# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 182/1457 data_total _audit_creation_method SHELXL-97 _publ_contact_author_name 'Carlo Floriani' _publ_contact_author_address ; Institut de Chimie Min\'erale et Analytique BCH # 3307 Universit\'e de Lausanne CH-1015 Lausanne Switzerland ; _publ_contact_author_email 'carlo.floriani@icma.unil.ch' _publ_contact_author_fax '+4121 692 3905' _publ_contact_author_phone '+4121 692 3902' _publ_section_title ; A Cylindrical Cavity with Two Different Hydrogen-Binding Boundaries: the Calix[4]arene Skeleton Screwed onto the meso-Positions of the Calix[4]pyrrole ; loop_ _publ_author_name _publ_author_address 'Bonomo, Lucia' ; Institut de Chimie Min\'erale et Analytique BCH Universit\'e de Lausanne CH-1015 Lausanne Switzerland ; 'Solari, Euro' ; Institut de Chimie Min\'erale et Analytique BCH Universit\'e de Lausanne CH-1015 Lausanne Switzerland ; 'Toraman, G\"ulsen' ; Institut de Chimie Min\'erale et Analytique BCH Universit\'e de Lausanne CH-1015 Lausanne Switzerland ; 'Scopelliti, Rosario' ; Institut de Chimie Min\'erale et Analytique BCH Universit\'e de Lausanne CH-1015 Lausanne Switzerland ; 'Latronico, Mario' ; Dipartimento di Ingegneria e Fisica dell'Ambiente Universit\'a della Basilicata I-85100 Potenza Italy ; 'Floriani, Carlo' ; Institut de Chimie Min\'erale et Analytique BCH Universit\'e de Lausanne CH-1015 Lausanne Switzerland ; data_1a.dmf _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H44 N4 O4, C4 H8 O, 3(C3 H7 N O)' _chemical_formula_sum 'C61 H73 N7 O8' _chemical_formula_weight 1032.26 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.960(2) _cell_length_b 21.081(4) _cell_length_c 24.039(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.42(3) _cell_angle_gamma 90.00 _cell_volume 5554.0(19) _cell_formula_units_Z 4 _cell_measurement_temperature 143(2) _cell_measurement_reflns_used '85 spots from the first image' _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.235 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 143(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'mar345 IPDS' _diffrn_measurement_method 'phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19848 _diffrn_reflns_av_R_equivalents 0.0831 _diffrn_reflns_av_sigmaI/netI 0.0864 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.28 _diffrn_reflns_theta_max 24.26 _reflns_number_total 6736 _reflns_number_gt 3355 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'marresearch, mar345, release 1.2.11' _computing_cell_refinement 'marresearch, marHKL, release 1.9.1' _computing_data_reduction 'marresearch, marHKL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker, SHELXTL, release 5.1' _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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0105(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6736 _refine_ls_number_parameters 686 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1643 _refine_ls_R_factor_gt 0.0942 _refine_ls_wR_factor_ref 0.2662 _refine_ls_wR_factor_gt 0.2387 _refine_ls_goodness_of_fit_ref 1.378 _refine_ls_restrained_S_all 1.378 _refine_ls_shift/su_max 0.938 _refine_ls_shift/su_mean 0.037 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 N1 N 0.0069(4) -0.1365(3) -0.2376(2) 0.0745(15) Uani 1 1 d . . . H1 H -0.0408 -0.1187 -0.2128 0.080 Uiso 1 1 calc R . . C1 C 0.0638(5) -0.1048(3) -0.2797(3) 0.0729(18) Uani 1 1 d . . . C2 C 0.1264(5) -0.1496(4) -0.3093(3) 0.085(2) Uani 1 1 d . . . H2 H 0.1745 -0.1420 -0.3413 0.080 Uiso 1 1 calc R . . C3 C 0.1071(6) -0.2087(4) -0.2840(3) 0.085(2) Uani 1 1 d . . . H3 H 0.1396 -0.2480 -0.2962 0.080 Uiso 1 1 calc R . . C4 C 0.0345(5) -0.2002(3) -0.2394(3) 0.0724(18) Uani 1 1 d . . . C5 C -0.0114(5) -0.2471(3) -0.1970(3) 0.0733(18) Uani 1 1 d . . . N2 N -0.2329(4) -0.2146(2) -0.1929(2) 0.0690(14) Uani 1 1 d . . . H2A H -0.2168 -0.1752 -0.1833 0.080 Uiso 1 1 calc R . . C6 C -0.1469(5) -0.2606(3) -0.2039(3) 0.0671(17) Uani 1 1 d . . . C7 C -0.2078(5) -0.3145(3) -0.2183(3) 0.0730(18) Uani 1 1 d . . . H7 H -0.1726 -0.3537 -0.2291 0.080 Uiso 1 1 calc R . . C8 C -0.3342(6) -0.3006(3) -0.2142(3) 0.0751(18) Uani 1 1 d . . . H8 H -0.3988 -0.3298 -0.2209 0.080 Uiso 1 1 calc R . . C9 C -0.3476(5) -0.2399(3) -0.1992(2) 0.0634(16) Uani 1 1 d . . . C10 C -0.4617(5) -0.2001(3) -0.1900(3) 0.0664(17) Uani 1 1 d . . . N3 N -0.4129(4) -0.0979(2) -0.2402(2) 0.0653(14) Uani 1 1 d . . . H3A H -0.3560 -0.0864 -0.2162 0.080 Uiso 1 1 calc R . . C11 C -0.4792(5) -0.1531(3) -0.2365(3) 0.0693(17) Uani 1 1 d . . . C12 C -0.5535(6) -0.1545(4) -0.2816(3) 0.086(2) Uani 1 1 d . . . H12 H -0.6088 -0.1877 -0.2907 0.080 Uiso 1 1 calc R . . C13 C -0.5360(6) -0.0992(4) -0.3128(3) 0.089(2) Uani 1 1 d . . . H13 H -0.5778 -0.0887 -0.3463 0.080 Uiso 1 1 calc R . . C14 C -0.4476(5) -0.0625(3) -0.2868(3) 0.0707(18) Uani 1 1 d . . . C15 C -0.3979(5) 0.0023(3) -0.2985(3) 0.0690(17) Uani 1 1 d . . . N4 N -0.1734(4) -0.0224(2) -0.2849(2) 0.0662(13) Uani 1 1 d . . . H4 H -0.1820 -0.0382 -0.2513 0.080 Uiso 1 1 calc R . . C16 C -0.2678(6) -0.0010(3) -0.3184(3) 0.0712(17) Uani 1 1 d . . . C17 C -0.2142(7) 0.0180(3) -0.3671(3) 0.090(2) Uani 1 1 d . . . H17 H -0.2560 0.0345 -0.3987 0.080 Uiso 1 1 calc R . . C18 C -0.0885(6) 0.0090(4) -0.3626(3) 0.091(2) Uani 1 1 d . . . H18 H -0.0302 0.0183 -0.3905 0.080 Uiso 1 1 calc R . . C19 C -0.0640(5) -0.0154(3) -0.3118(3) 0.0737(18) Uani 1 1 d . . . C20 C 0.0579(5) -0.0345(3) -0.2852(3) 0.0746(18) Uani 1 1 d . . . C21 C 0.0582(6) -0.3099(3) -0.2044(3) 0.094(2) Uani 1 1 d . . . H21A H 0.1458 -0.3024 -0.1993 0.080 Uiso 1 1 calc R . . H21B H 0.0430 -0.3265 -0.2419 0.080 Uiso 1 1 calc R . . H21C H 0.0301 -0.3407 -0.1768 0.080 Uiso 1 1 calc R . . C22 C -0.5720(5) -0.2461(3) -0.1897(3) 0.096(2) Uani 1 1 d . . . H22A H -0.5776 -0.2679 -0.2256 0.080 Uiso 1 1 calc R . . H22B H -0.6472 -0.2220 -0.1833 0.080 Uiso 1 1 calc R . . H22C H -0.5611 -0.2774 -0.1599 0.080 Uiso 1 1 calc R . . C23 C -0.4763(6) 0.0326(3) -0.3461(3) 0.094(2) Uani 1 1 d . . . H23A H -0.4468 0.0756 -0.3537 0.080 Uiso 1 1 calc R . . H23B H -0.5619 0.0345 -0.3347 0.080 Uiso 1 1 calc R . . H23C H -0.4695 0.0068 -0.3798 0.080 Uiso 1 1 calc R . . C24 C 0.1613(5) -0.0122(3) -0.3238(3) 0.095(2) Uani 1 1 d . . . H24A H 0.1567 0.0340 -0.3283 0.080 Uiso 1 1 calc R . . H24B H 0.1524 -0.0327 -0.3601 0.080 Uiso 1 1 calc R . . H24C H 0.2403 -0.0236 -0.3073 0.080 Uiso 1 1 calc R . . C25 C 0.0171(6) -0.2243(3) -0.1384(3) 0.0758(19) Uani 1 1 d . . . C26 C -0.0506(6) -0.2452(3) -0.0935(3) 0.086(2) Uani 1 1 d . . . H26 H -0.1190 -0.2718 -0.1006 0.080 Uiso 1 1 calc R . . C27 C -0.0240(6) -0.2297(3) -0.0395(3) 0.092(2) Uani 1 1 d . . . H27 H -0.0723 -0.2453 -0.0098 0.080 Uiso 1 1 calc R . . C28 C 0.0754(6) -0.1904(3) -0.0293(3) 0.084(2) Uani 1 1 d . . . O1 O 0.1067(4) -0.1724(2) 0.0247(2) 0.1013(15) Uani 1 1 d . . . H1 H 0.0542 -0.1862 0.0469 0.080 Uiso 1 1 calc R . . C29 C 0.1463(6) -0.1701(3) -0.0725(4) 0.085(2) Uani 1 1 d . . . H29 H 0.2160 -0.1446 -0.0653 0.080 Uiso 1 1 calc R . . C30 C 0.1173(5) -0.1866(3) -0.1257(3) 0.0761(19) Uani 1 1 d . . . H30 H 0.1672 -0.1717 -0.1551 0.080 Uiso 1 1 calc R . . C31 C -0.4562(6) -0.1673(3) -0.1328(3) 0.0776(19) Uani 1 1 d . . . C32 C -0.5168(5) -0.1100(3) -0.1219(3) 0.0771(19) Uani 1 1 d . . . H32 H -0.5605 -0.0896 -0.1511 0.080 Uiso 1 1 calc R . . C33 C -0.5142(7) -0.0829(3) -0.0704(4) 0.091(2) Uani 1 1 d . . . H33 H -0.5538 -0.0434 -0.0646 0.080 Uiso 1 1 calc R . . C34 C -0.4578(11) -0.1108(4) -0.0288(4) 0.140(4) Uani 1 1 d . . . O2 O -0.4554(9) -0.0806(3) 0.0217(2) 0.228(5) Uani 1 1 d . . . H2A H -0.4868 -0.1042 0.0459 0.080 Uiso 1 1 calc R . . C35 C -0.3956(12) -0.1669(4) -0.0372(4) 0.183(5) Uani 1 1 d . . . H35 H -0.3527 -0.1867 -0.0074 0.080 Uiso 1 1 calc R . . C36 C -0.3966(9) -0.1938(4) -0.0893(4) 0.125(3) Uani 1 1 d . . . H36 H -0.3538 -0.2324 -0.0950 0.080 Uiso 1 1 calc R . . C37 C -0.4101(6) 0.0445(3) -0.2481(3) 0.0687(17) Uani 1 1 d . . . C38 C -0.5090(5) 0.0410(3) -0.2127(3) 0.0763(18) Uani 1 1 d . . . H38 H -0.5698 0.0098 -0.2197 0.080 Uiso 1 1 calc R . . C39 C -0.5227(6) 0.0808(3) -0.1680(3) 0.084(2) Uani 1 1 d . . . H39 H -0.5918 0.0762 -0.1447 0.080 Uiso 1 1 calc R . . C40 C -0.4388(6) 0.1265(4) -0.1564(3) 0.0813(19) Uani 1 1 d . . . O3 O -0.4549(4) 0.1633(2) -0.1109(2) 0.1029(15) Uani 1 1 d . . . H3A H -0.4012 0.1917 -0.1101 0.080 Uiso 1 1 calc R . . C41 C -0.3407(6) 0.1332(3) -0.1913(3) 0.085(2) Uani 1 1 d . . . H41 H -0.2820 0.1654 -0.1844 0.080 Uiso 1 1 calc R . . C42 C -0.3274(6) 0.0929(3) -0.2363(3) 0.0809(19) Uani 1 1 d . . . H42 H -0.2593 0.0985 -0.2600 0.080 Uiso 1 1 calc R . . C43 C 0.0778(5) -0.0031(3) -0.2283(3) 0.0710(17) Uani 1 1 d . . . C44 C 0.0172(5) 0.0506(3) -0.2127(3) 0.0709(17) Uani 1 1 d . . . H44 H -0.0452 