# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 #TrackingRef '- 0927_1153_1154_1164_1165_1372_comb.cif' _publ_contact_author_name 'Philip Gale' _publ_contact_author_address ; Southampton SO17 1BJ ; _publ_contact_author_email philip.gale@soton.ac.uk _chemical_compound_source 'Masafumi Yano' loop_ _publ_author_name 'Mark Light' 'Masafumi Yano' 'Phil Gale' C.Tong F.Schmidtchen data_2009sot0927 _database_code_depnum_ccdc_archive 'CCDC 769114' #TrackingRef '- 0927_1153_1154_1164_1165_1372_comb.cif' _chemical_compound_source 'Masafumi Yano' _database_code_CSD 9SOT0927 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H48 N10, 3(C H4 O)' _chemical_formula_sum 'C41 H60 N10 O3' _chemical_formula_weight 740.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 10.0844(2) _cell_length_b 12.6130(3) _cell_length_c 32.3426(7) _cell_angle_alpha 90.00 _cell_angle_beta 98.7700(10) _cell_angle_gamma 90.00 _cell_volume 4065.70(15) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 50601 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1600 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9728 _exptl_absorpt_correction_T_max 0.9968 _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 32132 reflections reduced R(int) from 0.1261 to 0.0586 Ratio of minimum to maximum apparent transmission: 0.895853 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 38876 _diffrn_reflns_av_R_equivalents 0.0600 _diffrn_reflns_av_sigmaI/netI 0.0582 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9262 _reflns_number_gt 6831 _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^)+(0.0000P)^2^+6.6985P] 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 9262 _refine_ls_number_parameters 499 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1074 _refine_ls_R_factor_gt 0.0745 _refine_ls_wR_factor_ref 0.1495 _refine_ls_wR_factor_gt 0.1336 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N -0.1885(2) 0.64694(16) 0.03622(6) 0.0226(4) Uani 1 1 d . . . H901 H -0.1166 0.6860 0.0354 0.027 Uiso 1 1 calc R . . N2 N -0.2265(2) 0.90476(16) 0.06004(6) 0.0228(4) Uani 1 1 d . . . H902 H -0.1466 0.8876 0.0543 0.027 Uiso 1 1 calc R . . N3 N 0.0377(2) 0.89104(16) 0.13236(6) 0.0221(4) Uani 1 1 d . . . H903 H -0.0162 0.8443 0.1413 0.027 Uiso 1 1 calc R . . N4 N 0.0725(2) 0.64030(16) 0.10995(6) 0.0235(4) Uani 1 1 d . . . H904 H 0.0100 0.6591 0.1248 0.028 Uiso 1 1 calc R . . N5 N -0.1255(2) 1.05876(17) 0.26939(6) 0.0305(5) Uani 1 1 d . . . N6 N -0.0934(2) 1.00278(18) 0.30416(7) 0.0328(5) Uani 1 1 d . . . N7 N 0.0051(2) 0.93639(18) 0.29740(6) 0.0299(5) Uani 1 1 d . . . N8 N 0.0383(2) 0.51904(18) 0.25176(6) 0.0279(5) Uani 1 1 d . . . N9 N 0.1464(3) 0.4576(3) 0.25616(8) 0.0567(9) Uani 1 1 d . . . N10 N 0.1520(3) 0.4129(2) 0.21946(7) 0.0509(8) Uani 1 1 d . . . C1 C -0.1882(3) 0.54657(19) 0.05294(7) 0.0245(5) Uani 1 1 d . . . C2 C -0.3182(3) 0.5128(2) 0.04775(8) 0.0297(6) Uani 1 1 d . . . H2 H -0.3486 0.4459 0.0561 0.036 Uiso 1 1 calc R . . C3 C -0.4000(3) 0.5946(2) 0.02773(8) 0.0284(6) Uani 1 1 d . . . H3 H -0.4948 0.5924 0.0203 0.034 Uiso 1 1 calc R . . C4 C -0.3184(2) 0.6773(2) 0.02093(7) 0.0233(5) Uani 1 1 d . . . C5 C -0.5019(3) 0.7839(2) -0.01920(8) 0.0343(6) Uani 1 1 d . . . H5A H -0.5614 0.7623 0.0006 0.051 Uiso 1 1 calc R . . H5B H -0.5093 0.7330 -0.0423 0.051 Uiso 1 1 calc R . . H5C H -0.5280 0.8545 -0.0302 0.051 Uiso 1 1 calc R . . C6 C -0.3560(2) 0.7870(2) 0.00335(7) 0.0245(5) Uani 1 1 d . . . C7 C -0.2658(3) 0.8191(2) -0.02872(8) 0.0294(6) Uani 1 1 d . . . H7A H -0.2933 0.8889 -0.0403 0.044 Uiso 1 1 calc R . . H7B H -0.2742 0.7667 -0.0513 0.044 Uiso 1 1 calc R . . H7C H -0.1723 0.8223 -0.0150 0.044 Uiso 1 1 calc R . . C8 C -0.3461(2) 0.86814(19) 0.03860(7) 0.0230(5) Uani 1 1 d . . . C9 C -0.4465(3) 0.9133(2) 0.05683(8) 0.0287(6) Uani 1 1 d . . . H9 H -0.5401 0.9028 0.0487 0.034 Uiso 1 1 calc R . . C10 C -0.3858(3) 0.9785(2) 0.08992(8) 0.0283(6) Uani 1 1 d . . . H10 H -0.4316 1.0197 0.1079 0.034 Uiso 1 1 calc R . . C11 C -0.2494(2) 0.97207(19) 0.09169(7) 0.0221(5) Uani 1 1 d . . . C12 C -0.1643(3) 1.0199(2) 0.16596(7) 0.0255(5) Uani 1 1 d . . . H12A H -0.2536 1.0495 0.1685 0.031 Uiso 1 1 calc R . . H12B H -0.1656 0.9435 0.1730 0.031 Uiso 1 1 calc R . . C13 C -0.1401(3) 1.03157(19) 0.11980(7) 0.0238(5) Uani 1 1 d . . . C14 C -0.1494(3) 1.1497(2) 0.10766(8) 0.0320(6) Uani 1 1 d . . . H14A H -0.1373 1.1577 0.0783 0.048 Uiso 1 1 calc R . . H14B H -0.0793 1.1894 0.1255 0.048 Uiso 1 1 calc R . . H14C H -0.2377 1.1773 0.1114 0.048 Uiso 1 1 calc R . . C15 C -0.0010(3) 0.99009(19) 0.11720(7) 0.0234(5) Uani 1 1 d . . . C16 C 0.1108(3) 1.0383(2) 0.10649(8) 0.0277(6) Uani 1 1 d . . . H16 H 0.1147 1.1074 0.0951 0.033 Uiso 1 1 calc R . . C17 C 0.2196(3) 0.9662(2) 0.11546(8) 0.0290(6) Uani 1 1 d . . . H17 H 0.3093 0.9789 0.1111 0.035 Uiso 1 1 calc R . . C18 C 0.1730(2) 0.8753(2) 0.13159(7) 0.0237(5) Uani 1 1 d . . . C19 C 0.2091(3) 0.7367(2) 0.18829(7) 0.0279(6) Uani 1 1 d . . . H19A H 0.2422 0.7902 0.2093 0.042 Uiso 1 1 calc R . . H19B H 0.2526 0.6686 0.1961 0.042 Uiso 1 1 calc R . . H19C H 0.1118 0.7292 0.1868 0.042 Uiso 1 1 calc R . . C20 C 0.2419(2) 0.7716(2) 0.14516(7) 0.0260(5) Uani 1 1 d . . . C21 C 0.3938(3) 0.7857(2) 0.14891(9) 0.0339(6) Uani 1 1 d . . . H21A H 0.4170 0.8072 0.1218 0.051 Uiso 1 1 calc R . . H21B H 0.4385 0.7186 0.1576 0.051 Uiso 1 1 calc R . . H21C H 0.4235 0.8405 0.1698 0.051 Uiso 1 1 calc R . . C22 C 0.1981(2) 0.6854(2) 0.11331(7) 0.0251(5) Uani 1 1 d . . . C23 C 0.2638(3) 0.6365(2) 0.08433(8) 0.0319(6) Uani 1 1 d . . . H23 H 0.3519 0.6521 0.0791 0.038 Uiso 1 1 calc R . . C24 C 0.1764(3) 0.5581(2) 0.06354(8) 0.0321(6) Uani 1 1 d . . . H24 H 0.1960 0.5118 0.0421 0.038 Uiso 1 1 calc R . . C25 C 0.0586(3) 0.5613(2) 0.07996(7) 0.0256(5) Uani 1 1 d . . . C26 C -0.0904(3) 0.4562(2) 0.11891(8) 0.0275(5) Uani 1 1 d . . . H26A H -0.1235 0.5186 0.1329 0.033 Uiso 1 1 calc R . . H26B H -0.1623 0.4020 0.1157 0.033 Uiso 1 1 calc R . . C27 C -0.0631(3) 0.48984(19) 0.07454(7) 0.0242(5) Uani 1 1 d . . . C28 C -0.0357(3) 0.3911(2) 0.04927(8) 0.0334(6) Uani 1 1 d . . . H28A H -0.0165 0.4128 0.0217 0.050 Uiso 1 1 calc R . . H28B H -0.1147 0.3448 0.0458 0.050 Uiso 1 1 calc R . . H28C H 0.0416 0.3526 0.0642 0.050 Uiso 1 1 calc R . . C29 C -0.0579(3) 1.0756(2) 0.19794(8) 0.0302(6) Uani 1 1 d . . . H29A H 0.0304 1.0708 0.1882 0.036 Uiso 1 1 calc R . . H29B H -0.0813 1.1516 0.1994 0.036 Uiso 1 1 calc R . . C30 C -0.0470(3) 1.0282(2) 0.24089(8) 0.0277(6) Uani 1 1 d . . . C31 C 0.0362(3) 0.9497(2) 0.25859(8) 0.0314(6) Uani 1 1 d . . . H31 H 0.1020 0.9124 0.2462 0.038 Uiso 1 1 calc R . . C32 C 0.0661(3) 0.8657(2) 0.33085(8) 0.0363(7) Uani 1 1 d . . . H32A H 0.0474 0.8936 0.3580 0.044 Uiso 1 1 calc R . . H32B H 0.1646 0.8659 0.3316 0.044 Uiso 1 1 calc R . . C33 C 0.0156(3) 0.7519(2) 0.32585(8) 0.0322(6) Uani 1 1 d . . . H33A H -0.0837 0.7527 0.3214 0.039 Uiso 1 1 calc R . . H33B H 0.0458 0.7131 0.3522 0.039 Uiso 1 1 calc R . . C34 C 0.0625(3) 0.6913(2) 0.28988(8) 0.0302(6) Uani 1 1 d . . . H34A H 0.0328 0.7290 0.2632 0.036 Uiso 1 1 calc R . . H34B H 0.1618 0.6880 0.2943 0.036 Uiso 1 1 calc R . . C35 C 0.0053(3) 0.5792(2) 0.28729(8) 0.0314(6) Uani 1 1 d . . . H35A H 0.0402 0.5409 0.3134 0.038 Uiso 1 1 calc R . . H35B H -0.0935 0.5833 0.2853 0.038 Uiso 1 1 calc R . . C36 C -0.0263(3) 0.5137(2) 0.21213(8) 0.0282(6) Uani 1 1 d . . . H36 H -0.1064 0.5495 0.2008 0.034 Uiso 1 1 calc R . . C37 C 0.0469(2) 0.4463(2) 0.19174(7) 0.0240(5) Uani 1 1 d . . . C38 C 0.0330(3) 0.4114(2) 0.14703(8) 0.0300(6) Uani 1 1 d . . . H38A H 0.0283 0.3330 0.1461 0.036 Uiso 1 1 calc R . . H38B H 0.1144 0.4330 0.1355 0.036 Uiso 1 1 calc R . . O2 O 0.85745(16) 0.72998(14) 0.15717(5) 0.0256(4) Uani 1 1 d . . . H2A H 0.8503 0.7392 0.1825 0.038 Uiso 1 1 calc R . . C40 C 0.7254(2) 0.7174(2) 0.13296(8) 0.0281(6) Uani 1 1 d . . . H40A H 0.6777 0.6601 0.1449 0.042 Uiso 1 1 calc R . . H40B H 0.7341 0.7000 0.1040 0.042 Uiso 1 1 calc R . . H40C H 0.6750 0.7837 0.1336 0.042 Uiso 1 1 calc R . . O1 O 0.77614(18) 0.73773(15) 0.23360(6) 0.0304(4) Uani 1 1 d . . . H1A H 0.7334 0.6803 0.2313 0.046 Uiso 1 1 calc R . . C39 C 0.6899(3) 0.8210(2) 0.24245(9) 0.0369(7) Uani 1 1 d . . . H39A H 0.7225 0.8504 0.2702 0.055 Uiso 1 1 calc R . . H39B H 0.5989 0.7932 0.2420 0.055 Uiso 1 1 calc R . . H39C H 0.6886 0.8767 0.2213 0.055 Uiso 1 1 calc R . . O3 O 0.03222(18) 0.81553(16) 0.03625(6) 0.0344(4) Uani 1 1 d . . . H3A H 0.0818 0.7915 0.0574 0.052 Uiso 1 1 calc R . . C41 C 0.1118(3) 0.8707(3) 0.01060(8) 0.0375(7) Uani 1 1 d . . . H41A H 0.1538 0.9322 0.0258 0.056 Uiso 1 1 calc R . . H41B H 0.0549 0.8947 -0.0150 0.056 Uiso 1 1 calc R . . H41C H 0.1816 0.8233 0.0032 0.056 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0243(11) 0.0205(10) 0.0223(10) 0.0006(8) 0.0015(8) -0.0019(9) N2 0.0257(11) 0.0211(10) 0.0217(10) -0.0002(8) 0.0044(8) 0.0003(9) N3 0.0229(11) 0.0208(10) 0.0233(10) -0.0015(8) 0.0058(8) -0.0066(8) N4 0.0197(10) 0.0258(11) 0.0251(10) -0.0042(8) 0.0033(8) 0.0004(9) N5 0.0449(14) 0.0247(11) 0.0235(10) -0.0028(9) 0.0103(10) -0.0019(10) N6 0.0455(14) 0.0287(12) 0.0255(11) -0.0021(9) 0.0096(10) 0.0012(11) N7 0.0377(13) 0.0291(12) 0.0228(10) -0.0030(9) 0.0041(9) -0.0025(10) N8 0.0309(12) 0.0306(12) 0.0227(10) 0.0060(9) 0.0052(9) 0.0062(10) N9 0.0537(17) 0.084(2) 0.0277(13) -0.0088(13) -0.0070(12) 0.0408(16) N10 0.0479(16) 0.077(2) 0.0246(12) -0.0057(12) -0.0052(11) 0.0323(15) C1 0.0318(14) 0.0196(12) 0.0207(11) -0.0029(9) -0.0006(10) -0.0012(10) C2 0.0322(15) 0.0235(13) 0.0299(13) 0.0036(10) -0.0059(11) -0.0082(11) C3 0.0261(13) 0.0279(14) 0.0281(13) 0.0006(10) -0.0055(10) -0.0051(11) C4 0.0250(13) 0.0240(13) 0.0198(11) -0.0001(9) -0.0003(9) -0.0007(10) C5 0.0342(15) 0.0343(16) 0.0309(14) 0.0048(12) -0.0062(11) -0.0002(12) C6 0.0263(13) 0.0245(13) 0.0216(11) 0.0016(10) 0.0007(10) -0.0019(10) C7 0.0348(15) 0.0299(14) 0.0230(12) 0.0016(10) 0.0029(10) -0.0038(12) C8 0.0247(13) 0.0206(12) 0.0225(11) 0.0060(9) 0.0000(9) -0.0008(10) C9 0.0248(13) 0.0302(14) 0.0306(13) 0.0039(11) 0.0023(10) 0.0022(11) C10 0.0281(14) 0.0278(14) 0.0297(13) 0.0034(11) 0.0068(11) 0.0051(11) C11 0.0290(13) 0.0176(12) 0.0203(11) 0.0026(9) 0.0062(10) 0.0010(10) C12 0.0315(14) 0.0226(13) 0.0245(12) 0.0001(10) 0.0113(10) 0.0000(11) C13 0.0314(14) 0.0212(12) 0.0203(11) -0.0008(9) 0.0085(10) -0.0025(10) C14 0.0481(17) 0.0215(13) 0.0276(13) 0.0020(10) 0.0098(12) -0.0019(12) C15 0.0291(13) 0.0228(12) 0.0192(11) -0.0008(9) 0.0061(10) -0.0051(10) C16 0.0333(15) 0.0268(14) 0.0240(12) 0.0002(10) 0.0077(10) -0.0092(11) C17 0.0245(13) 0.0378(15) 0.0254(12) -0.0021(11) 0.0059(10) -0.0110(12) C18 0.0200(12) 0.0330(14) 0.0184(11) -0.0029(10) 0.0035(9) -0.0061(10) C19 0.0246(13) 0.0351(15) 0.0234(12) -0.0008(11) 0.0020(10) -0.0024(11) C20 0.0206(12) 0.0347(14) 0.0225(12) -0.0017(10) 0.0027(9) -0.0042(11) C21 0.0214(13) 0.0448(17) 0.0347(14) 0.0001(12) 0.0016(11) -0.0050(12) C22 0.0182(12) 0.0318(14) 0.0246(12) -0.0002(10) 0.0012(9) 0.0013(10) C23 0.0254(14) 0.0434(17) 0.0280(13) -0.0033(12) 0.0077(11) 0.0029(12) C24 0.0315(15) 0.0368(15) 0.0284(13) -0.0063(11) 0.0065(11) 0.0080(12) C25 0.0276(13) 0.0245(13) 0.0236(12) -0.0032(10) 0.0005(10) 0.0045(11) C26 0.0309(14) 0.0242(13) 0.0257(12) 0.0016(10) -0.0007(10) -0.0006(11) C27 0.0269(13) 0.0211(12) 0.0230(12) -0.0014(9) -0.0012(10) 0.0012(10) C28 0.0427(17) 0.0243(14) 0.0312(14) -0.0051(11) -0.0009(12) 0.0062(12) C29 0.0428(16) 0.0257(14) 0.0236(12) -0.0015(10) 0.0096(11) -0.0071(12) C30 0.0362(15) 0.0259(13) 0.0224(12) -0.0048(10) 0.0096(11) -0.0059(11) C31 0.0356(15) 0.0341(15) 0.0257(13) -0.0022(11) 0.0078(11) -0.0021(12) C32 0.0436(17) 0.0409(17) 0.0228(12) -0.0003(12) 0.0001(11) 0.0005(14) C33 0.0423(16) 0.0323(15) 0.0223(12) 0.0037(11) 0.0059(11) 0.0030(12) C34 0.0286(14) 0.0370(15) 0.0246(12) 0.0011(11) 0.0031(10) 0.0024(12) C35 0.0388(16) 0.0320(15) 0.0252(13) 0.0053(11) 0.0101(11) 0.0078(12) C36 0.0304(14) 0.0257(13) 0.0269(13) 0.0047(10) -0.0003(10) 0.0039(11) C37 0.0246(13) 0.0226(13) 0.0238(12) 0.0072(10) 0.0009(10) 0.0010(10) C38 0.0363(15) 0.0234(13) 0.0277(13) -0.0023(10) -0.0028(11) 0.0056(11) O2 0.0221(9) 0.0280(10) 0.0272(9) 0.0026(8) 0.0054(7) -0.0010(7) C40 0.0244(13) 0.0301(14) 0.0297(13) 0.0044(11) 0.0034(10) 0.0007(11) O1 0.0306(10) 0.0299(10) 0.0317(10) -0.0033(8) 0.0078(8) 0.0000(8) C39 0.0363(16) 0.0292(15) 0.0462(17) -0.0017(12) 0.0091(13) 0.0029(12) O3 0.0303(10) 0.0444(12) 0.0279(10) 0.0031(9) 0.0023(8) -0.0044(9) C41 0.0330(15) 0.0532(19) 0.0276(13) -0.0014(13) 0.0084(11) -0.0066(14) _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 N1 C1 1.376(3) . ? N1 C4 1.382(3) . ? N2 C11 1.376(3) . ? N2 C8 1.377(3) . ? N3 C15 1.377(3) . ? N3 C18 1.383(3) . ? N4 C22 1.378(3) . ? N4 C25 1.383(3) . ? N5 N6 1.326(3) . ? N5 C30 1.359(3) . ? N6 N7 1.342(3) . ? N7 C31 1.350(3) . ? N7 C32 1.463(3) . ? N8 N9 1.328(3) . ? N8 C36 1.348(3) . ? N8 C35 1.458(3) . ? N9 N10 1.323(3) . ? N10 C37 1.347(3) . ? C1 C2 1.365(4) . ? C1 C27 1.524(3) . ? C2 C3 1.415(4) . ? C3 C4 1.367(4) . ? C4 C6 1.522(3) . ? C5 C6 1.540(3) . ? C6 C8 1.524(3) . ? C6 C7 1.535(3) . ? C8 C9 1.371(4) . ? C9 C10 1.413(4) . ? C10 C11 1.370(3) . ? C11 C13 1.516(3) . ? C12 C29 1.541(4) . ? C12 C13 1.556(3) . ? C13 C15 1.512(3) . ? C13 C14 1.541(3) . ? C15 C16 1.370(3) . ? C16 C17 1.420(4) . ? C17 C18 1.372(4) . ? C18 C20 1.514(4) . ? C19 C20 1.546(3) . ? C20 C22 1.517(3) . ? C20 C21 1.529(3) . ? C22 C23 1.374(3) . ? C23 C24 1.423(4) . ? C24 C25 1.374(4) . ? C25 C27 1.511(4) . ? C26 C38 1.533(3) . ? C26 C27 1.561(3) . ? C27 C28 1.538(3) . ? C29 C30 1.501(3) . ? C30 C31 1.366(4) . ? C32 C33 1.524(4) . ? C33 C34 1.526(3) . ? C34 C35 1.524(4) . ? C36 C37 1.360(4) . ? C37 C38 1.498(3) . ? O2 C40 1.447(3) . ? O1 C39 1.420(3) . ? O3 C41 1.421(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C4 109.9(2) . . ? C11 N2 C8 110.4(2) . . ? C15 N3 C18 110.5(2) . . ? C22 N4 C25 110.3(2) . . ? N6 N5 C30 109.4(2) . . ? N5 N6 N7 106.6(2) . . ? N6 N7 C31 110.9(2) . . ? N6 N7 C32 119.8(2) . . ? C31 N7 C32 129.2(2) . . ? N9 N8 C36 110.0(2) . . ? N9 N8 C35 120.1(2) . . ? C36 N8 C35 129.9(2) . . ? N10 N9 N8 107.4(2) . . ? N9 N10 C37 109.1(2) . . ? C2 C1 N1 107.2(2) . . ? C2 C1 C27 128.5(2) . . ? N1 C1 C27 124.3(2) . . ? C1 C2 C3 108.1(2) . . ? C4 C3 C2 107.9(2) . . ? C3 C4 N1 107.0(2) . . ? C3 C4 C6 129.2(2) . . ? N1 C4 C6 123.6(2) . . ? C4 C6 C8 110.32(19) . . ? C4 C6 C7 110.7(2) . . ? C8 C6 C7 110.5(2) . . ? C4 C6 C5 108.6(2) . . ? C8 C6 C5 108.6(2) . . ? C7 C6 C5 108.0(2) . . ? C9 C8 N2 107.0(2) . . ? C9 C8 C6 129.3(2) . . ? N2 C8 C6 123.7(2) . . ? C8 C9 C10 107.7(2) . . ? C11 C10 C9 108.3(2) . . ? C10 C11 N2 106.7(2) . . ? C10 C11 C13 129.0(2) . . ? N2 C11 C13 124.2(2) . . ? C29 C12 C13 113.9(2) . . ? C15 C13 C11 113.0(2) . . ? C15 C13 C14 110.0(2) . . ? C11 C13 C14 108.4(2) . . ? C15 C13 C12 107.7(2) . . ? C11 C13 C12 108.8(2) . . ? C14 C13 C12 108.9(2) . . ? C16 C15 N3 107.1(2) . . ? C16 C15 C13 131.8(2) . . ? N3 C15 C13 120.6(2) . . ? C15 C16 C17 107.7(2) . . ? C18 C17 C16 108.3(2) . . ? C17 C18 N3 106.4(2) . . ? C17 C18 C20 131.5(2) . . ? N3 C18 C20 122.0(2) . . ? C18 C20 C22 110.4(2) . . ? C18 C20 C21 109.4(2) . . ? C22 C20 C21 108.8(2) . . ? C18 C20 C19 110.8(2) . . ? C22 C20 C19 109.2(2) . . ? C21 C20 C19 108.1(2) . . ? C23 C22 N4 107.1(2) . . ? C23 C22 C20 131.7(2) . . ? N4 C22 C20 121.2(2) . . ? C22 C23 C24 107.8(2) . . ? C25 C24 C23 107.9(2) . . ? C24 C25 N4 106.9(2) . . ? C24 C25 C27 132.3(2) . . ? N4 C25 C27 120.3(2) . . ? C38 C26 C27 113.9(2) . . ? C25 C27 C1 112.0(2) . . ? C25 C27 C28 109.7(2) . . ? C1 C27 C28 109.9(2) . . ? C25 C27 C26 108.04(19) . . ? C1 C27 C26 107.4(2) . . ? C28 C27 C26 109.8(2) . . ? C30 C29 C12 112.6(2) . . ? N5 C30 C31 107.8(2) . . ? N5 C30 C29 123.1(2) . . ? C31 C30 C29 129.1(2) . . ? N7 C31 C30 105.4(2) . . ? N7 C32 C33 113.5(2) . . ? C32 C33 C34 114.5(2) . . ? C35 C34 C33 110.3(2) . . ? N8 C35 C34 113.4(2) . . ? N8 C36 C37 105.9(2) . . ? N10 C37 C36 107.6(2) . . ? N10 C37 C38 119.9(2) . . ? C36 C37 C38 132.4(2) . . ? C37 C38 C26 114.4(2) . . ? 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 O3 0.88 2.22 3.078(3) 166.3 . N2 H902 O3 0.88 2.18 3.046(3) 168.7 . N3 H903 O2 0.88 2.04 2.919(3) 175.2 1_455 N4 H904 O2 0.88 2.18 3.053(3) 171.1 1_455 O2 H2A O1 0.84 1.92 2.722(2) 160.4 . O1 H1A N5 0.84 1.88 2.714(3) 173.2 2_545 O3 H3A N4 0.84 2.57 3.230(3) 136.9 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.344 _refine_diff_density_min -0.287 _refine_diff_density_rms 0.059 #===END data_2009sot1165 _database_code_depnum_ccdc_archive 'CCDC 769115' #TrackingRef '- 0927_1153_1154_1164_1165_1372_comb.cif' _chemical_compound_source 'Masafumi Yano' _database_code_CSD 9SOT1165 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H50 N10, 3(C H4 O)' _chemical_formula_sum 'C42 H62 N10 O3' _chemical_formula_weight 755.