# Supplementary Material (ESI) for Chemical Science # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Chemical Science' _journal_coden_Cambridge 1475 _publ_contact_author_name 'Gale, Philip' _publ_contact_author_email philip.gale@soton.ac.uk _publ_section_title ; Acyclic indole and carbazole-based sulfate receptors ; loop_ _publ_author_name P.Gale J.Hiscock M.Light 'C.Zhu Jie' data_2009jh0010 _database_code_depnum_ccdc_archive 'CCDC 767919' #TrackingRef '- Combined.cif' _chemical_compound_source 'Phil Gale' _database_code_CSD 9JH0010 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; 3(C16 H36 N), C35 H26 N8 O3, 3(C7 H5 O2), H2 O ; _chemical_formula_sum 'C104 H151 N11 O10' _chemical_formula_weight 1715.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 8.93200(10) _cell_length_b 12.4500(2) _cell_length_c 22.5830(4) _cell_angle_alpha 93.6790(9) _cell_angle_beta 100.5490(12) _cell_angle_gamma 98.6400(11) _cell_volume 2429.96(6) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 46400 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.172 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 932 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9633 _exptl_absorpt_correction_T_max 0.9962 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 38958 reflections reduced R(int) from 0.1332 to 0.0645 Ratio of minimum to maximum apparent transmission: 0.880066 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38462 _diffrn_reflns_av_R_equivalents 0.0637 _diffrn_reflns_av_sigmaI/netI 0.0528 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 25.03 _reflns_number_total 8540 _reflns_number_gt 7189 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ; Images generated using CrystalMaker: a crystal and molecular structures program for Mac and Windows. CrystalMaker Software Ltd, Oxford, England (www.crystalmaker.com) ; _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0230P)^2^+1.6278P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8540 _refine_ls_number_parameters 1136 _refine_ls_number_restraints 1299 _refine_ls_R_factor_all 0.0811 _refine_ls_R_factor_gt 0.0613 _refine_ls_wR_factor_ref 0.1288 _refine_ls_wR_factor_gt 0.1183 _refine_ls_goodness_of_fit_ref 1.229 _refine_ls_restrained_S_all 1.300 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.8934(3) 0.6823(2) 0.62370(12) 0.0325(7) Uani 1 1 d U . . O2 O 0.4966(3) 0.1896(2) 0.75834(12) 0.0328(7) Uani 1 1 d U . . O3 O 0.3972(3) 0.7150(2) 0.92589(12) 0.0316(7) Uani 1 1 d U . . N1 N 0.9562(4) 0.7167(3) 0.41732(14) 0.0315(8) Uani 1 1 d U . . H901 H 0.8932 0.6539 0.4124 0.038 Uiso 1 1 calc RD . . N2 N 0.9679(4) 0.6293(3) 0.53510(14) 0.0288(8) Uani 1 1 d U . . H902 H 0.9573 0.5755 0.5067 0.035 Uiso 1 1 calc RD . . N3 N 0.7554(3) 0.4720(2) 0.63507(14) 0.0243(7) Uani 1 1 d U . . H3 H 0.7594 0.5167 0.6673 0.029 Uiso 1 1 calc R . . N4 N 0.5936(3) 0.3455(2) 0.72009(14) 0.0258(8) Uani 1 1 d U . . H904 H 0.6249 0.4162 0.7286 0.031 Uiso 1 1 calc R . . N5 N 0.5347(3) 0.3538(2) 0.81511(14) 0.0252(8) Uani 1 1 d U . . H905 H 0.5714 0.4239 0.8167 0.030 Uiso 1 1 calc R . . N6 N 0.4246(3) 0.4995(2) 0.90382(14) 0.0255(8) Uani 1 1 d U . . H906 H 0.4567 0.5405 0.8768 0.031 Uiso 1 1 calc R . . N7 N 0.3380(3) 0.6863(3) 1.01814(15) 0.0287(8) Uani 1 1 d U . . H7 H 0.3190 0.6363 1.0428 0.034 Uiso 1 1 calc R . . N8 N 0.4800(4) 0.7854(3) 1.14353(16) 0.0417(10) Uani 1 1 d U . . H8 H 0.4944 0.7170 1.1411 0.050 Uiso 1 1 calc R . . C1 C 0.9824(5) 0.7838(3) 0.3715(2) 0.0371(11) Uani 1 1 d U . . H1 H 0.9359 0.7686 0.3299 0.044 Uiso 1 1 calc R . . C2 C 1.0859(5) 0.8747(4) 0.3967(2) 0.0413(12) Uani 1 1 d U . . H2 H 1.1231 0.9339 0.3758 0.050 Uiso 1 1 calc R . . C3 C 1.1276(4) 0.8647(3) 0.45928(19) 0.0325(10) Uani 1 1 d U . . C4 C 1.2289(5) 0.9291(3) 0.50818(19) 0.0353(11) Uani 1 1 d U . . H4 H 1.2871 0.9964 0.5020 0.042 Uiso 1 1 calc R . . C5 C 1.2422(5) 0.8934(3) 0.5645(2) 0.0368(11) Uani 1 1 d U . . H5 H 1.3121 0.9364 0.5972 0.044 Uiso 1 1 calc R . . C6 C 1.1557(5) 0.7945(3) 0.57582(19) 0.0334(10) Uani 1 1 d U . . H6 H 1.1665 0.7729 0.6158 0.040 Uiso 1 1 calc R . . C7 C 1.0553(4) 0.7295(3) 0.52874(18) 0.0282(9) Uani 1 1 d U . . C8 C 1.0442(4) 0.7647(3) 0.47034(18) 0.0299(10) Uani 1 1 d U . . C9 C 0.8966(4) 0.6108(3) 0.58453(18) 0.0268(9) Uani 1 1 d U . . C10 C 0.8203(4) 0.4972(3) 0.58541(18) 0.0270(9) Uani 1 1 d U . . C11 C 0.7932(4) 0.4072(3) 0.54472(18) 0.0295(10) Uani 1 1 d U . . H11 H 0.8279 0.4025 0.5075 0.035 Uiso 1 1 calc R . . C12 C 0.7041(4) 0.3221(3) 0.56795(18) 0.0278(9) Uani 1 1 d U . . C13 C 0.6392(5) 0.2134(3) 0.54623(18) 0.0306(10) Uani 1 1 d U . . H13 H 0.6526 0.1831 0.5082 0.037 Uiso 1 1 calc R . . C14 C 0.5570(5) 0.1530(3) 0.58098(18) 0.0325(10) Uani 1 1 d U . . H14 H 0.5097 0.0805 0.5660 0.039 Uiso 1 1 calc R . . C15 C 0.5391(4) 0.1940(3) 0.63860(19) 0.0307(10) Uani 1 1 d U . . H15 H 0.4814 0.1483 0.6614 0.037 Uiso 1 1 calc R . . C16 C 0.6038(4) 0.2995(3) 0.66253(17) 0.0249(9) Uani 1 1 d U . . C17 C 0.6832(4) 0.3643(3) 0.62503(17) 0.0241(9) Uani 1 1 d U . . C18 C 0.5386(4) 0.2882(3) 0.76387(18) 0.0269(9) Uani 1 1 d U . . C19 C 0.4753(4) 0.3155(3) 0.86500(17) 0.0264(9) Uani 1 1 d U . . C20 C 0.4641(4) 0.2079(3) 0.87918(18) 0.0289(10) Uani 1 1 d U . . H20 H 0.4980 0.1559 0.8543 0.035 Uiso 1 1 calc R . . C21 C 0.4034(5) 0.1741(3) 0.92965(18) 0.0321(10) Uani 1 1 d U . . H21 H 0.3977 0.0998 0.9377 0.038 Uiso 1 1 calc R . . C22 C 0.3529(5) 0.2443(3) 0.96719(18) 0.0310(10) Uani 1 1 d U . . H22 H 0.3129 0.2202 1.0011 0.037 Uiso 1 1 calc R . . C23 C 0.3618(4) 0.3538(3) 0.95403(18) 0.0285(10) Uani 1 1 d U . . C24 C 0.4244(4) 0.3890(3) 0.90419(17) 0.0250(9) Uani 1 1 d U . . C25 C 0.3248(4) 0.4488(3) 0.98409(18) 0.0299(10) Uani 1 1 d U . . H25 H 0.2801 0.4510 1.0191 0.036 Uiso 1 1 calc R . . C26 C 0.3663(4) 0.5358(3) 0.95257(17) 0.0264(9) Uani 1 1 d U . . C27 C 0.3669(4) 0.6528(3) 0.96354(18) 0.0284(10) Uani 1 1 d U . . C28 C 0.3364(4) 0.7964(3) 1.03806(18) 0.0291(10) Uani 1 1 d U . . C29 C 0.2671(4) 0.8674(3) 1.00100(19) 0.0308(10) Uani 1 1 d U . . H29 H 0.2201 0.8424 0.9602 0.037 Uiso 1 1 calc R . . C30 C 0.2653(5) 0.9748(3) 1.0227(2) 0.0377(11) Uani 1 1 d U . . H30 H 0.2153 1.0208 0.9964 0.045 Uiso 1 1 calc R . . C31 C 0.3342(5) 1.0158(4) 1.0810(2) 0.0403(11) Uani 1 1 d U . . H31 H 0.3333 1.0894 1.0948 0.048 Uiso 1 1 calc R . . C32 C 0.4059(5) 0.9466(4) 1.1198(2) 0.0373(11) Uani 1 1 d U . . C33 C 0.4034(4) 0.8373(3) 1.09736(19) 0.0316(10) Uani 1 1 d U . . C34 C 0.4877(6) 0.9577(4) 1.1814(2) 0.0515(14) Uani 1 1 d U . . H34 H 0.5088 1.0219 1.2087 0.062 Uiso 1 1 calc R . . C35 C 0.5295(6) 0.8599(4) 1.1937(2) 0.0513(14) Uani 1 1 d U . . H35 H 0.5849 0.8449 1.2315 0.062 Uiso 1 1 calc R . . O4 O 0.8055(3) 0.5045(2) 0.36223(14) 0.0430(8) Uani 1 1 d U . . O5 O 0.9768(3) 0.4727(2) 0.44098(12) 0.0373(7) Uani 1 1 d U . . C36 C 0.8868(5) 0.4439(3) 0.39103(19) 0.0337(10) Uani 1 1 d U . . C37 C 0.8735(5) 0.3277(3) 0.36503(19) 0.0349(11) Uani 1 1 d U . . C38 C 0.8162(6) 0.2948(4) 0.3050(2) 0.0535(14) Uani 1 1 d U . . H38 H 0.7819 0.3462 0.2785 0.064 Uiso 1 1 calc R . . C39 C 0.8077(7) 0.1859(5) 0.2821(3) 0.0650(17) Uani 1 1 d U . . H39 H 0.7710 0.1645 0.2402 0.078 Uiso 1 1 calc R . . C40 C 0.8521(8) 0.1112(4) 0.3200(3) 0.0688(17) Uani 1 1 d U . . H40 H 0.8432 0.0372 0.3046 0.083 Uiso 1 1 calc R . . C41 C 0.9096(8) 0.1414(4) 0.3802(3) 0.0689(17) Uani 1 1 d U . . H41 H 0.9405 0.0885 0.4064 0.083 Uiso 1 1 calc R . . C42 C 0.9229(6) 0.2507(4) 0.4032(2) 0.0502(13) Uani 1 1 d U . . H42 H 0.9655 0.2722 0.4447 0.060 Uiso 1 1 calc R . . O6 O 0.6856(4) 0.5652(2) 0.73660(13) 0.0403(8) Uani 1 1 d U . . O7 O 0.5809(3) 0.5833(2) 0.81733(12) 0.0306(7) Uani 1 1 d U . . C43 C 0.6268(4) 0.6196(3) 0.77229(17) 0.0276(10) Uani 1 1 d U . . C44 C 0.6125(4) 0.7353(3) 0.76006(18) 0.0281(9) Uani 1 1 d U . . C45 C 0.6433(5) 0.7736(3) 0.70632(19) 0.0339(11) Uani 1 1 d U . . H45 H 0.6790 0.7285 0.6782 0.041 Uiso 1 1 calc R . . C46 C 0.6213(5) 0.8788(4) 0.6941(2) 0.0436(12) Uani 1 1 d U . . H46 H 0.6374 0.9044 0.6567 0.052 Uiso 1 1 calc R . . C47 C 0.5762(5) 0.9466(3) 0.7361(2) 0.0446(13) Uani 1 1 d U . . H47 H 0.5636 1.0189 0.7278 0.054 Uiso 1 1 calc R . . C48 C 0.5494(5) 0.9090(4) 0.7903(2) 0.0445(13) Uani 1 1 d U . . H48 H 0.5188 0.9556 0.8192 0.053 Uiso 1 1 calc R . . C49 C 0.5672(5) 0.8034(3) 0.8022(2) 0.0358(11) Uani 1 1 d U . . H49 H 0.5484 0.7776 0.8393 0.043 Uiso 1 1 calc R . . O8 O 0.2534(3) 0.5478(2) 1.10588(12) 0.0353(7) Uani 1 1 d U . . O9 O 0.4918(3) 0.5685(2) 1.16025(14) 0.0428(8) Uani 1 1 d U . . C50 C 0.3593(5) 0.5154(3) 1.14159(18) 0.0343(10) Uani 1 1 d U . . C51 C 0.3227(5) 0.4026(4) 1.16319(19) 0.0376(11) Uani 1 1 d U . . C52 C 0.1839(6) 0.3360(4) 1.1395(3) 0.0553(15) Uani 1 1 d U . . H52 H 0.1103 0.3605 1.1098 0.066 Uiso 1 1 calc R . . C53 C 0.1513(7) 0.2326(5) 1.1591(3) 0.0717(18) Uani 1 1 d U . . H53 H 0.0549 0.1875 1.1432 0.086 Uiso 1 1 calc R . . C54 C 0.2573(7) 0.1961(4) 1.2011(3) 0.0616(15) Uani 1 1 d U . . H54 H 0.2342 0.1261 1.2149 0.074 Uiso 1 1 calc R . . C55 C 0.3977(7) 0.2606(4) 1.2235(2) 0.0567(15) Uani 1 1 d U . . H55 H 0.4728 0.2342 1.2517 0.068 Uiso 1 1 calc R . . C56 C 0.4300(6) 0.3638(4) 1.2052(2) 0.0510(14) Uani 1 1 d U . . H56 H 0.5266 0.4084 1.2214 0.061 Uiso 1 1 calc R . . N9 N 1.0386(4) 1.1673(3) 0.73221(16) 0.0323(8) Uani 1 1 d U . . C57 C 0.9583(5) 1.1439(4) 0.6662(2) 0.0381(11) Uani 1 1 d U . . H57A H 0.8827 1.0756 0.6617 0.046 Uiso 1 1 calc R . . H57B H 0.9001 1.2037 0.6550 0.046 Uiso 1 1 calc R . . C58 C 1.0661(5) 1.1325(4) 0.6224(2) 0.0461(12) Uani 1 1 d U . . H58A H 1.1441 1.1997 0.6277 0.055 Uiso 1 1 calc R . . H58B H 1.1215 1.0709 0.6324 0.055 Uiso 1 1 calc R . . C59 C 0.9853(7) 1.1135(5) 0.5576(2) 0.0622(16) Uani 1 1 d U . . H59A H 1.0634 1.1141 0.5316 0.075 Uiso 1 1 calc R . . H59B H 0.9278 1.1742 0.5477 0.075 Uiso 1 1 calc R . . C60 C 0.8730(7) 1.0058(5) 0.5430(3) 0.078(2) Uani 1 1 d U . . H60A H 0.9287 0.9453 0.5532 0.117 Uiso 1 1 calc R . . H60B H 0.8268 0.9965 0.4998 0.117 Uiso 1 1 calc R . . H60C H 0.7915 1.0064 0.5667 0.117 Uiso 1 1 calc R . . C61 C 1.1293(5) 1.0757(3) 0.7508(2) 0.0342(11) Uani 1 1 d U . . H61A H 1.2155 1.0782 0.7286 0.041 Uiso 1 1 calc R . . H61B H 1.1750 1.0898 0.7945 0.041 Uiso 1 1 calc R . . C62 C 1.0347(5) 0.9614(4) 0.7392(2) 0.0450(13) Uani 1 1 d U . . H62A H 0.9447 0.9593 0.7592 0.054 Uiso 1 1 calc R . . H62B H 0.9955 0.9441 0.6952 0.054 Uiso 1 1 calc R . . C63 C 1.1292(6) 0.8758(4) 0.7627(2) 0.0485(13) Uani 1 1 d U . . H63A H 1.0691 0.8025 0.7480 0.058 Uiso 1 1 calc R . . H63B H 1.2245 0.8834 0.7458 0.058 Uiso 1 1 calc R . . C64 C 1.1733(6) 0.8837(4) 0.8311(2) 0.0558(14) Uani 1 1 d U . . H64A H 1.2339 0.9557 0.8461 0.084 Uiso 1 1 calc R . . H64B H 1.2348 0.8271 0.8432 0.084 Uiso 1 1 calc R . . H64C H 1.0795 0.8734 0.8483 0.084 Uiso 1 1 calc R . . C65 C 1.1542(4) 1.2721(3) 0.7424(2) 0.0317(10) Uani 1 1 d DU . . H65A H 1.2355 1.2632 0.7189 0.038 Uiso 1 1 calc R . . H65B H 1.2042 1.2833 0.7858 0.038 Uiso 1 1 calc R . . C66 C 1.0882(4) 1.3751(3) 0.7252(2) 0.0323(10) Uani 1 1 d DU . . H66A H 1.0424 1.3674 0.6814 0.039 