0.0667 -0.2363 0.080 Uiso 1 1 calc R . . C45 C 0.0433(5) 0.0819(3) -0.1641(3) 0.0766(19) Uani 1 1 d . . . H45 H -0.0011 0.1188 -0.1539 0.080 Uiso 1 1 calc R . . C46 C 0.1370(6) 0.0585(4) -0.1297(3) 0.0824(19) Uani 1 1 d . . . O4 O 0.1714(4) 0.0889(2) -0.0812(2) 0.0970(15) Uani 1 1 d . . . H4 H 0.1451 0.1263 -0.0816 0.080 Uiso 1 1 calc R . . C47 C 0.1944(6) 0.0031(4) -0.1439(3) 0.086(2) Uani 1 1 d . . . H47 H 0.2533 -0.0150 -0.1194 0.080 Uiso 1 1 calc R . . C48 C 0.1673(6) -0.0258(3) -0.1927(3) 0.083(2) Uani 1 1 d . . . H48 H 0.2111 -0.0629 -0.2028 0.080 Uiso 1 1 calc R . . O5 O -0.1948(4) -0.0741(2) -0.1696(2) 0.0800(15) Uani 1 1 d . . . N5 N -0.1853(6) -0.0235(3) -0.0864(3) 0.0839(17) Uani 1 1 d . . . C49 C -0.2353(8) -0.0315(6) -0.1353(5) 0.147(4) Uani 1 1 d . . . H49 H -0.3025 -0.0057 -0.1460 0.080 Uiso 1 1 calc R . . C50 C -0.0955(9) -0.0607(6) -0.0683(5) 0.206(6) Uani 1 1 d . . . H50A H -0.0574 -0.0819 -0.1000 0.080 Uiso 1 1 calc R . . H50B H -0.1286 -0.0926 -0.0429 0.080 Uiso 1 1 calc R . . H50C H -0.0345 -0.0350 -0.0486 0.080 Uiso 1 1 calc R . . C51 C -0.2373(10) 0.0235(5) -0.0528(6) 0.237(8) Uani 1 1 d . . . H51A H -0.2948 0.0488 -0.0750 0.080 Uiso 1 1 calc R . . H51B H -0.1728 0.0511 -0.0381 0.080 Uiso 1 1 calc R . . H51C H -0.2805 0.0035 -0.0219 0.080 Uiso 1 1 calc R . . O6 O 0.0799(4) 0.2075(2) -0.0884(2) 0.0944(14) Uani 1 1 d . . . N6 N 0.2034(5) 0.2756(3) -0.1334(2) 0.0793(16) Uani 1 1 d . . . C52 C 0.1022(8) 0.2592(4) -0.1124(3) 0.093(2) Uani 1 1 d . . . H52 H 0.0372 0.2889 -0.1150 0.080 Uiso 1 1 calc R . . C53 C 0.3045(7) 0.2328(4) -0.1330(4) 0.128(3) Uani 1 1 d . . . H53A H 0.2860 0.1965 -0.1090 0.080 Uiso 1 1 calc R . . H53B H 0.3771 0.2547 -0.1188 0.080 Uiso 1 1 calc R . . H53C H 0.3196 0.2178 -0.1709 0.080 Uiso 1 1 calc R . . C54 C 0.2203(6) 0.3338(4) -0.1628(3) 0.102(2) Uani 1 1 d . . . H54A H 0.1469 0.3601 -0.1593 0.080 Uiso 1 1 calc R . . H54B H 0.2349 0.3248 -0.2022 0.080 Uiso 1 1 calc R . . H54C H 0.2905 0.3565 -0.1471 0.080 Uiso 1 1 calc R . . O7 O -0.3056(9) 0.2585(5) -0.0902(3) 0.196(4) Uani 1 1 d . . . N7 N -0.2908(13) 0.3123(7) -0.0059(7) 0.214(5) Uani 1 1 d . . . C55 C -0.3261(18) 0.2686(9) -0.0326(11) 0.35(2) Uani 1 1 d . . . H55 H -0.3726 0.2374 -0.0137 0.080 Uiso 1 1 calc R . . C56 C -0.2275(16) 0.3616(6) -0.0319(6) 0.370(15) Uani 1 1 d . . . H56A H -0.1629 0.3438 -0.0552 0.080 Uiso 1 1 calc R . . H56B H -0.1912 0.3894 -0.0036 0.080 Uiso 1 1 calc R . . H56C H -0.2841 0.3861 -0.0552 0.080 Uiso 1 1 calc R . . C57 C -0.2822(13) 0.3251(6) 0.0473(6) 0.220(7) Uani 1 1 d . . . H57A H -0.2971 0.2864 0.0688 0.080 Uiso 1 1 calc R . . H57B H -0.3430 0.3573 0.0571 0.080 Uiso 1 1 calc R . . H57C H -0.2003 0.3412 0.0557 0.080 Uiso 1 1 calc R . . O8 O -0.359(3) -0.4393(14) -0.0037(9) 0.66(3) Uani 1 1 d D . . C58 C -0.2754(19) -0.4310(13) -0.0423(10) 0.60(5) Uani 1 1 d D . . H58A H -0.2620 -0.4715 -0.0621 0.080 Uiso 1 1 calc R . . H58B H -0.3051 -0.3994 -0.0697 0.080 Uiso 1 1 calc R . . C59 C -0.1825(17) -0.4134(13) -0.0233(11) 0.65(3) Uani 1 1 d D . . H59A H -0.1237 -0.4003 -0.0521 0.080 Uiso 1 1 calc R . . H59B H -0.1446 -0.4452 0.0017 0.080 Uiso 1 1 calc R . . C60 C -0.230(2) -0.3632(10) 0.0050(7) 0.571(15) Uani 1 1 d D . . H60A H -0.2069 -0.3633 0.0449 0.080 Uiso 1 1 calc R . . H60B H -0.2087 -0.3219 -0.0121 0.080 Uiso 1 1 calc R . . C61 C -0.3343(19) -0.3783(14) -0.0031(13) 0.93(7) Uani 1 1 d D . . H61A H -0.3605 -0.3601 -0.0393 0.080 Uiso 1 1 calc R . . H61B H -0.3848 -0.3582 0.0260 0.080 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 N1 0.064(3) 0.056(4) 0.104(5) -0.011(3) 0.011(3) 0.007(3) C1 0.063(4) 0.066(5) 0.090(5) -0.002(4) 0.022(3) -0.005(3) C2 0.068(4) 0.081(6) 0.105(6) -0.016(5) 0.018(4) 0.004(4) C3 0.072(4) 0.074(5) 0.109(6) -0.022(5) 0.013(4) 0.010(4) C4 0.062(4) 0.065(5) 0.091(5) -0.003(4) -0.001(4) 0.001(3) C5 0.073(4) 0.054(4) 0.092(6) -0.013(4) -0.002(4) 0.013(3) N2 0.072(3) 0.048(3) 0.087(4) -0.011(3) 0.003(3) -0.004(3) C6 0.067(4) 0.047(4) 0.087(5) -0.012(3) 0.003(3) 0.005(3) C7 0.067(4) 0.063(5) 0.089(5) -0.018(4) 0.004(3) 0.003(3) C8 0.078(5) 0.053(5) 0.094(5) -0.010(4) 0.006(3) -0.003(3) C9 0.072(4) 0.050(4) 0.068(4) -0.011(3) 0.009(3) -0.004(3) C10 0.061(4) 0.052(4) 0.086(5) -0.007(4) 0.016(3) -0.006(3) N3 0.052(3) 0.057(4) 0.087(4) -0.011(3) 0.002(2) -0.002(3) C11 0.052(3) 0.070(5) 0.086(5) -0.007(4) 0.004(3) -0.002(3) C12 0.073(4) 0.067(5) 0.118(7) -0.010(5) -0.014(4) -0.011(4) C13 0.082(5) 0.090(6) 0.096(6) -0.014(5) -0.020(4) 0.007(4) C14 0.063(4) 0.070(5) 0.079(5) 0.003(4) 0.000(3) 0.009(3) C15 0.071(4) 0.062(4) 0.073(5) 0.005(4) -0.004(3) 0.003(3) N4 0.064(3) 0.064(3) 0.070(3) 0.000(3) 0.012(3) -0.002(2) C16 0.075(4) 0.068(5) 0.071(5) -0.001(4) 0.001(4) 0.007(3) C17 0.092(5) 0.105(6) 0.073(5) 0.015(4) 0.005(4) 0.000(4) C18 0.084(5) 0.100(6) 0.089(6) 0.010(5) 0.020(4) -0.007(4) C19 0.071(4) 0.075(5) 0.075(5) -0.004(4) 0.008(4) -0.004(3) C20 0.068(4) 0.074(5) 0.081(5) 0.000(4) 0.021(3) -0.006(3) C21 0.079(4) 0.067(5) 0.136(7) -0.008(4) -0.004(4) 0.010(4) C22 0.071(4) 0.066(5) 0.152(7) -0.014(5) 0.026(4) -0.002(3) C23 0.090(5) 0.088(5) 0.105(6) 0.007(4) 0.008(4) 0.015(4) C24 0.082(4) 0.088(5) 0.115(6) -0.005(4) 0.027(4) -0.017(4) C25 0.073(4) 0.056(4) 0.098(6) 0.009(4) 0.003(4) 0.008(3) C26 0.091(5) 0.075(5) 0.092(6) 0.000(5) -0.021(5) -0.018(4) C27 0.088(5) 0.095(6) 0.094(6) 0.003(5) -0.003(4) -0.028(4) C28 0.083(5) 0.080(5) 0.090(6) -0.010(4) -0.010(4) 0.002(4) O1 0.099(3) 0.110(4) 0.095(4) -0.008(3) 0.003(3) -0.018(3) C29 0.066(4) 0.084(5) 0.106(6) -0.010(5) 0.005(4) -0.003(3) C30 0.069(4) 0.068(5) 0.091(6) -0.013(4) 0.004(4) -0.005(3) C31 0.083(4) 0.061(5) 0.089(6) 0.006(5) 0.019(4) -0.002(4) C32 0.076(4) 0.053(4) 0.102(6) -0.006(4) 0.018(4) 0.007(3) C33 0.134(6) 0.059(5) 0.081(6) 0.001(5) 0.034(5) 0.014(4) C34 0.281(12) 0.075(6) 0.066(6) -0.004(5) 0.040(7) 0.056(7) O2 0.502(15) 0.109(5) 0.074(4) -0.003(4) 0.043(6) 0.121(7) C35 0.390(17) 0.091(7) 0.069(7) 0.015(5) 0.015(8) 0.105(9) C36 0.238(10) 0.061(5) 0.077(6) -0.006(5) 0.039(6) 0.047(6) C37 0.072(4) 0.057(4) 0.078(5) -0.004(4) 0.005(3) 0.001(3) C38 0.073(4) 0.062(5) 0.094(5) 0.000(4) 0.003(4) 0.005(3) C39 0.082(4) 0.071(5) 0.100(6) -0.001(5) 0.011(4) 0.005(4) C40 0.094(5) 0.074(5) 0.076(5) -0.018(4) 0.010(4) 0.004(4) O3 0.112(3) 0.090(4) 0.106(4) -0.021(3) 0.013(3) -0.005(3) C41 0.098(5) 0.070(5) 0.088(6) -0.009(4) 0.009(4) -0.010(4) C42 0.084(4) 0.077(5) 0.082(5) 0.008(4) 0.019(4) 0.003(4) C43 0.059(4) 0.065(5) 0.089(5) 0.004(4) 0.011(3) -0.004(3) C44 0.072(4) 0.061(5) 0.079(5) -0.001(4) -0.009(3) -0.006(4) C45 0.073(4) 0.059(4) 0.098(6) 0.017(4) -0.003(4) 0.012(3) C46 0.088(5) 0.074(5) 0.085(6) -0.001(4) -0.004(4) -0.009(4) O4 0.114(3) 0.071(3) 0.105(4) 0.000(3) -0.017(3) 0.007(3) C47 0.080(4) 0.069(5) 0.110(7) 0.007(5) -0.013(4) 0.011(4) C48 0.063(4) 0.069(5) 0.118(7) -0.005(5) 0.001(4) 0.006(3) O5 0.087(3) 0.064(3) 0.090(4) -0.017(3) 0.023(2) -0.007(2) N5 0.092(4) 0.059(4) 0.100(5) 0.000(3) -0.018(4) 0.031(3) C49 0.095(6) 0.185(12) 0.160(11) 0.083(9) -0.034(7) -0.029(7) C50 0.141(9) 0.184(12) 0.296(16) 0.040(12) 0.083(10) -0.010(9) C51 0.156(9) 0.105(9) 0.45(2) -0.065(12) 0.059(12) -0.001(7) O6 0.114(3) 0.074(3) 0.095(4) 0.011(3) 0.006(3) -0.006(3) N6 0.074(4) 0.077(4) 0.088(4) 0.014(3) 0.009(3) 0.006(3) C52 0.103(6) 0.094(7) 0.084(6) 0.009(5) -0.001(4) 0.007(5) C53 0.119(6) 0.129(8) 0.136(8) 0.022(6) 0.027(5) 0.017(6) C54 0.103(5) 0.103(6) 0.100(6) 0.020(5) 0.004(4) -0.001(4) O7 0.241(8) 0.212(9) 0.134(6) 0.010(6) -0.049(6) -0.075(7) N7 0.271(13) 0.180(13) 0.190(13) -0.003(11) 0.046(11) -0.041(10) C55 0.35(3) 0.137(15) 0.55(5) -0.09(2) -0.29(3) 0.053(15) C56 0.65(4) 0.117(12) 0.35(3) 0.044(13) 0.27(3) -0.030(18) C57 0.300(16) 0.184(14) 0.176(14) -0.065(12) 0.016(13) 0.067(12) O8 1.06(8) 0.63(5) 0.31(3) 0.00(3) -0.17(3) -0.48(5) C58 0.72(7) 0.75(8) 0.33(4) -0.26(5) 0.02(4) 0.45(7) C59 0.66(5) 1.01(9) 0.28(4) 0.00(5) 0.12(4) -0.50(8) C60 1.16(5) 0.42(2) 0.134(14) -0.096(16) 0.18(2) -0.542 C61 0.41(5) 1.43(17) 0.97(11) -0.26(11) -0.05(6) 0.66(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C4 1.378(7) . ? N1 C1 1.367(7) . ? C1 C2 1.370(8) . ? C1 C20 1.489(9) . ? C2 C3 1.402(9) . ? C3 C4 1.352(8) . ? C4 C5 1.507(9) . ? C5 C25 1.520(9) . ? C5 C6 1.520(8) . ? C5 C21 1.539(8) . ? N2 C6 1.379(6) . ? N2 C9 1.372(7) . ? C6 C7 1.361(7) . ? C7 C8 1.420(7) . ? C8 C9 1.339(8) . ? C9 C10 1.523(8) . ? C10 C11 1.505(8) . ? C10 C31 1.540(9) . ? C10 C22 1.551(8) . ? N3 C11 1.376(7) . ? N3 C14 1.397(7) . ? C11 C12 1.352(8) . ? C12 C13 1.399(9) . ? C13 C14 1.386(8) . ? C14 C15 1.497(8) . ? C15 C16 1.509(8) . ? C15 C37 1.510(8) . ? C15 C23 1.563(8) . ? N4 C19 1.375(7) . ? N4 C16 1.383(7) . ? C16 C17 1.374(8) . ? C17 C18 1.394(8) . ? C18 C19 1.350(8) . ? C19 C20 