# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Jonathan L. Sessler' _publ_contact_author_address ; Department of Chemistry and University of Texas at Austin University of Texas at Austin 1 University Station-A5300 Austin, 78712-0165 Texas UNITED STATES OF AMERICA ; _publ_contact_author_email SESSLER@MAIL.UTEXAS.EDU _publ_section_title ; Oxidation-induced control of self-assembly using a bis-dipyrromethyl substituted phenanthroline building block ; loop_ _publ_author_name 'Jonathan L. Sessler' 'Vincent M. Lynch' 'Patrick Plitt' # Attachment 'PP74 1.CIF' data_pp74 _database_code_depnum_ccdc_archive 'CCDC 665296' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H57 Cl3 N6 O8' _chemical_formula_weight 988.38 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 17.4821(2) _cell_length_b 17.7345(2) _cell_length_c 17.8705(3) _cell_angle_alpha 97.040(1) _cell_angle_beta 109.612(1) _cell_angle_gamma 102.223(1) _cell_volume 4986.68(12) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prisms _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.316 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 0.243 _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 153(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 'Nonius Kappa CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36894 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0842 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 27.52 _reflns_number_total 22761 _reflns_number_gt 11707 _reflns_threshold_expression >2sigma(I) _publ_section_references ; Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. Sir97. (1999) J. Appl. Cryst. 32, 115-119. Otwinowski, Z. and Minor, W. (1997). Methods in Enzymology, 276, Macromolecular Crystallography, part A, 307-326, C. W. Carter, Jr. and R. M. Sweets, Eds., Academic Press. Sheldrick, G. M. (1998). SHELXTL/PC. Release 5.10. Siemens Analytical X-ray Instruments, Inc., Madison, WI, USA. ; _computing_data_collection 'Collect software, Nonius B.V. 1998' _computing_cell_refinement 'Collect software, Nonius B.V. 1998' _computing_data_reduction ; DENZO and Scalepack (Otwinoski and Minor, 1997) ; _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. One of the chloroform molecules was partially disordered. The disorder involved one of the three atoms of the molecule, Cl2b. The disorder was modeled by assigning the variable x to the site occupancy factor for Cl2b and (1-x) to the site occupancy factor of the alternate atom position designated as Cl2c. A common isotropic displacement paramter was refined for the two Cl atoms while refining x. In this way, the site occupancy for Cl2b refined to 60(2)%. The C-Cl bond length for Cl2b and Cl2c were restrained to be equal throughout refinement. The non-H atoms of the disordered chloroform molecule were refined aniso- tropically while restraining their displacement parameters to be approximately isotropic. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0910P)^2^+3.3455P] 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 0.0013(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 22761 _refine_ls_number_parameters 1290 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.1561 _refine_ls_R_factor_gt 0.0748 _refine_ls_wR_factor_ref 0.2165 _refine_ls_wR_factor_gt 0.1805 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.035 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1' O 0.90356(14) 1.00384(13) 0.37285(14) 0.0487(6) Uani 1 1 d . . . O2' O 0.98092(13) 1.12928(12) 0.42868(13) 0.0434(5) Uani 1 1 d . . . O3' O 0.56912(13) 0.75035(12) -0.02955(13) 0.0394(5) Uani 1 1 d . . . O4' O 0.67820(13) 0.70989(12) -0.04389(14) 0.0439(5) Uani 1 1 d . . . O5' O 0.27448(18) 0.56976(17) -0.23424(16) 0.0702(8) Uani 1 1 d . . . O6' O 0.40781(17) 0.64596(16) -0.18006(15) 0.0641(7) Uani 1 1 d . . . O7' O 0.76704(13) 0.88385(12) 0.20241(13) 0.0403(5) Uani 1 1 d . . . O8' O 0.82964(13) 0.78646(13) 0.19340(14) 0.0455(6) Uani 1 1 d . . . N1' N 0.59489(15) 0.99014(14) 0.10785(14) 0.0344(6) Uani 1 1 d . . . N2' N 0.49207(15) 0.85643(15) 0.12607(14) 0.0338(6) Uani 1 1 d . . . N3' N 0.82118(16) 1.05145(17) 0.22895(16) 0.0354(6) Uani 1 1 d . . . N4' N 0.67336(17) 0.90418(15) 0.03412(15) 0.0344(6) Uani 1 1 d . . . N5' N 0.40859(18) 0.66584(16) -0.02783(16) 0.0389(6) Uani 1 1 d . . . N6' N 0.61210(16) 0.77360(17) 0.15284(15) 0.0340(6) Uani 1 1 d . . . C1' C 0.63947(19) 1.05225(18) 0.09228(18) 0.0362(7) Uani 1 1 d . . . C2' C 0.6132(2) 1.12169(19) 0.0839(2) 0.0425(8) Uani 1 1 d . . . H2'A H 0.6439 1.1633 0.0679 0.051 Uiso 1 1 calc R . . C3' C 0.5439(2) 1.12832(19) 0.0989(2) 0.0434(8) Uani 1 1 d . . . H3'A H 0.5268 1.1756 0.0955 0.052 Uiso 1 1 calc R . . C4' C 0.4970(2) 1.06519(19) 0.11961(18) 0.0385(8) Uani 1 1 d . . . C5' C 0.4251(2) 1.0701(2) 0.13887(19) 0.0438(8) Uani 1 1 d . . . H5'A H 0.4095 1.1183 0.1408 0.053 Uiso 1 1 calc R . . C6' C 0.3792(2) 1.0077(2) 0.15421(19) 0.0450(8) Uani 1 1 d . . . H6'A H 0.3320 1.0123 0.1677 0.054 Uiso 1 1 calc R . . C7' C 0.4005(2) 0.9344(2) 0.15055(19) 0.0396(8) Uani 1 1 d . . . C8' C 0.3517(2) 0.8674(2) 0.1638(2) 0.0442(8) Uani 1 1 d . . . H8'A H 0.3044 0.8705 0.1777 0.053 Uiso 1 1 calc R . . C9' C 0.3726(2) 0.7982(2) 0.1565(2) 0.0443(8) Uani 1 1 d . . . H9'A H 0.3395 0.7524 0.1648 0.053 Uiso 1 1 calc R . . C10' C 0.44283(19) 0.79426(18) 0.13687(18) 0.0355(7) Uani 1 1 d . . . C11' C 0.47163(19) 0.92655(18) 0.13299(17) 0.0335(7) Uani 1 1 d . . . C12' C 0.52306(19) 0.99498(18) 0.11981(17) 0.0346(7) Uani 1 1 d . . . C13' C 0.72484(19) 1.05137(18) 0.08770(19) 0.0366(7) Uani 1 1 d . . . H13B H 0.7336 1.0861 0.0496 0.044 Uiso 1 1 calc R . . C14' C 0.79190(19) 1.09195(18) 0.17105(19) 0.0349(7) Uani 1 1 d . . . C15' C 0.8296(2) 1.17171(18) 0.2035(2) 0.0418(8) Uani 1 1 d . . . C16' C 0.8840(2) 1.17928(18) 0.2844(2) 0.0416(8) Uani 1 1 d . . . C17' C 0.87842(18) 1.10316(18) 0.29857(19) 0.0358(7) Uani 1 1 d . . . C18' C 0.92005(19) 1.07259(19) 0.36832(19) 0.0371(7) Uani 1 1 d . . . C19' C 1.0258(2) 1.1039(2) 0.5008(2) 0.0445(8) Uani 1 1 d . . . H19C H 1.0509 1.0619 0.4865 0.053 Uiso 1 1 calc R . . H19D H 0.9867 1.0828 0.5272 0.053 Uiso 1 1 calc R . . C20' C 1.0937(2) 1.1746(2) 0.5571(2) 0.0555(10) Uani 1 1 d . . . H20A H 1.1326 1.1942 0.5308 0.083 Uiso 1 1 calc R . . H20B H 1.1246 1.1596 0.6073 0.083 Uiso 1 1 calc R . . H20C H 1.0681 1.2161 0.5700 0.083 Uiso 1 1 calc R . . C21' C 0.8161(2) 1.2392(2) 0.1620(3) 0.0593(10) Uani 1 1 d . . . H21A H 0.7947 1.2201 0.1030 0.089 Uiso 1 1 calc R . . H21B H 0.8698 1.2799 0.1793 0.089 Uiso 1 1 calc R . . H21C H 0.7751 1.2615 0.1767 0.089 Uiso 1 1 calc R . . C22' C 0.9366(2) 1.2562(2) 0.3419(2) 0.0605(10) Uani 1 1 d . . . H22A H 0.9549 1.2480 0.3978 0.091 Uiso 1 1 calc R . . H22B H 0.9031 1.2945 0.3368 0.091 Uiso 1 1 calc R . . H22C H 0.9862 1.2764 0.3288 0.091 Uiso 1 1 calc R . . C23' C 0.73441(19) 0.97254(18) 0.05539(18) 0.0345(7) Uani 1 1 d . . . C24' C 0.80212(19) 0.95747(18) 0.03858(19) 0.0375(7) Uani 1 1 d . . . C25' C 0.78158(19) 0.87535(18) 0.00752(18) 0.0362(7) Uani 1 1 d . . . C26' C 0.70041(19) 0.84329(18) 0.00524(18) 0.0346(7) Uani 1 1 d . . . C27' C 0.6423(2) 0.76543(18) -0.02292(18) 0.0360(7) Uani 1 1 d . . . C28' C 0.6253(2) 0.62965(18) -0.0710(2) 0.0484(9) Uani 1 1 d . . . H28C H 0.5755 0.6248 -0.1206 0.058 Uiso 1 1 calc R . . H28D H 0.6054 0.6132 -0.0282 0.058 Uiso 1 1 calc R . . C29' C 0.6785(3) 0.5799(2) -0.0885(3) 0.0736(13) Uani 1 1 d . . . H29A H 0.6960 0.5957 -0.1322 0.110 Uiso 1 1 calc R . . H29B H 0.6460 0.5243 -0.1054 0.110 Uiso 1 1 calc R . . H29C H 0.7285 0.5869 -0.0395 0.110 Uiso 1 1 calc R . . C30' C 0.8816(2) 1.0171(2) 0.0494(2) 0.0504(9) Uani 1 1 d . . . H30A H 0.8817 1.0688 0.0759 0.076 Uiso 1 1 calc R . . H30B H 0.8850 1.0201 -0.0039 0.076 Uiso 1 1 calc R . . H30C H 0.9303 1.0014 0.0831 0.076 Uiso 1 1 calc R . . C31' C 0.8371(2) 0.8320(2) -0.0170(2) 0.0481(9) Uani 1 1 d . . . H31A H 0.8581 0.8011 0.0234 0.072 Uiso 1 1 calc R . . H31B H 0.8849 0.8700 -0.0203 0.072 Uiso 1 1 calc R . . H31C H 0.8047 0.7965 -0.0702 0.072 Uiso 1 1 calc R . . C32' C 0.45858(19) 0.71248(18) 0.12317(19) 0.0367(7) Uani 1 1 d . . . H32B H 0.4444 0.6859 0.1649 0.044 Uiso 1 1 calc R . . C33' C 0.39385(19) 0.66457(18) 0.04156(19) 0.0368(7) Uani 1 1 d . . . C34' C 0.31216(19) 0.61883(18) 0.0224(2) 0.0386(7) Uani 1 1 d . . . C35' C 0.2765(2) 0.59174(19) -0.0629(2) 0.0422(8) Uani 1 1 d . . . C36' C 0.3379(2) 0.62113(18) -0.0928(2) 0.0405(8) Uani 1 1 d . . . C37' C 0.3346(2) 0.6091(2) -0.1751(2) 0.0499(9) Uani 1 1 d . . . C38' C 0.4102(3) 0.6431(3) -0.2602(3) 0.0785(13) Uani 1 1 d . . . H38C H 0.3716 0.5931 -0.2970 0.094 Uiso 1 1 calc R . . H38D H 0.4680 0.6451 -0.2579 0.094 Uiso 1 1 calc R . . C39' C 0.3851(5) 0.7093(3) -0.2908(3) 0.117(2) Uani 1 1 d . . . H39A H 0.3283 0.7077 -0.2917 0.176 Uiso 1 1 calc R . . H39B H 0.3848 0.7066 -0.3460 0.176 Uiso 1 1 calc R . . H39C H 0.4249 0.7586 -0.2554 0.176 Uiso 1 1 calc R . . C40' C 0.2685(2) 0.5999(2) 0.0796(2) 0.0503(9) Uani 1 1 d . . . H40A H 0.3106 0.6039 0.1335 0.075 Uiso 1 1 calc R . . H40B H 0.2311 0.5461 0.0595 0.075 Uiso 1 1 calc R . . H40C H 0.2353 0.6373 0.0833 0.075 Uiso 1 1 calc R . . C41' C 0.1874(2) 0.5425(2) -0.1112(2) 0.0560(10) Uani 1 1 d . . . H41A H 0.1701 0.5047 -0.0804 0.084 Uiso 1 1 calc R . . H41B H 0.1846 0.5138 -0.1630 0.084 Uiso 1 1 calc R . . H41C H 0.1496 0.5769 -0.1217 0.084 Uiso 1 1 calc R . . C42' C 0.54709(19) 0.70932(18) 0.13474(18) 0.0348(7) Uani 1 1 d . . . C43' C 0.5784(2) 0.64360(18) 0.1332(2) 0.0387(7) Uani 1 1 d . . . C44' C 0.66540(19) 0.67055(18) 0.15033(19) 0.0376(7) Uani 1 1 d . . . C45' C 0.68510(19) 0.75202(17) 0.16253(18) 0.0343(7) Uani 1 1 d . . . C46' C 0.76287(19) 0.81397(19) 0.18729(18) 0.0352(7) Uani 1 1 d . . . C47' C 0.9111(2) 0.8457(2) 0.2231(2) 0.0521(9) Uani 1 1 d . . . H47C H 0.9178 0.8831 0.2722 0.062 Uiso 1 1 calc R . . H47D H 0.9158 0.8758 0.1809 0.062 Uiso 1 1 calc R . . C48' C 0.9760(2) 0.8016(3) 0.2423(3) 0.0709(12) Uani 1 1 d . . . H48A H 0.9668 0.7679 0.2798 0.106 Uiso 1 1 calc R . . H48B H 1.0322 0.8389 0.2678 0.106 Uiso 1 1 calc R . . H48C H 0.9720 0.7687 0.1922 0.106 Uiso 1 1 calc R . . C49' C 0.5278(2) 0.5594(2) 0.1173(2) 0.0543(9) Uani 1 1 d . . . H49A H 0.5029 0.5532 0.1585 0.081 Uiso 1 1 calc R . . H49B H 0.5648 0.5245 0.1197 0.081 Uiso 1 1 calc R . . H49C H 0.4829 0.5457 0.0633 0.081 Uiso 1 1 calc R . . C50' C 0.7247(2) 0.6190(2) 0.1546(2) 0.0487(9) Uani 1 1 d . . . H50A H 0.7578 0.6337 0.1214 0.073 Uiso 1 1 calc R . . H50B H 0.6920 0.5636 0.1340 0.073 Uiso 1 1 calc R . . H50C H 0.7627 0.6262 0.2111 0.073 Uiso 1 1 calc R . . Cl1A Cl 0.95568(8) 0.60476(7) 0.78415(9) 0.0861(4) Uani 1 1 d . . . Cl2A Cl 0.96134(8) 0.76757(7) 0.82829(9) 0.0926(4) Uani 1 1 d . . . Cl3A Cl 0.88933(8) 0.65175(9) 0.90244(8) 0.0987(4) Uani 1 1 d . . . C1A C 0.9046(2) 0.6691(2) 0.8133(3) 0.0646(11) Uani 1 1 d . . . H1AA H 0.8481 0.6597 0.7692 0.078 Uiso 1 1 calc R . . H3'N H 0.808(2) 1.005(2) 0.2206(19) 0.035(10) Uiso 1 1 d . . . H4'N H 0.628(2) 0.8981(18) 0.0450(19) 0.040(9) Uiso 1 1 d . . . H5'N H 0.456(2) 0.6874(19) -0.0302(19) 0.038(9) Uiso 1 1 d . . . H6'N H 0.605(2) 0.816(2) 0.1505(19) 0.034(9) Uiso 1 