Uiso 1 1 calc R . . H66B H 1.0061 1.3856 0.7480 0.039 Uiso 1 1 calc R . . C67 C 1.2171(5) 1.4730(3) 0.73982(19) 0.0332(10) Uani 1 1 d DU . . H67A H 1.3061 1.4561 0.7226 0.040 Uiso 1 1 calc R . . H67B H 1.2513 1.4864 0.7843 0.040 Uiso 1 1 calc R . . C68 C 1.1688(5) 1.5764(3) 0.7152(2) 0.0395(11) Uani 1 1 d DU . . H68A H 1.1500 1.5678 0.6709 0.059 Uiso 1 1 calc R . . H68B H 1.2512 1.6386 0.7303 0.059 Uiso 1 1 calc R . . H68C H 1.0741 1.5894 0.7286 0.059 Uiso 1 1 calc R . . C69 C 0.9158(5) 1.1744(4) 0.7703(2) 0.0358(11) Uani 1 1 d U . . H69A H 0.8423 1.1048 0.7628 0.043 Uiso 1 1 calc R . . H69B H 0.8575 1.2330 0.7567 0.043 Uiso 1 1 calc R . . C70 C 0.9784(5) 1.1972(4) 0.8384(2) 0.0420(12) Uani 1 1 d U . . H70A H 1.0396 1.1404 0.8524 0.050 Uiso 1 1 calc R . . H70B H 1.0475 1.2687 0.8468 0.050 Uiso 1 1 calc R . . C71 C 0.8472(5) 1.1981(4) 0.8729(2) 0.0454(12) Uani 1 1 d U . . H71A H 0.7875 1.2558 0.8591 0.055 Uiso 1 1 calc R . . H71B H 0.7769 1.1271 0.8633 0.055 Uiso 1 1 calc R . . C72 C 0.9035(6) 1.2179(4) 0.9405(2) 0.0535(14) Uani 1 1 d U . . H72A H 0.9605 1.1600 0.9546 0.080 Uiso 1 1 calc R . . H72B H 0.8150 1.2180 0.9605 0.080 Uiso 1 1 calc R . . H72C H 0.9717 1.2887 0.9503 0.080 Uiso 1 1 calc R . . N10 N 0.8510(4) 0.6527(3) 1.03379(16) 0.0364(9) Uani 1 1 d U . . C73 C 0.9399(5) 0.6068(4) 0.9893(2) 0.0378(11) Uani 1 1 d U . . H73A H 1.0089 0.5605 1.0109 0.045 Uiso 1 1 calc R . . H73B H 1.0063 0.6684 0.9764 0.045 Uiso 1 1 calc R . . C74 C 0.8422(5) 0.5395(4) 0.9328(2) 0.0418(12) Uani 1 1 d U . . H74A H 0.7877 0.4712 0.9444 0.050 Uiso 1 1 calc R . . H74B H 0.7634 0.5812 0.9135 0.050 Uiso 1 1 calc R . . C75 C 0.9416(5) 0.5120(4) 0.8879(2) 0.0474(13) Uani 1 1 d U . . H75A H 1.0265 0.4771 0.9088 0.057 Uiso 1 1 calc R . . H75B H 0.8781 0.4583 0.8553 0.057 Uiso 1 1 calc R . . C76 C 1.0100(6) 0.6097(4) 0.8599(2) 0.0542(15) Uani 1 1 d U . . H76A H 0.9268 0.6425 0.8372 0.081 Uiso 1 1 calc R . . H76B H 1.0747 0.5867 0.8324 0.081 Uiso 1 1 calc R . . H76C H 1.0731 0.6634 0.8918 0.081 Uiso 1 1 calc R . . C77 C 0.7420(5) 0.5623(4) 1.0538(2) 0.0384(11) Uani 1 1 d U . . H77A H 0.6931 0.5949 1.0850 0.046 Uiso 1 1 calc R . . H77B H 0.6589 0.5328 1.0187 0.046 Uiso 1 1 calc R . . C78 C 0.8139(5) 0.4677(4) 1.0792(2) 0.0384(11) Uani 1 1 d U . . H78A H 0.8910 0.4942 1.1167 0.046 Uiso 1 1 calc R . . H78B H 0.8674 0.4355 1.0495 0.046 Uiso 1 1 calc R . . C79 C 0.6879(6) 0.3815(4) 1.0930(3) 0.0655(17) Uani 1 1 d U . . H79A H 0.6367 0.4150 1.1232 0.079 Uiso 1 1 calc R . . H79B H 0.6093 0.3588 1.0556 0.079 Uiso 1 1 calc R . . C80 C 0.7439(6) 0.2817(4) 1.1168(3) 0.0581(15) Uani 1 1 d U . . H80A H 0.7915 0.2462 1.0868 0.087 Uiso 1 1 calc R . . H80B H 0.6565 0.2309 1.1249 0.087 Uiso 1 1 calc R . . H80C H 0.8203 0.3029 1.1544 0.087 Uiso 1 1 calc R . . C81 C 0.7518(5) 0.7307(4) 1.0044(2) 0.0379(11) Uani 1 1 d U . . H81A H 0.6968 0.7590 1.0348 0.046 Uiso 1 1 calc R . . H81B H 0.6727 0.6886 0.9712 0.046 Uiso 1 1 calc R . . C82 C 0.8340(5) 0.8275(4) 0.9788(2) 0.0430(12) Uani 1 1 d U . . H82A H 0.8619 0.8025 0.9404 0.052 Uiso 1 1 calc R . . H82B H 0.9306 0.8589 1.0076 0.052 Uiso 1 1 calc R . . C83 C 0.7327(5) 0.9157(4) 0.9673(2) 0.0455(13) Uani 1 1 d U . . H83A H 0.7746 0.9646 0.9392 0.055 Uiso 1 1 calc R . . H83B H 0.6275 0.8802 0.9469 0.055 Uiso 1 1 calc R . . C84 C 0.7210(6) 0.9836(4) 1.0232(2) 0.0540(14) Uani 1 1 d U . . H84A H 0.6757 0.9364 1.0507 0.081 Uiso 1 1 calc R . . H84B H 0.6554 1.0383 1.0120 0.081 Uiso 1 1 calc R . . H84C H 0.8242 1.0202 1.0435 0.081 Uiso 1 1 calc R . . C85 C 0.9724(5) 0.7102(4) 1.0872(2) 0.0397(11) Uani 1 1 d U . . H85A H 1.0298 0.6551 1.1061 0.048 Uiso 1 1 calc R . . H85B H 1.0468 0.7627 1.0715 0.048 Uiso 1 1 calc R . . C86 C 0.9131(5) 0.7713(4) 1.1361(2) 0.0456(12) Uani 1 1 d U . . H86A H 0.8643 0.7187 1.1608 0.055 Uiso 1 1 calc R . . H86B H 0.8343 0.8134 1.1173 0.055 Uiso 1 1 calc R . . C87 C 1.0464(6) 0.8484(5) 1.1763(2) 0.0559(15) Uani 1 1 d U . . H87A H 1.1230 0.8055 1.1961 0.067 Uiso 1 1 calc R . . H87B H 1.0981 0.8983 1.1510 0.067 Uiso 1 1 calc R . . C88 C 0.9930(8) 0.9141(5) 1.2237(2) 0.0726(18) Uani 1 1 d U . . H88A H 0.9317 0.9661 1.2045 0.109 Uiso 1 1 calc R . . H88B H 1.0827 0.9541 1.2525 0.109 Uiso 1 1 calc R . . H88C H 0.9295 0.8654 1.2452 0.109 Uiso 1 1 calc R . . N11 N 0.4157(4) 0.5788(3) 1.42329(18) 0.0461(10) Uani 1 1 d DU . . C89A C 0.2825(11) 0.5916(11) 1.3737(4) 0.0568(9) Uani 0.579(10) 1 d PDU A 1 H89A H 0.2468 0.6616 1.3820 0.068 Uiso 0.579(10) 1 calc PR A 1 H89B H 0.1952 0.5316 1.3723 0.068 Uiso 0.579(10) 1 calc PR A 1 C90A C 0.3356(10) 0.5895(10) 1.3131(4) 0.0568(9) Uani 0.579(10) 1 d PDU A 1 H90A H 0.4387 0.6348 1.3177 0.068 Uiso 0.579(10) 1 calc PR A 1 H90B H 0.3431 0.5138 1.2992 0.068 Uiso 0.579(10) 1 calc PR A 1 C91A C 0.2197(9) 0.6334(8) 1.2674(4) 0.0568(9) Uani 0.579(10) 1 d PDU A 1 H91A H 0.2071 0.7066 1.2836 0.068 Uiso 0.579(10) 1 calc PR A 1 H91B H 0.2611 0.6420 1.2299 0.068 Uiso 0.579(10) 1 calc PR A 1 C92A C 0.0647(10) 0.5620(9) 1.2520(4) 0.0568(9) Uani 0.579(10) 1 d PDU A 1 H92A H 0.0778 0.4864 1.2426 0.085 Uiso 0.579(10) 1 calc PR A 1 H92B H 0.0021 0.5868 1.2169 0.085 Uiso 0.579(10) 1 calc PR A 1 H92C H 0.0129 0.5660 1.2866 0.085 Uiso 0.579(10) 1 calc PR A 1 C89B C 0.2897(16) 0.5984(17) 1.3704(5) 0.0568(9) Uani 0.421(10) 1 d PDU A 2 H89C H 0.1963 0.5453 1.3718 0.068 Uiso 0.421(10) 1 calc PR A 2 H89D H 0.2652 0.6716 1.3802 0.068 Uiso 0.421(10) 1 calc PR A 2 C90B C 0.3085(13) 0.5932(14) 1.3043(5) 0.0568(9) Uani 0.421(10) 1 d PDU A 2 H90C H 0.3971 0.6489 1.3006 0.068 Uiso 0.421(10) 1 calc PR A 2 H90D H 0.3334 0.5208 1.2928 0.068 Uiso 0.421(10) 1 calc PR A 2 C91B C 0.1683(13) 0.6115(11) 1.2606(5) 0.0568(9) Uani 0.421(10) 1 d PDU A 2 H91C H 0.1365 0.6800 1.2747 0.068 Uiso 0.421(10) 1 calc PR A 2 H91D H 0.1964 0.6213 1.2206 0.068 Uiso 0.421(10) 1 calc PR A 2 C92B C 0.0337(13) 0.5211(12) 1.2530(6) 0.0568(9) Uani 0.421(10) 1 d PDU A 2 H92D H 0.0649 0.4522 1.2406 0.085 Uiso 0.421(10) 1 calc PR A 2 H92E H -0.0503 0.5365 1.2219 0.085 Uiso 0.421(10) 1 calc PR A 2 H92F H -0.0017 0.5153 1.2914 0.085 Uiso 0.421(10) 1 calc PR A 2 C93 C 0.4756(5) 0.4747(4) 1.4099(2) 0.0452(12) Uani 1 1 d U A . H93A H 0.5195 0.4812 1.3728 0.054 Uiso 1 1 calc R . . H93B H 0.5612 0.4684 1.4435 0.054 Uiso 1 1 calc R . . C94 C 0.3608(6) 0.3705(4) 1.4011(2) 0.0569(15) Uani 1 1 d U . . H94A H 0.2780 0.3719 1.3655 0.068 Uiso 1 1 calc R A . H94B H 0.3130 0.3626 1.4371 0.068 Uiso 1 1 calc R . . C95 C 0.4448(8) 0.2750(5) 1.3914(3) 0.0706(18) Uani 1 1 d U A . H95A H 0.4923 0.2844 1.3554 0.085 Uiso 1 1 calc R . . H95B H 0.5292 0.2762 1.4268 0.085 Uiso 1 1 calc R . . C96 C 0.3415(11) 0.1657(6) 1.3828(4) 0.114(3) Uani 1 1 d U . . H96A H 0.3061 0.1509 1.4205 0.171 Uiso 1 1 calc R A . H96B H 0.3991 0.1088 1.3719 0.171 Uiso 1 1 calc R . . H96C H 0.2522 0.1662 1.3504 0.171 Uiso 1 1 calc R . . C97A C 0.5509(15) 0.6723(8) 1.4297(9) 0.0821(13) Uani 0.502(7) 1 d PDU A 3 H97A H 0.5971 0.6693 1.3932 0.099 Uiso 0.502(7) 1 calc PR A 3 H97B H 0.6310 0.6643 1.4650 0.099 Uiso 0.502(7) 1 calc PR A 3 C98A C 0.4968(14) 0.7836(8) 1.4383(6) 0.0821(13) Uani 0.502(7) 1 d PDU A 3 H98A H 0.3881 0.7778 1.4172 0.099 Uiso 0.502(7) 1 calc PR A 3 H98B H 0.5018 0.8032 1.4818 0.099 Uiso 0.502(7) 1 calc PR A 3 C99A C 0.5975(14) 0.8728(9) 1.4133(5) 0.0821(13) Uani 0.502(7) 1 d PDU A 3 H907 H 0.6117 0.9426 1.4389 0.099 Uiso 0.502(7) 1 calc PR A 3 H908 H 0.7003 0.8526 1.4128 0.099 Uiso 0.502(7) 1 calc PR A 3 C10A C 0.5163(14) 0.8849(10) 1.3495(5) 0.0821(13) Uani 0.502(7) 1 d PDU A 3 H909 H 0.5334 0.8262 1.3217 0.123 Uiso 0.502(7) 1 calc PR A 3 H910 H 0.5577 0.9556 1.3372 0.123 Uiso 0.502(7) 1 calc PR A 3 H911 H 0.4053 0.8806 1.3483 0.123 Uiso 0.502(7) 1 calc PR A 3 C97B C 0.5539(17) 0.6701(8) 1.4316(9) 0.0821(13) Uani 0.498(7) 1 d PDU A 4 H97C H 0.5811 0.6778 1.3913 0.099 Uiso 0.498(7) 1 calc PR A 4 H97D H 0.6415 0.6445 1.4571 0.099 Uiso 0.498(7) 1 calc PR A 4 C98B C 0.5464(15) 0.7854(8) 1.4588(6) 0.0821(13) Uani 0.498(7) 1 d PDU A 4 H98C H 0.4594 0.7804 1.4807 0.099 Uiso 0.498(7) 1 calc PR A 4 H98D H 0.6426 0.8117 1.4889 0.099 Uiso 0.498(7) 1 calc PR A 4 C99B C 0.5269(14) 0.8656(10) 1.4155(6) 0.0821(13) Uani 0.498(7) 1 d PDU A 4 H99A H 0.5358 0.9374 1.4385 0.099 Uiso 0.498(7) 1 calc PR A 4 H99B H 0.4202 0.8475 1.3917 0.099 Uiso 0.498(7) 1 calc PR A 4 C10B C 0.6321(14) 0.8782(10) 1.3725(6) 0.0821(13) Uani 0.498(7) 1 d PDU A 4 H912 H 0.7389 0.8839 1.3944 0.123 Uiso 0.498(7) 1 calc PR A 4 H913 H 0.6203 0.9444 1.3521 0.123 Uiso 0.498(7) 1 calc PR A 4 H914 H 0.6074 0.8146 1.3424 0.123 Uiso 0.498(7) 1 calc PR A 4 C101 C 0.3461(5) 0.5756(4) 1.4798(2) 0.0482(13) Uani 1 1 d U A . H10A H 0.2566 0.5157 1.4726 0.058 Uiso 1 1 calc R . . H10B H 0.3066 0.6448 1.4861 0.058 Uiso 1 1 calc R . . C102 C 0.4553(5) 0.5596(5) 1.5379(2) 0.0535(14) Uani 1 1 d U . . H10C H 0.5117 0.4991 1.5302 0.064 Uiso 1 1 calc R A . H10D H 0.5320 0.6268 1.5513 0.064 Uiso 1 1 calc R . . C103 C 0.3640(5) 0.5335(4) 1.5874(2) 0.0490(13) Uani 1 1 d U A . H10E H 0.2953 0.5884 1.5901 0.059 Uiso 1 1 calc R . . H10F H 0.4367 0.5394 1.6266 0.059 Uiso 1 1 calc R . . C104 C 0.2668(6) 0.4201(4) 1.5763(2) 0.0567(14) Uani 1 1 d U . . H10G H 0.1862 0.4165 1.5400 0.085 Uiso 1 1 calc R A . H10H H 0.2189 0.4050 1.6112 0.085 Uiso 1 1 calc R . . H10I H 0.3328 0.3657 1.5704 0.085 Uiso 1 1 calc R . . O10 O 0.6936(4) 0.6417(3) 1.27175(16) 0.0551(10) Uani 1 1 d D . . H801 H 0.632(3) 0.608(3) 1.2380(10) 0.066 Uiso 1 1 d D . . H802 H 0.721(4) 0.5872(17) 1.2929(14) 0.066 Uiso 1 1 d 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 0.0400(15) 0.0247(14) 0.0344(15) -0.0005(12) 0.0143(12) 0.0032(12) O2 0.0428(15) 0.0174(14) 0.0408(16) 0.0025(12) 0.0162(13) 0.0030(12) O3 0.0311(14) 0.0298(15) 0.0359(15) 0.0056(12) 0.0103(12) 0.0054(12) N1 0.0378(18) 0.0274(18) 0.0284(18) 0.0036(14) 0.0084(15) -0.0004(15) N2 0.0319(17) 0.0235(17) 0.0303(18) -0.0009(14) 0.0079(14) 0.0019(14) N3 0.0264(15) 0.0246(17) 0.0219(16) 0.0039(13) 0.0032(13) 0.0054(13) N4 0.0321(16) 0.0154(16) 0.0296(17) -0.0003(13) 0.0065(14) 0.0028(13) N5 0.0305(16) 0.0191(16) 0.0270(17) 0.0048(13) 0.0083(14) 0.0037(13) N6 0.0261(15) 0.0265(17) 0.0244(17) 0.0069(13) 0.0066(13) 0.0018(13) N7 0.0297(17) 0.0265(17) 0.0302(18) 0.0026(14) 0.0060(14) 0.0060(14) N8 0.045(2) 0.039(2) 0.039(2) -0.0053(17) 0.0034(17) 0.0110(17) C1 0.042(2) 0.035(2) 0.035(2) 0.0060(19) 0.0106(19) 0.0046(19) C2 0.053(3) 0.033(2) 0.040(3) 0.0077(19) 0.017(2) 0.002(2) C3 0.031(2) 0.032(2) 0.035(2) 0.0031(18) 0.0096(17) 0.0063(17) C4 0.034(2) 0.028(2) 0.041(2) 0.0006(19) 0.0103(19) -0.0033(18) C5 0.031(2) 0.033(2) 0.042(3) -0.0002(19) 0.0051(19) -0.0038(18) C6 0.034(2) 0.031(2) 0.035(2) 0.0017(18) 0.0097(18) 0.0024(17) C7 0.0258(18) 0.027(2) 0.033(2) 0.0024(17) 0.0088(16) 0.0045(16) C8 0.0284(19) 0.027(2) 0.035(2) 0.0039(17) 0.0048(17) 0.0070(16) C9 0.0258(18) 0.028(2) 0.028(2) 0.0052(17) 0.0056(16) 0.0071(16) C10 0.0242(18) 0.027(2) 0.029(2) 0.0056(17) 0.0020(16) 0.0047(16) C11 0.031(2) 0.027(2) 0.031(2) 0.0063(17) 0.0053(17) 0.0057(17) C12 0.0288(19) 0.023(2) 0.031(2) 0.0034(16) 0.0017(16) 