392(2) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.528(2) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.386(2) . ? C14 C19 1.388(2) . ? C15 C16 1.390(2) . ? C15 H15 0.9500 . ? C16 C17 1.384(3) . ? C16 H16 0.9500 . ? C17 C18 1.376(3) . ? C17 H17 0.9500 . ? C18 C19 1.389(3) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.528(2) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.508(2) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.535(2) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C30 C31 1.530(2) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C37 1.393(9) . ? C32 C33 1.400(10) . ? C33 C34 1.404(15) . ? C33 H33 0.9500 . ? C34 C35 1.381(7) . ? C34 H34 0.9500 . ? C35 C36 1.375(6) . ? C35 H35 0.9500 . ? C36 C37 1.391(6) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C32' C37' 1.373(18) . ? C32' C33' 1.373(19) . ? C33' C34' 1.36(3) . ? C33' H33' 0.9500 . ? C34' C35' 1.382(13) . ? C34' H34' 0.9500 . ? C35' C36' 1.355(11) . ? C35' H35' 0.9500 . ? C36' C37' 1.400(9) . ? C36' H36' 0.9500 . ? C37' H37' 0.9500 . ? C38 C39 1.530(2) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.374(3) . ? C40 C45 1.384(3) . ? C41 C42 1.392(3) . ? C41 H41 0.9500 . ? C42 C43 1.369(3) . ? C42 H42 0.9500 . ? C43 C44 1.381(4) . ? C43 H43 0.9500 . ? C44 C45 1.384(3) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C46 C47 1.525(2) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 C49 1.516(2) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 C52 1.528(2) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? O11 H11A 0.8641 . ? O11 H11B 0.8575 . ? O12 H12A 0.8537 . ? O12 H12B 0.8594 . ? O13 H13C 0.8418 . ? O13 H13D 0.8562 . ? O14 C53 1.413(5) . ? O14 H14A 0.8400 . ? C53 C54 1.501(6) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? O15 C55 1.455(8) . ? O15 H15A 0.8400 . ? C55 C56 1.555(9) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? 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 C23 O4 C24 110.75(15) . . ? C49 O9 C50 110.71(14) . . ? N2 N1 C2 110.65(16) . . ? N2 N1 C29 121.45(15) . . ? C2 N1 C29 127.83(16) . . ? N3 N2 N1 107.19(15) . . ? N2 N3 C1 108.34(17) . . ? N3 C1 C2 109.12(17) . . ? N3 C1 C3 122.49(18) . . ? C2 C1 C3 128.37(17) . . ? N1 C2 C1 104.69(16) . . ? N1 C2 H2 127.7 . . ? C1 C2 H2 127.7 . . ? N4 C3 C1 109.03(17) . . ? N4 C3 H3A 109.9 . . ? C1 C3 H3A 109.9 . . ? N4 C3 H3B 109.9 . . ? C1 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? N8 C27 C28 110.45(15) . . ? N8 C27 H27A 109.6 . . ? C28 C27 H27A 109.6 . . ? N8 C27 H27B 109.6 . . ? C28 C27 H27B 109.6 . . ? H27A C27 H27B 108.1 . . ? C27 C28 C29 111.56(19) . . ? C27 C28 H28A 109.3 . . ? C29 C28 H28A 109.3 . . ? C27 C28 H28B 109.3 . . ? C29 C28 H28B 109.3 . . ? H28A C28 H28B 108.0 . . ? N1 C29 C28 114.35(16) . . ? N1 C29 H29A 108.7 . . ? C28 C29 H29A 108.7 . . ? N1 C29 H29B 108.7 . . ? C28 C29 H29B 108.7 . . ? H29A C29 H29B 107.6 . . ? N2' N1' C2' 110.1(12) . . ? N2' N1' C29' 119.8(13) . . ? C2' N1' C29' 129.6(12) . . ? N3' N2' N1' 109.0(13) . . ? N2' N3' C1' 106.7(13) . . ? N3' C1' C2' 111.1(13) . . ? N3' C1' C3' 119.9(15) . . ? C2' C1' C3' 126.6(14) . . ? N1' C2' C1' 102.9(12) . . ? N1' C2' H2' 128.5 . . ? C1' C2' H2' 128.5 . . ? N8 C3' C1' 112.8(13) . . ? N8 C3' H3C 109.0 . . ? C1' C3' H3C 109.0 . . ? N8 C3' H3D 109.0 . . ? C1' C3' H3D 109.0 . . ? H3C C3' H3D 107.8 . . ? N4 C27' C28' 111.2(14) . . ? N4 C27' H27C 109.4 . . ? C28' C27' H27C 109.4 . . ? N4 C27' H27D 109.4 . . ? C28' C27' H27D 109.4 . . ? H27C C27' H27D 108.0 . . ? C29' C28' C27' 115(2) . . ? C29' C28' H28C 108.6 . . ? C27' C28' H28C 108.6 . . ? C29' C28' H28D 108.6 . . ? C27' C28' H28D 108.6 . . ? H28C C28' H28D 107.6 . . ? N1' C29' C28' 112.8(14) . . ? N1' C29' H29C 109.0 . . ? C28' C29' H29C 109.0 . . ? N1' C29' H29D 109.0 . . ? C28' C29' H29D 109.0 . . ? H29C C29' H29D 107.8 . . ? C4 N4 C52 123.94(13) . . ? C4 N4 C27' 123.3(17) . . ? C52 N4 C27' 112.7(17) . . ? C4 N4 C3 117.84(17) . . ? C52 N4 C3 116.56(17) . . ? C12 N5 C6 122.79(12) . . ? C12 N5 C5 114.81(12) . . ? C6 N5 C5 119.48(12) . . ? C20 N6 C14 123.89(12) . . ? C20 N6 C13 116.80(12) . . ? C14 N6 C13 118.42(12) . . ? C25 N7 C21 122.16(13) . . ? C25 N7 C22 118.59(13) . . ? C21 N7 C22 118.73(13) . . ? C30 N8 C26 123.28(13) . . ? C30 N8 C3' 118.8(16) . . ? C26 N8 C3' 116.9(16) . . ? C30 N8 C27 121.12(18) . . ? C26 N8 C27 115.49(17) . . ? C38 N9 C32 122.1(6) . . ? C38 N9 C31 116.10(13) . . ? C32 N9 C31 121.7(6) . . ? C38 N9 C32' 124.5(10) . . ? C31 N9 C32' 116.7(10) . . ? C46 N10 C40 123.46(13) . . ? C46 N10 C39 117.91(13) . . ? C40 N10 C39 118.51(13) . . ? C51 N11 C47 121.74(13) . . ? C51 N11 C48 120.43(13) . . ? C47 N11 C48 117.78(13) . . ? O1 C4 N4 122.67(14) . . ? O1 C4 C5 120.44(13) . . ? N4 C4 C5 116.88(13) . . ? N5 C5 C4 109.64(12) . . ? N5 C5 H5A 109.7 . . ? C4 C5 H5A 109.7 . . ? N5 C5 H5B 109.7 . . ? C4 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? C7 C6 C11 119.87(14) . . ? C7 C6 N5 120.16(13) . . ? C11 C6 N5 119.95(13) . . ? C8 C7 C6 119.99(15) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C9 C8 C7 120.18(15) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C10 C9 C8 119.93(14) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 120.24(14) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C10 C11 C6 119.74(14) . . ? C10 C11 H11 120.1 . . ? C6 C11 H11 120.1 . . ? O2 C12 N5 120.97(14) . . ? O2 C12 C13 121.52(13) . . ? N5 C12 C13 117.48(12) . . ? N6 C13 C12 110.23(12) . . ? N6 C13 H13A 109.6 . . ? C12 C13 H13A 109.6 . . ? N6 C13 H13B 109.6 . . ? C12 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? C15 C14 C19 120.33(15) . . ? C15 C14 N6 120.85(14) . . ? C19 C14 N6 118.82(14) . . ? C14 C15 C16 119.45(17) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C17 C16 C15 120.23(18) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C18 C17 C16 120.12(17) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 120.28(17) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C14 C19 C18 119.56(17) . . ? C14 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? O3 C20 N6 122.26(13) . . ? O3 C20 C21 120.95(14) . . ? N6 C20 C21 116.78(13) . . ? N7 C21 C20 112.12(12) . . ? N7 C21 H21A 109.2 . . ? C20 C21 H21A 109.2 . . ? N7 C21 H21B 109.2 . . ? C20 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? N7 C22 C23 113.46(13) . . ? N7 C22 H22A 108.9 . . ? C23 C22 H22A 108.9 . . ? N7 C22 H22B 108.9 . . ? C23 C22 H22B 108.9 . . ? H22A C22 H22B 107.7 . . ? O4 C23 C22 108.95(13) . . ? O4 C23 H23A 109.9 . . ? C22 C23 H23A 109.9 . . ? O4 C23 H23B 109.9 . . ? C22 C23 H23B 109.9 . . ? H23A C23 H23B 108.3 . . ? O4 C24 H24A 109.5 . . ? O4 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O4 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O5 C25 N7 122.95(15) . . ? O5 C25 C26 121.84(14) . . ? N7 C25 C26 115.20(13) . . ? N8 C26 C25 112.81(13) . . ? N8 C26 H26A 109.0 . . ? C25 C26 H26A 109.0 . . ? N8 C26 H26B 109.0 . . ? C25 C26 H26B 109.0 . . ? H26A C26 H26B 107.8 . . ? O6 C30 N8 122.97(15) . . ? O6 C30 C31 120.96(15) . . ? N8 C30 C31 116.07(13) . . ? N9 C31 C30 111.55(13) . . ? N9 C31 H31A 109.3 . . ? C30 C31 H31A 109.3 . . ? N9 C31 H31B 109.3 . . ? C30 C31 H31B 109.3 . . ? H31A C31 H31B 108.0 . . ? C37 C32 C33 119.7(6) . . ? C37 C32 N9 122.4(5) . . ? C33 C32 N9 117.9(7) . . ? C32 C33 C34 119.6(6) . . ? C32 C33 H33 120.2 . . ? C34 C33 H33 120.2 . . ? C35 C34 C33 120.1(6) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C36 C35 C34 119.9(6) . . ? C36 C35 H35 120.1 . . ? C34 C35 H35 120.1 . . ? C35 C36 C37 121.2(4) . . ? C35 C36 H36 119.4 . . ? C37 C36 H36 119.4 . . ? C36 C37 C32 119.5(4) . . ? C36 C37 H37 120.2 . . ? C32 C37 H37 120.2 . . ? C37' C32' C33' 121.9(11) . . ? C37' C32' N9 115.7(11) . . ? C33' C32' N9 122.3(15) . . ? C34' C33' C32' 117.4(12) . . ? C34' C33' H33' 121.3 . . ? C32' C33' H33' 121.3 . . ? C33' C34' C35' 122.8(13) . . ? C33' C34' H34' 118.6 . . ? C35' C34' H34' 118.6 . . ? C36' C35' C34' 118.9(12) . . ? C36' C35' H35' 120.6 . . ? C34' C35' H35' 120.6 . . ? C35' C36' C37' 120.0(9) . . ? C35' C36' H36' 120.0 . . ? C37' C36' H36' 120.0 . . ? C32' C37' C36' 118.8(8) . . ? C32' C37' H37' 120.6 . . ? C36' C37' H37' 120.6 . . ? O7 C38 N9 121.48(14) . . ? O7 C38 C39 121.99(14) . . ? N9 C38 C39 116.52(13) . . ? N10 C39 C38 110.93(13) . . ? N10 C39 H39A 109.5 . . ? C38 C39 H39A 109.5 . . ? N10 C39 H39B 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 108.0 . . ? C41 C40 C45 121.09(17) . . ? C41 C40 N10 120.22(16) . . ? C45 C40 N10 118.68(16) . . ? C40 C41 C42 119.2(2) . . ? C40 C41 H41 120.4 . . ? C42 C41 H41 120.4 . . ? C43 C42 C41 120.4(2) . . ? C43 C42 H42 119.8 . . ? C41 C42 H42 119.8 . . ? C42 C43 C44 119.94(19) . . ? C42 C43 H43 120.0 . . ? C44 C43 H43 120.0 . . ? C43 C44 C45 120.6(2) . . ? C43 C44 H44 119.7 . . ? C45 C44 H44 119.7 . . ? C44 C45 C40 118.8(2) . . ? C44 C45 H45 120.6 . . ? C40 C45 H45 120.6 . . ? O8 C46 N10 121.97(15) . . ? O8 C46 C47 121.56(15) . . ? N10 C46 C47 116.44(13) . . ? N11 C47 C46 110.90(13) . . ? N11 C47 H47A 109.5 . . ? C46 C47 H47A 109.5 . . ? N11 C47 H47B 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 108.0 . . ? N11 C48 C49 110.53(14) . . ? N11 C48 H48A 109.5 . . ? C49 C48 H48A 109.5 . . ? N11 C48 H48B 109.5 . . ? C49 C48 H48B 109.5 . . ? H48A C48 H48B 108.1 . . ? O9 C49 C48 107.15(14) . . ? O9 C49 H49A 110.3 . . ? C48 C49 H49A 110.3 . . ? O9 C49 H49B 110.3 . . ? C48 C49 H49B 110.3 . . ? H49A C49 H49B 108.5 . . ? O9 C50 H50A 109.5 . . ? O9 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? O9 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O10 C51 N11 123.20(14) . . ? O10 C51 C52 121.83(14) . . ? N11 C51 C52 114.96(13) . . ? N4 C52 C51 113.61(12) . . ? N4 C52 H52A 108.8 . . ? C51 C52 H52A 108.8 . . ? N4 C52 H52B 108.8 . . ? C51 C52 H52B 108.8 . . ? H52A C52 H52B 107.7 . . ? H11A O11 H11B 108.5 . . ? H12A O12 H12B 109.1 . . ? H13C O13 H13D 111.5 . . ? C53 O14 H14A 109.5 . . ? O14 C53 C54 110.2(4) . . ? O14 C53 H53A 109.6 . . ? C54 C53 H53A 109.6 . . ? O14 C53 H53B 109.6 . . ? C54 C53 H53B 109.6 . . ? H53A C53 H53B 108.1 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C55 O15 H15A 109.5 . . ? O15 C55 C56 111.5(8) . . ? O15 C55 H55A 109.3 . . ? C56 C55 H55A 109.3 . . ? O15 C55 H55B 109.3 . . ? C56 C55 H55B 109.3 . . ? H55A C55 H55B 108.0 . . ? C55 C56 H56A 109.5 . . ? C55 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? C55 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.531 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.050 # start Validation Reply Form _vrf_PLAT413_11ktk4h ; PROBLEM: Short Inter XH3 .. XHn H16 .. H56A .. 1.93 Ang. RESPONSE: H56A belongs to the methyl group in a disordered ethanol molecule. ; _vrf_PLAT417_11ktk4h ; PROBLEM: Short Inter D-H..H-D H11A .. H13D .. 2.08 Ang. Short Inter D-H..H-D H11A .. H14A .. 