1 d . . . O1 O 0.74322(18) 0.68827(18) 0.68990(16) 0.0698(8) Uani 1 1 d . . . O2 O 0.63662(16) 0.74486(18) 0.65258(15) 0.0649(7) Uani 1 1 d . . . O3 O 0.26630(13) 0.76939(14) 0.27493(13) 0.0422(5) Uani 1 1 d . . . O4 O 0.18892(14) 0.64816(14) 0.26862(15) 0.0510(6) Uani 1 1 d . . . O5 O 0.03940(16) 0.91920(15) 0.11052(15) 0.0602(7) Uani 1 1 d . . . O6 O 0.12877(14) 0.84261(14) 0.13285(13) 0.0468(6) Uani 1 1 d . . . O7 O 0.46501(16) 0.73539(16) 0.50077(15) 0.0569(7) Uani 1 1 d . . . O8 O 0.35587(17) 0.64440(17) 0.50446(15) 0.0620(7) Uani 1 1 d . . . N1 N 0.54055(15) 0.84440(15) 0.35942(15) 0.0357(6) Uani 1 1 d . . . N2 N 0.44625(16) 0.94194(16) 0.39197(15) 0.0410(6) Uani 1 1 d . . . N3 N 0.61432(18) 0.71068(17) 0.49374(17) 0.0412(7) Uani 1 1 d . . . N4 N 0.41106(16) 0.71557(16) 0.31565(16) 0.0356(6) Uani 1 1 d . . . H4N H 0.420(2) 0.762(2) 0.324(2) 0.043 Uiso 1 1 d . . . N5 N 0.21461(17) 0.91992(19) 0.28795(17) 0.0414(7) Uani 1 1 d . . . N6 N 0.36587(19) 0.83526(19) 0.45752(16) 0.0462(7) Uani 1 1 d . . . C1 C 0.58872(19) 0.79892(19) 0.34850(18) 0.0371(7) Uani 1 1 d . . . C2 C 0.6664(2) 0.8298(2) 0.3400(2) 0.0442(8) Uani 1 1 d . . . H2A H 0.7015 0.7965 0.3363 0.053 Uiso 1 1 calc R . . C3 C 0.6901(2) 0.9066(2) 0.3374(2) 0.0462(9) Uani 1 1 d . . . H3A H 0.7419 0.9275 0.3312 0.055 Uiso 1 1 calc R . . C4 C 0.6383(2) 0.9553(2) 0.34370(19) 0.0439(8) Uani 1 1 d . . . C5 C 0.6570(2) 1.0356(2) 0.3356(2) 0.0525(9) Uani 1 1 d . . . H5A H 0.7059 1.0572 0.3251 0.063 Uiso 1 1 calc R . . C6 C 0.6062(2) 1.0810(2) 0.3428(2) 0.0554(10) Uani 1 1 d . . . H6A H 0.6185 1.1336 0.3351 0.066 Uiso 1 1 calc R . . C7 C 0.5337(2) 1.0510(2) 0.3619(2) 0.0504(9) Uani 1 1 d . . . C8 C 0.4827(3) 1.0990(2) 0.3756(2) 0.0618(11) Uani 1 1 d . . . H8A H 0.4943 1.1523 0.3696 0.074 Uiso 1 1 calc R . . C9 C 0.4174(2) 1.0688(2) 0.3972(2) 0.0590(11) Uani 1 1 d . . . H9A H 0.3829 1.1008 0.4067 0.071 Uiso 1 1 calc R . . C10 C 0.4007(2) 0.9893(2) 0.4057(2) 0.0483(9) Uani 1 1 d . . . C11 C 0.5127(2) 0.97238(19) 0.37054(19) 0.0413(8) Uani 1 1 d . . . C12 C 0.56461(19) 0.92242(18) 0.35816(18) 0.0370(7) Uani 1 1 d . . . C13 C 0.56128(19) 0.71007(18) 0.34498(19) 0.0363(7) Uani 1 1 d . . . H13A H 0.5732 0.6841 0.2988 0.044 Uiso 1 1 calc R . . C14 C 0.62014(19) 0.69267(19) 0.4200(2) 0.0394(7) Uani 1 1 d . . . C15 C 0.6914(2) 0.6662(2) 0.4309(2) 0.0465(8) Uani 1 1 d . . . C16 C 0.7301(2) 0.6687(2) 0.5144(2) 0.0513(9) Uani 1 1 d . . . C17 C 0.6804(2) 0.6951(2) 0.5523(2) 0.0469(8) Uani 1 1 d . . . C18 C 0.6909(2) 0.7076(2) 0.6370(2) 0.0546(9) Uani 1 1 d . . . C19 C 0.6488(3) 0.7679(3) 0.7381(2) 0.0760(14) Uani 1 1 d . . . H19A H 0.6640 0.7259 0.7670 0.091 Uiso 1 1 calc R . . H19B H 0.5958 0.7755 0.7424 0.091 Uiso 1 1 calc R . . C20 C 0.7167(3) 0.8420(3) 0.7753(3) 0.0806(14) Uani 1 1 d . . . H20D H 0.7693 0.8337 0.7723 0.121 Uiso 1 1 calc R . . H20E H 0.7242 0.8583 0.8323 0.121 Uiso 1 1 calc R . . H20F H 0.7016 0.8833 0.7461 0.121 Uiso 1 1 calc R . . C21 C 0.7209(2) 0.6376(2) 0.3651(2) 0.0574(10) Uani 1 1 d . . . H21D H 0.6793 0.6366 0.3119 0.086 Uiso 1 1 calc R . . H21E H 0.7273 0.5844 0.3681 0.086 Uiso 1 1 calc R . . H21F H 0.7752 0.6734 0.3728 0.086 Uiso 1 1 calc R . . C22 C 0.8120(3) 0.6490(3) 0.5553(3) 0.0795(14) Uani 1 1 d . . . H22D H 0.8497 0.6925 0.6007 0.119 Uiso 1 1 calc R . . H22E H 0.8389 0.6409 0.5160 0.119 Uiso 1 1 calc R . . H22F H 0.8006 0.6006 0.5757 0.119 Uiso 1 1 calc R . . C23 C 0.46857(19) 0.67376(18) 0.32621(18) 0.0360(7) Uani 1 1 d . . . C24 C 0.4263(2) 0.59460(19) 0.3135(2) 0.0418(8) Uani 1 1 d . . . C25 C 0.3403(2) 0.59005(19) 0.2962(2) 0.0419(8) Uani 1 1 d . . . C26 C 0.33205(19) 0.66685(18) 0.29792(18) 0.0354(7) Uani 1 1 d . . . C27 C 0.26151(19) 0.7013(2) 0.28010(18) 0.0377(7) Uani 1 1 d . . . C28 C 0.1146(2) 0.6777(2) 0.2522(3) 0.0583(10) Uani 1 1 d . . . H28A H 0.1147 0.7150 0.2153 0.070 Uiso 1 1 calc R . . H28B H 0.1140 0.7056 0.3034 0.070 Uiso 1 1 calc R . . C29 C 0.0403(3) 0.6092(3) 0.2141(5) 0.141(3) Uani 1 1 d . . . H29D H 0.0462 0.5773 0.1686 0.212 Uiso 1 1 calc R . . H29E H -0.0106 0.6274 0.1940 0.212 Uiso 1 1 calc R . . H29F H 0.0358 0.5772 0.2542 0.212 Uiso 1 1 calc R . . C30 C 0.4648(2) 0.5263(2) 0.3165(3) 0.0621(11) Uani 1 1 d . . . H30D H 0.5264 0.5462 0.3391 0.093 Uiso 1 1 calc R . . H30E H 0.4465 0.4948 0.2614 0.093 Uiso 1 1 calc R . . H30F H 0.4466 0.4933 0.3508 0.093 Uiso 1 1 calc R . . C31 C 0.2701(2) 0.5171(2) 0.2779(3) 0.0570(10) Uani 1 1 d . . . H31D H 0.2387 0.5244 0.3133 0.085 Uiso 1 1 calc R . . H31E H 0.2935 0.4721 0.2876 0.085 Uiso 1 1 calc R . . H31F H 0.2320 0.5071 0.2210 0.085 Uiso 1 1 calc R . . C32 C 0.3243(2) 0.9588(2) 0.4283(2) 0.0504(9) Uani 1 1 d . . . H32A H 0.3325 0.9965 0.4786 0.060 Uiso 1 1 calc R . . C33 C 0.2476(2) 0.9678(2) 0.3624(2) 0.0470(9) Uani 1 1 d . . . C34 C 0.2042(2) 1.0245(2) 0.3617(2) 0.0488(9) Uani 1 1 d . . . C35 C 0.1411(2) 1.0093(2) 0.2834(2) 0.0474(9) Uani 1 1 d . . . C36 C 0.14901(19) 0.9439(2) 0.2385(2) 0.0409(8) Uani 1 1 d . . . C37 C 0.0997(2) 0.9032(2) 0.1555(2) 0.0422(8) Uani 1 1 d . . . C38 C 0.0801(2) 0.7959(2) 0.0516(2) 0.0573(10) Uani 1 1 d . . . H38A H 0.0754 0.8303 0.0115 0.069 Uiso 1 1 calc R . . H38B H 0.0226 0.7693 0.0474 0.069 Uiso 1 1 calc R . . C39 C 0.1234(3) 0.7368(3) 0.0350(3) 0.0827(14) Uani 1 1 d . . . H39D H 0.1785 0.7636 0.0349 0.124 Uiso 1 1 calc R . . H39E H 0.0892 0.7019 -0.0182 0.124 Uiso 1 1 calc R . . H39F H 0.1314 0.7054 0.0771 0.124 Uiso 1 1 calc R . . C40 C 0.2198(3) 1.0904(3) 0.4319(3) 0.0685(12) Uani 1 1 d . . . H40D H 0.1753 1.0779 0.4538 0.103 Uiso 1 1 calc R . . H40E H 0.2196 1.1399 0.4128 0.103 Uiso 1 1 calc R . . H40F H 0.2747 1.0961 0.4745 0.103 Uiso 1 1 calc R . . C41 C 0.0781(2) 1.0551(2) 0.2556(3) 0.0651(11) Uani 1 1 d . . . H41D H 0.0614 1.0514 0.1969 0.098 Uiso 1 1 calc R . . H41E H 0.1032 1.1105 0.2838 0.098 Uiso 1 1 calc R . . H41F H 0.0283 1.0335 0.2679 0.098 Uiso 1 1 calc R . . C42 C 0.3091(2) 0.8784(2) 0.44714(19) 0.0482(9) Uani 1 1 d . . . C43 C 0.2404(2) 0.8354(3) 0.4617(2) 0.0556(10) Uani 1 1 d . . . C44 C 0.2571(2) 0.7641(3) 0.4798(2) 0.0573(10) Uani 1 1 d . . . C45 C 0.3362(2) 0.7656(2) 0.4768(2) 0.0483(9) Uani 1 1 d . . . C46 C 0.3917(3) 0.7153(2) 0.4943(2) 0.0508(9) Uani 1 1 d . . . C47 C 0.4105(3) 0.5932(3) 0.5225(3) 0.0794(13) Uani 1 1 d . . . H47A H 0.4412 0.5930 0.4849 0.095 Uiso 1 1 calc R . . H47B H 0.4524 0.6124 0.5787 0.095 Uiso 1 1 calc R . . C48 C 0.3612(4) 0.5165(3) 0.5137(4) 0.123(2) Uani 1 1 d . . . H48D H 0.3322 0.5169 0.5520 0.185 Uiso 1 1 calc R . . H48E H 0.3977 0.4809 0.5248 0.185 Uiso 1 1 calc R . . H48F H 0.3195 0.4981 0.4580 0.185 Uiso 1 1 calc R . . C49 C 0.1653(3) 0.8635(3) 0.4637(3) 0.0753(13) Uani 1 1 d . . . H49D H 0.1273 0.8229 0.4770 0.113 Uiso 1 1 calc R . . H49E H 0.1352 0.8736 0.4104 0.113 Uiso 1 1 calc R . . H49F H 0.1845 0.9123 0.5051 0.113 Uiso 1 1 calc R . . C50 C 0.2008(3) 0.6992(3) 0.4987(3) 0.0779(13) Uani 1 1 d . . . H50D H 0.2349 0.6782 0.5425 0.117 Uiso 1 1 calc R . . H50E H 0.1702 0.6570 0.4501 0.117 Uiso 1 1 calc R . . H50F H 0.1604 0.7201 0.5160 0.117 Uiso 1 1 calc R . . Cl1B Cl 0.03250(14) 0.52933(10) -0.34306(11) 0.1324(6) Uani 1 1 d U . . Cl2B Cl 0.0704(5) 0.3861(3) -0.3538(5) 0.156(3) Uani 0.40 1 d PDU . . Cl2C Cl 0.05151(17) 0.38248(14) -0.4090(2) 0.0942(9) Uani 0.60 1 d PDU . . Cl3B Cl 0.13173(15) 0.51919(14) -0.44062(13) 0.1544(8) Uani 1 1 d U . . C1B C 0.1000(3) 0.4816(3) -0.3672(3) 0.0852(14) Uani 1 1 d DU . . H1BA H 0.1515 0.4918 -0.3169 0.102 Uiso 1 1 d R . . H3N H 0.574(3) 0.723(2) 0.501(3) 0.072(14) Uiso 1 1 d . . . H5N H 0.225(2) 0.879(2) 0.275(2) 0.045(11) Uiso 1 1 d . . . H6N H 0.414(2) 0.847(2) 0.448(2) 0.052(10) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1' 0.0502(14) 0.0378(14) 0.0441(14) 0.0093(10) 0.0060(11) 0.0018(11) O2' 0.0378(13) 0.0390(13) 0.0402(13) 0.0032(10) 0.0039(11) 0.0036(10) O3' 0.0321(13) 0.0397(12) 0.0474(13) 0.0077(10) 0.0155(10) 0.0116(10) O4' 0.0388(13) 0.0326(12) 0.0580(15) 0.0005(10) 0.0191(11) 0.0082(10) O5' 0.0640(18) 0.0750(19) 0.0435(15) -0.0046(14) 0.0060(14) -0.0058(15) O6' 0.0678(18) 0.0707(18) 0.0413(15) 0.0028(12) 0.0220(13) -0.0043(14) O7' 0.0416(13) 0.0320(13) 0.0410(13) 0.0051(10) 0.0105(10) 0.0069(10) O8' 0.0308(12) 0.0405(13) 0.0630(16) 0.0124(11) 0.0137(11) 0.0103(10) N1' 0.0347(15) 0.0345(14) 0.0307(14) 0.0042(11) 0.0071(12) 0.0122(12) N2' 0.0333(14) 0.0387(15) 0.0281(13) 0.0058(11) 0.0088(11) 0.0118(12) N3' 0.0360(15) 0.0260(15) 0.0385(16) 0.0039(12) 0.0101(12) 0.0047(12) N4' 0.0319(15) 0.0347(15) 0.0361(15) 0.0069(11) 0.0115(12) 0.0105(12) N5' 0.0362(17) 0.0370(15) 0.0406(16) 0.0067(12) 0.0131(14) 0.0066(13) N6' 0.0341(15) 0.0294(15) 0.0373(15) 0.0069(12) 0.0103(12) 0.0110(13) C1' 0.0351(17) 0.0337(17) 0.0292(16) 0.0024(13) 0.0005(14) 0.0092(14) C2' 0.0367(19) 0.0351(18) 0.044(2) 0.0057(15) 0.0032(16) 0.0076(15) C3' 0.042(2) 0.0325(18) 0.044(2) 0.0011(14) 0.0018(16) 0.0152(15) C4' 0.0386(19) 0.0391(18) 0.0293(17) 0.0006(13) 0.0004(14) 0.0175(15) C5' 0.045(2) 0.046(2) 0.0386(19) 0.0033(15) 0.0082(16) 0.0241(17) C6' 0.042(2) 0.058(2) 0.0353(19) 0.0033(16) 0.0107(16) 0.0252(18) C7' 0.0394(19) 0.049(2) 0.0312(17) 0.0075(14) 0.0106(15) 0.0189(16) C8' 0.0386(19) 0.061(2) 0.0386(19) 0.0088(16) 0.0169(16) 0.0223(17) C9' 0.0405(19) 0.050(2) 0.047(2) 0.0102(16) 0.0207(17) 0.0147(16) C10' 0.0342(17) 0.0424(19) 0.0283(16) 0.0070(13) 0.0080(14) 0.0135(15) C11' 0.0343(17) 0.0377(18) 0.0267(16) 0.0050(13) 0.0068(13) 0.0146(14) C12' 0.0339(17) 0.0392(18) 0.0241(15) 0.0009(13) 0.0019(13) 0.0141(14) C13' 0.0403(18) 0.0308(17) 0.0388(18) 0.0104(14) 0.0135(15) 0.0101(14) C14' 0.0321(17) 0.0339(17) 0.0390(18) 0.0092(14) 0.0132(14) 0.0085(14) C15' 0.0332(18) 0.0328(18) 0.051(2) 0.0073(15) 0.0094(16) 0.0044(14) C16' 0.0351(18) 0.0344(18) 0.048(2) 0.0070(15) 0.0104(16) 0.0042(14) C17' 0.0286(17) 0.0339(17) 0.0387(18) 0.0013(14) 0.0098(14) 0.0036(13) C18' 0.0323(17) 0.0352(19) 0.0382(18) 0.0018(14) 0.0107(15) 0.0048(14) C19' 0.0381(19) 0.049(2) 0.0373(19) 0.0073(15) 0.0056(15) 0.0083(16) C20' 0.044(2) 0.054(2) 0.051(2) 0.0001(18) 0.0054(18) 0.0049(17) C21' 0.047(2) 0.034(2) 0.076(3) 0.0185(18) 0.002(2) 0.0001(16) C22' 0.055(2) 0.034(2) 0.067(3) 0.0036(18) 0.000(2) 0.0020(17) C23' 0.0361(18) 0.0347(17) 0.0292(16) 0.0063(13) 0.0077(14) 0.0098(14) C24' 0.0345(18) 0.0390(18) 0.0353(17) 0.0096(14) 0.0088(14) 0.0085(14) C25' 0.0303(17) 0.0414(19) 0.0332(17) 0.0064(14) 0.0073(14) 0.0104(14) C26' 0.0337(17) 0.0343(17) 0.0337(17) 0.0047(13) 0.0097(14) 0.0113(14) C27' 0.040(2) 0.0399(18) 0.0313(17) 0.0078(14) 0.0138(15) 0.0170(15) C28' 0.043(2) 0.0336(19) 0.067(2) 0.0038(16) 0.0222(18) 0.0086(15) C29' 0.061(3) 0.036(2) 0.124(4) -0.004(2) 0.044(3) 0.0095(19) C30' 0.041(2) 0.047(2) 0.064(2) 0.0107(18) 0.0223(18) 0.0104(16) C31' 0.039(2) 0.048(2) 0.056(2) 0.0038(17) 0.0175(17) 0.0132(16) C32' 0.0340(17) 0.0423(18) 0.0349(17) 0.0115(14) 0.0132(14) 0.0097(14) C33' 0.0362(18) 0.0370(18) 0.0411(19) 0.0100(14) 0.0162(15) 0.0142(14) C34' 0.0339(18) 0.0329(17) 0.051(2) 0.0112(15) 0.0167(16) 0.0111(14) C35' 0.0378(19) 0.0351(18) 0.052(2) 0.0080(15) 0.0144(17) 0.0110(15) C36' 0.0373(19) 0.0348(18) 0.0414(19) 0.0034(14) 0.0069(16) 0.0088(14) C37' 