1.531(8) . ? C20 C43 1.535(9) . ? C20 C24 1.542(7) . ? C25 C26 1.386(9) . ? C25 C30 1.388(8) . ? C26 C27 1.369(9) . ? C27 C28 1.389(9) . ? C28 C29 1.370(9) . ? C28 O1 1.393(8) . ? C29 C30 1.361(9) . ? C31 C36 1.349(10) . ? C31 C32 1.404(8) . ? C32 C33 1.363(9) . ? C33 C34 1.312(10) . ? C34 O2 1.372(9) . ? C34 C35 1.380(11) . ? C35 C36 1.376(10) . ? C37 C38 1.384(8) . ? C37 C42 1.392(8) . ? C38 C39 1.372(8) . ? C39 C40 1.359(9) . ? C40 O3 1.354(7) . ? C40 C41 1.374(8) . ? C41 C42 1.384(9) . ? C43 C44 1.365(8) . ? C43 C48 1.383(8) . ? C44 C45 1.371(8) . ? C45 C46 1.403(9) . ? C46 C47 1.370(9) . ? C46 O4 1.382(7) . ? C47 C48 1.353(9) . ? O5 C49 1.300(13) . ? N5 C49 1.303(10) . ? N5 C50 1.330(11) . ? N5 C51 1.401(10) . ? O6 C52 1.258(8) . ? N6 C52 1.270(8) . ? N6 C53 1.428(8) . ? N6 C54 1.429(8) . ? O7 C55 1.42(3) . ? N7 C55 1.188(16) . ? N7 C57 1.309(14) . ? N7 C56 1.398(14) . ? O8 C61 1.32(3) . ? O8 C58 1.32(3) . ? C58 C59 1.17(3) . ? C58 C60 1.89(2) . ? C59 C60 1.36(3) . ? C59 C61 1.89(2) . ? C60 C61 1.21(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 N1 C1 110.7(5) . . ? C2 C1 N1 106.2(6) . . ? C2 C1 C20 131.4(6) . . ? N1 C1 C20 122.2(6) . . ? C1 C2 C3 108.1(6) . . ? C4 C3 C2 108.6(6) . . ? C3 C4 N1 106.4(6) . . ? C3 C4 C5 130.6(7) . . ? N1 C4 C5 122.9(6) . . ? C25 C5 C4 110.6(5) . . ? C25 C5 C6 110.8(5) . . ? C4 C5 C6 112.3(5) . . ? C25 C5 C21 106.3(5) . . ? C4 C5 C21 108.5(5) . . ? C6 C5 C21 108.1(5) . . ? C6 N2 C9 109.5(5) . . ? C7 C6 N2 107.5(5) . . ? C7 C6 C5 131.4(5) . . ? N2 C6 C5 121.1(5) . . ? C6 C7 C8 106.7(5) . . ? C9 C8 C7 108.9(6) . . ? C8 C9 N2 107.4(5) . . ? C8 C9 C10 131.1(6) . . ? N2 C9 C10 121.5(5) . . ? C11 C10 C9 110.8(5) . . ? C11 C10 C31 111.8(5) . . ? C9 C10 C31 110.6(5) . . ? C11 C10 C22 108.6(5) . . ? C9 C10 C22 107.3(5) . . ? C31 C10 C22 107.5(5) . . ? C11 N3 C14 111.3(5) . . ? C12 C11 N3 106.3(6) . . ? C12 C11 C10 131.0(6) . . ? N3 C11 C10 122.7(6) . . ? C11 C12 C13 109.2(6) . . ? C14 C13 C12 108.8(6) . . ? C13 C14 N3 104.4(6) . . ? C13 C14 C15 132.8(7) . . ? N3 C14 C15 122.7(6) . . ? C14 C15 C16 111.3(5) . . ? C14 C15 C37 110.7(5) . . ? C16 C15 C37 111.7(5) . . ? C14 C15 C23 108.2(5) . . ? C16 C15 C23 107.6(5) . . ? C37 C15 C23 107.2(5) . . ? C19 N4 C16 110.0(5) . . ? C17 C16 N4 105.6(5) . . ? C17 C16 C15 131.9(6) . . ? N4 C16 C15 122.4(6) . . ? C16 C17 C18 108.9(6) . . ? C19 C18 C17 108.1(6) . . ? C18 C19 N4 107.4(5) . . ? C18 C19 C20 130.2(6) . . ? N4 C19 C20 122.4(6) . . ? C1 C20 C43 110.2(6) . . ? C1 C20 C19 109.6(5) . . ? C43 C20 C19 112.1(5) . . ? C1 C20 C24 109.0(5) . . ? C43 C20 C24 107.7(5) . . ? C19 C20 C24 108.1(6) . . ? C26 C25 C30 116.1(7) . . ? C26 C25 C5 120.9(6) . . ? C30 C25 C5 122.8(7) . . ? C27 C26 C25 123.4(7) . . ? C26 C27 C28 118.2(7) . . ? C29 C28 C27 120.0(7) . . ? C29 C28 O1 119.0(7) . . ? C27 C28 O1 121.0(7) . . ? C30 C29 C28 120.2(7) . . ? C29 C30 C25 122.1(7) . . ? C36 C31 C32 116.1(7) . . ? C36 C31 C10 121.4(6) . . ? C32 C31 C10 122.5(7) . . ? C33 C32 C31 121.5(7) . . ? C34 C33 C32 120.7(7) . . ? C33 C34 O2 118.2(8) . . ? C33 C34 C35 120.3(8) . . ? O2 C34 C35 121.3(10) . . ? C36 C35 C34 119.0(9) . . ? C31 C36 C35 122.4(8) . . ? C38 C37 C42 115.2(6) . . ? C38 C37 C15 122.4(6) . . ? C42 C37 C15 122.3(6) . . ? C39 C38 C37 122.6(6) . . ? C40 C39 C38 121.0(6) . . ? O3 C40 C39 118.7(7) . . ? O3 C40 C41 122.7(7) . . ? C39 C40 C41 118.6(7) . . ? C40 C41 C42 120.1(7) . . ? C37 C42 C41 122.4(6) . . ? C44 C43 C48 117.4(7) . . ? C44 C43 C20 122.5(6) . . ? C48 C43 C20 119.9(6) . . ? C43 C44 C45 122.3(6) . . ? C44 C45 C46 118.7(6) . . ? C47 C46 O4 118.8(7) . . ? C47 C46 C45 119.3(7) . . ? O4 C46 C45 121.9(7) . . ? C48 C47 C46 120.0(7) . . ? C47 C48 C43 122.1(7) . . ? C49 N5 C50 121.6(9) . . ? C49 N5 C51 116.2(9) . . ? C50 N5 C51 122.1(9) . . ? N5 C49 O5 121.3(9) . . ? C52 N6 C53 120.3(7) . . ? C52 N6 C54 123.1(6) . . ? C53 N6 C54 116.3(6) . . ? O6 C52 N6 126.2(7) . . ? C55 N7 C57 135(2) . . ? C55 N7 C56 119.7(19) . . ? C57 N7 C56 104.6(15) . . ? N7 C55 O7 126(2) . . ? C61 O8 C58 74(2) . . ? C59 C58 O8 112(3) . . ? C59 C58 C60 45.7(14) . . ? O8 C58 C60 82.1(12) . . ? C58 C59 C60 96.2(14) . . ? C58 C59 C61 57.3(14) . . ? C60 C59 C61 39.5(9) . . ? C61 C60 C59 94.4(13) . . ? C61 C60 C58 57.0(14) . . ? C59 C60 C58 38.0(9) . . ? C60 C61 O8 117(2) . . ? C60 C61 C59 46.0(13) . . ? O8 C61 C59 78.2(15) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O5 0.88 2.20 3.057(7) 164.6 . N2 H2A O5 0.88 2.17 3.043(7) 171.5 . N3 H3A O5 0.88 2.10 2.964(7) 166.5 . N4 H4 O5 0.88 2.11 2.989(7) 177.3 . O1 H1 O6 0.84 1.84 2.668(7) 169.7 3 O2 H2A O3 0.84 2.10 2.938(9) 173.2 3_455 O3 H3A O7 0.84 1.82 2.634(10) 164.1 . O4 H4 O6 0.84 1.86 2.700(7) 175.0 . _refine_diff_density_max 0.515 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.075 data_1a.MeCOOH _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H44 N4 O4, C4 H8 O, 3(C2 H4 O2)' _chemical_formula_sum 'C58 H64 N4 O11' _chemical_formula_weight 993.13 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 Trigonal _symmetry_space_group_name_H-M P3(2) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' _cell_length_a 20.054(5) _cell_length_b 20.054(5) _cell_length_c 11.079(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3858.6(17) _cell_formula_units_Z 3 _cell_measurement_temperature 143(2) _cell_measurement_reflns_used '87 spots from the first image' _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.282 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 143(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'mar345 IPDS' _diffrn_measurement_method 'phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13929 _diffrn_reflns_av_R_equivalents 0.0731 _diffrn_reflns_av_sigmaI/netI 0.0816 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.17 _diffrn_reflns_theta_max 24.10 _reflns_number_total 5796 _reflns_number_gt 4394 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'marresearch, mar345, release 1.2.11' _computing_cell_refinement 'marresearch, marHKL, release 1.9.1' _computing_data_reduction 'marresearch, marHKL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker, SHELXTL, release 5.1' _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^)+(0.0483P)^2^+0.4040P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0140(8) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.4(13) _refine_ls_number_reflns 5796 _refine_ls_number_parameters 659 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0677 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.1105 _refine_ls_wR_factor_gt 0.0968 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 N1 N 0.1783(2) 0.4649(2) 0.5598(3) 0.0381(10) Uani 1 1 d . . . H1 H 0.1299 0.4292 0.5493 0.046 Uiso 1 1 calc R . . C1 C 0.2169(3) 0.4833(3) 0.6699(4) 0.0398(12) Uani 1 1 d . . . C2 C 0.2905(3) 0.5390(3) 0.6481(5) 0.0470(13) Uani 1 1 d . . . H2 H 0.3307 0.5620 0.7060 0.056 Uiso 1 1 calc R . . C3 C 0.2969(3) 0.5569(3) 0.5235(5) 0.0432(13) Uani 1 1 d . . . H3 H 0.3421 0.5948 0.4840 0.052 Uiso 1 1 calc R . . C4 C 0.2276(3) 0.5111(3) 0.4692(4) 0.0361(12) Uani 1 1 d . . . C5 C 0.2022(3) 0.5065(3) 0.3409(4) 0.0356(12) Uani 1 1 d . . . N2 N 0.1189(2) 0.3626(2) 0.3139(3) 0.0361(10) Uani 1 1 d . . . H2A H 0.0844 0.3578 0.3675 0.043 Uiso 1 1 calc R . . C6 C 0.1842(3) 0.4310(3) 0.2859(4) 0.0342(11) Uani 1 1 d . . . C7 C 0.2230(3) 0.4133(3) 0.2023(4) 0.0439(13) Uani 1 1 d . . . H7 H 0.2708 0.4488 0.1661 0.053 Uiso 1 1 calc R . . C8 C 0.1803(3) 0.3329(3) 0.1786(4) 0.0463(14) Uani 1 1 d . . . H8 H 0.1945 0.3052 0.1250 0.056 Uiso 1 1 calc R . . C9 C 0.1148(3) 0.3029(3) 0.2472(4) 0.0327(11) Uani 1 1 d . . . C10 C 0.0463(3) 0.2216(3) 0.2522(4) 0.0371(12) Uani 1 1 d . . . N3 N 0.0355(2) 0.2007(2) 0.4784(3) 0.0375(10) Uani 1 1 d . . . H3A H 0.0250 0.2377 0.4925 0.045 Uiso 1 1 calc R . . C11 C 0.0492(3) 0.1807(3) 0.3665(4) 0.0349(12) Uani 1 1 d . . . C12 C 0.0651(3) 0.1229(3) 0.3820(4) 0.0433(13) Uani 1 1 d . . . H12 H 0.0780 0.0985 0.3202 0.052 Uiso 1 1 calc R . . C13 C 0.0590(3) 0.1056(3) 0.5072(4) 0.0405(13) Uani 1 1 d . . . H13 H 0.0664 0.0669 0.5434 0.049 Uiso 1 1 calc R . . C14 C 0.0406(2) 0.1538(3) 0.5668(4) 0.0315(11) Uani 1 1 d . . . C15 C 0.0249(3) 0.1593(3) 0.6983(4) 0.0340(12) Uani 1 1 d . . . N4 N 0.0956(2) 0.3042(2) 0.7264(3) 0.0350(10) Uani 1 1 d . . . H4 H 0.0659 0.3118 0.6766 0.042 Uiso 1 1 calc R . . C16 C 0.0888(3) 0.2333(3) 0.7523(4) 0.0328(12) Uani 1 1 d . . . C17 C 0.1476(3) 0.2470(3) 0.8284(4) 0.0409(13) Uani 1 1 d . . . H17 H 0.1584 0.2094 0.8601 0.049 Uiso 1 1 calc R . . C18 C 0.1901(3) 0.3272(3) 0.8520(4) 0.0465(14) Uani 1 1 d . . . H18 H 0.2344 0.3526 0.9019 0.056 Uiso 1 1 calc R . . C19 C 0.1566(3) 0.3610(3) 0.7914(4) 0.0373(12) Uani 1 1 d . . . C20 C 0.1754(3) 0.4439(3) 0.7864(4) 0.0418(13) Uani 1 1 d . . . C21 C 0.2703(3) 