2.09 Ang. RESPONSE: H13D and H14A belong to the disordered water and ethanol molecule. ; # end Validation Reply Form # Attachment '- Crystal_hexadecamer_6.cif' data_Crystal_hexadecamer_6 _database_code_depnum_ccdc_archive 'CCDC 877506' #TrackingRef '- Crystal_hexadecamer_6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C104 H118 N22 O20' # Excluding the disordered solvents _chemical_formula_weight 1996.20 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 'I2/a ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 23.1428(13) _cell_length_b 17.9913(10) _cell_length_c 27.126(2) _cell_angle_alpha 90.00 _cell_angle_beta 97.8950(10) _cell_angle_gamma 90.00 _cell_volume 11187.3(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9911 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 25.04 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.185 # Based on the molecular formula without disordered solvents _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4224 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9560 _exptl_absorpt_correction_T_max 0.9834 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 73549 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.1247 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 25.07 _reflns_number_total 9928 _reflns_number_gt 4300 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0720P)^2^] 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 9928 _refine_ls_number_parameters 659 _refine_ls_number_restraints 337 _refine_ls_R_factor_all 0.1217 _refine_ls_R_factor_gt 0.0783 _refine_ls_wR_factor_ref 0.2180 _refine_ls_wR_factor_gt 0.2038 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.168 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.750 0.251 0.500 405 102 ' ' 2 0.750 0.249 0.000 405 102 ' ' 3 0.250 0.230 0.000 49 13 ' ' 4 0.250 0.269 0.500 49 13 ' ' 5 0.250 0.751 0.000 405 102 ' ' 6 0.250 0.749 0.500 405 102 ' ' 7 0.750 0.730 0.500 49 13 ' ' 8 0.750 0.769 0.000 49 13 ' ' _platon_squeeze_details ; R factors based on the data before SQUEEZE: _refine_ls_R_factor_all 0.1843 _refine_ls_R_factor_gt 0.1588 _refine_ls_wR_factor_ref 0.4992 _refine_ls_wR_factor_gt 0.4581 ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.18003(13) 0.24135(17) 0.31376(11) 0.0443(8) Uani 1 1 d . . . O2 O 0.07431(13) 0.30731(16) 0.21808(11) 0.0456(8) Uani 1 1 d . . . O3 O -0.06004(14) 0.32600(19) 0.18859(13) 0.0582(9) Uani 1 1 d . . . O4 O -0.1512(3) 0.5430(3) 0.0605(2) 0.152(2) Uani 1 1 d DU . . O5 O -0.05325(18) 0.3923(2) 0.04834(14) 0.0852(13) Uani 1 1 d U . . O6 O 0.11062(15) 0.31244(18) 0.02815(11) 0.0589(10) Uani 1 1 d . . . O7 O 0.16119(14) 0.18990(16) 0.12249(12) 0.0493(9) Uani 1 1 d . A . O8 O 0.12065(16) 0.01747(18) 0.13787(13) 0.0610(10) Uani 1 1 d . . . O9 O 0.27572(17) -0.15922(19) 0.23947(15) 0.0750(11) Uani 1 1 d U . . O10 O 0.17557(14) 0.02105(16) 0.28616(13) 0.0512(9) Uani 1 1 d . . . N1 N 0.21939(16) 0.15924(19) 0.26437(13) 0.0390(9) Uani 1 1 d . . . N2 N 0.06747(15) 0.21475(19) 0.27358(12) 0.0364(9) Uani 1 1 d . . . N3 N -0.00977(16) 0.3932(2) 0.25005(14) 0.0444(10) Uani 1 1 d . . . N4 N -0.07165(19) 0.4408(2) 0.12238(17) 0.0660(11) Uani 1 1 d U . . N5 N 0.06393(19) 0.3937(2) 0.07130(14) 0.0600(12) Uani 1 1 d . . . N6 N 0.07585(17) 0.1896(2) 0.07145(13) 0.0466(10) Uani 1 1 d . A . N7 N 0.19147(17) 0.0493(2) 0.09320(15) 0.0517(11) Uani 1 1 d . . . N8 N 0.19775(17) -0.0326(2) 0.21642(16) 0.0524(11) Uani 1 1 d . . . N9 N 0.31916(18) 0.0461(2) 0.30624(16) 0.0639(12) Uani 1 1 d U . . N10 N 0.3316(2) 0.0002(2) 0.3463(2) 0.0714(13) Uani 1 1 d U . . N11 N 0.3203(2) 0.0374(3) 0.38560(19) 0.0787(14) Uani 1 1 d U . . C1 C 0.17387(19) 0.1946(2) 0.28077(16) 0.0370(11) Uani 1 1 d . . . C2 C 0.11359(18) 0.1733(2) 0.25473(16) 0.0371(11) Uani 1 1 d . . . H2A H 0.1118 0.1826 0.2186 0.045 Uiso 1 1 calc R . . H2B H 0.1073 0.1195 0.2595 0.045 Uiso 1 1 calc R . . C3 C 0.04369(13) 0.18620(16) 0.31621(10) 0.0396(11) Uani 1 1 d G . . C4 C 0.07388(11) 0.19618(18) 0.36369(12) 0.0673(16) Uani 1 1 d GU . . H4 H 0.1106 0.2207 0.3680 0.081 Uiso 1 1 calc R . . C5 C 0.05037(15) 0.1703(2) 0.40494(9) 0.0814(18) Uani 1 1 d GU . . H5 H 0.0710 0.1771 0.4374 0.098 Uiso 1 1 calc R . . C6 C -0.00333(16) 0.13440(19) 0.39870(11) 0.0620(15) Uani 1 1 d G . . H6 H -0.0194 0.1167 0.4269 0.074 Uiso 1 1 calc R . . C7 C -0.03352(11) 0.12442(17) 0.35121(13) 0.0546(14) Uani 1 1 d G . . H7 H -0.0702 0.0999 0.3469 0.066 Uiso 1 1 calc R . . C8 C -0.01001(13) 0.15033(17) 0.30997(10) 0.0507(13) Uani 1 1 d G . . H8 H -0.0306 0.1435 0.2775 0.061 Uiso 1 1 calc R . . C9 C 0.05279(19) 0.2821(3) 0.25326(17) 0.0398(11) Uani 1 1 d . . . C10 C 0.0058(2) 0.3243(2) 0.27729(18) 0.0489(13) Uani 1 1 d . . . H10A H -0.0293 0.2927 0.2769 0.059 Uiso 1 1 calc R . . H10B H 0.0208 0.3360 0.3124 0.059 Uiso 1 1 calc R . . C11 C 0.01589(14) 0.46095(15) 0.27025(11) 0.0436(12) Uani 1 1 d G . . C12 C 0.07379(13) 0.47755(18) 0.26656(12) 0.0547(14) Uani 1 1 d G . . H12 H 0.0959 0.4456 0.2484 0.066 Uiso 1 1 calc R . . C13 C 0.09939(11) 0.5409(2) 0.28943(14) 0.0713(17) Uani 1 1 d G . . H13 H 0.1390 0.5522 0.2869 0.086 Uiso 1 1 calc R . . C14 C 0.06708(17) 0.58757(17) 0.31597(13) 0.0719(16) Uani 1 1 d GU . . H14 H 0.0846 0.6308 0.3316 0.086 Uiso 1 1 calc R . . C15 C 0.00917(17) 0.57097(18) 0.31966(11) 0.0679(16) Uani 1 1 d G . . H15 H -0.0129 0.6029 0.3378 0.082 Uiso 1 1 calc R . . C16 C -0.01643(11) 0.50766(19) 0.29680(12) 0.0542(13) Uani 1 1 d G . . H16 H -0.0560 0.4963 0.2993 0.065 Uiso 1 1 calc R . . C17 C -0.0407(2) 0.3865(3) 0.20471(19) 0.0460(12) Uani 1 1 d . . . C18 C -0.0514(2) 0.4577(3) 0.17385(17) 0.0493(13) Uani 1 1 d . . . H18A H -0.0809 0.4885 0.1875 0.059 Uiso 1 1 calc R . . H18B H -0.0148 0.4866 0.1761 0.059 Uiso 1 1 calc R . . C19 C -0.1355(3) 0.4339(4) 0.1067(2) 0.0920(14) Uani 1 1 d DU . . H19A H -0.1429 0.4097 0.0737 0.110 Uiso 1 1 calc R . . H19B H -0.1529 0.4025 0.1308 0.110 Uiso 1 1 calc R . . C20 C -0.1619(3) 0.5065(4) 0.1043(3) 0.1127(18) Uani 1 1 d DU . . H20A H -0.2045 0.5017 0.1045 0.135 Uiso 1 1 calc R . . H20B H -0.1456 0.5360 0.1337 0.135 Uiso 1 1 calc R . . C21 C -0.1901(4) 0.6148(6) 0.0538(3) 0.165(4) Uani 1 1 d D . . H21A H -0.2312 0.6005 0.0462 0.248 Uiso 1 1 calc R . . H21B H -0.1789 0.6448 0.0265 0.248 Uiso 1 1 calc R . . H21C H -0.1844 0.6439 0.0847 0.248 Uiso 1 1 calc R . . C22 C -0.0365(3) 0.4139(3) 0.0912(2) 0.0610(15) Uani 1 1 d . . . C23 C 0.0287(2) 0.4111(3) 0.11049(17) 0.0536(14) Uani 1 1 d . . . H23A H 0.0411 0.4598 0.1254 0.064 Uiso 1 1 calc R . . H23B H 0.0357 0.3730 0.1370 0.064 Uiso 1 1 calc R . . C24 C 0.0805(2) 0.3248(3) 0.06096(17) 0.0465(12) Uani 1 1 d U . . C25 C 0.0597(2) 0.2614(2) 0.09102(16) 0.0468(12) Uani 1 1 d U . . H25A H 0.0774 0.2661 0.1262 0.056 Uiso 1 1 calc R . . H25B H 0.0168 0.2640 0.0897 0.056 Uiso 1 1 calc R . . C26 C 0.0370(2) 0.1593(3) 0.02981(17) 0.0510(13) Uani 1 1 d D . . C29 C -0.0365(2) 0.1005(4) -0.0501(2) 0.086(2) Uani 1 1 d D . . H29 H -0.0619 0.0820 -0.0779 0.103 Uiso 1 1 d R A . C27 C 0.0517(5) 0.1622(6) -0.0178(3) 0.060(2) Uani 0.565(11) 1 d PDU A 1 H27 H 0.0875 0.1845 -0.0232 0.072 Uiso 0.565(11) 1 calc PR A 1 C28 C 0.0149(4) 0.1330(6) -0.0582(4) 0.063(2) Uani 0.565(11) 1 d PDU A 1 H28 H 0.0254 0.1355 -0.0909 0.075 Uiso 0.565(11) 1 calc PR A 1 C30 C -0.0512(5) 0.0941(7) -0.0037(3) 0.073(2) Uani 0.565(11) 1 d PDU A 1 H30 H -0.0863 0.0698 0.0014 0.088 Uiso 0.565(11) 1 calc PR A 1 C31 C -0.0143(4) 0.1236(7) 0.0367(4) 0.071(2) Uani 0.565(11) 1 d PDU A 1 H31 H -0.0246 0.1191 0.0693 0.085 Uiso 0.565(11) 1 calc PR A 1 C27' C 0.0359(7) 0.1928(8) -0.0169(4) 0.065(2) Uani 0.435(11) 1 d PDU A 2 H27' H 0.0601 0.2341 -0.0215 0.078 Uiso 0.435(11) 1 calc PR A 2 C28' C -0.0023(6) 0.1630(7) -0.0565(5) 0.065(2) Uani 0.435(11) 1 d PDU A 2 H28' H -0.0051 0.1858 -0.0884 0.078 Uiso 0.435(11) 1 calc PR A 2 C30' C -0.0305(7) 0.0652(8) -0.0029(4) 0.072(2) Uani 0.435(11) 1 d PDU A 2 H30' H -0.0514 0.0207 0.0015 0.087 Uiso 0.435(11) 1 calc PR A 2 C31' C 0.0062(7) 0.0959(7) 0.0374(5) 0.072(2) Uani 0.435(11) 1 d PDU A 2 H31' H 0.0098 0.0733 0.0694 0.087 Uiso 0.435(11) 1 calc PR A 2 C32 C 0.1292(2) 0.1614(2) 0.08785(17) 0.0427(12) Uani 1 1 d . . . C33 C 0.1480(2) 0.0942(3) 0.05997(18) 0.0568(14) Uani 1 1 d . A . H33A H 0.1135 0.0631 0.0482 0.068 Uiso 1 1 calc R . . H33B H 0.1654 0.1109 0.0305 0.068 Uiso 1 1 calc R . . C34 C 0.25067(12) 0.0499(2) 0.08625(14) 0.0632(13) Uani 1 1 d GU . . C35 C 0.27356(16) -0.01340(18) 0.06684(14) 0.0767(14) Uani 1 1 d GU . . H35 H 0.2487 -0.0539 0.0559 0.092 Uiso 1 1 calc R . . C36 C 0.33285(17) -0.01752(19) 0.06342(14) 0.0864(15) Uani 1 1 d GU . . H36 H 0.3485 -0.0608 0.0502 0.104 Uiso 1 1 calc R . . C37 C 0.36926(12) 0.0417(2) 0.07941(15) 0.0869(16) Uani 1 1 d GU . . H37 H 0.4098 0.0389 0.0771 0.104 Uiso 1 1 calc R . . C38 C 0.34638(15) 0.10500(19) 0.09882(15) 0.0889(16) Uani 1 1 d GU . . H38 H 0.3713 0.1455 0.1097 0.107 Uiso 1 1 calc R . . C39 C 0.28709(17) 0.10912(17) 0.10224(14) 0.0752(14) Uani 1 1 d GU . . H39 H 0.2714 0.1524 0.1155 0.090 Uiso 1 1 calc R . . C40 C 0.1719(2) 0.0147(3) 0.1316(2) 0.0500(13) Uani 1 1 d . . . C41 C 0.2169(2) -0.0254(3) 0.16783(19) 0.0539(14) Uani 1 1 d . . . H41A H 0.2240 -0.0754 0.1547 0.065 Uiso 1 1 calc R . . H41B H 0.2542 0.0024 0.1712 0.065 Uiso 1 1 calc R . . C42 C 0.1815(2) -0.1061(3) 0.2337(2) 0.0639(15) Uani 1 1 d DU . . H42A H 0.1708 -0.1389 0.2046 0.077 Uiso 1 1 calc R . . H42B H 0.1469 -0.1010 0.2512 0.077 Uiso 1 1 calc R . . C43 C 0.2305(2) -0.1416(3) 0.2683(2) 0.0709(16) Uani 1 1 d DU . . H43A H 0.2452 -0.1068 0.2954 0.085 Uiso 1 1 calc R . . H43B H 0.2166 -0.1873 0.2833 0.085 Uiso 1 1 calc R . . C44 C 0.3273(3) -0.1810(3) 0.2723(3) 0.105(2) Uani 1 1 d U . . H44A H 0.3459 -0.1369 0.2886 0.157 Uiso 1 1 calc R . . H44B H 0.3546 -0.2057 0.2530 0.157 Uiso 1 1 calc R . . H44C H 0.3164 -0.2154 0.2975 0.157 Uiso 1 1 calc R . . C45 C 0.1940(2) 0.0268(3) 0.24623(19) 0.0443(12) Uani 1 1 d . . . C46 C 0.21250(19) 0.1017(2) 0.22697(16) 0.0413(12) Uani 1 1 d . . . H46A H 0.2499 0.0952 0.2136 0.050 Uiso 1 1 calc R . . H46B H 0.1829 0.1178 0.1992 0.050 Uiso 1 1 calc R . . C47 C 0.27898(19) 0.1720(2) 0.28945(17) 0.0480(13) Uani 1 1 d . . . H47A H 0.2799 0.2188 0.3087 0.058 Uiso 1 1 calc R . . H47B H 0.3056 0.1777 0.2641 0.058 Uiso 1 1 calc R . . C48 C 0.2999(2) 0.1103(3) 0.32331(18) 0.0469(12) Uani 1 1 d U . . C49 C 0.3002(2) 0.1047(3) 0.3733(2) 0.0658(15) Uani 1 1 d U . . H49 H 0.2884 0.1415 0.3950 0.079 Uiso 1 1 calc R . . C50 C 0.3307(3) 0.0043(4) 0.4372(3) 0.106(2) Uani 1 1 d DU . . H50A H 0.3165 0.0391 0.4611 0.127 Uiso 1 1 calc R . . H50B H 0.3083 -0.0426 0.4377 0.127 Uiso 1 1 calc R . . C51 C 0.3927(3) -0.0110(4) 0.4527(2) 0.0970(17) Uani 1 1 d DU . . H51A H 0.3954 -0.0452 0.4815 0.116 Uiso 1 1 calc R . . H51B H 0.4072 -0.0385 0.4253 0.116 Uiso 1 1 calc R . . C52 C 0.4326(3) 0.0490(3) 0.4663(2) 0.0829(16) Uani 1 1 d DU . . H52A H 0.4720 0.0277 0.4755 0.099 Uiso 1 1 calc R . . H52B H 0.4215 0.0732 0.4964 0.099 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.045(2) 0.0491(19) 0.0375(19) -0.0026(16) 0.0013(15) -0.0048(15) O2 0.046(2) 0.052(2) 0.0407(19) 0.0100(16) 0.0121(16) 0.0111(16) O3 0.051(2) 0.053(2) 0.068(2) -0.0036(19) 0.0033(18) 0.0043(18) O4 0.161(3) 0.154(3) 0.145(3) 0.017(3) 0.030(3) 0.003(3) O5 0.093(3) 0.110(3) 0.047(2) -0.004(2) -0.011(2) 0.009(2) O6 0.064(2) 0.080(3) 0.0335(19) -0.0053(17) 0.0095(18) 0.0164(19) O7 0.048(2) 0.054(2) 0.043(2) -0.0084(17) -0.0047(17) 0.0112(16) O8 0.042(2) 0.062(2) 0.078(3) -0.0091(19) 0.0064(19) -0.0003(18) O9 0.064(2) 0.0539(19) 0.105(2) 0.0127(18) 0.005(2) 0.0022(17) O10 0.053(2) 0.0404(19) 0.062(2) 0.0105(17) 0.0152(19) 0.0044(16) N1 0.036(2) 0.039(2) 0.042(2) 0.0096(19) 0.0043(19) 0.0028(18) N2 0.041(2) 0.034(2) 0.034(2) 0.0042(17) 0.0026(18) 0.0029(18) N3 0.044(2) 0.046(2) 0.044(2) 0.005(2) 0.006(2) 0.014(2) N4 0.055(2) 0.082(3) 0.058(3) 0.002(2) -0.005(2) 0.021(2) N5 0.089(3) 0.060(3) 0.033(2) 0.013(2) 0.013(2) 0.027(2) N6 0.042(3) 0.058(3) 0.038(2) -0.011(2) -0.0033(19) 0.010(2) N7 0.046(3) 0.056(3) 0.054(3) -0.011(2) 0.008(2) 0.014(2) N8 0.058(3) 0.034(2) 0.067(3) 0.002(2) 0.016(2) 0.005(2) N9 0.061(2) 0.064(2) 0.065(2) 0.009(2) 0.004(2) 0.0079(19) N10 0.065(2) 0.059(2) 0.085(3) 0.018(2) -0.008(2) 0.008(2) N11 0.076(3) 0.085(3) 0.073(3) 0.023(2) 0.006(2) 0.001(2) C1 0.038(3) 0.039(3) 0.033(3) 0.010(2) 0.001(2) 0.001(2) C2 0.037(3) 0.035(3) 0.038(3) -0.002(2) 0.004(2) 0.007(2) C3 0.048(3) 0.031(2) 0.039(3) -0.001(2) 0.004(2) 0.000(2) C4 0.068(3) 0.079(3) 0.054(3) 0.003(2) 0.006(2) -0.024(2) C5 0.084(3) 0.092(3) 0.068(3) 0.004(2) 0.010(2) -0.024(3) C6 0.078(4) 0.066(4) 0.045(3) -0.004(3) 0.019(3) -0.019(3) C7 0.049(3) 0.046(3) 0.071(4) 0.003(3) 0.018(3) -0.012(2) C8 0.045(3) 0.053(3) 0.054(3) 0.002(3) 0.003(3) -0.012(2) C9 0.036(3) 0.046(3) 0.037(3) -0.004(2) 0.003(2) 0.001(2) C10 0.052(3) 0.048(3) 0.050(3) 0.005(2) 0.015(3) 0.016(2) C11 0.042(3) 0.049(3) 0.038(3) 0.008(2) 0.000(2) 0.013(2) C12 0.041(3) 0.061(3) 0.061(4) 0.023(3) 0.006(3) 0.019(3) C13 0.053(4) 0.071(4) 0.080(4) 0.009(3) -0.027(3) -0.001(3) C14 0.073(3) 0.071(3) 0.068(3) 0.000(2) -0.007(2) -0.001(2) C15 0.098(5) 0.067(4) 0.037(3) -0.009(3) 0.005(3) 0.008(3) C16 0.057(3) 0.063(3) 0.044(3) 0.001(3) 