0.046(2) 0.046(2) 0.051(2) 0.0068(17) 0.0139(19) 0.0059(17) C38' 0.097(4) 0.080(3) 0.049(3) 0.008(2) 0.030(2) 0.003(3) C39' 0.208(7) 0.089(4) 0.057(3) 0.019(3) 0.052(4) 0.040(4) C40' 0.044(2) 0.047(2) 0.066(2) 0.0119(18) 0.0275(19) 0.0128(17) C41' 0.038(2) 0.054(2) 0.064(2) 0.0034(19) 0.0111(18) 0.0077(17) C42' 0.0327(17) 0.0351(17) 0.0342(17) 0.0074(13) 0.0104(14) 0.0077(14) C43' 0.0384(19) 0.0347(18) 0.0457(19) 0.0119(14) 0.0181(16) 0.0097(14) C44' 0.0372(18) 0.0355(18) 0.0423(19) 0.0109(14) 0.0149(15) 0.0124(14) C45' 0.0364(18) 0.0345(17) 0.0332(17) 0.0085(13) 0.0126(14) 0.0119(14) C46' 0.0340(18) 0.0368(19) 0.0327(17) 0.0077(14) 0.0095(14) 0.0100(14) C47' 0.0313(19) 0.055(2) 0.063(2) 0.0142(18) 0.0131(17) 0.0032(16) C48' 0.044(2) 0.083(3) 0.089(3) 0.036(3) 0.021(2) 0.020(2) C49' 0.046(2) 0.039(2) 0.074(3) 0.0135(18) 0.019(2) 0.0076(16) C50' 0.045(2) 0.0379(19) 0.070(2) 0.0158(17) 0.0253(19) 0.0179(16) Cl1A 0.0772(8) 0.0591(7) 0.1300(11) 0.0017(7) 0.0569(8) 0.0150(6) Cl2A 0.0914(9) 0.0537(7) 0.1043(10) 0.0164(6) 0.0018(7) 0.0185(6) Cl3A 0.0758(8) 0.1080(10) 0.0899(9) -0.0178(7) 0.0381(7) -0.0107(7) C1A 0.044(2) 0.065(3) 0.067(3) 0.001(2) 0.000(2) 0.0176(19) O1 0.0662(18) 0.094(2) 0.0482(16) 0.0154(15) 0.0075(14) 0.0428(17) O2 0.0561(16) 0.103(2) 0.0408(15) 0.0136(14) 0.0126(13) 0.0409(16) O3 0.0378(13) 0.0456(14) 0.0441(13) 0.0081(11) 0.0140(11) 0.0158(11) O4 0.0335(13) 0.0525(15) 0.0672(17) 0.0151(12) 0.0180(12) 0.0119(11) O5 0.0490(15) 0.0671(17) 0.0527(16) 0.0123(13) -0.0007(13) 0.0241(13) O6 0.0416(13) 0.0551(15) 0.0363(13) 0.0035(11) 0.0050(11) 0.0166(11) O7 0.0428(16) 0.0786(18) 0.0482(15) 0.0033(13) 0.0120(12) 0.0281(13) O8 0.0601(17) 0.076(2) 0.0524(16) 0.0151(14) 0.0160(13) 0.0303(15) N1 0.0334(14) 0.0375(15) 0.0311(14) 0.0042(11) 0.0076(12) 0.0081(12) N2 0.0367(16) 0.0461(16) 0.0306(14) -0.0014(12) 0.0018(12) 0.0145(13) N3 0.0316(16) 0.0484(17) 0.0392(17) 0.0053(13) 0.0073(13) 0.0140(13) N4 0.0320(15) 0.0357(14) 0.0354(15) 0.0054(12) 0.0084(12) 0.0096(13) N5 0.0338(16) 0.0492(18) 0.0376(16) 0.0021(14) 0.0073(13) 0.0179(14) N6 0.0387(17) 0.070(2) 0.0328(16) 0.0081(14) 0.0127(14) 0.0235(16) C1 0.0313(17) 0.0464(19) 0.0262(16) 0.0035(14) 0.0047(14) 0.0077(15) C2 0.0344(18) 0.055(2) 0.0398(19) 0.0019(16) 0.0136(15) 0.0099(16) C3 0.041(2) 0.055(2) 0.0376(19) 0.0017(16) 0.0186(16) 0.0001(17) C4 0.045(2) 0.050(2) 0.0267(17) 0.0039(14) 0.0072(15) 0.0039(17) C5 0.056(2) 0.050(2) 0.036(2) 0.0063(16) 0.0097(17) -0.0041(19) C6 0.057(2) 0.039(2) 0.051(2) 0.0113(17) 0.0039(19) 0.0005(18) C7 0.047(2) 0.041(2) 0.041(2) 0.0001(15) -0.0052(17) 0.0065(17) C8 0.051(2) 0.042(2) 0.063(3) 0.0005(18) -0.010(2) 0.0093(19) C9 0.048(2) 0.042(2) 0.059(2) -0.0102(18) -0.0094(19) 0.0159(18) C10 0.040(2) 0.054(2) 0.0344(19) -0.0058(16) -0.0038(15) 0.0164(17) C11 0.0387(19) 0.0405(19) 0.0310(17) 0.0020(14) 0.0005(15) 0.0067(15) C12 0.0359(18) 0.0401(19) 0.0262(16) 0.0021(13) 0.0049(14) 0.0058(14) C13 0.0314(17) 0.0425(19) 0.0335(17) 0.0038(14) 0.0100(14) 0.0127(14) C14 0.0305(17) 0.0428(19) 0.0388(19) 0.0031(14) 0.0088(15) 0.0072(14) C15 0.0337(19) 0.056(2) 0.048(2) 0.0045(17) 0.0119(16) 0.0168(16) C16 0.037(2) 0.067(2) 0.045(2) 0.0102(18) 0.0066(17) 0.0201(18) C17 0.0339(19) 0.060(2) 0.040(2) 0.0072(16) 0.0047(16) 0.0165(17) C18 0.041(2) 0.068(3) 0.045(2) 0.0085(19) 0.0028(18) 0.0195(19) C19 0.068(3) 0.127(4) 0.042(2) 0.014(3) 0.020(2) 0.047(3) C20 0.088(3) 0.112(4) 0.052(3) 0.009(3) 0.025(3) 0.054(3) C21 0.045(2) 0.072(3) 0.056(2) 0.007(2) 0.0165(19) 0.0244(19) C22 0.051(3) 0.124(4) 0.066(3) 0.019(3) 0.011(2) 0.048(3) C23 0.0317(17) 0.0415(19) 0.0322(17) 0.0051(14) 0.0075(14) 0.0132(15) C24 0.0369(19) 0.042(2) 0.0439(19) 0.0099(15) 0.0090(16) 0.0143(15) C25 0.0362(19) 0.043(2) 0.0424(19) 0.0101(15) 0.0107(15) 0.0079(15) C26 0.0310(17) 0.0407(18) 0.0304(16) 0.0059(13) 0.0082(14) 0.0075(14) C27 0.0321(18) 0.047(2) 0.0309(17) 0.0053(14) 0.0098(14) 0.0094(15) C28 0.032(2) 0.070(3) 0.075(3) 0.021(2) 0.0174(19) 0.0186(18) C29 0.040(3) 0.079(4) 0.281(9) 0.036(5) 0.034(4) 0.012(3) C30 0.048(2) 0.049(2) 0.081(3) 0.016(2) 0.010(2) 0.0188(18) C31 0.046(2) 0.040(2) 0.077(3) 0.0135(19) 0.015(2) 0.0083(17) C32 0.044(2) 0.066(2) 0.0357(19) -0.0046(17) 0.0055(16) 0.0274(18) C33 0.0370(19) 0.059(2) 0.0387(19) -0.0033(16) 0.0065(16) 0.0203(17) C34 0.039(2) 0.054(2) 0.049(2) -0.0014(17) 0.0114(17) 0.0193(17) C35 0.0366(19) 0.048(2) 0.057(2) 0.0097(17) 0.0138(17) 0.0186(16) C36 0.0300(17) 0.048(2) 0.0430(19) 0.0118(16) 0.0087(15) 0.0127(15) C37 0.0348(19) 0.046(2) 0.045(2) 0.0146(16) 0.0111(17) 0.0116(16) C38 0.059(2) 0.057(2) 0.042(2) -0.0001(17) 0.0046(18) 0.0162(19) C39 0.065(3) 0.111(4) 0.056(3) -0.013(3) 0.007(2) 0.034(3) C40 0.057(3) 0.071(3) 0.068(3) -0.010(2) 0.014(2) 0.029(2) C41 0.053(2) 0.057(2) 0.079(3) 0.010(2) 0.011(2) 0.027(2) C42 0.040(2) 0.074(3) 0.0282(18) 0.0022(16) 0.0049(15) 0.0270(19) C43 0.041(2) 0.094(3) 0.038(2) 0.014(2) 0.0144(17) 0.033(2) C44 0.044(2) 0.093(3) 0.040(2) 0.017(2) 0.0155(17) 0.028(2) C45 0.038(2) 0.077(3) 0.0322(18) 0.0102(17) 0.0108(16) 0.0244(19) C46 0.052(2) 0.068(3) 0.0309(19) 0.0056(17) 0.0107(17) 0.024(2) C47 0.078(3) 0.067(3) 0.077(3) 0.006(2) 0.004(3) 0.033(3) C48 0.127(5) 0.082(4) 0.108(5) 0.027(3) -0.015(4) 0.017(4) C49 0.051(2) 0.123(4) 0.067(3) 0.026(3) 0.027(2) 0.045(3) C50 0.058(3) 0.118(4) 0.077(3) 0.044(3) 0.034(2) 0.035(3) Cl1B 0.2047(19) 0.1015(11) 0.1328(14) 0.0263(10) 0.0912(14) 0.0796(12) Cl2B 0.145(5) 0.128(4) 0.196(6) 0.018(4) 0.066(5) 0.047(3) Cl2C 0.0628(14) 0.0500(12) 0.154(3) -0.0170(14) 0.0402(17) 0.0057(10) Cl3B 0.188(2) 0.193(2) 0.1267(15) 0.0670(14) 0.0822(15) 0.0858(17) C1B 0.089(3) 0.071(3) 0.083(3) 0.009(2) 0.024(3) 0.015(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' C18' 1.211(4) . ? O2' C18' 1.348(4) . ? O2' C19' 1.446(4) . ? O3' C27' 1.212(4) . ? O4' C27' 1.354(4) . ? O4' C28' 1.445(4) . ? O5' C37' 1.213(4) . ? O6' C37' 1.345(4) . ? O6' C38' 1.442(5) . ? O7' C46' 1.217(4) . ? O8' C46' 1.335(4) . ? O8' C47' 1.461(4) . ? N1' C1' 1.325(4) . ? N1' C12' 1.360(4) . ? N2' C10' 1.325(4) . ? N2' C11' 1.367(4) . ? N3' C14' 1.353(4) . ? N3' C17' 1.373(4) . ? N3' H3'N 0.79(3) . ? N4' C23' 1.349(4) . ? N4' C26' 1.378(4) . ? N4' H4'N 0.87(4) . ? N5' C33' 1.350(4) . ? N5' C36' 1.379(4) . ? N5' H5'N 0.86(4) . ? N6' C42' 1.345(4) . ? N6' C45' 1.371(4) . ? N6' H6'N 0.79(3) . ? C1' C2' 1.410(5) . ? C1' C13' 1.525(5) . ? C2' C3' 1.350(5) . ? C2' H2'A 0.9500 . ? C3' C4' 1.407(5) . ? C3' H3'A 0.9500 . ? C4' C12' 1.414(4) . ? C4' C5' 1.427(5) . ? C5' C6' 1.337(5) . ? C5' H5'A 0.9500 . ? C6' C7' 1.426(5) . ? C6' H6'A 0.9500 . ? C7' C8' 1.404(5) . ? C7' C11' 1.410(4) . ? C8' C9' 1.357(5) . ? C8' H8'A 0.9500 . ? C9' C10' 1.399(5) . ? C9' H9'A 0.9500 . ? C10' C32' 1.538(4) . ? C11' C12' 1.445(4) . ? C13' C23' 1.511(4) . ? C13' C14' 1.523(4) . ? C13' H13B 1.0000 . ? C14' C15' 1.385(4) . ? C15' C16' 1.409(5) . ? C15' C21' 1.502(5) . ? C16' C17' 1.393(5) . ? C16' C22' 1.502(5) . ? C17' C18' 1.449(5) . ? C19' C20' 1.500(5) . ? C19' H19C 0.9900 . ? C19' H19D 0.9900 . ? C20' H20A 0.9800 . ? C20' H20B 0.9800 . ? C20' H20C 0.9800 . ? C21' H21A 0.9800 . ? C21' H21B 0.9800 . ? C21' H21C 0.9800 . ? C22' H22A 0.9800 . ? C22' H22B 0.9800 . ? C22' H22C 0.9800 . ? C23' C24' 1.384(4) . ? C24' C25' 1.416(4) . ? C24' C30' 1.495(5) . ? C25' C26' 1.397(4) . ? C25' C31' 1.499(4) . ? C26' C27' 1.444(4) . ? C28' C29' 1.490(5) . ? C28' H28C 0.9900 . ? C28' H28D 0.9900 . ? C29' H29A 0.9800 . ? C29' H29B 0.9800 . ? C29' H29C 0.9800 . ? C30' H30A 0.9800 . ? C30' H30B 0.9800 . ? C30' H30C 0.9800 . ? C31' H31A 0.9800 . ? C31' H31B 0.9800 . ? C31' H31C 0.9800 . ? C32' C42' 1.505(4) . ? C32' C33' 1.520(4) . ? C32' H32B 1.0000 . ? C33' C34' 1.388(4) . ? C34' C35' 1.413(5) . ? C34' C40' 1.497(5) . ? C35' C36' 1.388(5) . ? C35' C41' 1.507(5) . ? C36' C37' 1.440(5) . ? C38' C39' 1.445(7) . ? C38' H38C 0.9900 . ? C38' H38D 0.9900 . ? C39' H39A 0.9800 . ? C39' H39B 0.9800 . ? C39' H39C 0.9800 . ? C40' H40A 0.9800 . ? C40' H40B 0.9800 . ? C40' H40C 0.9800 . ? C41' H41A 0.9800 . ? C41' H41B 0.9800 . ? C41' H41C 0.9800 . ? C42' C43' 1.390(4) . ? C43' C44' 1.406(4) . ? C43' C49' 1.503(5) . ? C44' C45' 1.384(4) . ? C44' C50' 1.511(5) . ? C45' C46' 1.448(4) . ? C47' C48' 1.484(5) . ? C47' H47C 0.9900 . ? C47' H47D 0.9900 . ? C48' H48A 0.9800 . ? C48' H48B 0.9800 . ? C48' H48C 0.9800 . ? C49' H49A 0.9800 . ? C49' H49B 0.9800 . ? C49' H49C 0.9800 . ? C50' H50A 0.9800 . ? C50' H50B 0.9800 . ? C50' H50C 0.9800 . ? Cl1A C1A 1.723(4) . ? Cl2A C1A 1.755(5) . ? Cl3A C1A 1.753(5) . ? C1A H1AA 1.0000 . ? O1 C18 1.217(4) . ? O2 C18 1.347(5) . ? O2 C19 1.463(5) . ? O3 C27 1.210(4) . ? O4 C27 1.346(4) . ? O4 C28 1.456(4) . ? O5 C37 1.205(4) . ? O6 C37 1.356(4) . ? O6 C38 1.447(4) . ? O7 C46 1.216(4) . ? O8 C46 1.344(5) . ? O8 C47 1.439(5) . ? N1 C1 1.326(4) . ? N1 C12 1.364(4) . ? N2 C10 1.328(4) . ? N2 C11 1.368(4) . ? N3 C14 1.360(4) . ? N3 C17 1.378(4) . ? N3 H3N 0.83(4) . ? N4 C23 1.349(4) . ? N4 C26 1.374(4) . ? N4 H4N 0.78(4) . ? N5 C33 1.352(4) . ? N5 C36 1.376(4) . ? N5 H5N 0.80(3) . ? N6 C42 1.354(4) . ? N6 C45 1.367(5) . ? N6 H6N 0.91(4) . ? C1 C2 1.417(5) . ? C1 C13 1.534(5) . ? C2 C3 1.349(5) . ? C2 H2A 0.9500 . ? C3 C4 1.399(5) . ? C3 H3A 0.9500 . ? C4 C12 1.417(5) . ? C4 C5 1.429(5) . ? C5 C6 1.343(5) . ? C5 H5A 0.9500 . ? C6 C7 1.434(5) . ? C6 H6A 0.9500 . ? C7 C11 1.406(5) . ? C7 C8 1.413(5) . ? C8 C9 1.352(6) . ? C8 H8A 0.9500 . ? C9 C10 1.415(5) . ? C9 H9A 0.9500 . ? C10 C32 1.534(5) . ? C11 C12 1.444(5) . ? C13 C14 1.504(5) . ? C13 C23 1.515(4) . ? C13 H13A 1.0000 . ? C14 C15 1.384(5) . ? C15 C16 1.407(5) . ? C15 C21 1.509(5) . ? C16 C17 1.386(5) . ? C16 C22 1.510(5) . ? C17 C18 1.444(5) . ? C19 C20 1.474(7) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20D 0.9800 . ? C20 H20E 0.9800 . ? C20 H20F 0.9800 . ? C21 H21D 0.9800 . ? C21 H21E 0.9800 . ? C21 H21F 0.9800 . ? C22 H22D 0.9800 . ? C22 H22E 0.9800 . ? C22 H22F 0.9800 . ? C23 C24 1.392(5) . ? C24 C25 1.413(5) . ? C24 C30 1.504(5) . ? C25 C26 1.397(5) . ? C25 C31 1.497(5) . ? C26 C27 1.448(5) . ? C28 C29 1.471(6) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29D 0.9800 . ? C29 H29E 0.9800 . ? C29 H29F 0.9800 . ? C30 H30D 0.9800 . ? C30 H30E 0.9800 . ? C30 H30F 0.9800 . ? C31 H31D 0.9800 . ? C31 H31E 0.9800 . ? C31 H31F 0.9800 . ? C32 C42 1.496(5) . ? C32 C33 1.512(5) . ? C32 H32A 1.0000 . ? C33 C34 1.380(5) . ? C34 C35 1.412(5) . ? C34 C40 1.512(5) . ? C35 C36 1.387(5) . ? C35 C41 1.494(5) . ? C36 C37 1.441(5) . ? C38 C39 1.474(6) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 H39D 0.9800 . ? C39 H39E 0.9800 . ? C39 H39F 0.9800 . ? C40 H40D 0.9800 . ? C40 H40E 0.9800 . ? C40 H40F 0.9800 . ? C41 H41D 0.9800 . ? C41 H41E 0.9800 . ? C41 H41F 0.9800 . ? C42 C43 1.401(5) . ? C43 C44 1.409(6) . ? C43 C49 1.510(5) . ? C44 C45 1.397(5) . ? C44 C50 1.498(6) . ? C45 C46 1.436(5) . ? C47 C48 1.407(7) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48D 0.9800 . ? C48 H48E 0.9800 . ? C48 H48F 0.9800 . ? C49 H49D 0.9800 . ? C49 H49E 0.9800 . ? C49 H49F 0.9800 . ? C50 H50D 0.9800 . ? C50 H50E 0.9800 . ? C50 H50F 0.9800 . ? Cl1B C1B 1.723(6) . ? Cl2B C1B 1.734(8) . ? Cl2C C1B 1.728(5) . ? Cl3B C1B 1.738(6) . ? C1B H1BA 1.0000 . ? 