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 10.0381(5) _cell_length_b 13.1722(6) _cell_length_c 31.7659(15) _cell_angle_alpha 90.00 _cell_angle_beta 96.894(2) _cell_angle_gamma 90.00 _cell_volume 4169.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 66350 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9731 _exptl_absorpt_correction_T_max 0.9845 _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 33744 _diffrn_reflns_av_R_equivalents 0.1267 _diffrn_reflns_av_sigmaI/netI 0.1186 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 25.03 _reflns_number_total 7352 _reflns_number_gt 4310 _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^)+(0.0971P)^2^+15.3024P] 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 7352 _refine_ls_number_parameters 508 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1709 _refine_ls_R_factor_gt 0.1101 _refine_ls_wR_factor_ref 0.2949 _refine_ls_wR_factor_gt 0.2636 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.5814(4) 0.6111(3) 0.11210(13) 0.0294(10) Uani 1 1 d . . . H1A H 0.5218 0.6336 0.1280 0.035 Uiso 1 1 calc R . . N2 N 0.3280(5) 0.6444(3) 0.03849(13) 0.0331(11) Uani 1 1 d . . . H999 H 0.4057 0.6757 0.0393 0.040 Uiso 1 1 calc R . . N3 N 0.3312(5) 0.8924(3) 0.06477(14) 0.0370(12) Uani 1 1 d . . . H998 H 0.4091 0.8690 0.0590 0.044 Uiso 1 1 calc R . . N4 N 0.5831(5) 0.8528(3) 0.13787(13) 0.0324(11) Uani 1 1 d . . . H5 H 0.5223 0.8129 0.1470 0.039 Uiso 1 1 calc R . . N5 N 0.6112(5) 0.3637(4) 0.21832(15) 0.0465(13) Uani 1 1 d . . . N6 N 0.6091(5) 0.4002(4) 0.25725(15) 0.0511(15) Uani 1 1 d . . . N7 N 0.5133(5) 0.4709(3) 0.25486(14) 0.0352(11) Uani 1 1 d . . . N8 N 0.5141(5) 0.9291(4) 0.31285(14) 0.0355(11) Uani 1 1 d . . . N9 N 0.4040(5) 0.9867(4) 0.31109(15) 0.0396(12) Uani 1 1 d . . . N10 N 0.3871(5) 1.0314(4) 0.27303(15) 0.0379(12) Uani 1 1 d . . . C1 C 0.7107(6) 0.6434(4) 0.11513(17) 0.0318(13) Uani 1 1 d . . . C2 C 0.7700(6) 0.5933(5) 0.08383(17) 0.0375(14) Uani 1 1 d . . . H2A H 0.8597 0.6019 0.0778 0.045 Uiso 1 1 calc R . . C3 C 0.6742(6) 0.5278(4) 0.06272(17) 0.0370(14) Uani 1 1 d . . . H3A H 0.6879 0.4838 0.0399 0.044 Uiso 1 1 calc R . . C4 C 0.5554(6) 0.5385(4) 0.08092(16) 0.0322(13) Uani 1 1 d . . . C5 C 0.4357(7) 0.3880(5) 0.04750(18) 0.0445(16) Uani 1 1 d . . . H5A H 0.3522 0.3489 0.0458 0.067 Uiso 1 1 calc R . . H5B H 0.5104 0.3460 0.0603 0.067 Uiso 1 1 calc R . . H5C H 0.4524 0.4085 0.0189 0.067 Uiso 1 1 calc R . . C6 C 0.4236(6) 0.4825(4) 0.07473(16) 0.0340(13) Uani 1 1 d . . . C7 C 0.3871(6) 0.4500(4) 0.11906(16) 0.0340(13) Uani 1 1 d . . . H7A H 0.3667 0.5115 0.1351 0.041 Uiso 1 1 calc R . . H7B H 0.3053 0.4075 0.1152 0.041 Uiso 1 1 calc R . . C8 C 0.3104(6) 0.5468(4) 0.05376(16) 0.0299(13) Uani 1 1 d . . . C9 C 0.1759(6) 0.5278(4) 0.04592(17) 0.0369(14) Uani 1 1 d . . . H9 H 0.1326 0.4668 0.0527 0.044 Uiso 1 1 calc R . . C10 C 0.1120(6) 0.6139(5) 0.02605(17) 0.0407(15) Uani 1 1 d . . . H10 H 0.0187 0.6208 0.0171 0.049 Uiso 1 1 calc R . . C11 C 0.2073(6) 0.6848(4) 0.02215(16) 0.0334(13) Uani 1 1 d . . . C12 C 0.0534(7) 0.8052(5) -0.0192(2) 0.0552(18) Uani 1 1 d . . . H12A H 0.0420 0.7560 -0.0425 0.083 Uiso 1 1 calc R . . H12B H 0.0432 0.8741 -0.0307 0.083 Uiso 1 1 calc R . . H12C H -0.0146 0.7931 -0.0001 0.083 Uiso 1 1 calc R . . C13 C 0.1937(6) 0.7933(5) 0.00540(17) 0.0414(15) Uani 1 1 d . . . C14 C 0.2971(7) 0.8165(5) -0.02543(18) 0.0496(17) Uani 1 1 d . . . H14A H 0.3880 0.8070 -0.0108 0.074 Uiso 1 1 calc R . . H14B H 0.2863 0.8869 -0.0353 0.074 Uiso 1 1 calc R . . H14C H 0.2829 0.7705 -0.0498 0.074 Uiso 1 1 calc R . . C15 C 0.2091(6) 0.8686(5) 0.04232(18) 0.0422(15) Uani 1 1 d . . . C16 C 0.1147(7) 0.9205(5) 0.0605(2) 0.0475(16) Uani 1 1 d . . . H16 H 0.0209 0.9196 0.0515 0.057 Uiso 1 1 calc R . . C17 C 0.1796(7) 0.9763(5) 0.09510(18) 0.0449(16) Uani 1 1 d . . . H17 H 0.1368 1.0191 0.1135 0.054 Uiso 1 1 calc R . . C18 C 0.3139(6) 0.9582(4) 0.09758(16) 0.0371(14) Uani 1 1 d . . . C19 C 0.4431(7) 1.1163(5) 0.1156(2) 0.0496(17) Uani 1 1 d . . . H19A H 0.5147 1.1472 0.1351 0.074 Uiso 1 1 calc R . . H19B H 0.3582 1.1512 0.1180 0.074 Uiso 1 1 calc R . . H19C H 0.4651 1.1225 0.0864 0.074 Uiso 1 1 calc R . . C20 C 0.4297(6) 1.0030(4) 0.12674(17) 0.0382(14) Uani 1 1 d . . . C21 C 0.3941(6) 0.9939(4) 0.17348(16) 0.0360(14) Uani 1 1 d . . . H21A H 0.3093 1.0309 0.1756 0.043 Uiso 1 1 calc R . . H21B H 0.3788 0.9216 0.1798 0.043 Uiso 1 1 calc R . . C22 C 0.5600(6) 0.9503(4) 0.12411(16) 0.0346(14) Uani 1 1 d . . . C23 C 0.6806(6) 0.9848(5) 0.11310(17) 0.0383(14) Uani 1 1 d . . . H23 H 0.6961 1.0507 0.1025 0.046 Uiso 1 1 calc R . . C24 C 0.7767(6) 0.9079(5) 0.11987(17) 0.0408(15) Uani 1 1 d . . . H24 H 0.8678 0.9119 0.1147 0.049 Uiso 1 1 calc R . . C25 C 0.7144(6) 0.8255(4) 0.13549(16) 0.0340(13) Uani 1 1 d . . . C26 C 0.7288(6) 0.6910(5) 0.19212(17) 0.0375(14) Uani 1 1 d . . . H26A H 0.6309 0.6909 0.1913 0.056 Uiso 1 1 calc R . . H26B H 0.7675 0.7402 0.2133 0.056 Uiso 1 1 calc R . . H26C H 0.7638 0.6231 0.1998 0.056 Uiso 1 1 calc R . . C27 C 0.7672(6) 0.7204(5) 0.14818(18) 0.0370(14) Uani 1 1 d . . . C28 C 0.9202(6) 0.7226(5) 0.1507(2) 0.0459(16) Uani 1 1 d . . . H28A H 0.9567 0.6572 0.1612 0.069 Uiso 1 1 calc R . . H28B H 0.9556 0.7767 0.1701 0.069 Uiso 1 1 calc R . . H28C H 0.9463 0.7354 0.1224 0.069 Uiso 1 1 calc R . . C29 C 0.5000(6) 0.3905(4) 0.14515(17) 0.0397(15) Uani 1 1 d . . . H29A H 0.4822 0.3170 0.1410 0.048 Uiso 1 1 calc R . . H29B H 0.5856 0.4057 0.1339 0.048 Uiso 1 1 calc R . . C30 C 0.5167(6) 0.4126(4) 0.19163(16) 0.0300(13) Uani 1 1 d . . . C31 C 0.4553(6) 0.4812(4) 0.21491(16) 0.0324(13) Uani 1 1 d . . . H31 H 0.3855 0.5271 0.2049 0.039 Uiso 1 1 calc R . . C32 C 0.4883(6) 0.5286(4) 0.29250(17) 0.0390(14) Uani 1 1 d . . . H32A H 0.4987 0.4831 0.3175 0.047 Uiso 1 1 calc R . . H32B H 0.3946 0.5537 0.2887 0.047 Uiso 1 1 calc R . . C33 C 0.5817(6) 0.6170(5) 0.30076(18) 0.0395(14) Uani 1 1 d . . . H33A H 0.5931 0.6503 0.2735 0.047 Uiso 1 1 calc R . . H33B H 0.6706 0.5920 0.3134 0.047 Uiso 1 1 calc R . . C34 C 0.5302(6) 0.6953(5) 0.3307(2) 0.0449(16) Uani 1 1 d . . . H34A H 0.4484 0.7276 0.3161 0.054 Uiso 1 1 calc R . . H34B H 0.5047 0.6595 0.3559 0.054 Uiso 1 1 calc R . . C35 C 0.6301(6) 0.7767(5) 0.34508(19) 0.0446(16) Uani 1 1 d . . . H35A H 0.6923 0.7850 0.3234 0.053 Uiso 1 1 calc R . . H35B H 0.6836 0.7543 0.3717 0.053 Uiso 1 1 calc R . . C36 C 0.5661(7) 0.8804(4) 0.35280(17) 0.0417(15) Uani 1 1 d . . . H36A H 0.4921 0.8708 0.3704 0.050 Uiso 1 1 calc R . . H36B H 0.6341 0.9250 0.3686 0.050 Uiso 1 1 calc R . . C37 C 0.5698(6) 0.9355(4) 0.27658(17) 0.0366(14) Uani 1 1 d . . . H37 H 0.6485 0.9019 0.2700 0.044 Uiso 1 1 calc R . . C38 C 0.4896(6) 1.0009(4) 0.25079(17) 0.0347(13) Uani 1 1 d . . . C39 C 0.5032(7) 1.0360(5) 0.20689(18) 0.0439(15) Uani 1 1 d . . . H39A H 0.5922 1.0151 0.1995 0.053 Uiso 1 1 calc R . . H39B H 0.4996 1.1111 0.2062 0.053 Uiso 1 1 calc R . . O1 O 0.5814(4) 0.7915(3) 0.03866(13) 0.0463(11) Uani 1 1 d . . . H1 H 0.6302 0.7676 0.0596 0.069 Uiso 1 1 calc R . . C40 C 0.6620(8) 0.8479(6) 0.0129(2) 0.061(2) Uani 1 1 d . . . H40A H 0.6095 0.9043 -0.0006 0.092 Uiso 1 1 calc R . . H40B H 0.6909 0.8034 -0.0090 0.092 Uiso 1 1 calc R . . H40C H 0.7410 0.8746 0.0305 0.092 Uiso 1 1 calc R . . O2 O 0.3802(4) 0.7123(3) 0.16233(11) 0.0345(9) Uani 1 1 d . . . H2 H 0.3721 0.7091 0.1883 0.052 Uiso 1 1 calc R . . C41 C 0.2505(6) 0.7165(4) 0.13851(18) 0.0371(14) Uani 1 1 d . . . H41A H 0.2044 0.7784 0.1459 0.056 Uiso 1 1 calc R . . H41B H 0.1982 0.6570 0.1451 0.056 Uiso 1 1 calc R . . H41C H 0.2599 0.7171 0.1082 0.056 Uiso 1 1 calc R . . O3 O 0.2880(4) 0.6932(3) 0.23924(12) 0.0385(10) Uani 1 1 d . . . H3 H 0.2350 0.6437 0.2358 0.058 Uiso 1 1 calc R . . C42 C 0.2173(7) 0.7804(5) 0.2514(2) 0.0512(18) Uani 1 1 d . . . H42A H 0.2773 0.8394 0.2534 0.077 Uiso 1 1 calc R . . H42B H 0.1860 0.7682 0.2790 0.077 Uiso 1 1 calc R . . H42C H 0.1401 0.7936 0.2302 0.077 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.035(3) 0.031(2) 0.024(2) -0.003(2) 0.0101(19) 0.002(2) N2 0.035(3) 0.038(3) 0.025(2) -0.004(2) 0.001(2) 0.000(2) N3 0.051(3) 0.037(3) 0.023(2) 0.000(2) 0.004(2) 0.010(2) N4 0.050(3) 0.026(2) 0.021(2) 0.0010(19) 0.003(2) -0.007(2) N5 0.051(3) 0.059(3) 0.030(3) -0.002(3) 0.004(2) 0.018(3) N6 0.057(3) 0.066(4) 0.029(3) -0.002(3) -0.001(2) 0.024(3) N7 0.044(3) 0.036(3) 0.025(3) 0.002(2) 0.003(2) 0.005(2) N8 0.045(3) 0.038(3) 0.023(2) -0.001(2) 0.002(2) 0.001(2) N9 0.050(3) 0.042(3) 0.027(3) -0.004(2) 0.006(2) -0.008(3) N10 0.051(3) 0.034(3) 0.029(3) -0.001(2) 0.004(2) -0.001(2) C1 0.036(3) 0.035(3) 0.024(3) 0.006(2) 0.002(2) 0.003(3) C2 0.039(3) 0.048(4) 0.027(3) 0.007(3) 0.009(3) 0.003(3) C3 0.050(4) 0.036(3) 0.026(3) -0.002(3) 0.008(3) 0.004(3) C4 0.041(3) 0.035(3) 0.020(3) 0.000(2) 0.005(2) 0.007(3) C5 0.065(4) 0.041(4) 0.027(3) -0.008(3) 0.003(3) 0.006(3) C6 0.047(3) 0.036(3) 0.020(3) -0.004(2) 0.007(2) -0.003(3) C7 0.045(3) 0.033(3) 0.024(3) -0.006(2) 0.003(2) -0.002(3) C8 0.043(3) 0.030(3) 0.017(3) -0.004(2) 0.004(2) 0.002(3) C9 0.046(4) 0.036(3) 0.028(3) 0.003(3) 0.002(3) 0.001(3) C10 0.040(3) 0.057(4) 0.025(3) -0.004(3) 0.002(3) 0.001(3) C11 0.042(3) 0.040(3) 0.019(3) -0.008(2) 0.006(2) 0.000(3) C12 0.074(5) 0.053(4) 0.036(4) -0.001(3) -0.005(3) 0.018(4) C13 0.060(4) 0.043(4) 0.022(3) -0.002(3) 0.006(3) 0.009(3) C14 0.084(5) 0.045(4) 0.020(3) 0.003(3) 0.007(3) 0.007(4) C15 0.054(4) 0.038(3) 0.033(3) 0.013(3) 0.000(3) 0.016(3) C16 0.051(4) 0.048(4) 0.041(4) 0.005(3) -0.006(3) 0.019(3) C17 0.070(5) 0.037(3) 0.027(3) -0.003(3) 0.001(3) 0.016(3) C18 0.059(4) 0.034(3) 0.019(3) 0.000(2) 0.005(3) 0.015(3) C19 0.078(5) 0.036(4) 0.035(4) 0.003(3) 0.006(3) 0.007(3) C20 0.061(4) 0.028(3) 0.025(3) 0.004(2) 0.005(3) -0.001(3) C21 0.050(4) 0.035(3) 0.023(3) -0.002(2) 0.006(3) 0.004(3) C22 0.055(4) 0.032(3) 0.016(3) -0.003(2) 0.002(2) -0.004(3) C23 0.056(4) 0.038(3) 0.022(3) 0.000(3) 0.006(3) -0.009(3) C24 0.047(4) 0.047(4) 0.028(3) -0.005(3) 0.006(3) -0.008(3) C25 0.039(3) 0.041(3) 0.023(3) -0.002(2) 0.007(2) -0.009(3) C26 0.042(3) 0.043(3) 0.026(3) -0.001(3) 0.000(3) -0.004(3) C27 0.038(3) 0.045(4) 0.028(3) 0.001(3) 0.002(2) 0.002(3) C28 0.041(4) 0.052(4) 0.043(4) 0.002(3) 0.000(3) -0.003(3) C29 0.060(4) 0.029(3) 0.030(3) -0.001(3) 0.003(3) 0.005(3) C30 0.042(3) 0.027(3) 0.022(3) 0.000(2) 0.006(2) -0.002(3) C31 0.044(3) 0.032(3) 0.021(3) 0.004(2) 0.003(2) 0.001(3) C32 0.051(4) 0.043(4) 0.024(3) -0.005(3) 0.010(3) 0.005(3) C33 0.040(3) 0.051(4) 0.027(3) 0.000(3) 0.002(3) -0.002(3) C34 0.052(4) 0.042(4) 0.041(4) 0.002(3) 0.006(3) -0.009(3) C35 0.051(4) 0.050(4) 0.031(3) 0.003(3) -0.003(3) -0.004(3) C36 0.069(4) 0.037(3) 0.018(3) -0.002(3) -0.001(3) -0.005(3) C37 0.046(4) 0.038(3) 0.027(3) -0.005(3) 0.012(3) -0.003(3) C38 0.048(4) 0.029(3) 0.028(3) -0.010(2) 0.006(3) 0.001(3) C39 0.066(4) 0.038(3) 0.028(3) -0.004(3) 0.007(3) -0.002(3) O1 0.055(3) 0.053(3) 0.031(2) 0.002(2) 0.004(2) 0.001(2) C40 0.075(5) 0.072(5) 0.038(4) -0.009(4) 0.013(4) -0.012(4) O2 0.041(2) 0.038(2) 0.026(2) -0.0018(18) 0.0074(17) -0.0011(18) C41 0.043(3) 0.039(3) 0.031(3) 0.002(3) 0.009(3) 0.001(3) O3 0.049(3) 0.036(2) 0.031(2) -0.0042(18) 0.0079(19) -0.0013(19) C42 0.055(4) 0.041(4) 0.056(4) -0.016(3) 0.000(3) 0.009(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 N1 C1 1.358(7) . ? N1 C4 1.379(7) . ? N2 C11 1.367(7) . ? N2 C8 1.393(7) . ? N3 C15 1.378(8) . ? N3 C18 1.383(7) . ? N4 C22 1.367(7) . ? N4 C25 1.377(7) . ? N5 N6 1.330(7) . ? N5 C30 1.357(7) . ? N6 N7 1.334(7) . ? N7 C31 1.338(7) . ? N7 C32 1.464(7) . ? N8 N9 1.336(7) . ? N8 C37 1.343(7) . ? N8 C36 1.461(7) . ? N9 N10 1.338(6) . ? N10 C38 1.376(7) . ? C1 C2 1.386(8) . ? C1 C27 1.520(8) . ? C2 C3 1.401(8) . ? C3 C4 1.393(8) . ? C4 C6 1.507(8) . ? C5 C6 1.529(8) . ? C6 C8 1.507(8) . ? C6 C7 1.557(7) . ? C7 C29 1.536(8) . ? C8 C9 1.366(8) . ? C9 C10 1.415(8) . ? C10 C11 1.353(8) . ? C11 C13 1.525(8) . ? C12 C13 1.534(9) . ? C13 C15 1.530(8) . ? C13 C14 1.541(9) . ? C15 C16 1.353(8) . ? C16 C17 1.415(9) . ? C17 C18 1.362(8) . ? C18 C20 1.516(8) . ? C19 C20 1.544(8) . ? C20 C22 1.492(8) . ? C20 C21 1.572(8) . ? C21 C39 1.534(8) . ? C22 C23 1.378(8) . ? C23 C24 1.397(8) . ? C24 C25 1.375(8) . ? C25 C27 1.520(8) . ? C26 C27 1.541(8) . ? C27 C28 1.529(8) . ? C29 C30 1.495(7) . ? C30 C31 1.362(7) . ? C32 C33 1.498(8) . ? C33 C34 1.533(8) . ? C34 C35 1.501(8) . ? C35 C36 1.542(9) . ? C37 C38 1.380(8) . ? C38 C39 1.491(8) . ? O1 C40 1.427(8) . ? O2 C41 1.426(7) . ? O3 C42 1.428(7) . ? 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 C4 111.4(4) . . ? C11 N2 C8 110.4(5) . . ? C15 N3 C18 110.4(5) . . ? C22 N4 C25 110.7(5) . . ? N6 N5 C30 108.7(5) . . ? N5 N6 N7 107.0(5) . . ? N6 N7 C31 110.7(5) . . ? N6 N7 C32 120.6(5) . . ? C31 N7 C32 128.6(5) . . ? N9 N8 C37 110.8(5) . . ? N9 N8 C36 119.6(5) . . ? C37 N8 C36 129.1(5) . . ? N8 N9 N10 107.6(4) . . ? N9 N10 C38 108.3(5) . . ? N1 C1 C2 106.8(5) . . ? N1 C1 C27 122.2(5) . . ? C2 C1 C27 131.0(5) . . ? C1 C2 C3 107.9(5) . . ? C4 C3 C2 108.2(5) . . ? N1 C4 C3 105.7(5) . . ? N1 C4 C6 121.4(5) . . ? C3 C4 C6 132.7(5) . . ? C8 C6 C4 112.7(5) . . ? C8 C6 C5 108.3(5) . . ? C4 C6 C5 110.1(5) . . ? C8 C6 C7 107.9(4) . . ? C4 C6 C7 108.3(4) . . ? C5 C6 C7 109.4(5) . . ? C29 C7 C6 112.9(5) . . ? C9 C8 N2 105.6(5) . . ? C9 C8 C6 130.8(5) . . ? N2 C8 C6 123.6(5) . . ? C8 C9 C10 108.6(5) . . ? C11 C10 C9 107.8(5) . . ? C10 C11 N2 107.5(5) . . ? C10 C11 C13 130.1(6) . . ? N2 C11 C13 122.3(5) . . ? C11 C13 C15 110.1(4) . . ? C11 C13 C12 108.2(5) . . ? C15 C13 C12 109.0(5) . . ? C11 C13 C14 111.6(5) . . ? C15 C13 C14 110.2(5) . . ? C12 C13 C14 107.7(5) . . ? C16 C15 N3 106.9(5) . . ? C16 C15 C13 130.0(6) . . ? N3 C15 C13 123.1(5) . . ? C15 C16 C17 108.2(6) . . ? C18 C17 C16 108.3(5) . . ? C17 C18 N3 106.2(5) . . ? C17 C18 C20 130.4(5) . . ? N3 C18 C20 123.2(5) . . ? C22 C20 C18 113.4(5) . . ? C22 C20 C19 109.6(5) . . ? C18 C20 C19 108.5(5) . . ? C22 C20 C21 108.5(5) . . ? C18 C20 C21 107.7(5) . . ? C19 C20 C21 109.0(5) . . ? C39 C21 C20 113.7(5) . . ? N4 C22 C23 105.7(5) . . ? N4 C22 C20 122.3(5) . . ? C23 C22 C20 131.6(5) . . ? C22 C23 C24 109.5(5) . . ? C25 C24 C23 107.0(5) . . ? C24 C25 N4 107.1(5) . . ? C24 C25 C27 131.0(5) . . ? N4 C25 C27 121.9(5) . . ? C1 C27 C25 109.6(4) . . ? C1 C27 C28 109.8(5) . . ? C25 C27 C28 108.2(5) . . ? C1 C27 C26 110.2(5) . . ? C25 C27 C26 110.6(5) . . ? C28 C27 C26 108.4(5) . . ? C30 C29 C7 114.9(5) . . ? N5 C30 C31 107.7(5) . . ? N5 C30 C29 120.8(5) . . ? C31 C30 C29 131.4(5) . . ? N7 C31 C30 105.9(5) . . ? N7 C32 C33 112.5(5) . . ? C32 C33 C34 112.4(5) . . ? C35 C34 C33 114.0(5) . . ? C34 C35 C36 113.9(5) . . ? N8 C36 C35 111.3(5) . . ? N8 C37 C38 106.0(5) . . ? N10 C38 C37 107.2(5) . . ? N10 C38 C39 123.2(5) . . ? C37 C38 C39 129.5(5) . . ? C38 C39 C21 113.4(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 O3 0.84 1.92 2.726(5) 159.3 . N2 H999 O1 0.88 2.33 3.197(6) 166.9 . N1 H1A O2 0.88 2.16 3.029(6) 170.8 . N3 H998 O1 0.88 2.17 3.043(7) 170.2 . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.481 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.084 #===END data_2009sot1372 _database_code_depnum_ccdc_archive 'CCDC 769116' #TrackingRef '- 0927_1153_1154_1164_1165_1372_comb.cif' _chemical_compound_source 'Masafumi Yano' _database_code_CSD 9SOT1372 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H36 N, C38 H48 N10, C H4 O, Cl' _chemical_formula_sum 'C55 H88 Cl N11 O' _chemical_formula_weight 954.81 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 10.55010(10) _cell_length_b 27.0192(6) _cell_length_c 19.2592(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.7850(10) _cell_angle_gamma 90.00 _cell_volume 5483.45(17) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 63999 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.157 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 0.118 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9826 _exptl_absorpt_correction_T_max 0.9965 _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 40977 reflections reduced R(int) from 0.1254 to 0.0752 Ratio of minimum to maximum apparent transmission: 0.856084 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 48202 _diffrn_reflns_av_R_equivalents 0.0792 _diffrn_reflns_av_sigmaI/netI 0.0671 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 25.03 _reflns_number_total 9884 _reflns_number_gt 7102 _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 TBAs are disordered across a mirror plane, thermal and geometrical restraints were applied. CIF check complains about PLAT076_ALERT_1_C Occupancy 0.50 less than 1.0 for Sp.pos H42B which causes a discrepancy in the formula, but H42B is not on a special position (close), so I think this is probably a bug. ; _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^+15.2289P] 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 9884 _refine_ls_number_parameters 700 _refine_ls_number_restraints 587 _refine_ls_R_factor_all 0.1274 _refine_ls_R_factor_gt 0.0889 _refine_ls_wR_factor_ref 0.1784 _refine_ls_wR_factor_gt 0.1581 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.201 _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 Cl1 Cl -0.00187(6) 0.52804(3) 0.23634(4) 0.02883(17) Uani 1 1 d . . . N1 N 0.2031(2) 0.52529(9) 0.11129(12) 0.0305(6) Uani 1 1 d . . . H1 H 0.1491 0.5270 0.1447 0.037 Uiso 1 1 calc R . . N2 N 0.2533(2) 0.59744(9) 0.25178(11) 0.0277(6) Uani 1 1 d . . . H2 H 0.1801 0.5819 0.2466 0.033 Uiso 1 1 calc R . . N3 N 0.2234(2) 0.49910(9) 0.35311(11) 0.0260(6) Uani 1 1 d . . . H3 H 0.1715 0.5060 0.3173 0.031 Uiso 1 1 calc R . . N4 N 0.1658(2) 0.42772(9) 0.21503(12) 0.0314(6) Uani 1 1 d . . . H4 H 0.1155 0.4531 0.2215 0.038 Uiso 1 1 calc R . . N5 N -0.1664(2) 0.61549(10) 0.43511(13) 0.0381(7) Uani 1 1 d . . . N6 N -0.2791(2) 0.60009(10) 0.41070(13) 0.0363(7) Uani 1 1 d . . . N7 N -0.2659(2) 0.55282(10) 0.39276(12) 0.0336(7) Uani 1 1 d . . . N8 N -0.3773(3) 0.45208(10) 0.14925(13) 0.0399(7) Uani 1 1 d . . . N9 N -0.4085(3) 0.40549(11) 0.12961(14) 0.0471(8) Uani 1 1 d . . . N10 N -0.3037(3) 0.38431(10) 0.11020(13) 0.0444(8) Uani 1 1 d . . . C1 C 0.2240(3) 0.48360(11) 0.07212(14) 0.0311(8) Uani 1 1 d U . . C2 C 0.3143(3) 0.49631(12) 0.02631(15) 0.0354(8) Uani 1 1 d U . . H2A H 0.3481 0.4752 -0.0077 0.043 Uiso 1 1 calc R . . C3 C 0.3481(3) 0.54611(12) 0.03862(15) 0.0353(8) Uani 1 1 d U . . H3A H 0.4094 0.5642 0.0145 0.042 Uiso 1 1 calc R . . C4 C 0.2781(3) 0.56399(11) 0.09109(14) 0.0303(8) Uani 1 1 d U . . C5 C 0.3470(3) 0.65119(13) 0.08024(16) 0.0440(9) Uani 1 1 d U . . H5A H 0.4368 0.6418 0.0842 0.066 Uiso 1 1 calc R . . H5B H 0.3371 0.6849 0.0981 0.066 Uiso 1 1 calc R . . H5C H 0.3169 0.6500 0.0313 0.066 Uiso 1 1 calc R . . C6 C 0.2693(3) 0.61522(11) 0.12261(15) 0.0315(8) Uani 1 1 d U . . C7 C 0.1300(3) 0.63242(12) 0.11840(16) 0.0392(9) Uani 1 1 d U . . H7A H 0.0981 0.6325 0.0697 0.059 Uiso 1 1 calc R . . H7B H 0.1244 0.6659 0.1375 0.059 Uiso 1 1 calc R . . H7C H 0.0788 0.6098 0.1453 0.059 Uiso 1 1 calc R . . C8 C 0.3201(3) 0.61702(11) 0.19792(15) 0.0299(7) Uani 1 1 d U . . C9 C 0.4278(3) 0.63718(12) 0.22756(16) 0.0392(9) Uani 1 1 d U . . H9 H 0.4928 0.6531 0.2034 0.047 Uiso 1 1 calc R . . C10 C 0.4266(3) 0.63040(12) 0.30064(16) 0.0380(8) Uani 1 1 d U . . H10 H 0.4904 0.6411 0.3338 0.046 Uiso 1 1 calc R . . C11 C 0.3181(3) 0.60589(11) 0.31490(14) 0.0269(7) Uani 1 1 d U . . C12 C 0.3385(3) 0.61719(12) 0.44276(15) 0.0340(8) Uani 1 1 d U . . H12A H 0.3078 0.6064 0.4875 0.051 Uiso 1 1 calc R . . H12B H 0.3237 0.6528 0.4370 0.051 Uiso 1 1 calc R . . H12C H 0.4296 0.6103 0.4414 0.051 Uiso 1 1 calc R . . C13 C 0.2667(3) 0.58886(11) 0.38337(14) 0.0270(7) Uani 1 1 d U . . C14 C 0.1237(3) 0.60134(12) 0.38416(15) 0.0319(8) Uani 1 1 d U . . H14A H 0.1136 0.6377 0.3804 0.038 Uiso 1 1 calc R . . H14B H 0.0802 0.5864 0.3425 0.038 Uiso 1 1 calc R . . C15 C 0.2852(2) 0.53391(11) 0.39458(14) 0.0257(7) Uani 1 1 d U . . C16 C 0.3558(3) 0.50845(12) 0.44377(14) 0.0306(8) Uani 1 1 d U . . H16 H 0.4086 0.5227 0.4798 0.037 Uiso 1 1 calc R . . C17 C 0.3371(3) 0.45704(12) 0.43199(15) 0.0312(8) Uani 1 1 d U . . H17 H 0.3752 0.4308 0.4584 0.037 Uiso 1 1 calc R . . C18 C 0.2540(3) 0.45224(11) 0.37545(14) 0.0279(7) Uani 1 1 d U . . C19 C 0.0470(3) 0.40927(12) 0.35039(16) 0.0360(8) Uani 1 1 d U . . H19A H 0.0286 0.4145 0.3992 0.054 Uiso 1 1 calc R . . H19B H 0.0074 0.3784 0.3338 0.054 Uiso 1 1 calc R . . H19C H 0.0130 0.4370 0.3225 0.054 Uiso 1 1 calc R . . C20 C 0.1918(3) 0.40609(11) 0.34355(14) 0.0313(8) Uani 1 1 d U . . C21 C 0.2409(3) 0.36029(12) 0.38441(16) 0.0424(9) Uani 1 1 d U . . H21A H 0.3330 0.3576 0.3809 0.064 Uiso 1 1 calc R . . H21B H 0.1999 0.3305 0.3650 0.064 Uiso 1 1 calc R . . H21C H 0.2210 0.3637 0.4334 0.064 Uiso 1 1 calc R . . C22 C 0.2204(3) 0.39897(11) 0.26733(15) 0.0299(7) Uani 1 1 d U . . C23 C 0.2925(3) 0.36423(12) 0.23605(16) 0.0386(8) Uani 1 1 d U . . H23 H 0.3421 0.3392 0.2590 0.046 Uiso 1 1 calc R . . C24 C 0.2801(3) 0.37217(12) 0.16306(16) 0.0387(8) Uani 1 1 d U . . H24 H 0.3204 0.3534 0.1287 0.046 Uiso 1 1 calc R . . C25 C 0.2009(3) 0.41114(11) 0.15081(15) 0.0319(8) Uani 1 1 d U . . C26 C 0.0095(3) 0.44684(11) 0.08464(15) 0.0342(8) Uani 1 1 d U . . H26A H -0.0033 0.4726 0.1202 0.041 Uiso 1 1 calc R . . H26B H -0.0191 0.4608 0.0390 0.041 Uiso 1 1 calc R . . C27 C 0.1532(3) 0.43558(12) 0.08328(14) 0.0341(8) Uani 1 1 d U . . C28 C 0.1785(4) 0.40066(13) 0.02249(16) 0.0481(10) Uani 1 1 d U . . H28A H 0.1459 0.4156 -0.0212 0.072 Uiso 1 1 calc R . . H28B H 0.1358 0.3690 0.0295 0.072 Uiso 1 1 calc R . . H28C H 0.2701 0.3951 0.0204 0.072 Uiso 1 1 calc R . . C29 C 0.0570(3) 0.58358(14) 0.44896(15) 0.0394(9) Uani 1 1 d U . . H29A H 0.0934 0.5515 0.4647 0.047 Uiso 1 1 calc R . . H29B H 0.0711 0.6079 0.4870 0.047 Uiso 1 1 calc R . . C30 C -0.0824(3) 0.57783(12) 0.43245(14) 0.0336(8) Uani 1 1 d U . . C31 C -0.1457(3) 0.53723(13) 0.40541(15) 0.0361(8) Uani 1 1 d U . . H31 H -0.1122 0.5052 0.3974 0.043 Uiso 1 1 calc R . . C32 C -0.3735(3) 0.52559(13) 0.36087(16) 0.0382(8) Uani 1 1 d U . . H32A H -0.4523 0.5446 0.3671 0.046 Uiso 1 1 calc R . . H32B H -0.3817 0.4935 0.3850 0.046 Uiso 1 1 calc R . . C33 C -0.3601(3) 0.51614(14) 0.28411(16) 0.0415(9) Uani 1 1 d U . . H33A H -0.2854 0.4947 0.2779 0.050 Uiso 1 1 calc R . . H33B H -0.3453 0.5480 0.2603 0.050 Uiso 1 1 calc R . . C34 C -0.4779(3) 0.49140(14) 0.25094(17) 0.0442(9) Uani 1 1 d U . . H34A H -0.4867 0.4581 0.2716 0.053 Uiso 1 1 calc R . . H34B H -0.5534 0.5110 0.2624 0.053 Uiso 1 1 calc R . . C35 C -0.4761(3) 0.48615(14) 0.17240(17) 0.0472(10) Uani 1 1 d U . . H35A H -0.5601 0.4741 0.1545 0.057 Uiso 1 1 calc R . . H35B H -0.4624 0.5192 0.1519 0.057 Uiso 1 1 calc R . . C36 C -0.2521(3) 0.46011(12) 0.14252(15) 0.0385(9) Uani 1 1 d U . . H36 H -0.2062 0.4897 0.1528 0.046 Uiso 1 1 calc R . . C37 C -0.2055(3) 0.41667(12) 0.11776(15) 0.0360(8) Uani 1 1 d U . . C38 C -0.0744(3) 0.40225(12) 0.10012(16) 0.0405(9) Uani 1 1 d U . . H38A H -0.0794 0.3802 0.0590 0.049 Uiso 1 1 calc R . . H38B H -0.0345 0.3834 0.1394 0.049 Uiso 1 1 calc R . . N11 N 0.6824(3) 0.2500 0.17161(17) 0.0299(9) Uani 1 2 d SD . . C39 C 0.5814(5) 0.2294(2) 0.1237(3) 0.0326(15) Uani 0.50 1 d PDU A . H39A H 0.6112 0.1960 0.1111 0.039 Uiso 0.50 1 calc PR . . H39B H 0.5073 0.2242 0.1526 0.039 Uiso 0.50 1 calc PR . . C40 C 0.5332(5) 0.2500 0.0627(3) 0.073(2) Uani 1 2 d SDU . . H40A H 0.5922 0.2382 0.0279 0.088 Uiso 0.50 1 calc PR A . H40B H 0.5524 0.2857 0.0687 0.088 Uiso 0.50 1 calc PR . . C41 C 0.4165(5) 0.2500 0.0264(3) 0.081(2) Uani 1 2 d SDU A . H41A H 0.3586 0.2654 0.0591 0.098 Uiso 0.50 1 calc PR . . H41B H 0.3925 0.2146 0.0244 0.098 Uiso 0.50 1 calc PR . . C42 C 0.3741(7) 0.2684(3) -0.0385(3) 0.061(2) Uani 0.50 1 d PDU . . H42A H 0.3596 0.3041 -0.0350 0.092 Uiso 0.50 1 calc PR A . H42B H 0.2946 0.2519 -0.0534 0.092 Uiso 0.50 1 calc PR . . H42C H 0.4383 0.2620 -0.0725 0.092 Uiso 0.50 1 calc PR . . C43 C 0.7860(5) 0.27618(19) 0.1315(3) 0.0262(14) Uani 0.50 1 d PDU A . H43A H 0.7454 0.3046 0.1069 0.031 Uiso 0.50 1 calc PR . . H43B H 0.8482 0.2900 0.1664 0.031 Uiso 0.50 1 calc PR . . C44 C 0.8551(4) 0.2500 0.0827(2) 0.0566(16) Uani 1 2 d SDU . . H44A H 0.7917 0.2342 0.0502 0.068 Uiso 0.50 1 calc PR A . H44B H 0.8992 0.2228 0.1085 0.068 Uiso 0.50 1 calc PR . . C45 C 0.9461(5) 0.2721(2) 0.0412(3) 0.0386(16) Uani 0.50 1 d PDU A . H45A H 1.0069 0.2885 0.0745 0.046 Uiso 0.50 1 calc PR . . H45B H 0.9002 0.2991 0.0160 0.046 Uiso 0.50 1 calc PR . . C46 C 1.0220(6) 0.2500 -0.0087(3) 0.095(2) Uani 1 2 d SDU . . H46A H 1.0747 0.2241 0.0136 0.143 Uiso 0.50 1 calc PR A . H46B H 1.0766 0.2752 -0.0284 0.143 Uiso 0.50 1 calc PR . . H46C H 0.9673 0.2354 -0.0458 0.143 Uiso 0.50 1 calc PR . . C47A C 0.7423(5) 0.2135(2) 0.2190(3) 0.0297(10) Uani 0.50 1 d PDU A 1 H47A H 0.7876 0.1902 0.1891 0.036 Uiso 0.50 1 calc PR A 1 H47B H 0.8088 0.2317 0.2465 0.036 Uiso 0.50 1 calc PR A 1 C48A C 0.6797(4) 0.18383(15) 0.26697(19) 0.0738(13) Uani 0.50 1 d PDU A 1 H48A H 0.6462 0.2074 0.3010 0.089 Uiso 0.50 1 calc PR A 1 H48B H 0.6046 0.1703 0.2406 0.089 Uiso 0.50 1 calc PR A 1 C49A C 0.7271(6) 0.1453(2) 0.3057(3) 0.0433(13) Uani 0.50 1 d PDU A 1 H49A H 0.8097 0.1577 0.3252 0.052 Uiso 0.50 1 calc PR A 1 H49B H 0.7482 0.1201 0.2708 0.052 Uiso 0.50 1 calc PR A 1 C50A C 0.6778(5) 0.11738(17) 0.3608(2) 0.0868(15) Uani 0.50 1 d PDU A 1 H50A H 0.7021 0.1333 0.4053 0.130 Uiso 0.50 1 d PR A 1 H50B H 0.7122 0.0838 0.3603 0.130 Uiso 0.50 1 d PR A 1 H50C H 0.5854 0.1160 0.3551 0.130 Uiso 0.50 1 d PR A 1 C47B C 0.6198(5) 0.2077(2) 0.2124(3) 0.0297(10) Uani 0.50 1 d PDU A 2 H47C H 0.5402 0.2213 0.2297 0.036 Uiso 0.50 1 calc PR A 2 H47D H 0.5947 0.1819 0.1779 0.036 Uiso 0.50 1 calc PR A 2 C48B C 0.6797(4) 0.18383(15) 0.26697(19) 0.0738(13) Uani 0.50 1 d PDU A 2 H48C H 0.7101 0.2100 0.2997 0.089 Uiso 0.50 1 calc PR A 2 H48D H 0.7565 0.1686 0.2485 0.089 Uiso 0.50 1 calc PR A 2 C49B C 0.6231(6) 0.1464(2) 0.3088(3) 0.0433(13) Uani 0.50 1 d PDU A 2 H49C H 0.5516 0.1632 0.3304 0.052 Uiso 0.50 1 calc PR A 2 H49D H 0.5839 0.1227 0.2750 0.052 Uiso 0.50 1 calc PR A 2 C50B C 0.6778(5) 0.11738(17) 0.3608(2) 0.0868(15) Uani 0.50 1 d PDU A 2 H50D H 0.7008 0.0852 0.3416 0.130 Uiso 0.50 1 calc PR A 2 H50E H 0.6173 0.1125 0.3972 0.130 Uiso 0.50 1 calc PR A 2 H50F H 0.7541 0.1338 0.3806 0.130 Uiso 0.50 1 calc PR A 2 N12 N 0.1825(3) 0.2500 0.64325(17) 0.0341(10) Uani 1 2 d SD . . C51 C 0.0787(5) 0.2755(2) 0.5946(3) 0.0330(15) Uani 0.50 1 d PDU B . H51A H 0.0088 0.2857 0.6239 0.040 Uiso 0.50 1 calc PR . . H51B H 0.1164 0.3062 0.5764 0.040 Uiso 0.50 1 calc PR . . C52 C 0.0254(5) 0.2500 0.5387(3) 0.0703(19) Uani 1 2 d SDU . . H52A H 0.0502 0.2166 0.5554 0.084 Uiso 0.50 1 calc PR B . H52B H 0.0917 0.2583 0.5059 0.084 Uiso 0.50 1 calc PR . . C53 C -0.0654(6) 0.2343(2) 0.4885(3) 0.049(2) Uani 0.50 1 d PDU B . H53A H -0.1388 0.2224 0.5140 0.059 Uiso 0.50 1 calc PR . . H53B H -0.0294 0.2050 0.4659 0.059 Uiso 0.50 1 calc PR . . C54 C -0.1180(7) 0.2665(3) 0.4317(3) 0.065(3) Uani 0.50 1 d PDU . . H54A H -0.1746 0.2912 0.4510 0.098 Uiso 0.50 1 calc PR B . H54B H -0.1659 0.2462 0.3973 0.098 Uiso 0.50 1 calc PR . . H54C H -0.0485 0.2833 0.4094 0.098 Uiso 0.50 1 calc PR . . C55 C 0.2930(5) 0.23469(17) 0.6033(3) 0.0264(15) Uani 0.50 1 d PDU B . H55A H 0.2715 0.2022 0.5822 0.032 Uiso 0.50 1 calc PR . . H55B H 0.3645 0.2289 0.6376 0.032 Uiso 0.50 1 calc PR . . C56 C 0.3427(5) 0.2662(2) 0.5471(3) 0.0359(18) Uani 0.50 1 d PDU . . H56A H 0.2755 0.2691 0.5096 0.043 Uiso 0.50 1 calc PR B . H56B H 0.3580 0.2998 0.5662 0.043 Uiso 0.50 1 calc PR . . C57 C 0.4560(5) 0.2500 0.5167(3) 0.0712(19) Uani 1 2 d SDU B . H57A H 0.5144 0.2780 0.5275 0.085 Uiso 0.50 1 calc PR . . H57B H 0.4850 0.2233 0.5489 0.085 Uiso 0.50 1 calc PR . . C58 C 0.4998(7) 0.2330(3) 0.4532(3) 0.064(3) Uani 0.50 1 d PDU . . H58A H 0.5268 0.1985 0.4581 0.096 Uiso 0.50 1 calc PR B . H58B H 0.5717 0.2534 0.4401 0.096 Uiso 0.50 1 calc PR . . H58C H 0.4313 0.2355 0.4171 0.096 Uiso 0.50 1 calc PR . . C59A C 0.2317(5) 0.2028(2) 0.6889(3) 0.0275(10) Uani 0.50 1 d PDU B 3 H59A H 0.2709 0.1791 0.6572 0.033 Uiso 0.50 1 calc PR B 3 H59B H 0.2994 0.2144 0.7224 0.033 Uiso 0.50 1 calc PR B 3 C60A C 0.1351(5) 0.1753(2) 0.7289(3) 0.0335(11) Uani 0.50 1 d PDU B 3 H60A H 0.0788 0.2000 0.7496 0.040 Uiso 0.50 1 calc PR B 3 H60B H 0.0821 0.1556 0.6953 0.040 Uiso 0.50 1 calc PR B 3 C61A C 0.1779(4) 0.14520(15) 0.7792(2) 0.0756(13) Uani 0.50 1 d PDU B 3 H61A H 0.2386 0.1221 0.7587 0.091 Uiso 0.50 1 calc PR B 3 H61B H 0.1051 0.1251 0.7936 0.091 Uiso 0.50 1 calc PR B 3 C62A C 0.2451(7) 0.1677(3) 0.8473(3) 0.0486(14) Uani 0.50 1 d PDU B 3 H62A H 0.1852 0.1890 0.8707 0.073 Uiso 0.50 1 calc PR B 3 H62B H 0.3189 0.1872 0.8349 0.073 Uiso 0.50 1 calc PR B 3 H62C H 0.2729 0.1408 0.8786 0.073 Uiso 0.50 1 calc PR B 3 C59B C 0.1279(5) 0.2138(2) 0.6865(3) 0.0275(10) Uani 0.50 1 d PDU B 4 H59C H 0.0992 0.1858 0.6566 0.033 Uiso 0.50 1 calc PR B 4 H59D H 0.0513 0.2285 0.7060 0.033 Uiso 0.50 1 calc PR B 4 C60B C 0.2089(5) 0.1936(2) 0.7453(3) 0.0335(11) Uani 0.50 1 d PDU B 4 H60C H 0.2125 0.2190 0.7823 0.040 Uiso 0.50 1 calc PR B 4 H60D H 0.2959 0.1905 0.7286 0.040 Uiso 0.50 1 calc PR B 4 C61B C 0.1779(4) 0.14520(15) 0.7792(2) 0.0756(13) Uani 0.50 1 d PDU B 4 H61C H 0.0841 0.1446 0.7795 0.091 Uiso 0.50 1 calc PR B 4 H61D H 0.2010 0.1196 0.7453 0.091 Uiso 0.50 1 calc PR B 4 C62B C 0.2169(7) 0.1271(3) 0.8408(3) 0.0486(14) Uani 0.50 1 d PDU B 4 H62D H 0.2997 0.1111 0.8369 0.073 Uiso 0.50 1 calc PR B 4 H62E H 0.1553 0.1027 0.8561 0.073 Uiso 0.50 1 calc PR B 4 H62F H 0.2246 0.1541 0.8747 0.073 Uiso 0.50 1 calc PR B 4 C63 C 0.1244(6) 0.2500 0.2321(4) 0.074(2) Uani 1 2 d SDU . . H63A H 0.0789 0.2789 0.2489 0.111 Uiso 0.50 1 calc PR . . H63B H 0.1479 0.2559 0.1842 0.111 Uiso 0.50 1 calc PR . . H63C H 0.2012 0.2445 0.2618 0.111 Uiso 0.50 1 calc PR . . O1 O 0.0488(5) 0.20975(19) 0.2341(3) 0.0639(17) Uani 0.50 1 d PD . . H1A H -0.0034 0.2134 0.2652 0.096 Uiso 0.50 1 calc PR . . C64 C 0.7425(7) 0.2500 0.7254(5) 0.117(3) Uani 1 2 d SDU . . H64A H 0.7027 0.2361 0.7660 0.176 Uiso 0.50 1 calc PR . . H64B H 0.6771 0.2573 0.6890 0.176 Uiso 0.50 1 calc PR . . H64C H 0.7873 0.2806 0.7388 0.176 Uiso 0.50 1 calc PR . . O2 O 0.8187(5) 0.21985(19) 0.7034(3) 0.0752(19) Uani 0.50 1 d PD . . H2B H 0.7794 0.1987 0.6786 0.113 Uiso 0.50 1 calc PR . . 