0.5720(3) 0.2706(4) 0.0456(13) Uani 1 1 d . . . H21A H 0.2826 0.6218 0.3054 0.068 Uiso 1 1 calc R . . H21B H 0.2558 0.5703 0.1857 0.068 Uiso 1 1 calc R . . H21C H 0.3154 0.5654 0.2763 0.068 Uiso 1 1 calc R . . C22 C 0.0498(3) 0.1769(3) 0.1420(4) 0.0471(14) Uani 1 1 d . . . H22A H 0.0964 0.1728 0.1463 0.071 Uiso 1 1 calc R . . H22B H 0.0508 0.2042 0.0680 0.071 Uiso 1 1 calc R . . H22C H 0.0044 0.1252 0.1413 0.071 Uiso 1 1 calc R . . C23 C 0.0245(3) 0.0922(3) 0.7647(4) 0.0449(13) Uani 1 1 d . . . H23A H -0.0170 0.0434 0.7328 0.067 Uiso 1 1 calc R . . H23B H 0.0162 0.0957 0.8511 0.067 Uiso 1 1 calc R . . H23C H 0.0740 0.0945 0.7526 0.067 Uiso 1 1 calc R . . C24 C 0.2299(3) 0.4872(3) 0.8946(4) 0.0603(17) Uani 1 1 d . . . H24A H 0.2044 0.4622 0.9704 0.090 Uiso 1 1 calc R . . H24B H 0.2418 0.5409 0.8952 0.090 Uiso 1 1 calc R . . H24C H 0.2777 0.4855 0.8862 0.090 Uiso 1 1 calc R . . C25 C 0.1350(3) 0.5218(3) 0.3285(4) 0.0335(12) Uani 1 1 d . . . C26 C 0.0907(3) 0.5022(3) 0.2230(4) 0.0416(13) Uani 1 1 d . . . H26 H 0.0987 0.4733 0.1625 0.050 Uiso 1 1 calc R . . C27 C 0.0354(3) 0.5237(3) 0.2039(4) 0.0431(13) Uani 1 1 d . . . H27 H 0.0061 0.5095 0.1316 0.052 Uiso 1 1 calc R . . C28 C 0.0237(3) 0.5658(3) 0.2908(4) 0.0403(13) Uani 1 1 d . . . O1 O -0.02803(18) 0.59144(19) 0.2769(3) 0.0514(9) Uani 1 1 d . . . H1A H -0.0638 0.5614 0.2308 0.077 Uiso 1 1 calc R . . C29 C 0.0659(3) 0.5858(3) 0.3960(4) 0.0393(12) Uani 1 1 d . . . H29 H 0.0571 0.6141 0.4565 0.047 Uiso 1 1 calc R . . C30 C 0.1209(3) 0.5646(3) 0.4131(4) 0.0419(13) Uani 1 1 d . . . H30 H 0.1503 0.5798 0.4854 0.050 Uiso 1 1 calc R . . C31 C -0.0282(3) 0.2252(3) 0.2440(4) 0.0383(12) Uani 1 1 d . . . C32 C -0.0964(3) 0.1709(3) 0.2989(4) 0.0433(13) Uani 1 1 d . . . H32 H -0.0964 0.1315 0.3466 0.052 Uiso 1 1 calc R . . C33 C -0.1641(3) 0.1726(3) 0.2859(4) 0.0490(14) Uani 1 1 d . . . H33 H -0.2099 0.1353 0.3249 0.059 Uiso 1 1 calc R . . C34 C -0.1643(3) 0.2287(3) 0.2164(4) 0.0462(14) Uani 1 1 d . . . O2 O -0.23318(19) 0.2290(2) 0.2041(3) 0.0568(10) Uani 1 1 d . . . H2B H -0.2260 0.2664 0.1607 0.085 Uiso 1 1 calc R . . C35 C -0.0987(3) 0.2839(3) 0.1611(5) 0.0534(15) Uani 1 1 d . . . H35 H -0.0991 0.3235 0.1148 0.064 Uiso 1 1 calc R . . C36 C -0.0322(3) 0.2806(3) 0.1739(4) 0.0475(14) Uani 1 1 d . . . H36 H 0.0129 0.3178 0.1333 0.057 Uiso 1 1 calc R . . C37 C -0.0548(3) 0.1510(3) 0.7187(4) 0.0347(12) Uani 1 1 d . . . C38 C -0.1160(3) 0.1071(3) 0.6408(4) 0.0417(13) Uani 1 1 d . . . H38 H -0.1065 0.0867 0.5698 0.050 Uiso 1 1 calc R . . C39 C -0.1896(3) 0.0922(3) 0.6628(4) 0.0427(13) Uani 1 1 d . . . H39 H -0.2299 0.0620 0.6076 0.051 Uiso 1 1 calc R . . C40 C -0.2048(3) 0.1213(3) 0.7649(4) 0.0447(13) Uani 1 1 d . . . O3 O -0.27727(19) 0.10849(19) 0.7920(3) 0.0543(9) Uani 1 1 d . . . H3B H -0.3040 0.0963 0.7288 0.081 Uiso 1 1 calc R . . C41 C -0.1461(3) 0.1645(3) 0.8435(4) 0.0492(14) Uani 1 1 d . . . H41 H -0.1564 0.1845 0.9144 0.059 Uiso 1 1 calc R . . C42 C -0.0720(3) 0.1795(3) 0.8212(4) 0.0444(13) Uani 1 1 d . . . H42 H -0.0322 0.2097 0.8769 0.053 Uiso 1 1 calc R . . C43 C 0.1030(3) 0.4515(3) 0.8015(4) 0.0409(13) Uani 1 1 d . . . C44 C 0.0383(4) 0.3985(3) 0.8683(5) 0.0582(16) Uani 1 1 d . . . H44 H 0.0383 0.3553 0.9036 0.070 Uiso 1 1 calc R . . C45 C -0.0254(4) 0.4074(3) 0.8843(5) 0.0670(17) Uani 1 1 d . . . H45 H -0.0692 0.3698 0.9270 0.080 Uiso 1 1 calc R . . C46 C -0.0245(3) 0.4712(3) 0.8378(5) 0.0543(15) Uani 1 1 d . . . O4 O -0.0888(2) 0.4783(2) 0.8566(4) 0.0769(13) Uani 1 1 d . . . H4A H -0.0758 0.5251 0.8571 0.115 Uiso 1 1 calc R . . C47 C 0.0375(3) 0.5243(3) 0.7726(4) 0.0502(14) Uani 1 1 d . . . H47 H 0.0374 0.5681 0.7400 0.060 Uiso 1 1 calc R . . C48 C 0.1001(3) 0.5145(3) 0.7542(4) 0.0456(13) Uani 1 1 d . . . H48 H 0.1423 0.5516 0.7081 0.055 Uiso 1 1 calc R . . C49 C -0.0657(3) 0.3941(3) 0.4676(5) 0.0704(18) Uani 1 1 d . . . H49A H -0.0252 0.4459 0.4909 0.106 Uiso 1 1 calc R . . H49B H -0.1161 0.3877 0.4881 0.106 Uiso 1 1 calc R . . H49C H -0.0631 0.3872 0.3805 0.106 Uiso 1 1 calc R . . C50 C -0.0550(3) 0.3378(4) 0.5313(5) 0.0591(16) Uani 1 1 d . . . O5 O 0.0045(2) 0.3359(2) 0.5290(3) 0.0547(9) Uani 1 1 d . . . O6 O -0.1191(3) 0.2838(3) 0.5960(5) 0.1164(18) Uani 1 1 d . . . H6 H -0.1506 0.2996 0.6034 0.175 Uiso 1 1 calc R . . C51 C -0.3558(5) 0.2110(4) 0.5823(5) 0.090(2) Uani 1 1 d . . . H51A H -0.3905 0.1623 0.6228 0.135 Uiso 1 1 calc R . . H51B H -0.3836 0.2383 0.5638 0.135 Uiso 1 1 calc R . . H51C H -0.3121 0.2428 0.6354 0.135 Uiso 1 1 calc R . . C52 C -0.3275(3) 0.1953(4) 0.4707(5) 0.0549(15) Uani 1 1 d . . . O7 O -0.3355(2) 0.1333(2) 0.4423(3) 0.0602(11) Uani 1 1 d . . . O8 O -0.2877(2) 0.2568(2) 0.4017(3) 0.0691(11) Uani 1 1 d . . . H8A H -0.2731 0.2441 0.3391 0.104 Uiso 1 1 calc R . . C53 C -0.4358(4) 0.3252(3) 0.2440(5) 0.0664(17) Uani 1 1 d . . . H53A H -0.4855 0.3155 0.2120 0.100 Uiso 1 1 calc R . . H53B H -0.3951 0.3555 0.1855 0.100 Uiso 1 1 calc R . . H53C H -0.4250 0.3537 0.3200 0.100 Uiso 1 1 calc R . . C54 C -0.4387(3) 0.2511(3) 0.2657(5) 0.0531(15) Uani 1 1 d . . . O9 O -0.4637(2) 0.2123(2) 0.3559(4) 0.0656(11) Uani 1 1 d . . . O10 O -0.4120(2) 0.2282(2) 0.1749(3) 0.0703(11) Uani 1 1 d . . . H10 H -0.4204 0.1835 0.1885 0.106 Uiso 1 1 calc R . . O11 O 0.37402(18) 0.33730(19) 0.5243(3) 0.0487(9) Uani 1 1 d . . . C55 C 0.3228(4) 0.3505(4) 0.5972(5) 0.0724(18) Uani 1 1 d . . . H55A H 0.3469 0.4054 0.6203 0.087 Uiso 1 1 calc R . . H55B H 0.3084 0.3188 0.6714 0.087 Uiso 1 1 calc R . . C56 C 0.2543(4) 0.3276(5) 0.5193(8) 0.103(3) Uani 1 1 d . . . H56A H 0.2594 0.3719 0.4724 0.124 Uiso 1 1 calc R . . H56B H 0.2065 0.3054 0.5677 0.124 Uiso 1 1 calc R . . C57 C 0.2554(4) 0.2684(5) 0.4386(8) 0.115(3) Uani 1 1 d . . . H57A H 0.2319 0.2176 0.4790 0.138 Uiso 1 1 calc R . . H57B H 0.2274 0.2634 0.3624 0.138 Uiso 1 1 calc R . . C58 C 0.3362(4) 0.2982(3) 0.4165(5) 0.0651(17) Uani 1 1 d . . . H58A H 0.3466 0.2557 0.3993 0.078 Uiso 1 1 calc R . . H58B H 0.3539 0.3340 0.3471 0.078 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 N1 0.033(2) 0.027(2) 0.050(3) -0.0006(19) -0.007(2) 0.011(2) C1 0.042(3) 0.031(3) 0.046(3) -0.012(2) -0.009(3) 0.018(3) C2 0.034(4) 0.039(3) 0.059(4) -0.007(3) -0.006(3) 0.012(3) C3 0.029(3) 0.039(3) 0.056(4) 0.000(3) 0.000(3) 0.013(3) C4 0.027(3) 0.023(3) 0.055(3) 0.003(2) 0.003(3) 0.010(3) C5 0.026(3) 0.032(3) 0.047(3) 0.004(2) 0.000(2) 0.013(3) N2 0.034(3) 0.035(3) 0.036(2) 0.0006(19) 0.0037(17) 0.015(2) C6 0.032(3) 0.029(3) 0.041(3) 0.001(2) -0.001(2) 0.015(3) C7 0.041(3) 0.043(4) 0.045(3) 0.000(2) 0.007(2) 0.019(3) C8 0.045(4) 0.041(4) 0.053(3) -0.006(3) 0.006(3) 0.022(3) C9 0.033(3) 0.030(3) 0.037(3) -0.002(2) -0.001(2) 0.016(3) C10 0.038(3) 0.031(3) 0.042(3) -0.008(2) -0.003(2) 0.017(3) N3 0.038(3) 0.030(2) 0.047(3) -0.003(2) 0.0011(19) 0.019(2) C11 0.029(3) 0.026(3) 0.041(3) -0.002(2) -0.001(2) 0.008(2) C12 0.048(3) 0.047(4) 0.042(3) -0.004(2) -0.004(2) 0.028(3) C13 0.041(3) 0.031(3) 0.052(4) 0.002(2) -0.003(2) 0.020(3) C14 0.025(3) 0.023(3) 0.043(3) 0.003(2) -0.002(2) 0.010(2) C15 0.035(3) 0.028(3) 0.039(3) 0.003(2) -0.002(2) 0.015(2) N4 0.033(2) 0.035(3) 0.035(2) 0.0028(19) -0.0060(18) 0.016(2) C16 0.035(3) 0.028(3) 0.036(3) 0.004(2) 0.001(2) 0.016(3) C17 0.046(3) 0.031(3) 0.047(3) -0.001(2) -0.005(3) 0.020(3) C18 0.044(3) 0.042(4) 0.052(3) 0.000(3) -0.012(3) 0.020(3) C19 0.038(3) 0.030(3) 0.040(3) -0.002(2) -0.009(2) 0.014(3) C20 0.049(4) 0.036(3) 0.038(3) -0.002(2) -0.012(2) 0.019(3) C21 0.031(3) 0.040(3) 0.059(3) 0.010(2) 0.009(2) 0.012(3) C22 0.054(4) 0.036(3) 0.045(3) -0.011(2) -0.001(2) 0.018(3) C23 0.042(3) 0.035(3) 0.056(3) 0.005(2) -0.001(2) 0.018(3) C24 0.081(5) 0.034(3) 0.053(3) -0.012(3) -0.027(3) 0.020(3) C25 0.031(3) 0.022(3) 0.047(3) 0.005(2) 0.002(2) 0.013(2) C26 0.047(3) 0.043(3) 0.039(3) -0.001(2) 0.000(2) 0.025(3) C27 0.043(3) 0.047(3) 0.046(3) -0.001(2) -0.007(2) 0.027(3) C28 0.037(3) 0.040(3) 0.050(4) 0.003(3) 0.003(3) 0.024(3) O1 0.046(2) 0.059(3) 0.064(2) -0.0082(18) -0.0134(18) 0.038(2) C29 0.039(3) 0.039(3) 0.047(3) -0.005(2) -0.005(2) 0.025(3) C30 0.041(3) 0.035(3) 0.047(3) 0.001(2) -0.009(2) 0.017(3) C31 0.037(3) 0.038(3) 0.039(3) -0.004(2) -0.010(2) 0.019(3) C32 0.040(4) 0.036(3) 0.045(3) 0.006(2) -0.003(3) 0.012(3) C33 0.040(4) 0.053(4) 0.052(3) 0.007(3) -0.001(2) 0.021(3) C34 0.033(4) 0.056(4) 0.051(3) 0.006(3) -0.006(3) 0.024(3) O2 0.043(2) 0.060(3) 0.066(2) 0.0140(19) -0.0024(18) 0.024(2) C35 0.041(4) 0.054(4) 0.061(3) 0.014(3) -0.013(3) 0.020(3) C36 0.043(4) 0.048(4) 0.040(3) 0.009(3) -0.001(2) 0.014(3) C37 0.032(3) 0.034(3) 0.039(3) -0.001(2) 0.001(2) 0.017(3) C38 0.038(3) 0.038(3) 0.046(3) -0.003(2) -0.001(3) 0.016(3) C39 0.029(3) 0.039(3) 0.056(4) -0.001(2) 0.001(2) 0.013(3) C40 0.027(3) 0.053(4) 0.049(3) 0.001(3) 0.003(3) 0.016(3) O3 0.037(2) 