0.011(3) 0.011(3) C17 0.034(3) 0.048(3) 0.056(4) 0.001(3) 0.009(3) 0.010(2) C18 0.049(3) 0.056(3) 0.042(3) 0.003(2) 0.004(2) 0.014(2) C19 0.079(2) 0.111(3) 0.083(2) 0.008(2) 0.002(2) 0.019(2) C20 0.105(3) 0.130(3) 0.101(3) 0.009(3) 0.009(3) 0.012(3) C21 0.110(7) 0.236(11) 0.148(8) -0.061(8) 0.014(6) 0.043(7) C22 0.071(4) 0.062(4) 0.044(3) 0.008(3) -0.013(3) 0.014(3) C23 0.070(4) 0.054(3) 0.037(3) 0.005(2) 0.007(3) 0.027(3) C24 0.051(3) 0.055(3) 0.031(3) -0.004(2) -0.003(2) 0.012(2) C25 0.045(3) 0.056(3) 0.038(3) -0.005(2) 0.000(2) 0.014(2) C26 0.042(3) 0.068(3) 0.042(3) -0.012(3) 0.000(2) -0.001(3) C29 0.059(4) 0.129(6) 0.064(4) -0.013(4) -0.012(3) -0.024(4) C27 0.059(3) 0.065(4) 0.055(3) -0.007(3) 0.006(3) -0.001(3) C28 0.062(4) 0.069(4) 0.056(3) -0.009(3) 0.004(3) 0.000(3) C30 0.070(4) 0.081(4) 0.070(3) -0.012(3) 0.009(3) -0.008(3) C31 0.070(4) 0.078(4) 0.065(3) -0.011(3) 0.007(3) -0.004(3) C27' 0.065(4) 0.069(4) 0.059(3) -0.005(3) 0.000(3) -0.003(3) C28' 0.066(4) 0.069(4) 0.058(3) -0.006(3) -0.001(3) 0.000(3) C30' 0.071(4) 0.077(4) 0.069(3) -0.014(3) 0.009(3) -0.006(3) C31' 0.073(4) 0.077(4) 0.067(3) -0.011(3) 0.008(3) -0.005(3) C32 0.045(3) 0.047(3) 0.035(3) -0.007(2) 0.000(2) 0.007(2) C33 0.056(3) 0.067(3) 0.045(3) -0.015(3) -0.006(3) 0.017(3) C34 0.058(3) 0.070(3) 0.063(3) -0.010(2) 0.014(2) 0.016(2) C35 0.075(2) 0.082(2) 0.076(2) -0.005(2) 0.019(2) 0.015(2) C36 0.084(3) 0.093(3) 0.085(2) -0.002(2) 0.024(2) 0.016(2) C37 0.080(3) 0.096(3) 0.088(3) 0.002(2) 0.023(2) 0.016(2) C38 0.079(3) 0.093(3) 0.096(3) -0.003(2) 0.016(2) 0.005(2) C39 0.057(3) 0.082(3) 0.088(3) -0.006(3) 0.018(3) 0.012(3) C40 0.048(4) 0.044(3) 0.057(4) -0.020(3) 0.005(3) 0.002(3) C41 0.057(3) 0.041(3) 0.065(4) -0.004(3) 0.012(3) 0.015(3) C42 0.062(3) 0.055(2) 0.075(3) -0.001(2) 0.014(2) 0.000(2) C43 0.074(3) 0.058(3) 0.081(3) 0.011(2) 0.011(2) -0.004(2) C44 0.084(4) 0.071(4) 0.152(5) 0.020(4) -0.008(4) 0.003(3) C45 0.041(3) 0.041(3) 0.051(3) 0.010(3) 0.011(3) 0.008(2) C46 0.042(3) 0.038(3) 0.045(3) 0.006(2) 0.009(2) 0.006(2) C47 0.037(3) 0.053(3) 0.054(3) 0.017(2) 0.005(2) -0.001(2) C48 0.042(2) 0.048(2) 0.050(2) 0.008(2) 0.005(2) -0.001(2) C49 0.061(3) 0.070(3) 0.065(3) 0.011(2) 0.003(2) 0.008(2) C50 0.105(3) 0.109(3) 0.107(3) 0.046(3) 0.024(3) 0.010(3) C51 0.107(3) 0.100(3) 0.082(3) 0.021(2) 0.006(2) 0.006(2) C52 0.097(3) 0.086(3) 0.066(3) 0.023(3) 0.012(3) 0.017(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 O1 C1 1.222(5) . ? O2 C9 1.222(5) . ? O3 C17 1.234(5) . ? O4 C20 1.411(7) . ? O4 C21 1.570(9) . ? O5 C22 1.236(6) . ? O6 C24 1.224(5) . ? O7 C32 1.227(5) . ? O8 C40 1.223(6) . ? O9 C43 1.425(6) . ? O9 C44 1.441(7) . ? O10 C45 1.222(5) . ? N1 C1 1.357(5) . ? N1 C46 1.443(5) . ? N1 C47 1.469(5) . ? N2 C9 1.356(5) . ? N2 C3 1.442(4) . ? N2 C2 1.452(5) . ? N3 C17 1.341(6) . ? N3 C11 1.431(4) . ? N3 C10 1.462(5) . ? N4 C22 1.343(6) . ? N4 C18 1.442(6) . ? N4 C19 1.486(7) . ? N5 C24 1.339(6) . ? N5 C23 1.460(6) . ? N5 C52 1.460(6) 7 ? N6 C32 1.352(5) . ? N6 C26 1.449(6) . ? N6 C25 1.464(5) . ? N7 C40 1.344(6) . ? N7 C34 1.409(5) . ? N7 C33 1.492(6) . ? N8 C45 1.350(6) . ? N8 C41 1.453(6) . ? N8 C42 1.470(6) . ? N9 C48 1.344(6) . ? N9 N10 1.364(5) . ? N10 N11 1.315(6) . ? N11 C49 1.323(6) . ? N11 C50 1.510(7) . ? C1 C2 1.524(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.3900 . ? C3 C8 1.3900 . ? C4 C5 1.3900 . ? C4 H4 0.9500 . ? C5 C6 1.3900 . ? C5 H5 0.9500 . ? C6 C7 1.3900 . ? C6 H6 0.9500 . ? C7 C8 1.3900 . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.542(6) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.3900 . ? C11 C16 1.3900 . ? C12 C13 1.3900 . ? C12 H12 0.9500 . ? C13 C14 1.3900 . ? C13 H13 0.9500 . ? C14 C15 1.3900 . ? C14 H14 0.9500 . ? C15 C16 1.3900 . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.531(6) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.440(7) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.528(7) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.518(6) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C31' 1.376(9) . ? C26 C27 1.382(8) . ? C26 C31 1.385(8) . ? C26 C27' 1.399(9) . ? C29 C30 1.354(8) . ? C29 C28 1.369(8) . ? C29 C28' 1.399(9) . ? C29 C30' 1.421(9) . ? C29 H29 0.9500 . ? C27 C28 1.395(8) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C30 C31 1.398(9) . ? C30 H30 0.9500 . ? C31 H31 0.9500 . ? C27' C28' 1.401(9) . ? C27' H27' 0.9500 . ? C28' H28' 0.9500 . ? C30' C31' 1.403(10) . ? C30' H30' 0.9500 . ? C31' H31' 0.9500 . ? C32 C33 1.521(6) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.3900 . ? C34 C39 1.3900 . ? C35 C36 1.3900 . ? C35 H35 0.9500 . ? C36 C37 1.3900 . ? C36 H36 0.9500 . ? C37 C38 1.3900 . ? C37 H37 0.9500 . ? C38 C39 1.3900 . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 C41 1.513(7) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.511(6) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 C46 1.527(6) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.478(6) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 C49 1.359(7) . ? C49 H49 0.9500 . ? C50 C51 1.464(7) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C52 1.435(7) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 N5 1.460(6) 7 ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? 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 C20 O4 C21 108.4(6) . . ? C43 O9 C44 109.2(5) . . ? C1 N1 C46 123.5(4) . . ? C1 N1 C47 119.8(4) . . ? C46 N1 C47 116.3(4) . . ? C9 N2 C3 122.9(3) . . ? C9 N2 C2 118.1(4) . . ? C3 N2 C2 118.6(3) . . ? C17 N3 C11 124.7(4) . . ? C17 N3 C10 116.8(4) . . ? C11 N3 C10 117.9(4) . . ? C22 N4 C18 122.8(4) . . ? C22 N4 C19 117.0(5) . . ? C18 N4 C19 118.2(5) . . ? C24 N5 C23 123.8(4) . . ? C24 N5 C52 117.5(4) . 7 ? C23 N5 C52 116.6(4) . 7 ? C32 N6 C26 123.8(4) . . ? C32 N6 C25 118.6(4) . . ? C26 N6 C25 116.8(4) . . ? C40 N7 C34 123.0(4) . . ? C40 N7 C33 116.6(4) . . ? C34 N7 C33 120.2(4) . . ? C45 N8 C41 121.7(4) . . ? C45 N8 C42 118.7(4) . . ? C41 N8 C42 119.5(4) . . ? C48 N9 N10 106.8(4) . . ? N11 N10 N9 107.1(4) . . ? N10 N11 C49 111.3(5) . . ? N10 N11 C50 121.7(5) . . ? C49 N11 C50 127.0(6) . . ? O1 C1 N1 123.0(4) . . ? O1 C1 C2 121.3(4) . . ? N1 C1 C2 115.6(4) . . ? N2 C2 C1 112.2(3) . . ? N2 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? N2 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? C4 C3 C8 120.0 . . ? C4 C3 N2 119.9(2) . . ? C8 C3 N2 120.1(2) . . ? C5 C4 C3 120.0 . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 120.0 . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C6 C7 C8 120.0 . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C7 C8 C3 120.0 . . ? C7 C8 H8 120.0 . . ? C3 C8 H8 120.0 . . ? O2 C9 N2 122.9(4) . . ? O2 C9 C10 122.3(4) . . ? N2 C9 C10 114.9(4) . . ? N3 C10 C9 110.1(4) . . ? N3 C10 H10A 109.6 . . ? C9 C10 H10A 109.6 . . ? N3 C10 H10B 109.6 . . ? C9 C10 H10B 109.6 . . ? H10A C10 H10B 108.2 . . ? C12 C11 C16 120.0 . . ? C12 C11 N3 120.6(3) . . ? C16 C11 N3 119.2(3) . . ? C13 C12 C11 120.0 . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C14 C13 C12 120.0 . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C14 C15 120.0 . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C16 C15 C14 120.0 . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C11 120.0 . . ? C15 C16 H16 120.0 . . ? C11 C16 H16 120.0 . . ? O3 C17 N3 121.8(4) . . ? O3 C17 C18 121.3(5) . . ? N3 C17 C18 116.9(4) . . ? N4 C18 C17 111.1(4) . . ? N4 C18 H18A 109.4 . . ? C17 C18 H18A 109.4 . . ? N4 C18 H18B 109.4 . . ? C17 C18 H18B 109.4 . . ? H18A C18 H18B 108.0 . . ? C20 C19 N4 109.6(6) . . ? C20 C19 H19A 109.7 . . ? N4 C19 H19A 109.7 . . ? C20 C19 H19B 109.7 . . ? N4 C19 H19B 109.7 . . ? H19A C19 H19B 108.2 . . ? O4 C20 C19 109.8(7) . . ? O4 C20 H20A 109.7 . . ? C19 C20 H20A 109.7 . . ? O4 C20 H20B 109.7 . . ? C19 C20 H20B 109.7 . . ? H20A C20 H20B 108.2 . . ? O4 C21 H21A 109.5 . . ? O4 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O4 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O5 C22 N4 124.5(5) . . ? O5 C22 C23 118.7(5) . . ? N4 C22 C23 116.8(5) . . ? N5 C23 C22 112.4(4) . . ? N5 C23 H23A 109.1 . . ? C22 C23 H23A 109.1 . . ? N5 C23 H23B 109.1 . . ? C22 C23 H23B 109.1 . . ? H23A C23 H23B 107.9 . . ? O6 C24 N5 121.9(5) . . ? O6 C24 C25 120.6(4) . . ? N5 C24 C25 117.5(4) . . ? N6 C25 C24 110.7(4) . . ? N6 C25 H25A 109.5 . . ? C24 C25 H25A 109.5 . . ? N6 C25 H25B 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 108.1 . . ? C31' C26 C27 111.7(8) . . ? C27 C26 C31 117.9(7) . . ? C31' C26 C27' 123.2(9) . . ? C31 C26 C27' 114.3(8) . . ? C31' C26 N6 118.2(7) . . ? C27 C26 N6 120.6(6) . . ? C31 C26 N6 121.4(6) . . ? C27' C26 N6 118.5(7) . . ? C30 C29 C28 121.3(8) . . ? C30 C29 C28' 113.7(9) . . ? C28 C29 C30' 110.9(8) . . ? C28' C29 C30' 119.0(9) . . ? C30 C29 H29 120.1 . . ? C28 C29 H29 118.6 . . ? C28' C29 H29 118.8 . . ? C30' C29 H29 122.2 . . ? C26 C27 C28 121.3(9) . . ? C26 C27 H27 119.4 . . ? C28 C27 H27 119.4 . . ? C29 C28 C27 119.0(9) . . ? C29 C28 H28 120.5 . . ? C27 C28 H28 120.5 . . ? C29 C30 C31 119.5(10) . . ? C29 C30 H30 120.2 . . ? C31 C30 H30 120.2 . . ? C26 C31 C30 120.9(9) . . ? C26 C31 H31 119.6 . . ? C30 C31 H31 119.6 . . ? C26 C27' C28' 117.6(11) . . ? C26 C27' H27' 121.2 . . ? C28' C27' H27' 121.2 . . ? C29 C28' C27' 121.3(11) . . ? C29 C28' H28' 119.4 . . ? C27' C28' H28' 119.4 . . ? C31' C30' C29 120.1(12) . . ? C31' C30' H30' 120.0 . . ? C29 C30' H30' 120.0 . . ? C26 C31' C30' 118.7(12) . . ? C26 C31' H31' 120.7 . . ? C30' C31' H31' 120.7 . . ? O7 C32 N6 121.5(4) . . ? O7 C32 C33 122.0(4) . . ? N6 C32 C33 116.5(4) . . ? N7 C33 C32 110.2(4) . . ? N7 C33 H33A 109.6 . . ? C32 C33 H33A 109.6 . . ? N7 C33 H33B 109.6 . . ? C32 C33 H33B 109.6 . . ? H33A C33 H33B 108.1 . . ? C35 C34 C39 120.0 . . ? C35 C34 N7 118.2(3) . . ? C39 C34 N7 121.5(3) . . ? C34 C35 C36 120.0 . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C37 C36 C35 120.0 . . ? C37 C36 H36 120.0 . . ? C35 C36 H36 120.0 . . ? C38 C37 C36 120.0 . . ? C38 C37 H37 120.0 . . ? C36 C37 H37 120.0 . . ? C39 C38 C37 120.0 . . ? C39 C38 H38 120.0 . . ? C37 C38 H38 120.0 . . ? C38 C39 C34 120.0 . . ? C38 C39 H39 120.0 . . ? C34 C39 H39 120.0 . . ? O8 C40 N7 121.7(5) . . ? O8 C40 C41 121.6(5) . . ? N7 C40 C41 116.7(5) . . ? N8 C41 C40 111.3(4) . . ? N8 C41 H41A 109.4 . . ? C40 C41 H41A 109.4 . . ? N8 C41 H41B 109.4 . . ? C40 C41 H41B 109.4 . . ? H41A C41 H41B 108.0 . . ? N8 C42 C43 112.0(4) . . ? N8 C42 H42A 109.2 . . ? C43 C42 H42A 109.2 . . ? N8 C42 H42B 109.2 . . ? C43 C42 H42B 109.2 . . ? H42A C42 H42B 107.9 . . ? O9 C43 C42 107.3(4) . . ? O9 C43 H43A 110.2 . . ? C42 C43 H43A 110.2 . . ? O9 C43 H43B 110.2 . . ? C42 C43 H43B 110.2 . . ? H43A C43 H43B 108.5 . . ? O9 C44 H44A 109.5 . . ? O9 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? O9 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? O10 C45 N8 121.5(4) . . ? O10 C45 C46 121.8(4) . . ? N8 C45 C46 116.7(4) . . ? N1 C46 C45 113.7(4) . . ? N1 C46 H46A 108.8 . . ? C45 C46 H46A 108.8 . . ? N1 C46 H46B 108.8 . . ? C45 C46 H46B 108.8 . . ? H46A C46 H46B 107.7 . . ? N1 C47 C48 112.2(4) . . ? N1 C47 H47A 109.2 . . ? C48 C47 H47A 109.2 . . ? N1 C47 H47B 109.2 . . ? C48 C47 H47B 109.2 . . ? H47A C47 H47B 107.9 . . ? N9 C48 C49 108.9(4) . . ? N9 C48 C47 121.8(4) . . ? C49 C48 C47 129.2(5) . . ? N11 C49 C48 105.9(5) . . ? N11 C49 H49 127.1 . . ? C48 C49 H49 127.1 . . ? C51 C50 N11 111.5(5) . . ? C51 C50 H50A 109.3 . . ? N11 C50 H50A 109.3 . . ? C51 C50 H50B 109.3 . . ? N11 C50 H50B 109.3 . . ? H50A C50 H50B 108.0 . . ? C52 C51 C50 120.2(6) . . ? C52 C51 H51A 107.3 . . ? C50 C51 H51A 107.3 . . ? C52 C51 H51B 107.3 . . ? C50 C51 H51B 107.3 . . ? H51A C51 H51B 106.9 . . ? C51 C52 N5 116.6(5) . 