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 C18' O2' C19' 116.3(3) . . ? C27' O4' C28' 116.1(3) . . ? C37' O6' C38' 117.2(3) . . ? C46' O8' C47' 115.9(3) . . ? C1' N1' C12' 118.6(3) . . ? C10' N2' C11' 118.0(3) . . ? C14' N3' C17' 109.7(3) . . ? C14' N3' H3'N 123(2) . . ? C17' N3' H3'N 127(2) . . ? C23' N4' C26' 109.7(3) . . ? C23' N4' H4'N 125(2) . . ? C26' N4' H4'N 125(2) . . ? C33' N5' C36' 109.5(3) . . ? C33' N5' H5'N 125(2) . . ? C36' N5' H5'N 125(2) . . ? C42' N6' C45' 110.3(3) . . ? C42' N6' H6'N 121(2) . . ? C45' N6' H6'N 128(2) . . ? N1' C1' C2' 122.4(3) . . ? N1' C1' C13' 119.5(3) . . ? C2' C1' C13' 118.0(3) . . ? C3' C2' C1' 119.3(3) . . ? C3' C2' H2'A 120.4 . . ? C1' C2' H2'A 120.4 . . ? C2' C3' C4' 120.0(3) . . ? C2' C3' H3'A 120.0 . . ? C4' C3' H3'A 120.0 . . ? C12' C4' C3' 117.3(3) . . ? C12' C4' C5' 120.3(3) . . ? C3' C4' C5' 122.3(3) . . ? C6' C5' C4' 120.8(3) . . ? C6' C5' H5'A 119.6 . . ? C4' C5' H5'A 119.6 . . ? C5' C6' C7' 120.7(3) . . ? C5' C6' H6'A 119.7 . . ? C7' C6' H6'A 119.7 . . ? C8' C7' C11' 117.4(3) . . ? C8' C7' C6' 121.7(3) . . ? C11' C7' C6' 120.9(3) . . ? C9' C8' C7' 119.5(3) . . ? C9' C8' H8'A 120.3 . . ? C7' C8' H8'A 120.3 . . ? C8' C9' C10' 119.9(3) . . ? C8' C9' H9'A 120.0 . . ? C10' C9' H9'A 120.0 . . ? N2' C10' C9' 122.7(3) . . ? N2' C10' C32' 120.3(3) . . ? C9' C10' C32' 116.9(3) . . ? N2' C11' C7' 122.4(3) . . ? N2' C11' C12' 119.3(3) . . ? C7' C11' C12' 118.3(3) . . ? N1' C12' C4' 121.9(3) . . ? N1' C12' C11' 119.3(3) . . ? C4' C12' C11' 118.8(3) . . ? C23' C13' C14' 113.0(3) . . ? C23' C13' C1' 116.8(3) . . ? C14' C13' C1' 107.3(3) . . ? C23' C13' H13B 106.4 . . ? C14' C13' H13B 106.4 . . ? C1' C13' H13B 106.4 . . ? N3' C14' C15' 108.3(3) . . ? N3' C14' C13' 122.3(3) . . ? C15' C14' C13' 129.3(3) . . ? C14' C15' C16' 107.5(3) . . ? C14' C15' C21' 127.4(3) . . ? C16' C15' C21' 125.1(3) . . ? C17' C16' C15' 106.8(3) . . ? C17' C16' C22' 128.3(3) . . ? C15' C16' C22' 124.9(3) . . ? N3' C17' C16' 107.7(3) . . ? N3' C17' C18' 119.3(3) . . ? C16' C17' C18' 133.0(3) . . ? O1' C18' O2' 122.7(3) . . ? O1' C18' C17' 124.7(3) . . ? O2' C18' C17' 112.6(3) . . ? O2' C19' C20' 107.4(3) . . ? O2' C19' H19C 110.2 . . ? C20' C19' H19C 110.2 . . ? O2' C19' H19D 110.2 . . ? C20' C19' H19D 110.2 . . ? H19C C19' H19D 108.5 . . ? C19' C20' H20A 109.5 . . ? C19' C20' H20B 109.5 . . ? H20A C20' H20B 109.5 . . ? C19' C20' H20C 109.5 . . ? H20A C20' H20C 109.5 . . ? H20B C20' H20C 109.5 . . ? C15' C21' H21A 109.5 . . ? C15' C21' H21B 109.5 . . ? H21A C21' H21B 109.5 . . ? C15' C21' H21C 109.5 . . ? H21A C21' H21C 109.5 . . ? H21B C21' H21C 109.5 . . ? C16' C22' H22A 109.5 . . ? C16' C22' H22B 109.5 . . ? H22A C22' H22B 109.5 . . ? C16' C22' H22C 109.5 . . ? H22A C22' H22C 109.5 . . ? H22B C22' H22C 109.5 . . ? N4' C23' C24' 108.6(3) . . ? N4' C23' C13' 123.6(3) . . ? C24' C23' C13' 127.8(3) . . ? C23' C24' C25' 107.5(3) . . ? C23' C24' C30' 126.4(3) . . ? C25' C24' C30' 126.1(3) . . ? C26' C25' C24' 106.6(3) . . ? C26' C25' C31' 127.2(3) . . ? C24' C25' C31' 126.2(3) . . ? N4' C26' C25' 107.7(3) . . ? N4' C26' C27' 117.8(3) . . ? C25' C26' C27' 134.5(3) . . ? O3' C27' O4' 122.8(3) . . ? O3' C27' C26' 125.0(3) . . ? O4' C27' C26' 112.2(3) . . ? O4' C28' C29' 106.2(3) . . ? O4' C28' H28C 110.5 . . ? C29' C28' H28C 110.5 . . ? O4' C28' H28D 110.5 . . ? C29' C28' H28D 110.5 . . ? H28C C28' H28D 108.7 . . ? C28' C29' H29A 109.5 . . ? C28' C29' H29B 109.5 . . ? H29A C29' H29B 109.5 . . ? C28' C29' H29C 109.5 . . ? H29A C29' H29C 109.5 . . ? H29B C29' H29C 109.5 . . ? C24' C30' H30A 109.5 . . ? C24' C30' H30B 109.5 . . ? H30A C30' H30B 109.5 . . ? C24' C30' H30C 109.5 . . ? H30A C30' H30C 109.5 . . ? H30B C30' H30C 109.5 . . ? C25' C31' H31A 109.5 . . ? C25' C31' H31B 109.5 . . ? H31A C31' H31B 109.5 . . ? C25' C31' H31C 109.5 . . ? H31A C31' H31C 109.5 . . ? H31B C31' H31C 109.5 . . ? C42' C32' C33' 113.0(3) . . ? C42' C32' C10' 117.8(3) . . ? C33' C32' C10' 108.4(3) . . ? C42' C32' H32B 105.6 . . ? C33' C32' H32B 105.6 . . ? C10' C32' H32B 105.6 . . ? N5' C33' C34' 108.6(3) . . ? N5' C33' C32' 121.7(3) . . ? C34' C33' C32' 129.6(3) . . ? C33' C34' C35' 107.1(3) . . ? C33' C34' C40' 127.6(3) . . ? C35' C34' C40' 125.3(3) . . ? C36' C35' C34' 107.1(3) . . ? C36' C35' C41' 127.2(3) . . ? C34' C35' C41' 125.7(3) . . ? N5' C36' C35' 107.7(3) . . ? N5' C36' C37' 122.8(3) . . ? C35' C36' C37' 129.4(3) . . ? O5' C37' O6' 122.4(4) . . ? O5' C37' C36' 125.5(3) . . ? O6' C37' C36' 112.1(3) . . ? O6' C38' C39' 109.3(4) . . ? O6' C38' H38C 109.8 . . ? C39' C38' H38C 109.8 . . ? O6' C38' H38D 109.8 . . ? C39' C38' H38D 109.8 . . ? H38C C38' H38D 108.3 . . ? C38' C39' H39A 109.5 . . ? C38' C39' H39B 109.5 . . ? H39A C39' H39B 109.5 . . ? C38' C39' H39C 109.5 . . ? H39A C39' H39C 109.5 . . ? H39B C39' H39C 109.5 . . ? C34' C40' H40A 109.5 . . ? C34' C40' H40B 109.5 . . ? H40A C40' H40B 109.5 . . ? C34' C40' H40C 109.5 . . ? H40A C40' H40C 109.5 . . ? H40B C40' H40C 109.5 . . ? C35' C41' H41A 109.5 . . ? C35' C41' H41B 109.5 . . ? H41A C41' H41B 109.5 . . ? C35' C41' H41C 109.5 . . ? H41A C41' H41C 109.5 . . ? H41B C41' H41C 109.5 . . ? N6' C42' C43' 107.6(3) . . ? N6' C42' C32' 123.9(3) . . ? C43' C42' C32' 128.5(3) . . ? C42' C43' C44' 107.6(3) . . ? C42' C43' C49' 125.6(3) . . ? C44' C43' C49' 126.8(3) . . ? C45' C44' C43' 107.0(3) . . ? C45' C44' C50' 127.5(3) . . ? C43' C44' C50' 125.6(3) . . ? N6' C45' C44' 107.5(3) . . ? N6' C45' C46' 118.1(3) . . ? C44' C45' C46' 134.2(3) . . ? O7' C46' O8' 123.6(3) . . ? O7' C46' C45' 123.4(3) . . ? O8' C46' C45' 113.1(3) . . ? O8' C47' C48' 106.0(3) . . ? O8' C47' H47C 110.5 . . ? C48' C47' H47C 110.5 . . ? O8' C47' H47D 110.5 . . ? C48' C47' H47D 110.5 . . ? H47C C47' H47D 108.7 . . ? C47' C48' H48A 109.5 . . ? C47' C48' H48B 109.5 . . ? H48A C48' H48B 109.5 . . ? C47' C48' H48C 109.5 . . ? H48A C48' H48C 109.5 . . ? H48B C48' H48C 109.5 . . ? C43' C49' H49A 109.5 . . ? C43' C49' H49B 109.5 . . ? H49A C49' H49B 109.5 . . ? C43' C49' H49C 109.5 . . ? H49A C49' H49C 109.5 . . ? H49B C49' H49C 109.5 . . ? C44' C50' H50A 109.5 . . ? C44' C50' H50B 109.5 . . ? H50A C50' H50B 109.5 . . ? C44' C50' H50C 109.5 . . ? H50A C50' H50C 109.5 . . ? H50B C50' H50C 109.5 . . ? Cl1A C1A Cl3A 110.2(2) . . ? Cl1A C1A Cl2A 111.2(2) . . ? Cl3A C1A Cl2A 109.9(2) . . ? Cl1A C1A H1AA 108.5 . . ? Cl3A C1A H1AA 108.5 . . ? Cl2A C1A H1AA 108.5 . . ? C18 O2 C19 116.4(3) . . ? C27 O4 C28 116.1(3) . . ? C37 O6 C38 115.4(3) . . ? C46 O8 C47 114.9(3) . . ? C1 N1 C12 118.7(3) . . ? C10 N2 C11 118.1(3) . . ? C14 N3 C17 109.3(3) . . ? C14 N3 H3N 125(3) . . ? C17 N3 H3N 125(3) . . ? C23 N4 C26 110.7(3) . . ? C23 N4 H4N 126(3) . . ? C26 N4 H4N 122(3) . . ? C33 N5 C36 109.3(3) . . ? C33 N5 H5N 127(3) . . ? C36 N5 H5N 123(3) . . ? C42 N6 C45 110.5(3) . . ? C42 N6 H6N 126(2) . . ? C45 N6 H6N 123(2) . . ? N1 C1 C2 122.0(3) . . ? N1 C1 C13 120.1(3) . . ? C2 C1 C13 117.9(3) . . ? C3 C2 C1 119.7(3) . . ? C3 C2 H2A 120.1 . . ? C1 C2 H2A 120.1 . . ? C2 C3 C4 119.8(3) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C3 C4 C12 117.8(3) . . ? C3 C4 C5 122.4(3) . . ? C12 C4 C5 119.8(3) . . ? C6 C5 C4 120.9(4) . . ? C6 C5 H5A 119.5 . . ? C4 C5 H5A 119.5 . . ? C5 C6 C7 120.8(3) . . ? C5 C6 H6A 119.6 . . ? C7 C6 H6A 119.6 . . ? C11 C7 C8 117.5(4) . . ? C11 C7 C6 120.4(3) . . ? C8 C7 C6 122.0(4) . . ? C9 C8 C7 119.7(4) . . ? C9 C8 H8A 120.2 . . ? C7 C8 H8A 120.2 . . ? C8 C9 C10 119.6(4) . . ? C8 C9 H9A 120.2 . . ? C10 C9 H9A 120.2 . . ? N2 C10 C9 122.5(4) . . ? N2 C10 C32 121.0(3) . . ? C9 C10 C32 116.5(3) . . ? N2 C11 C7 122.6(3) . . ? N2 C11 C12 118.8(3) . . ? C7 C11 C12 118.6(3) . . ? N1 C12 C4 121.7(3) . . ? N1 C12 C11 119.0(3) . . ? C4 C12 C11 119.3(3) . . ? C14 C13 C23 114.5(3) . . ? C14 C13 C1 108.0(3) . . ? C23 C13 C1 116.8(3) . . ? C14 C13 H13A 105.5 . . ? C23 C13 H13A 105.5 . . ? C1 C13 H13A 105.5 . . ? N3 C14 C15 108.3(3) . . ? N3 C14 C13 121.7(3) . . ? C15 C14 C13 129.6(3) . . ? C14 C15 C16 107.5(3) . . ? C14 C15 C21 126.4(3) . . ? C16 C15 C21 126.1(3) . . ? C17 C16 C15 107.2(3) . . ? C17 C16 C22 126.5(3) . . ? C15 C16 C22 126.3(3) . . ? N3 C17 C16 107.8(3) . . ? N3 C17 C18 122.3(3) . . ? C16 C17 C18 129.9(3) . . ? O1 C18 O2 122.4(4) . . ? O1 C18 C17 125.0(4) . . ? O2 C18 C17 112.6(3) . . ? O2 C19 C20 109.2(4) . . ? O2 C19 H19A 109.8 . . ? C20 C19 H19A 109.8 . . ? O2 C19 H19B 109.8 . . ? C20 C19 H19B 109.8 . . ? H19A C19 H19B 108.3 . . ? C19 C20 H20D 109.5 . . ? C19 C20 H20E 109.5 . . ? H20D C20 H20E 109.5 . . ? C19 C20 H20F 109.5 . . ? H20D C20 H20F 109.5 . . ? H20E C20 H20F 109.5 . . ? C15 C21 H21D 109.5 . . ? C15 C21 H21E 109.5 . . ? H21D C21 H21E 109.5 . . ? C15 C21 H21F 109.5 . . ? H21D C21 H21F 109.5 . . ? H21E C21 H21F 109.5 . . ? C16 C22 H22D 109.5 . . ? C16 C22 H22E 109.5 . . ? H22D C22 H22E 109.5 . . ? C16 C22 H22F 109.5 . . ? H22D C22 H22F 109.5 . . ? H22E C22 H22F 109.5 . . ? N4 C23 C24 107.8(3) . . ? N4 C23 C13 123.7(3) . . ? C24 C23 C13 128.5(3) . . ? C23 C24 C25 107.4(3) . . ? C23 C24 C30 126.4(3) . . ? C25 C24 C30 126.2(3) . . ? C26 C25 C24 107.1(3) . . ? C26 C25 C31 125.8(3) . . ? C24 C25 C31 127.0(3) . . ? N4 C26 C25 107.0(3) . . ? N4 C26 C27 118.2(3) . . ? C25 C26 C27 134.6(3) . . ? O3 C27 O4 123.5(3) . . ? O3 C27 C26 124.5(3) . . ? O4 C27 C26 112.0(3) . . ? O4 C28 C29 107.2(4) . . ? O4 C28 H28A 110.3 . . ? C29 C28 H28A 110.3 . . ? O4 C28 H28B 110.3 . . ? C29 C28 H28B 110.3 . . ? H28A C28 H28B 108.5 . . ? C28 C29 H29D 109.5 . . ? C28 C29 H29E 109.5 . . ? H29D C29 H29E 109.5 . . ? C28 C29 H29F 109.5 . . ? H29D C29 H29F 109.5 . . ? H29E C29 H29F 109.5 . . ? C24 C30 H30D 109.5 . . ? C24 C30 H30E 109.5 . . ? H30D C30 H30E 109.5 . . ? C24 C30 H30F 109.5 . . ? H30D C30 H30F 109.5 . . ? H30E C30 H30F 109.5 . . ? C25 C31 H31D 109.5 . . ? C25 C31 H31E 109.5 . . ? H31D C31 H31E 109.5 . . ? C25 C31 H31F 109.5 . . ? H31D C31 H31F 109.5 . . ? H31E C31 H31F 109.5 . . ? C42 C32 C33 111.6(3) . . ? C42 C32 C10 118.9(3) . . ? C33 C32 C10 107.3(3) . . ? C42 C32 H32A 106.1 . . ? C33 C32 H32A 106.1 . . ? C10 C32 H32A 106.1 . . ? N5 C33 C34 108.5(3) . . ? N5 C33 C32 121.2(3) . . ? C34 C33 C32 130.1(3) . . ? C33 C34 C35 107.4(3) . . ? C33 C34 C40 126.7(3) . . ? C35 C34 C40 125.8(3) . . ? C36 C35 C34 106.8(3) . . ? C36 C35 C41 127.3(3) . . ? C34 C35 C41 126.0(3) . . ? C35 C36 N5 107.9(3) . . ? C35 C36 C37 129.5(3) . . ? N5 C36 C37 122.6(3) . . ? O5 C37 O6 122.7(3) . . ? O5 C37 C36 125.6(3) . . ? O6 C37 C36 111.7(3) . . ? O6 C38 C39 108.2(3) . . ? O6 C38 H38A 110.1 . . ? C39 C38 H38A 110.1 . . ? O6 C38 H38B 110.1 . . ? C39 C38 H38B 110.1 . . ? H38A C38 H38B 108.4 . . ? C38 C39 H39D 109.5 . . ? C38 C39 H39E 109.5 . . ? H39D C39 H39E 109.5 . . ? C38 C39 H39F 109.5 . . ? H39D C39 H39F 109.5 . . ? H39E C39 H39F 109.5 . . ? C34 C40 H40D 109.5 . . ? C34 C40 H40E 109.5 . . ? H40D C40 H40E 109.5 . . ? C34 C40 H40F 109.5 . . ? H40D C40 H40F 109.5 . . ? H40E C40 H40F 109.5 . . ? C35 C41 H41D 109.5 . . ? C35 C41 H41E 109.5 . . ? H41D C41 H41E 109.5 . . ? C35 C41 H41F 109.5 . . ? H41D C41 H41F 109.5 . . ? H41E C41 H41F 109.5 . . ? N6 C42 C43 107.4(3) . . ? N6 C42 C32 123.4(3) . . ? C43 C42 C32 129.1(3) . . ? C42 C43 C44 107.6(3) . . ? C42 C43 C49 125.9(4) . . ? C44 C43 C49 126.3(4) . . ? C45 C44 C43 106.7(4) . . ? C45 C44 C50 126.7(4) . . ? C43 C44 C50 126.5(4) . . ? N6 C45 C44 107.8(3) . . ? N6 C45 C46 116.9(3) . . ? C44 C45 C46 135.1(4) . . ? O7 C46 O8 122.8(4) . . ? O7 C46 C45 123.3(4) . . ? O8 C46 C45 114.0(4) . . ? C48 C47 O8 108.8(5) . . ? C48 C47 H47A 109.9 . . ? O8 C47 H47A 109.9 . . ? C48 C47 H47B 109.9 . . ? O8 C47 H47B 109.9 . . ? H47A C47 H47B 108.3 . . ? C47 C48 H48D 109.5 . . ? C47 C48 H48E 109.5 . . ? H48D C48 H48E 109.5 . . ? C47 C48 H48F 109.5 . . ? H48D C48 H48F 109.5 . . ? H48E C48 H48F 109.5 . . ? C43 C49 H49D 109.5 . . ? C43 C49 H49E 109.5 . . ? H49D C49 H49E 109.5 . . ? C43 C49 H49F 109.5 . . ? H49D C49 H49F 109.5 . . ? H49E C49 H49F 109.5 . . ? C44 C50 H50D 109.5 . . ? C44 C50 H50E 109.5 . . ? H50D C50 H50E 109.5 . . ? C44 C50 H50F 109.5 . . ? H50D C50 H50F 109.5 . . ? H50E C50 H50F 109.5 . . ? Cl1B C1B Cl2B 105.8(4) . . ? Cl1B C1B Cl2C 111.7(3) . . ? Cl1B C1B Cl3B 111.3(3) . . ? Cl2B C1B Cl3B 132.2(4) . . ? Cl2C C1B Cl3B 105.3(3) . . ? Cl1B C1B H1BA 107.4 . . ? Cl2C C1B H1BA 113.7 . . ? Cl3B C1B H1BA 107.