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 Cl1 0.0275(3) 0.0331(4) 0.0256(3) -0.0018(3) -0.0026(3) 0.0000(3) N1 0.0391(13) 0.0322(14) 0.0207(12) 0.0027(11) 0.0059(10) -0.0052(12) N2 0.0289(12) 0.0278(13) 0.0258(12) 0.0019(11) -0.0048(10) -0.0025(10) N3 0.0287(12) 0.0314(13) 0.0177(11) 0.0019(10) -0.0021(9) 0.0019(10) N4 0.0405(14) 0.0303(14) 0.0237(12) -0.0023(11) 0.0038(11) 0.0080(11) N5 0.0274(13) 0.0504(17) 0.0366(14) -0.0082(13) 0.0024(11) 0.0067(12) N6 0.0289(13) 0.0460(16) 0.0340(14) -0.0054(13) 0.0032(11) 0.0042(12) N7 0.0283(12) 0.0444(16) 0.0284(13) -0.0009(12) 0.0048(10) 0.0050(12) N8 0.0483(15) 0.0404(16) 0.0300(13) 0.0016(12) -0.0100(12) -0.0113(13) N9 0.0609(17) 0.0485(17) 0.0319(15) 0.0015(13) 0.0007(13) -0.0224(15) N10 0.0624(17) 0.0406(16) 0.0303(14) 0.0052(13) 0.0036(13) -0.0220(14) C1 0.0367(15) 0.0352(17) 0.0213(14) -0.0006(13) -0.0012(12) 0.0015(13) C2 0.0419(17) 0.0421(18) 0.0225(15) 0.0034(14) 0.0041(13) 0.0015(15) C3 0.0338(15) 0.0455(19) 0.0269(15) 0.0098(14) 0.0037(13) -0.0069(14) C4 0.0316(15) 0.0355(17) 0.0232(14) 0.0061(13) -0.0038(12) -0.0066(13) C5 0.057(2) 0.0433(19) 0.0315(17) 0.0124(15) -0.0011(15) -0.0128(16) C6 0.0384(16) 0.0324(16) 0.0235(14) 0.0050(13) -0.0017(12) -0.0059(14) C7 0.0429(17) 0.0370(18) 0.0366(17) 0.0068(15) -0.0103(14) -0.0013(15) C8 0.0335(15) 0.0306(16) 0.0255(15) 0.0040(13) -0.0006(12) -0.0028(13) C9 0.0374(16) 0.0447(19) 0.0352(17) 0.0100(15) -0.0021(14) -0.0137(15) C10 0.0359(16) 0.0420(19) 0.0352(17) 0.0045(15) -0.0078(14) -0.0089(14) C11 0.0266(14) 0.0274(15) 0.0261(14) -0.0016(12) -0.0044(12) -0.0017(12) C12 0.0327(15) 0.0408(18) 0.0278(15) -0.0076(14) -0.0051(13) 0.0011(14) C13 0.0255(14) 0.0347(16) 0.0202(13) -0.0030(12) -0.0048(11) -0.0011(12) C14 0.0313(15) 0.0349(17) 0.0293(15) -0.0064(13) -0.0006(12) 0.0026(13) C15 0.0207(13) 0.0344(16) 0.0223(13) 0.0003(13) 0.0038(11) -0.0007(12) C16 0.0229(13) 0.0485(19) 0.0201(14) 0.0022(13) -0.0035(11) -0.0016(13) C17 0.0317(15) 0.0352(17) 0.0266(15) 0.0077(13) -0.0015(12) 0.0058(13) C18 0.0295(14) 0.0322(16) 0.0226(14) 0.0024(13) 0.0069(12) 0.0045(13) C19 0.0377(16) 0.0384(18) 0.0323(16) 0.0015(14) 0.0051(13) -0.0049(14) C20 0.0377(16) 0.0328(16) 0.0234(14) 0.0047(13) 0.0034(13) 0.0042(14) C21 0.058(2) 0.0364(18) 0.0331(17) 0.0096(15) 0.0028(15) 0.0014(16) C22 0.0358(15) 0.0269(16) 0.0271(15) 0.0035(13) 0.0015(12) 0.0014(13) C23 0.0481(18) 0.0329(17) 0.0355(17) 0.0057(14) 0.0080(14) 0.0087(15) C24 0.0514(18) 0.0333(17) 0.0326(16) -0.0025(14) 0.0148(14) 0.0057(15) C25 0.0419(16) 0.0291(16) 0.0253(15) -0.0041(13) 0.0063(13) 0.0009(14) C26 0.0475(17) 0.0319(17) 0.0227(14) -0.0028(13) -0.0027(13) -0.0089(14) C27 0.0489(17) 0.0333(17) 0.0205(14) -0.0023(13) 0.0049(13) -0.0052(14) C28 0.076(2) 0.041(2) 0.0284(17) -0.0103(15) 0.0071(16) -0.0048(18) C29 0.0287(15) 0.061(2) 0.0279(15) -0.0083(15) -0.0006(13) 0.0067(15) C30 0.0334(15) 0.0473(19) 0.0202(14) -0.0034(14) 0.0022(12) 0.0071(14) C31 0.0330(15) 0.0446(19) 0.0311(16) -0.0036(14) 0.0051(13) 0.0118(14) C32 0.0291(15) 0.0454(19) 0.0404(17) -0.0022(16) 0.0052(13) -0.0028(14) C33 0.0346(16) 0.055(2) 0.0347(17) 0.0039(16) 0.0012(14) -0.0066(15) C34 0.0345(17) 0.047(2) 0.050(2) 0.0059(17) -0.0051(15) -0.0040(15) C35 0.0422(18) 0.051(2) 0.0468(19) 0.0032(17) -0.0161(15) -0.0059(16) C36 0.0413(17) 0.0412(19) 0.0321(16) 0.0056(14) -0.0085(14) -0.0185(15) C37 0.0511(18) 0.0342(17) 0.0222(14) 0.0035(13) -0.0022(13) -0.0150(15) C38 0.0560(19) 0.0367(18) 0.0288(16) 0.0022(14) 0.0024(15) -0.0121(16) N11 0.0220(16) 0.038(2) 0.0302(18) 0.000 0.0024(14) 0.000 C39 0.027(3) 0.040(3) 0.030(3) 0.000(2) -0.003(2) -0.009(2) C40 0.041(3) 0.133(5) 0.044(3) 0.000 -0.001(2) 0.000 C41 0.049(3) 0.147(5) 0.048(3) 0.000 -0.007(3) 0.000 C42 0.053(4) 0.079(6) 0.050(4) 0.011(3) -0.009(3) -0.017(3) C43 0.028(3) 0.021(3) 0.029(3) -0.003(2) 0.003(2) -0.002(2) C44 0.037(3) 0.085(4) 0.047(3) 0.000 0.003(2) 0.000 C45 0.034(3) 0.040(3) 0.043(3) 0.000(3) 0.016(3) -0.005(3) C46 0.080(4) 0.119(5) 0.091(4) 0.000 0.043(3) 0.000 C47A 0.0273(18) 0.032(2) 0.031(2) -0.0002(18) 0.0065(17) 0.0015(17) C48A 0.116(3) 0.065(2) 0.039(2) 0.0040(19) -0.008(2) -0.041(2) C49A 0.055(3) 0.041(2) 0.034(2) 0.005(2) 0.002(2) 0.000(3) C50A 0.126(3) 0.080(3) 0.053(2) 0.015(2) -0.009(2) -0.042(3) C47B 0.0273(18) 0.032(2) 0.031(2) -0.0002(18) 0.0065(17) 0.0015(17) C48B 0.116(3) 0.065(2) 0.039(2) 0.0040(19) -0.008(2) -0.041(2) C49B 0.055(3) 0.041(2) 0.034(2) 0.005(2) 0.002(2) 0.000(3) C50B 0.126(3) 0.080(3) 0.053(2) 0.015(2) -0.009(2) -0.042(3) N12 0.0198(15) 0.052(2) 0.0307(19) 0.000 0.0004(15) 0.000 C51 0.033(3) 0.036(3) 0.029(3) 0.002(3) -0.002(2) 0.005(3) C52 0.044(3) 0.119(5) 0.047(3) 0.000 -0.003(2) 0.000 C53 0.052(3) 0.049(5) 0.043(3) 0.002(3) -0.018(3) -0.015(3) C54 0.064(4) 0.072(6) 0.057(4) 0.009(3) -0.021(3) -0.003(3) C55 0.027(3) 0.023(3) 0.029(3) 0.006(2) 0.001(2) 0.0009(19) C56 0.038(3) 0.042(4) 0.029(3) 0.003(2) 0.007(2) 0.003(2) C57 0.054(3) 0.116(5) 0.045(3) 0.000 0.019(3) 0.000 C58 0.061(4) 0.077(6) 0.056(4) -0.006(3) 0.019(3) 0.001(3) C59A 0.0247(17) 0.029(2) 0.029(2) 0.0041(17) -0.0012(18) -0.0020(17) C60A 0.031(2) 0.037(2) 0.032(2) 0.0002(19) -0.0022(19) -0.0057(18) C61A 0.117(3) 0.055(2) 0.059(2) -0.010(2) 0.040(2) -0.033(2) C62A 0.053(3) 0.053(3) 0.040(2) 0.011(3) 0.002(2) 0.001(2) C59B 0.0247(17) 0.029(2) 0.029(2) 0.0041(17) -0.0012(18) -0.0020(17) C60B 0.031(2) 0.037(2) 0.032(2) 0.0002(19) -0.0022(19) -0.0057(18) C61B 0.117(3) 0.055(2) 0.059(2) -0.010(2) 0.040(2) -0.033(2) C62B 0.053(3) 0.053(3) 0.040(2) 0.011(3) 0.002(2) 0.001(2) C63 0.064(3) 0.061(4) 0.097(4) 0.000 -0.012(3) 0.000 O1 0.045(3) 0.060(3) 0.085(4) -0.003(3) -0.014(3) -0.003(3) C64 0.103(5) 0.113(6) 0.138(6) 0.000 0.029(5) 0.000 O2 0.067(3) 0.039(3) 0.123(5) -0.016(3) 0.041(3) -0.003(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 N1 C4 1.379(4) . ? N1 C1 1.379(4) . ? N2 C11 1.385(3) . ? N2 C8 1.387(4) . ? N3 C18 1.371(4) . ? N3 C15 1.377(4) . ? N4 C22 1.376(4) . ? N4 C25 1.383(4) . ? N5 N6 1.323(3) . ? N5 C30 1.352(4) . ? N6 N7 1.332(4) . ? N7 C31 1.346(4) . ? N7 C32 1.463(4) . ? N8 N9 1.351(4) . ? N8 C36 1.351(4) . ? N8 C35 1.476(4) . ? N9 N10 1.315(4) . ? N10 C37 1.358(4) . ? C1 C2 1.373(4) . ? C1 C27 1.518(4) . ? C2 C3 1.409(5) . ? C3 C4 1.369(4) . ? C4 C6 1.516(4) . ? C5 C6 1.532(4) . ? C6 C8 1.522(4) . ? C6 C7 1.540(4) . ? C8 C9 1.360(4) . ? C9 C10 1.420(4) . ? C10 C11 1.362(4) . ? C11 C13 1.521(4) . ? C12 C13 1.544(4) . ? C13 C15 1.512(4) . ? C13 C14 1.547(4) . ? C14 C29 1.539(4) . ? C15 C16 1.363(4) . ? C16 C17 1.420(4) . ? C17 C18 1.371(4) . ? C18 C20 1.524(4) . ? C19 C20 1.542(4) . ? C20 C22 1.525(4) . ? C20 C21 1.542(4) . ? C22 C23 1.367(4) . ? C23 C24 1.422(4) . ? C24 C25 1.358(4) . ? C25 C27 1.522(4) . ? C26 C38 1.533(4) . ? C26 C27 1.548(4) . ? C27 C28 1.537(4) . ? C29 C30 1.498(4) . ? C30 C31 1.374(4) . ? C32 C33 1.514(4) . ? C33 C34 1.524(4) . ? C34 C35 1.520(5) . ? C36 C37 1.367(5) . ? C37 C38 1.492(5) . ? N11 C47A 1.465(6) 4_565 ? N11 C39 1.484(6) 4_565 ? N11 C43 1.540(6) . ? N11 C43 1.540(6) 4_565 ? N11 C47B 1.553(6) . ? N11 C47B 1.553(6) 4_565 ? C39 C40 1.376(6) . ? C40 C41 1.387(6) . ? C41 C42 1.397(7) . ? C43 C44 1.408(6) . ? C44 C45 1.411(6) . ? C45 C46 1.412(7) . ? C47A C48A 1.412(6) . ? C48A C49A 1.361(7) . ? C49A C50A 1.422(7) . ? N12 C59B 1.423(6) 4_565 ? N12 C59B 1.423(6) . ? N12 C55 1.486(6) 4_565 ? N12 C55 1.486(6) . ? N12 C51 1.566(6) 4_565 ? N12 C51 1.566(6) . ? N12 C59A 1.619(6) . ? N12 C59A 1.619(6) 4_565 ? C51 C52 1.375(6) . ? C52 C53 1.394(7) . ? C53 C54 1.483(8) . ? C55 C56 1.493(6) . ? C56 C57 1.425(6) . ? C57 C58 1.405(7) . ? C59A C60A 1.503(7) . ? C60A C61A 1.327(6) . ? C61A C62A 1.583(7) . ? C59B C60B 1.489(7) . ? C63 O1 1.350(6) . ? C64 O2 1.234(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 N1 C1 110.8(2) . . ? C11 N2 C8 110.2(2) . . ? C18 N3 C15 110.6(2) . . ? C22 N4 C25 110.6(2) . . ? N6 N5 C30 109.2(3) . . ? N5 N6 N7 106.9(2) . . ? N6 N7 C31 111.2(3) . . ? N6 N7 C32 120.1(2) . . ? C31 N7 C32 128.6(3) . . ? N9 N8 C36 110.4(3) . . ? N9 N8 C35 120.0(3) . . ? C36 N8 C35 129.6(3) . . ? N10 N9 N8 106.8(3) . . ? N9 N10 C37 109.7(3) . . ? C2 C1 N1 106.4(3) . . ? C2 C1 C27 131.8(3) . . ? N1 C1 C27 121.8(3) . . ? C1 C2 C3 108.0(3) . . ? C4 C3 C2 108.7(3) . . ? C3 C4 N1 106.2(3) . . ? C3 C4 C6 131.6(3) . . ? N1 C4 C6 122.2(3) . . ? C4 C6 C8 112.7(2) . . ? C4 C6 C5 108.7(2) . . ? C8 C6 C5 108.3(2) . . ? C4 C6 C7 109.3(2) . . ? C8 C6 C7 109.3(2) . . ? C5 C6 C7 108.3(3) . . ? C9 C8 N2 106.5(2) . . ? C9 C8 C6 131.4(3) . . ? N2 C8 C6 122.1(2) . . ? C8 C9 C10 108.5(3) . . ? C11 C10 C9 108.1(3) . . ? C10 C11 N2 106.7(2) . . ? C10 C11 C13 131.3(3) . . ? N2 C11 C13 122.0(2) . . ? C15 C13 C11 111.8(2) . . ? C15 C13 C12 109.0(2) . . ? C11 C13 C12 108.0(2) . . ? C15 C13 C14 109.4(2) . . ? C11 C13 C14 109.4(2) . . ? C12 C13 C14 109.2(2) . . ? C29 C14 C13 115.1(2) . . ? C16 C15 N3 106.6(3) . . ? C16 C15 C13 131.1(3) . . ? N3 C15 C13 122.3(2) . . ? C15 C16 C17 108.4(2) . . ? C18 C17 C16 107.3(3) . . ? N3 C18 C17 107.1(3) . . ? N3 C18 C20 122.6(2) . . ? C17 C18 C20 130.1(3) . . ? C18 C20 C22 112.9(2) . . ? C18 C20 C21 108.9(2) . . ? C22 C20 C21 108.2(2) . . ? C18 C20 C19 109.2(2) . . ? C22 C20 C19 109.4(2) . . ? C21 C20 C19 108.1(3) . . ? C23 C22 N4 106.7(3) . . ? C23 C22 C20 130.6(3) . . ? N4 C22 C20 122.6(3) . . ? C22 C23 C24 107.8(3) . . ? C25 C24 C23 108.4(3) . . ? C24 C25 N4 106.6(3) . . ? C24 C25 C27 131.3(3) . . ? N4 C25 C27 122.1(3) . . ? C38 C26 C27 115.1(3) . . ? H26A C26 H26B 107.5 . . ? C1 C27 C25 110.3(2) . . ? C1 C27 C28 108.2(2) . . ? C25 C27 C28 108.8(3) . . ? C1 C27 C26 108.9(3) . . ? C25 C27 C26 110.7(2) . . ? C28 C27 C26 109.9(3) . . ? C30 C29 C14 110.1(2) . . ? N5 C30 C31 107.9(3) . . ? N5 C30 C29 123.6(3) . . ? C31 C30 C29 128.2(3) . . ? N7 C31 C30 104.8(3) . . ? N7 C32 C33 112.8(2) . . ? C32 C33 C34 111.7(3) . . ? H33A C33 H33B 107.9 . . ? N8 C35 C34 113.7(3) . . ? N8 C36 C37 105.4(3) . . ? N10 C37 C36 107.7(3) . . ? N10 C37 C38 121.2(3) . . ? C36 C37 C38 131.0(3) . . ? C37 C38 C26 113.0(3) . . ? C47A N11 C47A 84.6(5) 4_565 . ? C47A N11 C39 156.1(3) 4_565 . ? C47A N11 C39 114.2(3) . . ? C47A N11 C39 114.2(3) 4_565 4_565 ? C47A N11 C39 156.1(3) . 4_565 ? C47A N11 C43 73.0(3) 4_565 . ? C47A N11 C43 109.0(3) . . ? C39 N11 C43 111.5(4) . . ? C39 N11 C43 91.3(3) 4_565 . ? C47A N11 C43 109.0(3) 4_565 4_565 ? C47A N11 C43 73.0(3) . 4_565 ? C39 N11 C43 91.3(3) . 4_565 ? C39 N11 C43 111.5(4) 4_565 4_565 ? C43 N11 C43 54.7(4) . 4_565 ? C47A N11 C47B 111.2(4) 4_565 . ? C47A N11 C47B 51.0(3) . . ? C39 N11 C47B 74.2(3) . . ? C39 N11 C47B 106.3(3) 4_565 . ? C43 N11 C47B 157.1(3) . . ? C43 N11 C47B 104.2(3) 4_565 . ? C47A N11 C47B 51.0(3) 4_565 4_565 ? C47A N11 C47B 111.2(4) . 4_565 ? C39 N11 C47B 106.3(3) . 4_565 ? C39 N11 C47B 74.2(3) 4_565 4_565 ? C43 N11 C47B 104.2(3) . 4_565 ? C43 N11 C47B 157.1(3) 4_565 4_565 ? C47B N11 C47B 94.9(5) . 4_565 ? C40 C39 N11 127.1(4) . . ? C39 C40 C41 135.5(5) . . ? C40 C41 C42 133.6(5) . . ? C44 C43 N11 120.5(4) . . ? C43 C44 C45 123.7(3) . . ? C44 C45 C46 129.1(5) . . ? C48A C47A N11 126.0(4) . . ? C49A C48A C47A 128.4(5) . . ? C48A C49A C50A 132.6(6) . . ? C59B N12 C59B 86.7(5) 4_565 . ? C59B N12 C55 117.5(3) 4_565 4_565 ? C59B N12 C55 147.5(3) . 4_565 ? C59B N12 C55 147.5(3) 4_565 . ? C59B N12 C55 117.5(3) . . ? C59B N12 C51 111.2(4) 4_565 4_565 ? C59B N12 C51 76.0(3) . 4_565 ? C55 N12 C51 110.8(3) 4_565 4_565 ? C55 N12 C51 96.4(3) . 4_565 ? C59B N12 C51 76.0(3) 4_565 . ? C59B N12 C51 111.2(4) . . ? C55 N12 C51 96.4(3) 4_565 . ? C55 N12 C51 110.8(3) . . ? C51 N12 C51 52.2(4) 4_565 . ? C59B N12 C59A 110.5(4) 4_565 . ? C55 N12 C59A 105.2(3) 4_565 . ? C55 N12 C59A 79.8(3) . . ? C51 N12 C59A 100.1(3) 4_565 . ? C51 N12 C59A 150.2(3) . . ? C59B N12 C59A 110.5(4) . 4_565 ? C55 N12 C59A 79.8(3) 4_565 4_565 ? C55 N12 C59A 105.2(3) . 4_565 ? C51 N12 C59A 150.2(3) 4_565 4_565 ? C51 N12 C59A 100.1(3) . 4_565 ? C59A N12 C59A 103.8(4) . 4_565 ? C52 C51 N12 119.7(4) . . ? C51 C52 C53 159.5(5) . . ? C52 C53 C54 123.6(5) . . ? N12 C55 C56 121.9(4) . . ? C57 C56 C55 117.0(4) . . ? C58 C57 C56 140.8(5) . . ? C60A C59A N12 117.4(4) . . ? C61A C60A C59A 117.5(5) . . ? C60A C61A C62A 119.6(5) . . ? N12 C59B C60B 117.6(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 H1 Cl1 0.88 2.44 3.315(2) 177.7 . N2 H2 Cl1 0.88 2.41 3.282(2) 171.3 . N3 H3 Cl1 0.88 2.42 3.286(2) 168.4 . N4 H4 Cl1 0.88 2.40 3.273(3) 173.6 . C19 H19C Cl1 0.98 2.97 3.909(3) 161.6 . C14 H14B Cl1 0.99 2.69 3.663(3) 166.7 . C7 H7C Cl1 0.98 2.97 3.919(3) 163.1 . C26 H26A Cl1 0.99 2.69 3.660(3) 166.1 . C36 H36 Cl1 0.95 2.82 3.625(3) 142.7 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.395 _refine_diff_density_min -0.377 _refine_diff_density_rms 0.062 #===END data_2009sot1164 _database_code_depnum_ccdc_archive 'CCDC 769117' #TrackingRef '- 0927_1153_1154_1164_1165_1372_comb.cif' _chemical_compound_source 'Masafumi Yano' _database_code_CSD 9SOT1164 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H50 N10, C16 H36 N, Cl' _chemical_formula_sum 'C55 H86 Cl N11' _chemical_formula_weight 936.80 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.5941(2) _cell_length_b 15.6673(3) _cell_length_c 31.9512(5) _cell_angle_alpha 90.00 _cell_angle_beta 96.9750(10) _cell_angle_gamma 90.00 _cell_volume 5264.04(16) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 59070 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.182 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 0.120 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9649 _exptl_absorpt_correction_T_max 0.9905 _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 40936 reflections reduced R(int) from 0.1364 to 0.0465 Ratio of minimum to maximum apparent transmission: 0.919202 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71069 _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 41611 _diffrn_reflns_av_R_equivalents 0.0442 _diffrn_reflns_av_sigmaI/netI 0.0466 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.03 _reflns_number_total 9255 _reflns_number_gt 7402 _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. PLAT432_ALERT_2_A Short Inter X...Y Contact C50B .. C37B .. 2.78 Ang. This is a contact between two mutually exclusive disordered molecules. There is a large amount of diffuse scattering that is due to the obvious disorder in the structure. ; _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^)+(0.1640P)^2^+30.7911P] 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 9255 _refine_ls_number_parameters 635 _refine_ls_number_restraints 1587 _refine_ls_R_factor_all 0.1410 _refine_ls_R_factor_gt 0.1182 _refine_ls_wR_factor_ref 0.3195 _refine_ls_wR_factor_gt 0.2964 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N -0.2451(4) 0.2357(3) 0.05169(12) 0.0261(8) Uani 1 1 d U . . H1 H -0.1987 0.2261 0.0760 0.031 Uiso 1 1 calc R . . N2 N -0.2499(4) 0.0516(2) 0.10169(12) 0.0215(7) Uani 1 1 d U . . H2 H -0.1954 0.0909 0.1119 0.026 Uiso 1 1 calc R . . N3 N -0.2859(4) 0.1543(3) 0.19089(12) 0.0278(8) Uani 1 1 d U A . H3 H -0.2212 0.1658 0.1770 0.033 Uiso 1 1 calc R . . N4 N -0.2799(4) 0.3395(2) 0.13986(12) 0.0243(8) Uani 1 1 d U A . H4 H -0.2179 0.3024 0.1391 0.029 Uiso 1 1 calc R . . C1 C -0.2982(5) 0.3136(3) 0.03934(15) 0.0303(9) Uani 1 1 d U A . C2 C -0.3624(7) 0.3018(4) 0.00026(17) 0.0502(13) Uani 1 1 d U . . H2A H -0.4083 0.3443 -0.0165 0.060 Uiso 1 1 calc R . . C3 C -0.3490(7) 0.2151(4) -0.01122(17) 0.0509(13) Uani 1 1 d U . . H3A H -0.3853 0.1892 -0.0368 0.061 Uiso 1 1 calc R . . C4 C -0.2745(6) 0.1754(3) 0.02095(15) 0.0337(10) Uani 1 1 d U . . C5 C -0.0791(5) 0.0852(3) 0.03587(18) 0.0351(11) Uani 1 1 d U . . H5A H -0.0550 0.1174 0.0619 0.053 Uiso 1 1 calc R . . H5B H -0.0417 0.1122 0.0126 0.053 Uiso 1 1 calc R . . H5C H -0.0479 0.0265 0.0395 0.053 Uiso 1 1 calc R . . C6 C -0.2257(5) 0.0845(3) 0.02576(15) 0.0287(9) Uani 1 1 d U . . C7 C -0.2583(6) 0.0381(4) -0.01668(16) 0.0413(13) Uani 1 1 d U . . H7A H -0.2266 -0.0206 -0.0142 0.062 Uiso 1 1 calc R . . H7B H -0.2183 0.0680 -0.0386 0.062 Uiso 1 1 calc R . . H7C H -0.3507 0.0375 -0.0243 0.062 Uiso 1 1 calc R . . C8 C -0.2841(4) 0.0364(3) 0.05941(15) 0.0253(8) Uani 1 1 d U . . C9 C -0.3704(5) -0.0291(4) 0.05671(17) 0.0364(10) Uani 1 1 d U . . H9 H -0.4112 -0.0537 0.0315 0.044 Uiso 1 1 calc R . . C10 C -0.3877(5) -0.0533(4) 0.09813(17) 0.0380(11) Uani 1 1 d U . . H10 H -0.4424 -0.0974 0.1055 0.046 Uiso 1 1 calc R . . C11 C -0.3127(4) -0.0031(3) 0.12575(15) 0.0263(8) Uani 1 1 d U A . C12 C -0.3522(6) -0.0828(3) 0.18963(19) 0.0401(12) Uani 1 1 d U A . H12A H -0.4441 -0.0790 0.1812 0.060 Uiso 1 1 calc R . . H12B H -0.3352 -0.0853 0.2204 0.060 Uiso 1 1 calc R . . H12C H -0.3191 -0.1344 0.1775 0.060 Uiso 1 1 calc R . . C13 C -0.2869(5) -0.0041(3) 0.17358(15) 0.0288(8) Uani 1 1 d U . . C15 C -0.3386(5) 0.0747(3) 0.19380(15) 0.0294(9) Uani 1 1 d U A . C16 C -0.4349(5) 0.0830(4) 0.21844(16) 0.0354(10) Uani 1 1 d U . . H16 H -0.4881 0.0385 0.2264 0.042 Uiso 1 1 calc R A . C17 C -0.4410(5) 0.1707(3) 0.23008(16) 0.0350(10) Uani 1 1 d U A . H17 H -0.4997 0.1949 0.2470 0.042 Uiso 1 1 calc R . . C18 C -0.3484(5) 0.2137(3) 0.21282(15) 0.0298(9) Uani 1 1 d U . . C19 C -0.1643(6) 0.3144(3) 0.22963(16) 0.0362(11) Uani 1 1 d U . . H19A H -0.1434 0.2880 0.2574 0.054 Uiso 1 1 calc R A . H19B H -0.1401 0.3748 0.2311 0.054 Uiso 1 1 calc R . . H19C H -0.1178 0.2852 0.2091 0.054 Uiso 1 1 calc R . . C20 C -0.3088(5) 0.3067(3) 0.21579(15) 0.0323(9) Uani 1 1 d U A . C21 C -0.3798(7) 0.3502(4) 0.24925(16) 0.0425(13) Uani 1 1 d U . . H21A H -0.4717 0.3467 0.2407 0.064 Uiso 1 1 calc R A . H21B H -0.3543 0.4103 0.2519 0.064 Uiso 1 1 calc R . . H21C H -0.3587 0.3214 0.2764 0.064 Uiso 1 1 calc R . . C22 C -0.3429(5) 0.3536(3) 0.17421(15) 0.0322(9) Uani 1 1 d U . . C23 C -0.4307(7) 0.4139(4) 0.16256(19) 0.0549(13) Uani 1 1 d U A . H23 H -0.4896 0.4364 0.1798 0.066 Uiso 1 1 calc R . . C24 C -0.4211(7) 0.4383(4) 0.12063(19) 0.0505(13) Uani 1 1 d U . . H24 H -0.4716 0.4801 0.1049 0.061 Uiso 1 1 calc R A . C25 C -0.3267(5) 0.3914(3) 0.10664(15) 0.0258(9) Uani 1 1 d U A . C26 C -0.3303(5) 0.4703(3) 0.03960(16) 0.0311(11) Uani 1 1 d U A . H26A H -0.2959 0.4729 0.0125 0.047 Uiso 1 1 calc R . . H26B H -0.3093 0.5230 0.0554 0.047 Uiso 1 1 calc R . . H26C H -0.4229 0.4637 0.0346 0.047 Uiso 1 1 calc R . . C27 C -0.2724(5) 0.3939(3) 0.06509(15) 0.0258(8) Uani 1 1 d U . . C14A C -0.1423(5) -0.0089(3) 0.18739(16) 0.0299(8) Uani 0.521(3) 1 d PDU A 1 H14A H -0.0997 0.0398 0.1752 0.036 Uiso 0.521(3) 1 calc PR A 1 H14B H -0.1255 -0.0047 0.2185 0.036 Uiso 0.521(3) 1 calc PR A 1 C29A C -0.0882(8) -0.0923(5) 0.1729(3) 