7 ? C51 C52 H52A 108.1 . . ? N5 C52 H52A 108.1 7 . ? C51 C52 H52B 108.1 . . ? N5 C52 H52B 108.1 7 . ? H52A C52 H52B 107.3 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.07 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.623 _refine_diff_density_min -0.598 _refine_diff_density_rms 0.062 # start Validation Reply Form _vrf_PLAT220_11ktk10hsq ; PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.5 Ratio RESPONSE: It is due to disorder. ; # end Validation Reply Form # end Validation Reply Form # Attachment '- Crystal_bicyclic_5_Conformer 1.cif' data_Crystal_bicyclic_5_Conformer_1 _database_code_depnum_ccdc_archive 'CCDC 884808' #TrackingRef '- Crystal_bicyclic_5_Conformer 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C53.53 H67.58 N11 O12.86' _chemical_formula_weight 1070.83 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 10.9563(8) _cell_length_b 13.8555(10) _cell_length_c 19.2000(15) _cell_angle_alpha 70.9220(10) _cell_angle_beta 84.6990(10) _cell_angle_gamma 78.5820(10) _cell_volume 2698.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9465 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 27.53 _exptl_crystal_description block _exptl_crystal_colour white _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1137 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9709 _exptl_absorpt_correction_T_max 0.9802 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 54039 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0256 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 27.56 _reflns_number_total 12423 _reflns_number_gt 9848 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0605P)^2^+1.4857P] 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 12423 _refine_ls_number_parameters 797 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.0624 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1306 _refine_ls_wR_factor_gt 0.1204 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.12637(10) 0.95676(9) 0.25803(6) 0.0249(2) Uani 1 1 d . . . O2 O 0.05794(10) 0.74177(9) 0.34547(6) 0.0238(2) Uani 1 1 d . A . O3 O 0.00722(10) 0.60759(9) 0.51531(7) 0.0277(3) Uani 1 1 d . . . O4 O -0.41462(11) 0.59033(9) 0.63585(7) 0.0317(3) Uani 1 1 d . . . O5 O -0.29554(11) 0.51053(9) 0.43935(7) 0.0299(3) Uani 1 1 d . A . O6 O -0.20750(11) 0.57311(11) 0.22393(7) 0.0360(3) Uani 1 1 d . . . O7 O 0.05940(11) 0.64615(9) 0.20573(6) 0.0278(3) Uani 1 1 d . . . O8 O 0.35445(11) 0.59862(9) 0.15009(6) 0.0306(3) Uani 1 1 d . B . O9 O 0.64137(11) 0.83061(10) -0.09293(7) 0.0358(3) Uani 1 1 d . . . O10 O 0.41631(10) 0.88497(10) 0.10782(7) 0.0303(3) Uani 1 1 d . . . N1 N -0.20238(13) 0.90525(13) 0.12916(8) 0.0264(3) Uani 0.9022(14) 1 d P A 1 N2 N -0.23086(15) 0.99566(15) 0.07552(10) 0.0395(4) Uani 0.9022(14) 1 d P A 1 N3 N -0.13358(15) 1.04275(14) 0.06465(10) 0.0364(4) Uani 0.9022(14) 1 d P A 1 C1 C -0.04453(18) 0.98123(15) 0.11171(10) 0.0228(4) Uani 0.9022(14) 1 d P A 1 C2 C -0.08660(16) 0.89374(15) 0.15318(10) 0.0251(4) Uani 0.9022(14) 1 d P A 1 H2 H -0.0441 0.8370 0.1908 0.030 Uiso 0.9022(14) 1 calc PR A 1 C3 C 0.08044(16) 1.00979(18) 0.11279(16) 0.0229(5) Uani 0.9022(14) 1 d P A 1 H3A H 0.1123 1.0388 0.0617 0.027 Uiso 0.9022(14) 1 calc PR A 1 H3B H 0.0726 1.0632 0.1376 0.027 Uiso 0.9022(14) 1 calc PR A 1 C27 C -0.37534(17) 0.7196(2) 0.27164(15) 0.0286(5) Uani 0.9022(14) 1 d PD A 1 H27A H -0.4418 0.7228 0.3099 0.034 Uiso 0.9022(14) 1 calc PR A 1 H27B H -0.4011 0.6845 0.2395 0.034 Uiso 0.9022(14) 1 calc PR A 1 C28 C -0.35858(17) 0.82980(16) 0.22565(11) 0.0294(4) Uani 0.9022(14) 1 d PD A 1 H28A H -0.3124 0.8580 0.2542 0.035 Uiso 0.9022(14) 1 calc PR A 1 H28B H -0.4414 0.8748 0.2152 0.035 Uiso 0.9022(14) 1 calc PR A 1 C29 C -0.28738(17) 0.83172(17) 0.15247(11) 0.0318(4) Uani 0.9022(14) 1 d P A 1 H29A H -0.2395 0.7614 0.1575 0.038 Uiso 0.9022(14) 1 calc PR A 1 H29B H -0.3485 0.8488 0.1134 0.038 Uiso 0.9022(14) 1 calc PR A 1 N4 N 0.16722(11) 0.91661(10) 0.15240(7) 0.0201(3) Uani 1 1 d D . . N5 N 0.24934(11) 0.77863(10) 0.34588(7) 0.0187(3) Uani 1 1 d . A . N6 N -0.02796(11) 0.78266(10) 0.47099(7) 0.0200(3) Uani 1 1 d . . . N7 N -0.24294(11) 0.59899(10) 0.50918(7) 0.0213(3) Uani 1 1 d . A . N8 N -0.25834(12) 0.65985(11) 0.30705(8) 0.0261(3) Uani 1 1 d D . . N9 N 0.02683(12) 0.48703(10) 0.27517(7) 0.0212(3) Uani 1 1 d D . . N10 N 0.18846(12) 0.58386(10) 0.09539(7) 0.0240(3) Uani 1 1 d . B . N11 N 0.38930(12) 0.77935(11) 0.04428(7) 0.0243(3) Uani 1 1 d . . . C4 C 0.17760(13) 0.89642(12) 0.22535(8) 0.0194(3) Uani 1 1 d . A . C5 C 0.25990(14) 0.79362(12) 0.26685(8) 0.0205(3) Uani 1 1 d . . . H5A H 0.2333 0.7353 0.2568 0.025 Uiso 1 1 calc R A . H5B H 0.3477 0.7948 0.2496 0.025 Uiso 1 1 calc R . . C6 C 0.33905(13) 0.81039(12) 0.37946(8) 0.0187(3) Uani 1 1 d . . . C7 C 0.37527(14) 0.90611(12) 0.34575(9) 0.0240(3) Uani 1 1 d . A . H7 H 0.3394 0.9511 0.3008 0.029 Uiso 1 1 calc R . . C8 C 0.46391(15) 0.93591(13) 0.37786(10) 0.0273(3) Uani 1 1 d . . . H8 H 0.4899 1.0006 0.3542 0.033 Uiso 1 1 calc R A . C9 C 0.51454(14) 0.87144(13) 0.44432(9) 0.0252(3) Uani 1 1 d . A . H9 H 0.5735 0.8928 0.4668 0.030 Uiso 1 1 calc R . . C10 C 0.47899(13) 0.77581(13) 0.47787(9) 0.0229(3) Uani 1 1 d . . . H10 H 0.5136 0.7317 0.5234 0.027 Uiso 1 1 calc R A . C11 C 0.39272(13) 0.74416(12) 0.44505(8) 0.0199(3) Uani 1 1 d . A . H11 H 0.3705 0.6777 0.4673 0.024 Uiso 1 1 calc R . . C12 C 0.13441(13) 0.76413(11) 0.37738(8) 0.0196(3) Uani 1 1 d . . . C13 C 0.10422(13) 0.78028(13) 0.45254(8) 0.0216(3) Uani 1 1 d . A . H13A H 0.1536 0.7232 0.4907 0.026 Uiso 1 1 calc R . . H13B H 0.1271 0.8464 0.4514 0.026 Uiso 1 1 calc R . . C14 C -0.11159(13) 0.88031(12) 0.44636(9) 0.0217(3) Uani 1 1 d . . . C15 C -0.14692(16) 0.92233(13) 0.37357(10) 0.0278(3) Uani 1 1 d . . . H15 H -0.1147 0.8875 0.3388 0.033 Uiso 1 1 calc R . . C16 C -0.22989(17) 1.01591(14) 0.35181(11) 0.0363(4) Uani 1 1 d . . . H16 H -0.2553 1.0447 0.3021 0.044 Uiso 1 1 calc R . . C17 C -0.27564(16) 1.06726(14) 0.40225(12) 0.0373(4) Uani 1 1 d . . . H17 H -0.3331 1.1308 0.3873 0.045 Uiso 1 1 calc R . . C18 C -0.23812(16) 1.02643(14) 0.47405(12) 0.0356(4) Uani 1 1 d . . . H18 H -0.2690 1.0623 0.5084 0.043 Uiso 1 1 calc R . . C19 C -0.15522(15) 0.93294(13) 0.49658(10) 0.0281(3) Uani 1 1 d . . . H19 H -0.1286 0.9052 0.5460 0.034 Uiso 1 1 calc R . . C20 C -0.06590(13) 0.68948(12) 0.49998(8) 0.0205(3) Uani 1 1 d . . . C21 C -0.20596(13) 0.69190(12) 0.51357(9) 0.0204(3) Uani 1 1 d . . . H21A H -0.2297 0.6987 0.5630 0.024 Uiso 1 1 calc R . . H21B H -0.2513 0.7535 0.4766 0.024 Uiso 1 1 calc R . . C22 C -0.24368(15) 0.51030(12) 0.57627(9) 0.0262(3) Uani 1 1 d . . . H22A H -0.1877 0.5155 0.6120 0.031 Uiso 1 1 calc R . . H22B H -0.2100 0.4458 0.5641 0.031 Uiso 1 1 calc R . . C23 C -0.37141(16) 0.50282(13) 0.61206(10) 0.0279(3) Uani 1 1 d . . . H23A H -0.4294 0.5004 0.5763 0.033 Uiso 1 1 calc R . . H23B H -0.3674 0.4385 0.6547 0.033 Uiso 1 1 calc R . . C24 C -0.5352(2) 0.5859(2) 0.67065(13) 0.0560(6) Uani 1 1 d . . . H24A H -0.5931 0.5813 0.6363 0.084 Uiso 1 1 calc R . . H24B H -0.5650 0.6486 0.6848 0.084 Uiso 1 1 calc R . . H24C H -0.5304 0.5246 0.7148 0.084 Uiso 1 1 calc R . . C25 C -0.26169(13) 0.58699(12) 0.44388(9) 0.0227(3) Uani 1 1 d . . . C26 C -0.23465(14) 0.67592(13) 0.37515(9) 0.0234(3) Uani 1 1 d . A . H26A H -0.2871 0.7416 0.3779 0.028 Uiso 1 1 calc R . . H26B H -0.1464 0.6830 0.3747 0.028 Uiso 1 1 calc R . . C30 C -0.18321(14) 0.59074(14) 0.27916(9) 0.0264(3) Uani 1 1 d . A . C31 C -0.06304(14) 0.53517(13) 0.32017(9) 0.0234(3) Uani 1 1 d . A . H31A H -0.0259 0.5857 0.3340 0.028 Uiso 1 1 calc R . . H31B H -0.0827 0.4813 0.3661 0.028 Uiso 1 1 calc R . . C32 C 0.0520(9) 0.3775(5) 0.2893(7) 0.0205(13) Uani 0.621(9) 1 d P B 1 C33 C -0.0483(7) 0.3283(9) 0.2900(6) 0.0347(13) Uani 0.621(9) 1 d P B 1 H33 H -0.1309 0.3666 0.2853 0.042 Uiso 0.621(9) 1 calc PR B 1 C34 C -0.0260(7) 0.2220(7) 0.2979(5) 0.0480(17) Uani 0.621(9) 1 d PU B 1 H34 H -0.0935 0.1885 0.2972 0.058 Uiso 0.621(9) 1 calc PR B 1 C35 C 0.0939(7) 0.1659(5) 0.3066(3) 0.0433(16) Uani 0.621(9) 1 d PU B 1 H35 H 0.1089 0.0939 0.3119 0.052 Uiso 0.621(9) 1 calc PR B 1 C36 C 0.1915(6) 0.2143(4) 0.3075(3) 0.0342(11) Uani 0.621(9) 1 d P B 1 H36 H 0.2736 0.1752 0.3136 0.041 Uiso 0.621(9) 1 calc PR B 1 C37 C 0.1721(6) 0.3196(5) 0.2996(4) 0.0232(9) Uani 0.621(9) 1 d P B 1 H37 H 0.2402 0.3518 0.3013 0.028 Uiso 0.621(9) 1 calc PR B 1 C32' C 0.0256(16) 0.3783(8) 0.2841(13) 0.0205(13) Uani 0.379(9) 1 d PD B 2 C33' C -0.0827(13) 0.3421(17) 0.2851(12) 0.0347(13) Uani 0.379(9) 1 d P B 2 H33' H -0.1609 0.3877 0.2774 0.042 Uiso 0.379(9) 1 calc PR B 2 C34' C -0.0737(10) 0.2387(13) 0.2976(10) 0.0480(17) Uani 0.379(9) 1 d P B 2 H34' H -0.1481 0.2115 0.3018 0.058 Uiso 0.379(9) 1 calc PR B 2 C35' C 0.0391(12) 0.1713(11) 0.3045(7) 0.0433(16) Uani 0.379(9) 1 d P B 2 H35' H 0.0423 0.1002 0.3100 0.052 Uiso 0.379(9) 1 calc PR B 2 C36' C 0.1452(10) 0.2084(8) 0.3032(6) 0.0342(11) Uani 0.379(9) 1 d PD B 2 H36' H 0.2235 0.1631 0.3080 0.041 Uiso 0.379(9) 1 calc PR B 2 C37' C 0.1393(9) 0.3135(8) 0.2947(7) 0.0232(9) Uani 0.379(9) 1 d PD B 2 H37' H 0.2127 0.3394 0.2963 0.028 Uiso 0.379(9) 1 calc PR B 2 C38 C 0.07793(14) 0.55308(12) 0.21578(8) 0.0210(3) Uani 1 1 d . B . C39 C 0.15752(16) 0.50442(12) 0.16191(9) 0.0258(3) Uani 1 1 d . . . H39A H 0.2351 0.4617 0.1859 0.031 Uiso 1 1 calc R B . H39B H 0.1114 0.4584 0.1489 0.031 Uiso 1 1 calc R . . C40 C 0.10770(16) 0.61644(13) 0.03396(9) 0.0268(3) Uani 1 1 d . . . C41 C -0.00582(19) 0.67929(15) 0.03565(12) 0.0399(4) Uani 1 1 d . B . H41 H -0.0318 0.7015 0.0774 0.048 Uiso 1 1 calc R . . C42 C -0.0823(2) 0.71005(16) -0.02458(14) 0.0493(6) Uani 1 1 d . . . H42 H -0.1611 0.7532 -0.0238 0.059 Uiso 1 1 calc R B . C43 C -0.0446(2) 0.67849(17) -0.08488(12) 0.0511(6) Uani 1 1 d . B . H43 H -0.0961 0.7013 -0.1264 0.061 Uiso 1 1 calc R . . C44 C 0.0685(2) 0.6135(2) -0.08531(12) 0.0549(6) Uani 1 1 d . . . H44 H 0.0936 0.5906 -0.1268 0.066 Uiso 1 1 calc R B . C45 C 0.14557(19) 0.58153(18) -0.02577(11) 0.0419(5) Uani 1 1 d . B . H45 H 0.2231 0.5364 -0.0259 0.050 Uiso 1 1 calc R . . C46 C 0.28756(14) 0.62758(12) 0.09629(9) 0.0233(3) Uani 1 1 d . . . C47 C 0.31052(15) 0.71721(13) 0.02791(8) 0.0236(3) Uani 1 1 d . B . H47A H 0.3509 0.6894 -0.0115 0.028 Uiso 1 1 calc R . . H47B H 0.2299 0.7614 0.0098 0.028 Uiso 1 1 calc R . . C48 C 0.51661(15) 0.77289(14) 0.01389(9) 0.0293(4) Uani 1 1 d . C 1 H48A H 0.5466 0.7030 0.0091 0.035 Uiso 1 1 calc R C 1 H48B H 0.5717 0.7834 0.0478 0.035 Uiso 1 1 calc R C 1 C49 C 0.52243(16) 0.85438(14) -0.06101(10) 0.0309(4) Uani 1 1 d . C 1 H49A H 0.4565 0.8531 -0.0925 0.037 Uiso 1 1 calc R C 1 H49B H 0.5101 0.9244 -0.0556 0.037 Uiso 1 1 calc R C 1 C50 C 0.65385(19) 0.90287(15) -0.16398(11) 0.0377(4) Uani 1 1 d . C 1 H50A H 0.7360 0.8841 -0.1857 0.057 Uiso 1 1 calc R C 1 H50B H 0.6451 0.9726 -0.1599 0.057 Uiso 1 1 calc R C 1 H50C H 0.5890 0.9018 -0.1955 0.057 Uiso 1 1 calc R C 1 C51 C 0.34918(14) 0.83802(13) 0.08852(8) 0.0223(3) Uani 1 1 d . A 1 C52 C 0.21244(13) 0.84139(12) 0.11385(8) 0.0205(3) Uani 1 1 d . A 1 H52A H 0.1610 0.8583 0.0703 0.025 Uiso 1 1 calc R A 1 H52B H 0.2016 0.7716 0.1468 0.025 Uiso 1 1 calc R A 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0231(5) 0.0254(6) 0.0254(6) -0.0102(5) -0.0031(4) 0.0029(4) O2 0.0188(5) 0.0298(6) 0.0269(6) -0.0126(5) -0.0012(4) -0.0074(4) O3 0.0177(5) 0.0262(6) 0.0332(6) -0.0042(5) -0.0012(4) 0.0014(4) O4 0.0323(6) 0.0314(6) 0.0288(6) -0.0097(5) 0.0050(5) -0.0024(5) O5 0.0229(6) 0.0329(6) 0.0394(7) -0.0181(5) 0.0056(5) -0.0096(5) O6 0.0237(6) 0.0578(8) 0.0342(7) -0.0268(6) -0.0056(5) -0.0022(6) O7 0.0306(6) 0.0212(6) 0.0301(6) -0.0091(5) 0.0031(5) -0.0010(5) O8 0.0266(6) 0.0333(7) 0.0268(6) -0.0055(5) -0.0049(5) 0.0013(5) O9 0.0267(6) 0.0401(7) 0.0362(7) -0.0086(6) 0.0088(5) -0.0059(5) O10 0.0195(5) 0.0444(7) 0.0334(6) -0.0190(6) 0.0002(5) -0.0095(5) N1 0.0166(7) 0.0364(9) 0.0247(8) -0.0087(6) -0.0039(6) -0.0016(6) N2 0.0230(8) 0.0488(11) 0.0353(9) 0.0025(8) -0.0110(7) -0.0025(7) N3 0.0222(8) 0.0408(10) 0.0350(9) 0.0025(7) -0.0090(7) -0.0011(7) C1 0.0194(8) 0.0248(10) 0.0221(9) -0.0064(8) -0.0031(7) 0.0003(8) C2 0.0160(8) 0.0307(9) 0.0268(9) -0.0078(7) -0.0054(6) -0.0004(7) C3 0.0197(10) 0.0223(8) 0.0225(11) -0.0027(7) -0.0039(10) -0.0005(8) C27 0.0117(9) 0.0430(12) 0.0321(13) -0.0138(9) -0.0009(9) -0.0037(8) C28 