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C12' N1' C1' C2' -3.0(4) . . . . ? C12' N1' C1' C13' 173.5(3) . . . . ? N1' C1' C2' C3' 5.7(5) . . . . ? C13' C1' C2' C3' -170.8(3) . . . . ? C1' C2' C3' C4' -2.4(5) . . . . ? C2' C3' C4' C12' -3.1(5) . . . . ? C2' C3' C4' C5' 177.7(3) . . . . ? C12' C4' C5' C6' -2.7(5) . . . . ? C3' C4' C5' C6' 176.5(3) . . . . ? C4' C5' C6' C7' -0.9(5) . . . . ? C5' C6' C7' C8' -177.9(3) . . . . ? C5' C6' C7' C11' 1.8(5) . . . . ? C11' C7' C8' C9' -2.3(5) . . . . ? C6' C7' C8' C9' 177.4(3) . . . . ? C7' C8' C9' C10' 0.7(5) . . . . ? C11' N2' C10' C9' -1.4(4) . . . . ? C11' N2' C10' C32' 175.1(3) . . . . ? C8' C9' C10' N2' 1.2(5) . . . . ? C8' C9' C10' C32' -175.4(3) . . . . ? C10' N2' C11' C7' -0.4(4) . . . . ? C10' N2' C11' C12' -178.7(3) . . . . ? C8' C7' C11' N2' 2.2(5) . . . . ? C6' C7' C11' N2' -177.5(3) . . . . ? C8' C7' C11' C12' -179.5(3) . . . . ? C6' C7' C11' C12' 0.8(4) . . . . ? C1' N1' C12' C4' -2.8(4) . . . . ? C1' N1' C12' C11' 177.1(3) . . . . ? C3' C4' C12' N1' 5.9(4) . . . . ? C5' C4' C12' N1' -174.9(3) . . . . ? C3' C4' C12' C11' -174.0(3) . . . . ? C5' C4' C12' C11' 5.2(4) . . . . ? N2' C11' C12' N1' -5.7(4) . . . . ? C7' C11' C12' N1' 175.9(3) . . . . ? N2' C11' C12' C4' 174.2(3) . . . . ? C7' C11' C12' C4' -4.2(4) . . . . ? N1' C1' C13' C23' 32.9(4) . . . . ? C2' C1' C13' C23' -150.4(3) . . . . ? N1' C1' C13' C14' -95.1(3) . . . . ? C2' C1' C13' C14' 81.6(3) . . . . ? C17' N3' C14' C15' -0.8(4) . . . . ? C17' N3' C14' C13' -177.6(3) . . . . ? C23' C13' C14' N3' -37.4(4) . . . . ? C1' C13' C14' N3' 92.8(3) . . . . ? C23' C13' C14' C15' 146.6(3) . . . . ? C1' C13' C14' C15' -83.2(4) . . . . ? N3' C14' C15' C16' 0.1(4) . . . . ? C13' C14' C15' C16' 176.6(3) . . . . ? N3' C14' C15' C21' -179.6(4) . . . . ? C13' C14' C15' C21' -3.1(6) . . . . ? C14' C15' C16' C17' 0.7(4) . . . . ? C21' C15' C16' C17' -179.7(3) . . . . ? C14' C15' C16' C22' -179.3(3) . . . . ? C21' C15' C16' C22' 0.4(6) . . . . ? C14' N3' C17' C16' 1.3(4) . . . . ? C14' N3' C17' C18' -178.2(3) . . . . ? C15' C16' C17' N3' -1.2(4) . . . . ? C22' C16' C17' N3' 178.8(3) . . . . ? C15' C16' C17' C18' 178.2(3) . . . . ? C22' C16' C17' C18' -1.8(6) . . . . ? C19' O2' C18' O1' -0.7(4) . . . . ? C19' O2' C18' C17' 179.9(3) . . . . ? N3' C17' C18' O1' -6.1(5) . . . . ? C16' C17' C18' O1' 174.5(3) . . . . ? N3' C17' C18' O2' 173.2(3) . . . . ? C16' C17' C18' O2' -6.2(5) . . . . ? C18' O2' C19' C20' 176.3(3) . . . . ? C26' N4' C23' C24' 1.5(4) . . . . ? C26' N4' C23' C13' 178.6(3) . . . . ? C14' C13' C23' N4' 122.4(3) . . . . ? C1' C13' C23' N4' -2.8(4) . . . . ? C14' C13' C23' C24' -61.1(4) . . . . ? C1' C13' C23' C24' 173.7(3) . . . . ? N4' C23' C24' C25' -1.6(4) . . . . ? C13' C23' C24' C25' -178.5(3) . . . . ? N4' C23' C24' C30' 177.1(3) . . . . ? C13' C23' C24' C30' 0.3(5) . . . . ? C23' C24' C25' C26' 1.0(4) . . . . ? C30' C24' C25' C26' -177.7(3) . . . . ? C23' C24' C25' C31' -178.4(3) . . . . ? C30' C24' C25' C31' 2.9(5) . . . . ? C23' N4' C26' C25' -0.9(3) . . . . ? C23' N4' C26' C27' -178.2(3) . . . . ? C24' C25' C26' N4' -0.1(3) . . . . ? C31' C25' C26' N4' 179.3(3) . . . . ? C24' C25' C26' C27' 176.6(3) . . . . ? C31' C25' C26' C27' -4.1(6) . . . . ? C28' O4' C27' O3' -3.2(5) . . . . ? C28' O4' C27' C26' 178.6(3) . . . . ? N4' C26' C27' O3' 6.5(5) . . . . ? C25' C26' C27' O3' -169.9(3) . . . . ? N4' C26' C27' O4' -175.3(3) . . . . ? C25' C26' C27' O4' 8.3(5) . . . . ? C27' O4' C28' C29' -178.7(3) . . . . ? N2' C10' C32' C42' 27.0(4) . . . . ? C9' C10' C32' C42' -156.4(3) . . . . ? N2' C10' C32' C33' -102.8(3) . . . . ? C9' C10' C32' C33' 73.9(3) . . . . ? C36' N5' C33' C34' -0.3(4) . . . . ? C36' N5' C33' C32' -176.4(3) . . . . ? C42' C32' C33' N5' -42.6(4) . . . . ? C10' C32' C33' N5' 89.7(3) . . . . ? C42' C32' C33' C34' 142.2(3) . . . . ? C10' C32' C33' C34' -85.5(4) . . . . ? N5' C33' C34' C35' -0.2(4) . . . . ? C32' C33' C34' C35' 175.5(3) . . . . ? N5' C33' C34' C40' 179.2(3) . . . . ? C32' C33' C34' C40' -5.1(6) . . . . ? C33' C34' C35' C36' 0.6(4) . . . . ? C40' C34' C35' C36' -178.8(3) . . . . ? C33' C34' C35' C41' -177.5(3) . . . . ? C40' C34' C35' C41' 3.1(5) . . . . ? C33' N5' C36' C35' 0.7(4) . . . . ? C33' N5' C36' C37' -178.2(3) . . . . ? C34' C35' C36' N5' -0.8(4) . . . . ? C41' C35' C36' N5' 177.3(3) . . . . ? C34' C35' C36' C37' 178.1(3) . . . . ? C41' C35' C36' C37' -3.8(6) . . . . ? C38' O6' C37' O5' 5.6(6) . . . . ? C38' O6' C37' C36' -175.6(4) . . . . ? N5' C36' C37' O5' 179.1(4) . . . . ? C35' C36' C37' O5' 0.4(6) . . . . ? N5' C36' C37' O6' 0.3(5) . . . . ? C35' C36' C37' O6' -178.4(3) . . . . ? C37' O6' C38' C39' 89.3(5) . . . . ? C45' N6' C42' C43' 0.6(4) . . . . ? C45' N6' C42' C32' 177.8(3) . . . . ? C33' C32' C42' N6' 124.6(3) . . . . ? C10' C32' C42' N6' -3.0(4) . . . . ? C33' C32' C42' C43' -58.8(4) . . . . ? C10' C32' C42' C43' 173.6(3) . . . . ? N6' C42' C43' C44' -0.6(4) . . . . ? C32' C42' C43' C44' -177.7(3) . . . . ? N6' C42' C43' C49' 178.5(3) . . . . ? C32' C42' C43' C49' 1.5(6) . . . . ? C42' C43' C44' C45' 0.5(4) . . . . ? C49' C43' C44' C45' -178.7(3) . . . . ? C42' C43' C44' C50' -179.8(3) . . . . ? C49' C43' C44' C50' 1.1(6) . . . . ? C42' N6' C45' C44' -0.3(4) . . . . ? C42' N6' C45' C46' -176.2(3) . . . . ? C43' C44' C45' N6' -0.1(4) . . . . ? C50' C44' C45' N6' -179.9(3) . . . . ? C43' C44' C45' C46' 174.9(3) . . . . ? C50' C44' C45' C46' -4.9(6) . . . . ? C47' O8' C46' O7' 2.4(5) . . . . ? C47' O8' C46' C45' -176.3(3) . . . . ? N6' C45' C46' O7' 2.5(5) . . . . ? C44' C45' C46' O7' -172.2(3) . . . . ? N6' C45' C46' O8' -178.8(3) . . . . ? C44' C45' C46' O8' 6.6(5) . . . . ? C46' O8' C47' C48' 167.5(3) . . . . ? C12 N1 C1 C2 3.5(4) . . . . ? C12 N1 C1 C13 -176.7(3) . . . . ? N1 C1 C2 C3 -4.6(5) . . . . ? C13 C1 C2 C3 175.6(3) . . . . ? C1 C2 C3 C4 0.6(5) . . . . ? C2 C3 C4 C12 4.1(5) . . . . ? C2 C3 C4 C5 -175.5(3) . . . . ? C3 C4 C5 C6 -179.4(3) . . . . ? C12 C4 C5 C6 1.0(5) . . . . ? C4 C5 C6 C7 2.5(5) . . . . ? C5 C6 C7 C11 -2.4(5) . . . . ? C5 C6 C7 C8 175.3(3) . . . . ? C11 C7 C8 C9 0.9(5) . . . . ? C6 C7 C8 C9 -176.8(4) . . . . ? C7 C8 C9 C10 -0.2(6) . . . . ? C11 N2 C10 C9 1.4(5) . . . . ? C11 N2 C10 C32 178.8(3) . . . . ? C8 C9 C10 N2 -1.0(5) . . . . ? C8 C9 C10 C32 -178.5(3) . . . . ? C10 N2 C11 C7 -0.6(4) . . . . ? C10 N2 C11 C12 177.9(3) . . . . ? C8 C7 C11 N2 -0.5(5) . . . . ? C6 C7 C11 N2 177.3(3) . . . . ? C8 C7 C11 C12 -179.0(3) . . . . ? C6 C7 C11 C12 -1.3(5) . . . . ? C1 N1 C12 C4 1.5(4) . . . . ? C1 N1 C12 C11 -179.6(3) . . . . ? C3 C4 C12 N1 -5.2(5) . . . . ? C5 C4 C12 N1 174.4(3) . . . . ? C3 C4 C12 C11 175.8(3) . . . . ? C5 C4 C12 C11 -4.6(4) . . . . ? N2 C11 C12 N1 7.1(4) . . . . ? C7 C11 C12 N1 -174.3(3) . . . . ? N2 C11 C12 C4 -173.9(3) . . . . ? C7 C11 C12 C4 4.6(4) . . . . ? N1 C1 C13 C14 -111.0(3) . . . . ? C2 C1 C13 C14 68.8(3) . . . . ? N1 C1 C13 C23 19.9(4) . . . . ? C2 C1 C13 C23 -160.4(3) . . . . ? C17 N3 C14 C15 -0.9(4) . . . . ? C17 N3 C14 C13 -174.5(3) . . . . ? C23 C13 C14 N3 -56.3(4) . . . . ? C1 C13 C14 N3 75.9(4) . . . . ? C23 C13 C14 C15 131.6(4) . . . . ? C1 C13 C14 C15 -96.3(4) . . . . ? N3 C14 C15 C16 -0.3(4) . . . . ? C13 C14 C15 C16 172.7(3) . . . . ? N3 C14 C15 C21 178.2(3) . . . . ? C13 C14 C15 C21 -8.9(6) . . . . ? C14 C15 C16 C17 1.3(4) . . . . ? C21 C15 C16 C17 -177.1(4) . . . . ? C14 C15 C16 C22 -176.9(4) . . . . ? C21 C15 C16 C22 4.7(7) . . . . ? C14 N3 C17 C16 1.7(4) . . . . ? C14 N3 C17 C18 -179.4(3) . . . . ? C15 C16 C17 N3 -1.8(4) . . . . ? C22 C16 C17 N3 176.3(4) . . . . ? C15 C16 C17 C18 179.4(4) . . . . ? C22 C16 C17 C18 -2.5(7) . . . . ? C19 O2 C18 O1 5.6(6) . . . . ? C19 O2 C18 C17 -173.4(4) . . . . ? N3 C17 C18 O1 173.0(4) . . . . ? C16 C17 C18 O1 -8.4(7) . . . . ? N3 C17 C18 O2 -8.0(5) . . . . ? C16 C17 C18 O2 170.7(4) . . . . ? C18 O2 C19 C20 81.0(5) . . . . ? C26 N4 C23 C24 1.3(4) . . . . ? C26 N4 C23 C13 178.9(3) . . . . ? C14 C13 C23 N4 125.3(3) . . . . ? C1 C13 C23 N4 -2.5(4) . . . . ? C14 C13 C23 C24 -57.6(4) . . . . ? C1 C13 C23 C24 174.6(3) . . . . ? N4 C23 C24 C25 -1.2(4) . . . . ? C13 C23 C24 C25 -178.6(3) . . . . ? N4 C23 C24 C30 178.1(3) . . . . ? C13 C23 C24 C30 0.7(6) . . . . ? C23 C24 C25 C26 0.7(4) . . . . ? C30 C24 C25 C26 -178.7(3) . . . . ? C23 C24 C25 C31 179.7(3) . . . . ? C30 C24 C25 C31 0.4(6) . . . . ? C23 N4 C26 C25 -0.8(4) . . . . ? C23 N4 C26 C27 -176.6(3) . . . . ? C24 C25 C26 N4 0.1(4) . . . . ? C31 C25 C26 N4 -179.0(3) . . . . ? C24 C25 C26 C27 174.8(3) . . . . ? C31 C25 C26 C27 -4.3(6) . . . . ? C28 O4 C27 O3 -2.3(5) . . . . ? C28 O4 C27 C26 178.6(3) . . . . ? N4 C26 C27 O3 4.6(5) . . . . ? C25 C26 C27 O3 -169.6(3) . . . . ? N4 C26 C27 O4 -176.3(3) . . . . ? C25 C26 C27 O4 9.4(5) . . . . ? C27 O4 C28 C29 160.5(4) . . . . ? N2 C10 C32 C42 9.2(5) . . . . ? C9 C10 C32 C42 -173.2(3) . . . . ? N2 C10 C32 C33 -118.5(3) . . . . ? C9 C10 C32 C33 59.0(4) . . . . ? C36 N5 C33 C34 -0.9(4) . . . . ? C36 N5 C33 C32 -176.2(3) . . . . ? C42 C32 C33 N5 -59.0(4) . . . . ? C10 C32 C33 N5 72.9(4) . . . . ? C42 C32 C33 C34 126.9(4) . . . . ? C10 C32 C33 C34 -101.3(4) . . . . ? N5 C33 C34 C35 1.0(4) . . . . ? C32 C33 C34 C35 175.7(4) . . . . ? N5 C33 C34 C40 -179.9(4) . . . . ? C32 C33 C34 C40 -5.2(7) . . . . ? C33 C34 C35 C36 -0.7(4) . . . . ? C40 C34 C35 C36 -179.9(4) . . . . ? C33 C34 C35 C41 178.9(4) . . . . ? C40 C34 C35 C41 -0.3(6) . . . . ? C34 C35 C36 N5 0.2(4) . . . . ? C41 C35 C36 N5 -179.4(4) . . . . ? C34 C35 C36 C37 179.0(3) . . . . ? C41 C35 C36 C37 -0.6(6) . . . . ? C33 N5 C36 C35 0.4(4) . . . . ? C33 N5 C36 C37 -178.5(3) . . . . ? C38 O6 C37 O5 -2.7(5) . . . . ? C38 O6 C37 C36 176.9(3) . . . . ? C35 C36 C37 O5 -2.1(6) . . . . ? N5 C36 C37 O5 176.6(3) . . . . ? C35 C36 C37 O6 178.4(3) . . . . ? N5 C36 C37 O6 -3.0(5) . . . . ? C37 O6 C38 C39 176.1(3) . . . . ? C45 N6 C42 C43 1.0(4) . . . . ? C45 N6 C42 C32 177.9(3) . . . . ? C33 C32 C42 N6 136.1(3) . . . . ? C10 C32 C42 N6 10.4(5) . . . . ? C33 C32 C42 C43 -47.7(5) . . . . ? C10 C32 C42 C43 -173.4(3) . . . . ? N6 C42 C43 C44 -1.0(4) . . . . ? C32 C42 C43 C44 -177.7(3) . . . . ? N6 C42 C43 C49 174.7(4) . . . . ? C32 C42 C43 C49 -1.9(6) . . . . ? C42 C43 C44 C45 0.7(4) . . . . ? C49 C43 C44 C45 -175.1(4) . . . . ? C42 C43 C44 C50 -179.4(4) . . . . ? C49 C43 C44 C50 4.8(7) . . . . ? C42 N6 C45 C44 -0.6(4) . . . . ? C42 N6 C45 C46 -176.5(3) . . . . ? C43 C44 C45 N6 0.0(4) . . . . ? C50 C44 C45 N6 -180.0(4) . . . . ? C43 C44 C45 C46 174.8(4) . . . . ? C50 C44 C45 C46 -5.2(7) . . . . ? C47 O8 C46 O7 -0.8(5) . . . . ? C47 O8 C46 C45 -179.7(3) . . . . ? N6 C45 C46 O7 7.7(5) . . . . ? C44 C45 C46 O7 -166.7(4) . . . . ? N6 C45 C46 O8 -173.4(3) . . . . ? C44 C45 C46 O8 12.1(6) . . . . ? C46 O8 C47 C48 -167.0(5) . . . . ? Cl2C Cl2B C1B Cl1B 105.9(7) . . . . ? Cl2C Cl2B C1B Cl3B -34.2(10) . . . . ? Cl2B Cl2C C1B Cl1B -84.6(8) . . . . ? Cl2B Cl2C C1B Cl3B 154.4(8) . . . . ? 