0.0296(9) Uani 0.521(3) 1 d PDU A 1 H29A H -0.0887 -0.1358 0.1953 0.036 Uiso 0.521(3) 1 calc PR A 1 H29B H -0.1422 -0.1134 0.1475 0.036 Uiso 0.521(3) 1 calc PR A 1 C30A C 0.0437(8) -0.0798(5) 0.1629(2) 0.0280(9) Uani 0.521(3) 1 d PDU A 1 N5A N 0.1200(8) -0.1485(5) 0.1592(2) 0.0287(9) Uani 0.521(3) 1 d PDU A 1 N6A N 0.2294(8) -0.1206(5) 0.1497(2) 0.0291(10) Uani 0.521(3) 1 d PDU A 1 N7A N 0.2253(6) -0.0345(4) 0.1475(2) 0.0284(8) Uani 0.521(3) 1 d PDU A 1 C31A C 0.1099(8) -0.0067(5) 0.1556(2) 0.0284(10) Uani 0.521(3) 1 d PDU A 1 H31A H 0.0808 0.0506 0.1561 0.034 Uiso 0.521(3) 1 calc PR A 1 C32A C 0.3339(7) 0.0118(5) 0.1376(3) 0.0311(10) Uani 0.521(3) 1 d PDU A 1 H32A H 0.3857 -0.0262 0.1217 0.037 Uiso 0.521(3) 1 calc PR A 1 H32B H 0.3863 0.0275 0.1643 0.037 Uiso 0.521(3) 1 calc PR A 1 C33A C 0.3024(8) 0.0930(5) 0.1117(3) 0.0316(10) Uani 0.521(3) 1 d PDU A 1 H33A H 0.2397 0.0796 0.0871 0.038 Uiso 0.521(3) 1 calc PR A 1 H33B H 0.2638 0.1356 0.1292 0.038 Uiso 0.521(3) 1 calc PR A 1 C34A C 0.4213(8) 0.1305(4) 0.0967(3) 0.0353(10) Uani 0.521(3) 1 d PDU A 1 H34A H 0.4613 0.0871 0.0801 0.042 Uiso 0.521(3) 1 calc PR A 1 H34B H 0.4829 0.1454 0.1215 0.042 Uiso 0.521(3) 1 calc PR A 1 C35A C 0.3915(10) 0.2102(4) 0.0697(3) 0.0374(10) Uani 0.521(3) 1 d PDU A 1 H35A H 0.3152 0.1997 0.0493 0.045 Uiso 0.521(3) 1 calc PR A 1 H35B H 0.4636 0.2226 0.0537 0.045 Uiso 0.521(3) 1 calc PR A 1 C36A C 0.3680(8) 0.2872(5) 0.0974(3) 0.0369(11) Uani 0.521(3) 1 d PDU A 1 H36A H 0.3436 0.2661 0.1245 0.044 Uiso 0.521(3) 1 calc PR A 1 H36B H 0.4485 0.3194 0.1037 0.044 Uiso 0.521(3) 1 calc PR A 1 N8A N 0.2715(6) 0.3441(4) 0.0788(2) 0.0344(9) Uani 0.521(3) 1 d PDU A 1 N9A N 0.2977(7) 0.4194(5) 0.0616(2) 0.0336(9) Uani 0.521(3) 1 d PDU A 1 N10A N 0.1893(7) 0.4558(5) 0.0469(3) 0.0317(9) Uani 0.521(3) 1 d PDU A 1 C37A C 0.1434(8) 0.3321(6) 0.0749(2) 0.0344(10) Uani 0.521(3) 1 d PDU A 1 H37A H 0.0988 0.2844 0.0841 0.041 Uiso 0.521(3) 1 calc PR A 1 C38A C 0.0927(7) 0.4038(5) 0.05464(19) 0.0319(9) Uani 0.521(3) 1 d PDU A 1 C39A C -0.0431(8) 0.4284(6) 0.0415(3) 0.0335(10) Uani 0.521(3) 1 d PDU A 1 H39A H -0.0741 0.3993 0.0147 0.040 Uiso 0.521(3) 1 calc PR A 1 H39B H -0.0481 0.4907 0.0364 0.040 Uiso 0.521(3) 1 calc PR A 1 C28A C -0.1272(5) 0.4051(3) 0.07432(18) 0.0350(9) Uani 0.521(3) 1 d PDU A 1 H28A H -0.1127 0.4490 0.0967 0.042 Uiso 0.521(3) 1 calc PR A 1 H28B H -0.0936 0.3509 0.0871 0.042 Uiso 0.521(3) 1 calc PR A 1 C14B C -0.1423(5) -0.0089(3) 0.18739(16) 0.0299(8) Uani 0.479(3) 1 d PDU A 2 H14C H -0.1050 0.0461 0.1799 0.036 Uiso 0.479(3) 1 calc PR A 2 H14D H -0.1295 -0.0131 0.2185 0.036 Uiso 0.479(3) 1 calc PR A 2 C29B C -0.0640(9) -0.0805(6) 0.1701(4) 0.0296(9) Uani 0.479(3) 1 d PDU A 2 H29C H -0.0557 -0.1270 0.1912 0.036 Uiso 0.479(3) 1 calc PR A 2 H29D H -0.1150 -0.1035 0.1445 0.036 Uiso 0.479(3) 1 calc PR A 2 C30B C 0.0646(8) -0.0624(6) 0.1589(2) 0.0280(9) Uani 0.479(3) 1 d PDU A 2 N5B N 0.1597(8) -0.1220(5) 0.1599(3) 0.0287(9) Uani 0.479(3) 1 d PDU A 2 N6B N 0.2619(8) -0.0869(6) 0.1479(3) 0.0291(10) Uani 0.479(3) 1 d PDU A 2 N7B N 0.2359(7) -0.0045(4) 0.1391(2) 0.0284(8) Uani 0.479(3) 1 d PDU A 2 C31B C 0.1146(8) 0.0128(6) 0.1454(3) 0.0284(10) Uani 0.479(3) 1 d PDU A 2 H31B H 0.0721 0.0661 0.1414 0.034 Uiso 0.479(3) 1 calc PR A 2 C32B C 0.3288(8) 0.0511(5) 0.1246(3) 0.0311(10) Uani 0.479(3) 1 d PDU A 2 H32C H 0.3341 0.0392 0.0945 0.037 Uiso 0.479(3) 1 calc PR A 2 H32D H 0.4128 0.0381 0.1404 0.037 Uiso 0.479(3) 1 calc PR A 2 C33B C 0.3006(9) 0.1460(5) 0.1297(3) 0.0316(10) Uani 0.479(3) 1 d PDU A 2 H33C H 0.2134 0.1586 0.1163 0.038 Uiso 0.479(3) 1 calc PR A 2 H33D H 0.3049 0.1599 0.1601 0.038 Uiso 0.479(3) 1 calc PR A 2 C34B C 0.3948(9) 0.2016(5) 0.1097(2) 0.0353(10) Uani 0.479(3) 1 d PDU A 2 H34C H 0.4826 0.1861 0.1215 0.042 Uiso 0.479(3) 1 calc PR A 2 H34D H 0.3810 0.2623 0.1166 0.042 Uiso 0.479(3) 1 calc PR A 2 C35B C 0.3791(11) 0.1902(5) 0.0618(3) 0.0374(10) Uani 0.479(3) 1 d PDU A 2 H35C H 0.4499 0.1552 0.0536 0.045 Uiso 0.479(3) 1 calc PR A 2 H35D H 0.2984 0.1598 0.0527 0.045 Uiso 0.479(3) 1 calc PR A 2 C36B C 0.3780(8) 0.2768(6) 0.0398(3) 0.0369(11) Uani 0.479(3) 1 d PDU A 2 H36C H 0.4499 0.3111 0.0535 0.044 Uiso 0.479(3) 1 calc PR A 2 H36D H 0.3927 0.2676 0.0102 0.044 Uiso 0.479(3) 1 calc PR A 2 N8B N 0.2637(7) 0.3250(5) 0.0402(2) 0.0344(9) Uani 0.479(3) 1 d PDU A 2 N9B N 0.2722(7) 0.4096(5) 0.0472(3) 0.0336(9) Uani 0.479(3) 1 d PDU A 2 N10B N 0.1556(7) 0.4399(5) 0.0443(3) 0.0317(9) Uani 0.479(3) 1 d PDU A 2 C37B C 0.1395(8) 0.3019(6) 0.0326(2) 0.0344(10) Uani 0.479(3) 1 d PDU A 2 H37B H 0.1071 0.2462 0.0263 0.041 Uiso 0.479(3) 1 calc PR A 2 C38B C 0.0701(8) 0.3751(6) 0.03569(16) 0.0319(9) Uani 0.479(3) 1 d PDU A 2 C39B C -0.0707(8) 0.3923(7) 0.0313(3) 0.0335(10) Uani 0.479(3) 1 d PDU A 2 H39C H -0.1154 0.3440 0.0160 0.040 Uiso 0.479(3) 1 calc PR A 2 H39D H -0.0886 0.4441 0.0138 0.040 Uiso 0.479(3) 1 calc PR A 2 C28B C -0.1272(5) 0.4051(3) 0.07432(18) 0.0350(9) Uani 0.479(3) 1 d PDU A 2 H28C H -0.0911 0.3624 0.0953 0.042 Uiso 0.479(3) 1 calc PR A 2 H28D H -0.1065 0.4629 0.0857 0.042 Uiso 0.479(3) 1 calc PR A 2 N11A N 0.1460(4) 0.6134(3) 0.14453(14) 0.0418(6) Uani 0.498(4) 1 d PDU B 3 C40A C 0.1784(14) 0.5229(5) 0.1491(3) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H40A H 0.2272 0.5065 0.1258 0.050 Uiso 0.498(4) 1 calc PR B 3 H40B H 0.0985 0.4895 0.1457 0.050 Uiso 0.498(4) 1 calc PR B 3 C41A C 0.2542(10) 0.4979(5) 0.1900(3) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H41A H 0.2085 0.5150 0.2140 0.050 Uiso 0.498(4) 1 calc PR B 3 H41B H 0.3378 0.5270 0.1931 0.050 Uiso 0.498(4) 1 calc PR B 3 C42A C 0.2725(9) 0.4017(5) 0.1900(4) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H42A H 0.2934 0.3828 0.1621 0.050 Uiso 0.498(4) 1 calc PR B 3 H42B H 0.3438 0.3856 0.2115 0.050 Uiso 0.498(4) 1 calc PR B 3 C43A C 0.1516(9) 0.3590(6) 0.1997(4) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H43A H 0.1327 0.3767 0.2277 0.062 Uiso 0.498(4) 1 calc PR B 3 H43B H 0.1624 0.2969 0.1992 0.062 Uiso 0.498(4) 1 calc PR B 3 H43C H 0.0812 0.3756 0.1785 0.062 Uiso 0.498(4) 1 calc PR B 3 C44A C 0.2619(9) 0.6667(9) 0.1520(5) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H44A H 0.3027 0.6558 0.1810 0.050 Uiso 0.498(4) 1 calc PR B 3 H44B H 0.2359 0.7274 0.1505 0.050 Uiso 0.498(4) 1 calc PR B 3 C45A C 0.3601(11) 0.6533(13) 0.1222(5) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H45A H 0.3224 0.6647 0.0928 0.050 Uiso 0.498(4) 1 calc PR B 3 H45B H 0.3909 0.5936 0.1239 0.050 Uiso 0.498(4) 1 calc PR B 3 C46A C 0.4705(9) 0.7148(7) 0.1348(4) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H46A H 0.4388 0.7743 0.1338 0.050 Uiso 0.498(4) 1 calc PR B 3 H46B H 0.5088 0.7025 0.1640 0.050 Uiso 0.498(4) 1 calc PR B 3 C47A C 0.5703(10) 0.7045(8) 0.1046(4) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H47A H 0.6075 0.6473 0.1078 0.062 Uiso 0.498(4) 1 calc PR B 3 H47B H 0.6373 0.7474 0.1112 0.062 Uiso 0.498(4) 1 calc PR B 3 H47C H 0.5305 0.7123 0.0756 0.062 Uiso 0.498(4) 1 calc PR B 3 C48A C 0.0675(10) 0.6308(6) 0.1043(3) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H48A H -0.0119 0.5970 0.1028 0.050 Uiso 0.498(4) 1 calc PR B 3 H48B H 0.1140 0.6126 0.0807 0.050 Uiso 0.498(4) 1 calc PR B 3 C49A C 0.0352(9) 0.7227(6) 0.0994(4) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H49A H 0.0467 0.7484 0.1279 0.050 Uiso 0.498(4) 1 calc PR B 3 H49B H 0.0992 0.7492 0.0833 0.050 Uiso 0.498(4) 1 calc PR B 3 C50A C -0.0830(9) 0.7469(6) 0.0803(4) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H50A H -0.1453 0.7407 0.1009 0.050 Uiso 0.498(4) 1 calc PR B 3 H50B H -0.1090 0.7079 0.0565 0.050 Uiso 0.498(4) 1 calc PR B 3 C51A C -0.0876(11) 0.8385(6) 0.0640(4) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H51A H -0.0336 0.8747 0.0837 0.062 Uiso 0.498(4) 1 calc PR B 3 H51B H -0.1754 0.8594 0.0615 0.062 Uiso 0.498(4) 1 calc PR B 3 H51C H -0.0568 0.8401 0.0363 0.062 Uiso 0.498(4) 1 calc PR B 3 C52A C 0.0795(9) 0.6446(7) 0.1812(3) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H52A H 0.1391 0.6396 0.2075 0.050 Uiso 0.498(4) 1 calc PR B 3 H52B H 0.0585 0.7058 0.1769 0.050 Uiso 0.498(4) 1 calc PR B 3 C53A C -0.0398(9) 0.5968(7) 0.1866(3) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H53A H -0.0194 0.5367 0.1944 0.050 Uiso 0.498(4) 1 calc PR B 3 H53B H -0.0979 0.5971 0.1599 0.050 Uiso 0.498(4) 1 calc PR B 3 C54A C -0.1039(9) 0.6403(6) 0.2217(3) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H54A H -0.0382 0.6640 0.2432 0.050 Uiso 0.498(4) 1 calc PR B 3 H54B H -0.1581 0.6879 0.2096 0.050 Uiso 0.498(4) 1 calc PR B 3 C55A C -0.1806(11) 0.5789(7) 0.2409(4) 0.0416(4) Uani 0.498(4) 1 d PDU B 3 H55A H -0.2336 0.5473 0.2189 0.062 Uiso 0.498(4) 1 calc PR B 3 H55B H -0.2352 0.6087 0.2588 0.062 Uiso 0.498(4) 1 calc PR B 3 H55C H -0.1251 0.5390 0.2582 0.062 Uiso 0.498(4) 1 calc PR B 3 N11B N 0.1460(4) 0.6134(3) 0.14453(14) 0.0418(6) Uani 0.502(4) 1 d PDU B 4 C40B C 0.1584(14) 0.5145(6) 0.1404(4) 0.0415(13) Uani 0.502(4) 1 d PDU B 4 H40C H 0.0781 0.4926 0.1250 0.050 Uiso 0.502(4) 1 calc PR B 4 H40D H 0.2268 0.5026 0.1227 0.050 Uiso 0.502(4) 1 calc PR B 4 C41B C 0.1861(12) 0.4643(7) 0.1805(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H41C H 0.1245 0.4802 0.2001 0.050 Uiso 0.502(4) 1 calc PR B 4 H41D H 0.2725 0.4783 0.1941 0.050 Uiso 0.502(4) 1 calc PR B 4 C42B C 0.1769(11) 0.3690(7) 0.1714(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H42C H 0.0904 0.3562 0.1574 0.050 Uiso 0.502(4) 1 calc PR B 4 H42D H 0.2379 0.3544 0.1514 0.050 Uiso 0.502(4) 1 calc PR B 4 C43B C 0.2032(11) 0.3132(7) 0.2094(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H43D H 0.1482 0.3302 0.2305 0.062 Uiso 0.502(4) 1 calc PR B 4 H43E H 0.2925 0.3193 0.2213 0.062 Uiso 0.502(4) 1 calc PR B 4 H43F H 0.1861 0.2536 0.2013 0.062 Uiso 0.502(4) 1 calc PR B 4 C44B C 0.2676(11) 0.6580(10) 0.1550(5) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H44C H 0.3053 0.6378 0.1831 0.050 Uiso 0.502(4) 1 calc PR B 4 H44D H 0.2485 0.7194 0.1578 0.050 Uiso 0.502(4) 1 calc PR B 4 C45B C 0.3694(12) 0.6504(14) 0.1254(6) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H45C H 0.3849 0.5895 0.1195 0.050 Uiso 0.502(4) 1 calc PR B 4 H45D H 0.3402 0.6790 0.0983 0.050 Uiso 0.502(4) 1 calc PR B 4 C46B C 0.4909(10) 0.6914(8) 0.1453(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H46C H 0.5175 0.6633 0.1727 0.050 Uiso 0.502(4) 1 calc PR B 4 H46D H 0.4739 0.7521 0.1509 0.050 Uiso 0.502(4) 1 calc PR B 4 C47B C 0.5998(11) 0.6864(8) 0.1186(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H47D H 0.6133 0.6268 0.1110 0.062 Uiso 0.502(4) 1 calc PR B 4 H47E H 0.6774 0.7088 0.1347 0.062 Uiso 0.502(4) 1 calc PR B 4 H47F H 0.5791 0.7203 0.0930 0.062 Uiso 0.502(4) 1 calc PR B 4 C48B C 0.0960(11) 0.6292(7) 0.0953(3) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H48C H 0.1623 0.6078 0.0786 0.050 Uiso 0.502(4) 1 calc PR B 4 H48D H 0.0198 0.5931 0.0880 0.050 Uiso 0.502(4) 1 calc PR B 4 C49B C 0.0621(11) 0.7196(7) 0.0803(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H49C H 0.0485 0.7545 0.1052 0.050 Uiso 0.502(4) 1 calc PR B 4 H49D H 0.1359 0.7440 0.0683 0.050 Uiso 0.502(4) 1 calc PR B 4 C50B C -0.0431(10) 0.7276(7) 0.0510(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H50C H -0.0996 0.6795 0.0564 0.050 Uiso 0.502(4) 1 calc PR B 4 H50D H -0.0133 0.7158 0.0234 0.050 Uiso 0.502(4) 1 calc PR B 4 C51B C -0.1283(11) 0.8046(7) 0.0442(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H51D H -0.1239 0.8376 0.0704 0.062 Uiso 0.502(4) 1 calc PR B 4 H51E H -0.2161 0.7861 0.0359 0.062 Uiso 0.502(4) 1 calc PR B 4 H51F H -0.1003 0.8403 0.0219 0.062 Uiso 0.502(4) 1 calc PR B 4 C52B C 0.0412(10) 0.6334(8) 0.1688(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H52C H 0.0236 0.6952 0.1650 0.050 Uiso 0.502(4) 1 calc PR B 4 H52D H 0.0741 0.6252 0.1989 0.050 Uiso 0.502(4) 1 calc PR B 4 C53B C -0.0870(10) 0.5879(8) 0.1617(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H53C H -0.1256 0.5967 0.1322 0.050 Uiso 0.502(4) 1 calc PR B 4 H53D H -0.0744 0.5259 0.1663 0.050 Uiso 0.502(4) 1 calc PR B 4 C54B C -0.1753(11) 0.6221(7) 0.1916(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H54C H -0.1298 0.6737 0.2033 0.050 Uiso 0.502(4) 1 calc PR B 4 H54D H -0.2477 0.6442 0.1721 0.050 Uiso 0.502(4) 1 calc PR B 4 C55B C -0.2369(12) 0.5917(8) 0.2270(4) 0.0416(4) Uani 0.502(4) 1 d PDU B 4 H55D H -0.3294 0.5960 0.2201 0.062 Uiso 0.502(4) 1 calc PR B 4 H55E H -0.2096 0.6266 0.2520 0.062 Uiso 0.502(4) 1 calc PR B 4 H55F H -0.2134 0.5320 0.2329 0.062 Uiso 0.502(4) 1 calc PR B 4 Cl1 Cl -0.04861(10) 0.20107(7) 0.13809(4) 0.0258(3) 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 N1 0.036(2) 0.0248(17) 0.0185(16) 0.0024(14) 0.0068(15) 0.0073(16) N2 0.0215(17) 0.0200(17) 0.0234(16) -0.0012(14) 0.0047(14) -0.0023(14) N3 0.039(2) 0.0242(17) 0.0213(17) 0.0001(15) 0.0080(15) 0.0009(16) N4 0.0262(18) 0.0233(18) 0.0236(16) 0.0025(14) 0.0038(14) 0.0066(15) C1 0.043(2) 0.0266(18) 0.0215(18) 0.0018(15) 0.0041(17) 0.0098(17) C2 0.081(3) 0.040(2) 0.026(2) -0.0022(19) -0.010(2) 0.023(2) C3 0.086(3) 0.040(2) 0.023(2) -0.0058(19) -0.008(2) 0.020(2) C4 0.052(2) 0.0306(19) 0.0190(18) -0.0011(15) 0.0074(18) 0.0097(18) C5 0.038(2) 0.029(3) 0.042(3) -0.003(2) 0.022(2) 0.001(2) C6 0.038(2) 0.0270(19) 0.0224(19) -0.0039(16) 0.0088(17) 0.0060(17) C7 0.065(4) 0.035(3) 0.026(2) -0.009(2) 0.012(2) 0.007(3) C8 0.0232(19) 0.0284(19) 0.0245(17) -0.0060(16) 0.0046(16) 0.0020(16) C9 0.026(2) 0.048(2) 0.036(2) -0.015(2) 0.0073(18) -0.0118(19) C10 0.033(2) 0.043(2) 0.040(2) -0.011(2) 0.0141(19) -0.020(2) C11 0.0242(19) 0.0256(19) 0.0303(17) -0.0003(16) 0.0080(15) -0.0048(16) C12 0.056(3) 0.026(2) 0.043(3) 0.007(2) 0.022(3) -0.004(2) C13 0.0364(18) 0.0225(17) 0.0288(17) 0.0042(15) 0.0086(16) -0.0003(16) C15 0.039(2) 0.0252(18) 0.0250(19) 0.0043(16) 0.0090(17) 0.0003(16) C16 0.045(2) 0.033(2) 0.031(2) 0.0049(19) 0.0134(19) 0.0008(19) C17 0.045(2) 0.036(2) 0.025(2) 0.0012(18) 0.0121(18) 0.0045(19) C18 0.040(2) 0.0297(18) 0.0203(19) -0.0029(16) 0.0039(17) 0.0049(17) C19 0.053(3) 0.029(3) 0.024(2) -0.005(2) -0.002(2) -0.002(2) C20 0.048(2) 0.0280(19) 0.0211(18) -0.0044(16) 0.0053(18) 0.0059(18) C21 0.070(4) 0.036(3) 0.023(2) -0.005(2) 0.013(2) 0.009(3) C22 0.045(2) 0.030(2) 0.0223(17) -0.0022(16) 0.0084(17) 0.0142(18) C23 0.076(3) 0.056(3) 0.037(2) 0.010(2) 0.024(2) 0.043(2) C24 0.066(3) 0.051(3) 0.037(2) 0.011(2) 0.016(2) 0.036(2) C25 0.0304(19) 0.0232(19) 0.0239(17) 0.0004(15) 0.0040(15) 0.0050(17) C26 0.033(2) 0.027(2) 0.035(3) 0.010(2) 0.011(2) 0.007(2) C27 0.0263(17) 0.0227(17) 0.0293(17) 0.0067(15) 0.0064(15) 0.0032(16) C14A 0.0382(17) 0.0213(17) 0.0296(17) 0.0008(15) 0.0011(15) 0.0019(14) C29A 0.0358(18) 0.0182(18) 0.0335(18) 0.0005(17) -0.0009(17) 0.0006(16) C30A 0.0323(16) 0.0172(18) 0.0332(17) -0.0001(16) -0.0012(15) 0.0048(15) N5A 0.0328(19) 0.0180(19) 0.0337(17) -0.0022(18) -0.0020(17) 0.0046(16) N6A 0.0311(19) 0.020(2) 0.0354(18) 0.000(2) -0.0005(18) 0.0071(17) N7A 0.0276(15) 0.0208(18) 0.0359(17) 0.0010(16) 0.0005(15) 0.0072(16) C31A 0.0284(16) 0.0197(19) 0.036(2) 0.0029(18) 0.0008(17) 0.0071(16) C32A 0.0270(18) 0.026(2) 0.041(2) -0.0001(18) 0.0029(18) 0.0045(19) C33A 0.027(2) 0.026(2) 0.041(2) -0.0025(18) 0.0049(19) 0.001(2) C34A 0.031(2) 0.0319(19) 0.044(2) -0.0019(18) 0.0076(19) -0.0001(18) C35A 0.034(2) 0.033(2) 0.046(2) -0.0014(18) 0.0071(19) -0.0011(18) C36A 0.031(2) 0.036(2) 0.044(2) 0.0005(19) 0.006(2) 0.0012(18) N8A 0.0267(16) 0.0367(17) 0.0402(18) 0.0054(16) 0.0065(16) -0.0007(15) N9A 0.0242(17) 0.0373(17) 0.040(2) 0.0088(17) 0.0053(17) -0.0032(15) N10A 0.0223(19) 0.0346(18) 0.0387(18) 0.0113(16) 0.0063(18) -0.0057(16) C37A 0.0269(17) 0.0334(19) 0.043(2) 0.0067(19) 0.0053(19) -0.0035(16) C38A 0.0231(16) 0.0317(19) 0.041(2) 0.0098(17) 0.0062(17) -0.0067(16) C39A 0.0243(17) 0.029(2) 0.048(2) 0.0166(19) 0.0069(17) -0.0069(17) C28A 0.0262(16) 0.0303(18) 0.0493(19) 0.0158(16) 0.0081(15) -0.0015(15) C14B 0.0382(17) 0.0213(17) 0.0296(17) 0.0008(15) 0.0011(15) 0.0019(14) C29B 0.0358(18) 0.0182(18) 0.0335(18) 0.0005(17) -0.0009(17) 0.0006(16) C30B 0.0323(16) 0.0172(18) 0.0332(17) -0.0001(16) -0.0012(15) 0.0048(15) N5B 0.0328(19) 0.0180(19) 0.0337(17) -0.0022(18) -0.0020(17) 0.0046(16) N6B 0.0311(19) 0.020(2) 0.0354(18) 0.000(2) -0.0005(18) 0.0071(17) N7B 0.0276(15) 0.0208(18) 0.0359(17) 0.0010(16) 0.0005(15) 0.0072(16) C31B 0.0284(16) 0.0197(19) 0.036(2) 0.0029(18) 0.0008(17) 