0.0052(16) C13 0.033(2) 0.031(2) 0.024(2) -0.0021(17) -0.0008(17) 0.0040(17) C14 0.036(2) 0.027(2) 0.031(2) -0.0006(17) 0.0015(18) 0.0040(17) C15 0.031(2) 0.025(2) 0.033(2) 0.0034(17) 0.0023(17) 0.0013(17) C16 0.0265(18) 0.0217(19) 0.027(2) 0.0021(16) 0.0017(16) 0.0094(15) C17 0.0219(18) 0.0220(19) 0.027(2) 0.0025(16) 0.0018(15) 0.0043(15) C18 0.0229(18) 0.024(2) 0.036(2) 0.0055(17) 0.0076(16) 0.0069(15) C19 0.0248(18) 0.026(2) 0.028(2) 0.0025(16) 0.0047(16) 0.0018(16) C20 0.0286(19) 0.027(2) 0.030(2) 0.0036(17) 0.0043(17) 0.0049(16) C21 0.037(2) 0.028(2) 0.032(2) 0.0091(17) 0.0072(18) 0.0039(17) C22 0.037(2) 0.025(2) 0.031(2) 0.0044(17) 0.0097(18) 0.0011(17) C23 0.0232(18) 0.030(2) 0.030(2) 0.0010(17) 0.0022(16) 0.0012(16) C24 0.0234(18) 0.024(2) 0.025(2) 0.0057(16) 0.0019(15) -0.0011(15) C25 0.031(2) 0.032(2) 0.028(2) 0.0042(17) 0.0079(17) 0.0050(17) C26 0.0264(19) 0.029(2) 0.021(2) -0.0004(16) -0.0001(16) 0.0046(16) C27 0.0185(18) 0.034(2) 0.030(2) -0.0020(18) 0.0018(16) 0.0011(16) C28 0.0260(19) 0.025(2) 0.038(2) 0.0016(17) 0.0138(17) 0.0026(16) C29 0.031(2) 0.031(2) 0.033(2) 0.0069(17) 0.0143(17) 0.0024(17) C30 0.041(2) 0.030(2) 0.048(3) 0.0119(19) 0.018(2) 0.0098(18) C31 0.048(2) 0.027(2) 0.051(3) 0.001(2) 0.020(2) 0.0094(19) C32 0.034(2) 0.035(2) 0.041(2) -0.0043(19) 0.0106(19) 0.0006(19) C33 0.0270(19) 0.032(2) 0.037(2) 0.0055(18) 0.0105(17) 0.0034(17) C34 0.065(3) 0.034(3) 0.051(3) -0.013(2) 0.011(2) 0.001(2) C35 0.057(3) 0.051(3) 0.040(3) -0.010(2) 0.002(2) 0.005(2) O4 0.0408(16) 0.0396(17) 0.0475(19) 0.0059(15) 0.0063(14) 0.0057(14) O5 0.0466(16) 0.0352(16) 0.0288(15) -0.0037(13) 0.0090(13) 0.0032(13) C36 0.039(2) 0.034(2) 0.032(2) 0.0039(18) 0.0203(18) 0.0043(19) C37 0.034(2) 0.034(2) 0.035(2) -0.0033(19) 0.0099(18) 0.0005(18) C38 0.066(3) 0.049(3) 0.042(3) 0.000(2) 0.011(2) -0.001(2) C39 0.086(4) 0.052(3) 0.048(3) -0.014(3) 0.012(3) -0.009(3) C40 0.108(4) 0.035(3) 0.062(4) -0.014(3) 0.022(3) 0.009(3) C41 0.112(4) 0.037(3) 0.064(4) 0.003(3) 0.023(3) 0.026(3) C42 0.064(3) 0.043(3) 0.043(3) -0.002(2) 0.006(2) 0.011(2) O6 0.0647(19) 0.0234(15) 0.0385(16) 0.0034(13) 0.0248(15) 0.0069(14) O7 0.0398(15) 0.0239(14) 0.0296(15) 0.0035(12) 0.0115(12) 0.0035(12) C43 0.032(2) 0.022(2) 0.026(2) -0.0010(17) 0.0023(17) 0.0011(16) C44 0.0236(18) 0.024(2) 0.034(2) 0.0029(17) 0.0012(16) -0.0011(16) C45 0.034(2) 0.029(2) 0.038(2) 0.0031(18) 0.0038(19) 0.0061(18) C46 0.042(2) 0.029(2) 0.058(3) 0.022(2) 0.002(2) 0.0013(19) C47 0.032(2) 0.020(2) 0.078(3) 0.012(2) 0.001(2) 0.0050(18) C48 0.036(2) 0.027(2) 0.069(3) -0.008(2) 0.009(2) 0.0078(19) C49 0.038(2) 0.026(2) 0.043(3) 0.0018(19) 0.0083(19) 0.0051(18) O8 0.0396(15) 0.0388(16) 0.0309(15) 0.0060(13) 0.0098(13) 0.0125(13) O9 0.0415(17) 0.0393(17) 0.0421(18) 0.0030(14) -0.0067(14) 0.0081(14) C50 0.041(2) 0.041(2) 0.025(2) 0.0033(18) 0.0073(18) 0.018(2) C51 0.051(2) 0.039(2) 0.032(2) 0.0065(18) 0.0189(19) 0.0201(19) C52 0.047(3) 0.041(3) 0.081(4) 0.017(3) 0.016(3) 0.009(2) C53 0.055(3) 0.055(3) 0.113(5) 0.028(3) 0.029(3) 0.012(3) C54 0.082(3) 0.052(3) 0.067(3) 0.027(3) 0.036(3) 0.027(3) C55 0.090(4) 0.044(3) 0.038(3) 0.007(2) 0.008(3) 0.023(3) C56 0.073(3) 0.045(3) 0.036(3) 0.008(2) 0.005(2) 0.017(2) N9 0.0269(16) 0.0303(18) 0.039(2) 0.0046(15) 0.0004(15) 0.0089(14) C57 0.034(2) 0.034(2) 0.043(3) 0.000(2) -0.0022(19) 0.0084(18) C58 0.047(3) 0.041(3) 0.051(3) 0.000(2) 0.008(2) 0.015(2) C59 0.068(3) 0.080(4) 0.043(3) 0.002(3) 0.006(3) 0.035(3) C60 0.072(4) 0.082(4) 0.076(4) -0.026(3) 0.002(3) 0.025(3) C61 0.030(2) 0.027(2) 0.045(3) 0.0048(19) -0.0004(19) 0.0094(17) C62 0.041(2) 0.036(3) 0.055(3) 0.004(2) -0.002(2) 0.010(2) C63 0.050(3) 0.032(2) 0.063(3) 0.005(2) 0.004(2) 0.014(2) C64 0.056(3) 0.046(3) 0.067(3) 0.028(2) 0.005(3) 0.014(2) C65 0.027(2) 0.027(2) 0.039(2) 0.0028(18) 0.0036(18) 0.0007(17) C66 0.029(2) 0.032(2) 0.035(2) 0.0041(18) -0.0010(17) 0.0093(17) C67 0.033(2) 0.032(2) 0.035(2) 0.0046(18) 0.0044(18) 0.0106(18) C68 0.040(2) 0.028(2) 0.051(3) 0.001(2) 0.011(2) 0.0052(19) C69 0.029(2) 0.034(2) 0.044(3) 0.0038(19) 0.0021(18) 0.0080(18) C70 0.033(2) 0.048(3) 0.045(3) 0.008(2) 0.006(2) 0.005(2) C71 0.038(2) 0.043(3) 0.055(3) 0.011(2) 0.011(2) 0.001(2) C72 0.054(3) 0.058(3) 0.048(3) 0.009(2) 0.010(2) 0.005(2) N10 0.0279(17) 0.040(2) 0.043(2) 0.0126(16) 0.0093(15) 0.0055(15) C73 0.028(2) 0.041(3) 0.042(3) 0.009(2) 0.0033(19) 0.0027(19) C74 0.029(2) 0.044(3) 0.046(3) 0.013(2) -0.003(2) -0.0031(19) C75 0.038(2) 0.045(3) 0.052(3) -0.005(2) -0.002(2) 0.000(2) C76 0.044(3) 0.070(4) 0.045(3) 0.000(3) 0.011(2) 0.001(3) C77 0.023(2) 0.047(3) 0.047(3) 0.017(2) 0.0092(18) 0.0026(19) C78 0.033(2) 0.039(2) 0.042(2) 0.006(2) 0.0042(19) 0.0085(19) C79 0.048(3) 0.050(3) 0.106(4) 0.038(3) 0.021(3) 0.014(2) C80 0.055(3) 0.051(3) 0.069(4) 0.014(3) 0.014(3) 0.005(3) C81 0.032(2) 0.039(2) 0.044(3) 0.013(2) 0.0059(19) 0.0070(19) C82 0.038(2) 0.038(3) 0.054(3) 0.016(2) 0.008(2) 0.006(2) C83 0.041(2) 0.034(2) 0.058(3) 0.015(2) 0.000(2) 0.002(2) C84 0.050(3) 0.046(3) 0.066(3) 0.013(3) 0.014(3) 0.002(2) C85 0.031(2) 0.043(3) 0.045(3) 0.004(2) 0.007(2) 0.0058(19) C86 0.048(3) 0.045(3) 0.046(3) 0.003(2) 0.014(2) 0.010(2) C87 0.057(3) 0.062(3) 0.047(3) 0.002(3) 0.007(2) 0.010(3) C88 0.102(4) 0.071(4) 0.046(3) 0.005(3) 0.029(3) 0.001(3) N11 0.0366(19) 0.056(2) 0.055(2) 0.0103(19) 0.0235(17) 0.0164(18) C89A 0.0547(17) 0.084(2) 0.0453(15) 0.0224(15) 0.0272(13) 0.0249(16) C90A 0.0547(17) 0.084(2) 0.0453(15) 0.0224(15) 0.0272(13) 0.0249(16) C91A 0.0547(17) 0.084(2) 0.0453(15) 0.0224(15) 0.0272(13) 0.0249(16) C92A 0.0547(17) 0.084(2) 0.0453(15) 0.0224(15) 0.0272(13) 0.0249(16) C89B 0.0547(17) 0.084(2) 0.0453(15) 0.0224(15) 0.0272(13) 0.0249(16) C90B 0.0547(17) 0.084(2) 0.0453(15) 0.0224(15) 0.0272(13) 0.0249(16) C91B 0.0547(17) 0.084(2) 0.0453(15) 0.0224(15) 0.0272(13) 0.0249(16) C92B 0.0547(17) 0.084(2) 0.0453(15) 0.0224(15) 0.0272(13) 0.0249(16) C93 0.037(2) 0.054(3) 0.049(3) 0.005(2) 0.012(2) 0.017(2) C94 0.061(3) 0.061(3) 0.050(3) 0.005(3) 0.019(2) 0.005(3) C95 0.103(5) 0.059(4) 0.051(3) 0.013(3) 0.010(3) 0.021(3) C96 0.168(8) 0.063(5) 0.112(6) 0.005(4) 0.053(6) -0.003(5) C97A 0.073(3) 0.069(2) 0.112(3) -0.004(2) 0.045(2) 0.007(2) C98A 0.073(3) 0.069(2) 0.112(3) -0.004(2) 0.045(2) 0.007(2) C99A 0.073(3) 0.069(2) 0.112(3) -0.004(2) 0.045(2) 0.007(2) C10A 0.073(3) 0.069(2) 0.112(3) -0.004(2) 0.045(2) 0.007(2) C97B 0.073(3) 0.069(2) 0.112(3) -0.004(2) 0.045(2) 0.007(2) C98B 0.073(3) 0.069(2) 0.112(3) -0.004(2) 0.045(2) 0.007(2) C99B 0.073(3) 0.069(2) 0.112(3) -0.004(2) 0.045(2) 0.007(2) C10B 0.073(3) 0.069(2) 0.112(3) -0.004(2) 0.045(2) 0.007(2) C101 0.035(2) 0.069(3) 0.047(3) 0.011(2) 0.014(2) 0.018(2) C102 0.036(2) 0.070(4) 0.056(3) 0.002(3) 0.006(2) 0.016(2) C103 0.045(3) 0.067(3) 0.035(3) 0.003(2) -0.002(2) 0.022(2) C104 0.071(3) 0.068(3) 0.040(3) 0.013(2) 0.013(2) 0.034(3) O10 0.058(2) 0.0425(19) 0.054(2) 0.0029(16) -0.0139(17) 0.0065(16) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C9 1.221(5) . ? O2 C18 1.220(4) . ? O3 C27 1.225(5) . ? N1 C8 1.353(5) . ? N1 C1 1.401(5) . ? N2 C9 1.398(5) . ? N2 C7 1.399(5) . ? N3 C17 1.383(5) . ? N3 C10 1.386(5) . ? N4 C18 1.375(5) . ? N4 C16 1.410(5) . ? N5 C18 1.382(5) . ? N5 C19 1.411(5) . ? N6 C24 1.377(5) . ? N6 C26 1.380(5) . ? N7 C27 1.358(5) . ? N7 C28 1.417(5) . ? N8 C35 1.377(6) . ? N8 C33 1.389(5) . ? C1 C2 1.367(6) . ? C2 C3 1.414(6) . ? C3 C4 1.408(6) . ? C3 C8 1.413(6) . ? C4 C5 1.364(6) . ? C5 C6 1.416(6) . ? C6 C7 1.383(5) . ? C7 C8 1.408(6) . ? C9 C10 1.477(5) . ? C10 C11 1.366(5) . ? C11 C12 1.415(6) . ? C12 C13 1.408(5) . ? C12 C17 1.415(6) . ? C13 C14 1.357(6) . ? C14 C15 1.412(6) . ? C15 C16 1.384(5) . ? C16 C17 1.417(5) . ? C19 C20 1.390(5) . ? C19 C24 1.413(5) . ? C20 C21 1.410(6) . ? C21 C22 1.360(6) . ? C22 C23 1.409(6) . ? C23 C24 1.411(6) . ? C23 C25 1.436(6) . ? C25 C26 1.376(6) . ? C26 C27 1.461(6) . ? C28 C29 1.391(6) . ? C28 C33 1.392(6) . ? C29 C30 1.398(6) . ? C30 C31 1.377(6) . ? C31 C32 1.407(6) . ? C32 C33 1.417(6) . ? C32 C34 1.435(7) . ? C34 C35 1.357(7) . ? O4 C36 1.254(5) . ? O5 C36 1.256(5) . ? C36 C37 1.505(6) . ? C37 C38 1.371(6) . ? C37 C42 1.396(7) . ? C38 C39 1.406(7) . ? C39 C40 1.357(8) . ? C40 C41 1.369(8) . ? C41 C42 1.405(7) . ? O6 C43 1.255(5) . ? O7 C43 1.251(5) . ? C43 C44 1.503(6) . ? C44 C49 1.390(6) . ? C44 C45 1.391(6) . ? C45 C46 1.390(6) . ? C46 C47 1.382(7) . ? C47 C48 1.385(7) . ? C48 C49 1.384(6) . ? O8 C50 1.259(5) . ? O9 C50 1.250(5) . ? C50 C51 1.525(6) . ? C51 C52 1.379(7) . ? C51 C56 1.384(6) . ? C52 C53 1.394(8) . ? C53 C54 1.363(8) . ? C54 C55 1.373(8) . ? C55 C56 1.380(7) . ? N9 C65 1.513(5) . ? N9 C57 1.521(5) . ? N9 C69 1.522(6) . ? N9 C61 1.533(5) . ? C57 C58 1.515(7) . ? C58 C59 1.496(7) . ? C59 C60 1.526(8) . ? C61 C62 1.522(6) . ? C62 C63 1.519(6) . ? C63 C64 1.516(7) . ? C65 C66 1.533(5) . ? C66 C67 1.519(5) . ? C67 C68 1.525(5) . ? C69 C70 1.530(6) . ? C70 C71 1.522(6) . ? C71 C72 1.510(7) . ? N10 C81 1.514(5) . ? N10 C77 1.522(5) . ? N10 C85 1.523(5) . ? N10 C73 1.524(6) . ? C73 C74 1.526(6) . ? C74 C75 1.520(7) . ? C75 C76 1.507(7) . ? C77 C78 1.519(6) . ? C78 C79 1.525(7) . ? C79 C80 1.503(7) . ? C81 C82 1.519(6) . ? C82 C83 1.530(6) . ? C83 C84 1.503(7) . ? C85 C86 1.518(6) . ? C86 C87 1.520(7) . ? C87 C88 1.496(8) . ? N11 C93 1.508(6) . ? N11 C89A 1.512(9) . ? N11 C101 1.518(6) . ? N11 C97B 1.522(12) . ? N11 C97A 1.525(12) . ? N11 C89B 1.542(12) . ? C89A C90A 1.528(10) . ? C90A C91A 1.513(10) . ? C91A C92A 1.498(10) . ? C89B C90B 1.532(12) . ? C90B C91B 1.502(12) . ? C91B C92B 1.495(13) . ? C93 C94 1.506(7) . ? C94 C95 1.523(8) . ? C95 C96 1.505(9) . ? C97A C98A 1.547(12) . ? C98A C99A 1.526(12) . ? C99A C10A 1.517(13) . ? C97B C98B 1.541(12) . ? C98B C99B 1.449(13) . ? C99B C10B 1.469(13) . ? C101 C102 1.529(7) . ? C102 C103 1.522(7) . ? C103 C104 1.523(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C8 N1 C1 108.5(3) . . ? C9 N2 C7 123.0(3) . . ? C17 N3 C10 108.0(3) . . ? C18 N4 C16 124.9(3) . . ? C18 N5 C19 124.0(3) . . ? C24 N6 C26 109.1(3) . . ? C27 N7 C28 124.4(3) . . ? C35 N8 C33 108.0(4) . . ? C2 C1 N1 108.8(4) . . ? C1 C2 C3 107.6(4) . . ? C4 C3 C2 134.6(4) . . ? C4 C3 C8 118.6(4) . . ? C2 C3 C8 106.8(4) . . ? C5 C4 C3 119.1(4) . . ? C4 C5 C6 122.3(4) . . ? C7 C6 C5 120.0(4) . . ? C6 C7 N2 124.2(4) . . ? C6 C7 C8 117.8(4) . . ? N2 C7 C8 117.9(3) . . ? N1 C8 C7 129.4(4) . . ? N1 C8 C3 108.4(4) . . ? C7 C8 C3 122.1(4) . . ? O1 C9 N2 123.5(4) . . ? O1 C9 C10 121.6(4) . . ? N2 C9 C10 114.8(3) . . ? C11 C10 N3 109.5(3) . . ? C11 C10 C9 132.8(4) . . ? N3 C10 C9 117.7(3) . . ? C10 C11 C12 107.8(4) . . ? C13 C12 C11 133.8(4) . . ? C13 C12 C17 119.4(4) . . ? C11 C12 C17 106.7(3) . . ? C14 C13 C12 118.3(4) . . ? C13 C14 C15 122.5(4) . . ? C16 C15 C14 121.4(4) . . ? C15 C16 N4 124.7(4) . . ? C15 C16 C17 116.1(3) . . ? N4 C16 C17 119.1(3) . . ? N3 C17 C12 107.9(3) . . ? N3 C17 C16 129.9(3) . . ? C12 C17 C16 122.2(3) . . ? O2 C18 N4 123.8(4) . . ? O2 C18 N5 123.0(4) . . ? N4 C18 N5 113.2(3) . . ? C20 C19 N5 124.1(3) . . ? C20 C19 C24 116.4(4) . . ? N5 