0.065(3) 0.060(2) -0.0034(18) 0.0051(17) 0.024(2) C41 0.046(4) 0.057(4) 0.041(3) -0.005(3) 0.005(3) 0.024(3) C42 0.038(3) 0.044(3) 0.043(3) -0.006(2) -0.001(2) 0.014(3) C43 0.058(4) 0.035(3) 0.032(3) -0.003(2) -0.003(2) 0.025(3) C44 0.083(5) 0.041(4) 0.053(3) 0.008(3) 0.016(3) 0.033(4) C45 0.080(5) 0.054(4) 0.076(4) 0.015(3) 0.038(3) 0.040(4) C46 0.060(4) 0.043(4) 0.065(4) 0.002(3) 0.021(3) 0.029(3) O4 0.073(3) 0.050(3) 0.117(3) 0.018(2) 0.047(3) 0.037(2) C47 0.047(4) 0.036(3) 0.067(4) 0.005(3) 0.014(3) 0.021(3) C48 0.042(4) 0.031(3) 0.061(3) -0.001(3) 0.008(3) 0.016(3) C49 0.064(4) 0.058(4) 0.105(5) 0.018(4) -0.014(3) 0.042(4) C50 0.037(4) 0.081(5) 0.062(4) -0.023(3) -0.007(3) 0.031(4) O5 0.050(3) 0.063(3) 0.059(2) -0.0097(17) -0.0071(19) 0.034(2) O6 0.070(4) 0.142(5) 0.132(4) 0.037(4) 0.034(3) 0.049(3) C51 0.131(7) 0.098(6) 0.061(4) 0.006(4) 0.024(4) 0.072(5) C52 0.065(4) 0.051(4) 0.049(4) 0.008(3) 0.004(3) 0.030(4) O7 0.061(3) 0.054(3) 0.058(2) 0.005(2) 0.0127(18) 0.023(2) O8 0.081(3) 0.063(3) 0.070(2) 0.013(2) 0.013(2) 0.040(2) C53 0.073(5) 0.063(4) 0.067(4) -0.005(3) -0.003(3) 0.037(4) C54 0.044(4) 0.045(4) 0.061(4) -0.009(3) 0.005(3) 0.016(3) O9 0.068(3) 0.046(3) 0.072(3) 0.002(2) 0.026(2) 0.021(2) O10 0.078(3) 0.072(3) 0.061(2) -0.006(2) 0.010(2) 0.039(3) O11 0.037(2) 0.049(2) 0.057(2) -0.0041(17) -0.0020(18) 0.0190(19) C55 0.078(5) 0.077(5) 0.081(4) 0.008(3) 0.026(4) 0.052(4) C56 0.073(6) 0.151(8) 0.118(6) 0.071(6) 0.044(5) 0.081(6) C57 0.056(6) 0.123(8) 0.135(7) 0.023(6) -0.034(5) 0.021(5) C58 0.073(5) 0.055(4) 0.068(4) -0.011(3) -0.015(3) 0.033(4) _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 N1 C4 1.389(5) . ? N1 C1 1.391(6) . ? C1 C2 1.355(7) . ? C1 C20 1.525(7) . ? C2 C3 1.416(7) . ? C3 C4 1.363(6) . ? C4 C5 1.497(7) . ? C5 C6 1.499(6) . ? C5 C25 1.531(6) . ? C5 C21 1.550(6) . ? N2 C9 1.375(6) . ? N2 C6 1.376(6) . ? C6 C7 1.366(6) . ? C7 C8 1.420(7) . ? C8 C9 1.368(6) . ? C9 C10 1.519(6) . ? C10 C11 1.526(6) . ? C10 C31 1.535(6) . ? C10 C22 1.537(6) . ? N3 C11 1.373(5) . ? N3 C14 1.396(5) . ? C11 C12 1.357(6) . ? C12 C13 1.420(6) . ? C13 C14 1.363(6) . ? C14 C15 1.506(6) . ? C15 C16 1.517(6) . ? C15 C23 1.529(6) . ? C15 C37 1.538(6) . ? N4 C19 1.385(5) . ? N4 C16 1.388(5) . ? C16 C17 1.362(6) . ? C17 C18 1.417(7) . ? C18 C19 1.349(6) . ? C19 C20 1.512(6) . ? C20 C43 1.542(7) . ? C20 C24 1.561(6) . ? C25 C30 1.392(6) . ? C25 C26 1.399(6) . ? C26 C27 1.393(6) . ? C27 C28 1.376(6) . ? C28 C29 1.376(6) . ? C28 O1 1.377(5) . ? C29 C30 1.380(6) . ? C31 C36 1.391(6) . ? C31 C32 1.391(6) . ? C32 C33 1.384(7) . ? C33 C34 1.364(7) . ? C34 C35 1.369(7) . ? C34 O2 1.392(6) . ? C35 C36 1.374(7) . ? C37 C42 1.390(6) . ? C37 C38 1.396(6) . ? C38 C39 1.373(6) . ? C39 C40 1.375(6) . ? C40 C41 1.369(7) . ? C40 O3 1.377(5) . ? C41 C42 1.383(7) . ? C43 C48 1.396(7) . ? C43 C44 1.408(7) . ? C44 C45 1.387(7) . ? C45 C46 1.371(7) . ? C46 C47 1.370(7) . ? C46 O4 1.381(6) . ? C47 C48 1.378(7) . ? C49 C50 1.437(8) . ? C50 O5 1.212(6) . ? C50 O6 1.396(7) . ? C51 C52 1.458(8) . ? C52 O7 1.215(6) . ? C52 O8 1.326(6) . ? C53 C54 1.479(7) . ? C54 O9 1.211(6) . ? C54 O10 1.324(6) . ? O11 C58 1.422(6) . ? O11 C55 1.432(6) . ? C55 C56 1.487(9) . ? C56 C57 1.493(10) . ? C57 C58 1.442(9) . ? 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 C4 N1 C1 109.9(4) . . ? C2 C1 N1 107.1(4) . . ? C2 C1 C20 131.7(4) . . ? N1 C1 C20 121.1(4) . . ? C1 C2 C3 107.8(4) . . ? C4 C3 C2 109.1(4) . . ? C3 C4 N1 106.0(4) . . ? C3 C4 C5 131.4(4) . . ? N1 C4 C5 122.6(4) . . ? C4 C5 C6 110.6(4) . . ? C4 C5 C25 112.3(4) . . ? C6 C5 C25 112.0(4) . . ? C4 C5 C21 107.2(4) . . ? C6 C5 C21 108.5(4) . . ? C25 C5 C21 105.9(4) . . ? C9 N2 C6 111.1(4) . . ? C7 C6 N2 106.0(4) . . ? C7 C6 C5 131.1(4) . . ? N2 C6 C5 122.9(4) . . ? C6 C7 C8 108.7(4) . . ? C9 C8 C7 107.4(4) . . ? C8 C9 N2 106.7(4) . . ? C8 C9 C10 130.3(4) . . ? N2 C9 C10 122.9(4) . . ? C9 C10 C11 110.5(4) . . ? C9 C10 C31 109.1(4) . . ? C11 C10 C31 112.0(4) . . ? C9 C10 C22 108.4(4) . . ? C11 C10 C22 108.7(4) . . ? C31 C10 C22 108.0(4) . . ? C11 N3 C14 110.1(4) . . ? C12 C11 N3 107.5(4) . . ? C12 C11 C10 130.7(4) . . ? N3 C11 C10 121.7(4) . . ? C11 C12 C13 107.7(4) . . ? C14 C13 C12 108.7(4) . . ? C13 C14 N3 105.9(4) . . ? C13 C14 C15 131.4(4) . . ? N3 C14 C15 122.7(4) . . ? C14 C15 C16 110.4(4) . . ? C14 C15 C23 108.1(4) . . ? C16 C15 C23 107.5(4) . . ? C14 C15 C37 112.2(3) . . ? C16 C15 C37 111.8(4) . . ? C23 C15 C37 106.6(4) . . ? C19 N4 C16 109.2(4) . . ? C17 C16 N4 106.8(4) . . ? C17 C16 C15 131.6(4) . . ? N4 C16 C15 121.5(4) . . ? C16 C17 C18 108.2(4) . . ? C19 C18 C17 108.1(4) . . ? C18 C19 N4 107.6(4) . . ? C18 C19 C20 131.2(4) . . ? N4 C19 C20 121.2(4) . . ? C19 C20 C1 111.8(4) . . ? C19 C20 C43 112.1(4) . . ? C1 C20 C43 109.8(4) . . ? C19 C20 C24 107.6(4) . . ? C1 C20 C24 108.2(4) . . ? C43 C20 C24 107.1(4) . . ? C30 C25 C26 116.1(4) . . ? C30 C25 C5 122.2(4) . . ? C26 C25 C5 121.1(4) . . ? C27 C26 C25 122.1(4) . . ? C28 C27 C26 119.4(4) . . ? C27 C28 C29 120.2(5) . . ? C27 C28 O1 122.8(4) . . ? C29 C28 O1 117.0(4) . . ? C28 C29 C30 119.7(4) . . ? C29 C30 C25 122.5(4) . . ? C36 C31 C32 116.3(5) . . ? C36 C31 C10 121.1(5) . . ? C32 C31 C10 122.4(4) . . ? C33 C32 C31 121.8(5) . . ? C34 C33 C32 119.1(5) . . ? C33 C34 C35 121.4(5) . . ? C33 C34 O2 118.1(5) . . ? C35 C34 O2 120.5(5) . . ? C34 C35 C36 118.6(5) . . ? C35 C36 C31 122.7(5) . . ? C42 C37 C38 116.3(4) . . ? C42 C37 C15 122.3(4) . . ? C38 C37 C15 121.1(4) . . ? C39 C38 C37 122.6(4) . . ? C38 C39 C40 119.7(5) . . ? C41 C40 C39 119.3(5) . . ? C41 C40 O3 118.2(5) . . ? C39 C40 O3 122.5(4) . . ? C40 C41 C42 120.9(5) . . ? C41 C42 C37 121.2(5) . . ? C48 C43 C44 116.2(5) . . ? C48 C43 C20 121.1(5) . . ? C44 C43 C20 122.7(5) . . ? C45 C44 C43 122.0(5) . . ? C46 C45 C44 119.3(5) . . ? C47 C46 C45 120.4(5) . . ? C47 C46 O4 122.1(5) . . ? C45 C46 O4 117.5(5) . . ? C46 C47 C48 120.3(5) . . ? C47 C48 C43 121.8(5) . . ? O5 C50 O6 121.8(6) . . ? O5 C50 C49 123.4(6) . . ? O6 C50 C49 114.8(5) . . ? O7 C52 O8 120.8(5) . . ? O7 C52 C51 125.1(6) . . ? O8 C52 C51 114.1(6) . . ? O9 C54 O10 121.0(5) . . ? O9 C54 C53 125.2(5) . . ? O10 C54 C53 113.9(5) . . ? C58 O11 C55 110.0(4) . . ? O11 C55 C56 104.6(5) . . ? C55 C56 C57 102.5(6) . . ? C58 C57 C56 103.5(6) . . ? O11 C58 C57 105.3(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O5 0.88 2.27 3.154(5) 177.9 . N2 H2A O5 0.88 2.29 3.163(5) 169.6 . N3 H3A O5 0.88 2.24 3.120(5) 177.2 . N4 H4 O5 0.88 2.24 3.112(5) 171.3 . O1 H1A O7 0.84 1.81 2.612(5) 158.4 2_564 O2 H2B O9 0.84 1.85 2.655(5) 159.2 2_564 O3 H3B O1 0.84 1.96 2.758(5) 157.3 3_455 O4 H4A O11 0.84 1.77 2.602(5) 172.9 3_565 O8 H8A O2 0.84 1.79 2.628(5) 173.1 . O10 H10 O4 0.84 1.79 2.617(6) 169.7 3_454 _refine_diff_density_max 0.165 _refine_diff_density_min -0.189 _refine_diff_density_rms 0.040 data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C76 H64 N8 O8, 5(C3 H6 O)' _chemical_formula_sum 'C91 H94 N8 O13' _chemical_formula_weight 1507.74 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.3580(19) _cell_length_b 19.927(3) _cell_length_c 35.860(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.400(12) _cell_angle_gamma 90.00 _cell_volume 8093(2) _cell_formula_units_Z 4 _cell_measurement_temperature 143(2) _cell_measurement_reflns_used '2000' _cell_measurement_theta_min 5.0 _cell_measurement_theta_max 20.0 _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.238 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3200 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 143(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 'Kuma diffractometer equipped with CCD area detector' _diffrn_measurement_method '2 runs (110 frames each) using omega scan, 1 run (300 frames) using phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37534 _diffrn_reflns_av_R_equivalents 0.1889 _diffrn_reflns_av_sigmaI/netI 0.1348 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 22.46 _reflns_number_total 9923 _reflns_number_gt 4534 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kuma, KM4CCD, release 1.5.9' _computing_cell_refinement 'Kuma, CrysAlis, release 1.6.0' _computing_data_reduction 'Kuma, CrysAlis' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker, SHELXTL, release 5.1' _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^)+(0.1122P)^2^+34.0475P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9923 _refine_ls_number_parameters 1009 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2190 _refine_ls_R_factor_gt 0.1119 _refine_ls_wR_factor_ref 0.3308 _refine_ls_wR_factor_gt 0.2542 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N -0.1968(6) 0.3232(4) 0.23169(19) 0.0457(19) Uani 1 1 d . . . H1 H -0.2079 0.3332 0.2551 0.055 Uiso 1 1 calc R . . C1 C -0.2863(8) 0.3054(4) 