0.0071(16) C32B 0.0270(18) 0.026(2) 0.041(2) -0.0001(18) 0.0029(18) 0.0045(19) C33B 0.027(2) 0.026(2) 0.041(2) -0.0025(18) 0.0049(19) 0.001(2) C34B 0.031(2) 0.0319(19) 0.044(2) -0.0019(18) 0.0076(19) -0.0001(18) C35B 0.034(2) 0.033(2) 0.046(2) -0.0014(18) 0.0071(19) -0.0011(18) C36B 0.031(2) 0.036(2) 0.044(2) 0.0005(19) 0.006(2) 0.0012(18) N8B 0.0267(16) 0.0367(17) 0.0402(18) 0.0054(16) 0.0065(16) -0.0007(15) N9B 0.0242(17) 0.0373(17) 0.040(2) 0.0088(17) 0.0053(17) -0.0032(15) N10B 0.0223(19) 0.0346(18) 0.0387(18) 0.0113(16) 0.0063(18) -0.0057(16) C37B 0.0269(17) 0.0334(19) 0.043(2) 0.0067(19) 0.0053(19) -0.0035(16) C38B 0.0231(16) 0.0317(19) 0.041(2) 0.0098(17) 0.0062(17) -0.0067(16) C39B 0.0243(17) 0.029(2) 0.048(2) 0.0166(19) 0.0069(17) -0.0069(17) C28B 0.0262(16) 0.0303(18) 0.0493(19) 0.0158(16) 0.0081(15) -0.0015(15) N11A 0.0367(12) 0.0406(12) 0.0484(13) 0.0035(12) 0.0063(11) 0.0083(11) C40A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C41A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C42A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C43A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C44A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C45A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C46A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C47A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C48A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C49A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C50A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C51A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C52A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C53A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C54A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C55A 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) N11B 0.0367(12) 0.0406(12) 0.0484(13) 0.0035(12) 0.0063(11) 0.0083(11) C40B 0.037(3) 0.040(2) 0.048(3) 0.004(2) 0.007(2) 0.008(2) C41B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C42B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C43B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C44B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C45B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C46B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C47B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C48B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C49B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C50B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C51B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C52B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C53B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C54B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) C55B 0.0374(7) 0.0407(7) 0.0464(7) -0.0007(6) 0.0038(6) 0.0089(6) Cl1 0.0183(5) 0.0200(6) 0.0392(7) -0.0033(5) 0.0040(5) 0.0001(4) _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 N1 C4 1.371(6) . ? N1 C1 1.381(6) . ? N2 C11 1.376(6) . ? N2 C8 1.376(6) . ? N3 C15 1.375(6) . ? N3 C18 1.382(6) . ? N4 C22 1.370(6) . ? N4 C25 1.380(6) . ? C1 C2 1.360(8) . ? C1 C27 1.510(7) . ? C2 C3 1.419(8) . ? C3 C4 1.367(8) . ? C4 C6 1.517(7) . ? C5 C6 1.547(7) . ? C6 C8 1.506(7) . ? C6 C7 1.540(7) . ? C8 C9 1.370(7) . ? C9 C10 1.410(8) . ? C10 C11 1.363(7) . ? C11 C13 1.519(7) . ? C12 C13 1.532(7) . ? C13 C15 1.525(7) . ? C13 C14A 1.544(7) . ? C15 C16 1.368(7) . ? C16 C17 1.426(8) . ? C17 C18 1.362(8) . ? C18 C20 1.516(7) . ? C19 C20 1.546(8) . ? C20 C22 1.522(7) . ? C20 C21 1.539(7) . ? C22 C23 1.347(8) . ? C23 C24 1.409(8) . ? C24 C25 1.360(7) . ? C25 C27 1.510(6) . ? C26 C27 1.533(6) . ? C27 C28A 1.540(7) . ? C14A C29A 1.522(9) . ? C29A C30A 1.483(10) . ? C30A N5A 1.360(8) . ? C30A C31A 1.378(10) . ? N5A N6A 1.308(10) . ? N6A N7A 1.352(9) . ? N7A C31A 1.353(8) . ? N7A C32A 1.427(7) . ? C32A C33A 1.533(7) . ? C33A C34A 1.519(7) . ? C34A C35A 1.528(7) . ? C35A C36A 1.534(7) . ? C36A N8A 1.431(7) . ? N8A N9A 1.345(9) . ? N8A C37A 1.361(10) . ? N9A N10A 1.317(9) . ? N10A C38A 1.355(10) . ? C37A C38A 1.373(11) . ? C38A C39A 1.499(10) . ? C39A C28A 1.501(9) . ? C29B C30B 1.478(10) . ? C30B N5B 1.371(9) . ? C30B C31B 1.381(11) . ? N5B N6B 1.314(11) . ? N6B N7B 1.342(10) . ? N7B C31B 1.352(9) . ? N7B C32B 1.432(7) . ? C32B C33B 1.529(7) . ? C33B C34B 1.521(7) . ? C34B C35B 1.531(7) . ? C35B C36B 1.527(7) . ? C36B N8B 1.428(7) . ? N8B N9B 1.346(9) . ? N8B C37B 1.358(10) . ? N9B N10B 1.315(9) . ? N10B C38B 1.366(10) . ? C37B C38B 1.373(11) . ? C38B C39B 1.506(10) . ? N11A C40A 1.463(7) . ? N11A C48A 1.470(8) . ? N11A C44A 1.480(8) . ? N11A C52A 1.518(7) . ? C40A C41A 1.502(8) . ? C41A C42A 1.520(8) . ? C42A C43A 1.511(8) . ? C44A C45A 1.508(8) . ? C45A C46A 1.531(8) . ? C46A C47A 1.523(8) . ? C48A C49A 1.483(8) . ? C49A C50A 1.378(8) . ? C50A C51A 1.525(8) . ? C52A C53A 1.498(8) . ? C53A C54A 1.538(8) . ? C54A C55A 1.445(8) . ? C40B C41B 1.500(13) . ? C41B C42B 1.521(13) . ? C42B C43B 1.495(13) . ? C44B C45B 1.524(13) . ? C45B C46B 1.508(14) . ? C46B C47B 1.516(13) . ? C48B C49B 1.524(13) . ? C49B C50B 1.372(13) . ? C50B C51B 1.507(13) . ? C52B C53B 1.526(14) . ? C53B C54B 1.515(13) . ? C54B C55B 1.455(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 N1 C1 110.8(4) . . ? C11 N2 C8 110.7(4) . . ? C15 N3 C18 110.7(4) . . ? C22 N4 C25 111.0(4) . . ? C2 C1 N1 106.5(4) . . ? C2 C1 C27 130.6(5) . . ? N1 C1 C27 122.7(4) . . ? C1 C2 C3 108.2(5) . . ? C4 C3 C2 107.9(5) . . ? C3 C4 N1 106.6(5) . . ? C3 C4 C6 131.4(5) . . ? N1 C4 C6 122.0(4) . . ? C8 C6 C4 112.1(4) . . ? C8 C6 C7 109.0(4) . . ? C4 C6 C7 108.4(4) . . ? C8 C6 C5 110.1(4) . . ? C4 C6 C5 109.6(4) . . ? C7 C6 C5 107.4(4) . . ? C9 C8 N2 106.6(4) . . ? C9 C8 C6 131.2(5) . . ? N2 C8 C6 122.2(4) . . ? C8 C9 C10 107.7(5) . . ? C11 C10 C9 108.7(5) . . ? C10 C11 N2 106.3(4) . . ? C10 C11 C13 131.7(5) . . ? N2 C11 C13 121.9(4) . . ? C11 C13 C15 112.8(4) . . ? C11 C13 C12 108.1(4) . . ? C15 C13 C12 108.0(4) . . ? C11 C13 C14A 109.8(4) . . ? C15 C13 C14A 108.3(4) . . ? C12 C13 C14A 109.8(4) . . ? C16 C15 N3 106.8(4) . . ? C16 C15 C13 130.7(5) . . ? N3 C15 C13 122.4(4) . . ? C15 C16 C17 107.6(5) . . ? C18 C17 C16 108.3(5) . . ? C17 C18 N3 106.6(5) . . ? C17 C18 C20 131.2(5) . . ? N3 C18 C20 122.2(4) . . ? C18 C20 C22 112.0(4) . . ? C18 C20 C21 108.3(4) . . ? C22 C20 C21 108.0(4) . . ? C18 C20 C19 110.4(4) . . ? C22 C20 C19 109.5(4) . . ? C21 C20 C19 108.5(4) . . ? C23 C22 N4 106.2(4) . . ? C23 C22 C20 131.5(5) . . ? N4 C22 C20 122.3(4) . . ? C22 C23 C24 109.0(5) . . ? C25 C24 C23 107.9(5) . . ? C24 C25 N4 106.0(4) . . ? C24 C25 C27 130.5(5) . . ? N4 C25 C27 123.5(4) . . ? C25 C27 C1 113.2(4) . . ? C25 C27 C26 108.4(4) . . ? C1 C27 C26 109.0(4) . . ? C25 C27 C28A 108.2(4) . . ? C1 C27 C28A 108.1(4) . . ? C26 C27 C28A 109.8(4) . . ? C29A C14A C13 110.6(5) . . ? C30A C29A C14A 110.6(6) . . ? N5A C30A C31A 108.8(7) . . ? N5A C30A C29A 120.0(7) . . ? C31A C30A C29A 131.2(7) . . ? N6A N5A C30A 108.0(7) . . ? N5A N6A N7A 108.8(6) . . ? N6A N7A C31A 109.6(6) . . ? N6A N7A C32A 119.8(7) . . ? C31A N7A C32A 130.6(7) . . ? N7A C31A C30A 104.8(6) . . ? N7A C32A C33A 114.4(6) . . ? C34A C33A C32A 110.9(6) . . ? C33A C34A C35A 111.8(6) . . ? C34A C35A C36A 110.7(6) . . ? N8A C36A C35A 114.1(6) . . ? N9A N8A C37A 109.7(6) . . ? N9A N8A C36A 123.0(7) . . ? C37A N8A C36A 127.3(7) . . ? N10A N9A N8A 108.2(6) . . ? N9A N10A C38A 108.6(7) . . ? N8A C37A C38A 105.0(7) . . ? N10A C38A C37A 108.5(7) . . ? N10A C38A C39A 120.9(7) . . ? C37A C38A C39A 130.6(7) . . ? C38A C39A C28A 111.9(6) . . ? C39A C28A C27 123.9(5) . . ? N5B C30B C31B 106.3(7) . . ? N5B C30B C29B 124.0(8) . . ? C31B C30B C29B 129.7(7) . . ? N6B N5B C30B 109.6(7) . . ? N5B N6B N7B 108.0(6) . . ? N6B N7B C31B 109.6(7) . . ? N6B N7B C32B 121.4(7) . . ? C31B N7B C32B 129.0(7) . . ? N7B C31B C30B 106.4(7) . . ? N7B C32B C33B 114.0(6) . . ? C34B C33B C32B 111.5(6) . . ? C33B C34B C35B 110.8(6) . . ? C36B C35B C34B 110.4(6) . . ? N8B C36B C35B 115.2(6) . . ? N9B N8B C37B 109.6(7) . . ? N9B N8B C36B 118.9(7) . . ? C37B N8B C36B 131.4(8) . . ? N10B N9B N8B 107.5(7) . . ? N9B N10B C38B 109.9(7) . . ? N8B C37B C38B 106.2(8) . . ? N10B C38B C37B 106.7(7) . . ? N10B C38B C39B 120.8(8) . . ? C37B C38B C39B 132.5(8) . . ? C40A N11A C48A 111.5(6) . . ? C40A N11A C44A 110.6(8) . . ? C48A N11A C44A 114.0(8) . . ? C40A N11A C52A 111.1(7) . . ? C48A N11A C52A 110.5(7) . . ? C44A N11A C52A 98.5(7) . . ? N11A C40A C41A 115.6(7) . . ? C40A C41A C42A 108.2(7) . . ? C43A C42A C41A 109.2(7) . . ? N11A C44A C45A 116.2(8) . . ? C44A C45A C46A 108.0(8) . . ? C47A C46A C45A 109.5(7) . . ? N11A C48A C49A 111.7(7) . . ? C50A C49A C48A 119.9(8) . . ? C49A C50A C51A 113.6(8) . . ? C53A C52A N11A 113.9(7) . . ? C52A C53A C54A 108.4(7) . . ? C55A C54A C53A 109.6(7) . . ? C40B C41B C42B 110.5(9) . . ? C43B C42B C41B 114.7(10) . . ? C46B C45B C44B 109.8(10) . . ? C45B C46B C47B 114.2(10) . . ? C50B C49B C48B 116.1(10) . . ? C49B C50B C51B 126.4(11) . . ? C54B C53B C52B 110.2(9) . . ? C55B C54B C53B 138.2(11) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.189 _refine_diff_density_min -1.871 _refine_diff_density_rms 0.098 #===END data_2009sot1153 _database_code_depnum_ccdc_archive 'CCDC 769118' #TrackingRef '- 0927_1153_1154_1164_1165_1372_comb.cif' _chemical_compound_source 'Masafumi Yano' _database_code_CSD 9SOT1153 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H48 N10, C H4 O, C2 H3 N' _chemical_formula_sum 'C41 H55 N11 O' _chemical_formula_weight 717.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4229(4) _cell_length_b 13.7802(4) _cell_length_c 13.8771(4) _cell_angle_alpha 102.520(2) _cell_angle_beta 92.138(2) _cell_angle_gamma 113.6650(10) _cell_volume 1934.15(10) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 23853 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.233 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9846 _exptl_absorpt_correction_T_max 0.9922 _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 23164 reflections reduced R(int) from 0.0943 to 0.0609 Ratio of minimum to maximum apparent transmission: 0.742235 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 28296 _diffrn_reflns_av_R_equivalents 0.0637 _diffrn_reflns_av_sigmaI/netI 0.0713 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.48 _reflns_number_total 8738 _reflns_number_gt 6254 _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^)+(0.0214P)^2^+3.5305P] 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 8738 _refine_ls_number_parameters 487 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1168 _refine_ls_R_factor_gt 0.0779 _refine_ls_wR_factor_ref 0.1658 _refine_ls_wR_factor_gt 0.1453 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 N1 N 1.0093(2) 1.18769(18) 0.25160(16) 0.0219(5) Uani 1 1 d . . . H901 H 1.0418 1.2376 0.3086 0.026 Uiso 1 1 calc R . . N2 N 0.9812(2) 1.37968(18) 0.16227(16) 0.0210(5) Uani 1 1 d . . . H902 H 0.9160 1.3151 0.1528 0.025 Uiso 1 1 calc R . . N3 N 0.8105(2) 1.42947(17) 0.32586(15) 0.0198(4) Uani 1 1 d . . . H903 H 0.8935 1.4503 0.3434 0.024 Uiso 1 1 calc R . . N4 N 0.7939(2) 1.21286(18) 0.39171(16) 0.0226(5) Uani 1 1 d . . . H904 H 0.7454 1.2012 0.3359 0.027 Uiso 1 1 calc R . . N5 N 0.7116(2) 1.20654(18) 0.12581(17) 0.0250(5) Uani 1 1 d . . . N6 N 0.6189(2) 1.12912(19) 0.15586(17) 0.0264(5) Uani 1 1 d . . . N7 N 0.5078(2) 1.10616(18) 0.09994(17) 0.0242(5) Uani 1 1 d . . . N8 N 0.2967(2) 0.91264(18) 0.29870(16) 0.0227(5) Uani 1 1 d . . . N9 N 0.2955(2) 0.81991(18) 0.24409(17) 0.0255(5) Uani 1 1 d . . . N10 N 0.4093(2) 0.82058(19) 0.26825(17) 0.0261(5) Uani 1 1 d . . . C1 C 0.9099(2) 1.0861(2) 0.24017(19) 0.0208(5) Uani 1 1 d . . . C2 C 0.8884(3) 1.0331(2) 0.1410(2) 0.0244(6) Uani 1 1 d . . . H2 H 0.8255 0.9611 0.1106 0.029 Uiso 1 1 calc R . . C3 C 0.9777(3) 1.1058(2) 0.0919(2) 0.0240(6) Uani 1 1 d . . . H3A H 0.9847 1.0907 0.0228 0.029 Uiso 1 1 calc R . . C4 C 1.0511(2) 1.2005(2) 0.16135(19) 0.0213(5) Uani 1 1 d . . . C5 C 1.1940(3) 1.2914(3) 0.0467(2) 0.0328(7) Uani 1 1 d . . . H5A H 1.2261 1.2343 0.0350 0.049 Uiso 1 1 calc R . . H5B H 1.2617 1.3604 0.0403 0.049 Uiso 1 1 calc R . . H5C H 1.1183 1.2695 -0.0025 0.049 Uiso 1 1 calc R . . C6 C 1.1557(2) 1.3073(2) 0.1527(2) 0.0234(6) Uani 1 1 d . . . C7 C 1.2761(3) 1.3430(2) 0.2285(2) 0.0308(6) Uani 1 1 d . . . H7A H 1.2525 1.3498 0.2960 0.046 Uiso 1 1 calc R . . H7B H 1.3412 1.4138 0.2234 0.046 Uiso 1 1 calc R . . H7C H 1.3115 1.2881 0.2143 0.046 Uiso 1 1 calc R . . C8 C 1.1094(2) 1.3982(2) 0.16939(18) 0.0201(5) Uani 1 1 d . . . C9 C 1.1799(2) 1.5085(2) 0.18450(19) 0.0223(5) Uani 1 1 d . . . H9 H 1.2714 1.5452 0.1925 0.027 Uiso 1 1 calc R . . C10 C 1.0935(2) 1.5583(2) 0.18609(18) 0.0214(5) Uani 1 1 d . . . H10 H 1.1164 1.6343 0.1952 0.026 Uiso 1 1 calc R . . C11 C 0.9700(2) 1.4774(2) 0.17208(18) 0.0198(5) Uani 1 1 d . . . C12 C 0.8724(3) 1.6108(2) 0.1907(2) 0.0262(6) Uani 1 1 d . . . H12A H 0.9189 1.6459 0.2585 0.039 Uiso 1 1 calc R . . H12B H 0.7914 1.6193 0.1864 0.039 Uiso 1 1 calc R . . H12C H 0.9258 1.6453 0.1434 0.039 Uiso 1 1 calc R . . C13 C 0.8427(2) 1.4870(2) 0.16495(18) 0.0201(5) Uani 1 1 d . . . C14 C 0.7682(3) 1.4380(2) 0.05743(19) 0.0232(6) Uani 1 1 d . . . H14A H 0.6841 1.4428 0.0597 0.028 Uiso 1 1 calc R . . H14B H 0.8170 1.4860 0.0156 0.028 Uiso 1 1 calc R . . C15 C 0.7583(2) 1.4369(2) 0.23885(18) 0.0201(5) Uani 1 1 d . . . C16 C 0.6271(3) 1.3982(2) 0.2402(2) 0.0240(6) Uani 1 1 d . . . H16 H 0.5654 1.3945 0.1901 0.029 Uiso 1 1 calc R . . C17 C 0.6006(3) 1.3649(2) 0.3298(2) 0.0246(6) Uani 1 1 d . . . H17 H 0.5177 1.3342 0.3498 0.029 Uiso 1 1 calc R . . C18 C 0.7152(2) 1.3848(2) 0.38257(19) 0.0210(5) Uani 1 1 d . . . C19 C 0.6234(3) 1.3213(3) 0.5294(2) 0.0317(7) Uani 1 1 d . . . H19A H 0.5795 1.3702 0.5371 0.048 Uiso 1 1 calc R . . H19B H 0.6450 1.3118 0.5947 0.048 Uiso 1 1 calc R . . H19C H 0.5664 1.2500 0.4853 0.048 Uiso 1 1 calc R . . C20 C 0.7487(3) 1.3717(2) 0.48361(19) 0.0239(6) Uani 1 1 d . . . C21 C 0.8350(3) 1.4843(2) 0.5532(2) 0.0298(6) Uani 1 1 d . . . H21A H 0.9136 1.5187 0.5242 0.045 Uiso 1 1 calc R . . H21B H 0.8582 1.4752 0.6183 0.045 Uiso 1 1 calc R . . H21C H 0.7882 1.5310 0.5616 0.045 Uiso 1 1 calc R . . C22 C 0.8163(3) 1.2959(2) 0.47532(19) 0.0233(6) Uani 1 1 d . . . C23 C 0.8964(3) 1.2868(2) 0.5450(2) 0.0289(6) Uani 1 1 d . . . H23 H 0.9286 1.3334 0.6103 0.035 Uiso 1 1 calc R . . C24 C 0.9233(3) 1.1956(2) 0.5027(2) 0.0266(6) Uani 1 1 d . . . H24 H 0.9766 1.1704 0.5345 0.032 Uiso 1 1 calc R . . C25 C 0.8581(2) 1.1504(2) 0.40741(19) 0.0215(5) Uani 1 1 d . . . C26 C 0.9124(3) 0.9890(2) 0.3725(2) 0.0270(6) Uani 1 1 d . . . H26A H 1.0046 1.0364 0.3930 0.040 Uiso 1 1 calc R . . H26B H 0.9019 0.9231 0.3220 0.040 Uiso 1 1 calc R . . H26C H 0.8725 0.9681 0.4304 0.040 Uiso 1 1 calc R . . C27 C 0.8470(2) 1.0510(2) 0.32840(19) 0.0214(5) Uani 1 1 d . . . C28 C 0.7028(2) 0.9753(2) 0.2908(2) 0.0232(6) Uani 1 1 d . . . H28A H 0.6663 1.0122 0.2528 0.028 Uiso 1 1 calc R . . H28B H 0.6965 0.9073 0.2443 0.028 Uiso 1 1 calc R . . C29 C 0.7410(3) 1.3201(2) 0.00354(19) 0.0239(6) Uani 1 1 d . . . H29A H 0.6983 1.3043 -0.0650 0.029 Uiso 1 1 calc R . . H29B H 0.8247 1.3151 -0.0021 0.029 Uiso 1 1 calc R . . C30 C 0.6591(3) 1.2332(2) 0.05132(19) 0.0214(5) Uani 1 1 d . . . C31 C 0.5289(3) 1.1684(2) 0.0343(2) 0.0234(6) Uani 1 1 d . . . H31 H 0.4667 1.1676 -0.0136 0.028 Uiso 1 1 calc R . . C32 C 0.3875(3) 1.0192(2) 0.1140(2) 0.0271(6) Uani 1 1 d . . . H32A H 0.4091 0.9740 0.1519 0.033 Uiso 1 1 calc R . . H32B H 0.3408 0.9712 0.0479 0.033 Uiso 1 1 calc R . . C33 C 0.2988(3) 1.0629(2) 0.1691(2) 0.0295(6) Uani 1 1 d . . . H33A H 0.2737 1.1054 0.1302 0.035 Uiso 1 1 calc R . . H33B H 0.3458 1.1127 0.2345 0.035 Uiso 1 1 calc R . . C34 C 0.1766(3) 0.9693(3) 0.1855(2) 0.0318(7) Uani 1 1 d . . . H34A H 0.1036 0.9905 0.1820 0.038 Uiso 1 1 calc R . . H34B H 0.1562 0.9034 0.1303 0.038 Uiso 1 1 calc R . . C35 C 0.1864(3) 0.9391(2) 0.2842(2) 0.0292(6) Uani 1 1 d . . . H35A H 0.1944 1.0012 0.3398 0.035 Uiso 1 1 calc R . . H35B H 0.1061 0.8753 0.2861 0.035 Uiso 1 1 calc R . . C36 C 0.4102(3) 0.9736(2) 0.3577(2) 0.0258(6) Uani 1 1 d . . . H36 H 0.4351 1.0430 0.4034 0.031 Uiso 1 1 calc R . . C37 C 0.4825(3) 0.9146(2) 0.33824(19) 0.0242(6) Uani 1 1 d . . . C38 C 0.6201(3) 0.9442(2) 0.3740(2) 0.0275(6) Uani 1 1 d . . . H38A H 0.6278 0.8813 0.3925 0.033 Uiso 1 1 calc R . . H38B H 0.6513 1.0067 0.4339 0.033 Uiso 1 1 calc R . . O1 O 0.5239(2) 