C19 C24 119.5(3) . . ? C19 C20 C21 121.6(4) . . ? C22 C21 C20 122.2(4) . . ? C21 C22 C23 117.8(4) . . ? C22 C23 C24 120.5(4) . . ? C22 C23 C25 132.7(4) . . ? C24 C23 C25 106.7(3) . . ? N6 C24 C23 107.9(3) . . ? N6 C24 C19 130.7(3) . . ? C23 C24 C19 121.4(3) . . ? C26 C25 C23 107.1(4) . . ? C25 C26 N6 109.2(3) . . ? C25 C26 C27 132.4(4) . . ? N6 C26 C27 118.2(3) . . ? O3 C27 N7 123.7(4) . . ? O3 C27 C26 120.7(4) . . ? N7 C27 C26 115.6(4) . . ? C29 C28 C33 117.0(4) . . ? C29 C28 N7 122.9(4) . . ? C33 C28 N7 120.1(4) . . ? C28 C29 C30 121.2(4) . . ? C31 C30 C29 121.8(4) . . ? C30 C31 C32 118.7(4) . . ? C31 C32 C33 118.6(4) . . ? C31 C32 C34 135.4(4) . . ? C33 C32 C34 106.0(4) . . ? N8 C33 C28 129.2(4) . . ? N8 C33 C32 108.0(4) . . ? C28 C33 C32 122.7(4) . . ? C35 C34 C32 107.6(4) . . ? C34 C35 N8 110.3(4) . . ? O4 C36 O5 124.5(4) . . ? O4 C36 C37 118.2(4) . . ? O5 C36 C37 117.3(4) . . ? C38 C37 C42 118.7(4) . . ? C38 C37 C36 122.4(4) . . ? C42 C37 C36 118.9(4) . . ? C37 C38 C39 120.8(5) . . ? C40 C39 C38 120.0(5) . . ? C39 C40 C41 120.7(5) . . ? C40 C41 C42 119.8(5) . . ? C37 C42 C41 120.0(5) . . ? O7 C43 O6 123.8(4) . . ? O7 C43 C44 118.6(4) . . ? O6 C43 C44 117.7(4) . . ? C49 C44 C45 120.1(4) . . ? C49 C44 C43 120.0(4) . . ? C45 C44 C43 119.9(4) . . ? C46 C45 C44 119.3(4) . . ? C47 C46 C45 120.5(5) . . ? C46 C47 C48 120.0(4) . . ? C49 C48 C47 120.0(4) . . ? C48 C49 C44 120.1(4) . . ? O9 C50 O8 124.9(4) . . ? O9 C50 C51 117.9(4) . . ? O8 C50 C51 117.2(4) . . ? C52 C51 C56 118.8(4) . . ? C52 C51 C50 120.4(4) . . ? C56 C51 C50 120.7(4) . . ? C51 C52 C53 120.2(5) . . ? C54 C53 C52 120.2(5) . . ? C53 C54 C55 119.9(5) . . ? C54 C55 C56 120.3(5) . . ? C55 C56 C51 120.5(5) . . ? C65 N9 C57 111.4(3) . . ? C65 N9 C69 110.5(3) . . ? C57 N9 C69 108.2(3) . . ? C65 N9 C61 106.8(3) . . ? C57 N9 C61 109.8(3) . . ? C69 N9 C61 110.3(3) . . ? C58 C57 N9 114.4(3) . . ? C59 C58 C57 113.5(4) . . ? C58 C59 C60 113.2(5) . . ? C62 C61 N9 114.8(3) . . ? C63 C62 C61 111.9(4) . . ? C64 C63 C62 113.6(4) . . ? N9 C65 C66 115.6(3) . . ? C67 C66 C65 109.1(3) . . ? C66 C67 C68 113.0(3) . . ? N9 C69 C70 114.6(3) . . ? C71 C70 C69 110.9(4) . . ? C72 C71 C70 112.7(4) . . ? C81 N10 C77 106.6(3) . . ? C81 N10 C85 111.5(3) . . ? C77 N10 C85 111.2(3) . . ? C81 N10 C73 110.6(3) . . ? C77 N10 C73 111.1(3) . . ? C85 N10 C73 105.9(3) . . ? N10 C73 C74 115.9(3) . . ? C75 C74 C73 111.1(4) . . ? C76 C75 C74 113.6(4) . . ? C78 C77 N10 116.2(3) . . ? C77 C78 C79 109.4(4) . . ? C80 C79 C78 114.5(4) . . ? N10 C81 C82 116.9(3) . . ? C81 C82 C83 111.5(4) . . ? C84 C83 C82 114.5(4) . . ? C86 C85 N10 116.3(4) . . ? C85 C86 C87 109.6(4) . . ? C88 C87 C86 111.8(5) . . ? C93 N11 C89A 110.4(6) . . ? C93 N11 C101 111.5(4) . . ? C89A N11 C101 103.9(4) . . ? C93 N11 C97B 106.0(6) . . ? C89A N11 C97B 114.4(9) . . ? C101 N11 C97B 110.8(8) . . ? C93 N11 C97A 107.1(6) . . ? C89A N11 C97A 112.3(8) . . ? C101 N11 C97A 111.7(8) . . ? C97B N11 C97A 2.1(12) . . ? C93 N11 C89B 111.0(8) . . ? C89A N11 C89B 4.9(9) . . ? C101 N11 C89B 107.8(6) . . ? C97B N11 C89B 109.8(10) . . ? C97A N11 C89B 107.7(10) . . ? N11 C89A C90A 109.1(7) . . ? C91A C90A C89A 108.7(7) . . ? C92A C91A C90A 113.5(8) . . ? C90B C89B N11 123.7(11) . . ? C91B C90B C89B 114.0(10) . . ? C92B C91B C90B 114.3(11) . . ? C94 C93 N11 116.6(4) . . ? C93 C94 C95 108.6(5) . . ? C96 C95 C94 113.4(6) . . ? N11 C97A C98A 110.7(9) . . ? C99A C98A C97A 111.0(10) . . ? C10A C99A C98A 107.6(10) . . ? N11 C97B C98B 121.0(11) . . ? C99B C98B C97B 115.1(11) . . ? C98B C99B C10B 118.5(11) . . ? N11 C101 C102 115.7(4) . . ? C103 C102 C101 110.0(4) . . ? C102 C103 C104 113.0(4) . . ? 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 H901 O4 0.88 2.08 2.870(4) 149.0 . N1 H901 O5 0.88 2.56 3.144(4) 124.1 . N2 H902 O5 0.88 1.95 2.811(4) 167.5 . N3 H3 O6 0.88 1.90 2.719(4) 153.4 . N4 H904 O6 0.88 1.84 2.717(4) 173.1 . N5 H905 O7 0.88 1.97 2.820(4) 161.1 . N6 H906 O7 0.88 1.94 2.770(4) 155.8 . N7 H7 O8 0.88 1.97 2.841(4) 167.6 . N8 H8 O9 0.88 1.92 2.766(5) 159.8 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.454 _refine_diff_density_min -0.365 _refine_diff_density_rms 0.048 #===END data_2009jh0015 _database_code_depnum_ccdc_archive 'CCDC 767920' #TrackingRef '- Combined.cif' _chemical_compound_source 'Jenny Hiscock' _database_code_CSD 9JH0015 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C67 H99 N10 O7 P' _chemical_formula_weight 1187.53 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.7860(6) _cell_length_b 17.7836(6) _cell_length_c 25.6491(10) _cell_angle_alpha 90.00 _cell_angle_beta 103.512(2) _cell_angle_gamma 90.00 _cell_volume 6557.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 151544 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2568 _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9800 _exptl_absorpt_correction_T_max 0.9849 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 38105 reflections reduced R(int) from 0.2222 to 0.0918 Ratio of minimum to maximum apparent transmission: 0.573019 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 63501 _diffrn_reflns_av_R_equivalents 0.1856 _diffrn_reflns_av_sigmaI/netI 0.1664 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.03 _reflns_number_total 11548 _reflns_number_gt 6123 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ; Images generated using CrystalMaker: a crystal and molecular structures program for Mac and Windows. CrystalMaker Software Ltd, Oxford, England (www.crystalmaker.com) ; _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The diffraction was weak and diffuse at high angles, thus the resulting data set exhibits poor merging indices and refinement residuals. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+40.0398P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11548 _refine_ls_number_parameters 789 _refine_ls_number_restraints 845 _refine_ls_R_factor_all 0.2672 _refine_ls_R_factor_gt 0.1595 _refine_ls_wR_factor_ref 0.2775 _refine_ls_wR_factor_gt 0.2338 _refine_ls_goodness_of_fit_ref 1.191 _refine_ls_restrained_S_all 1.151 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.1716(4) 0.8185(3) -0.1346(2) 0.0491(16) Uani 1 1 d U . . O2 O 0.1309(4) 0.3419(3) -0.0821(2) 0.0386(13) Uani 1 1 d U . . O3 O 0.3255(5) 0.4243(3) 0.2360(2) 0.073(2) Uani 1 1 d U . . N1 N 0.4583(4) 0.7593(3) 0.0055(2) 0.0314(15) Uani 1 1 d U . . H901 H 0.4431 0.7131 -0.0055 0.038 Uiso 1 1 calc R . . N2 N 0.2676(4) 0.7619(3) -0.0630(2) 0.0324(14) Uani 1 1 d U . . H902 H 0.2842 0.7183 -0.0475 0.039 Uiso 1 1 calc R . . N3 N 0.1943(4) 0.6188(3) -0.1083(2) 0.0307(14) Uani 1 1 d U . . H903 H 0.2380 0.6113 -0.0789 0.037 Uiso 1 1 calc R . . N4 N 0.2078(4) 0.4526(3) -0.0900(2) 0.0346(15) Uani 1 1 d U . . H904 H 0.2596 0.4775 -0.0769 0.041 Uiso 1 1 calc R . . N5 N 0.2688(4) 0.3688(3) -0.0236(2) 0.0295(14) Uani 1 1 d U . . H905 H 0.3192 0.3967 -0.0188 0.035 Uiso 1 1 calc R . . N6 N 0.3063(4) 0.3940(3) 0.0947(2) 0.0309(14) Uani 1 1 d U . . H906 H 0.3144 0.4373 0.0798 0.037 Uiso 1 1 calc R . . N7 N 0.3390(4) 0.5129(3) 0.1738(3) 0.0387(16) Uani 1 1 d U . . H907 H 0.3410 0.5195 0.1401 0.046 Uiso 1 1 calc R . . N8 N 0.4077(4) 0.6558(3) 0.1407(2) 0.0327(15) Uani 1 1 d U . . H908 H 0.4049 0.6224 0.1150 0.039 Uiso 1 1 calc R . . C1 C 0.5421(6) 0.7812(5) 0.0360(3) 0.043(2) Uani 1 1 d U . . H1 H 0.5936 0.7487 0.0485 0.051 Uiso 1 1 calc R . . C2 C 0.5419(6) 0.8560(5) 0.0461(3) 0.0423(19) Uani 1 1 d U . . H2 H 0.5921 0.8847 0.0664 0.051 Uiso 1 1 calc R . . C3 C 0.4519(6) 0.8837(4) 0.0203(3) 0.0370(18) Uani 1 1 d U . . C4 C 0.4098(6) 0.9552(4) 0.0143(4) 0.047(2) Uani 1 1 d U . . H4 H 0.4419 0.9983 0.0311 0.057 Uiso 1 1 calc R . . C5 C 0.3219(6) 0.9603(4) -0.0165(4) 0.051(2) Uani 1 1 d U . . H5 H 0.2932 1.0085 -0.0210 0.061 Uiso 1 1 calc R . . C6 C 0.2712(6) 0.8988(4) -0.0418(3) 0.041(2) Uani 1 1 d U . . H6 H 0.2093 0.9056 -0.0623 0.049 Uiso 1 1 calc R . . C7 C 0.3110(5) 0.8274(4) -0.0372(3) 0.0332(17) Uani 1 1 d U . . C8 C 0.4012(5) 0.8213(4) -0.0054(3) 0.0290(16) Uani 1 1 d U . . C9 C 0.2023(6) 0.7620(4) -0.1100(3) 0.0366(18) Uani 1 1 d U . . C10 C 0.1662(5) 0.6880(4) -0.1313(3) 0.0307(17) Uani 1 1 d U . . C11 C 0.0967(5) 0.6778(4) -0.1759(3) 0.0370(19) Uani 1 1 d U . . H11 H 0.0651 0.7162 -0.1988 0.044 Uiso 1 1 calc R . . C12 C 0.0799(6) 0.5997(4) -0.1819(3) 0.0367(18) Uani 1 1 d U . . C13 C 0.0147(6) 0.5559(5) -0.2193(3) 0.049(2) Uani 1 1 d U . . H13 H -0.0284 0.5787 -0.2483 0.058 Uiso 1 1 calc R . . C14 C 0.0166(6) 0.4797(5) -0.2119(4) 0.054(2) Uani 1 1 d U . . H14 H -0.0271 0.4496 -0.2361 0.065 Uiso 1 1 calc R . . C15 C 0.0803(6) 0.4442(5) -0.1700(3) 0.042(2) Uani 1 1 d U . . H15 H 0.0800 0.3910 -0.1672 0.050 Uiso 1 1 calc R . . C16 C 0.1436(5) 0.4857(4) -0.1328(3) 0.0319(17) Uani 1 1 d U . . C17 C 0.1418(5) 0.5634(4) -0.1394(3) 0.0331(17) Uani 1 1 d U . . C18 C 0.1970(5) 0.3851(4) -0.0669(3) 0.0286(16) Uani 1 1 d U . . C19 C 0.2678(5) 0.3106(4) 0.0138(3) 0.0309(17) Uani 1 1 d U . . C20 C 0.2479(5) 0.2367(4) -0.0027(3) 0.0371(19) Uani 1 1 d U . . H20 H 0.2347 0.2245 -0.0397 0.044 Uiso 1 1 calc R . . C21 C 0.2471(5) 0.1805(4) 0.0352(4) 0.042(2) Uani 1 1 d U . . H21 H 0.2350 0.1301 0.0233 0.051 Uiso 1 1 calc R . . C22 C 0.2634(6) 0.1957(4) 0.0890(3) 0.041(2) Uani 1 1 d U . . H22 H 0.2626 0.1566 0.1141 0.049 Uiso 1 1 calc R . . C23 C 0.2814(5) 0.2707(4) 0.1061(3) 0.0348(18) Uani 1 1 d U . . C24 C 0.2955(6) 0.3081(4) 0.1557(3) 0.0403(19) Uani 1 1 d U . . H24 H 0.2946 0.2852 0.1890 0.048 Uiso 1 1 calc R . . C25 C 0.3107(6) 0.3823(4) 0.1482(3) 0.0358(18) Uani 1 1 d U . . C26 C 0.2872(5) 0.3265(4) 0.0682(3) 0.0321(17) Uani 1 1 d U . . C27 C 0.3260(6) 0.4410(5) 0.1899(3) 0.046(2) Uani 1 1 d U . . C28 C 0.3497(6) 0.5781(4) 0.2075(3) 0.0392(19) Uani 1 1 d U . . C29 C 0.3293(6) 0.5825(5) 0.2573(3) 0.045(2) Uani 1 1 d U . . H29 H 0.3049 0.5398 0.2716 0.054 Uiso 1 1 calc R . . C30 C 0.3444(6) 0.6495(5) 0.2870(3) 0.048(2) Uani 1 1 d U . . H30 H 0.3300 0.6507 0.3212 0.058 Uiso 1 1 calc R . . C31 C 0.3786(6) 0.7124(5) 0.2688(3) 0.043(2) Uani 1 1 d U . . H31 H 0.3888 0.7567 0.2900 0.052 Uiso 1 1 calc R . . C32 C 0.3988(5) 0.7108(4) 0.2174(3) 0.0361(18) Uani 1 1 d U . . C33 C 0.4346(5) 0.7633(4) 0.1860(3) 0.0378(19) Uani 1 1 d U . . H33 H 0.4534 0.8134 0.1958 0.045 Uiso 1 1 calc R . . C34 C 0.4368(5) 0.7286(4) 0.1393(3) 0.0346(18) Uani 1 1 d U . . H34 H 0.4558 0.7513 0.1101 0.041 Uiso 1 1 calc R . . C35 C 0.3836(5) 0.6431(4) 0.1880(3) 0.0329(17) Uani 1 1 d U . . N9 N 0.1557(4) 0.9377(3) -0.2639(3) 0.0391(15) Uani 1 1 d U . . C36 C 0.1139(6) 0.9795(4) -0.3153(3) 0.044(2) Uani 1 1 d DU A . H36A H 0.1544 0.9706 -0.3404 0.053 Uiso 1 1 calc R . . H36B H 0.0530 0.9561 -0.3313 0.053 Uiso 1 1 calc R . . C37 C 0.0987(6) 1.0624(4) -0.3131(3) 0.044(2) Uani 1 1 d DU . . H37A H 0.1579 1.0873 -0.2956 0.052 Uiso 1 1 calc R A . H37B H 0.0528 1.0728 -0.2914 0.052 Uiso 1 1 calc R . . C38 C 0.0631(6) 1.0948(4) -0.3697(3) 0.044(2) Uani 1 1 d DU A . H38A H 0.1087 1.0836 -0.3914 0.052 Uiso 1 1 calc R . . H38B H 0.0038 1.0700 -0.3869 0.052 Uiso 1 1 calc R . . C39 C 0.0482(7) 