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 N3' H3'N O7' 0.79(3) 2.06(3) 2.849(4) 175(3) . N4' H4'N N1' 0.87(4) 2.16(4) 2.748(4) 125(3) . N5' H5'N O3' 0.86(4) 2.04(4) 2.900(4) 174(3) . N6' H6'N N2' 0.79(3) 2.16(3) 2.756(4) 132(3) . N3 H3N O7 0.83(4) 1.95(4) 2.777(4) 169(4) . N4 H4N N1 0.78(4) 2.13(4) 2.672(4) 126(4) . N5 H5N O3 0.80(3) 2.22(4) 3.001(4) 165(3) . N6 H6N N2 0.91(4) 2.12(4) 2.729(5) 123(3) . C1A H1AA O1 1.00 2.11 3.058(4) 157.6 . C1B H1BA O5' 1.00 2.20 3.099(6) 149.3 . _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.868 _refine_diff_density_min -0.837 _refine_diff_density_rms 0.064 # Attachment 'PP187 1.CIF' data_pp187 _database_code_depnum_ccdc_archive 'CCDC 665297' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H56 N6 O10, C5 H12, C H2 Cl2' _chemical_formula_sum 'C56 H70 Cl2 N6 O10' _chemical_formula_weight 1058.08 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.0307(2) _cell_length_b 15.0724(3) _cell_length_c 18.4602(4) _cell_angle_alpha 99.633(2) _cell_angle_beta 99.191(2) _cell_angle_gamma 111.289(2) _cell_volume 2737.00(9) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 11017 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description laths _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1124 _exptl_absorpt_coefficient_mu 0.182 _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 153(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 'Nonius Kappa CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22637 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0680 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 27.50 _reflns_number_total 12451 _reflns_number_gt 7493 _reflns_threshold_expression >2sigma(I) _publ_section_references ; Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. Sir97. (1999) J. Appl. Cryst. 32, 115-119. Otwinowski, Z. and Minor, W. (1997). Methods in Enzymology, 276, Macromolecular Crystallography, part A, 307-326, C. W. Carter, Jr. and R. M. Sweets, Eds., Academic Press. Sheldrick, G. M. (1998). SHELXTL/PC. Release 5.10. Siemens Analytical X-ray Instruments, Inc., Madison, WI, USA. ; _computing_data_collection 'Collect software, Nonius B.V. 1998' _computing_cell_refinement 'Collect software, Nonius B.V. 1998' _computing_data_reduction ; DENZO and Scalepack (Otwinoski and Minor, 1997) ; _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0550P)^2^+2.7520P] 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 0.0045(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 12451 _refine_ls_number_parameters 708 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1164 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1671 _refine_ls_wR_factor_gt 0.1407 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.086 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1A Cl 0.71824(13) -0.32593(13) 0.94984(7) 0.1128(5) Uani 1 1 d . . . Cl2A Cl 0.92297(12) -0.21644(12) 0.88157(8) 0.1126(5) Uani 1 1 d . . . C1A C 0.7607(4) -0.2983(3) 0.8682(2) 0.0636(10) Uani 1 1 d . . . H1AA H 0.7465 -0.3598 0.8322 0.076 Uiso 1 1 calc R . . H1AB H 0.6998 -0.2708 0.8447 0.076 Uiso 1 1 calc R . . O1 O 0.88258(18) 0.74612(13) 0.65733(11) 0.0366(4) Uani 1 1 d . . . O2 O 0.6831(2) 0.69012(15) 0.68678(14) 0.0511(6) Uani 1 1 d . . . O3 O 0.54846(17) 0.35309(12) 0.72607(10) 0.0309(4) Uani 1 1 d . . . O4 O 0.81928(19) 0.06281(13) 0.75116(11) 0.0383(4) Uani 1 1 d . . . O5 O 0.9406(2) 0.13940(15) 0.87123(12) 0.0503(6) Uani 1 1 d D . . O6 O 0.61187(17) -0.12273(12) 0.72204(10) 0.0303(4) Uani 1 1 d . . . O7 O 0.45868(18) 0.22301(13) 0.81826(10) 0.0336(4) Uani 1 1 d . . . O8 O 0.57348(19) 0.26879(13) 0.94021(10) 0.0358(4) Uani 1 1 d . . . O9 O 0.48990(19) -0.45816(13) 0.75761(12) 0.0411(5) Uani 1 1 d . . . O10 O 0.28918(17) -0.52316(12) 0.78474(10) 0.0325(4) Uani 1 1 d . . . N1 N 0.6975(2) 0.50663(14) 0.68316(12) 0.0280(5) Uani 1 1 d . . . H1N H 0.6256 0.5082 0.6972 0.034 Uiso 1 1 calc R . . N2 N 0.7508(2) 0.22088(15) 0.74175(11) 0.0269(5) Uani 1 1 d . A . H2N H 0.7136 0.1725 0.7006 0.032 Uiso 1 1 calc R . . N3 N 0.5271(2) 0.16196(14) 0.62937(11) 0.0257(4) Uani 1 1 d . . . N4 N 0.4534(2) -0.02089(14) 0.64848(11) 0.0246(4) Uani 1 1 d . . . N5 N 0.4971(2) 0.05068(14) 0.79809(11) 0.0270(5) Uani 1 1 d . . . H5N H 0.4561 0.0590 0.7565 0.032 Uiso 1 1 calc R . . N6 N 0.4536(2) -0.28570(15) 0.75055(11) 0.0276(5) Uani 1 1 d . . . H6N H 0.5247 -0.2863 0.7349 0.033 Uiso 1 1 calc R . . C1 C 1.0001(3) 0.9098(2) 0.6475(2) 0.0589(9) Uani 1 1 d . . . H1A H 1.0805 0.9156 0.6829 0.088 Uiso 1 1 calc R . . H1B H 0.9973 0.9747 0.6517 0.088 Uiso 1 1 calc R . . H1C H 1.0023 0.8834 0.5957 0.088 Uiso 1 1 calc R . . C2 C 0.8787(3) 0.8424(2) 0.6661(2) 0.0511(8) Uani 1 1 d . . . H2A H 0.8769 0.8677 0.7188 0.061 Uiso 1 1 calc R . . H2B H 0.7969 0.8380 0.6318 0.061 Uiso 1 1 calc R . . C3 C 0.7776(3) 0.67576(19) 0.67045(15) 0.0322(6) Uani 1 1 d . . . C4 C 0.7922(2) 0.58294(18) 0.66430(14) 0.0277(5) Uani 1 1 d . . . C5 C 0.8882(2) 0.55133(18) 0.64431(13) 0.0271(5) Uani 1 1 d . . . C6 C 0.8507(2) 0.45356(18) 0.65230(14) 0.0281(5) Uani 1 1 d . . . C7 C 0.7331(3) 0.42899(17) 0.67666(14) 0.0273(5) Uani 1 1 d . . . C8 C 0.6493(2) 0.33409(17) 0.69374(14) 0.0265(5) Uani 1 1 d . . . C9 C 0.7362(2) 0.30762(17) 0.75159(14) 0.0264(5) Uani 1 1 d . . . C10 C 0.8123(3) 0.36510(18) 0.82313(14) 0.0293(6) Uani 1 1 d . . . C11 C 0.8724(3) 0.30956(19) 0.85789(14) 0.0301(6) Uani 1 1 d . A . C12 C 0.8331(2) 0.22048(18) 0.80633(14) 0.0289(5) Uani 1 1 d . . . C13 C 0.8612(3) 0.1338(2) 0.80587(15) 0.0335(6) Uani 1 1 d . A . C14 C 0.9710(9) 0.0553(6) 0.8840(5) 0.054(3) Uani 0.67 1 d PD A 1 H14A H 0.8992 -0.0068 0.8520 0.064 Uiso 0.67 1 calc PR A 1 H14B H 0.9780 0.0527 0.9377 0.064 Uiso 0.67 1 calc PR A 1 C15 C 1.0999(6) 0.0689(4) 0.8640(4) 0.0659(16) Uani 0.67 1 d PD A 1 H15A H 1.0925 0.0733 0.8112 0.099 Uiso 0.67 1 calc PR A 1 H15B H 1.1221 0.0128 0.8703 0.099 Uiso 0.67 1 calc PR A 1 H15C H 1.1706 0.1294 0.8972 0.099 Uiso 0.67 1 calc PR A 1 C14A C 0.9847(18) 0.0577(10) 0.8581(9) 0.055(6) Uani 0.33 1 d PD A 2 H14C H 1.0179 0.0550 0.8114 0.066 Uiso 0.33 1 calc PR A 2 H14D H 0.9093 -0.0057 0.8528 0.066 Uiso 0.33 1 calc PR A 2 C15A C 1.0936(14) 0.0775(10) 0.9249(9) 0.096(5) Uani 0.33 1 d PD A 2 H15D H 1.1686 0.1393 0.9284 0.143 Uiso 0.33 1 calc PR A 2 H15E H 1.1240 0.0237 0.9197 0.143 Uiso 0.33 1 calc PR A 2 H15F H 1.0601 0.0824 0.9709 0.143 Uiso 0.33 1 calc PR A 2 C16 C 0.5724(2) 0.25274(18) 0.62026(14) 0.0259(5) Uani 1 1 d . . . C17 C 0.5381(3) 0.27386(19) 0.55035(14) 0.0317(6) Uani 1 1 d . . . H17A H 0.5744 0.3393 0.5450 0.038 Uiso 1 1 calc R . . C18 C 0.4517(3) 0.19889(19) 0.48992(14) 0.0320(6) Uani 1 1 d . . . H18A H 0.4282 0.2122 0.4423 0.038 Uiso 1 1 calc R . . C19 C 0.3980(2) 0.10220(18) 0.49872(13) 0.0272(5) Uani 1 1 d . . . C20 C 0.3012(3) 0.01937(19) 0.44052(14) 0.0311(6) Uani 1 1 d . . . H20A H 0.2716 0.0285 0.3922 0.037 Uiso 1 1 calc R . . C21 C 0.2519(3) -0.07106(19) 0.45334(14) 0.0311(6) Uani 1 1 d . . . H21A H 0.1849 -0.1238 0.4147 0.037 Uiso 1 1 calc R . . C22 C 0.2990(2) -0.08920(18) 0.52445(13) 0.0269(5) Uani 1 1 d . . . C23 C 0.2555(3) -0.18156(18) 0.54143(14) 0.0315(6) Uani 1 1 d . . . H23A H 0.1875 -0.2370 0.5054 0.038 Uiso 1 1 calc R . . C24 C 0.3112(3) -0.19205(18) 0.61000(14) 0.0308(6) Uani 1 1 d . . . H24A H 0.2819 -0.2543 0.6218 0.037 Uiso 1 1 calc R . . C25 C 0.4124(2) -0.10889(17) 0.66233(13) 0.0259(5) Uani 1 1 d . . . C26 C 0.3968(2) -0.01037(17) 0.58147(13) 0.0245(5) Uani 1 1 d . . . C27 C 0.4425(2) 0.08760(17) 0.56959(13) 0.0252(5) Uani 1 1 d . . . C28 C 0.4912(2) -0.11573(17) 0.73667(13) 0.0257(5) Uani 1 1 d . . . C29 C 0.5248(2) -0.02928(17) 0.80309(14) 0.0264(5) Uani 1 1 d . . . C30 C 0.5883(3) -0.01559(19) 0.87822(14) 0.0307(6) Uani 1 1 d . . . C31 C 0.6001(3) 0.07624(19) 0.91870(14) 0.0311(6) Uani 1 1 d . . . C32 C 0.5425(3) 0.11629(18) 0.86737(13) 0.0282(5) Uani 1 1 d . . . C33 C 0.5202(3) 0.20588(18) 0.87171(13) 0.0285(5) Uani 1 1 d . . . C34 C 0.5490(3) 0.35787(19) 0.94785(15) 0.0371(6) Uani 1 1 d . . . H34A H 0.4521 0.3420 0.9422 0.045 Uiso 1 1 calc R . . H34B H 0.5791 0.3920 0.9085 0.045 Uiso 1 1 calc R . . C35 C 0.6267(4) 0.4215(2) 1.02515(17) 0.0529(8) Uani 1 1 d . . . H35A H 0.5973 0.3863 1.0634 0.079 Uiso 1 1 calc R . . H35B H 0.6113 0.4821 1.0330 0.079 Uiso 1 1 calc R . . H35C H 0.7225 0.4378 1.0295 0.079 Uiso 1 1 calc R . . C36 C 0.4143(2) -0.20974(18) 0.75736(13) 0.0264(5) Uani 1 1 d . . . C37 C 0.2986(2) -0.23582(18) 0.78344(13) 0.0273(5) Uani 1 1 d . . . C38 C 0.2663(2) -0.33249(18) 0.79292(13) 0.0271(5) Uani 1 1 d . . . C39 C 0.3640(2) -0.36206(18) 0.77209(14) 0.0273(5) Uani 1 1 d . . . C40 C 0.3893(3) -0.45020(18) 0.77044(14) 0.0290(5) Uani 1 1 d . . . C41 C 0.3115(3) -0.61228(19) 0.78647(18) 0.0391(7) Uani 1 1 d . . . H41A H 0.3948 -0.5973 0.8245 0.047 Uiso 1 1 calc R . . H41B H 0.3200 -0.6414 0.7363 0.047 Uiso 1 1 calc R . . C42 C 0.1933(3) -0.6822(2) 0.8068(2) 0.0585(9) Uani 1 1 d . . . H42A H 0.1855 -0.6523 0.8563 0.088 Uiso 1 1 calc R . . H42B H 0.2055 -0.7430 0.8089 0.088 Uiso 1 1 calc R . . H42C H 0.1116 -0.6970 0.7684 0.088 Uiso 1 1 calc R . . C43 C 1.0105(3) 0.60547(19) 0.61852(15) 0.0340(6) Uani 1 1 d . . . H43A H 1.0091 0.6676 0.6102 0.051 Uiso 1 1 calc R . . H43B H 1.0115 0.5653 0.5712 0.051 Uiso 1 1 calc R . . H43C H 1.0910 0.6188 0.6573 0.051 Uiso 1 1 calc R . . C44 C 0.9291(3) 0.3917(2) 0.63948(16) 0.0375(6) Uani 1 1 d . . . H44A H 1.0103 0.4168 0.6805 0.056 Uiso 1 1 calc R . . H44B H 0.9540 0.3944 0.5910 0.056 Uiso 1 1 calc R . . H44C H 0.8741 0.3236 0.6386 0.056 Uiso 1 1 calc R . . C45 C 0.8281(3) 0.4675(2) 0.85755(16) 0.0389(6) Uani 1 1 d . . . H45A H 0.9008 0.5149 0.8421 0.058 Uiso 1 1 calc R . . H45B H 0.8495 0.4795 0.9128 0.058 Uiso 1 1 calc R . . H45C H 0.7444 0.4748 0.8402 0.058 Uiso 1 1 calc R . . C46 C 0.9600(3) 0.3441(2) 0.93704(16) 0.0439(7) Uani 1 1 d . . . H46A H 0.9984 0.2966 0.9463 0.066 Uiso 1 1 calc R A . H46B H 0.9062 0.3500 0.9735 0.066 Uiso 1 1 calc R . . H46C H 1.0324 0.4082 0.9428 0.066 Uiso 1 1 calc R . . C47 C 0.6666(3) 0.1210(2) 1.00124(15) 0.0433(7) Uani 1 1 d . . . H47A H 0.6496 0.1797 1.0180 0.065 Uiso 1 1 calc R . . H47B H 0.7634 