1.6680(2) 0.22776(17) 0.0460(6) Uani 1 1 d . . . H1A H 0.4845 1.7086 0.2344 0.069 Uiso 1 1 calc R . . C39 C 0.5425(4) 1.6416(4) 0.1287(3) 0.0542(10) Uani 1 1 d . . . H39A H 0.6064 1.7066 0.1126 0.081 Uiso 1 1 calc R . . H39B H 0.4606 1.6156 0.0853 0.081 Uiso 1 1 calc R . . H39C H 0.5736 1.5839 0.1183 0.081 Uiso 1 1 calc R . . C40 C 0.2996(4) 1.3494(3) 0.5878(3) 0.0590(11) Uani 1 1 d . . . H40A H 0.3381 1.3373 0.6458 0.089 Uiso 1 1 calc R . . H40B H 0.2151 1.3484 0.5994 0.089 Uiso 1 1 calc R . . H40C H 0.3561 1.4205 0.5773 0.089 Uiso 1 1 calc R . . C41 C 0.2841(3) 1.2638(3) 0.5007(2) 0.0345(7) Uani 1 1 d . . . N11 N 0.2727(3) 1.1965(3) 0.4326(2) 0.0569(8) 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 N1 0.0204(11) 0.0244(12) 0.0184(11) 0.0057(9) 0.0053(8) 0.0065(9) N2 0.0171(11) 0.0203(11) 0.0263(11) 0.0095(9) 0.0070(9) 0.0064(9) N3 0.0159(10) 0.0241(11) 0.0206(11) 0.0082(9) 0.0057(8) 0.0078(9) N4 0.0218(11) 0.0308(12) 0.0189(11) 0.0102(10) 0.0044(9) 0.0128(10) N5 0.0248(12) 0.0243(12) 0.0278(12) 0.0081(10) 0.0059(9) 0.0113(10) N6 0.0251(12) 0.0283(13) 0.0297(12) 0.0114(11) 0.0057(10) 0.0128(10) N7 0.0245(12) 0.0235(12) 0.0278(12) 0.0091(10) 0.0082(9) 0.0117(10) N8 0.0199(11) 0.0222(11) 0.0258(11) 0.0066(10) 0.0078(9) 0.0081(9) N9 0.0199(11) 0.0220(12) 0.0329(13) 0.0073(10) 0.0060(9) 0.0066(10) N10 0.0232(12) 0.0265(12) 0.0311(12) 0.0113(10) 0.0094(10) 0.0102(10) C1 0.0159(12) 0.0207(13) 0.0271(13) 0.0083(11) 0.0047(10) 0.0076(10) C2 0.0205(13) 0.0222(14) 0.0280(14) 0.0064(11) 0.0045(11) 0.0063(11) C3 0.0284(14) 0.0287(14) 0.0203(13) 0.0094(11) 0.0087(11) 0.0152(12) C4 0.0193(13) 0.0266(14) 0.0224(13) 0.0111(11) 0.0085(10) 0.0113(11) C5 0.0397(17) 0.0340(16) 0.0328(16) 0.0153(14) 0.0219(13) 0.0188(14) C6 0.0198(13) 0.0268(14) 0.0260(13) 0.0116(12) 0.0103(10) 0.0091(11) C7 0.0208(14) 0.0291(15) 0.0431(17) 0.0105(14) 0.0059(12) 0.0103(12) C8 0.0205(13) 0.0265(14) 0.0163(12) 0.0084(11) 0.0075(10) 0.0108(11) C9 0.0177(13) 0.0247(13) 0.0235(13) 0.0095(11) 0.0090(10) 0.0056(11) C10 0.0229(13) 0.0202(13) 0.0203(12) 0.0074(11) 0.0078(10) 0.0066(11) C11 0.0236(13) 0.0212(13) 0.0166(12) 0.0073(10) 0.0057(10) 0.0098(11) C12 0.0293(15) 0.0254(14) 0.0274(14) 0.0081(12) 0.0040(11) 0.0142(12) C13 0.0206(13) 0.0210(13) 0.0198(12) 0.0062(11) 0.0031(10) 0.0091(11) C14 0.0241(14) 0.0246(14) 0.0221(13) 0.0086(11) 0.0038(10) 0.0100(12) C15 0.0207(13) 0.0213(13) 0.0193(12) 0.0046(11) 0.0031(10) 0.0100(11) C16 0.0205(13) 0.0286(14) 0.0243(13) 0.0053(12) 0.0033(10) 0.0122(12) C17 0.0214(13) 0.0274(14) 0.0254(14) 0.0052(12) 0.0084(11) 0.0110(12) C18 0.0212(13) 0.0228(13) 0.0201(12) 0.0056(11) 0.0082(10) 0.0099(11) C19 0.0304(16) 0.0422(18) 0.0303(15) 0.0178(14) 0.0162(12) 0.0177(14) C20 0.0231(14) 0.0311(15) 0.0212(13) 0.0122(12) 0.0074(10) 0.0117(12) C21 0.0357(16) 0.0343(16) 0.0198(13) 0.0055(12) 0.0077(11) 0.0153(14) C22 0.0218(13) 0.0264(14) 0.0210(13) 0.0084(11) 0.0078(10) 0.0079(11) C23 0.0293(15) 0.0315(15) 0.0228(14) 0.0063(12) 0.0008(11) 0.0103(13) C24 0.0255(14) 0.0296(15) 0.0265(14) 0.0109(12) 0.0017(11) 0.0117(12) C25 0.0165(12) 0.0277(14) 0.0240(13) 0.0121(11) 0.0090(10) 0.0096(11) C26 0.0242(14) 0.0314(15) 0.0303(15) 0.0135(13) 0.0061(11) 0.0136(12) C27 0.0178(13) 0.0251(14) 0.0234(13) 0.0101(11) 0.0055(10) 0.0090(11) C28 0.0200(13) 0.0247(14) 0.0252(13) 0.0100(11) 0.0045(10) 0.0078(11) C29 0.0243(14) 0.0282(14) 0.0180(12) 0.0060(11) 0.0029(10) 0.0097(12) C30 0.0234(13) 0.0200(13) 0.0200(12) 0.0018(10) 0.0022(10) 0.0102(11) C31 0.0245(14) 0.0241(14) 0.0237(13) 0.0072(11) 0.0043(11) 0.0114(11) C32 0.0246(14) 0.0201(13) 0.0355(15) 0.0081(12) 0.0115(12) 0.0071(12) C33 0.0278(15) 0.0291(15) 0.0374(16) 0.0123(13) 0.0119(12) 0.0151(13) C34 0.0215(14) 0.0375(17) 0.0422(17) 0.0163(14) 0.0103(12) 0.0146(13) C35 0.0221(14) 0.0346(16) 0.0353(16) 0.0110(13) 0.0132(12) 0.0145(12) C36 0.0224(14) 0.0265(14) 0.0250(14) 0.0075(12) 0.0073(11) 0.0060(12) C37 0.0232(14) 0.0267(14) 0.0226(13) 0.0114(12) 0.0091(10) 0.0071(12) C38 0.0211(14) 0.0337(16) 0.0284(14) 0.0168(13) 0.0054(11) 0.0075(12) O1 0.0502(15) 0.0512(15) 0.0471(14) 0.0117(12) 0.0085(11) 0.0319(13) C39 0.051(2) 0.087(3) 0.046(2) 0.019(2) 0.0131(17) 0.049(2) C40 0.071(3) 0.063(3) 0.049(2) -0.0070(19) -0.0045(19) 0.046(2) C41 0.0311(16) 0.0380(18) 0.0336(17) 0.0106(15) 0.0061(13) 0.0128(14) N11 0.052(2) 0.0494(19) 0.0511(19) -0.0060(16) 0.0071(15) 0.0125(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 N1 C1 1.374(3) . ? N1 C4 1.379(3) . ? N2 C8 1.378(3) . ? N2 C11 1.381(3) . ? N3 C15 1.368(3) . ? N3 C18 1.385(3) . ? N4 C22 1.374(3) . ? N4 C25 1.379(3) . ? N5 N6 1.324(3) . ? N5 C30 1.363(3) . ? N6 N7 1.345(3) . ? N7 C31 1.346(3) . ? N7 C32 1.471(3) . ? N8 N9 1.331(3) . ? N8 C36 1.344(3) . ? N8 C35 1.463(3) . ? N9 N10 1.326(3) . ? N10 C37 1.359(4) . ? C1 C2 1.372(4) . ? C1 C27 1.514(3) . ? C2 C3 1.427(4) . ? C3 C4 1.361(4) . ? C4 C6 1.510(4) . ? C5 C6 1.545(4) . ? C6 C8 1.523(4) . ? C6 C7 1.538(4) . ? C8 C9 1.367(4) . ? C9 C10 1.410(4) . ? C10 C11 1.376(4) . ? C11 C13 1.513(3) . ? C12 C13 1.553(4) . ? C13 C15 1.518(3) . ? C13 C14 1.554(4) . ? C14 C29 1.531(4) . ? C15 C16 1.377(4) . ? C16 C17 1.419(4) . ? C17 C18 1.371(4) . ? C18 C20 1.506(4) . ? C19 C20 1.548(4) . ? C20 C22 1.518(4) . ? C20 C21 1.537(4) . ? C22 C23 1.366(4) . ? C23 C24 1.422(4) . ? C24 C25 1.374(4) . ? C25 C27 1.514(4) . ? C26 C27 1.539(4) . ? C27 C28 1.548(4) . ? C28 C38 1.543(4) . ? C29 C30 1.497(4) . ? C30 C31 1.372(4) . ? C32 C33 1.524(4) . ? C33 C34 1.539(4) . ? C34 C35 1.528(4) . ? C36 C37 1.370(4) . ? C37 C38 1.492(4) . ? O1 C39 1.392(4) . ? C40 C41 1.442(5) . ? C41 N11 1.133(4) . ? 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 C4 110.6(2) . . ? C8 N2 C11 110.0(2) . . ? C15 N3 C18 110.9(2) . . ? C22 N4 C25 110.5(2) . . ? N6 N5 C30 109.2(2) . . ? N5 N6 N7 106.9(2) . . ? N6 N7 C31 110.8(2) . . ? N6 N7 C32 119.3(2) . . ? C31 N7 C32 129.9(2) . . ? N9 N8 C36 111.0(2) . . ? N9 N8 C35 119.9(2) . . ? C36 N8 C35 128.9(2) . . ? N10 N9 N8 106.9(2) . . ? N9 N10 C37 109.2(2) . . ? C2 C1 N1 106.9(2) . . ? C2 C1 C27 131.9(2) . . ? N1 C1 C27 121.2(2) . . ? C1 C2 C3 107.5(2) . . ? C4 C3 C2 108.1(2) . . ? C3 C4 N1 106.9(2) . . ? C3 C4 C6 131.9(2) . . ? N1 C4 C6 121.1(2) . . ? C4 C6 C8 111.4(2) . . ? C4 C6 C7 110.9(2) . . ? C8 C6 C7 108.8(2) . . ? C4 C6 C5 108.9(2) . . ? C8 C6 C5 108.2(2) . . ? C7 C6 C5 108.5(2) . . ? C9 C8 N2 107.1(2) . . ? C9 C8 C6 128.9(2) . . ? N2 C8 C6 123.7(2) . . ? C8 C9 C10 108.2(2) . . ? C11 C10 C9 108.0(2) . . ? C10 C11 N2 106.7(2) . . ? C10 C11 C13 129.0(2) . . ? N2 C11 C13 124.2(2) . . ? C11 C13 C15 112.1(2) . . ? C11 C13 C12 107.9(2) . . ? C15 C13 C12 107.6(2) . . ? C11 C13 C14 112.3(2) . . ? C15 C13 C14 110.7(2) . . ? C12 C13 C14 106.0(2) . . ? C29 C14 C13 119.3(2) . . ? N3 C15 C16 106.8(2) . . ? N3 C15 C13 121.5(2) . . ? C16 C15 C13 131.6(2) . . ? C15 C16 C17 107.8(2) . . ? C18 C17 C16 108.3(2) . . ? C17 C18 N3 106.2(2) . . ? C17 C18 C20 132.6(2) . . ? N3 C18 C20 121.1(2) . . ? C18 C20 C22 110.8(2) . . ? C18 C20 C21 109.8(2) . . ? C22 C20 C21 110.2(2) . . ? C18 C20 C19 109.4(2) . . ? C22 C20 C19 108.2(2) . . ? C21 C20 C19 108.4(2) . . ? C23 C22 N4 107.0(2) . . ? C23 C22 C20 130.3(2) . . ? N4 C22 C20 122.5(2) . . ? C22 C23 C24 108.1(2) . . ? C25 C24 C23 107.6(2) . . ? C24 C25 N4 106.8(2) . . ? C24 C25 C27 131.5(2) . . ? N4 C25 C27 121.7(2) . . ? C1 C27 C25 110.0(2) . . ? C1 C27 C26 110.0(2) . . ? C25 C27 C26 109.7(2) . . ? C1 C27 C28 107.7(2) . . ? C25 C27 C28 109.4(2) . . ? C26 C27 C28 110.1(2) . . ? C38 C28 C27 114.4(2) . . ? C30 C29 C14 115.9(2) . . ? N5 C30 C31 107.7(2) . . ? N5 C30 C29 121.2(2) . . ? C31 C30 C29 131.1(2) . . ? N7 C31 C30 105.4(2) . . ? N7 C32 C33 113.3(2) . . ? C32 C33 C34 111.4(2) . . ? C35 C34 C33 114.9(2) . . ? N8 C35 C34 112.5(2) . . ? N8 C36 C37 105.5(2) . . ? N10 C37 C36 107.4(2) . . ? N10 C37 C38 121.9(2) . . ? C36 C37 C38 130.4(3) . . ? C37 C38 C28 109.4(2) . . ? N11 C41 C40 179.5(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 N4 H904 N6 0.88 2.61 3.473(3) 166.3 . N2 H902 N5 0.88 2.17 2.982(3) 152.9 . O1 H1A N10 0.84 2.03 2.863(3) 171.5 1_565 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.361 _refine_diff_density_min -0.321 _refine_diff_density_rms 0.065 #===END data_2009sot1154 _database_code_depnum_ccdc_archive 'CCDC 769119' #TrackingRef '- 0927_1153_1154_1164_1165_1372_comb.cif' _chemical_compound_source 'Masafumi Yano' _database_code_CSD 9SOT1154 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H48 N10, C16 H36 N, CH3OH' _chemical_formula_sum 'C55 H88 Br N11 O' _chemical_formula_weight 999.27 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 10.5918(8) _cell_length_b 27.1141(18) _cell_length_c 19.2001(11) _cell_angle_alpha 90.00 _cell_angle_beta 92.771(4) _cell_angle_gamma 90.00 _cell_volume 5507.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 184646 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Slab _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.205 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2152 _exptl_absorpt_coefficient_mu 0.794 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8902 _exptl_absorpt_correction_T_max 0.9766 _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 34506 reflections reduced R(int) from 0.2238 to 0.0837 Ratio of minimum to maximum apparent transmission: 0.766612 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 52306 _diffrn_reflns_av_R_equivalents 0.1581 _diffrn_reflns_av_sigmaI/netI 0.1291 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 25.03 _reflns_number_total 9769 _reflns_number_gt 5940 _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 'CAMERON (Watkin, et al., 1993)' _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 asymmetric unit contains 2 half TBA molecules that are disordered over the mirror plane. Thermal parameter and geometric restraints were used to model this. A refinement in the lower symmetry space-group P21 did not remove the disorder and was abandoned. ; _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^+48.6013P] 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 9769 _refine_ls_number_parameters 700 _refine_ls_number_restraints 587 _refine_ls_R_factor_all 0.1983 _refine_ls_R_factor_gt 0.1243 _refine_ls_wR_factor_ref 0.2467 _refine_ls_wR_factor_gt 0.2127 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.144 _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 Br1 Br -0.01757(6) 0.52979(2) 0.23760(3) 0.03982(16) Uani 1 1 d . . . N1 N 0.2014(5) 0.52498(19) 0.1104(2) 0.0421(14) Uani 1 1 d . . . H1 H 0.1467 0.5270 0.1434 0.051 Uiso 1 1 calc R . . N2 N 0.2537(4) 0.59765(17) 0.2527(2) 0.0327(13) Uani 1 1 d . . . H2 H 0.1802 0.5826 0.2479 0.039 Uiso 1 1 calc R . . N3 N 0.2244(5) 0.49951(18) 0.3535(2) 0.0362(13) Uani 1 1 d . . . H3 H 0.1728 0.5062 0.3174 0.043 Uiso 1 1 calc R . . N4 N 0.1641(5) 0.42781(18) 0.2152(2) 0.0396(14) Uani 1 1 d . . . H4 H 0.1123 0.4526 0.2220 0.047 Uiso 1 1 calc R . . N5 N -0.1628(5) 0.6161(2) 0.4318(3) 0.0474(15) Uani 1 1 d . . . N6 N -0.2765(5) 0.6003(2) 0.4075(3) 0.0513(16) Uani 1 1 d . . . N7 N -0.2655(5) 0.5527(2) 0.3925(3) 0.0470(16) Uani 1 1 d . . . N8 N -0.3804(5) 0.4504(2) 0.1496(2) 0.0501(16) Uani 1 1 d . . . N9 N -0.4092(6) 0.4045(2) 0.1323(3) 0.0581(18) Uani 1 1 d . . . N10 N -0.3033(6) 0.3828(2) 0.1126(3) 0.0563(17) Uani 1 1 d . . . C1 C 0.2218(6) 0.4830(2) 0.0716(3) 0.0411(17) Uani 1 1 d U . . C2 C 0.3124(6) 0.4963(3) 0.0267(3) 0.0467(18) Uani 1 1 d U . . H2A H 0.3461 0.4752 -0.0073 0.056 Uiso 1 1 calc R . . C3 C 0.3479(6) 0.5450(2) 0.0382(3) 0.0478(18) Uani 1 1 d U . . H3A H 0.4098 0.5627 0.0141 0.057 Uiso 1 1 calc R . . C4 C 0.2774(6) 0.5630(2) 0.0909(3) 0.0394(16) Uani 1 1 d U . . C5 C 0.3496(7) 0.6496(3) 0.0794(3) 0.057(2) Uani 1 1 d U . . H5A H 0.4389 0.6400 0.0835 0.086 Uiso 1 1 calc R . . H5B H 0.3401 0.6833 0.0969 0.086 Uiso 1 1 calc R . . H5C H 0.3197 0.6482 0.0303 0.086 Uiso 1 1 calc R . . C6 C 0.2714(6) 0.6140(2) 0.1223(3) 0.0452(18) Uani 1 1 d U . . C7 C 0.1323(6) 0.6328(2) 0.1181(3) 0.0485(18) Uani 1 1 d U . . H7A H 0.1003 0.6329 0.0693 0.073 Uiso 1 1 calc R . . H7B H 0.1292 0.6664 0.1369 0.073 Uiso 1 1 calc R . . H7C H 0.0799 0.6110 0.1454 0.073 Uiso 1 1 calc R . . C8 C 0.3210(6) 0.6163(2) 0.1979(3) 0.0454(18) Uani 1 1 d U . . C9 C 0.4283(6) 0.6362(2) 0.2277(3) 0.0501(19) Uani 1 1 d U . . H9 H 0.4936 0.6516 0.2033 0.060 Uiso 1 1 calc R . . C10 C 0.4271(7) 0.6301(3) 0.3008(3) 0.0517(19) Uani 1 1 d U . . H10 H 0.4908 0.6410 0.3338 0.062 Uiso 1 1 calc R . . C11 C 0.3193(6) 0.6061(2) 0.3158(3) 0.0347(15) Uani 1 1 d U . . C12 C 0.3400(6) 0.6172(2) 0.4440(3) 0.0451(18) Uani 1 1 d U . . H12A H 0.3094 0.6065 0.4889 0.068 Uiso 1 1 calc R . . H12B H 0.3259 0.6528 0.4384 0.068 Uiso 1 1 calc R . . H12C H 0.4306 0.6102 0.4425 0.068 Uiso 1 1 calc R . . C13 C 0.2682(5) 0.5894(2) 0.3846(3) 0.0344(15) Uani 1 1 d U . . C14 C 0.1231(6) 0.6025(2) 0.3855(3) 0.0407(17) Uani 1 1 d U . . H14A H 0.1138 0.6388 0.3826 0.049 Uiso 1 1 calc R . . H14B H 0.0798 0.5883 0.3433 0.049 Uiso 1 1 calc R . . C15 C 0.2856(5) 0.5350(2) 0.3950(3) 0.0323(14) Uani 1 1 d U . . C16 C 0.3558(6) 0.5091(2) 0.4449(3) 0.0382(16) Uani 1 1 d U . . H16 H 0.4074 0.5232 0.4815 0.046 Uiso 1 1 calc R . . C17 C 0.3384(6) 0.4582(2) 0.4325(3) 0.0405(17) Uani 1 1 d U . . H17 H 0.3778 0.4322 0.4587 0.049 Uiso 1 1 calc R . . C18 C 0.2548(5) 0.4527(2) 0.3761(3) 0.0332(15) Uani 1 1 d U . . C19 C 0.0509(6) 0.4094(2) 0.3518(3) 0.0442(17) Uani 1 1 d U . . H19A H 0.0322 0.4146 0.4008 0.066 Uiso 1 1 calc R . . H19B H 0.0122 0.3784 0.3353 0.066 Uiso 1 1 calc R . . H19C H 0.0166 0.4368 0.3236 0.066 Uiso 1 1 calc R . . C20 C 0.1959(6) 0.4067(2) 0.3451(3) 0.0415(17) Uani 1 1 d U . . C21 C 0.2454(6) 0.3616(2) 0.3850(3) 0.0468(18) Uani 1 1 d U . . H21A H 0.3372 0.3593 0.3812 0.070 Uiso 1 1 calc R . . H21B H 0.2051 0.3319 0.3653 0.070 Uiso 1 1 calc R . . H21C H 0.2260 0.3647 0.4342 0.070 Uiso 1 1 calc R . . C22 C 0.2231(6) 0.3998(2) 0.2675(3) 0.0398(16) Uani 1 1 d U . . C23 C 0.2949(6) 0.3658(2) 0.2355(3) 0.0442(18) Uani 1 1 d U . . H23 H 0.3461 0.3413 0.2581 0.053 Uiso 1 1 calc R . . C24 C 0.2800(7) 0.3734(2) 0.1632(3) 0.0511(19) Uani 1 1 d U . . H24 H 0.3207 0.3549 0.1287 0.061 Uiso 1 1 calc R . . C25 C 0.1986(6) 0.4111(2) 0.1503(3) 0.0378(16) Uani 1 1 d U . . C26 C 0.0060(6) 0.4473(2) 0.0849(3) 0.0424(17) Uani 1 1 d U . . H26A H -0.0073 0.4726 0.1209 0.051 Uiso 1 1 calc R . . H26B H -0.0230 0.4613 0.0393 0.051 Uiso 1 1 calc R . . C27 C 0.1504(6) 0.4362(3) 0.0833(3) 0.0453(18) Uani 1 1 d U . . C28 C 0.1756(7) 0.4011(3) 0.0223(3) 0.056(2) Uani 1 1 d U . . H28A H 0.1431 0.4159 -0.0215 0.084 Uiso 1 1 calc R . . H28B H 0.1330 0.3695 0.0296 0.084 Uiso 1 1 calc R . . H28C H 0.2668 0.3955 0.0202 0.084 Uiso 1 1 calc R . . C29 C 0.0563(6) 0.5841(3) 0.4498(3) 0.0464(18) Uani 1 1 d U . . H29A H 0.0938 0.5524 0.4657 0.056 Uiso 1 1 calc R . . H29B H 0.0683 0.6083 0.4882 0.056 Uiso 1 1 calc R . . C30 C -0.0822(6) 0.5774(2) 0.4323(3) 0.0387(16) Uani 1 1 d U . . C31 C -0.1460(6) 0.5373(3) 0.4073(3) 0.0485(18) Uani 1 1 d U . . H31 H -0.1135 0.5050 0.4014 0.058 Uiso 1 1 calc R . . C32 C -0.3731(6) 0.5252(3) 0.3614(3) 0.0478(18) Uani 1 1 d U . . H32A H -0.4516 0.5441 0.3678 0.057 Uiso 1 1 calc R . . H32B H -0.3804 0.4933 0.3860 0.057 Uiso 1 1 calc R . . C33 C -0.3603(6) 0.5155(3) 0.2840(3) 0.0487(19) Uani 1 1 d U . . H33A H -0.2863 0.4940 0.2775 0.058 Uiso 1 1 calc R . . H33B H -0.3460 0.5471 0.2597 0.058 Uiso 1 1 calc R . . C34 C -0.4793(6) 0.4907(3) 0.2522(3) 0.0534(19) Uani 1 1 d U . . H34A H -0.4888 0.4580 0.2740 0.064 Uiso 1 1 calc R . . H34B H -0.5538 0.5108 0.2633 0.064 Uiso 1 1 calc R . . C35 C -0.4780(7) 0.4842(3) 0.1733(4) 0.060(2) Uani 1 1 d U . . H35A H -0.5618 0.4719 0.1561 0.073 Uiso 1 1 calc R . . H35B H -0.4652 0.5169 0.1518 0.073 Uiso 1 1 calc R . . C36 C -0.2557(7) 0.4600(3) 0.1411(3) 0.0519(19) Uani 1 1 d U . . H36 H -0.2122 0.4903 0.1493 0.062 Uiso 1 1 calc R . . C37 C -0.2073(6) 0.4166(2) 0.1181(3) 0.0450(18) Uani 1 1 d U . . C38 C -0.0760(6) 0.4023(2) 0.1000(3) 0.0494(19) Uani 1 1 d U . . H38A H -0.0808 0.3806 0.0585 0.059 Uiso 1 1 calc R . . H38B H -0.0358 0.3834 0.1392 0.059 Uiso 1 1 calc R . . N11 N 0.6873(6) 0.2500 0.1742(3) 0.041(2) Uani 1 2 d SD . . C39 C 0.5825(9) 0.2307(4) 0.1291(5) 0.047(3) Uani 0.50 1 d PDU A . H39A H 0.6061 0.1963 0.1186 0.056 Uiso 0.50 1 calc PR . . H39B H 0.5095 0.2286 0.1593 0.056 Uiso 0.50 1 calc PR . . C40 C 0.5339(9) 0.2500 0.0660(5) 0.105(4) Uani 