1.1778(5) -0.3691(4) 0.060(3) Uani 1 1 d DU . . H39A H 0.0011 1.1891 -0.3489 0.090 Uiso 1 1 calc R A . H39B H 0.0269 1.1961 -0.4060 0.090 Uiso 1 1 calc R . . H39C H 0.1067 1.2027 -0.3520 0.090 Uiso 1 1 calc R . . C40 C 0.2540(6) 0.9634(5) -0.2423(3) 0.045(2) Uani 1 1 d U A . H40A H 0.2526 1.0155 -0.2289 0.054 Uiso 1 1 calc R . . H40B H 0.2859 0.9646 -0.2722 0.054 Uiso 1 1 calc R . . C41 C 0.3120(6) 0.9145(5) -0.1968(4) 0.050(2) Uani 1 1 d U . . H41A H 0.2729 0.9001 -0.1719 0.060 Uiso 1 1 calc R A . H41B H 0.3313 0.8679 -0.2123 0.060 Uiso 1 1 calc R . . C43 C 0.3982(6) 0.9558(5) -0.1657(4) 0.055(2) Uani 1 1 d U A . H43A H 0.4279 0.9823 -0.1912 0.067 Uiso 1 1 calc R . . H43B H 0.3792 0.9940 -0.1422 0.067 Uiso 1 1 calc R . . C44 C 0.4683(7) 0.9029(6) -0.1316(4) 0.068(3) Uani 1 1 d U . . H44A H 0.4413 0.8804 -0.1038 0.102 Uiso 1 1 calc R A . H44B H 0.5245 0.9310 -0.1147 0.102 Uiso 1 1 calc R . . H44C H 0.4843 0.8631 -0.1542 0.102 Uiso 1 1 calc R . . C45 C 0.0957(6) 0.9482(4) -0.2232(3) 0.0414(19) Uani 1 1 d U A . H45A H 0.0304 0.9545 -0.2436 0.050 Uiso 1 1 calc R . . H45B H 0.0987 0.9011 -0.2024 0.050 Uiso 1 1 calc R . . C46 C 0.1183(6) 1.0123(4) -0.1839(3) 0.041(2) Uani 1 1 d U . . H46A H 0.1177 1.0603 -0.2036 0.049 Uiso 1 1 calc R A . H46B H 0.1813 1.0052 -0.1606 0.049 Uiso 1 1 calc R . . C47 C 0.0470(7) 1.0154(5) -0.1497(4) 0.056(2) Uani 1 1 d U A . H47A H -0.0134 1.0324 -0.1721 0.067 Uiso 1 1 calc R . . H47B H 0.0381 0.9642 -0.1366 0.067 Uiso 1 1 calc R . . C48 C 0.0757(7) 1.0675(6) -0.1023(4) 0.070(3) Uani 1 1 d U . . H48A H 0.1356 1.0511 -0.0799 0.104 Uiso 1 1 calc R A . H48B H 0.0286 1.0666 -0.0811 0.104 Uiso 1 1 calc R . . H48C H 0.0818 1.1188 -0.1151 0.104 Uiso 1 1 calc R . . C49A C 0.1523(6) 0.8533(4) -0.2767(4) 0.051(2) Uani 0.448(11) 1 d PDU A 1 H49A H 0.1747 0.8266 -0.2423 0.061 Uiso 0.448(11) 1 calc PR A 1 H49B H 0.0859 0.8398 -0.2899 0.061 Uiso 0.448(11) 1 calc PR A 1 C50A C 0.203(4) 0.8207(12) -0.3153(19) 0.055(3) Uani 0.448(11) 1 d PDU A 1 H50A H 0.2654 0.8433 -0.3096 0.066 Uiso 0.448(11) 1 calc PR A 1 H50B H 0.1683 0.8315 -0.3525 0.066 Uiso 0.448(11) 1 calc PR A 1 C51A C 0.211(2) 0.7351(11) -0.3063(9) 0.057(4) Uani 0.448(11) 1 d PDU A 1 H51A H 0.2507 0.7247 -0.2703 0.068 Uiso 0.448(11) 1 calc PR A 1 H51B H 0.1485 0.7137 -0.3078 0.068 Uiso 0.448(11) 1 calc PR A 1 C52A C 0.2511(16) 0.6993(11) -0.3473(8) 0.070(4) Uani 0.448(11) 1 d PDU A 1 H52A H 0.2147 0.7132 -0.3830 0.105 Uiso 0.448(11) 1 calc PR A 1 H52B H 0.2499 0.6445 -0.3431 0.105 Uiso 0.448(11) 1 calc PR A 1 H52C H 0.3155 0.7161 -0.3430 0.105 Uiso 0.448(11) 1 calc PR A 1 C49B C 0.1523(6) 0.8533(4) -0.2767(4) 0.051(2) Uani 0.552(11) 1 d PDU A 2 H49C H 0.1813 0.8251 -0.2438 0.061 Uiso 0.552(11) 1 calc PR A 2 H49D H 0.0865 0.8373 -0.2881 0.061 Uiso 0.552(11) 1 calc PR A 2 C50B C 0.201(3) 0.8337(10) -0.3198(15) 0.055(3) Uani 0.552(11) 1 d PDU A 2 H50C H 0.2659 0.8520 -0.3093 0.066 Uiso 0.552(11) 1 calc PR A 2 H50D H 0.1699 0.8599 -0.3533 0.066 Uiso 0.552(11) 1 calc PR A 2 C51B C 0.2015(18) 0.7494(9) -0.3307(7) 0.057(4) Uani 0.552(11) 1 d PDU A 2 H51C H 0.1366 0.7327 -0.3451 0.068 Uiso 0.552(11) 1 calc PR A 2 H51D H 0.2360 0.7405 -0.3589 0.068 Uiso 0.552(11) 1 calc PR A 2 C52B C 0.2430(14) 0.7022(9) -0.2839(7) 0.070(4) Uani 0.552(11) 1 d PDU A 2 H52D H 0.3090 0.7150 -0.2712 0.105 Uiso 0.552(11) 1 calc PR A 2 H52E H 0.2370 0.6491 -0.2943 0.105 Uiso 0.552(11) 1 calc PR A 2 H52F H 0.2107 0.7113 -0.2552 0.105 Uiso 0.552(11) 1 calc PR A 2 N10 N 0.3850(4) 0.2252(3) 0.4174(3) 0.0353(15) Uani 1 1 d U . . C53 C 0.4292(5) 0.2310(4) 0.3702(3) 0.0360(18) Uani 1 1 d U . . H53A H 0.4801 0.1937 0.3752 0.043 Uiso 1 1 calc R . . H53B H 0.4579 0.2814 0.3710 0.043 Uiso 1 1 calc R . . C54 C 0.3671(6) 0.2193(4) 0.3148(3) 0.044(2) Uani 1 1 d U . . H54A H 0.3295 0.1732 0.3146 0.052 Uiso 1 1 calc R . . H54B H 0.3240 0.2624 0.3055 0.052 Uiso 1 1 calc R . . C55 C 0.4248(7) 0.2122(5) 0.2740(4) 0.065(3) Uani 1 1 d U . . H55A H 0.3829 0.2024 0.2385 0.078 Uiso 1 1 calc R . . H55B H 0.4664 0.1682 0.2833 0.078 Uiso 1 1 calc R . . C56 C 0.4831(8) 0.2804(8) 0.2697(4) 0.103(5) Uani 1 1 d U . . H56A H 0.4430 0.3248 0.2623 0.155 Uiso 1 1 calc R . . H56B H 0.5148 0.2731 0.2405 0.155 Uiso 1 1 calc R . . H56C H 0.5295 0.2875 0.3035 0.155 Uiso 1 1 calc R . . C57 C 0.3021(5) 0.2764(4) 0.4106(4) 0.040(2) Uani 1 1 d U . . H57A H 0.2735 0.2687 0.4415 0.048 Uiso 1 1 calc R . . H57B H 0.2558 0.2610 0.3779 0.048 Uiso 1 1 calc R . . C58 C 0.3215(5) 0.3602(4) 0.4064(3) 0.041(2) Uani 1 1 d U . . H58A H 0.3550 0.3793 0.4419 0.049 Uiso 1 1 calc R . . H58B H 0.3619 0.3678 0.3810 0.049 Uiso 1 1 calc R . . C59 C 0.2328(6) 0.4038(4) 0.3874(4) 0.051(2) Uani 1 1 d U . . H59A H 0.1911 0.3938 0.4117 0.061 Uiso 1 1 calc R . . H59B H 0.2010 0.3863 0.3511 0.061 Uiso 1 1 calc R . . C60 C 0.2504(7) 0.4883(5) 0.3857(4) 0.065(3) Uani 1 1 d U . . H60A H 0.2780 0.5064 0.4220 0.097 Uiso 1 1 calc R . . H60B H 0.1914 0.5144 0.3716 0.097 Uiso 1 1 calc R . . H60C H 0.2931 0.4982 0.3625 0.097 Uiso 1 1 calc R . . C61 C 0.3512(5) 0.1459(4) 0.4235(3) 0.0361(18) Uani 1 1 d U . . H61A H 0.2968 0.1360 0.3935 0.043 Uiso 1 1 calc R . . H61B H 0.3295 0.1434 0.4571 0.043 Uiso 1 1 calc R . . C62 C 0.4215(6) 0.0832(4) 0.4245(3) 0.041(2) Uani 1 1 d U . . H62A H 0.4387 0.0808 0.3894 0.050 Uiso 1 1 calc R . . H62B H 0.4785 0.0938 0.4525 0.050 Uiso 1 1 calc R . . C63 C 0.3810(6) 0.0081(4) 0.4359(4) 0.050(2) Uani 1 1 d U . . H63A H 0.3752 0.0077 0.4736 0.060 Uiso 1 1 calc R . . H63B H 0.3178 0.0029 0.4125 0.060 Uiso 1 1 calc R . . C64 C 0.4387(6) -0.0583(4) 0.4270(4) 0.056(3) Uani 1 1 d U . . H64A H 0.4408 -0.0606 0.3891 0.085 Uiso 1 1 calc R . . H64B H 0.4108 -0.1046 0.4369 0.085 Uiso 1 1 calc R . . H64C H 0.5020 -0.0530 0.4492 0.085 Uiso 1 1 calc R . . C65 C 0.4615(5) 0.2473(4) 0.4658(3) 0.0350(18) Uani 1 1 d U . . H65A H 0.5146 0.2126 0.4679 0.042 Uiso 1 1 calc R . . H65B H 0.4831 0.2985 0.4597 0.042 Uiso 1 1 calc R . . C66 C 0.4351(6) 0.2465(5) 0.5192(3) 0.043(2) Uani 1 1 d U . . H66A H 0.4249 0.1940 0.5293 0.052 Uiso 1 1 calc R . . H66B H 0.3764 0.2746 0.5162 0.052 Uiso 1 1 calc R . . C67 C 0.5120(6) 0.2823(5) 0.5627(3) 0.053(2) Uani 1 1 d U . . H67A H 0.4988 0.2725 0.5982 0.063 Uiso 1 1 calc R . . H67B H 0.5721 0.2581 0.5622 0.063 Uiso 1 1 calc R . . C68 C 0.5210(6) 0.3673(5) 0.5557(3) 0.052(2) Uani 1 1 d U . . H68A H 0.5414 0.3772 0.5227 0.079 Uiso 1 1 calc R . . H68B H 0.5668 0.3876 0.5864 0.079 Uiso 1 1 calc R . . H68C H 0.4606 0.3913 0.5536 0.079 Uiso 1 1 calc R . . P1 P 0.38085(14) 0.56158(10) 0.01518(8) 0.0292(5) Uani 1 1 d U . . H997 H 0.531(4) 0.569(4) 0.030(2) 0.015(18) Uiso 1 1 d . . . O4 O 0.3195(4) 0.6253(3) -0.0112(2) 0.0353(13) Uani 1 1 d U . . O5 O 0.3790(3) 0.4946(3) -0.0220(2) 0.0337(12) Uani 1 1 d U . . O6 O 0.3593(3) 0.5383(2) 0.06787(19) 0.0314(12) Uani 1 1 d U . . O7 O 0.4821(4) 0.5958(3) 0.0285(2) 0.0388(14) Uani 1 1 d U . . 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 0.057(4) 0.028(3) 0.056(4) 0.012(3) 0.000(3) -0.005(3) O2 0.038(3) 0.030(3) 0.043(4) 0.005(3) 0.000(3) -0.009(2) O3 0.144(7) 0.044(4) 0.034(4) 0.003(3) 0.027(4) -0.009(4) N1 0.038(4) 0.020(3) 0.040(4) -0.005(3) 0.016(3) -0.006(3) N2 0.042(4) 0.023(3) 0.036(4) 0.001(3) 0.014(3) -0.002(3) N3 0.031(4) 0.032(3) 0.025(4) 0.004(3) -0.003(3) -0.003(3) N4 0.044(4) 0.032(3) 0.026(4) 0.006(3) 0.005(3) -0.012(3) N5 0.028(3) 0.029(3) 0.030(3) 0.006(3) 0.004(3) -0.006(3) N6 0.039(4) 0.020(3) 0.031(3) 0.009(3) 0.005(3) 0.002(3) N7 0.049(4) 0.036(3) 0.031(4) 0.006(3) 0.009(3) -0.003(3) N8 0.040(4) 0.029(3) 0.027(4) -0.004(3) 0.003(3) 0.001(3) C1 0.038(4) 0.042(4) 0.046(6) 0.003(4) 0.009(4) 0.001(4) C2 0.044(5) 0.046(4) 0.038(5) -0.011(4) 0.013(4) -0.016(4) C3 0.044(4) 0.029(4) 0.042(5) -0.005(3) 0.018(4) -0.009(3) C4 0.059(5) 0.028(4) 0.056(6) -0.007(4) 0.017(4) -0.008(4) C5 0.055(5) 0.023(4) 0.079(7) -0.006(4) 0.026(5) 0.000(4) C6 0.044(5) 0.028(4) 0.052(6) 0.011(4) 0.013(4) 0.001(3) C7 0.040(4) 0.025(4) 0.037(5) -0.003(3) 0.014(3) -0.004(3) C8 0.039(4) 0.018(3) 0.035(5) -0.002(3) 0.019(3) -0.002(3) C9 0.041(5) 0.029(4) 0.039(5) 0.010(3) 0.010(4) 0.001(3) C10 0.034(4) 0.031(3) 0.026(4) 0.004(3) 0.004(3) 0.005(3) C11 0.036(5) 0.034(4) 0.037(5) 0.012(3) -0.001(3) 0.005(3) C12 0.041(5) 0.038(4) 0.029(4) 0.004(3) 0.003(3) -0.008(3) C13 0.058(6) 0.049(4) 0.027(5) 0.011(4) -0.016(4) -0.011(4) C14 0.062(6) 0.041(4) 0.049(6) 0.005(4) -0.008(4) -0.020(4) C15 0.052(5) 0.034(4) 0.035(5) 0.003(4) 0.000(4) -0.014(4) C16 0.038(5) 0.028(4) 0.030(4) 0.004(3) 0.009(3) -0.003(3) C17 0.036(4) 0.031(3) 0.032(4) 0.007(3) 0.008(3) -0.008(3) C18 0.039(4) 0.022(4) 0.026(4) -0.002(3) 0.009(3) -0.001(3) C19 0.034(4) 0.027(3) 0.032(4) 0.006(3) 0.009(4) 0.001(3) C20 0.035(5) 0.033(4) 0.043(5) -0.003(3) 0.010(4) -0.008(4) C21 0.043(5) 0.027(4) 0.058(5) 0.003(4) 0.014(5) 0.000(4) C22 0.044(5) 0.025(4) 0.053(5) 0.010(4) 0.009(4) 0.000(4) C23 0.038(5) 0.031(4) 0.036(4) 0.009(3) 0.008(4) 0.001(4) C24 0.048(5) 0.037(4) 0.039(4) 0.011(3) 0.015(4) -0.003(4) C25 0.047(5) 0.033(4) 0.027(4) 0.012(3) 0.008(4) -0.010(4) C26 0.033(4) 0.031(4) 0.032(4) 0.006(3) 0.006(4) -0.003(4) C27 0.073(6) 0.037(4) 0.029(4) 0.013(3) 0.014(5) 0.000(4) C28 0.042(5) 0.046(4) 0.030(4) -0.003(3) 0.008(4) -0.004(4) C29 0.054(6) 0.046(5) 0.033(5) -0.003(4) 0.008(4) -0.009(4) C30 0.047(5) 0.065(5) 0.035(5) -0.011(4) 0.011(4) -0.012(5) C31 0.042(5) 0.044(4) 0.038(5) -0.012(4) -0.002(4) -0.001(4) C32 0.034(5) 0.042(4) 0.027(4) -0.008(3) -0.005(3) 0.001(4) C33 0.041(5) 0.030(4) 0.034(5) -0.012(3) -0.008(4) 0.002(4) C34 0.034(5) 0.030(4) 0.034(4) -0.002(3) -0.003(4) -0.003(4) C35 0.031(4) 0.040(4) 0.026(4) -0.004(3) 0.004(3) -0.001(4) N9 0.041(4) 0.032(3) 0.042(4) -0.004(3) 0.006(3) -0.002(3) C36 0.045(5) 0.050(4) 0.039(5) -0.009(4) 0.010(4) 0.001(4) C37 0.049(5) 0.041(4) 0.043(5) -0.003(4) 0.015(4) -0.007(4) C38 0.043(5) 0.052(5) 0.040(5) -0.007(4) 0.016(4) -0.005(4) C39 0.084(8) 0.059(5) 0.043(6) 0.010(5) 0.028(5) 0.015(5) C40 0.044(4) 0.045(5) 0.047(5) -0.005(4) 0.012(3) -0.013(4) C41 0.044(5) 0.052(5) 0.053(6) -0.003(4) 0.008(4) -0.015(4) C43 0.057(6) 0.059(6) 0.048(6) -0.005(4) 0.008(4) -0.021(4) C44 0.056(6) 0.086(7) 0.053(7) -0.019(5) -0.005(5) -0.014(5) C45 0.042(5) 0.032(4) 0.051(5) 0.002(3) 0.013(4) 0.001(4) C46 0.049(5) 0.041(5) 0.030(5) 0.003(3) 0.002(4) 0.006(4) C47 0.066(6) 0.053(6) 0.051(6) 0.007(4) 0.018(5) 0.008(5) C48 0.077(7) 0.088(7) 0.046(6) -0.002(5) 0.016(5) 0.038(6) C49A 0.045(5) 0.037(4) 0.068(6) -0.014(4) 0.006(4) -0.005(4) C50A 0.060(6) 0.034(6) 0.066(7) -0.012(5) 0.003(6) 0.007(7) C51A 0.064(8) 0.038(7) 0.064(11) 0.003(7) 0.009(10) 0.011(6) C52A 0.087(11) 0.048(7) 0.074(10) 0.010(7) 0.016(9) 0.028(8) C49B 0.045(5) 0.037(4) 0.068(6) -0.014(4) 0.006(4) -0.005(4) C50B 0.060(6) 0.034(6) 0.066(7) -0.012(5) 0.003(6) 0.007(7) C51B 0.064(8) 0.038(7) 0.064(11) 0.003(7) 0.009(10) 0.011(6) C52B 0.087(11) 0.048(7) 0.074(10) 0.010(7) 0.016(9) 0.028(8) N10 0.030(4) 0.032(3) 0.042(4) 0.000(3) 0.004(3) 0.000(3) C53 0.043(5) 0.029(4) 0.034(4) -0.008(3) 0.006(3) -0.002(4) C54 0.049(5) 0.035(5) 0.037(4) 