0.2049(2) 0.045(2) Uani 1 1 d . . . C2 C -0.2333(9) 0.2922(5) 0.1732(3) 0.056(3) Uani 1 1 d . . . H2 H -0.2720 0.2789 0.1500 0.068 Uiso 1 1 calc R . . C3 C -0.1076(9) 0.3019(5) 0.1809(2) 0.054(3) Uani 1 1 d . . . H3 H -0.0488 0.2947 0.1638 0.065 Uiso 1 1 calc R . . C4 C -0.0887(8) 0.3232(4) 0.2169(3) 0.046(2) Uani 1 1 d . . . C5 C 0.0250(8) 0.3387(5) 0.2402(2) 0.049(2) Uani 1 1 d . . . N2 N -0.0310(6) 0.4370(4) 0.28177(19) 0.0455(19) Uani 1 1 d . . . H2A H -0.0728 0.4122 0.2962 0.055 Uiso 1 1 calc R . . C6 C 0.0265(8) 0.4137(5) 0.2515(2) 0.051(2) Uani 1 1 d . . . C7 C 0.0793(8) 0.4675(5) 0.2368(2) 0.051(2) Uani 1 1 d . . . H7 H 0.1250 0.4666 0.2157 0.061 Uiso 1 1 calc R . . C8 C 0.0555(8) 0.5250(5) 0.2579(2) 0.053(3) Uani 1 1 d . . . H8 H 0.0820 0.5692 0.2534 0.064 Uiso 1 1 calc R . . C9 C -0.0123(7) 0.5058(4) 0.2858(2) 0.043(2) Uani 1 1 d . . . C10 C -0.0609(8) 0.5450(5) 0.3184(2) 0.048(2) Uani 1 1 d . . . N3 N -0.2692(7) 0.4990(4) 0.31584(19) 0.049(2) Uani 1 1 d . . . H3A H -0.2467 0.4575 0.3211 0.058 Uiso 1 1 calc R . . C11 C -0.1927(9) 0.5532(5) 0.3123(2) 0.049(2) Uani 1 1 d . . . C12 C -0.2628(9) 0.6067(5) 0.3048(3) 0.056(3) Uani 1 1 d . . . H12 H -0.2350 0.6511 0.3015 0.067 Uiso 1 1 calc R . . C13 C -0.3836(9) 0.5882(5) 0.3025(2) 0.055(3) Uani 1 1 d . . . H13 H -0.4497 0.6167 0.2970 0.066 Uiso 1 1 calc R . . C14 C -0.3852(9) 0.5198(5) 0.3099(2) 0.047(2) Uani 1 1 d . . . C15 C -0.4906(8) 0.4727(4) 0.3115(2) 0.044(2) Uani 1 1 d . . . N4 N -0.4309(6) 0.3812(4) 0.26576(19) 0.0471(19) Uani 1 1 d . . . H4 H -0.3684 0.3676 0.2798 0.057 Uiso 1 1 calc R . . C16 C -0.5086(8) 0.4328(5) 0.2750(3) 0.047(2) Uani 1 1 d . . . C17 C -0.5910(8) 0.4381(5) 0.2461(3) 0.050(2) Uani 1 1 d . . . H17 H -0.6545 0.4692 0.2445 0.060 Uiso 1 1 calc R . . C18 C -0.5682(9) 0.3897(5) 0.2184(3) 0.054(3) Uani 1 1 d . . . H18 H -0.6136 0.3826 0.1954 0.064 Uiso 1 1 calc R . . C19 C -0.4692(9) 0.3553(5) 0.2310(3) 0.050(2) Uani 1 1 d . . . C20 C -0.4126(8) 0.2930(5) 0.2144(2) 0.048(2) Uani 1 1 d . . . C21 C 0.1302(8) 0.3259(5) 0.2161(3) 0.059(3) Uani 1 1 d . . . H21A H 0.1259 0.3570 0.1949 0.089 Uiso 1 1 calc R . . H21B H 0.1268 0.2796 0.2068 0.089 Uiso 1 1 calc R . . H21C H 0.2045 0.3329 0.2314 0.089 Uiso 1 1 calc R . . C22 C -0.0051(8) 0.6175(4) 0.3182(3) 0.056(3) Uani 1 1 d . . . H22A H 0.0812 0.6140 0.3209 0.085 Uiso 1 1 calc R . . H22B H -0.0322 0.6436 0.3391 0.085 Uiso 1 1 calc R . . H22C H -0.0296 0.6399 0.2946 0.085 Uiso 1 1 calc R . . C23 C -0.6029(8) 0.5143(5) 0.3164(3) 0.060(3) Uani 1 1 d . . . H23A H -0.6715 0.4844 0.3160 0.091 Uiso 1 1 calc R . . H23B H -0.6143 0.5469 0.2960 0.091 Uiso 1 1 calc R . . H23C H -0.5943 0.5382 0.3404 0.091 Uiso 1 1 calc R . . C24 C -0.4872(8) 0.2723(5) 0.1775(2) 0.057(3) Uani 1 1 d . . . H24A H -0.5676 0.2607 0.1833 0.085 Uiso 1 1 calc R . . H24B H -0.4504 0.2335 0.1663 0.085 Uiso 1 1 calc R . . H24C H -0.4900 0.3100 0.1598 0.085 Uiso 1 1 calc R . . C25 C 0.0466(8) 0.2944(5) 0.2748(2) 0.047(2) Uani 1 1 d . . . C26 C 0.1250(8) 0.3127(5) 0.3047(3) 0.052(2) Uani 1 1 d . . . H26 H 0.1607 0.3559 0.3048 0.063 Uiso 1 1 calc R . . C27 C 0.1524(8) 0.2694(5) 0.3346(3) 0.054(3) Uani 1 1 d . . . H27 H 0.2075 0.2825 0.3546 0.065 Uiso 1 1 calc R . . C28 C 0.0988(9) 0.2072(5) 0.3349(3) 0.051(3) Uani 1 1 d . . . C29 C 0.0178(8) 0.1865(5) 0.3063(3) 0.052(2) Uani 1 1 d . . . H29 H -0.0183 0.1435 0.3069 0.062 Uiso 1 1 calc R . . C30 C -0.0090(8) 0.2303(5) 0.2768(3) 0.053(3) Uani 1 1 d . . . H30 H -0.0659 0.2173 0.2573 0.064 Uiso 1 1 calc R . . O1 O 0.1205(6) 0.1621(3) 0.36572(18) 0.0648(19) Uani 1 1 d . . . C31 C 0.2360(11) 0.1499(5) 0.3767(3) 0.055(3) Uani 1 1 d . . . O2 O 0.3193(6) 0.1732(4) 0.36156(19) 0.072(2) Uani 1 1 d . . . N5 N 0.2436(7) 0.1097(4) 0.4074(2) 0.055(2) Uani 1 1 d . . . H5 H 0.1783 0.0907 0.4139 0.067 Uiso 1 1 calc R . . C32 C 0.3493(10) 0.0962(5) 0.4297(3) 0.062(3) Uani 1 1 d . . . C33 C 0.4590(11) 0.1050(6) 0.4187(3) 0.077(3) Uani 1 1 d . . . H33 H 0.4677 0.1200 0.3939 0.093 Uiso 1 1 calc R . . C34 C 0.5593(11) 0.0930(7) 0.4420(4) 0.092(4) Uani 1 1 d . . . H34 H 0.6346 0.0935 0.4321 0.111 Uiso 1 1 calc R . . C35 C 0.5508(12) 0.0806(6) 0.4789(4) 0.091(4) Uani 1 1 d . . . H35 H 0.6199 0.0751 0.4953 0.110 Uiso 1 1 calc R . . C36 C 0.4393(13) 0.0760(6) 0.4926(4) 0.085(4) Uani 1 1 d . . . H36 H 0.4325 0.0679 0.5185 0.102 Uiso 1 1 calc R . . C37 C 0.3377(10) 0.0833(5) 0.4684(3) 0.072(3) Uani 1 1 d . . . H37 H 0.2617 0.0796 0.4776 0.086 Uiso 1 1 calc R . . C38 C -0.0188(8) 0.5123(4) 0.3564(2) 0.045(2) Uani 1 1 d . . . C39 C 0.0889(8) 0.4803(5) 0.3616(3) 0.054(3) Uani 1 1 d . . . H39 H 0.1354 0.4755 0.3409 0.065 Uiso 1 1 calc R . . C40 C 0.1324(8) 0.4546(5) 0.3966(2) 0.049(2) Uani 1 1 d . . . H40 H 0.2068 0.4328 0.3996 0.058 Uiso 1 1 calc R . . C41 C 0.0626(9) 0.4623(5) 0.4265(3) 0.052(3) Uani 1 1 d . . . C42 C -0.0451(9) 0.4949(5) 0.4224(2) 0.052(3) Uani 1 1 d . . . H42 H -0.0905 0.5001 0.4433 0.063 Uiso 1 1 calc R . . C43 C -0.0870(8) 0.5198(5) 0.3879(2) 0.049(2) Uani 1 1 d . . . H43 H -0.1612 0.5420 0.3852 0.059 Uiso 1 1 calc R . . O3 O 0.0918(6) 0.4323(3) 0.46251(17) 0.0538(17) Uani 1 1 d . . . C44 C 0.2057(10) 0.4381(5) 0.4783(3) 0.054(3) Uani 1 1 d . . . O4 O 0.2837(6) 0.4713(3) 0.46571(18) 0.0653(19) Uani 1 1 d . . . N6 N 0.2118(7) 0.4035(4) 0.5112(2) 0.052(2) Uani 1 1 d . . . H6 H 0.1465 0.3837 0.5172 0.063 Uiso 1 1 calc R . . C45 C 0.3127(8) 0.3959(5) 0.5370(2) 0.046(2) Uani 1 1 d . . . C46 C 0.4247(9) 0.4212(5) 0.5310(3) 0.062(3) Uani 1 1 d . . . H46 H 0.4359 0.4471 0.5093 0.074 Uiso 1 1 calc R . . C47 C 0.5184(10) 0.4087(6) 0.5566(3) 0.073(3) Uani 1 1 d . . . H47 H 0.5946 0.4251 0.5522 0.088 Uiso 1 1 calc R . . C48 C 0.5027(11) 0.3719(6) 0.5894(3) 0.069(3) Uani 1 1 d . . . H48 H 0.5676 0.3632 0.6070 0.082 Uiso 1 1 calc R . . C49 C 0.3914(10) 0.3485(5) 0.5953(3) 0.061(3) Uani 1 1 d . . . H49 H 0.3794 0.3245 0.6176 0.074 Uiso 1 1 calc R . . C50 C 0.2982(9) 0.3592(5) 0.5698(2) 0.055(3) Uani 1 1 d . . . H50 H 0.2227 0.3417 0.5742 0.067 Uiso 1 1 calc R . . C51 C -0.4748(8) 0.4266(5) 0.3466(3) 0.051(2) Uani 1 1 d . . . C52 C -0.4239(8) 0.4507(5) 0.3801(3) 0.050(2) Uani 1 1 d . . . H52 H -0.3888 0.4940 0.3809 0.060 Uiso 1 1 calc R . . C53 C -0.4229(9) 0.4133(6) 0.4124(3) 0.065(3) Uani 1 1 d . . . H53 H -0.3889 0.4314 0.4353 0.078 Uiso 1 1 calc R . . C54 C -0.4715(9) 0.3492(6) 0.4117(3) 0.063(3) Uani 1 1 d . . . C55 C -0.5225(9) 0.3236(5) 0.3788(3) 0.066(3) Uani 1 1 d . . . H55 H -0.5552 0.2797 0.3781 0.079 Uiso 1 1 calc R . . C56 C -0.5263(8) 0.3623(5) 0.3463(3) 0.061(3) Uani 1 1 d . . . H56 H -0.5639 0.3451 0.3237 0.073 Uiso 1 1 calc R . . O5 O -0.4822(7) 0.3134(4) 0.44536(19) 0.074(2) Uani 1 1 d . . . C57 C -0.3851(11) 0.2813(5) 0.4606(3) 0.061(3) Uani 1 1 d . . . O6 O -0.2935(6) 0.2758(4) 0.44501(18) 0.070(2) Uani 1 1 d . . . N7 N -0.4088(7) 0.2570(4) 0.4940(2) 0.060(2) Uani 1 1 d . . . H7A H -0.4781 0.2674 0.5018 0.072 Uiso 1 1 calc R . . C58 C -0.3336(9) 0.2157(5) 0.5185(3) 0.058(3) Uani 1 1 d . . . C59 C -0.2194(9) 0.1983(5) 0.5116(3) 0.057(3) Uani 1 1 d . . . H59 H -0.1856 0.2153 0.4901 0.069 Uiso 1 1 calc R . . C60 C -0.1546(11) 0.1565(6) 0.5358(3) 0.074(3) Uani 1 1 d . . . H60 H -0.0760 0.1447 0.5311 0.088 Uiso 1 1 calc R . . C61 C -0.2046(11) 0.1314(7) 0.5673(3) 0.087(4) Uani 1 1 d . . . H61 H -0.1616 0.1006 0.5834 0.105 Uiso 1 1 calc R . . C62 C -0.3169(11) 0.1513(7) 0.5753(3) 0.083(4) Uani 1 1 d . . . H62 H -0.3483 0.1358 0.5975 0.099 Uiso 1 1 calc R . . C63 C -0.3832(10) 0.1926(6) 0.5518(3) 0.072(3) Uani 1 1 d . . . H63 H -0.4603 0.2057 0.5573 0.087 Uiso 1 1 calc R . . C64 C -0.4164(8) 0.2341(5) 0.2426(2) 0.049(2) Uani 1 1 d . . . C65 C -0.3324(8) 0.1828(4) 0.2438(2) 0.045(2) Uani 1 1 d . . . H65 H -0.2705 0.1851 0.2274 0.054 Uiso 1 1 calc R . . C66 C -0.3361(8) 0.1285(5) 0.2679(2) 0.050(2) Uani 1 1 d . . . H66 H -0.2777 0.0944 0.2680 0.059 Uiso 1 1 calc R . . C67 C -0.4256(8) 0.1249(5) 0.2917(3) 0.048(2) Uani 1 1 d . . . C68 C -0.5142(8) 0.1733(5) 0.2902(2) 0.050(2) Uani 1 1 d . . . H68 H -0.5776 0.1694 0.3059 0.060 Uiso 1 1 calc R . . C69 C -0.5102(8) 0.2277(5) 0.2657(2) 0.050(2) Uani 1 1 d . . . H69 H -0.5712 0.2604 0.2647 0.060 Uiso 1 1 calc R . . O7 O -0.4384(6) 0.0729(3) 0.31754(17) 0.0559(17) Uani 1 1 d . . . C70 C -0.3397(10) 0.0450(5) 0.3358(3) 0.052(3) Uani 1 1 d . . . O8 O -0.2400(7) 0.0640(4) 0.33367(18) 0.069(2) Uani 1 1 d . . . N8 N -0.3762(7) -0.0073(4) 0.3563(2) 0.056(2) Uani 1 1 d . . . H8A H -0.4526 -0.0109 0.3584 0.067 Uiso 1 1 calc R . . C71 C -0.3021(9) -0.0569(5) 0.3744(2) 0.053(3) Uani 1 1 d . . . C72 C -0.1812(9) -0.0617(5) 0.3705(3) 0.057(3) Uani 1 1 d . . . H72 H -0.1429 -0.0296 0.3561 0.068 Uiso 1 1 calc R . . C73 C -0.1177(10) -0.1139(6) 0.3877(3) 0.068(3) Uani 1 1 d . . . H73 H -0.0353 -0.1175 0.3852 0.081 Uiso 1 1 