0.1393 1.0090 0.065 Uiso 1 1 calc R . . H47C H 0.6302 0.0733 1.0305 0.065 Uiso 1 1 calc R . . C48 C 0.6342(3) -0.0861(2) 0.91137(17) 0.0435(7) Uani 1 1 d . . . H48A H 0.5563 -0.1406 0.9164 0.065 Uiso 1 1 calc R . . H48B H 0.6952 -0.0518 0.9613 0.065 Uiso 1 1 calc R . . H48C H 0.6809 -0.1117 0.8780 0.065 Uiso 1 1 calc R . . C49 C 0.2171(3) -0.1762(2) 0.79598(15) 0.0328(6) Uani 1 1 d . . . H49A H 0.2678 -0.1086 0.7937 0.049 Uiso 1 1 d R . . H49B H 0.1968 -0.1761 0.8458 0.049 Uiso 1 1 d R . . H49C H 0.1332 -0.2051 0.7566 0.049 Uiso 1 1 d R . . C50 C 0.1474(3) -0.38789(19) 0.82089(15) 0.0324(6) Uani 1 1 d . . . H50A H 0.1436 -0.4538 0.8210 0.049 Uiso 1 1 calc R . . H50B H 0.0653 -0.3931 0.7875 0.049 Uiso 1 1 calc R . . H50C H 0.1556 -0.3529 0.8724 0.049 Uiso 1 1 calc R . . C1B C 0.3548(6) 0.5253(4) 0.5578(3) 0.126(2) Uani 1 1 d . . . H1B1 H 0.4308 0.5478 0.6018 0.189 Uiso 1 1 calc R . . H1B2 H 0.3253 0.5786 0.5536 0.189 Uiso 1 1 calc R . . H1B3 H 0.3824 0.5060 0.5118 0.189 Uiso 1 1 calc R . . C2B C 0.2520(5) 0.4467(5) 0.5663(3) 0.1038(18) Uani 1 1 d . . . H2BA H 0.1729 0.4352 0.5262 0.125 Uiso 1 1 calc R . . H2BB H 0.2322 0.4687 0.6150 0.125 Uiso 1 1 calc R . . C3B C 0.2553(5) 0.3480(3) 0.5657(3) 0.0774(12) Uani 1 1 d . . . H3BA H 0.2772 0.3262 0.5177 0.093 Uiso 1 1 calc R . . H3BB H 0.3321 0.3586 0.6070 0.093 Uiso 1 1 calc R . . C4B C 0.1420(5) 0.2658(4) 0.5730(3) 0.0876(13) Uani 1 1 d . . . H4BA H 0.0697 0.2473 0.5269 0.105 Uiso 1 1 calc R . . H4BB H 0.1099 0.2904 0.6160 0.105 Uiso 1 1 calc R . . C5B C 0.1547(6) 0.1726(4) 0.5844(4) 0.1122(18) Uani 1 1 d . . . H5B1 H 0.1784 0.1426 0.5405 0.168 Uiso 1 1 calc R . . H5B2 H 0.0692 0.1268 0.5900 0.168 Uiso 1 1 calc R . . H5B3 H 0.2248 0.1878 0.6301 0.168 Uiso 1 1 calc R . . H3O H 0.520(3) 0.304(2) 0.7464(16) 0.048(8) Uiso 1 1 d . . . H6O H 0.669(3) -0.064(2) 0.7297(17) 0.054(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1A 0.0876(9) 0.1771(15) 0.0774(8) 0.0512(9) 0.0395(7) 0.0404(9) Cl2A 0.0538(7) 0.1471(13) 0.1181(10) 0.0454(9) 0.0270(7) 0.0110(7) C1A 0.066(2) 0.057(2) 0.066(2) 0.0137(18) 0.0202(19) 0.0207(19) O1 0.0358(10) 0.0218(9) 0.0572(12) 0.0170(9) 0.0149(9) 0.0122(8) O2 0.0455(13) 0.0329(11) 0.0924(17) 0.0260(11) 0.0366(12) 0.0226(10) O3 0.0343(10) 0.0254(9) 0.0405(10) 0.0124(8) 0.0164(8) 0.0155(8) O4 0.0357(11) 0.0246(10) 0.0495(12) 0.0051(9) 0.0038(9) 0.0108(8) O5 0.0495(13) 0.0364(12) 0.0582(13) 0.0139(10) -0.0115(10) 0.0186(10) O6 0.0287(9) 0.0238(9) 0.0418(10) 0.0101(8) 0.0120(8) 0.0121(8) O7 0.0434(11) 0.0310(10) 0.0306(9) 0.0090(8) 0.0104(8) 0.0183(9) O8 0.0505(12) 0.0299(10) 0.0283(9) 0.0027(8) 0.0074(8) 0.0206(9) O9 0.0378(11) 0.0297(10) 0.0687(13) 0.0216(10) 0.0271(10) 0.0180(9) O10 0.0330(10) 0.0222(9) 0.0479(11) 0.0145(8) 0.0153(8) 0.0124(8) N1 0.0276(11) 0.0227(11) 0.0372(12) 0.0105(9) 0.0125(9) 0.0108(9) N2 0.0296(11) 0.0210(11) 0.0279(11) 0.0025(8) 0.0037(9) 0.0105(9) N3 0.0284(11) 0.0215(11) 0.0275(10) 0.0062(8) 0.0058(8) 0.0108(9) N4 0.0286(11) 0.0209(10) 0.0251(10) 0.0060(8) 0.0060(8) 0.0107(9) N5 0.0353(12) 0.0227(11) 0.0245(10) 0.0058(8) 0.0050(9) 0.0143(9) N6 0.0287(11) 0.0244(11) 0.0358(12) 0.0108(9) 0.0123(9) 0.0141(9) C1 0.059(2) 0.0310(17) 0.087(3) 0.0291(17) 0.0169(19) 0.0127(16) C2 0.0490(19) 0.0227(15) 0.087(2) 0.0226(15) 0.0186(17) 0.0156(14) C3 0.0330(15) 0.0236(14) 0.0429(15) 0.0137(11) 0.0124(12) 0.0108(12) C4 0.0284(13) 0.0219(13) 0.0319(13) 0.0098(10) 0.0069(10) 0.0078(11) C5 0.0281(13) 0.0267(13) 0.0269(12) 0.0066(10) 0.0063(10) 0.0116(11) C6 0.0288(13) 0.0232(13) 0.0306(13) 0.0034(10) 0.0059(10) 0.0105(11) C7 0.0326(14) 0.0199(12) 0.0300(13) 0.0062(10) 0.0065(11) 0.0117(11) C8 0.0285(13) 0.0216(13) 0.0327(13) 0.0068(10) 0.0103(10) 0.0125(11) C9 0.0272(13) 0.0205(12) 0.0326(13) 0.0073(10) 0.0102(10) 0.0092(10) C10 0.0307(14) 0.0246(13) 0.0306(13) 0.0035(10) 0.0101(11) 0.0090(11) C11 0.0283(14) 0.0293(14) 0.0289(13) 0.0058(11) 0.0067(10) 0.0079(11) C12 0.0262(13) 0.0267(13) 0.0322(13) 0.0081(11) 0.0046(10) 0.0096(11) C13 0.0259(13) 0.0298(15) 0.0417(15) 0.0129(13) 0.0033(11) 0.0079(11) C14 0.066(5) 0.040(4) 0.058(5) 0.028(3) -0.005(3) 0.025(3) C15 0.065(4) 0.048(3) 0.097(5) 0.028(3) 0.017(4) 0.032(3) C14A 0.058(9) 0.034(7) 0.069(13) 0.026(7) -0.017(8) 0.023(6) C15A 0.106(12) 0.074(9) 0.090(10) 0.004(8) -0.048(9) 0.054(9) C16 0.0250(13) 0.0234(13) 0.0311(13) 0.0080(10) 0.0084(10) 0.0105(10) C17 0.0351(15) 0.0260(14) 0.0369(14) 0.0136(11) 0.0086(11) 0.0128(12) C18 0.0353(15) 0.0347(15) 0.0301(13) 0.0139(11) 0.0072(11) 0.0164(12) C19 0.0281(13) 0.0288(14) 0.0285(13) 0.0085(10) 0.0072(10) 0.0148(11) C20 0.0337(14) 0.0363(15) 0.0257(13) 0.0081(11) 0.0050(11) 0.0175(12) C21 0.0281(14) 0.0322(15) 0.0296(13) 0.0041(11) 0.0028(11) 0.0116(12) C22 0.0270(13) 0.0256(13) 0.0260(12) 0.0029(10) 0.0045(10) 0.0103(11) C23 0.0306(14) 0.0225(13) 0.0324(14) 0.0012(11) 0.0033(11) 0.0047(11) C24 0.0378(15) 0.0194(13) 0.0335(14) 0.0056(10) 0.0088(11) 0.0099(11) C25 0.0293(13) 0.0222(13) 0.0275(12) 0.0054(10) 0.0090(10) 0.0110(11) C26 0.0274(13) 0.0228(13) 0.0259(12) 0.0054(10) 0.0076(10) 0.0126(10) C27 0.0261(13) 0.0244(13) 0.0271(12) 0.0068(10) 0.0068(10) 0.0121(11) C28 0.0285(13) 0.0207(12) 0.0306(13) 0.0075(10) 0.0085(10) 0.0118(11) C29 0.0293(13) 0.0205(12) 0.0297(13) 0.0075(10) 0.0068(10) 0.0099(10) C30 0.0344(14) 0.0286(14) 0.0306(13) 0.0098(11) 0.0054(11) 0.0143(12) C31 0.0351(14) 0.0283(14) 0.0278(13) 0.0060(11) 0.0058(11) 0.0114(12) C32 0.0331(14) 0.0248(13) 0.0268(13) 0.0051(10) 0.0087(10) 0.0117(11) C33 0.0328(14) 0.0269(13) 0.0261(12) 0.0061(10) 0.0110(10) 0.0109(11) C34 0.0505(17) 0.0288(15) 0.0360(15) 0.0033(12) 0.0120(13) 0.0218(13) C35 0.068(2) 0.0399(18) 0.0456(18) -0.0020(14) 0.0035(16) 0.0248(17) C36 0.0303(13) 0.0220(12) 0.0276(12) 0.0067(10) 0.0056(10) 0.0113(11) C37 0.0296(13) 0.0262(13) 0.0261(12) 0.0066(10) 0.0043(10) 0.0122(11) C38 0.0287(13) 0.0268(13) 0.0263(12) 0.0088(10) 0.0053(10) 0.0113(11) C39 0.0292(13) 0.0223(13) 0.0314(13) 0.0112(10) 0.0093(10) 0.0084(11) C40 0.0293(13) 0.0246(13) 0.0350(14) 0.0107(11) 0.0110(11) 0.0099(11) C41 0.0432(16) 0.0253(14) 0.0584(18) 0.0191(13) 0.0195(14) 0.0178(13) C42 0.059(2) 0.0364(18) 0.096(3) 0.0360(18) 0.041(2) 0.0202(16) C43 0.0328(15) 0.0302(15) 0.0386(15) 0.0105(12) 0.0104(12) 0.0106(12) C44 0.0384(16) 0.0282(15) 0.0479(16) 0.0061(12) 0.0137(13) 0.0157(13) C45 0.0422(16) 0.0282(15) 0.0406(16) -0.0002(12) 0.0101(13) 0.0112(13) C46 0.0437(17) 0.0432(18) 0.0358(15) 0.0020(13) -0.0010(13) 0.0151(14) C47 0.0543(19) 0.0415(17) 0.0306(15) 0.0063(12) 0.0020(13) 0.0199(15) C48 0.0518(18) 0.0393(17) 0.0420(16) 0.0119(13) 0.0022(14) 0.0240(15) C49 0.0354(15) 0.0321(15) 0.0349(14) 0.0085(11) 0.0085(11) 0.0178(12) C50 0.0324(14) 0.0309(14) 0.0382(14) 0.0122(12) 0.0120(11) 0.0145(12) C1B 0.179(6) 0.071(3) 0.060(3) 0.026(2) -0.008(3) -0.015(4) C2B 0.076(3) 0.156(5) 0.069(3) 0.044(3) -0.001(2) 0.033(3) C3B 0.085(3) 0.081(3) 0.082(3) 0.020(2) 0.015(2) 0.053(3) C4B 0.072(3) 0.093(4) 0.096(3) 0.026(3) 0.010(2) 0.035(3) C5B 0.104(4) 0.099(4) 0.154(5) 0.023(4) 0.047(4) 0.060(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 Cl1A C1A 1.721(4) . ? Cl2A C1A 1.714(4) . ? C1A H1AA 0.9900 . ? C1A H1AB 0.9900 . ? O1 C3 1.345(3) . ? O1 C2 1.449(3) . ? O2 C3 1.211(3) . ? O3 C8 1.436(3) . ? O3 H3O 0.86(3) . ? O4 C13 1.228(3) . ? O5 C13 1.343(3) . ? O5 C14 1.469(5) . ? O5 C14A 1.478(8) . ? O6 C28 1.436(2) . ? O6 H6O 0.85(3) . ? O7 C33 1.225(2) . ? O8 C33 1.342(2) . ? O8 C34 1.452(3) . ? O9 C40 1.213(3) . ? O10 C40 1.345(2) . ? O10 C41 1.455(3) . ? N1 C7 1.356(3) . ? N1 C4 1.383(3) . ? N1 H1N 0.8800 . ? N2 C9 1.361(3) . ? N2 C12 1.381(3) . ? N2 H2N 0.8800 . ? N3 C16 1.326(3) . ? N3 C27 1.357(2) . ? N4 C25 1.321(2) . ? N4 C26 1.355(2) . ? N5 C29 1.360(2) . ? N5 C32 1.370(2) . ? N5 H5N 0.8800 . ? N6 C36 1.358(2) . ? N6 C39 1.383(2) . ? N6 H6N 0.8800 . ? C1 C2 1.489(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.454(3) . ? C4 C5 1.385(3) . ? C5 C6 1.419(3) . ? C5 C43 1.499(3) . ? C6 C7 1.384(4) . ? C6 C44 1.499(3) . ? C7 C8 1.511(3) . ? C8 C9 1.520(3) . ? C8 C16 1.544(3) . ? C9 C10 1.391(3) . ? C10 C11 1.413(4) . ? C10 C45 1.502(3) . ? C11 C12 1.384(4) . ? C11 C46 1.506(3) . ? C12 C13 1.447(4) . ? C14 C15 1.477(8) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C14A C15A 1.482(10) . ? C14A H14C 0.9900 . ? C14A H14D 0.9900 . ? C15A H15D 0.9800 . ? C15A H15E 0.9800 . ? C15A H15F 0.9800 . ? C16 C17 1.407(3) . ? C17 C18 1.374(4) . ? C17 H17A 0.9500 . ? C18 C19 1.409(4) . ? C18 H18A 0.9500 . ? C19 C27 1.404(2) . ? C19 C20 1.438(4) . ? C20 C21 1.349(4) . ? C20 H20A 0.9500 . ? C21 C22 1.440(3) . ? C21 H21A 0.9500 . ? C22 C26 1.404(2) . ? C22 C23 1.406(3) . ? C23 C24 1.376(3) . ? C23 H23A 0.9500 . ? C24 C25 1.409(2) . ? C24 H24A 0.9500 . ? C25 C28 1.543(3) . ? C26 C27 1.444(3) . ? C28 C36 1.512(3) . ? C28 C29 1.519(3) . ? C29 C30 1.395(3) . ? C30 C31 1.408(4) . ? C30 C48 1.507(4) . ? C31 C32 1.394(3) . ? C31 C47 1.502(4) . ? C32 C33 1.450(3) . ? C34 C35 1.499(4) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 C37 1.382(3) . ? C37 C38 1.417(3) . ? C37 C49 1.502(3) . ? C38 C39 1.389(4) . ? C38 C50 1.500(3) . ? C39 C40 1.450(3) . ? C41 C42 1.497(4) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C1B C2B 1.364(6) . ? C1B H1B1 0.9800 . ? C1B H1B2 0.9800 . ? C1B H1B3 0.9800 . ? C2B C3B 1.500(7) . ? C2B H2BA 0.9900 . ? C2B H2BB 0.9900 . ? C3B C4B 1.449(6) . ? C3B H3BA 0.9900 . ? C3B H3BB 0.9900 . ? C4B C5B 1.506(6) . ? C4B H4BA 0.9900 . ? C4B H4BB 0.9900 . ? C5B H5B1 0.9800 . ? C5B H5B2 0.9800 . ? C5B H5B3 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 Cl2A C1A Cl1A 114.1(2) . . ? Cl2A C1A H1AA 108.7 . . ? Cl1A C1A H1AA 108.7 . . ? Cl2A C1A H1AB 108.7 . . ? Cl1A C1A H1AB 108.7 . . ? H1AA C1A H1AB 107.6 . . ? C3 O1 C2 116.0(2) . . ? C8 O3 H3O 101.6(19) . . ? C13 O5 C14 121.1(4) . . ? C13 O5 C14A 107.5(5) . . ? C28 O6 H6O 106(2) . . ? C33 O8 C34 115.34(15) . . ? C40 O10 C41 115.23(15) . . ? C7 N1 C4 109.2(2) . . ? C7 N1 H1N 125.4 . . ? C4 N1 H1N 125.4 . . ? C9 N2 C12 109.4(2) . . ? C9 N2 H2N 125.3 . . ? C12 N2 H2N 125.3 . . ? C16 N3 C27 118.67(18) . . ? C25 N4 C26 118.87(14) . . ? C29 N5 C32 110.04(14) . . ? C29 N5 H5N 125.0 . . ? C32 N5 H5N 125.0 . . ? C36 N6 C39 109.07(15) . . ? C36 N6 H6N 125.5 . . ? C39 N6 H6N 125.5 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C1 108.7(3) . . ? O1 C2 H2A 110.0 . . ? C1 C2 H2A 110.0 . . ? O1 C2 H2B 110.0 . . ? C1 C2 H2B 110.0 . . ? H2A C2 H2B 108.3 . . ? O2 C3 O1 122.8(2) . . ? O2 C3 C4 124.6(2) . . ? O1 C3 C4 112.6(2) . . ? N1 C4 C5 107.9(2) . . ? N1 C4 C3 118.8(2) . . ? C5 C4 C3 133.2(2) . . ? C4 C5 C6 107.0(2) . . ? C4 C5 C43 129.0(2) . . ? C6 C5 C43 123.9(2) . . ? C7 C6 C5 107.2(2) . . ? C7 C6 C44 127.4(2) . . ? C5 C6 C44 125.4(2) . . ? N1 C7 C6 108.7(2) . . ? N1 C7 C8 121.8(2) . . ? C6 C7 C8 129.6(2) . . ? O3 C8 C7 105.99(19) . . ? O3 C8 C9 109.16(19) . . ? C7 C8 C9 109.6(2) . . ? O3 C8 C16 105.62(19) . . ? C7 C8 C16 111.1(2) . . ? C9 C8 C16 114.89(19) . . ? N2 C9 C10 108.0(2) . . ? N2 C9 C8 124.9(2) . . ? C10 C9 C8 127.2(2) . . ? C9 C10 C11 107.5(2) . . ? C9 C10 C45 126.5(2) . . ? C11 C10 C45 126.0(2) . . ? C12 C11 C10 