0.009(4) -0.011(4) -0.003(4) C55 0.082(7) 0.070(6) 0.030(5) -0.005(5) -0.011(5) 0.039(5) C56 0.072(8) 0.191(13) 0.045(7) 0.011(8) 0.011(6) -0.030(8) C57 0.035(4) 0.030(4) 0.056(6) 0.000(4) 0.011(4) 0.003(3) C58 0.028(4) 0.039(4) 0.053(6) -0.004(4) 0.004(4) -0.005(3) C59 0.047(5) 0.031(4) 0.071(7) -0.005(4) 0.008(5) 0.008(4) C60 0.072(7) 0.035(4) 0.088(8) 0.003(5) 0.019(6) 0.003(5) C61 0.027(4) 0.033(4) 0.045(5) 0.003(4) 0.002(4) -0.004(3) C62 0.040(5) 0.030(4) 0.054(6) 0.007(4) 0.010(4) 0.004(3) C63 0.045(6) 0.032(4) 0.072(7) 0.009(4) 0.012(5) -0.004(4) C64 0.062(6) 0.026(4) 0.077(7) 0.004(5) 0.006(5) 0.004(4) C65 0.028(4) 0.041(4) 0.035(4) 0.003(4) 0.006(3) -0.006(3) C66 0.038(5) 0.047(5) 0.046(5) 0.004(4) 0.014(4) -0.003(4) C67 0.056(6) 0.068(5) 0.032(5) 0.003(4) 0.007(4) 0.002(5) C68 0.047(6) 0.064(5) 0.040(6) -0.024(4) -0.002(4) 0.004(5) P1 0.0365(12) 0.0231(10) 0.0277(12) -0.0019(9) 0.0069(9) -0.0046(9) O4 0.042(3) 0.025(3) 0.033(3) -0.001(2) -0.003(2) -0.005(2) O5 0.031(3) 0.033(3) 0.039(3) -0.004(2) 0.011(2) -0.002(2) O6 0.046(3) 0.023(3) 0.023(3) 0.002(2) 0.004(2) -0.002(2) O7 0.034(3) 0.031(3) 0.055(4) -0.014(3) 0.017(3) 0.000(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C9 1.217(9) . ? O2 C18 1.231(8) . ? O3 C27 1.222(9) . ? N1 C1 1.359(10) . ? N1 C8 1.377(9) . ? N2 C9 1.357(9) . ? N2 C7 1.418(9) . ? N3 C17 1.386(9) . ? N3 C10 1.386(9) . ? N4 C18 1.365(9) . ? N4 C16 1.402(9) . ? N5 C18 1.376(9) . ? N5 C19 1.413(9) . ? N6 C25 1.374(9) . ? N6 C26 1.375(9) . ? N7 C27 1.370(9) . ? N7 C28 1.433(10) . ? N8 C35 1.362(9) . ? N8 C34 1.367(9) . ? C1 C2 1.355(11) . ? C2 C3 1.427(11) . ? C3 C4 1.408(11) . ? C3 C8 1.413(10) . ? C4 C5 1.357(12) . ? C5 C6 1.399(11) . ? C6 C7 1.392(10) . ? C7 C8 1.395(10) . ? C9 C10 1.475(10) . ? C10 C11 1.359(10) . ? C11 C12 1.414(10) . ? C12 C17 1.406(10) . ? C12 C13 1.423(11) . ? C13 C14 1.369(11) . ? C14 C15 1.401(11) . ? C15 C16 1.385(10) . ? C16 C17 1.391(10) . ? C19 C26 1.387(10) . ? C19 C20 1.390(10) . ? C20 C21 1.396(11) . ? C21 C22 1.371(11) . ? C22 C23 1.409(10) . ? C23 C24 1.406(11) . ? C23 C26 1.406(10) . ? C24 C25 1.361(10) . ? C25 C27 1.474(11) . ? C28 C29 1.380(10) . ? C28 C35 1.399(10) . ? C29 C30 1.403(11) . ? C30 C31 1.356(11) . ? C31 C32 1.419(11) . ? C32 C35 1.410(10) . ? C32 C33 1.413(11) . ? C33 C34 1.355(10) . ? N9 C40 1.500(10) . ? N9 C36 1.515(10) . ? N9 C45 1.530(9) . ? N9 C49A 1.535(10) . ? C36 C37 1.494(9) . ? C37 C38 1.535(10) . ? C38 C39 1.493(10) . ? C40 C41 1.545(11) . ? C41 C43 1.525(11) . ? C43 C44 1.517(12) . ? C45 C46 1.506(10) . ? C46 C47 1.523(11) . ? C47 C48 1.509(12) . ? C49A C50A 1.487(15) . ? C50A C51A 1.539(16) . ? C51A C52A 1.469(16) . ? C50B C51B 1.526(15) . ? C51B C52B 1.474(15) . ? N10 C57 1.502(9) . ? N10 C53 1.509(9) . ? N10 C61 1.517(9) . ? N10 C65 1.522(9) . ? C53 C54 1.514(10) . ? C54 C55 1.504(12) . ? C55 C56 1.506(14) . ? C57 C58 1.527(10) . ? C58 C59 1.502(11) . ? C59 C60 1.528(11) . ? C61 C62 1.520(10) . ? C62 C63 1.519(10) . ? C63 C64 1.505(11) . ? C65 C66 1.509(10) . ? C66 C67 1.533(11) . ? C67 C68 1.531(12) . ? P1 O4 1.509(5) . ? P1 O6 1.517(5) . ? P1 O5 1.522(5) . ? P1 O7 1.577(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C8 108.7(6) . . ? C9 N2 C7 124.4(6) . . ? C17 N3 C10 108.3(6) . . ? C18 N4 C16 125.6(6) . . ? C18 N5 C19 125.0(6) . . ? C25 N6 C26 108.5(6) . . ? C27 N7 C28 125.1(7) . . ? C35 N8 C34 109.2(6) . . ? C2 C1 N1 110.4(8) . . ? C1 C2 C3 107.1(7) . . ? C4 C3 C8 119.0(8) . . ? C4 C3 C2 134.6(8) . . ? C8 C3 C2 106.3(7) . . ? C5 C4 C3 117.6(8) . . ? C4 C5 C6 123.6(8) . . ? C7 C6 C5 120.2(8) . . ? C6 C7 C8 116.7(7) . . ? C6 C7 N2 124.9(7) . . ? C8 C7 N2 118.3(6) . . ? N1 C8 C7 129.7(7) . . ? N1 C8 C3 107.5(7) . . ? C7 C8 C3 122.8(7) . . ? O1 C9 N2 124.2(7) . . ? O1 C9 C10 119.1(7) . . ? N2 C9 C10 116.7(6) . . ? C11 C10 N3 109.4(7) . . ? C11 C10 C9 124.5(7) . . ? N3 C10 C9 126.0(7) . . ? C10 C11 C12 107.5(7) . . ? C17 C12 C11 107.5(7) . . ? C17 C12 C13 119.2(7) . . ? C11 C12 C13 133.2(8) . . ? C14 C13 C12 117.3(8) . . ? C13 C14 C15 122.8(8) . . ? C16 C15 C14 120.9(7) . . ? C15 C16 C17 117.0(7) . . ? C15 C16 N4 122.8(7) . . ? C17 C16 N4 120.2(7) . . ? N3 C17 C16 130.0(7) . . ? N3 C17 C12 107.2(6) . . ? C16 C17 C12 122.8(7) . . ? O2 C18 N4 125.1(7) . . ? O2 C18 N5 122.0(7) . . ? N4 C18 N5 112.9(6) . . ? C26 C19 C20 118.6(7) . . ? C26 C19 N5 120.1(6) . . ? C20 C19 N5 121.4(7) . . ? C19 C20 C21 120.0(8) . . ? C22 C21 C20 122.1(8) . . ? C21 C22 C23 118.4(7) . . ? C24 C23 C26 105.7(7) . . ? C24 C23 C22 135.0(7) . . ? C26 C23 C22 119.3(7) . . ? C25 C24 C23 109.0(7) . . ? C24 C25 N6 108.4(7) . . ? C24 C25 C27 125.9(7) . . ? N6 C25 C27 125.6(6) . . ? N6 C26 C19 130.2(7) . . ? N6 C26 C23 108.3(7) . . ? C19 C26 C23 121.3(7) . . ? O3 C27 N7 123.5(8) . . ? O3 C27 C25 119.7(7) . . ? N7 C27 C25 116.8(7) . . ? C29 C28 C35 117.2(7) . . ? C29 C28 N7 126.0(7) . . ? C35 C28 N7 116.8(7) . . ? C28 C29 C30 120.6(8) . . ? C31 C30 C29 122.6(8) . . ? C30 C31 C32 118.7(8) . . ? C35 C32 C33 107.1(7) . . ? C35 C32 C31 118.1(7) . . ? C33 C32 C31 134.8(7) . . ? C34 C33 C32 107.0(7) . . ? C33 C34 N8 109.6(7) . . ? N8 C35 C28 130.2(7) . . ? N8 C35 C32 107.0(7) . . ? C28 C35 C32 122.8(7) . . ? C40 N9 C36 109.6(6) . . ? C40 N9 C45 112.2(6) . . ? C36 N9 C45 110.4(6) . . ? C40 N9 C49A 110.9(6) . . ? C36 N9 C49A 107.9(6) . . ? C45 N9 C49A 105.7(6) . . ? C37 C36 N9 119.1(7) . . ? C36 C37 C38 110.9(7) . . ? C39 C38 C37 112.3(7) . . ? N9 C40 C41 115.2(6) . . ? C43 C41 C40 111.9(7) . . ? C44 C43 C41 112.2(8) . . ? C46 C45 N9 118.4(6) . . ? C45 C46 C47 109.8(7) . . ? C48 C47 C46 112.6(8) . . ? C50A C49A N9 121.8(13) . . ? C49A C50A C51A 108.7(14) . . ? C52A C51A C50A 110.7(16) . . ? C52B C51B C50B 115.4(18) . . ? C57 N10 C53 111.1(6) . . ? C57 N10 C61 107.2(5) . . ? C53 N10 C61 111.1(6) . . ? C57 N10 C65 111.6(6) . . ? C53 N10 C65 105.0(5) . . ? C61 N10 C65 110.9(6) . . ? N10 C53 C54 117.5(7) . . ? C55 C54 C53 110.2(7) . . ? C54 C55 C56 114.2(8) . . ? N10 C57 C58 116.0(6) . . ? C59 C58 C57 111.3(7) . . ? C58 C59 C60 112.0(7) . . ? N10 C61 C62 116.4(6) . . ? C63 C62 C61 110.4(6) . . ? C64 C63 C62 113.5(7) . . ? C66 C65 N10 115.9(6) . . ? C65 C66 C67 110.7(7) . . ? C68 C67 C66 113.2(7) . . ? O4 P1 O6 112.0(3) . . ? O4 P1 O5 112.6(3) . . ? O6 P1 O5 111.6(3) . . ? O4 P1 O7 104.3(3) . . ? O6 P1 O7 107.4(3) . . ? O5 P1 O7 108.3(3) . . ? 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 H901 O7 0.88 2.28 2.970(8) 135.0 . N1 H901 O4 0.88 2.38 3.109(7) 140.0 . N1 H901 P1 0.88 2.94 3.724(6) 150.0 . N2 H902 O4 0.88 1.91 2.790(8) 177.6 . N3 H903 O4 0.88 1.89 2.736(8) 162.1 . N3 H903 P1 0.88 2.95 3.820(6) 171.2 . N4 H904 O5 0.88 2.01 2.818(8) 152.6 . N4 H904 P1 0.88 3.01 3.788(6) 148.8 . N5 H905 O5 0.88 1.96 2.764(7) 150.5 . N6 H906 O6 0.88 1.96 2.815(7) 162.5 . N7 H907 O6 0.88 1.96 2.838(8) 173.8 . N8 H908 O6 0.88 1.94 2.782(7) 159.0 . N8 H908 P1 0.88 2.73 3.567(6) 160.6 . O7 H997 O5 0.86(6) 1.79(7) 2.645(7) 170(6) 3_665 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.366 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.081 #===END data_2009jh0011 _database_code_depnum_ccdc_archive 'CCDC 767921' #TrackingRef '- Combined.cif' _chemical_compound_source ? _database_code_CSD 09JH0011 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C67 H98 N10 O7 S' _chemical_formula_weight 1187.61 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' S S 0.1246 0.1234 '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 8.78020(10) _cell_length_b 16.9156(4) _cell_length_c 22.1638(5) _cell_angle_alpha 88.1703(11) _cell_angle_beta 85.7351(12) _cell_angle_gamma 82.7653(13) _cell_volume 3255.72(11) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 46262 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.10 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1284 _exptl_absorpt_coefficient_mu 0.110 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9678 _exptl_absorpt_correction_T_max 0.9837 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 61520 _diffrn_reflns_av_R_equivalents 0.0907 _diffrn_reflns_av_sigmaI/netI 0.0776 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 25.03 _reflns_number_total 11472 _reflns_number_gt 8163 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ; Images generated using CrystalMaker: a crystal and molecular structures program for Mac and Windows. CrystalMaker Software Ltd, Oxford, England (www.crystalmaker.com) ; _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(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 TBA arms was positionally disordered. Geometrical and thermal parameter restraints were used to model this disorder. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0843P)^2^+3.3025P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11472 _refine_ls_number_parameters 767 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.1087 _refine_ls_R_factor_gt 0.0739 _refine_ls_wR_factor_ref 0.1836 _refine_ls_wR_factor_gt 0.1630 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6418(4) 0.0881(2) 0.94329(17) 0.0415(8) Uani 1 1 d . . . H1 H 0.6429 0.0413 0.9206 0.050 Uiso 1 1 calc R . . C2 C 0.6962(4) 0.0899(2) 0.99913(17) 0.0448(9) Uani 1 1 d . . . H2A H 0.7412 0.0455 1.0218 0.054 Uiso 1 1 calc R . . C3 C 0.6730(4) 0.1711(2) 1.01734(15) 0.0371(8) Uani 1 1 d . . . C4 C 0.7019(4) 0.2093(2) 1.06972(16) 0.0426(9) Uani 1 1 d . . . H4A H 0.7485 0.1801 1.1023 0.051 Uiso 1 1 calc R . . C5 C 0.6606(4) 0.2909(2) 1.07262(16) 0.0430(9) Uani 1 1 d . . . H5A H 0.6768 0.3177 1.1082 0.052 Uiso 1 1 calc R . . C6 C 0.5958(4) 0.3346(2) 1.02460(15) 0.0370(8) Uani 1 1 d . . . H6A H 0.5708 0.3907 1.0280 0.044 Uiso 1 1 calc R . . C7 C 0.5664(4) 0.29869(19) 0.97175(15) 0.0324(7) Uani 1 1 d . . . C8 C 0.6042(4) 0.21555(19) 0.96898(14) 0.0317(7) Uani 1 1 d . . . C9 C 0.4074(4) 0.41065(19) 0.92424(15) 0.0336(7) Uani 1 1 d . . . C10 C 0.3748(3) 0.45479(18) 0.86747(14) 0.0287(7) Uani 1 1 d . . . C11 C 0.2843(4) 0.52657(18) 0.86345(15) 0.0320(7) Uani 1 1 d . . . H11 H 0.2297 0.5550 0.8963 0.038 Uiso 1 1 calc R . . C12 C 0.2867(3) 0.55106(18) 0.80155(15) 0.0292(7) Uani 1 1 d . . . C13 C 0.3806(3) 0.49012(17) 0.76915(14) 0.0254(7) Uani 1 1 d . . . C14 C 0.2229(4) 0.61871(19) 0.76918(16) 0.0344(8) Uani 1 1 d . . . H14 H 0.1596 0.6609 0.7894 0.041 Uiso 1 1 calc R . . C15 C 0.2547(4) 0.62199(19) 0.70754(16) 0.0347(8) Uani 1 1 d . . . H15 H 0.2135 0.6678 0.6855 0.042 Uiso 1 1 calc R . . C16 C 0.3456(3) 0.56044(17) 0.67599(15) 0.0303(7) Uani 1 1 d . . . H16 H 0.3641 0.5653 0.6333 0.036 Uiso 1 1 calc R . . C17 C 0.4086(3) 0.49291(17) 0.70616(14) 0.0275(7) Uani 1 1 d . . . C18 C 0.5776(3) 0.42103(18) 0.62489(14) 0.0283(7) Uani 1 1 d . . . C19 C 0.7171(3) 0.31246(18) 0.56062(14) 0.0270(7) Uani 1 1 d . . . C20 C 0.7525(3) 0.35660(19) 0.50871(14) 0.0300(7) Uani 1 1 d . . . H20 H 0.7236 0.4126 0.5079 0.036 Uiso 1 1 calc R . . C21 C 0.8302(3) 0.31960(19) 0.45736(14) 0.0296(7) Uani 1 1 d . . . H21 H 0.8535 0.3516 0.4227 0.035 Uiso 1 1 calc R . . C22 C 0.8738(3) 0.23863(18) 0.45555(14) 0.0280(7) Uani 1 1 d . . . H22 H 0.9246 0.2147 