calc R . . C74 C -0.1733(11) -0.1605(6) 0.4085(3) 0.072(3) Uani 1 1 d . . . H74 H -0.1284 -0.1963 0.4198 0.087 Uiso 1 1 calc R . . C75 C -0.2927(11) -0.1568(6) 0.4132(3) 0.082(4) Uani 1 1 d . . . H75 H -0.3302 -0.1895 0.4275 0.099 Uiso 1 1 calc R . . C76 C -0.3565(10) -0.1037(5) 0.3963(3) 0.067(3) Uani 1 1 d . . . H76 H -0.4383 -0.0994 0.3997 0.080 Uiso 1 1 calc R . . O9 O -0.2086(5) 0.3478(3) 0.31940(18) 0.0575(18) Uani 1 1 d . . . C77 C -0.1961(8) 0.3104(4) 0.3470(3) 0.048(2) Uani 1 1 d . . . C78 C -0.2612(9) 0.2444(5) 0.3472(3) 0.059(3) Uani 1 1 d . . . H78A H -0.3251 0.2444 0.3272 0.088 Uiso 1 1 calc R . . H78B H -0.2943 0.2382 0.3714 0.088 Uiso 1 1 calc R . . H78C H -0.2063 0.2077 0.3430 0.088 Uiso 1 1 calc R . . C79 C -0.1152(8) 0.3278(5) 0.3800(2) 0.056(3) Uani 1 1 d . . . H79A H -0.0744 0.3700 0.3752 0.084 Uiso 1 1 calc R . . H79B H -0.0569 0.2919 0.3847 0.084 Uiso 1 1 calc R . . H79C H -0.1606 0.3332 0.4020 0.084 Uiso 1 1 calc R . . O10 O 0.0496(7) 0.0432(5) 0.4409(2) 0.096(3) Uani 1 1 d . . . C80 C -0.0558(11) 0.0540(5) 0.4414(3) 0.065(3) Uani 1 1 d . . . C81 C -0.1142(10) 0.1110(6) 0.4191(3) 0.077(3) Uani 1 1 d . . . H81A H -0.0536 0.1388 0.4087 0.116 Uiso 1 1 calc R . . H81B H -0.1602 0.1384 0.4354 0.116 Uiso 1 1 calc R . . H81C H -0.1668 0.0926 0.3986 0.116 Uiso 1 1 calc R . . C82 C -0.1350(9) 0.0098(6) 0.4634(3) 0.070(3) Uani 1 1 d . . . H82A H -0.0892 -0.0281 0.4742 0.105 Uiso 1 1 calc R . . H82B H -0.2006 -0.0070 0.4467 0.105 Uiso 1 1 calc R . . H82C H -0.1662 0.0362 0.4835 0.105 Uiso 1 1 calc R . . O11 O 0.0196(7) 0.3296(4) 0.5445(2) 0.079(2) Uani 1 1 d . . . C83 C -0.0844(11) 0.3470(6) 0.5466(3) 0.069(3) Uani 1 1 d . . . C84 C -0.1526(10) 0.3805(6) 0.5150(3) 0.085(4) Uani 1 1 d . . . H84A H -0.0990 0.3939 0.4962 0.128 Uiso 1 1 calc R . . H84B H -0.1920 0.4203 0.5242 0.128 Uiso 1 1 calc R . . H84C H -0.2120 0.3494 0.5037 0.128 Uiso 1 1 calc R . . C85 C -0.1454(11) 0.3351(7) 0.5823(3) 0.093(4) Uani 1 1 d . . . H85A H -0.0935 0.3089 0.5999 0.139 Uiso 1 1 calc R . . H85B H -0.2192 0.3104 0.5764 0.139 Uiso 1 1 calc R . . H85C H -0.1630 0.3783 0.5937 0.139 Uiso 1 1 calc R . . O12 O -0.6706(7) 0.2440(4) 0.5028(2) 0.073(2) Uani 1 1 d . . . C86 C -0.7606(11) 0.2450(5) 0.4803(3) 0.065(3) Uani 1 1 d . . . C87 C -0.7595(11) 0.2825(5) 0.4446(3) 0.076(3) Uani 1 1 d . . . H87A H -0.7038 0.3200 0.4477 0.115 Uiso 1 1 calc R . . H87B H -0.8388 0.2998 0.4374 0.115 Uiso 1 1 calc R . . H87C H -0.7352 0.2524 0.4249 0.115 Uiso 1 1 calc R . . C88 C -0.8706(10) 0.2099(7) 0.4889(3) 0.095(4) Uani 1 1 d . . . H88A H -0.8519 0.1758 0.5082 0.142 Uiso 1 1 calc R . . H88B H -0.9060 0.1883 0.4662 0.142 Uiso 1 1 calc R . . H88C H -0.9263 0.2424 0.4980 0.142 Uiso 1 1 calc R . . O13 O -0.6332(6) -0.0297(4) 0.35273(19) 0.0653(19) Uani 1 1 d . . . C89 C -0.7161(10) -0.0152(5) 0.3300(3) 0.053(3) Uani 1 1 d . . . C90 C -0.6992(9) 0.0035(6) 0.2904(3) 0.072(3) Uani 1 1 d . . . H90A H -0.6174 -0.0055 0.2851 0.108 Uiso 1 1 calc R . . H90B H -0.7165 0.0513 0.2867 0.108 Uiso 1 1 calc R . . H90C H -0.7527 -0.0232 0.2736 0.108 Uiso 1 1 calc R . . C91 C -0.8418(9) -0.0162(6) 0.3409(3) 0.072(3) Uani 1 1 d . . . H91A H -0.8420 -0.0183 0.3682 0.108 Uiso 1 1 calc R . . H91B H -0.8827 -0.0556 0.3298 0.108 Uiso 1 1 calc R . . H91C H -0.8825 0.0247 0.3317 0.108 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 N1 0.052(5) 0.051(5) 0.035(4) 0.001(4) 0.006(4) 0.002(4) C1 0.050(6) 0.040(6) 0.044(6) 0.003(4) 0.001(5) -0.002(5) C2 0.067(8) 0.052(6) 0.050(6) -0.006(5) 0.000(5) -0.001(5) C3 0.062(7) 0.063(7) 0.039(6) -0.001(5) 0.016(5) 0.005(5) C4 0.042(6) 0.045(6) 0.052(6) 0.008(5) 0.010(5) -0.005(5) C5 0.041(6) 0.055(6) 0.051(6) -0.004(5) 0.001(5) 0.005(5) N2 0.037(4) 0.051(5) 0.049(5) 0.001(4) 0.009(4) -0.007(4) C6 0.050(6) 0.059(7) 0.044(6) 0.005(5) 0.001(5) 0.009(5) C7 0.054(6) 0.057(7) 0.043(6) 0.004(5) 0.012(5) 0.001(5) C8 0.054(6) 0.054(6) 0.053(6) 0.012(5) 0.010(5) -0.016(5) C9 0.041(6) 0.041(6) 0.048(6) 0.003(5) -0.004(4) -0.012(5) C10 0.045(6) 0.049(6) 0.052(6) -0.005(5) 0.009(5) 0.004(5) N3 0.053(5) 0.040(5) 0.052(5) 0.005(4) 0.000(4) 0.004(4) C11 0.059(7) 0.043(6) 0.043(5) 0.007(5) 0.001(5) -0.012(6) C12 0.062(7) 0.034(6) 0.071(7) 0.011(5) 0.002(5) 0.005(5) C13 0.049(7) 0.063(7) 0.052(6) 0.006(5) -0.002(5) 0.005(5) C14 0.056(7) 0.046(6) 0.039(5) -0.003(4) -0.001(5) 0.009(5) C15 0.046(6) 0.042(5) 0.045(5) 0.006(4) 0.007(4) -0.002(5) N4 0.036(5) 0.060(5) 0.044(5) 0.007(4) -0.003(4) -0.002(4) C16 0.035(6) 0.051(6) 0.057(6) 0.030(5) 0.008(5) 0.012(5) C17 0.043(6) 0.050(6) 0.058(6) 0.020(5) 0.000(5) 0.008(5) C18 0.066(7) 0.038(6) 0.056(6) 0.007(5) 0.002(5) -0.005(5) C19 0.059(7) 0.046(6) 0.045(6) 0.012(5) 0.000(5) -0.010(5) C20 0.055(6) 0.046(6) 0.040(5) 0.007(4) -0.004(5) -0.005(5) C21 0.065(7) 0.064(7) 0.051(6) 0.000(5) 0.014(5) 0.000(6) C22 0.062(6) 0.031(5) 0.077(7) 0.005(5) 0.014(5) -0.002(5) C23 0.052(6) 0.069(7) 0.061(6) -0.002(5) 0.008(5) 0.012(5) C24 0.058(6) 0.059(6) 0.052(6) -0.012(5) -0.003(5) -0.018(5) C25 0.053(6) 0.048(6) 0.043(6) -0.002(5) 0.013(5) 0.001(5) C26 0.052(6) 0.047(6) 0.057(6) 0.003(5) 0.000(5) -0.002(5) C27 0.053(6) 0.059(7) 0.047(6) -0.006(5) -0.011(5) -0.004(5) C28 0.058(7) 0.052(6) 0.045(6) 0.013(5) 0.013(5) -0.006(5) C29 0.058(7) 0.043(6) 0.055(6) 0.002(5) 0.004(5) -0.004(5) C30 0.056(6) 0.054(6) 0.049(6) -0.003(5) -0.002(5) 0.009(5) O1 0.052(5) 0.076(5) 0.065(5) 0.018(4) 0.000(4) -0.001(4) C31 0.072(9) 0.046(6) 0.046(6) -0.002(5) 0.013(6) -0.005(6) O2 0.065(5) 0.083(5) 0.068(5) 0.020(4) 0.012(4) 0.009(4) N5 0.057(6) 0.062(5) 0.048(5) 0.016(4) 0.012(4) -0.010(4) C32 0.054(8) 0.066(7) 0.065(7) 0.021(6) 0.004(6) -0.002(6) C33 0.063(8) 0.093(9) 0.076(8) 0.025(7) 0.004(7) -0.001(7) C34 0.060(9) 0.136(12) 0.080(9) 0.041(8) 0.003(7) 0.004(8) C35 0.070(10) 0.080(9) 0.121(12) 0.019(8) -0.012(8) -0.003(7) C36 0.110(11) 0.063(8) 0.080(9) -0.003(6) -0.014(9) 0.016(8) C37 0.071(8) 0.075(8) 0.069(8) 0.021(6) 0.010(6) 0.016(6) C38 0.051(6) 0.036(5) 0.049(6) 0.008(4) 0.002(5) 0.004(5) C39 0.047(7) 0.055(6) 0.062(7) 0.005(5) 0.005(5) -0.009(5) C40 0.038(6) 0.059(6) 0.049(6) 0.004(5) 0.002(5) -0.001(5) C41 0.057(7) 0.042(6) 0.056(7) -0.002(5) -0.007(5) 0.002(5) C42 0.061(7) 0.054(6) 0.041(6) 0.002(5) 0.006(5) 0.001(5) C43 0.032(5) 0.060(6) 0.055(6) -0.008(5) 0.006(5) 0.007(5) O3 0.051(4) 0.061(4) 0.050(4) 0.005(3) 0.003(3) -0.001(3) C44 0.066(8) 0.049(6) 0.046(6) 0.002(5) 0.005(6) 0.006(6) O4 0.073(5) 0.058(5) 0.065(5) 0.013(4) 0.004(4) -0.014(4) N6 0.048(5) 0.057(5) 0.051(5) 0.006(4) -0.002(4) 0.000(4) C45 0.049(7) 0.049(6) 0.041(6) -0.002(5) 0.012(5) 0.003(5) C46 0.058(7) 0.070(7) 0.058(7) 0.000(6) 0.008(6) 0.003(6) C47 0.068(8) 0.076(8) 0.073(8) 0.016(6) -0.009(6) 0.009(6) C48 0.078(9) 0.078(8) 0.048(6) 0.001(6) -0.009(6) 0.020(7) C49 0.056(7) 0.068(7) 0.058(7) 0.004(5) -0.008(6) -0.008(6) C50 0.052(7) 0.072(7) 0.042(6) -0.007(5) 0.000(5) -0.007(5) C51 0.055(6) 0.041(6) 0.057(6) 0.002(5) 0.008(5) -0.016(5) C52 0.047(6) 0.051(6) 0.052(6) -0.001(5) 0.004(5) -0.014(5) C53 0.076(8) 0.069(8) 0.052(6) 0.014(6) 0.013(6) 0.004(6) C54 0.060(7) 0.083(9) 0.047(7) 0.028(6) 0.009(5) 0.002(6) C55 0.072(8) 0.052(7) 0.075(8) 0.021(6) 0.014(6) -0.004(6) C56 0.045(6) 0.075(8) 0.064(7) 0.008(6) 0.008(5) 0.005(6) O5 0.077(5) 0.091(6) 0.057(4) 0.028(4) 0.018(4) 0.009(5) C57 0.062(8) 0.068(7) 0.057(7) 0.011(6) 0.021(6) -0.010(6) O6 0.069(5) 0.091(6) 0.052(4) 0.020(4) 0.014(4) -0.006(4) N7 0.066(6) 0.064(6) 0.052(5) 0.014(4) 0.021(4) 0.001(5) C58 0.062(7) 0.058(7) 0.055(6) 0.003(5) 0.006(6) 0.003(6) C59 0.062(7) 0.062(7) 0.048(6) 0.006(5) 0.001(5) -0.004(6) C60 0.076(8) 0.074(8) 0.069(7) 0.011(7) -0.004(7) -0.005(7) C61 0.064(9) 0.117(11) 0.079(9) 0.037(8) -0.002(7) -0.013(8) C62 0.075(9) 0.121(11) 0.051(7) 0.033(7) -0.005(7) -0.026(8) C63 0.072(8) 0.095(9) 0.051(7) 0.010(6) 0.003(6) -0.022(7) C64 0.042(6) 0.051(6) 0.052(6) 0.002(5) -0.003(5) 0.003(5) C65 0.043(6) 0.047(6) 0.048(5) -0.002(5) 0.016(4) -0.001(5) C66 0.053(6) 0.043(6) 0.054(6) 0.005(5) 0.012(5) -0.006(5) C67 0.046(6) 0.047(6) 0.053(6) 0.003(5) 0.009(5) 0.004(5) C68 0.052(6) 0.048(6) 0.053(6) -0.002(5) 0.016(5) -0.011(5) C69 0.045(6) 0.057(6) 0.048(6) -0.010(5) 0.007(5) -0.009(5) O7 0.057(4) 0.049(4) 0.062(4) 0.010(3) 0.008(4) 0.001(4) C70 0.055(8) 0.050(7) 0.053(6) 0.005(5) 0.012(6) -0.004(6) O8 0.061(5) 0.074(5) 0.071(5) 0.021(4) 0.002(4) -0.015(4) N8 0.050(5) 0.057(5) 0.061(5) 0.009(5) 0.012(4) 0.000(4) C71 0.065(7) 0.050(6) 0.045(6) 0.003(5) 0.005(5) 0.001(6) C72 0.066(8) 0.052(7) 0.053(6) 0.001(5) 0.008(5) -0.002(6) C73 0.078(8) 0.065(8) 0.061(7) 0.000(6) 0.008(6) 0.016(7) C74 0.089(10) 0.057(7) 0.068(7) -0.004(6) -0.004(7) 0.012(7) C75 0.069(9) 0.072(9) 0.106(10) 0.030(7) 0.011(7) -0.003(7) C76 0.067(7) 0.064(7) 0.069(7) 