107.1(2) . . ? C12 C11 C46 128.4(2) . . ? C10 C11 C46 124.5(2) . . ? N2 C12 C11 108.0(2) . . ? N2 C12 C13 117.2(2) . . ? C11 C12 C13 134.8(2) . . ? O4 C13 O5 123.0(2) . . ? O4 C13 C12 123.9(2) . . ? O5 C13 C12 113.1(2) . . ? O5 C14 C15 107.1(5) . . ? O5 C14 H14A 110.3 . . ? C15 C14 H14A 110.3 . . ? O5 C14 H14B 110.3 . . ? C15 C14 H14B 110.3 . . ? H14A C14 H14B 108.5 . . ? O5 C14A C15A 106.4(8) . . ? O5 C14A H14C 110.4 . . ? C15A C14A H14C 110.4 . . ? O5 C14A H14D 110.4 . . ? C15A C14A H14D 110.4 . . ? H14C C14A H14D 108.6 . . ? C14A C15A H15D 109.5 . . ? C14A C15A H15E 109.5 . . ? H15D C15A H15E 109.5 . . ? C14A C15A H15F 109.5 . . ? H15D C15A H15F 109.5 . . ? H15E C15A H15F 109.5 . . ? N3 C16 C17 122.1(2) . . ? N3 C16 C8 115.1(2) . . ? C17 C16 C8 122.3(2) . . ? C18 C17 C16 119.4(2) . . ? C18 C17 H17A 120.3 . . ? C16 C17 H17A 120.3 . . ? C17 C18 C19 119.8(2) . . ? C17 C18 H18A 120.1 . . ? C19 C18 H18A 120.1 . . ? C27 C19 C18 116.8(2) . . ? C27 C19 C20 118.9(2) . . ? C18 C19 C20 124.3(2) . . ? C21 C20 C19 121.2(2) . . ? C21 C20 H20A 119.4 . . ? C19 C20 H20A 119.4 . . ? C20 C21 C22 121.3(2) . . ? C20 C21 H21A 119.4 . . ? C22 C21 H21A 119.4 . . ? C26 C22 C23 116.46(19) . . ? C26 C22 C21 118.8(2) . . ? C23 C22 C21 124.7(2) . . ? C24 C23 C22 120.3(2) . . ? C24 C23 H23A 119.9 . . ? C22 C23 H23A 119.9 . . ? C23 C24 C25 118.8(2) . . ? C23 C24 H24A 120.6 . . ? C25 C24 H24A 120.6 . . ? N4 C25 C24 122.23(17) . . ? N4 C25 C28 115.22(19) . . ? C24 C25 C28 122.35(18) . . ? N4 C26 C22 123.28(17) . . ? N4 C26 C27 116.91(19) . . ? C22 C26 C27 119.81(18) . . ? N3 C27 C19 123.21(17) . . ? N3 C27 C26 117.02(18) . . ? C19 C27 C26 119.77(19) . . ? O6 C28 C36 106.21(17) . . ? O6 C28 C29 110.25(18) . . ? C36 C28 C29 109.0(2) . . ? O6 C28 C25 106.97(17) . . ? C36 C28 C25 110.4(2) . . ? C29 C28 C25 113.71(19) . . ? N5 C29 C30 107.64(19) . . ? N5 C29 C28 124.31(19) . . ? C30 C29 C28 128.1(2) . . ? C29 C30 C31 107.6(2) . . ? C29 C30 C48 126.9(2) . . ? C31 C30 C48 125.6(2) . . ? C32 C31 C30 107.0(2) . . ? C32 C31 C47 128.0(2) . . ? C30 C31 C47 124.9(2) . . ? N5 C32 C31 107.7(2) . . ? N5 C32 C33 116.92(19) . . ? C31 C32 C33 135.3(2) . . ? O7 C33 O8 122.9(2) . . ? O7 C33 C32 123.6(2) . . ? O8 C33 C32 113.56(19) . . ? O8 C34 C35 106.9(2) . . ? O8 C34 H34A 110.3 . . ? C35 C34 H34A 110.3 . . ? O8 C34 H34B 110.3 . . ? C35 C34 H34B 110.3 . . ? H34A C34 H34B 108.6 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N6 C36 C37 108.88(19) . . ? N6 C36 C28 121.6(2) . . ? C37 C36 C28 129.5(2) . . ? C36 C37 C38 107.2(2) . . ? C36 C37 C49 127.2(2) . . ? C38 C37 C49 125.6(2) . . ? C39 C38 C37 107.1(2) . . ? C39 C38 C50 128.9(2) . . ? C37 C38 C50 124.0(2) . . ? N6 C39 C38 107.84(19) . . ? N6 C39 C40 117.9(2) . . ? C38 C39 C40 134.2(2) . . ? O9 C40 O10 122.99(19) . . ? O9 C40 C39 124.1(2) . . ? O10 C40 C39 112.9(2) . . ? O10 C41 C42 107.3(2) . . ? O10 C41 H41A 110.3 . . ? C42 C41 H41A 110.3 . . ? O10 C41 H41B 110.3 . . ? C42 C41 H41B 110.3 . . ? H41A C41 H41B 108.5 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C5 C43 H43A 109.5 . . ? C5 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C5 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C6 C44 H44A 109.5 . . ? C6 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C6 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C10 C45 H45A 109.5 . . ? C10 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C10 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C11 C46 H46A 109.5 . . ? C11 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C11 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C31 C47 H47A 109.5 . . ? C31 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C31 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C30 C48 H48A 109.5 . . ? C30 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C30 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C37 C49 H49A 109.5 . . ? C37 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C37 C49 H49C 109.4 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C38 C50 H50A 109.5 . . ? C38 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C38 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C2B C1B H1B1 109.5 . . ? C2B C1B H1B2 109.5 . . ? H1B1 C1B H1B2 109.5 . . ? C2B C1B H1B3 109.5 . . ? H1B1 C1B H1B3 109.5 . . ? H1B2 C1B H1B3 109.5 . . ? C1B C2B C3B 124.4(5) . . ? C1B C2B H2BA 106.2 . . ? C3B C2B H2BA 106.2 . . ? C1B C2B H2BB 106.2 . . ? C3B C2B H2BB 106.2 . . ? H2BA C2B H2BB 106.4 . . ? C4B C3B C2B 122.5(4) . . ? C4B C3B H3BA 106.7 . . ? C2B C3B H3BA 106.7 . . ? C4B C3B H3BB 106.7 . . ? C2B C3B H3BB 106.7 . . ? H3BA C3B H3BB 106.6 . . ? C3B C4B C5B 121.3(4) . . ? C3B C4B H4BA 107.0 . . ? C5B C4B H4BA 107.0 . . ? C3B C4B H4BB 107.0 . . ? C5B C4B H4BB 107.0 . . ? H4BA C4B H4BB 106.7 . . ? C4B C5B H5B1 109.5 . . ? C4B C5B H5B2 109.5 . . ? H5B1 C5B H5B2 109.5 . . ? C4B C5B H5B3 109.5 . . ? H5B1 C5B H5B3 109.5 . . ? H5B2 C5B H5B3 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 O1 C2 C1 -178.5(3) . . . . ? C2 O1 C3 O2 1.8(4) . . . . ? C2 O1 C3 C4 -177.0(2) . . . . ? C7 N1 C4 C5 1.0(3) . . . . ? C7 N1 C4 C3 -177.3(2) . . . . ? O2 C3 C4 N1 -4.7(4) . . . . ? O1 C3 C4 N1 174.1(2) . . . . ? O2 C3 C4 C5 177.5(3) . . . . ? O1 C3 C4 C5 -3.7(4) . . . . ? N1 C4 C5 C6 -0.7(3) . . . . ? C3 C4 C5 C6 177.3(3) . . . . ? N1 C4 C5 C43 179.2(2) . . . . ? C3 C4 C5 C43 -2.8(4) . . . . ? C4 C5 C6 C7 0.2(3) . . . . ? C43 C5 C6 C7 -179.71(19) . . . . ? C4 C5 C6 C44 -177.5(2) . . . . ? C43 C5 C6 C44 2.6(3) . . . . ? C4 N1 C7 C6 -0.9(3) . . . . ? C4 N1 C7 C8 179.8(2) . . . . ? C5 C6 C7 N1 0.5(3) . . . . ? C44 C6 C7 N1 178.1(2) . . . . ? C5 C6 C7 C8 179.6(2) . . . . ? C44 C6 C7 C8 -2.7(4) . . . . ? N1 C7 C8 O3 -8.2(3) . . . . ? C6 C7 C8 O3 172.7(2) . . . . ? N1 C7 C8 C9 -125.9(2) . . . . ? C6 C7 C8 C9 55.0(3) . . . . ? N1 C7 C8 C16 106.1(3) . . . . ? C6 C7 C8 C16 -73.0(3) . . . . ? C12 N2 C9 C10 1.2(3) . . . . ? C12 N2 C9 C8 -178.0(2) . . . . ? O3 C8 C9 N2 119.6(2) . . . . ? C7 C8 C9 N2 -124.7(2) . . . . ? C16 C8 C9 N2 1.3(3) . . . . ? O3 C8 C9 C10 -59.4(3) . . . . ? C7 C8 C9 C10 56.3(3) . . . . ? C16 C8 C9 C10 -177.8(2) . . . . ? N2 C9 C10 C11 -1.3(3) . . . . ? C8 C9 C10 C11 177.9(2) . . . . ? N2 C9 C10 C45 178.8(2) . . . . ? C8 C9 C10 C45 -2.0(4) . . . . ? C9 C10 C11 C12 0.9(3) . . . . ? C45 C10 C11 C12 -179.2(2) . . . . ? C9 C10 C11 C46 -178.1(2) . . . . ? C45 C10 C11 C46 1.8(4) . . . . ? C9 N2 C12 C11 -0.6(3) . . . . ? C9 N2 C12 C13 -179.4(2) . . . . ? C10 C11 C12 N2 -0.2(3) . . . . ? C46 C11 C12 N2 178.8(2) . . . . ? C10 C11 C12 C13 178.3(3) . . . . ? C46 C11 C12 C13 -2.7(5) . . . . ? C14 O5 C13 O4 -6.6(6) . . . . ? C14A O5 C13 O4 10.5(10) . . . . ? C14 O5 C13 C12 174.7(4) . . . . ? C14A O5 C13 C12 -168.2(9) . . . . ? N2 C12 C13 O4 2.1(4) . . . . ? C11 C12 C13 O4 -176.4(3) . . . . ? N2 C12 C13 O5 -179.2(2) . . . . ? C11 C12 C13 O5 2.3(4) . . . . ? C13 O5 C14 C15 95.3(7) . . . . ? C14A O5 C14 C15 42(2) . . . . ? C13 O5 C14A C15A 168.2(13) . . . . ? C14 O5 C14A C15A -57.5(19) . . . . ? C27 N3 C16 C17 -1.5(3) . . . . ? C27 N3 C16 C8 170.75(17) . . . . ? O3 C8 C16 N3 -83.5(2) . . . . ? C7 C8 C16 N3 162.0(2) . . . . ? C9 C8 C16 N3 36.8(3) . . . . ? O3 C8 C16 C17 88.7(3) . . . . ? C7 C8 C16 C17 -25.8(3) . . . . ? C9 C8 C16 C17 -150.9(2) . . . . ? N3 C16 C17 C18 2.1(4) . . . . ? C8 C16 C17 C18 -169.6(2) . . . . ? C16 C17 C18 C19 0.3(4) . . . . ? C17 C18 C19 C27 -3.1(4) . . . . ? C17 C18 C19 C20 176.5(2) . . . . ? C27 C19 C20 C21 0.9(4) . . . . ? C18 C19 C20 C21 -178.6(3) . . . . ? C19 C20 C21 C22 -3.1(4) . . . . ? C20 C21 C22 C26 0.9(4) . . . . ? C20 C21 C22 C23 -178.1(3) . . . . ? C26 C22 C23 C24 -2.0(4) . . . . ? C21 C22 C23 C24 177.0(2) . . . . ? C22 C23 C24 C25 -0.3(4) . . . . ? C26 N4 C25 C24 -0.4(3) . . . . ? C26 N4 C25 C28 174.57(18) . . . . ? C23 C24 C25 N4 1.5(3) . . . . ? C23 C24 C25 C28 -173.06(17) . . . . ? C25 N4 C26 C22 -2.1(3) . . . . ? C25 N4 C26 C27 178.53(19) . . . . ? C23 C22 C26 N4 3.2(3) . . . . ? C21 C22 C26 N4 -175.84(18) . . . . ? C23 C22 C26 C27 -177.40(16) . . . . ? C21 C22 C26 C27 3.5(3) . . . . ? C16 N3 C27 C19 -1.5(3) . . . . ? C16 N3 C27 C26 179.19(16) . . . . ? C18 C19 C27 N3 3.8(3) . . . . ? C20 C19 C27 N3 -175.78(18) . . . . ? C18 C19 C27 C26 -176.93(16) . . . . ? C20 C19 C27 C26 3.5(3) . . . . ? N4 C26 C27 N3 -7.0(3) . . . . ? C22 C26 C27 N3 173.61(16) . . . . ? N4 C26 C27 C19 173.70(16) . . . . ? C22 C26 C27 C19 -5.7(3) . . . . ? N4 C25 C28 O6 -80.4(2) . . . . ? C24 C25 C28 O6 94.5(2) . . . . ? N4 C25 C28 C36 164.45(18) . . . . ? C24 C25 C28 C36 -20.6(3) . . . . ? N4 C25 C28 C29 41.5(3) . . . . ? C24 C25 C28 C29 -143.5(2) . . . . ? C32 N5 C29 C30 0.9(2) . . . . ? C32 N5 C29 C28 -178.7(2) . . . . ? O6 C28 C29 N5 116.0(2) . . . . ? C36 C28 C29 N5 -127.8(2) . . . . ? C25 C28 C29 N5 -4.2(3) . . . . ? O6 C28 C29 C30 -63.6(3) . . . . ? C36 C28 C29 C30 52.7(3) . . . . ? C25 C28 C29 C30 176.3(2) . . . . ? N5 C29 C30 C31 -0.8(3) . . . . ? C28 C29 C30 C31 178.8(2) . . . . ? N5 C29 C30 C48 178.1(2) . . . . ? C28 C29 C30 C48 -2.3(4) . . . . ? C29 C30 C31 C32 0.4(3) . . . . ? C48 C30 C31 C32 -178.5(3) . . . . ? C29 C30 C31 C47 -178.0(3) . . . . ? C48 C30 C31 C47 3.1(4) . . . . ? C29 N5 C32 C31 -0.7(2) . . . . ? C29 N5 C32 C33 -179.8(2) . . . . ? C30 C31 C32 N5 0.1(3) . . . . ? C47 C31 C32 N5 178.5(2) . . . . ? C30 C31 C32 C33 179.0(3) . . . . ? C47 C31 C32 C33 -2.6(5) . . . . ? C34 O8 C33 O7 2.2(3) . . . . ? C34 O8 C33 C32 -177.7(2) . . . . ? N5 C32 C33 O7 3.4(3) . . . . ? C31 C32 C33 O7 -175.5(3) . . . . ? N5 C32 C33 O8 -176.66(17) . . . . ? C31 C32 C33 O8 4.5(4) . . . . ? C33 O8 C34 C35 -174.8(2) . . . . ? C39 N6 C36 C37 0.0(2) . . . . ? C39 N6 C36 C28 -179.0(2) . . . . ? O6 C28 C36 N6 -8.2(3) . . . . ? C29 C28 C36 N6 -127.0(2) . . . . ? C25 C28 C36 N6 107.4(2) . . . . ? O6 C28 C36 C37 173.1(2) . . . . ? C29 C28 C36 C37 54.3(3) . . . . ? C25 C28 C36 C37 -71.3(3) . . . . ? N6 C36 C37 C38 0.0(3) . . . . ? C28 C36 C37 C38 178.9(2) . . . . ? N6 C36 C37 C49 -177.1(2) . . . . ? C28 C36 C37 C49 1.7(4) . . . . ? C36 C37 C38 C39 -0.1(3) . . . . ? C49 C37 C38 C39 177.2(2) . . . . ? C36 C37 C38 C50 179.7(2) . . . . ? C49 C37 C38 C50 -3.1(4) . . . . ? C36 N6 C39 C38 -0.1(2) . . . . ? C36 N6 C39 C40 -178.8(2) . . . . ? C37 C38 C39 N6 0.1(3) . . . . ? C50 C38 C39 N6 -179.7(2) . . . . ? C37 C38 C39 C40 178.5(3) . . . . ? C50 C38 C39 C40 -1.2(5) . . . . ? C41 O10 C40 O9 2.1(3) . . . . ? C41 O10 C40 C39 -177.9(2) . . . . ? N6 C39 C40 O9 6.6(4) . . . . ? C38 C39 C40 O9 -171.8(2) . . . . ? N6 C39 C40 O10 -173.47(16) . . . . ? C38 C39 C40 O10 8.2(4) . . . . ? C40 O10 C41 C42 177.3(2) . . . . ? C1B C2B C3B C4B -178.3(4) . . . . ? C2B C3B C4B C5B -170.3(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 H1N O9 0.88 2.15 3.010(3) 164.3 1_565 N2 H2N N3 0.88 2.19 2.709(3) 117.0 . N5 H5N N4 0.88 2.14 2.688(3) 119.8 . N6 H6N O2 0.88 2.19 3.067(3) 171.6 1_545 O3 H3O O7 0.86(3) 1.98(3) 2.822(2) 163(3) . O6 H6O O4 0.85(3) 1.95(3) 2.793(2) 172(3) . C1A H1AA O9 0.99 2.67 3.174(4) 111.8 . C1A H1AB O2 0.99 2.84 3.279(4) 107.8 1_545 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.791 _refine_diff_density_min -0.798 _refine_diff_density_rms 0.057