0.4201 0.034 Uiso 1 1 calc R . . C23 C 0.8410(3) 0.19212(18) 0.50776(14) 0.0267(7) Uani 1 1 d . . . C24 C 0.7660(3) 0.22977(17) 0.55970(13) 0.0257(7) Uani 1 1 d . . . C25 C 0.8721(3) 0.10975(18) 0.52289(14) 0.0299(7) Uani 1 1 d . . . H25 H 0.9211 0.0691 0.4969 0.036 Uiso 1 1 calc R . . C26 C 0.8182(3) 0.09968(18) 0.58186(15) 0.0296(7) Uani 1 1 d . . . C27 C 0.8299(4) 0.02248(18) 0.61588(15) 0.0309(7) Uani 1 1 d . . . C28 C 0.7921(3) -0.04594(18) 0.71431(14) 0.0287(7) Uani 1 1 d . . . C29 C 0.8959(4) -0.11439(18) 0.70487(16) 0.0336(7) Uani 1 1 d . . . H29 H 0.9712 -0.1157 0.6717 0.040 Uiso 1 1 calc R . . C30 C 0.8910(4) -0.18141(19) 0.74352(17) 0.0394(8) Uani 1 1 d . . . H30 H 0.9643 -0.2269 0.7359 0.047 Uiso 1 1 calc R . . C31 C 0.7843(4) -0.1837(2) 0.79195(17) 0.0397(8) Uani 1 1 d . . . H31 H 0.7818 -0.2301 0.8171 0.048 Uiso 1 1 calc R . . C32 C 0.6789(4) -0.11516(19) 0.80301(15) 0.0341(8) Uani 1 1 d . . . C33 C 0.6859(3) -0.04692(17) 0.76484(14) 0.0278(7) Uani 1 1 d . . . C34 C 0.5561(4) -0.0950(2) 0.84822(16) 0.0409(8) Uani 1 1 d . . . H34 H 0.5229 -0.1286 0.8804 0.049 Uiso 1 1 calc R . . C35 C 0.4964(4) -0.0187(2) 0.83624(16) 0.0377(8) Uani 1 1 d . . . H35 H 0.4137 0.0101 0.8595 0.045 Uiso 1 1 calc R . . C36 C 0.5108(4) 0.2370(2) 0.39494(17) 0.0394(8) Uani 1 1 d . . . H36A H 0.5504 0.2847 0.3757 0.047 Uiso 1 1 calc R . . H36B H 0.5807 0.2166 0.4265 0.047 Uiso 1 1 calc R . . C37 C 0.5170(4) 0.1743(2) 0.34763(18) 0.0467(9) Uani 1 1 d . . . H37A H 0.4616 0.1964 0.3123 0.056 Uiso 1 1 calc R . . H37B H 0.4673 0.1282 0.3645 0.056 Uiso 1 1 calc R . . C38 C 0.6876(4) 0.1474(2) 0.3280(2) 0.0536(10) Uani 1 1 d . . . H38A H 0.7394 0.1948 0.3161 0.064 Uiso 1 1 calc R . . H38B H 0.7393 0.1204 0.3626 0.064 Uiso 1 1 calc R . . C39 C 0.7027(5) 0.0927(3) 0.2768(2) 0.0706(13) Uani 1 1 d . . . H39A H 0.8120 0.0765 0.2656 0.106 Uiso 1 1 calc R . . H39B H 0.6539 0.1198 0.2422 0.106 Uiso 1 1 calc R . . H39C H 0.6524 0.0455 0.2887 0.106 Uiso 1 1 calc R . . C40 C 0.2902(4) 0.19210(19) 0.45907(16) 0.0336(7) Uani 1 1 d . . . H40A H 0.1868 0.2108 0.4780 0.040 Uiso 1 1 calc R . . H40B H 0.2773 0.1516 0.4292 0.040 Uiso 1 1 calc R . . C41 C 0.3877(4) 0.1520(2) 0.50773(18) 0.0442(9) Uani 1 1 d . . . H41A H 0.4017 0.1917 0.5381 0.053 Uiso 1 1 calc R . . H41B H 0.4905 0.1312 0.4893 0.053 Uiso 1 1 calc R . . C42 C 0.3119(4) 0.0840(2) 0.53870(18) 0.0465(9) Uani 1 1 d . . . H42A H 0.2058 0.1043 0.5540 0.056 Uiso 1 1 calc R . . H42B H 0.3051 0.0427 0.5087 0.056 Uiso 1 1 calc R . . C43 C 0.3998(5) 0.0467(3) 0.5907(2) 0.0714(14) Uani 1 1 d . . . H43A H 0.5049 0.0265 0.5758 0.107 Uiso 1 1 calc R . . H43B H 0.3483 0.0026 0.6088 0.107 Uiso 1 1 calc R . . H43C H 0.4033 0.0869 0.6213 0.107 Uiso 1 1 calc R . . C44 C 0.3694(4) 0.32799(19) 0.46894(16) 0.0362(8) Uani 1 1 d D . . H44A H 0.4350 0.3050 0.5012 0.043 Uiso 1 1 calc R . . H44B H 0.4238 0.3690 0.4467 0.043 Uiso 1 1 calc R . . C45 C 0.2196(4) 0.3684(2) 0.49851(16) 0.0390(8) Uani 1 1 d D . . H45A H 0.1515 0.3276 0.5114 0.047 Uiso 1 1 calc R . . H45B H 0.1667 0.4049 0.4687 0.047 Uiso 1 1 calc R . . C46 C 0.2482(4) 0.4155(2) 0.55346(16) 0.0419(9) Uani 1 1 d D . . H46A H 0.2935 0.3782 0.5845 0.050 Uiso 1 1 calc R . . H46B H 0.3233 0.4531 0.5412 0.050 Uiso 1 1 calc R . . C47 C 0.1020(5) 0.4614(2) 0.58038(19) 0.0552(11) Uani 1 1 d D . . H47A H 0.1251 0.4909 0.6153 0.083 Uiso 1 1 calc R . . H47B H 0.0283 0.4243 0.5934 0.083 Uiso 1 1 calc R . . H47C H 0.0577 0.4990 0.5499 0.083 Uiso 1 1 calc R . . C48 C 0.2391(3) 0.29288(18) 0.37874(15) 0.0305(7) Uani 1 1 d . . . H48A H 0.2282 0.2487 0.3518 0.037 Uiso 1 1 calc R . . H48B H 0.1373 0.3086 0.4002 0.037 Uiso 1 1 calc R . . C49 C 0.2831(4) 0.3629(2) 0.34013(16) 0.0365(8) Uani 1 1 d . . . H49A H 0.3753 0.3456 0.3131 0.044 Uiso 1 1 calc R . . H49B H 0.3089 0.4048 0.3665 0.044 Uiso 1 1 calc R . . C50 C 0.1513(4) 0.3968(2) 0.30235(17) 0.0406(8) Uani 1 1 d . . . H50A H 0.1359 0.3571 0.2722 0.049 Uiso 1 1 calc R . . H50B H 0.0557 0.4061 0.3291 0.049 Uiso 1 1 calc R . . C51 C 0.1791(5) 0.4740(3) 0.2696(2) 0.0616(12) Uani 1 1 d . . . H51A H 0.0908 0.4930 0.2462 0.092 Uiso 1 1 calc R . . H51B H 0.2722 0.4650 0.2423 0.092 Uiso 1 1 calc R . . H51C H 0.1923 0.5140 0.2992 0.092 Uiso 1 1 calc R . . C52 C 0.9537(4) 0.20076(18) 0.85756(16) 0.0338(7) Uani 1 1 d . A . H52A H 0.8754 0.1968 0.8917 0.041 Uiso 1 1 calc R . . H52B H 0.8989 0.2074 0.8199 0.041 Uiso 1 1 calc R . . C53 C 1.0593(4) 0.1235(2) 0.85470(19) 0.0457(9) Uani 1 1 d . . . H53A H 1.0962 0.1093 0.8952 0.055 Uiso 1 1 calc R . . H53B H 1.1498 0.1297 0.8264 0.055 Uiso 1 1 calc R . . C54 C 0.9748(4) 0.0568(2) 0.83341(19) 0.0437(9) Uani 1 1 d . . . H54A H 0.8652 0.0665 0.8484 0.052 Uiso 1 1 calc R . . H54B H 0.9793 0.0582 0.7886 0.052 Uiso 1 1 calc R . . C55 C 1.0405(5) -0.0237(2) 0.8545(2) 0.0621(12) Uani 1 1 d . . . H55A H 1.1511 -0.0321 0.8427 0.093 Uiso 1 1 calc R . . H55B H 0.9895 -0.0643 0.8361 0.093 Uiso 1 1 calc R . . H55C H 1.0244 -0.0279 0.8987 0.093 Uiso 1 1 calc R . . C56A C 1.1422(10) 0.2937(6) 0.8133(3) 0.0487(7) Uani 0.677(5) 1 d PD A 1 H56A H 1.2307 0.2511 0.8126 0.058 Uiso 0.677(5) 1 calc PR A 1 H56B H 1.1819 0.3441 0.8218 0.058 Uiso 0.677(5) 1 calc PR A 1 C57A C 1.0826(8) 0.3012(4) 0.7507(3) 0.0487(7) Uani 0.677(5) 1 d PD A 1 H57A H 0.9714 0.3210 0.7549 0.058 Uiso 0.677(5) 1 calc PR A 1 H57B H 1.1348 0.3422 0.7273 0.058 Uiso 0.677(5) 1 calc PR A 1 C58A C 1.1034(7) 0.2261(3) 0.7143(2) 0.0487(7) Uani 0.677(5) 1 d PD A 1 H58A H 1.2006 0.1939 0.7245 0.058 Uiso 0.677(5) 1 calc PR A 1 H58B H 1.0183 0.1946 0.7269 0.058 Uiso 0.677(5) 1 calc PR A 1 C59A C 1.1073(7) 0.2376(4) 0.6512(3) 0.0487(7) Uani 0.677(5) 1 d PD A 1 H59A H 1.0422 0.2871 0.6413 0.073 Uiso 0.677(5) 1 calc PR A 1 H59B H 1.0689 0.1926 0.6330 0.073 Uiso 0.677(5) 1 calc PR A 1 H59C H 1.2134 0.2412 0.6352 0.073 Uiso 0.677(5) 1 calc PR A 1 C56B C 1.114(2) 0.2921(13) 0.8022(7) 0.0487(7) Uani 0.323(5) 1 d PD A 2 H56C H 1.1866 0.2442 0.7911 0.058 Uiso 0.323(5) 1 calc PR A 2 H56D H 1.1764 0.3364 0.8063 0.058 Uiso 0.323(5) 1 calc PR A 2 C57B C 1.0048(15) 0.3145(7) 0.7472(4) 0.0487(7) Uani 0.323(5) 1 d PD A 2 H57C H 0.9223 0.2794 0.7493 0.058 Uiso 0.323(5) 1 calc PR A 2 H57D H 0.9560 0.3704 0.7507 0.058 Uiso 0.323(5) 1 calc PR A 2 C58B C 1.0955(13) 0.3046(7) 0.6897(5) 0.0487(7) Uani 0.323(5) 1 d PD A 2 H58C H 1.1001 0.3579 0.6703 0.058 Uiso 0.323(5) 1 calc PR A 2 H58D H 1.2020 0.2823 0.6978 0.058 Uiso 0.323(5) 1 calc PR A 2 C59B C 1.0399(13) 0.2549(8) 0.6482(5) 0.0487(7) Uani 0.323(5) 1 d PD A 2 H59D H 1.0623 0.1990 0.6614 0.073 Uiso 0.323(5) 1 calc PR A 2 H59E H 1.0905 0.2625 0.6079 0.073 Uiso 0.323(5) 1 calc PR A 2 H59F H 0.9284 0.2687 0.6466 0.073 Uiso 0.323(5) 1 calc PR A 2 C60 C 0.9009(4) 0.34336(18) 0.87666(16) 0.0328(7) Uani 1 1 d . A . H60A H 0.8342 0.3465 0.8423 0.039 Uiso 1 1 calc R . . H60B H 0.8377 0.3296 0.9135 0.039 Uiso 1 1 calc R . . C61 C 0.9487(4) 0.42560(19) 0.88456(16) 0.0353(8) Uani 1 1 d . . . H61A H 1.0070 0.4421 0.8473 0.042 Uiso 1 1 calc R . . H61B H 1.0164 0.4239 0.9185 0.042 Uiso 1 1 calc R . . C62 C 0.8065(4) 0.48566(19) 0.89753(18) 0.0416(9) Uani 1 1 d . . . H62A H 0.7537 0.4713 0.9366 0.050 Uiso 1 1 calc R . . H62B H 0.7345 0.4830 0.8655 0.050 Uiso 1 1 calc R . . C63 C 0.8463(5) 0.5708(2) 0.9002(2) 0.0570(11) Uani 1 1 d . . . H63A H 0.9164 0.5739 0.9322 0.085 Uiso 1 1 calc R . . H63B H 0.7519 0.6073 0.9088 0.085 Uiso 1 1 calc R . . H63C H 0.8962 0.5858 0.8612 0.085 Uiso 1 1 calc R . . C64 C 1.1326(4) 0.2651(2) 0.91850(17) 0.0415(9) Uani 1 1 d . A . H64A H 1.2098 0.2177 0.9115 0.050 Uiso 1 1 calc R . . H64B H 1.1890 0.3121 0.9195 0.050 Uiso 1 1 calc R . . C65 C 1.0472(5) 0.2550(2) 0.97984(17) 0.0499(10) Uani 1 1 d . . . H65A H 0.9682 0.2188 0.9763 0.060 Uiso 1 1 calc R . . H65B H 0.9940 0.3074 0.9930 0.060 Uiso 1 1 calc R . . C66 C 1.1575(6) 0.2208(3) 1.0277(2) 0.0694(13) Uani 1 1 d . . . H66A H 1.2464 0.2516 1.0261 0.083 Uiso 1 1 calc R . . H66B H 1.1035 0.2268 1.0684 0.083 Uiso 1 1 calc R . . C67 C 1.2158(6) 0.1329(3) 1.0179(2) 0.0775(15) Uani 1 1 d . . . H67A H 1.1280 0.1022 1.0190 0.116 Uiso 1 1 calc R . . H67B H 1.2828 0.1131 1.0499 0.116 Uiso 1 1 calc R . . H67C H 1.2739 0.1270 0.9785 0.116 Uiso 1 1 calc R . . N1 N 0.5851(3) 0.16361(15) 0.92443(12) 0.0336(6) Uani 1 1 d . . . H901 H 0.5438 0.1765 0.8899 0.040 Uiso 1 1 calc R . . N2 N 0.5055(3) 0.34114(15) 0.92054(12) 0.0312(6) Uani 1 1 d . . . H2 H 0.5325 0.3215 0.8845 0.037 Uiso 1 1 calc R . . N3 N 0.4334(3) 0.43197(14) 0.81011(11) 0.0267(6) Uani 1 1 d . . . H3 H 0.4942 0.3878 0.8013 0.032 Uiso 1 1 calc R . . N4 N 0.4927(3) 0.42517(14) 0.67972(11) 0.0293(6) Uani 1 1 d . . . H4 H 0.4909 0.3801 0.7006 0.035 Uiso 1 1 calc R . . N5 N 0.6354(3) 0.34261(15) 0.61315(12) 0.0309(6) Uani 1 1 d . . . H5 H 0.6187 0.3075 0.6423 0.037 Uiso 1 1 calc R . . N6 N 0.7521(3) 0.17259(14) 0.60464(12) 0.0270(6) Uani 1 1 d . . . H6 H 0.7088 0.1808 0.6414 0.032 Uiso 1 1 calc R . . N7 N 0.7903(3) 0.02302(14) 0.67638(12) 0.0289(6) Uani 1 1 d . . . H7 H 0.7614 0.0695 0.6931 0.035 Uiso 1 1 calc R . . N8 N 0.5721(3) 0.01100(15) 0.78587(12) 0.0310(6) Uani 1 1 d . . . H8 H 0.5513 0.0590 0.7697 0.037 Uiso 1 1 calc R . . N9 N 1.0305(3) 0.27561(15) 0.86536(12) 0.0319(6) Uani 1 1 d . . . N10 N 0.3528(3) 0.26227(15) 0.42537(13) 0.0310(6) Uani 1 1 d . . . O1 O 0.3465(3) 0.43680(15) 0.97228(11) 0.0491(7) Uani 1 1 d . . . O2 O 0.6000(2) 0.47792(13) 0.59170(10) 0.0348(5) Uani 1 1 d . . . O3 O 0.8741(3) -0.03929(13) 0.58856(11) 0.0440(6) Uani 1 1 d . . . O4 O 0.6260(2) 0.28756(12) 0.79872(10) 0.0313(5) Uani 1 1 d . . . O5 O 0.4786(2) 0.26609(12) 0.71424(10) 0.0317(5) Uani 1 1 d . . . O6 O 0.4771(2) 0.17714(13) 0.80229(10) 0.0354(5) Uani 1 1 d . . . O7 O 0.7045(2) 0.17511(12) 0.73380(10) 0.0321(5) Uani 1 1 d . . . S1 S 0.57082(8) 0.22629(4) 0.76230(4) 0.02686(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.056(2) 0.0278(18) 0.042(2) -0.0009(15) -0.0059(17) -0.0078(16) C2 0.064(2) 0.0316(19) 0.040(2) 0.0044(16) -0.0100(18) -0.0078(17) C3 0.046(2) 0.0363(19) 0.0313(19) 0.0065(15) -0.0028(15) -0.0142(15) C4 0.054(2) 0.041(2) 0.035(2) 0.0083(16) -0.0059(16) -0.0144(17) C5 0.063(2) 0.040(2) 0.0292(19) 0.0014(16) -0.0050(17) -0.0197(17) C6 0.049(2) 0.0285(17) 0.0348(19) -0.0054(15) 0.0025(15) -0.0135(15) C7 0.0347(17) 0.0329(18) 0.0294(18) 0.0014(14) 0.0039(14) -0.0078(14) C8 0.0339(17) 0.0343(18) 0.0279(18) 0.0001(14) 0.0031(13) -0.0110(14) C9 0.0321(17) 0.0320(17) 0.037(2) -0.0027(15) 0.0014(15) -0.0064(14) C10 0.0295(16) 0.0280(16) 0.0292(17) -0.0054(13) 0.0024(13) -0.0069(13) C11 0.0340(17) 0.0289(17) 0.0333(19) -0.0100(14) 0.0010(14) -0.0045(13) C12 0.0273(16) 0.0268(16) 0.0340(18) -0.0060(14) -0.0030(13) -0.0035(13) C13 0.0236(15) 0.0199(15) 0.0330(18) -0.0027(13) -0.0026(13) -0.0033(12) C14 0.0340(17) 0.0274(17) 0.040(2) -0.0051(15) -0.0030(15) 0.0027(13) C15 0.0318(17) 0.0290(17) 0.042(2) 0.0024(15) -0.0085(15) 0.0039(13) C16 0.0309(16) 0.0246(16) 0.0356(19) 0.0009(14) -0.0056(14) -0.0022(13) C17 0.0238(15) 0.0239(15) 0.0359(19) -0.0064(13) -0.0042(13) -0.0043(12) C18 0.0294(16) 0.0260(16) 