0.018(6) -0.003(6) -0.012(6) O9 0.064(4) 0.054(4) 0.057(4) -0.002(4) 0.016(3) -0.001(3) C77 0.060(7) 0.035(6) 0.051(6) 0.006(5) 0.019(5) 0.009(5) C78 0.077(7) 0.045(6) 0.052(6) 0.010(5) -0.005(5) -0.002(6) C79 0.062(7) 0.053(6) 0.052(6) 0.003(5) -0.007(5) -0.022(5) O10 0.054(5) 0.131(8) 0.102(6) 0.042(5) 0.004(4) -0.008(5) C80 0.058(8) 0.062(7) 0.075(8) -0.005(6) 0.010(6) -0.005(6) C81 0.078(8) 0.081(9) 0.074(8) 0.014(7) 0.013(6) -0.002(7) C82 0.064(7) 0.080(8) 0.064(7) 0.001(6) 0.001(6) -0.003(6) O11 0.058(5) 0.090(6) 0.089(6) 0.003(4) 0.010(4) -0.006(4) C83 0.060(8) 0.066(8) 0.081(8) -0.009(6) -0.004(7) -0.021(6) C84 0.072(8) 0.076(8) 0.108(10) -0.006(8) 0.005(7) -0.008(7) C85 0.089(9) 0.119(11) 0.073(8) -0.027(7) 0.026(7) -0.035(8) O12 0.086(6) 0.079(5) 0.054(5) 0.000(4) 0.013(4) -0.003(4) C86 0.078(9) 0.065(7) 0.053(7) -0.010(6) 0.003(6) 0.000(7) C87 0.110(10) 0.061(7) 0.058(7) -0.003(6) 0.002(6) 0.007(7) C88 0.070(8) 0.133(12) 0.084(9) -0.038(8) 0.021(7) -0.025(8) O13 0.057(5) 0.081(5) 0.056(4) 0.011(4) -0.005(4) -0.001(4) C89 0.070(8) 0.037(6) 0.053(6) 0.000(5) 0.008(6) -0.008(5) C90 0.074(8) 0.081(8) 0.059(7) 0.008(6) 0.002(6) -0.001(6) C91 0.064(8) 0.085(8) 0.066(7) -0.001(6) 0.006(6) -0.001(6) _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 N1 C4 1.375(10) . ? N1 C1 1.390(10) . ? C1 C2 1.352(12) . ? C1 C20 1.519(12) . ? C2 C3 1.447(13) . ? C3 C4 1.360(12) . ? C4 C5 1.515(12) . ? C5 C25 1.527(12) . ? C5 C21 1.548(12) . ? C5 C6 1.549(13) . ? N2 C6 1.388(11) . ? N2 C9 1.393(11) . ? C6 C7 1.354(12) . ? C7 C8 1.411(13) . ? C8 C9 1.364(11) . ? C9 C10 1.543(12) . ? C10 C11 1.504(13) . ? C10 C38 1.552(12) . ? C10 C22 1.579(12) . ? N3 C14 1.383(11) . ? N3 C11 1.398(11) . ? C11 C12 1.346(12) . ? C12 C13 1.416(13) . ? C13 C14 1.390(13) . ? C14 C15 1.525(12) . ? C15 C16 1.530(12) . ? C15 C23 1.543(12) . ? C15 C51 1.558(12) . ? N4 C19 1.388(11) . ? N4 C16 1.412(11) . ? C16 C17 1.346(12) . ? C17 C18 1.421(12) . ? C18 C19 1.363(12) . ? C19 C20 1.539(13) . ? C20 C64 1.550(12) . ? C20 C24 1.572(11) . ? C25 C26 1.390(12) . ? C25 C30 1.429(13) . ? C26 C27 1.394(12) . ? C27 C28 1.380(13) . ? C28 C29 1.389(12) . ? C28 O1 1.430(10) . ? C29 C30 1.388(12) . ? O1 C31 1.362(12) . ? C31 O2 1.220(11) . ? C31 N5 1.358(11) . ? N5 C32 1.417(12) . ? C32 C33 1.348(14) . ? C32 C37 1.426(13) . ? C33 C34 1.379(14) . ? C34 C35 1.360(16) . ? C35 C36 1.396(17) . ? C36 C37 1.398(15) . ? C38 C39 1.379(12) . ? C38 C43 1.425(12) . ? C39 C40 1.407(12) . ? C40 C41 1.390(12) . ? C41 C42 1.382(12) . ? C41 O3 1.440(11) . ? C42 C43 1.382(12) . ? O3 C44 1.377(11) . ? C44 O4 1.220(11) . ? C44 N6 1.364(11) . ? N6 C45 1.422(11) . ? C45 C46 1.399(13) . ? C45 C50 1.406(12) . ? C46 C47 1.374(13) . ? C47 C48 1.408(14) . ? C48 C49 1.380(14) . ? C49 C50 1.362(12) . ? C51 C52 1.379(12) . ? C51 C56 1.409(13) . ? C52 C53 1.378(12) . ? C53 C54 1.392(14) . ? C54 C55 1.373(14) . ? C54 O5 1.416(11) . ? C55 C56 1.394(13) . ? O5 C57 1.353(12) . ? C57 O6 1.224(11) . ? C57 N7 1.339(12) . ? N7 C58 1.436(12) . ? C58 C59 1.382(13) . ? C58 C63 1.435(13) . ? C59 C60 1.376(13) . ? C60 C61 1.396(14) . ? C61 C62 1.385(15) . ? C62 C63 1.363(15) . ? C64 C65 1.397(12) . ? C64 C69 1.404(12) . ? C65 C66 1.388(12) . ? C66 C67 1.378(12) . ? C67 C68 1.393(12) . ? C67 O7 1.405(10) . ? C68 C69 1.397(12) . ? O7 C70 1.372(11) . ? C70 O8 1.202(11) . ? C70 N8 1.357(11) . ? N8 C71 1.423(12) . ? C71 C76 1.393(13) . ? C71 C72 1.394(13) . ? C72 C73 1.385(13) . ? C73 C74 1.372(14) . ? C74 C75 1.382(15) . ? C75 C76 1.396(14) . ? O9 C77 1.241(10) . ? C77 C79 1.483(12) . ? C77 C78 1.508(12) . ? O10 C80 1.218(12) . ? C80 C81 1.513(15) . ? C80 C82 1.521(14) . ? O11 C83 1.239(12) . ? C83 C84 1.482(15) . ? C83 C85 1.522(15) . ? O12 C86 1.253(11) . ? C86 C88 1.483(15) . ? C86 C87 1.486(14) . ? O13 C89 1.232(11) . ? C89 C90 1.493(13) . ? C89 C91 1.509(13) . ? 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 C4 N1 C1 111.2(7) . . ? C2 C1 N1 106.3(8) . . ? C2 C1 C20 130.2(9) . . ? N1 C1 C20 122.7(7) . . ? C1 C2 C3 108.2(8) . . ? C4 C3 C2 107.6(8) . . ? C3 C4 N1 106.6(8) . . ? C3 C4 C5 130.8(8) . . ? N1 C4 C5 122.3(8) . . ? C4 C5 C25 114.0(8) . . ? C4 C5 C21 108.6(7) . . ? C25 C5 C21 105.9(7) . . ? C4 C5 C6 109.5(7) . . ? C25 C5 C6 110.3(7) . . ? C21 C5 C6 108.2(8) . . ? C6 N2 C9 109.5(7) . . ? C7 C6 N2 106.8(8) . . ? C7 C6 C5 131.0(9) . . ? N2 C6 C5 122.1(8) . . ? C6 C7 C8 108.9(8) . . ? C9 C8 C7 108.0(8) . . ? C8 C9 N2 106.8(8) . . ? C8 C9 C10 132.1(8) . . ? N2 C9 C10 121.1(7) . . ? C11 C10 C9 110.7(7) . . ? C11 C10 C38 114.2(7) . . ? C9 C10 C38 110.5(7) . . ? C11 C10 C22 107.2(8) . . ? C9 C10 C22 107.0(7) . . ? C38 C10 C22 106.9(7) . . ? C14 N3 C11 110.3(8) . . ? C12 C11 N3 105.5(8) . . ? C12 C11 C10 133.0(9) . . ? N3 C11 C10 121.4(8) . . ? C11 C12 C13 111.2(9) . . ? C14 C13 C12 105.7(9) . . ? N3 C14 C13 107.3(8) . . ? N3 C14 C15 123.5(8) . . ? C13 C14 C15 129.3(9) . . ? C14 C15 C16 109.9(7) . . ? C14 C15 C23 109.4(7) . . ? C16 C15 C23 108.7(7) . . ? C14 C15 C51 110.5(7) . . ? C16 C15 C51 112.6(7) . . ? C23 C15 C51 105.6(7) . . ? C19 N4 C16 108.8(8) . . ? C17 C16 N4 106.6(8) . . ? C17 C16 C15 131.1(9) . . ? N4 C16 C15 122.3(8) . . ? C16 C17 C18 109.4(9) . . ? C19 C18 C17 107.5(9) . . ? C18 C19 N4 107.7(9) . . ? C18 C19 C20 129.6(9) . . ? N4 C19 C20 122.3(8) . . ? C1 C20 C19 112.6(7) . . ? C1 C20 C64 110.1(7) . . ? C19 C20 C64 109.0(7) . . ? C1 C20 C24 108.1(7) . . ? C19 C20 C24 108.8(8) . . ? C64 C20 C24 108.1(7) . . ? C26 C25 C30 117.1(8) . . ? C26 C25 C5 121.9(8) . . ? C30 C25 C5 120.9(8) . . ? C25 C26 C27 121.5(9) . . ? C28 C27 C26 119.4(9) . . ? C27 C28 C29 121.9(9) . . ? C27 C28 O1 121.4(9) . . ? C29 C28 O1 116.7(8) . . ? C30 C29 C28 118.1(9) . . ? C29 C30 C25 121.9(9) . . ? C31 O1 C28 116.2(7) . . ? O2 C31 N5 125.7(10) . . ? O2 C31 O1 124.4(9) . . ? N5 C31 O1 109.9(9) . . ? C31 N5 C32 124.6(9) . . ? C33 C32 N5 124.9(9) . . ? C33 C32 C37 117.7(10) . . ? N5 C32 C37 116.5(9) . . ? C32 C33 C34 122.7(11) . . ? C35 C34 C33 120.2(12) . . ? C34 C35 C36 119.3(12) . . ? C35 C36 C37 120.2(12) . . ? C36 C37 C32 119.3(11) . . ? C39 C38 C43 118.1(8) . . ? C39 C38 C10 121.5(8) . . ? C43 C38 C10 120.1(8) . . ? C38 C39 C40 122.4(9) . . ? C41 C40 C39 117.7(9) . . ? C42 C41 C40 121.5(9) . . ? C42 C41 O3 115.6(8) . . ? C40 C41 O3 122.8(9) . . ? C43 C42 C41 120.3(9) . . ? C42 C43 C38 120.0(9) . . ? C44 O3 C41 118.7(7) . . ? O4 C44 N6 127.3(10) . . ? O4 C44 O3 125.3(9) . . ? N6 C44 O3 107.4(9) . . ? C44 N6 C45 126.8(8) . . ? C46 C45 C50 118.7(9) . . ? C46 C45 N6 124.1(8) . . ? C50 C45 N6 117.2(8) . . ? C47 C46 C45 120.0(10) . . ? C46 C47 C48 120.7(11) . . ? C49 C48 C47 118.8(10) . . ? C50 C49 C48 121.1(10) . . ? C49 C50 C45 120.6(9) . . ? C52 C51 C56 118.1(9) . . ? C52 C51 C15 120.9(8) . . ? C56 C51 C15 120.5(8) . . ? C53 C52 C51 121.4(9) . . ? C52 C53 C54 120.2(10) . . ? C55 C54 C53 119.8(9) . . ? C55 C54 O5 119.2(10) . . ? C53 C54 O5 120.5(10) . . ? C54 C55 C56 119.8(10) . . ? C55 C56 C51 120.7(10) . . ? C57 O5 C54 117.5(8) . . ? O6 C57 N7 127.8(11) . . ? O6 C57 O5 123.6(9) . . ? N7 C57 O5 108.6(9) . . ? C57 N7 C58 127.1(9) . . ? C59 C58 C63 120.1(10) . . ? C59 C58 N7 123.9(9) . . ? C63 C58 N7 116.1(9) . . ? C60 C59 C58 120.3(10) . . ? C59 C60 C61 119.7(11) . . ? C62 C61 C60 120.2(11) . . ? C63 C62 C61 121.2(11) . . ? C62 C63 C58 118.4(11) . . ? C65 C64 C69 117.5(9) . . ? C65 C64 C20 121.3(8) . . ? C69 C64 C20 120.9(8) . . ? C66 C65 C64 122.4(8) . . ? C67 C66 C65 119.1(9) . . ? C66 C67 C68 120.3(9) . . ? C66 C67 O7 124.5(8) . . ? C68 C67 O7 115.2(8) . . ? C67 C68 C69 120.2(8) . . ? C68 C69 C64 120.3(9) . . ? C70 O7 C67 119.5(7) . . ? O8 C70 N8 127.2(10) . . ? O8 C70 O7 125.5(9) . . ? N8 C70 O7 107.3(9) . . ? C70 N8 C71 125.9(9) . . ? C76 C71 C72 119.6(10) . . ? C76 C71 N8 116.7(9) . . ? C72 C71 N8 123.7(9) . . ? C73 C72 C71 119.4(10) . . ? C74 C73 C72 120.3(11) . . ? C73 C74 C75 121.8(11) . . ? C74 C75 C76 118.0(11) . . ? C71 C76 C75 121.0(11) . . ? O9 C77 C79 121.4(8) . . ? O9 C77 C78 120.1(9) . . ? C79 C77 C78 118.4(8) . . ? O10 C80 C81 121.1(10) . . ? O10 C80 C82 121.8(10) . . ? C81 C80 C82 117.1(10) . . ? O11 C83 C84 121.6(11) . . ? O11 C83 C85 120.4(11) . . ? C84 C83 C85 117.9(11) . . ? O12 C86 C88 121.2(10) . . ? O12 C86 C87 120.2(10) . . ? C88 C86 C87 118.6(11) . . ? O13 C89 C90 122.7(9) . . ? O13 C89 C91 121.1(9) . . ? C90 C89 C91 116.2(9) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O9 0.88 2.33 3.196(9) 170.0 . N2 H2A O9 0.88 2.22 3.077(9) 165.5 . N3 H3A O9 0.88 2.23 3.089(10) 165.2 . N4 H4 O9 0.88 2.25 3.125(10) 171.6 . N5 H5 O10 0.88 2.05 2.909(11) 166.2 . N6 H6 O11 0.88 2.10 2.959(11) 164.4 . N7 H7A O12 0.88 2.24 3.025(11) 148.7 . N8 H8A O13 0.88 2.08 2.946(10) 167.9 . _refine_diff_density_max 0.460 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.071