0.0154(9) 0.0437(11) 0.0288(9) -0.0129(8) 0.0006(9) -0.0023(8) C29 0.0219(9) 0.0472(12) 0.0308(10) -0.0160(9) -0.0003(7) -0.0108(8) N1' 0.0166(7) 0.0364(9) 0.0247(8) -0.0087(6) -0.0039(6) -0.0016(6) N2' 0.0230(8) 0.0488(11) 0.0353(9) 0.0025(8) -0.0110(7) -0.0025(7) N3' 0.0222(8) 0.0408(10) 0.0350(9) 0.0025(7) -0.0090(7) -0.0011(7) C1' 0.0154(9) 0.0437(11) 0.0288(9) -0.0129(8) 0.0006(9) -0.0023(8) C2' 0.0160(8) 0.0307(9) 0.0268(9) -0.0078(7) -0.0054(6) -0.0004(7) C3' 0.0117(9) 0.0430(12) 0.0321(13) -0.0138(9) -0.0009(9) -0.0037(8) C27' 0.0197(10) 0.0223(8) 0.0225(11) -0.0027(7) -0.0039(10) -0.0005(8) C28' 0.0194(8) 0.0248(10) 0.0221(9) -0.0064(8) -0.0031(7) 0.0003(8) C29' 0.0219(9) 0.0472(12) 0.0308(10) -0.0160(9) -0.0003(7) -0.0108(8) N4 0.0168(6) 0.0216(6) 0.0201(6) -0.0051(5) -0.0025(5) -0.0006(5) N5 0.0140(6) 0.0229(6) 0.0187(6) -0.0063(5) -0.0004(5) -0.0024(5) N6 0.0121(6) 0.0256(7) 0.0221(6) -0.0077(5) 0.0003(5) -0.0028(5) N7 0.0160(6) 0.0211(6) 0.0253(7) -0.0055(5) 0.0006(5) -0.0034(5) N8 0.0156(6) 0.0386(8) 0.0258(7) -0.0137(6) -0.0014(5) -0.0023(5) N9 0.0200(6) 0.0231(6) 0.0213(6) -0.0088(5) 0.0014(5) -0.0034(5) N10 0.0234(7) 0.0242(7) 0.0212(6) -0.0053(5) 0.0015(5) -0.0010(5) N11 0.0175(6) 0.0337(7) 0.0226(7) -0.0103(6) 0.0018(5) -0.0052(5) C4 0.0143(6) 0.0214(7) 0.0218(7) -0.0058(6) -0.0014(5) -0.0026(5) C5 0.0167(7) 0.0240(8) 0.0186(7) -0.0065(6) -0.0014(5) 0.0013(6) C6 0.0110(6) 0.0244(7) 0.0204(7) -0.0084(6) 0.0007(5) -0.0008(5) C7 0.0184(7) 0.0263(8) 0.0237(8) -0.0029(6) -0.0017(6) -0.0042(6) C8 0.0195(7) 0.0265(8) 0.0346(9) -0.0061(7) -0.0012(6) -0.0068(6) C9 0.0136(7) 0.0324(9) 0.0324(9) -0.0143(7) -0.0027(6) -0.0026(6) C10 0.0134(7) 0.0297(8) 0.0237(8) -0.0091(6) -0.0020(6) 0.0022(6) C11 0.0129(6) 0.0223(7) 0.0223(7) -0.0064(6) 0.0008(5) 0.0003(5) C12 0.0160(7) 0.0191(7) 0.0226(7) -0.0058(6) -0.0010(5) -0.0019(5) C13 0.0133(7) 0.0307(8) 0.0230(7) -0.0109(6) 0.0011(5) -0.0058(6) C14 0.0142(7) 0.0225(7) 0.0295(8) -0.0086(6) 0.0008(6) -0.0055(6) C15 0.0267(8) 0.0255(8) 0.0307(9) -0.0077(7) -0.0044(7) -0.0040(6) C16 0.0328(9) 0.0266(9) 0.0456(11) -0.0045(8) -0.0116(8) -0.0036(7) C17 0.0236(8) 0.0220(8) 0.0646(13) -0.0117(8) -0.0034(8) -0.0023(7) C18 0.0230(8) 0.0321(9) 0.0582(12) -0.0249(9) 0.0082(8) -0.0061(7) C19 0.0215(8) 0.0321(9) 0.0343(9) -0.0154(7) 0.0037(7) -0.0066(7) C20 0.0153(7) 0.0253(8) 0.0193(7) -0.0062(6) -0.0008(5) -0.0014(6) C21 0.0144(7) 0.0224(7) 0.0239(7) -0.0074(6) 0.0009(5) -0.0024(5) C22 0.0216(8) 0.0220(8) 0.0302(8) -0.0035(6) -0.0003(6) -0.0008(6) C23 0.0276(8) 0.0240(8) 0.0298(9) -0.0051(7) 0.0029(7) -0.0070(6) C24 0.0493(13) 0.0614(15) 0.0479(13) -0.0157(11) 0.0248(10) -0.0034(11) C25 0.0117(6) 0.0269(8) 0.0300(8) -0.0116(7) 0.0023(6) -0.0015(6) C26 0.0179(7) 0.0292(8) 0.0249(8) -0.0121(6) 0.0018(6) -0.0032(6) C30 0.0172(7) 0.0383(9) 0.0264(8) -0.0137(7) -0.0001(6) -0.0052(6) C31 0.0185(7) 0.0309(8) 0.0221(7) -0.0117(6) 0.0000(6) -0.0020(6) C32 0.024(4) 0.0253(8) 0.016(2) -0.0076(8) -0.003(3) -0.0102(15) C33 0.037(4) 0.040(3) 0.0296(19) -0.006(2) -0.005(3) -0.019(3) C34 0.071(5) 0.042(3) 0.0403(13) -0.013(2) 0.006(4) -0.034(4) C35 0.078(5) 0.0257(14) 0.0315(12) -0.0112(10) 0.005(3) -0.021(3) C36 0.055(3) 0.0230(11) 0.0232(12) -0.0083(9) 0.001(2) -0.002(2) C37 0.028(3) 0.0234(11) 0.0201(13) -0.0083(8) -0.0025(19) -0.0047(16) C32' 0.024(4) 0.0253(8) 0.016(2) -0.0076(8) -0.003(3) -0.0102(15) C33' 0.037(4) 0.040(3) 0.0296(19) -0.006(2) -0.005(3) -0.019(3) C34' 0.071(5) 0.042(3) 0.0403(13) -0.013(2) 0.006(4) -0.034(4) C35' 0.078(5) 0.0257(14) 0.0315(12) -0.0112(10) 0.005(3) -0.021(3) C36' 0.055(3) 0.0230(11) 0.0232(12) -0.0083(9) 0.001(2) -0.002(2) C37' 0.028(3) 0.0234(11) 0.0201(13) -0.0083(8) -0.0025(19) -0.0047(16) C38 0.0179(7) 0.0226(8) 0.0222(7) -0.0080(6) -0.0020(6) -0.0006(6) C39 0.0295(8) 0.0212(8) 0.0239(8) -0.0062(6) 0.0049(6) -0.0021(6) C40 0.0280(8) 0.0259(8) 0.0258(8) -0.0046(6) -0.0020(6) -0.0087(6) C41 0.0394(10) 0.0351(10) 0.0442(11) -0.0146(9) -0.0123(9) 0.0041(8) C42 0.0476(12) 0.0341(11) 0.0648(15) -0.0115(10) -0.0272(11) 0.0010(9) C43 0.0720(16) 0.0390(11) 0.0439(12) -0.0002(9) -0.0307(11) -0.0222(11) C44 0.0593(15) 0.0793(17) 0.0354(11) -0.0208(11) -0.0057(10) -0.0272(13) C45 0.0361(10) 0.0617(13) 0.0342(10) -0.0208(9) 0.0015(8) -0.0151(9) C46 0.0216(7) 0.0247(8) 0.0217(7) -0.0089(6) 0.0020(6) 0.0019(6) C47 0.0218(7) 0.0294(8) 0.0206(7) -0.0102(6) 0.0006(6) -0.0037(6) C48 0.0174(7) 0.0407(10) 0.0295(9) -0.0134(7) 0.0024(6) -0.0022(7) C49 0.0220(8) 0.0309(9) 0.0367(10) -0.0082(7) 0.0057(7) -0.0047(7) C50 0.0391(10) 0.0393(10) 0.0354(10) -0.0113(8) 0.0113(8) -0.0148(8) C51 0.0178(7) 0.0294(8) 0.0187(7) -0.0063(6) -0.0025(6) -0.0031(6) C52 0.0159(7) 0.0268(8) 0.0195(7) -0.0085(6) -0.0016(5) -0.0032(6) O11 0.0293(7) 0.0658(10) 0.0454(8) -0.0263(7) -0.0082(6) -0.0043(6) O12 0.0467(19) 0.0468(18) 0.090(3) -0.0356(18) 0.0058(17) -0.0056(14) O13 0.0448(17) 0.0484(18) 0.059(2) -0.0275(16) 0.0006(14) -0.0044(14) O14 0.0530(18) 0.0545(19) 0.0401(17) -0.0192(15) -0.0010(14) -0.0101(15) C53 0.039(2) 0.045(2) 0.050(2) -0.0214(19) -0.0051(18) -0.0048(18) C54 0.063(4) 0.061(4) 0.069(4) -0.029(3) -0.026(3) 0.007(3) O15 0.073(5) 0.052(4) 0.053(4) -0.015(3) -0.027(3) -0.004(3) C55 0.056(5) 0.065(6) 0.093(7) -0.023(5) -0.019(5) -0.018(5) C56 0.071(6) 0.054(5) 0.032(4) -0.010(4) 0.001(4) -0.027(4) O16 0.032(6) 0.032(6) 0.059(7) -0.010(5) -0.017(5) -0.007(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C4 1.2246(18) . ? O2 C12 1.2228(18) . ? O3 C20 1.2170(18) . ? O4 C23 1.413(2) . ? O4 C24 1.428(2) . ? O5 C25 1.2203(19) . ? O6 C30 1.226(2) . ? O7 C38 1.2176(19) . ? O8 C46 1.2320(19) . ? O9 C49 1.413(2) . ? O9 C50 1.417(2) . ? O10 C51 1.2242(19) . ? N1 N2 1.337(2) . ? N1 C2 1.352(2) . ? N1 C29 1.451(2) . ? N2 N3 1.323(2) . ? N3 C1 1.351(2) . ? C1 C2 1.356(3) . ? C1 C3 1.502(3) . ? C2 H2 0.9500 . ? C3 N4 1.468(2) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C27 N8 1.471(2) . ? C27 C28 1.531(3) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.538(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? N1' N2' 1.342(9) . ? N1' C2' 1.356(9) . ? N1' C29' 1.45(2) . ? N2' N3' 1.323(9) . ? N3' C1' 1.332(10) . ? C1' C2' 1.382(10) . ? C1' C3' 1.516(10) . ? C2' H2' 0.9500 . ? C3' N8 1.464(10) . ? C3' H3C 0.9900 . ? C3' H3D 0.9900 . ? C27' N4 1.459(10) . ? C27' C28' 1.535(10) . ? C27' H27C 0.9900 . ? C27' H27D 0.9900 . ? C28' C29' 1.535(10) . ? C28' H28C 0.9900 . ? C28' H28D 0.9900 . ? C29' H29C 0.9900 . ? C29' H29D 0.9900 . ? N4 C4 1.3468(19) . ? N4 C52 1.4532(19) . ? N5 C12 1.3681(19) . ? N5 C6 1.4315(18) . ? N5 C5 1.4595(19) . ? N6 C20 1.360(2) . ? N6 C14 1.437(2) . ? N6 C13 1.4553(18) . ? N7 C25 1.356(2) . ? N7 C21 1.4534(19) . ? N7 C22 1.462(2) . ? N8 C30 1.350(2) . ? N8 C26 1.450(2) . ? N9 C38 1.362(2) . ? N9 C32 1.425(7) . ? N9 C31 1.4561(19) . ? N9 C32' 1.462(10) . ? N10 C46 1.348(2) . ? N10 C40 1.437(2) . ? N10 C39 1.451(2) . ? N11 C51 1.348(2) . ? N11 C47 1.451(2) . ? N11 C48 1.459(2) . ? C4 C5 1.536(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.391(2) . ? C6 C11 1.393(2) . ? C7 C8 1.389(2) . ? C7 H7 0.9500 . ? C8 C9 1.387(2) . ? C8 H8 0.9500 . ? C9 C10 1.387(2) . ? C9 H9 0.9500 . ? C10 C11 1.392(2) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.528(2) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.386(2) . ? C14 C19 1.388(2) . ? C15 C16 1.390(2) . ? C15 H15 0.9500 . ? C16 C17 1.384(3) . ? C16 H16 0.9500 . ? C17 C18 1.376(3) . ? C17 H17 0.9500 . ? C18 C19 1.389(3) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.528(2) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.508(2) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.535(2) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C30 C31 1.530(2) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C37 1.393(9) . ? C32 C33 1.400(10) . ? C33 C34 1.404(15) . ? C33 H33 0.9500 . ? C34 C35 1.381(7) . ? C34 H34 0.9500 . ? C35 C36 1.375(6) . ? C35 H35 0.9500 . ? C36 C37 1.391(6) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C32' C37' 1.373(18) . ? C32' C33' 1.373(19) . ? C33' C34' 1.36(3) . ? C33' H33' 0.9500 . ? C34' C35' 1.382(13) . ? C34' H34' 0.9500 . ? C35' C36' 1.355(11) . ? C35' H35' 0.9500 . ? C36' C37' 1.400(9) . ? C36' H36' 0.9500 . ? C37' H37' 0.9500 . ? C38 C39 1.530(2) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.374(3) . ? C40 C45 1.384(3) . ? C41 C42 1.392(3) . ? C41 H41 0.9500 . ? C42 C43 1.369(3) . ? C42 H42 0.9500 . ? C43 C44 1.381(4) . ? C43 H43 0.9500 . ? C44 C45 1.384(3) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C46 C47 1.525(2) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 C49 1.516(2) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 C52 1.528(2) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? O11 H11A 0.8641 . ? O11 H11B 0.8575 . ? O12 H12A 0.8537 . ? O12 H12B 0.8594 . ? O13 H13C 0.8418 . ? O13 H13D 0.8562 . ? O14 C53 1.413(5) . ? O14 H14A 0.8400 . ? C53 C54 1.501(6) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? O15 C55 1.455(8) . ? O15 H15A 0.8400 . ? C55 C56 1.555(9) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? 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 C23 O4 C24 110.75(15) . . ? C49 O9 C50 110.71(14) . . ? N2 N1 C2 110.65(16) . . ? N2 N1 C29 121.45(15) . . ? C2 N1 C29 127.83(16) . . ? N3 N2 N1 107.19(15) . . ? N2 N3 C1 108.34(17) . . ? N3 C1 C2 109.12(17) . . ? N3 C1 C3 122.49(18) . . ? C2 C1 C3 128.37(17) . . ? N1 C2 C1 104.69(16) . . ? N1 C2 H2 127.7 . . ? C1 C2 H2 127.7 . . ? N4 C3 C1 109.03(17) . . ? N4 C3 H3A 109.9 . . ? C1 C3 H3A 109.9 . . ? N4 C3 H3B 109.9 . . ? C1 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? N8 C27 C28 110.45(15) . . ? N8 C27 H27A 109.6 . . ? C28 C27 H27A 109.6 . . ? N8 C27 H27B 109.6 . . ? C28 C27 H27B 109.6 . . ? H27A C27 H27B 108.1 . . ? C27 C28 C29 111.56(19) . . ? C27 C28 H28A 109.3 . . ? C29 C28 H28A 109.3 . . ? C27 C28 H28B 109.3 . . ? C29 C28 H28B 109.3 . . ? H28A C28 H28B 108.0 . . ? N1 C29 C28 114.35(16) . . ? N1 C29 H29A 108.7 . . ? C28 C29 H29A 108.7 . . ? N1 C29 H29B 108.7 . . ? C28 C29 H29B 108.7 . . ? H29A C29 H29B 107.6 . . ? N2' N1' C2' 110.1(12) . . ? N2' N1' C29' 119.8(13) . . ? C2' N1' C29' 129.6(12) . . ? N3' N2' N1' 109.0(13) . . ? N2' N3' C1' 106.7(13) . . ? N3' C1' C2' 111.1(13) . . ? N3' C1' C3' 119.9(15) . . ? C2' C1' C3' 126.6(14) . . ? N1' C2' C1' 102.9(12) . . ? N1' C2' H2' 128.5 . . ? C1' C2' H2' 128.5 . . ? N8 C3' C1' 112.8(13) . . ? N8 C3' H3C 109.0 . . ? C1' C3' H3C 109.0 . . ? N8 C3' H3D 109.0 . . ? C1' C3' H3D 109.0 . . ? H3C C3' H3D 107.8 . . ? N4 C27' C28' 111.2(14) . . ? N4 C27' H27C 109.4 . . ? C28' C27' H27C 109.4 . . ? N4 C27' H27D 109.4 . . ? C28' C27' H27D 109.4 . . ? H27C C27' H27D 108.0 . . ? C29' C28' C27' 115(2) . . ? C29' C28' H28C 108.6 . . ? C27' C28' H28C 108.6 . . ? C29' C28' H28D 108.6 . . ? C27' C28' H28D 108.6 . . ? H28C C28' H28D 107.6 . . ? N1' C29' C28' 112.8(14) . . ? N1' C29' H29C 109.0 . . ? C28' C29' H29C 109.0 . . ? N1' C29' H29D 109.0 . . ? C28' C29' H29D 109.0 . . ? H29C C29' H29D 107.8 . . ? C4 N4 C52 123.94(13) . . ? C4 N4 C27' 123.3(17) . . ? C52 N4 C27' 112.7(17) . . ? C4 N4 C3 117.84(17) . . ? C52 N4 C3 116.56(17) . . ? C12 N5 C6 122.79(12) . . ? C12 N5 C5 114.81(12) . . ? C6 N5 C5 119.48(12) . . ? C20 N6 C14 123.89(12) . . ? C20 N6 C13 116.80(12) . . ? C14 N6 C13 118.42(12) . . ? C25 N7 C21 122.16(13) . . ? C25 N7 C22 118.59(13) . . ? C21 N7 C22 118.73(13) . . ? C30 N8 C26 123.28(13) . . ? C30 N8 C3' 118.8(16) . . ? C26 N8 C3' 116.9(16) . . ? C30 N8 C27 121.12(18) . . ? C26 N8 C27 115.49(17) . . ? C38 N9 C32 122.1(6) . . ? C38 N9 C31 116.10(13) . . ? C32 N9 C31 121.7(6) . . ? C38 N9 C32' 124.5(10) . . ? C31 N9 C32' 116.7(10) . . ? C46 N10 C40 123.46(13) . . ? C46 N10 C39 117.91(13) . . ? C40 N10 C39 118.51(13) . . ? C51 N11 C47 121.74(13) . . ? C51 N11 C48 120.43(13) . . ? C47 N11 C48 117.78(13) . . ? O1 C4 N4 122.67(14) . . ? O1 C4 C5 120.44(13) . . ? N4 C4 C5 116.88(13) . . ? N5 C5 C4 109.64(12) . . ? N5 C5 H5A 109.7 . . ? C4 C5 H5A 109.7 . . ? N5 C5 H5B 109.7 . . ? C4 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? C7 C6 C11 119.87(14) . . ? C7 C6 N5 120.16(13) . . ? C11 C6 N5 119.95(13) . . ? C8 C7 C6 119.99(15) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C9 C8 C7 120.18(15) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C10 C9 C8 119.93(14) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 120.24(14) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C10 C11 C6 119.74(14) . . ? C10 C11 H11 120.1 . . ? C6 C11 H11 120.1 . . ? O2 C12 N5 120.97(14) . . ? O2 C12 C13 121.52(13) . . ? N5 C12 C13 117.48(12) . . ? N6 C13 C12 110.23(12) . . ? N6 C13 H13A 109.6 . . ? C12 C13 H13A 109.6 . . ? N6 C13 H13B 109.6 . . ? C12 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? C15 C14 C19 120.33(15) . . ? C15 C14 N6 120.85(14) . . ? C19 C14 N6 118.82(14) . . ? C14 C15 C16 119.45(17) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C17 C16 C15 120.23(18) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C18 C17 C16 120.12(17) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 120.28(17) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C14 C19 C18 119.56(17) . . ? C14 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? O3 C20 N6 122.26(13) . . ? O3 C20 C21 120.95(14) . . ? N6 C20 C21 116.78(13) . . ? N7 C21 C20 112.12(12) . . ? N7 C21 H21A 109.2 . . ? C20 C21 H21A 109.2 . . ? N7 C21 H21B 109.2 . . ? C20 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? N7 C22 C23 113.46(13) . . ? N7 C22 H22A 108.9 . . ? C23 C22 H22A 108.9 . . ? N7 C22 H22B 108.9 . . ? C23 C22 H22B 108.9 . . ? H22A C22 H22B 107.7 . . ? O4 C23 C22 108.95(13) . . ? O4 C23 H23A 109.9 . . ? C22 C23 H23A 109.9 . . ? O4 C23 H23B 109.9 . . ? C22 C23 H23B 109.9 . . ? H23A C23 H23B 108.3 . . ? O4 C24 H24A 109.5 . . ? O4 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O4 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O5 C25 N7 122.95(15) . . ? O5 C25 C26 121.84(14) . . ? N7 C25 C26 115.20(13) . . ? N8 C26 C25 112.81(13) . . ? N8 C26 H26A 109.0 . . ? C25 C26 H26A 109.0 . . ? N8 C26 H26B 109.0 . . ? C25 C26 H26B 109.0 . . ? H26A C26 H26B 107.8 . . ? O6 C30 N8 122.97(15) . . ? O6 C30 C31 120.96(15) . . ? N8 C30 C31 116.07(13) . . ? N9 C31 C30 111.55(13) . . ? N9 C31 H31A 109.3 . . ? C30 C31 H31A 109.3 . . ? N9 C31 H31B 109.3 . . ? C30 C31 H31B 109.3 . . ? H31A C31 H31B 108.0 . . ? C37 C32 C33 119.7(6) . . ? C37 C32 N9 122.4(5) . . ? C33 C32 N9 117.9(7) . . ? C32 C33 C34 119.6(6) . . ? C32 C33 H33 120.2 . . ? C34 C33 H33 120.2 . . ? C35 C34 C33 120.1(6) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C36 C35 C34 119.9(6) . . ? C36 C35 H35 120.1 . . ? C34 C35 H35 120.1 . . ? C35 C36 C37 121.2(4) . . ? C35 C36 H36 119.4 . . ? C37 C36 H36 119.4 . . ? C36 C37 C32 119.5(4) . . ? C36 C37 H37 120.2 . . ? C32 C37 H37 120.2 . . ? C37' C32' C33' 121.9(11) . . ? C37' C32' N9 115.7(11) . . ? C33' C32' N9 122.3(15) . . ? C34' C33' C32' 117.4(12) . . ? C34' C33' H33' 121.3 . . ? C32' C33' H33' 121.3 . . ? C33' C34' C35' 122.8(13) . . ? C33' C34' H34' 118.6 . . ? C35' C34' H34' 118.6 . . ? C36' C35' C34' 118.9(12) . . ? C36' C35' H35' 120.6 . . ? C34' C35' H35' 120.6 . . ? C35' C36' C37' 120.0(9) . . ? C35' C36' H36' 120.0 . . ? C37' C36' H36' 120.0 . . ? C32' C37' C36' 118.8(8) . . ? C32' C37' H37' 120.6 . . ? C36' C37' H37' 120.6 . . ? O7 C38 N9 121.48(14) . . ? O7 C38 C39 121.99(14) . . ? N9 C38 C39 116.52(13) . . ? N10 C39 C38 110.93(13) . . ? N10 C39 H39A 109.5 . . ? C38 C39 H39A 109.5 . . ? N10 C39 H39B 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 108.0 . . ? C41 C40 C45 121.09(17) . . ? C41 C40 N10 120.22(16) . . ? C45 C40 N10 118.68(16) . . ? C40 C41 C42 119.2(2) . . ? C40 C41 H41 120.4 . . ? C42 C41 H41 120.4 . . ? C43 C42 C41 120.4(2) . . ? C43 C42 H42 119.8 . . ? C41 C42 H42 119.8 . . ? C42 C43 C44 119.94(19) . . ? C42 C43 H43 120.0 . . ? C44 C43 H43 120.0 . . ? C43 C44 C45 120.6(2) . . ? C43 C44 H44 119.7 . . ? C45 C44 H44 119.7 . . ? C44 C45 C40 118.8(2) . . ? C44 C45 H45 120.6 . . ? C40 C45 H45 120.6 . . ? O8 C46 N10 121.97(15) . . ? O8 C46 C47 121.56(15) . . ? N10 C46 C47 116.44(13) . . ? N11 C47 C46 110.90(13) . . ? N11 C47 H47A 109.5 . . ? C46 C47 H47A 109.5 . . ? N11 C47 H47B 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 108.0 . . ? N11 C48 C49 110.53(14) . . ? N11 C48 H48A 109.5 . . ? C49 C48 H48A 109.5 . . ? N11 C48 H48B 109.5 . . ? C49 C48 H48B 109.5 . . ? H48A C48 H48B 108.1 . . ? O9 C49 C48 107.15(14) . . ? O9 C49 H49A 110.3 . . ? C48 C49 H49A 110.3 . . ? O9 C49 H49B 110.3 . . ? C48 C49 H49B 110.3 . . ? H49A C49 H49B 108.5 . . ? O9 C50 H50A 109.5 . . ? O9 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? O9 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O10 C51 N11 123.20(14) . . ? O10 C51 C52 121.83(14) . . ? N11 C51 C52 114.96(13) . . ? N4 C52 C51 113.61(12) . . ? N4 C52 H52A 108.8 . . ? C51 C52 H52A 108.8 . . ? N4 C52 H52B 108.8 . . ? C51 C52 H52B 108.8 . . ? H52A C52 H52B 107.7 . . ? H11A O11 H11B 108.5 . . ? H12A O12 H12B 109.1 . . ? H13C O13 H13D 111.5 . . ? C53 O14 H14A 109.5 . . ? O14 C53 C54 110.2(4) . . ? O14 C53 H53A 109.6 . . ? C54 C53 H53A 109.6 . . ? O14 C53 H53B 109.6 . . ? C54 C53 H53B 109.6 . . ? H53A C53 H53B 108.1 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C55 O15 H15A 109.5 . . ? O15 C55 C56 111.5(8) . . ? O15 C55 H55A 109.3 . . ? C56 C55 H55A 109.3 . . ? O15 C55 H55B 109.3 . . ? C56 C55 H55B 109.3 . . ? H55A C55 H55B 108.0 . . ? C55 C56 H56A 109.5 . . ? C55 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? C55 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.531 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.050 # start Validation Reply Form _vrf_PLAT413_11ktk4h ; PROBLEM: Short Inter XH3 .. XHn H16 .. H56A .. 1.93 Ang. RESPONSE: H56A belongs to the methyl group in a disordered ethanol molecule. ; _vrf_PLAT417_11ktk4h ; PROBLEM: Short Inter D-H..H-D H11A .. H13D .. 2.08 Ang. Short Inter D-H..H-D H11A .. H14A .. 2.09 Ang. RESPONSE: H13D and H14A belong to the disordered water and ethanol molecule. ; # end Validation Reply Form # Attachment '- Crystal_bicyclic_5_Conformer 2.cif' data_Crystal_bicyclic_5_Conformer_2 _database_code_depnum_ccdc_archive 'CCDC 884809' #TrackingRef '- Crystal_bicyclic_5_Conformer 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C53.53 H67.58 N11 O12.86' _chemical_formula_weight 1070.83 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 10.9563(8) _cell_length_b 13.8555(10) _cell_length_c 19.2000(15) _cell_angle_alpha 70.9220(10) _cell_angle_beta 84.6990(10) _cell_angle_gamma 78.5820(10) _cell_volume 2698.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9465 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 27.53 _exptl_crystal_description block _exptl_crystal_colour white _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1137 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9709 _exptl_absorpt_correction_T_max 0.9802 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 54039 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0256 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 27.56 _reflns_number_total 12423 _reflns_number_gt 9848 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0605P)^2^+1.4857P] 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 12423 _refine_ls_number_parameters 797 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.0624 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1306 _refine_ls_wR_factor_gt 0.1204 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.12637(10) 0.95676(9) 0.25803(6) 0.0249(2) Uani 1 1 d . . . O2 O 0.05794(10) 0.74177(9) 0.34547(6) 0.0238(2) Uani 1 1 d . A . O3 O 0.00722(10) 0.60759(9) 0.51531(7) 0.0277(3) Uani 1 1 d . . . O4 O -0.41462(11) 0.59033(9) 0.63585(7) 0.0317(3) Uani 1 1 d . . . O5 O -0.29554(11) 0.51053(9) 0.43935(7) 0.0299(3) Uani 1 1 d . A . O6 O -0.20750(11) 0.57311(11) 0.22393(7) 0.0360(3) Uani 1 1 d . . . O7 O 0.05940(11) 0.64615(9) 0.20573(6) 0.0278(3) Uani 1 1 d . . . O8 O 0.35445(11) 0.59862(9) 0.15009(6) 0.0306(3) Uani 1 1 d . B . O9 O 0.64137(11) 0.83061(10) -0.09293(7) 0.0358(3) Uani 1 1 d . . . O10 O 0.41631(10) 0.88497(10) 0.10782(7) 0.0303(3) Uani 1 1 d . . . N1' N -0.2048(10) 0.9601(9) 0.1848(8) 0.0264(3) Uani 0.0978(14) 1 d PD A 2 N2' N -0.3253(10) 1.0025(11) 0.1891(9) 0.0395(4) Uani 0.0978(14) 1 d PD A 2 N3' N -0.3919(12) 0.9275(10) 0.2130(9) 0.0364(4) Uani 0.0978(14) 1 d PD A 2 C1' C -0.3127(12) 0.8386(12) 0.2205(12) 0.0294(4) Uani 0.0978(14) 1 d PD A 2 C2' C -0.1913(12) 0.8552(10) 0.2066(9) 0.0251(4) Uani 0.0978(14) 1 d PD A 2 H2' H -0.1167 0.8054 0.2113 0.030 Uiso 0.0978(14) 1 calc PR A 2 C3' C -0.3546(17) 0.7361(16) 0.2606(18) 0.0286(5) Uani 0.0978(14) 1 d PD A 2 H3C H -0.4295 0.7485 0.2917 0.034 Uiso 0.0978(14) 1 calc PR A 2 H3D H -0.3782 0.7074 0.2238 0.034 Uiso 0.0978(14) 1 calc PR A 2 C27' C 0.1075(17) 1.0166(15) 0.1037(18) 0.0229(5) Uani 0.0978(14) 1 d PD A 2 H27C H 0.1479 1.0294 0.0540 0.027 Uiso 0.0978(14) 1 calc PR A 2 H27D H 0.1186 1.0725 0.1228 0.027 Uiso 0.0978(14) 1 calc PR A 2 C28' C -0.0321(16) 1.0194(16) 0.0980(10) 0.0228(4) Uani 0.0978(14) 1 d PD A 2 H28C H -0.0646 1.0803 0.0559 0.027 Uiso 0.0978(14) 1 calc PR A 2 H28D H -0.0425 0.9565 0.0872 0.027 Uiso 0.0978(14) 1 calc PR A 2 C29' C -0.1108(15) 1.0252(16) 0.1674(9) 0.0318(4) Uani 0.0978(14) 1 d PD A 2 H29C H -0.0553 1.0038 0.2097 0.038 Uiso 0.0978(14) 1 calc PR A 2 H29D H -0.1520 1.0981 0.1601 0.038 Uiso 0.0978(14) 1 calc PR A 2 N4 N 0.16722(11) 0.91661(10) 0.15240(7) 0.0201(3) Uani 1 1 d D . . N5 N 0.24934(11) 0.77863(10) 0.34588(7) 0.0187(3) Uani 1 1 d . A . N6 N -0.02796(11) 0.78266(10) 0.47099(7) 0.0200(3) Uani 1 1 d . . . N7 N -0.24294(11) 0.59899(10) 0.50918(7) 0.0213(3) Uani 1 1 d . A . N8 N -0.25834(12) 0.65985(11) 0.30705(8) 0.0261(3) Uani 1 1 d D . . N9 N 0.02683(12) 0.48703(10) 0.27517(7) 0.0212(3) Uani 1 1 d D . . N10 N 0.18846(12) 0.58386(10) 0.09539(7) 0.0240(3) Uani 1 1 d . B . N11 N 0.38930(12) 0.77935(11) 0.04428(7) 0.0243(3) Uani 1 1 d . . . C4 C 0.17760(13) 0.89642(12) 0.22535(8) 0.0194(3) Uani 1 1 d . A . C5 C 0.25990(14) 0.79362(12) 0.26685(8) 0.0205(3) Uani 1 1 d . . . H5A H 0.2333 0.7353 0.2568 0.025 Uiso 1 1 calc R A . H5B H 0.3477 0.7948 0.2496 0.025 Uiso 1 1 calc R . . C6 C 0.33905(13) 0.81039(12) 0.37946(8) 0.0187(3) Uani 1 1 d . . . C7 C 0.37527(14) 0.90611(12) 0.34575(9) 0.0240(3) Uani 1 1 d . A . H7 H 0.3394 0.9511 0.3008 0.029 Uiso 1 1 calc R . . C8 C 0.46391(15) 0.93591(13) 0.37786(10) 0.0273(3) Uani 1 1 d . . . H8 H 0.4899 1.0006 0.3542 0.033 Uiso 1 1 calc R A . C9 C 0.51454(14) 0.87144(13) 0.44432(9) 0.0252(3) Uani 1 1 d . A . H9 H 0.5735 0.8928 0.4668 0.030 Uiso 1 1 calc R . . C10 C 0.47899(13) 0.77581(13) 0.47787(9) 0.0229(3) Uani 1 1 d . . . H10 H 0.5136 0.7317 0.5234 0.027 Uiso 1 1 calc R A . C11 C 0.39272(13) 0.74416(12) 0.44505(8) 0.0199(3) Uani 1 1 d . A . H11 H 0.3705 0.6777 0.4673 0.024 Uiso 1 1 calc R . . C12 C 0.13441(13) 0.76413(11) 0.37738(8) 0.0196(3) Uani 1 1 d . . . C13 C 0.10422(13) 0.78028(13) 0.45254(8) 0.0216(3) Uani 1 1 d . A . H13A H 0.1536 0.7232 0.4907 0.026 Uiso 1 1 calc R . . H13B H 0.1271 0.8464 0.4514 0.026 Uiso 1 1 calc R . . C14 C -0.11159(13) 0.88031(12) 0.44636(9) 0.0217(3) Uani 1 1 d . . . C15 C -0.14692(16) 0.92233(13) 0.37357(10) 0.0278(3) Uani 1 1 d . . . H15 H -0.1147 0.8875 0.3388 0.033 Uiso 1 1 calc R . . C16 C -0.22989(17) 1.01591(14) 0.35181(11) 0.0363(4) Uani 1 1 d . . . H16 H -0.2553 1.0447 0.3021 0.044 Uiso 1 1 calc R . . C17 C -0.27564(16) 1.06726(14) 0.40225(12) 0.0373(4) Uani 1 1 d . . . H17 H -0.3331 1.1308 0.3873 0.045 Uiso 1 1 calc R . . C18 C -0.23812(16) 1.02643(14) 0.47405(12) 0.0356(4) Uani 1 1 d . . . H18 H -0.2690 1.0623 0.5084 0.043 Uiso 1 1 calc R . . C19 C -0.15522(15) 0.93294(13) 0.49658(10) 0.0281(3) Uani 1 1 d . . . H19 H -0.1286 0.9052 0.5460 0.034 Uiso 1 1 calc R . . C20 C -0.06590(13) 0.68948(12) 0.49998(8) 0.0205(3) Uani 1 1 d . . . C21 C -0.20596(13) 0.69190(12) 