0.0295(18) -0.0029(14) -0.0047(13) -0.0017(13) C19 0.0242(15) 0.0272(16) 0.0294(17) -0.0045(13) -0.0015(13) -0.0019(12) C20 0.0266(16) 0.0304(17) 0.0330(18) 0.0025(14) -0.0061(13) -0.0019(13) C21 0.0267(15) 0.0379(18) 0.0253(17) 0.0031(14) -0.0029(13) -0.0088(13) C22 0.0247(15) 0.0351(17) 0.0245(16) -0.0040(13) 0.0001(12) -0.0048(13) C23 0.0216(14) 0.0300(16) 0.0296(17) -0.0065(13) -0.0015(12) -0.0058(12) C24 0.0255(15) 0.0268(16) 0.0254(16) -0.0017(13) -0.0019(12) -0.0055(12) C25 0.0314(16) 0.0262(16) 0.0320(18) -0.0068(13) 0.0017(14) -0.0041(13) C26 0.0295(16) 0.0243(16) 0.0352(19) -0.0055(14) 0.0003(14) -0.0043(13) C27 0.0330(17) 0.0273(17) 0.0322(19) -0.0060(14) 0.0008(14) -0.0040(13) C28 0.0309(16) 0.0251(16) 0.0320(18) -0.0025(13) -0.0064(13) -0.0078(13) C29 0.0326(17) 0.0272(17) 0.041(2) -0.0047(15) -0.0046(14) -0.0018(13) C30 0.045(2) 0.0263(17) 0.048(2) -0.0047(15) -0.0158(17) 0.0015(15) C31 0.052(2) 0.0286(18) 0.041(2) 0.0035(15) -0.0147(17) -0.0095(15) C32 0.0391(18) 0.0305(17) 0.0359(19) -0.0008(14) -0.0111(15) -0.0118(14) C33 0.0296(16) 0.0240(15) 0.0318(18) -0.0039(13) -0.0077(13) -0.0071(13) C34 0.049(2) 0.043(2) 0.034(2) 0.0020(16) -0.0011(16) -0.0216(17) C35 0.0350(18) 0.045(2) 0.035(2) -0.0045(16) 0.0000(15) -0.0125(15) C36 0.0235(16) 0.040(2) 0.054(2) 0.0027(17) -0.0024(15) -0.0026(14) C37 0.0347(19) 0.053(2) 0.050(2) -0.0008(19) -0.0010(17) 0.0034(17) C38 0.044(2) 0.046(2) 0.068(3) -0.010(2) 0.0080(19) 0.0013(17) C39 0.058(3) 0.083(3) 0.073(3) -0.022(3) -0.011(2) -0.006(2) C40 0.0299(16) 0.0280(17) 0.043(2) 0.0012(15) -0.0023(14) -0.0064(13) C41 0.0373(19) 0.041(2) 0.056(2) 0.0104(18) -0.0126(17) -0.0076(16) C42 0.045(2) 0.038(2) 0.057(3) 0.0108(18) -0.0086(18) -0.0086(16) C43 0.069(3) 0.065(3) 0.080(3) 0.033(3) -0.013(3) -0.011(2) C44 0.0359(18) 0.0293(17) 0.047(2) -0.0024(15) -0.0154(15) -0.0105(14) C45 0.0401(19) 0.0341(18) 0.045(2) -0.0067(16) -0.0145(16) -0.0038(15) C46 0.051(2) 0.0375(19) 0.041(2) -0.0029(16) -0.0157(17) -0.0120(16) C47 0.064(3) 0.051(2) 0.053(3) -0.019(2) -0.011(2) -0.008(2) C48 0.0249(15) 0.0300(17) 0.0374(19) -0.0011(14) -0.0076(13) -0.0039(13) C49 0.0286(17) 0.0390(19) 0.042(2) 0.0029(16) -0.0056(14) -0.0062(14) C50 0.043(2) 0.0376(19) 0.043(2) 0.0006(16) -0.0140(16) -0.0062(16) C51 0.070(3) 0.057(3) 0.062(3) 0.017(2) -0.028(2) -0.013(2) C52 0.0284(16) 0.0328(18) 0.041(2) -0.0064(15) -0.0051(14) -0.0047(13) C53 0.0362(19) 0.037(2) 0.064(3) -0.0074(18) -0.0039(17) -0.0031(15) C54 0.0387(19) 0.0352(19) 0.059(2) -0.0080(17) -0.0114(17) -0.0040(15) C55 0.062(3) 0.043(2) 0.085(3) 0.003(2) -0.022(2) -0.014(2) C56A 0.0474(19) 0.0482(14) 0.0480(15) -0.0007(12) 0.0050(14) -0.0017(14) C57A 0.0474(19) 0.0482(14) 0.0480(15) -0.0007(12) 0.0050(14) -0.0017(14) C58A 0.0474(19) 0.0482(14) 0.0480(15) -0.0007(12) 0.0050(14) -0.0017(14) C59A 0.0474(19) 0.0482(14) 0.0480(15) -0.0007(12) 0.0050(14) -0.0017(14) C56B 0.0474(19) 0.0482(14) 0.0480(15) -0.0007(12) 0.0050(14) -0.0017(14) C57B 0.0474(19) 0.0482(14) 0.0480(15) -0.0007(12) 0.0050(14) -0.0017(14) C58B 0.0474(19) 0.0482(14) 0.0480(15) -0.0007(12) 0.0050(14) -0.0017(14) C59B 0.0474(19) 0.0482(14) 0.0480(15) -0.0007(12) 0.0050(14) -0.0017(14) C60 0.0288(16) 0.0304(17) 0.0380(19) -0.0047(14) -0.0008(14) 0.0004(13) C61 0.0353(17) 0.0317(18) 0.039(2) -0.0050(15) 0.0010(15) -0.0067(14) C62 0.044(2) 0.0311(18) 0.048(2) -0.0081(16) 0.0122(17) -0.0047(15) C63 0.062(3) 0.037(2) 0.068(3) -0.013(2) 0.023(2) -0.0050(18) C64 0.0333(18) 0.0368(19) 0.058(2) -0.0004(17) -0.0177(17) -0.0079(15) C65 0.061(2) 0.047(2) 0.045(2) -0.0037(18) -0.0160(19) -0.0085(19) C66 0.096(4) 0.056(3) 0.064(3) 0.004(2) -0.040(3) -0.017(2) C67 0.090(4) 0.062(3) 0.085(4) 0.020(3) -0.043(3) -0.014(3) N1 0.0437(16) 0.0295(14) 0.0286(15) -0.0017(12) -0.0043(12) -0.0076(12) N2 0.0340(14) 0.0328(14) 0.0264(14) 0.0000(11) 0.0030(11) -0.0059(11) N3 0.0282(13) 0.0211(13) 0.0297(15) -0.0039(11) 0.0012(11) 0.0003(10) N4 0.0363(14) 0.0219(13) 0.0278(15) -0.0007(11) 0.0004(11) 0.0022(11) N5 0.0383(15) 0.0225(13) 0.0291(15) 0.0014(11) 0.0045(12) 0.0028(11) N6 0.0308(13) 0.0229(13) 0.0259(14) -0.0036(11) 0.0048(11) -0.0014(10) N7 0.0345(14) 0.0193(13) 0.0322(15) -0.0045(11) 0.0000(11) -0.0016(10) N8 0.0319(14) 0.0256(13) 0.0355(16) -0.0004(12) -0.0002(12) -0.0053(11) N9 0.0289(14) 0.0297(14) 0.0369(16) -0.0033(12) -0.0002(12) -0.0035(11) N10 0.0253(13) 0.0275(14) 0.0410(16) 0.0010(12) -0.0057(11) -0.0052(11) O1 0.0622(16) 0.0484(15) 0.0314(14) -0.0057(12) 0.0109(12) 0.0061(12) O2 0.0418(13) 0.0271(12) 0.0347(13) 0.0025(10) 0.0015(10) -0.0049(10) O3 0.0684(17) 0.0236(12) 0.0382(14) -0.0083(10) 0.0072(12) -0.0030(11) O4 0.0342(12) 0.0261(11) 0.0330(13) -0.0065(9) -0.0048(9) 0.0010(9) O5 0.0327(11) 0.0272(11) 0.0357(13) 0.0042(10) -0.0101(10) -0.0026(9) O6 0.0334(12) 0.0300(12) 0.0410(14) 0.0050(10) 0.0030(10) -0.0018(9) O7 0.0334(12) 0.0277(11) 0.0333(13) -0.0061(9) 0.0018(9) 0.0029(9) S1 0.0277(4) 0.0226(4) 0.0293(4) -0.0012(3) -0.0007(3) 0.0004(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.362(5) . ? C1 N1 1.375(4) . ? C2 C3 1.430(5) . ? C3 C4 1.401(5) . ? C3 C8 1.417(5) . ? C4 C5 1.385(5) . ? C5 C6 1.392(5) . ? C6 C7 1.392(5) . ? C7 C8 1.406(5) . ? C7 N2 1.425(4) . ? C8 N1 1.376(4) . ? C9 O1 1.225(4) . ? C9 N2 1.368(4) . ? C9 C10 1.470(5) . ? C10 C11 1.369(4) . ? C10 N3 1.384(4) . ? C11 C12 1.420(5) . ? C12 C14 1.409(4) . ? C12 C13 1.415(4) . ? C13 N3 1.377(4) . ? C13 C17 1.400(4) . ? C14 C15 1.375(5) . ? C15 C16 1.402(4) . ? C16 C17 1.380(4) . ? C17 N4 1.402(4) . ? C18 O2 1.219(4) . ? C18 N4 1.377(4) . ? C18 N5 1.385(4) . ? C19 C20 1.388(4) . ? C19 N5 1.397(4) . ? C19 C24 1.411(4) . ? C20 C21 1.406(4) . ? C21 C22 1.376(4) . ? C22 C23 1.411(4) . ? C23 C24 1.412(4) . ? C23 C25 1.420(4) . ? C24 N6 1.376(4) . ? C25 C26 1.369(4) . ? C26 N6 1.389(4) . ? C26 C27 1.483(4) . ? C27 O3 1.230(4) . ? C27 N7 1.360(4) . ? C28 C29 1.391(4) . ? C28 C33 1.404(4) . ? C28 N7 1.415(4) . ? C29 C30 1.402(5) . ? C30 C31 1.374(5) . ? C31 C32 1.405(5) . ? C32 C33 1.414(4) . ? C32 C34 1.432(5) . ? C33 N8 1.375(4) . ? C34 C35 1.356(5) . ? C35 N8 1.371(4) . ? C36 C37 1.509(5) . ? C36 N10 1.514(4) . ? C37 C38 1.544(5) . ? C38 C39 1.475(6) . ? C40 C41 1.517(5) . ? C40 N10 1.522(4) . ? C41 C42 1.521(5) . ? C42 C43 1.512(6) . ? C44 C45 1.517(5) . ? C44 N10 1.523(4) . ? C45 C46 1.529(5) . ? C46 C47 1.508(5) . ? C48 C49 1.512(5) . ? C48 N10 1.523(4) . ? C49 C50 1.522(5) . ? C50 C51 1.511(5) . ? C52 C53 1.504(4) . ? C52 N9 1.528(4) . ? C53 C54 1.530(5) . ? C54 C55 1.486(5) . ? C56A N9 1.507(9) . ? C56A C57A 1.517(8) . ? C57A C58A 1.512(7) . ? C58A C59A 1.404(7) . ? C56B N9 1.567(18) . ? C56B C57B 1.614(13) . ? C57B C58B 1.456(12) . ? C58B C59B 1.419(12) . ? C60 C61 1.522(4) . ? C60 N9 1.523(4) . ? C61 C62 1.523(4) . ? C62 C63 1.529(5) . ? C64 C65 1.518(5) . ? C64 N9 1.525(4) . ? C65 C66 1.539(5) . ? C66 C67 1.527(6) . ? O4 S1 1.483(2) . ? O5 S1 1.480(2) . ? O6 S1 1.474(2) . ? O7 S1 1.481(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 N1 110.4(3) . . ? C1 C2 C3 107.2(3) . . ? C4 C3 C8 120.3(3) . . ? C4 C3 C2 133.6(3) . . ? C8 C3 C2 106.1(3) . . ? C5 C4 C3 118.0(3) . . ? C4 C5 C6 121.5(3) . . ? C5 C6 C7 122.0(3) . . ? C6 C7 C8 117.0(3) . . ? C6 C7 N2 124.1(3) . . ? C8 C7 N2 118.9(3) . . ? N1 C8 C7 130.5(3) . . ? N1 C8 C3 108.3(3) . . ? C7 C8 C3 121.2(3) . . ? O1 C9 N2 122.9(3) . . ? O1 C9 C10 119.5(3) . . ? N2 C9 C10 117.6(3) . . ? C11 C10 N3 109.2(3) . . ? C11 C10 C9 124.9(3) . . ? N3 C10 C9 125.8(3) . . ? C10 C11 C12 107.9(3) . . ? C14 C12 C13 118.5(3) . . ? C14 C12 C11 135.1(3) . . ? C13 C12 C11 106.4(3) . . ? N3 C13 C17 129.0(3) . . ? N3 C13 C12 108.1(3) . . ? C17 C13 C12 122.9(3) . . ? C15 C14 C12 118.2(3) . . ? C14 C15 C16 122.6(3) . . ? C17 C16 C15 120.8(3) . . ? C16 C17 C13 117.0(3) . . ? C16 C17 N4 126.4(3) . . ? C13 C17 N4 116.6(3) . . ? O2 C18 N4 125.2(3) . . ? O2 C18 N5 124.9(3) . . ? N4 C18 N5 109.9(3) . . ? C20 C19 N5 125.7(3) . . ? C20 C19 C24 117.0(3) . . ? N5 C19 C24 117.3(3) . . ? C19 C20 C21 121.0(3) . . ? C22 C21 C20 122.3(3) . . ? C21 C22 C23 118.2(3) . . ? C22 C23 C24 119.4(3) . . ? C22 C23 C25 133.8(3) . . ? C24 C23 C25 106.8(3) . . ? N6 C24 C19 129.6(3) . . ? N6 C24 C23 108.2(3) . . ? C19 C24 C23 122.2(3) . . ? C26 C25 C23 107.3(3) . . ? C25 C26 N6 109.6(3) . . ? C25 C26 C27 124.8(3) . . ? N6 C26 C27 125.6(3) . . ? O3 C27 N7 122.6(3) . . ? O3 C27 C26 119.1(3) . . ? N7 C27 C26 118.3(3) . . ? C29 C28 C33 116.8(3) . . ? C29 C28 N7 123.5(3) . . ? C33 C28 N7 119.7(3) . . ? C28 C29 C30 121.0(3) . . ? C31 C30 C29 122.5(3) . . ? C30 C31 C32 117.8(3) . . ? C31 C32 C33 119.7(3) . . ? C31 C32 C34 133.8(3) . . ? C33 C32 C34 106.5(3) . . ? N8 C33 C28 130.1(3) . . ? N8 C33 C32 107.8(3) . . ? C28 C33 C32 122.1(3) . . ? C35 C34 C32 106.8(3) . . ? C34 C35 N8 110.5(3) . . ? C37 C36 N10 115.2(3) . . ? C36 C37 C38 108.2(3) . . ? C39 C38 C37 111.4(4) . . ? C41 C40 N10 115.8(3) . . ? C40 C41 C42 110.8(3) . . ? C43 C42 C41 112.2(3) . . ? C45 C44 N10 115.3(2) . . ? C44 C45 C46 111.2(3) . . ? C47 C46 C45 111.9(3) . . ? C49 C48 N10 114.9(2) . . ? C48 C49 C50 110.5(3) . . ? C51 C50 C49 113.0(3) . . ? C53 C52 N9 115.9(3) . . ? C52 C53 C54 110.4(3) . . ? C55 C54 C53 113.1(3) . . ? N9 C56A C57A 117.3(6) . . ? C58A C57A C56A 116.3(6) . . ? C59A C58A C57A 115.6(5) . . ? N9 C56B C57B 116.0(11) . . ? C58B C57B C56B 109.7(11) . . ? C59B C58B C57B 115.3(11) . . ? C61 C60 N9 116.4(3) . . ? C60 C61 C62 109.8(3) . . ? C61 C62 C63 112.2(3) . . ? C65 C64 N9 114.7(3) . . ? C64 C65 C66 111.5(4) . . ? C67 C66 C65 112.1(4) . . ? C1 N1 C8 108.0(3) . . ? C9 N2 C7 123.8(3) . . ? C13 N3 C10 108.4(2) . . ? C18 N4 C17 127.5(3) . . ? C18 N5 C19 127.8(3) . . ? C24 N6 C26 108.0(2) . . ? C27 N7 C28 124.6(3) . . ? C35 N8 C33 108.4(3) . . ? C56A N9 C60 112.6(4) . . ? C56A N9 C64 102.4(3) . . ? C60 N9 C64 110.6(3) . . ? C56A N9 C52 114.1(4) . . ? C60 N9 C52 106.4(2) . . ? C64 N9 C52 110.8(2) . . ? C56A N9 C56B 13.5(6) . . ? C60 N9 C56B 107.5(7) . . ? C64 N9 C56B 115.6(6) . . ? C52 N9 C56B 105.4(7) . . ? C36 N10 C40 110.8(2) . . ? C36 N10 C44 107.2(2) . . ? C40 N10 C44 110.7(3) . . ? C36 N10 C48 110.8(3) . . ? C40 N10 C48 107.2(2) . . ? C44 N10 C48 110.2(2) . . ? O6 S1 O5 110.49(13) . . ? O6 S1 O7 109.57(13) . . ? O5 S1 O7 108.96(13) . . ? O6 S1 O4 109.04(13) . . ? O5 S1 O4 109.27(12) . . ? O7 S1 O4 109.51(12) . . ? 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 H901 O6 0.88 2.07 2.927(4) 164.6 . N1 H901 S1 0.88 2.93 3.721(3) 151.0 . N2 H2 O4 0.88 2.08 2.953(3) 170.2 . N3 H3 O4 0.88 1.93 2.797(3) 168.9 . N3 H3 S1 0.88 2.87 3.698(2) 156.3 . N4 H4 O5 0.88 1.96 2.789(3) 157.0 . N4 H4 S1 0.88 2.93 3.788(3) 165.2 . N5 H5 O5 0.88 2.10 2.898(3) 150.7 . N5 H5 S1 0.88 2.98 3.835(3) 164.2 . N6 H6 O7 0.88 2.05 2.863(3) 154.1 . N6 H6 S1 0.88 2.94 3.818(3) 173.8 . N7 H7 O7 0.88 2.02 2.896(3) 177.2 . N8 H8 O6 0.88 2.15 2.856(3) 136.5 . N8 H8 O7 0.88 2.59 3.286(3) 136.7 . N8 H8 S1 0.88 2.86 3.661(3) 153.0 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.805 _refine_diff_density_min -0.851 _refine_diff_density_rms 0.076 #===END