0.51357(9) 0.0204(3) Uani 1 1 d . . . H21A H -0.2297 0.6987 0.5630 0.024 Uiso 1 1 calc R . . H21B H -0.2513 0.7535 0.4766 0.024 Uiso 1 1 calc R . . C22 C -0.24368(15) 0.51030(12) 0.57627(9) 0.0262(3) Uani 1 1 d . . . H22A H -0.1877 0.5155 0.6120 0.031 Uiso 1 1 calc R . . H22B H -0.2100 0.4458 0.5641 0.031 Uiso 1 1 calc R . . C23 C -0.37141(16) 0.50282(13) 0.61206(10) 0.0279(3) Uani 1 1 d . . . H23A H -0.4294 0.5004 0.5763 0.033 Uiso 1 1 calc R . . H23B H -0.3674 0.4385 0.6547 0.033 Uiso 1 1 calc R . . C24 C -0.5352(2) 0.5859(2) 0.67065(13) 0.0560(6) Uani 1 1 d . . . H24A H -0.5931 0.5813 0.6363 0.084 Uiso 1 1 calc R . . H24B H -0.5650 0.6486 0.6848 0.084 Uiso 1 1 calc R . . H24C H -0.5304 0.5246 0.7148 0.084 Uiso 1 1 calc R . . C25 C -0.26169(13) 0.58699(12) 0.44388(9) 0.0227(3) Uani 1 1 d . . . C26 C -0.23465(14) 0.67592(13) 0.37515(9) 0.0234(3) Uani 1 1 d . A . H26A H -0.2871 0.7416 0.3779 0.028 Uiso 1 1 calc R . . H26B H -0.1464 0.6830 0.3747 0.028 Uiso 1 1 calc R . . C30 C -0.18321(14) 0.59074(14) 0.27916(9) 0.0264(3) Uani 1 1 d . A . C31 C -0.06304(14) 0.53517(13) 0.32017(9) 0.0234(3) Uani 1 1 d . A . H31A H -0.0259 0.5857 0.3340 0.028 Uiso 1 1 calc R . . H31B H -0.0827 0.4813 0.3661 0.028 Uiso 1 1 calc R . . C32 C 0.0520(9) 0.3775(5) 0.2893(7) 0.0205(13) Uani 0.621(9) 1 d P B 1 C33 C -0.0483(7) 0.3283(9) 0.2900(6) 0.0347(13) Uani 0.621(9) 1 d P B 1 H33 H -0.1309 0.3666 0.2853 0.042 Uiso 0.621(9) 1 calc PR B 1 C34 C -0.0260(7) 0.2220(7) 0.2979(5) 0.0480(17) Uani 0.621(9) 1 d PU B 1 H34 H -0.0935 0.1885 0.2972 0.058 Uiso 0.621(9) 1 calc PR B 1 C35 C 0.0939(7) 0.1659(5) 0.3066(3) 0.0433(16) Uani 0.621(9) 1 d PU B 1 H35 H 0.1089 0.0939 0.3119 0.052 Uiso 0.621(9) 1 calc PR B 1 C36 C 0.1915(6) 0.2143(4) 0.3075(3) 0.0342(11) Uani 0.621(9) 1 d P B 1 H36 H 0.2736 0.1752 0.3136 0.041 Uiso 0.621(9) 1 calc PR B 1 C37 C 0.1721(6) 0.3196(5) 0.2996(4) 0.0232(9) Uani 0.621(9) 1 d P B 1 H37 H 0.2402 0.3518 0.3013 0.028 Uiso 0.621(9) 1 calc PR B 1 C32' C 0.0256(16) 0.3783(8) 0.2841(13) 0.0205(13) Uani 0.379(9) 1 d PD B 2 C33' C -0.0827(13) 0.3421(17) 0.2851(12) 0.0347(13) Uani 0.379(9) 1 d P B 2 H33' H -0.1609 0.3877 0.2774 0.042 Uiso 0.379(9) 1 calc PR B 2 C34' C -0.0737(10) 0.2387(13) 0.2976(10) 0.0480(17) Uani 0.379(9) 1 d P B 2 H34' H -0.1481 0.2115 0.3018 0.058 Uiso 0.379(9) 1 calc PR B 2 C35' C 0.0391(12) 0.1713(11) 0.3045(7) 0.0433(16) Uani 0.379(9) 1 d P B 2 H35' H 0.0423 0.1002 0.3100 0.052 Uiso 0.379(9) 1 calc PR B 2 C36' C 0.1452(10) 0.2084(8) 0.3032(6) 0.0342(11) Uani 0.379(9) 1 d PD B 2 H36' H 0.2235 0.1631 0.3080 0.041 Uiso 0.379(9) 1 calc PR B 2 C37' C 0.1393(9) 0.3135(8) 0.2947(7) 0.0232(9) Uani 0.379(9) 1 d PD B 2 H37' H 0.2127 0.3394 0.2963 0.028 Uiso 0.379(9) 1 calc PR B 2 C38 C 0.07793(14) 0.55308(12) 0.21578(8) 0.0210(3) Uani 1 1 d . B . C39 C 0.15752(16) 0.50442(12) 0.16191(9) 0.0258(3) Uani 1 1 d . . . H39A H 0.2351 0.4617 0.1859 0.031 Uiso 1 1 calc R B . H39B H 0.1114 0.4584 0.1489 0.031 Uiso 1 1 calc R . . C40 C 0.10770(16) 0.61644(13) 0.03396(9) 0.0268(3) Uani 1 1 d . . . C41 C -0.00582(19) 0.67929(15) 0.03565(12) 0.0399(4) Uani 1 1 d . B . H41 H -0.0318 0.7015 0.0774 0.048 Uiso 1 1 calc R . . C42 C -0.0823(2) 0.71005(16) -0.02458(14) 0.0493(6) Uani 1 1 d . . . H42 H -0.1611 0.7532 -0.0238 0.059 Uiso 1 1 calc R B . C43 C -0.0446(2) 0.67849(17) -0.08488(12) 0.0511(6) Uani 1 1 d . B . H43 H -0.0961 0.7013 -0.1264 0.061 Uiso 1 1 calc R . . C44 C 0.0685(2) 0.6135(2) -0.08531(12) 0.0549(6) Uani 1 1 d . . . H44 H 0.0936 0.5906 -0.1268 0.066 Uiso 1 1 calc R B . C45 C 0.14557(19) 0.58153(18) -0.02577(11) 0.0419(5) Uani 1 1 d . B . H45 H 0.2231 0.5364 -0.0259 0.050 Uiso 1 1 calc R . . C46 C 0.28756(14) 0.62758(12) 0.09629(9) 0.0233(3) Uani 1 1 d . . . C47 C 0.31052(15) 0.71721(13) 0.02791(8) 0.0236(3) Uani 1 1 d . B . H47A H 0.3509 0.6894 -0.0115 0.028 Uiso 1 1 calc R . . H47B H 0.2299 0.7614 0.0098 0.028 Uiso 1 1 calc R . . C48 C 0.51661(15) 0.77289(14) 0.01389(9) 0.0293(4) Uani 1 1 d . C 1 H48A H 0.5466 0.7030 0.0091 0.035 Uiso 1 1 calc R C 1 H48B H 0.5717 0.7834 0.0478 0.035 Uiso 1 1 calc R C 1 C49 C 0.52243(16) 0.85438(14) -0.06101(10) 0.0309(4) Uani 1 1 d . C 1 H49A H 0.4565 0.8531 -0.0925 0.037 Uiso 1 1 calc R C 1 H49B H 0.5101 0.9244 -0.0556 0.037 Uiso 1 1 calc R C 1 C50 C 0.65385(19) 0.90287(15) -0.16398(11) 0.0377(4) Uani 1 1 d . C 1 H50A H 0.7360 0.8841 -0.1857 0.057 Uiso 1 1 calc R C 1 H50B H 0.6451 0.9726 -0.1599 0.057 Uiso 1 1 calc R C 1 H50C H 0.5890 0.9018 -0.1955 0.057 Uiso 1 1 calc R C 1 C51 C 0.34918(14) 0.83802(13) 0.08852(8) 0.0223(3) Uani 1 1 d . A 1 C52 C 0.21244(13) 0.84139(12) 0.11385(8) 0.0205(3) Uani 1 1 d . A 1 H52A H 0.1610 0.8583 0.0703 0.025 Uiso 1 1 calc R A 1 H52B H 0.2016 0.7716 0.1468 0.025 Uiso 1 1 calc R A 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0231(5) 0.0254(6) 0.0254(6) -0.0102(5) -0.0031(4) 0.0029(4) O2 0.0188(5) 0.0298(6) 0.0269(6) -0.0126(5) -0.0012(4) -0.0074(4) O3 0.0177(5) 0.0262(6) 0.0332(6) -0.0042(5) -0.0012(4) 0.0014(4) O4 0.0323(6) 0.0314(6) 0.0288(6) -0.0097(5) 0.0050(5) -0.0024(5) O5 0.0229(6) 0.0329(6) 0.0394(7) -0.0181(5) 0.0056(5) -0.0096(5) O6 0.0237(6) 0.0578(8) 0.0342(7) -0.0268(6) -0.0056(5) -0.0022(6) O7 0.0306(6) 0.0212(6) 0.0301(6) -0.0091(5) 0.0031(5) -0.0010(5) O8 0.0266(6) 0.0333(7) 0.0268(6) -0.0055(5) -0.0049(5) 0.0013(5) O9 0.0267(6) 0.0401(7) 0.0362(7) -0.0086(6) 0.0088(5) -0.0059(5) O10 0.0195(5) 0.0444(7) 0.0334(6) -0.0190(6) 0.0002(5) -0.0095(5) N1 0.0166(7) 0.0364(9) 0.0247(8) -0.0087(6) -0.0039(6) -0.0016(6) N2 0.0230(8) 0.0488(11) 0.0353(9) 0.0025(8) -0.0110(7) -0.0025(7) N3 0.0222(8) 0.0408(10) 0.0350(9) 0.0025(7) -0.0090(7) -0.0011(7) C1 0.0194(8) 0.0248(10) 0.0221(9) -0.0064(8) -0.0031(7) 0.0003(8) C2 0.0160(8) 0.0307(9) 0.0268(9) -0.0078(7) -0.0054(6) -0.0004(7) C3 0.0197(10) 0.0223(8) 0.0225(11) -0.0027(7) -0.0039(10) -0.0005(8) C27 0.0117(9) 0.0430(12) 0.0321(13) -0.0138(9) -0.0009(9) -0.0037(8) C28 0.0154(9) 0.0437(11) 0.0288(9) -0.0129(8) 0.0006(9) -0.0023(8) C29 0.0219(9) 0.0472(12) 0.0308(10) -0.0160(9) -0.0003(7) -0.0108(8) N1' 0.0166(7) 0.0364(9) 0.0247(8) -0.0087(6) -0.0039(6) -0.0016(6) N2' 0.0230(8) 0.0488(11) 0.0353(9) 0.0025(8) -0.0110(7) -0.0025(7) N3' 0.0222(8) 0.0408(10) 0.0350(9) 0.0025(7) -0.0090(7) -0.0011(7) C1' 0.0154(9) 0.0437(11) 0.0288(9) -0.0129(8) 0.0006(9) -0.0023(8) C2' 0.0160(8) 0.0307(9) 0.0268(9) -0.0078(7) -0.0054(6) -0.0004(7) C3' 0.0117(9) 0.0430(12) 0.0321(13) -0.0138(9) -0.0009(9) -0.0037(8) C27' 0.0197(10) 0.0223(8) 0.0225(11) -0.0027(7) -0.0039(10) -0.0005(8) C28' 0.0194(8) 0.0248(10) 0.0221(9) -0.0064(8) -0.0031(7) 0.0003(8) C29' 0.0219(9) 0.0472(12) 0.0308(10) -0.0160(9) -0.0003(7) -0.0108(8) N4 0.0168(6) 0.0216(6) 0.0201(6) -0.0051(5) -0.0025(5) -0.0006(5) N5 0.0140(6) 0.0229(6) 0.0187(6) -0.0063(5) -0.0004(5) -0.0024(5) N6 0.0121(6) 0.0256(7) 0.0221(6) -0.0077(5) 0.0003(5) -0.0028(5) N7 0.0160(6) 0.0211(6) 0.0253(7) -0.0055(5) 0.0006(5) -0.0034(5) N8 0.0156(6) 0.0386(8) 0.0258(7) -0.0137(6) -0.0014(5) -0.0023(5) N9 0.0200(6) 0.0231(6) 0.0213(6) -0.0088(5) 0.0014(5) -0.0034(5) N10 0.0234(7) 0.0242(7) 0.0212(6) -0.0053(5) 0.0015(5) -0.0010(5) N11 0.0175(6) 0.0337(7) 0.0226(7) -0.0103(6) 0.0018(5) -0.0052(5) C4 0.0143(6) 0.0214(7) 0.0218(7) -0.0058(6) -0.0014(5) -0.0026(5) C5 0.0167(7) 0.0240(8) 0.0186(7) -0.0065(6) -0.0014(5) 0.0013(6) C6 0.0110(6) 0.0244(7) 0.0204(7) -0.0084(6) 0.0007(5) -0.0008(5) C7 0.0184(7) 0.0263(8) 0.0237(8) -0.0029(6) -0.0017(6) -0.0042(6) C8 0.0195(7) 0.0265(8) 0.0346(9) -0.0061(7) -0.0012(6) -0.0068(6) C9 0.0136(7) 0.0324(9) 0.0324(9) -0.0143(7) -0.0027(6) -0.0026(6) C10 0.0134(7) 0.0297(8) 0.0237(8) -0.0091(6) -0.0020(6) 0.0022(6) C11 0.0129(6) 0.0223(7) 0.0223(7) -0.0064(6) 0.0008(5) 0.0003(5) C12 0.0160(7) 0.0191(7) 0.0226(7) -0.0058(6) -0.0010(5) -0.0019(5) C13 0.0133(7) 0.0307(8) 0.0230(7) -0.0109(6) 0.0011(5) -0.0058(6) C14 0.0142(7) 0.0225(7) 0.0295(8) -0.0086(6) 0.0008(6) -0.0055(6) C15 0.0267(8) 0.0255(8) 0.0307(9) -0.0077(7) -0.0044(7) -0.0040(6) C16 0.0328(9) 0.0266(9) 0.0456(11) -0.0045(8) -0.0116(8) -0.0036(7) C17 0.0236(8) 0.0220(8) 0.0646(13) -0.0117(8) -0.0034(8) -0.0023(7) C18 0.0230(8) 0.0321(9) 0.0582(12) -0.0249(9) 0.0082(8) -0.0061(7) C19 0.0215(8) 0.0321(9) 0.0343(9) -0.0154(7) 0.0037(7) -0.0066(7) C20 0.0153(7) 0.0253(8) 0.0193(7) -0.0062(6) -0.0008(5) -0.0014(6) C21 0.0144(7) 0.0224(7) 0.0239(7) -0.0074(6) 0.0009(5) -0.0024(5) C22 0.0216(8) 0.0220(8) 0.0302(8) -0.0035(6) -0.0003(6) -0.0008(6) C23 0.0276(8) 0.0240(8) 0.0298(9) -0.0051(7) 0.0029(7) -0.0070(6) C24 0.0493(13) 0.0614(15) 0.0479(13) -0.0157(11) 0.0248(10) -0.0034(11) C25 0.0117(6) 0.0269(8) 0.0300(8) -0.0116(7) 0.0023(6) -0.0015(6) C26 0.0179(7) 0.0292(8) 0.0249(8) -0.0121(6) 0.0018(6) -0.0032(6) C30 0.0172(7) 0.0383(9) 0.0264(8) -0.0137(7) -0.0001(6) -0.0052(6) C31 0.0185(7) 0.0309(8) 0.0221(7) -0.0117(6) 0.0000(6) -0.0020(6) C32 0.024(4) 0.0253(8) 0.016(2) -0.0076(8) -0.003(3) -0.0102(15) C33 0.037(4) 0.040(3) 0.0296(19) -0.006(2) -0.005(3) -0.019(3) C34 0.071(5) 0.042(3) 0.0403(13) -0.013(2) 0.006(4) -0.034(4) C35 0.078(5) 0.0257(14) 0.0315(12) -0.0112(10) 0.005(3) -0.021(3) C36 0.055(3) 0.0230(11) 0.0232(12) -0.0083(9) 0.001(2) -0.002(2) C37 0.028(3) 0.0234(11) 0.0201(13) -0.0083(8) -0.0025(19) -0.0047(16) C32' 0.024(4) 0.0253(8) 0.016(2) -0.0076(8) -0.003(3) -0.0102(15) C33' 0.037(4) 0.040(3) 0.0296(19) -0.006(2) -0.005(3) -0.019(3) C34' 0.071(5) 0.042(3) 0.0403(13) -0.013(2) 0.006(4) -0.034(4) C35' 0.078(5) 0.0257(14) 0.0315(12) -0.0112(10) 0.005(3) -0.021(3) C36' 0.055(3) 0.0230(11) 0.0232(12) -0.0083(9) 0.001(2) -0.002(2) C37' 0.028(3) 0.0234(11) 0.0201(13) -0.0083(8) -0.0025(19) -0.0047(16) C38 0.0179(7) 0.0226(8) 0.0222(7) -0.0080(6) -0.0020(6) -0.0006(6) C39 0.0295(8) 0.0212(8) 0.0239(8) -0.0062(6) 0.0049(6) -0.0021(6) C40 0.0280(8) 0.0259(8) 0.0258(8) -0.0046(6) -0.0020(6) -0.0087(6) C41 0.0394(10) 0.0351(10) 0.0442(11) -0.0146(9) -0.0123(9) 0.0041(8) C42 0.0476(12) 0.0341(11) 0.0648(15) -0.0115(10) -0.0272(11) 0.0010(9) C43 0.0720(16) 0.0390(11) 0.0439(12) -0.0002(9) -0.0307(11) -0.0222(11) C44 0.0593(15) 0.0793(17) 0.0354(11) -0.0208(11) -0.0057(10) -0.0272(13) C45 0.0361(10) 0.0617(13) 0.0342(10) -0.0208(9) 0.0015(8) -0.0151(9) C46 0.0216(7) 0.0247(8) 0.0217(7) -0.0089(6) 0.0020(6) 0.0019(6) C47 0.0218(7) 0.0294(8) 0.0206(7) -0.0102(6) 0.0006(6) -0.0037(6) C48 0.0174(7) 0.0407(10) 0.0295(9) -0.0134(7) 0.0024(6) -0.0022(7) C49 0.0220(8) 0.0309(9) 0.0367(10) -0.0082(7) 0.0057(7) -0.0047(7) C50 0.0391(10) 0.0393(10) 0.0354(10) -0.0113(8) 0.0113(8) -0.0148(8) C51 0.0178(7) 0.0294(8) 0.0187(7) -0.0063(6) -0.0025(6) -0.0031(6) C52 0.0159(7) 0.0268(8) 0.0195(7) -0.0085(6) -0.0016(5) -0.0032(6) O11 0.0293(7) 0.0658(10) 0.0454(8) -0.0263(7) -0.0082(6) -0.0043(6) O12 0.0467(19) 0.0468(18) 0.090(3) -0.0356(18) 0.0058(17) -0.0056(14) O13 0.0448(17) 0.0484(18) 0.059(2) -0.0275(16) 0.0006(14) -0.0044(14) O14 0.0530(18) 0.0545(19) 0.0401(17) -0.0192(15) -0.0010(14) -0.0101(15) C53 0.039(2) 0.045(2) 0.050(2) -0.0214(19) -0.0051(18) -0.0048(18) C54 0.063(4) 0.061(4) 0.069(4) -0.029(3) -0.026(3) 0.007(3) O15 0.073(5) 0.052(4) 0.053(4) -0.015(3) -0.027(3) -0.004(3) C55 0.056(5) 0.065(6) 0.093(7) -0.023(5) -0.019(5) -0.018(5) C56 0.071(6) 0.054(5) 0.032(4) -0.010(4) 0.001(4) -0.027(4) O16 0.032(6) 0.032(6) 0.059(7) -0.010(5) -0.017(5) -0.007(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C4 1.2246(18) . ? O2 C12 1.2228(18) . ? O3 C20 1.2170(18) . ? O4 C23 1.413(2) . ? O4 C24 1.428(2) . ? O5 C25 1.2203(19) . ? O6 C30 1.226(2) . ? O7 C38 1.2176(19) . ? O8 C46 1.2320(19) . ? O9 C49 1.413(2) . ? O9 C50 1.417(2) . ? O10 C51 1.2242(19) . ? N1 N2 1.337(2) . ? N1 C2 1.352(2) . ? N1 C29 1.451(2) . ? N2 N3 1.323(2) . ? N3 C1 1.351(2) . ? C1 C2 1.356(3) . ? C1 C3 1.502(3) . ? C2 H2 0.9500 . ? C3 N4 1.468(2) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C27 N8 1.471(2) . ? C27 C28 1.531(3) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.538(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? N1' N2' 1.342(9) . ? N1' C2' 1.356(9) . ? N1' C29' 1.45(2) . ? N2' N3' 1.323(9) . ? N3' C1' 1.332(10) . ? C1' C2' 1.382(10) . ? C1' C3' 1.516(10) . ? C2' H2' 0.9500 . ? C3' N8 1.464(10) . ? C3' H3C 0.9900 . ? C3' H3D 0.9900 . ? C27' N4 1.459(10) . ? C27' C28' 1.535(10) . ? C27' H27C 0.9900 . ? C27' H27D 0.9900 . ? C28' C29' 1.535(10) . ? C28' H28C 0.9900 . ? C28' H28D 0.9900 . ? C29' H29C 0.9900 . ? C29' H29D 0.9900 . ? N4 C4 1.3468(19) . ? N4 C52 1.4532(19) . ? N5 C12 1.3681(19) . ? N5 C6 1.4315(18) . ? N5 C5 1.4595(19) . ? N6 C20 1.360(2) . ? N6 C14 1.437(2) . ? N6 C13 1.4553(18) . ? N7 C25 1.356(2) . ? N7 C21 1.4534(19) . ? N7 C22 1.462(2) . ? N8 C30 1.350(2) . ? N8 C26 1.450(2) . ? N9 C38 1.362(2) . ? N9 C32 1.425(7) . ? N9 C31 1.4561(19) . ? N9 C32' 1.462(10) . ? N10 C46 1.348(2) . ? N10 C40 1.437(2) . ? N10 C39 1.451(2) . ? N11 C51 1.348(2) . ? N11 C47 1.451(2) . ? N11 C48 1.459(2) . ? C4 C5 1.536(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.391(2) . ? C6 C11 1.393(2) . ? C7 C8 1.389(2) . ? C7 H7 0.9500 . ? C8 C9 1.387(2) . ? C8 H8 0.9500 . ? C9 C10 1.387(2) . ? C9 H9 0.9500 . ? C10 C11 1.392(2) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.528(2) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.386(2) . ? C14 C19 1.388(2) . ? C15 C16 1.390(2) . ? C15 H15 0.9500 . ? C16 C17 1.384(3) . ? C16 H16 0.9500 . ? C17 C18 1.376(3) . ? C17 H17 0.9500 . ? C18 C19 1.389(3) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.528(2) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.508(2) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.535(2) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C30 C31 1.530(2) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C37 1.393(9) . ? C32 C33 1.400(10) . ? C33 C34 1.404(15) . ? C33 H33 0.9500 . ? C34 C35 1.381(7) . ? C34 H34 0.9500 . ? C35 C36 1.375(6) . ? C35 H35 0.9500 . ? C36 C37 1.391(6) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C32' C37' 1.373(18) . ? C32' C33' 1.373(19) . ? C33' C34' 1.36(3) . ? C33' H33' 0.9500 . ? C34' C35' 1.382(13) . ? C34' H34' 0.9500 . ? C35' C36' 1.355(11) . ? C35' H35' 0.9500 . ? C36' C37' 1.400(9) . ? C36' H36' 0.9500 . ? C37' H37' 0.9500 . ? C38 C39 1.530(2) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.374(3) . ? C40 C45 1.384(3) . ? C41 C42 1.392(3) . ? C41 H41 0.9500 . ? C42 C43 1.369(3) . ? C42 H42 0.9500 . ? C43 C44 1.381(4) . ? C43 H43 0.9500 . ? C44 C45 1.384(3) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C46 C47 1.525(2) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 C49 1.516(2) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 C52 1.528(2) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? O11 H11A 0.8641 . ? O11 H11B 0.8575 . ? O12 H12A 0.8537 . ? O12 H12B 0.8594 . ? O13 H13C 0.8418 . ? O13 H13D 0.8562 . ? O14 C53 1.413(5) . ? O14 H14A 0.8400 . ? C53 C54 1.501(6) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? O15 C55 1.455(8) . ? O15 H15A 0.8400 . ? C55 C56 1.555(9) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? 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 C23 O4 C24 110.75(15) . . ? C49 O9 C50 110.71(14) . . ? N2 N1 C2 110.65(16) . . ? N2 N1 C29 121.45(15) . . ? C2 N1 C29 127.83(16) . . ? N3 N2 N1 107.19(15) . . ? N2 N3 C1 108.34(17) . . ? N3 C1 C2 109.12(17) . . ? N3 C1 C3 122.49(18) . . ? C2 C1 C3 128.37(17) . . ? N1 C2 C1 104.69(16) . . ? N1 C2 H2 127.7 . . ? C1 C2 H2 127.7 . . ? N4 C3 C1 109.03(17) . . ? N4 C3 H3A 109.9 . . ? C1 C3 H3A 109.9 . . ? N4 C3 H3B 109.9 . . ? C1 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? N8 C27 C28 110.45(15) . . ? N8 C27 H27A 109.6 . . ? C28 C27 H27A 109.6 . . ? N8 C27 H27B 109.6 . . ? C28 C27 H27B 109.6 . . ? H27A C27 H27B 108.1 . . ? C27 C28 C29 111.56(19) . . ? C27 C28 H28A 109.3 . . ? C29 C28 H28A 109.3 . . ? C27 C28 H28B 109.3 . . ? C29 C28 H28B 109.3 . . ? H28A C28 H28B 108.0 . . ? N1 C29 C28 114.35(16) . . ? N1 C29 H29A 108.7 . . ? C28 C29 H29A 108.7 . . ? N1 C29 H29B 108.7 . . ? C28 C29 H29B 108.7 . . ? H29A C29 H29B 107.6 . . ? N2' N1' C2' 110.1(12) . . ? N2' N1' C29' 119.8(13) . . ? C2' N1' C29' 129.6(12) . . ? N3' N2' N1' 109.0(13) . . ? N2' N3' C1' 106.7(13) . . ? N3' C1' C2' 111.1(13) . . ? N3' C1' C3' 119.9(15) . . ? C2' C1' C3' 126.6(14) . . ? N1' C2' C1' 102.9(12) . . ? N1' C2' H2' 128.5 . . ? C1' C2' H2' 128.5 . . ? N8 C3' C1' 112.8(13) . . ? N8 C3' H3C 109.0 . . ? C1' C3' H3C 109.0 . . ? N8 C3' H3D 109.0 . . ? C1' C3' H3D 109.0 . . ? H3C C3' H3D 107.8 . . ? N4 C27' C28' 111.2(14) . . ? N4 C27' H27C 109.4 . . ? C28' C27' H27C 109.4 . . ? N4 C27' H27D 109.4 . . ? C28' C27' H27D 109.4 . . ? H27C C27' H27D 108.0 . . ? C29' C28' C27' 115(2) . . ? C29' C28' H28C 108.6 . . ? C27' C28' H28C 108.6 . . ? C29' C28' H28D 108.6 . . ? C27' C28' H28D 108.6 . . ? H28C C28' H28D 107.6 . . ? N1' C29' C28' 112.8(14) . . ? N1' C29' H29C 109.0 . . ? C28' C29' H29C 109.0 . . ? N1' C29' H29D 109.0 . . ? C28' C29' H29D 109.0 . . ? H29C C29' H29D 107.8 . . ? C4 N4 C52 123.94(13) . . ? C4 N4 C27' 123.3(17) . . ? C52 N4 C27' 112.7(17) . . ? C4 N4 C3 117.84(17) . . ? C52 N4 C3 116.56(17) . . ? C12 N5 C6 122.79(12) . . ? C12 N5 C5 114.81(12) . . ? C6 N5 C5 119.48(12) . . ? C20 N6 C14 123.89(12) . . ? C20 N6 C13 116.80(12) . . ? C14 N6 C13 118.42(12) . . ? C25 N7 C21 122.16(13) . . ? C25 N7 C22 118.59(13) . . ? C21 N7 C22 118.73(13) . . ? C30 N8 C26 123.28(13) . . ? C30 N8 C3' 118.8(16) . . ? C26 N8 C3' 116.9(16) . . ? C30 N8 C27 121.12(18) . . ? C26 N8 C27 115.49(17) . . ? C38 N9 C32 122.1(6) . . ? C38 N9 C31 116.10(13) . . ? C32 N9 C31 121.7(6) . . ? C38 N9 C32' 124.5(10) . . ? C31 N9 C32' 116.7(10) . . ? C46 N10 C40 123.46(13) . . ? C46 N10 C39 117.91(13) . . ? C40 N10 C39 118.51(13) . . ? C51 N11 C47 121.74(13) . . ? C51 N11 C48 120.43(13) . . ? C47 N11 C48 117.78(13) . . ? O1 C4 N4 122.67(14) . . ? O1 C4 C5 120.44(13) . . ? N4 C4 C5 116.88(13) . . ? N5 C5 C4 109.64(12) . . ? N5 C5 H5A 109.7 . . ? C4 C5 H5A 109.7 . . ? N5 C5 H5B 109.7 . . ? C4 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? C7 C6 C11 119.87(14) . . ? C7 C6 N5 120.16(13) . . ? C11 C6 N5 119.95(13) . . ? C8 C7 C6 119.99(15) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C9 C8 C7 120.18(15) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C10 C9 C8 119.93(14) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 120.24(14) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C10 C11 C6 119.74(14) . . ? C10 C11 H11 120.1 . . ? C6 C11 H11 120.1 . . ? O2 C12 N5 120.97(14) . . ? O2 C12 C13 121.52(13) . . ? N5 C12 C13 117.48(12) . . ? N6 C13 C12 110.23(12) . . ? N6 C13 H13A 109.6 . . ? C12 C13 H13A 109.6 . . ? N6 C13 H13B 109.6 . . ? C12 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? C15 C14 C19 120.33(15) . . ? C15 C14 N6 120.85(14) . . ? C19 C14 N6 118.82(14) . . ? C14 C15 C16 119.45(17) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C17 C16 C15 120.23(18) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C18 C17 C16 120.12(17) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 120.28(17) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C14 C19 C18 119.56(17) . . ? C14 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? O3 C20 N6 122.26(13) . . ? O3 C20 C21 120.95(14) . . ? N6 C20 C21 116.78(13) . . ? N7 C21 C20 112.12(12) . . ? N7 C21 H21A 109.2 . . ? C20 C21 H21A 109.2 . . ? N7 C21 H21B 109.2 . . ? C20 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? N7 C22 C23 113.46(13) . . ? N7 C22 H22A 108.9 . . ? C23 C22 H22A 108.9 . . ? N7 C22 H22B 108.9 . . ? C23 C22 H22B 108.9 . . ? H22A C22 H22B 107.7 . . ? O4 C23 C22 108.95(13) . . ? O4 C23 H23A 109.9 . . ? C22 C23 H23A 109.9 . . ? O4 C23 H23B 109.9 . . ? C22 C23 H23B 109.9 . . ? H23A C23 H23B 108.3 . . ? O4 C24 H24A 109.5 . . ? O4 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O4 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O5 C25 N7 122.95(15) . . ? O5 C25 C26 121.84(14) . . ? N7 C25 C26 115.20(13) . . ? N8 C26 C25 112.81(13) . . ? N8 C26 H26A 109.0 . . ? C25 C26 H26A 109.0 . . ? N8 C26 H26B 109.0 . . ? C25 C26 H26B 109.0 . . ? H26A C26 H26B 107.8 . . ? O6 C30 N8 122.97(15) . . ? O6 C30 C31 120.96(15) . . ? N8 C30 C31 116.07(13) . . ? N9 C31 C30 111.55(13) . . ? N9 C31 H31A 109.3 . . ? C30 C31 H31A 109.3 . . ? N9 C31 H31B 109.3 . . ? C30 C31 H31B 109.3 . . ? H31A C31 H31B 108.0 . . ? C37 C32 C33 119.7(6) . . ? C37 C32 N9 122.4(5) . . ? C33 C32 N9 117.9(7) . . ? C32 C33 C34 119.6(6) . . ? C32 C33 H33 120.2 . . ? C34 C33 H33 120.2 . . ? C35 C34 C33 120.1(6) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C36 C35 C34 119.9(6) . . ? C36 C35 H35 120.1 . . ? C34 C35 H35 120.1 . . ? C35 C36 C37 121.2(4) . . ? C35 C36 H36 119.4 . . ? C37 C36 H36 119.4 . . ? C36 C37 C32 119.5(4) . . ? C36 C37 H37 120.2 . . ? C32 C37 H37 120.2 . . ? C37' C32' C33' 121.9(11) . . ? C37' C32' N9 115.7(11) . . ? C33' C32' N9 122.3(15) . . ? C34' C33' C32' 117.4(12) . . ? C34' C33' H33' 121.3 . . ? C32' C33' H33' 121.3 . . ? C33' C34' C35' 122.8(13) . . ? C33' C34' H34' 118.6 . . ? C35' C34' H34' 118.6 . . ? C36' C35' C34' 118.9(12) . . ? C36' C35' H35' 120.6 . . ? C34' C35' H35' 120.6 . . ? C35' C36' C37' 120.0(9) . . ? C35' C36' H36' 120.0 . . ? C37' C36' H36' 120.0 . . ? C32' C37' C36' 118.8(8) . . ? C32' C37' H37' 120.6 . . ? C36' C37' H37' 120.6 . . ? O7 C38 N9 121.48(14) . . ? O7 C38 C39 121.99(14) . . ? N9 C38 C39 116.52(13) . . ? N10 C39 C38 110.93(13) . . ? N10 C39 H39A 109.5 . . ? C38 C39 H39A 109.5 . . ? N10 C39 H39B 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 108.0 . . ? C41 C40 C45 121.09(17) . . ? C41 C40 N10 120.22(16) . . ? C45 C40 N10 118.68(16) . . ? C40 C41 C42 119.2(2) . . ? C40 C41 H41 120.4 . . ? C42 C41 H41 120.4 . . ? C43 C42 C41 120.4(2) . . ? C43 C42 H42 119.8 . . ? C41 C42 H42 119.8 . . ? C42 C43 C44 119.94(19) . . ? C42 C43 H43 120.0 . . ? C44 C43 H43 120.0 . . ? C43 C44 C45 120.6(2) . . ? C43 C44 H44 119.7 . . ? C45 C44 H44 119.7 . . ? C44 C45 C40 118.8(2) . . ? C44 C45 H45 120.6 . . ? C40 C45 H45 120.6 . . ? O8 C46 N10 121.97(15) . . ? O8 C46 C47 121.56(15) . . ? N10 C46 C47 116.44(13) . . ? N11 C47 C46 110.90(13) . . ? N11 C47 H47A 109.5 . . ? C46 C47 H47A 109.5 . . ? N11 C47 H47B 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 108.0 . . ? N11 C48 C49 110.53(14) . . ? N11 C48 H48A 109.5 . . ? C49 C48 H48A 109.5 . . ? N11 C48 H48B 109.5 . . ? C49 C48 H48B 109.5 . . ? H48A C48 H48B 108.1 . . ? O9 C49 C48 107.15(14) . . ? O9 C49 H49A 110.3 . . ? C48 C49 H49A 110.3 . . ? O9 C49 H49B 110.3 . . ? C48 C49 H49B 110.3 . . ? H49A C49 H49B 108.5 . . ? O9 C50 H50A 109.5 . . ? O9 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? O9 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O10 C51 N11 123.20(14) . . ? O10 C51 C52 121.83(14) . . ? N11 C51 C52 114.96(13) . . ? N4 C52 C51 113.61(12) . . ? N4 C52 H52A 108.8 . . ? C51 C52 H52A 108.8 . . ? N4 C52 H52B 108.8 . . ? C51 C52 H52B 108.8 . . ? H52A C52 H52B 107.7 . . ? H11A O11 H11B 108.5 . . ? H12A O12 H12B 109.1 . . ? H13C O13 H13D 111.5 . . ? C53 O14 H14A 109.5 . . ? O14 C53 C54 110.2(4) . . ? O14 C53 H53A 109.6 . . ? C54 C53 H53A 109.6 . . ? O14 C53 H53B 109.6 . . ? C54 C53 H53B 109.6 . . ? H53A C53 H53B 108.1 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C55 O15 H15A 109.5 . . ? O15 C55 C56 111.5(8) . . ? O15 C55 H55A 109.3 . . ? C56 C55 H55A 109.3 . . ? O15 C55 H55B 109.3 . . ? C56 C55 H55B 109.3 . . ? H55A C55 H55B 108.0 . . ? C55 C56 H56A 109.5 . . ? C55 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? C55 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.531 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.050 # start Validation Reply Form _vrf_PLAT413_11ktk4h ; PROBLEM: Short Inter XH3 .. XHn H16 .. H56A .. 1.93 Ang. RESPONSE: H56A belongs to the methyl group in a disordered ethanol molecule. ; _vrf_PLAT417_11ktk4h ; PROBLEM: Short Inter D-H..H-D H11A .. H13D .. 2.08 Ang. Short Inter D-H..H-D H11A .. H14A .. 2.09 Ang. RESPONSE: H13D and H14A belong to the disordered water and ethanol molecule. ;