1 2 d SDU . . H40A H 0.5883 0.2355 0.0309 0.126 Uiso 0.50 1 calc PR A . H40B H 0.5571 0.2854 0.0685 0.126 Uiso 0.50 1 calc PR . . C41 C 0.4130(9) 0.2500 0.0330(5) 0.091(4) Uani 1 2 d SDU A . H41A H 0.3559 0.2616 0.0690 0.109 Uiso 0.50 1 calc PR . . H41B H 0.3922 0.2148 0.0251 0.109 Uiso 0.50 1 calc PR . . C42 C 0.3706(16) 0.2743(6) -0.0291(6) 0.105(5) Uani 0.50 1 d PDU . . H42A H 0.3593 0.3095 -0.0197 0.158 Uiso 0.50 1 calc PR A . H42B H 0.2898 0.2600 -0.0461 0.158 Uiso 0.50 1 calc PR . . H42C H 0.4333 0.2701 -0.0646 0.158 Uiso 0.50 1 calc PR . . C43 C 0.7873(8) 0.2768(3) 0.1342(4) 0.037(3) Uani 0.50 1 d PDU A . H43A H 0.7462 0.3057 0.1110 0.045 Uiso 0.50 1 calc PR . . H43B H 0.8514 0.2898 0.1687 0.045 Uiso 0.50 1 calc PR . . C44 C 0.8535(7) 0.2500 0.0819(4) 0.068(3) Uani 1 2 d SDU . . H44A H 0.8973 0.2220 0.1058 0.081 Uiso 0.50 1 calc PR A . H44B H 0.7886 0.2357 0.0490 0.081 Uiso 0.50 1 calc PR . . C45 C 0.9447(8) 0.2745(4) 0.0408(5) 0.054(4) Uani 0.50 1 d PDU A . H45A H 1.0081 0.2892 0.0743 0.065 Uiso 0.50 1 calc PR . . H45B H 0.8999 0.3024 0.0173 0.065 Uiso 0.50 1 calc PR . . C46 C 1.0146(10) 0.2500 -0.0117(5) 0.110(4) Uani 1 2 d SDU . . H46A H 1.0675 0.2241 0.0101 0.165 Uiso 0.50 1 calc PR A . H46B H 1.0684 0.2740 -0.0343 0.165 Uiso 0.50 1 calc PR . . H46C H 0.9555 0.2353 -0.0466 0.165 Uiso 0.50 1 calc PR . . C47A C 0.7461(10) 0.2145(3) 0.2213(5) 0.044(2) Uani 0.50 1 d PDU A 1 H47A H 0.7944 0.1922 0.1916 0.053 Uiso 0.50 1 calc PR A 1 H47B H 0.8098 0.2333 0.2499 0.053 Uiso 0.50 1 calc PR A 1 C48A C 0.6853(7) 0.1832(2) 0.2689(4) 0.082(2) Uani 0.50 1 d PDU A 1 H48A H 0.6520 0.2056 0.3043 0.099 Uiso 0.50 1 calc PR A 1 H48B H 0.6105 0.1699 0.2423 0.099 Uiso 0.50 1 calc PR A 1 C49A C 0.7352(12) 0.1437(4) 0.3062(5) 0.062(3) Uani 0.50 1 d PDU A 1 H49A H 0.8189 0.1554 0.3245 0.074 Uiso 0.50 1 calc PR A 1 H49B H 0.7528 0.1187 0.2703 0.074 Uiso 0.50 1 calc PR A 1 C50A C 0.6865(9) 0.1158(3) 0.3623(4) 0.104(3) Uani 0.50 1 d PDU A 1 H50A H 0.7108 0.1317 0.4068 0.156 Uiso 0.50 1 d PR A 1 H50B H 0.7209 0.0823 0.3618 0.156 Uiso 0.50 1 d PR A 1 H50C H 0.5941 0.1144 0.3566 0.156 Uiso 0.50 1 d PR A 1 C47B C 0.6261(11) 0.2084(4) 0.2139(5) 0.044(2) Uani 0.50 1 d PDU A 2 H47C H 0.5473 0.2222 0.2318 0.053 Uiso 0.50 1 calc PR A 2 H47D H 0.6000 0.1832 0.1788 0.053 Uiso 0.50 1 calc PR A 2 C48B C 0.6853(7) 0.1832(2) 0.2689(4) 0.082(2) Uani 0.50 1 d PDU A 2 H48C H 0.7163 0.2089 0.3021 0.099 Uiso 0.50 1 calc PR A 2 H48D H 0.7616 0.1683 0.2497 0.099 Uiso 0.50 1 calc PR A 2 C49B C 0.6331(12) 0.1460(4) 0.3104(6) 0.062(3) Uani 0.50 1 d PDU A 2 H49C H 0.5624 0.1626 0.3328 0.074 Uiso 0.50 1 calc PR A 2 H49D H 0.5931 0.1228 0.2763 0.074 Uiso 0.50 1 calc PR A 2 C50B C 0.6865(9) 0.1158(3) 0.3623(4) 0.104(3) Uani 0.50 1 d PDU A 2 H50D H 0.7109 0.0843 0.3419 0.156 Uiso 0.50 1 calc PR A 2 H50E H 0.6248 0.1099 0.3978 0.156 Uiso 0.50 1 calc PR A 2 H50F H 0.7614 0.1319 0.3838 0.156 Uiso 0.50 1 calc PR A 2 N12 N 0.1846(6) 0.2500 0.6469(3) 0.044(2) Uani 1 2 d SD . . C51 C 0.0805(10) 0.2759(4) 0.6004(5) 0.040(3) Uani 0.50 1 d PDU B . H51A H 0.0122 0.2860 0.6308 0.048 Uiso 0.50 1 calc PR . . H51B H 0.1174 0.3065 0.5818 0.048 Uiso 0.50 1 calc PR . . C52 C 0.0252(9) 0.2500 0.5444(4) 0.071(3) Uani 1 2 d SDU . . H52A H 0.0891 0.2585 0.5104 0.085 Uiso 0.50 1 calc PR B . H52B H 0.0511 0.2167 0.5607 0.085 Uiso 0.50 1 calc PR . . C53 C -0.0681(10) 0.2347(4) 0.4961(5) 0.055(4) Uani 0.50 1 d PDU B . H53A H -0.1407 0.2243 0.5232 0.066 Uiso 0.50 1 calc PR . . H53B H -0.0356 0.2046 0.4741 0.066 Uiso 0.50 1 calc PR . . C54 C -0.1201(14) 0.2657(5) 0.4393(6) 0.089(5) Uani 0.50 1 d PDU . . H54A H -0.1767 0.2905 0.4581 0.134 Uiso 0.50 1 calc PR B . H54B H -0.1676 0.2451 0.4052 0.134 Uiso 0.50 1 calc PR . . H54C H -0.0510 0.2823 0.4165 0.134 Uiso 0.50 1 calc PR . . C55 C 0.2923(9) 0.2355(3) 0.6052(4) 0.036(3) Uani 0.50 1 d PDU B . H55A H 0.3641 0.2293 0.6390 0.043 Uiso 0.50 1 calc PR . . H55B H 0.2696 0.2032 0.5841 0.043 Uiso 0.50 1 calc PR . . C56 C 0.3428(9) 0.2653(4) 0.5493(5) 0.052(4) Uani 0.50 1 d PDU . . H56A H 0.2756 0.2681 0.5118 0.062 Uiso 0.50 1 calc PR B . H56B H 0.3580 0.2989 0.5680 0.062 Uiso 0.50 1 calc PR . . C57 C 0.4538(9) 0.2500 0.5182(5) 0.079(3) Uani 1 2 d SDU B . H57A H 0.4873 0.2248 0.5516 0.095 Uiso 0.50 1 calc PR . . H57B H 0.5097 0.2789 0.5260 0.095 Uiso 0.50 1 calc PR . . C58 C 0.4938(13) 0.2316(5) 0.4539(5) 0.070(4) Uani 0.50 1 d PDU . . H58A H 0.5203 0.1972 0.4597 0.105 Uiso 0.50 1 calc PR B . H58B H 0.5649 0.2513 0.4387 0.105 Uiso 1 2 calc SR . . H58C H 0.4237 0.2336 0.4187 0.105 Uiso 0.50 1 calc PR . . C59A C 0.2276(10) 0.2039(4) 0.6896(5) 0.045(2) Uani 0.50 1 d PDU B 3 H59A H 0.2642 0.1805 0.6566 0.054 Uiso 0.50 1 calc PR B 3 H59B H 0.2976 0.2146 0.7222 0.054 Uiso 0.50 1 calc PR B 3 C60A C 0.1396(10) 0.1760(4) 0.7304(5) 0.046(2) Uani 0.50 1 d PDU B 3 H60A H 0.0757 0.1995 0.7465 0.055 Uiso 0.50 1 calc PR B 3 H60B H 0.0946 0.1527 0.6982 0.055 Uiso 0.50 1 calc PR B 3 C61A C 0.1835(8) 0.1495(3) 0.7874(4) 0.092(3) Uani 0.50 1 d PDU B 3 H61A H 0.2416 0.1242 0.7700 0.110 Uiso 0.50 1 calc PR B 3 H61B H 0.1100 0.1315 0.8048 0.110 Uiso 0.50 1 calc PR B 3 C62A C 0.2497(12) 0.1726(5) 0.8495(5) 0.059(3) Uani 0.50 1 d PDU B 3 H62A H 0.1907 0.1939 0.8733 0.089 Uiso 0.50 1 calc PR B 3 H62B H 0.3211 0.1923 0.8345 0.089 Uiso 0.50 1 calc PR B 3 H62C H 0.2809 0.1467 0.8816 0.089 Uiso 0.50 1 calc PR B 3 C59B C 0.1309(10) 0.2136(4) 0.6914(5) 0.045(2) Uani 0.50 1 d PDU B 4 H59C H 0.1004 0.1858 0.6616 0.054 Uiso 0.50 1 calc PR B 4 H59D H 0.0559 0.2284 0.7120 0.054 Uiso 0.50 1 calc PR B 4 C60B C 0.2109(11) 0.1932(4) 0.7481(5) 0.046(2) Uani 0.50 1 d PDU B 4 H60C H 0.2944 0.1874 0.7286 0.055 Uiso 0.50 1 calc PR B 4 H60D H 0.2232 0.2200 0.7827 0.055 Uiso 0.50 1 calc PR B 4 C61B C 0.1835(8) 0.1495(3) 0.7874(4) 0.092(3) Uani 0.50 1 d PDU B 4 H61C H 0.0921 0.1525 0.7953 0.110 Uiso 0.50 1 calc PR B 4 H61D H 0.1901 0.1225 0.7530 0.110 Uiso 0.50 1 calc PR B 4 C62B C 0.2325(13) 0.1292(5) 0.8483(5) 0.059(3) Uani 0.50 1 d PDU B 4 H62D H 0.3145 0.1141 0.8401 0.089 Uiso 0.50 1 calc PR B 4 H62E H 0.1745 0.1040 0.8645 0.089 Uiso 0.50 1 calc PR B 4 H62F H 0.2435 0.1550 0.8838 0.089 Uiso 0.50 1 calc PR B 4 C63 C 0.1317(11) 0.2500 0.2316(7) 0.088(4) Uani 1 2 d SDU . . H63A H 0.0862 0.2788 0.2484 0.132 Uiso 0.50 1 calc PR . . H63B H 0.1568 0.2561 0.1839 0.132 Uiso 0.50 1 calc PR . . H63C H 0.2073 0.2441 0.2620 0.132 Uiso 0.50 1 calc PR . . O1 O 0.0543(9) 0.2092(4) 0.2323(6) 0.078(4) Uani 0.50 1 d PD . . H1A H 0.0264 0.2058 0.2723 0.117 Uiso 0.50 1 calc PR . . C64 C 0.7408(13) 0.2500 0.7271(8) 0.131(5) Uani 1 2 d SDU . . H64A H 0.7207 0.2420 0.7751 0.197 Uiso 0.50 1 calc PR . . H64B H 0.6633 0.2493 0.6971 0.197 Uiso 1 2 calc SR . . H64C H 0.7786 0.2830 0.7258 0.197 Uiso 0.50 1 calc PR . . O2 O 0.8192(10) 0.2183(4) 0.7052(6) 0.086(4) Uani 0.50 1 d PD . . H2B H 0.8378 0.2255 0.6644 0.129 Uiso 0.50 1 calc PR . . 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 Br1 0.0422(3) 0.0431(3) 0.0336(3) 0.0003(3) -0.0034(2) -0.0018(3) N1 0.055(3) 0.049(3) 0.023(2) 0.007(2) 0.002(2) 0.000(3) N2 0.029(3) 0.032(3) 0.037(3) 0.003(2) 0.004(2) -0.007(2) N3 0.046(3) 0.041(3) 0.022(2) 0.002(2) 0.001(2) 0.002(3) N4 0.056(3) 0.036(3) 0.027(2) -0.004(2) 0.003(2) 0.001(3) N5 0.036(3) 0.059(3) 0.046(3) -0.018(3) -0.002(2) 0.006(3) N6 0.056(4) 0.063(4) 0.035(3) -0.005(3) 0.004(3) 0.001(3) N7 0.039(3) 0.064(4) 0.039(3) -0.003(3) 0.007(2) 0.002(3) N8 0.058(3) 0.059(3) 0.031(3) 0.009(3) -0.010(3) -0.022(3) N9 0.076(4) 0.052(4) 0.046(3) 0.003(3) -0.001(3) -0.024(3) N10 0.074(4) 0.051(3) 0.044(3) 0.004(3) 0.002(3) -0.011(3) C1 0.046(3) 0.046(4) 0.030(3) 0.003(3) -0.002(3) -0.009(3) C2 0.048(4) 0.061(4) 0.031(3) 0.010(3) 0.003(3) -0.004(3) C3 0.044(3) 0.061(4) 0.039(3) 0.020(3) 0.003(3) -0.008(3) C4 0.044(3) 0.045(3) 0.028(3) 0.010(3) -0.005(3) -0.012(3) C5 0.075(4) 0.057(4) 0.039(3) 0.008(3) -0.006(3) -0.015(4) C6 0.053(4) 0.049(3) 0.033(3) 0.013(3) -0.003(3) -0.011(3) C7 0.058(4) 0.048(4) 0.040(3) 0.011(3) -0.004(3) -0.007(3) C8 0.051(4) 0.046(3) 0.040(3) 0.005(3) 0.002(3) -0.011(3) C9 0.052(4) 0.052(4) 0.046(3) 0.009(3) -0.001(3) -0.019(3) C10 0.055(4) 0.056(4) 0.043(3) 0.005(3) -0.005(3) -0.015(3) C11 0.038(3) 0.035(3) 0.030(3) -0.002(2) -0.007(2) 0.007(3) C12 0.056(4) 0.043(3) 0.035(3) -0.007(3) -0.002(3) 0.001(3) C13 0.037(3) 0.039(3) 0.026(3) -0.004(2) -0.002(2) 0.000(3) C14 0.040(3) 0.045(3) 0.037(3) -0.011(3) 0.000(3) 0.006(3) C15 0.036(3) 0.039(3) 0.023(3) -0.002(2) 0.007(2) -0.002(3) C16 0.038(3) 0.056(4) 0.021(3) 0.007(3) 0.003(2) -0.005(3) C17 0.041(3) 0.048(4) 0.032(3) 0.012(3) 0.001(3) 0.008(3) C18 0.036(3) 0.038(3) 0.025(3) 0.003(2) 0.001(2) 0.005(3) C19 0.056(4) 0.046(3) 0.032(3) -0.001(3) 0.009(3) -0.006(3) C20 0.053(4) 0.039(3) 0.033(3) 0.003(3) -0.001(3) 0.008(3) C21 0.063(4) 0.041(3) 0.036(3) 0.012(3) -0.002(3) 0.003(3) C22 0.046(3) 0.041(3) 0.032(3) 0.004(3) 0.004(3) -0.007(3) C23 0.048(4) 0.046(3) 0.038(3) 0.000(3) -0.002(3) 0.001(3) C24 0.064(4) 0.049(4) 0.041(3) -0.009(3) 0.012(3) 0.003(3) C25 0.048(3) 0.032(3) 0.034(3) -0.003(3) 0.005(3) -0.006(3) C26 0.054(4) 0.042(3) 0.029(3) 0.000(3) -0.009(3) -0.010(3) C27 0.050(4) 0.058(4) 0.029(3) -0.006(3) 0.002(3) 0.000(3) C28 0.071(4) 0.060(4) 0.036(3) -0.012(3) -0.001(3) -0.010(4) C29 0.048(4) 0.055(4) 0.036(3) -0.013(3) -0.001(3) 0.004(3) C30 0.036(3) 0.053(4) 0.027(3) -0.002(3) 0.004(2) 0.003(3) C31 0.049(4) 0.054(4) 0.043(3) 0.007(3) 0.013(3) 0.008(3) C32 0.041(3) 0.055(4) 0.049(3) 0.002(3) 0.007(3) -0.005(3) C33 0.048(4) 0.053(4) 0.044(3) 0.006(3) -0.002(3) 0.000(3) C34 0.046(4) 0.062(4) 0.052(4) 0.005(3) -0.008(3) -0.005(3) C35 0.057(4) 0.063(4) 0.059(4) 0.004(3) -0.017(3) -0.006(3) C36 0.060(4) 0.053(4) 0.041(3) 0.005(3) -0.010(3) -0.014(3) C37 0.064(4) 0.044(3) 0.027(3) 0.009(3) 0.000(3) -0.014(3) C38 0.069(4) 0.042(3) 0.037(3) 0.006(3) -0.002(3) -0.006(3) N11 0.046(4) 0.031(4) 0.047(4) 0.000 0.002(4) 0.000 C39 0.044(6) 0.048(6) 0.050(5) 0.010(4) 0.011(5) -0.005(4) C40 0.088(7) 0.135(7) 0.092(7) 0.000 0.014(6) 0.000 C41 0.081(6) 0.105(7) 0.085(6) 0.000 -0.015(5) 0.000 C42 0.104(8) 0.113(8) 0.098(8) 0.015(6) 0.009(6) -0.005(6) C43 0.044(6) 0.036(5) 0.032(5) 0.006(4) 0.002(4) -0.002(5) C44 0.062(6) 0.076(6) 0.065(5) 0.000 0.001(5) 0.000 C45 0.052(6) 0.061(6) 0.051(6) -0.002(5) 0.012(5) -0.009(5) C46 0.117(7) 0.114(7) 0.101(7) 0.000 0.029(6) 0.000 C47A 0.046(4) 0.044(4) 0.043(4) -0.007(3) 0.006(4) 0.004(4) C48A 0.101(5) 0.078(4) 0.067(4) -0.005(3) 0.006(4) -0.027(4) C49A 0.068(5) 0.059(4) 0.057(4) 0.008(4) -0.007(4) 0.007(4) C50A 0.119(5) 0.104(5) 0.088(5) 0.004(4) -0.002(4) -0.019(4) C47B 0.046(4) 0.044(4) 0.043(4) -0.007(3) 0.006(4) 0.004(4) C48B 0.101(5) 0.078(4) 0.067(4) -0.005(3) 0.006(4) -0.027(4) C49B 0.068(5) 0.059(4) 0.057(4) 0.008(4) -0.007(4) 0.007(4) C50B 0.119(5) 0.104(5) 0.088(5) 0.004(4) -0.002(4) -0.019(4) N12 0.027(3) 0.062(5) 0.041(4) 0.000 -0.002(3) 0.000 C51 0.042(6) 0.033(5) 0.046(5) -0.004(5) 0.004(5) -0.005(5) C52 0.059(6) 0.094(6) 0.059(5) 0.000 -0.004(5) 0.000 C53 0.060(6) 0.053(7) 0.051(6) 0.003(5) -0.015(5) -0.009(5) C54 0.093(7) 0.092(9) 0.081(7) 0.006(6) -0.003(6) 0.004(6) C55 0.045(5) 0.034(7) 0.030(5) 0.006(4) 0.009(4) 0.002(4) C56 0.050(6) 0.057(7) 0.048(5) 0.012(5) 0.002(5) 0.008(5) C57 0.068(6) 0.101(7) 0.069(6) 0.000 0.017(5) 0.000 C58 0.075(7) 0.071(7) 0.064(6) -0.007(5) 0.008(5) 0.002(5) C59A 0.046(4) 0.041(4) 0.047(4) -0.002(3) 0.005(4) -0.010(4) C60A 0.047(5) 0.044(4) 0.044(4) -0.001(3) -0.013(4) 0.005(4) C61A 0.107(5) 0.083(4) 0.089(4) -0.004(4) 0.028(4) -0.021(4) C62A 0.065(5) 0.056(4) 0.056(4) 0.006(4) 0.003(4) 0.009(4) C59B 0.046(4) 0.041(4) 0.047(4) -0.002(3) 0.005(4) -0.010(4) C60B 0.047(5) 0.044(4) 0.044(4) -0.001(3) -0.013(4) 0.005(4) C61B 0.107(5) 0.083(4) 0.089(4) -0.004(4) 0.028(4) -0.021(4) C62B 0.065(5) 0.056(4) 0.056(4) 0.006(4) 0.003(4) 0.009(4) C63 0.086(6) 0.082(6) 0.096(6) 0.000 -0.004(5) 0.000 O1 0.048(6) 0.087(8) 0.097(8) 0.019(7) -0.022(6) -0.003(6) C64 0.129(8) 0.132(8) 0.133(8) 0.000 0.006(6) 0.000 O2 0.081(7) 0.055(6) 0.127(9) -0.015(6) 0.053(7) -0.016(6) _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 N1 C4 1.371(8) . ? N1 C1 1.384(8) . ? N1 H1 0.8800 . ? N2 C11 1.386(7) . ? N2 C8 1.394(7) . ? N2 H2 0.8800 . ? N3 C18 1.374(7) . ? N3 C15 1.389(7) . ? N3 H3 0.8800 . ? N4 C22 1.384(7) . ? N4 C25 1.391(7) . ? N4 H4 0.8800 . ? N5 N6 1.341(7) . ? N5 C30 1.353(8) . ? N6 N7 1.326(8) . ? N7 C31 1.350(8) . ? N7 C32 1.465(8) . ? N8 N9 1.318(8) . ? N8 C36 1.364(8) . ? N8 C35 1.471(9) . ? N9 N10 1.337(8) . ? N10 C37 1.368(8) . ? C1 C2 1.369(8) . ? C1 C27 1.500(9) . ? C2 C3 1.387(9) . ? C2 H2A 0.9500 . ? C3 C4 1.376(9) . ? C3 H3A 0.9500 . ? C4 C6 1.512(9) . ? C5 C6 1.538(9) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C8 1.521(8) . ? C6 C7 1.557(9) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.358(9) . ? C9 C10 1.414(9) . ? C9 H9 0.9500 . ? C10 C11 1.358(9) . ? C10 H10 0.9500 . ? C11 C13 1.521(8) . ? C12 C13 1.538(8) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C15 1.500(8) . ? C13 C14 1.577(8) . ? C14 C29 1.537(8) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.376(8) . ? C16 C17 1.411(9) . ? C16 H16 0.9500 . ? C17 C18 1.374(8) . ? C17 H17 0.9500 . ? C18 C20 1.505(8) . ? C19 C20 1.549(9) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.522(8) . ? C20 C22 1.543(8) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.360(9) . ? C23 C24 1.406(8) . ? C23 H23 0.9500 . ? C24 C25 1.352(9) . ? C24 H24 0.9500 . ? C25 C27 1.523(8) . ? C26 C38 1.532(9) . ? C26 C27 1.560(9) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.543(9) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C30 1.500(8) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.356(9) . ? C31 H31 0.9500 . ? C32 C33 1.522(8) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.530(9) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.526(9) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.368(9) . ? C36 H36 0.9500 . ? C37 C38 1.499(9) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? N11 C47A 1.440(10) 4_565 ? N11 C47A 1.440(10) . ? N11 C39 1.471(10) . ? N11 C39 1.471(10) 4_565 ? N11 C47B 1.523(10) . ? N11 C47B 1.523(10) 4_565 ? N11 C43 1.524(9) . ? N11 C43 1.524(9) 4_565 ? C39 C40 1.394(10) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.401(10) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C42 1.417(12) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C44 1.448(8) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.439(8) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.443(9) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47A C48A 1.425(10) . ? C47A H47A 0.9900 . ? C47A H47B 0.9900 . ? C48A C49A 1.379(10) . ? C48A H48A 0.9900 . ? C48A H48B 0.9900 . ? C49A C50A 1.432(11) . ? C49A H49A 0.9900 . ? C49A H49B 0.9900 . ? C50A H50A 0.9800 . ? C50A H50B 0.9800 . ? C50A H50C 0.9800 . ? C47B H47C 0.9900 . ? C47B H47D 0.9900 . ? C49B H49C 0.9900 . ? C49B H49D 0.9900 . ? N12 C59B 1.441(10) 4_565 ? N12 C59B 1.441(10) . ? N12 C55 1.479(10) 4_565 ? N12 C55 1.479(10) . ? N12 C59A 1.550(10) 4_565 ? N12 C59A 1.550(10) . ? N12 C51 1.554(10) 4_565 ? N12 C51 1.554(10) . ? C51 C52 1.390(10) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 C53 1.385(10) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.464(12) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 C56 1.465(10) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 C57 1.406(10) . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? C57 C58 1.415(11) . ? C57 H57A 0.9900 . ? C57 H57B 0.9900 . ? C58 H58A 0.9800 . ? C58 H58B 0.9800 . ? C58 H58C 0.9800 . ? C59A C60A 1.458(11) . ? C59A H59A 0.9900 . ? C59A H59B 0.9900 . ? C60A C61A 1.372(10) . ? C60A H60A 0.9900 . ? C60A H60B 0.9900 . ? C61A C62A 1.491(11) . ? C61A H61A 0.9900 . ? C61A H61B 0.9900 . ? C62A H62A 0.9800 . ? C62A H62B 0.9800 . ? C62A H62C 0.9800 . ? C59B C60B 1.456(11) . ? C59B H59C 0.9900 . ? C59B H59D 0.9900 . ? C60B H60C 0.9900 . ? C60B H60D 0.9900 . ? C62B H62D 0.9800 . ? C62B H62E 0.9800 . ? C62B H62F 0.9800 . ? C63 O1 1.378(10) . ? C63 H63A 0.9800 . ? C63 H63B 0.9800 . ? C63 H63C 0.9800 . ? O1 H1A 0.8400 . ? C64 O2 1.280(12) . ? C64 H64A 0.9800 . ? C64 H64B 0.9800 . ? C64 H64C 0.9800 . ? O2 H2B 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 N1 C1 111.2(5) . . ? C4 N1 H1 124.4 . . ? C1 N1 H1 124.4 . . ? C11 N2 C8 110.3(5) . . ? C11 N2 H2 124.9 . . ? C8 N2 H2 124.9 . . ? C18 N3 C15 111.2(4) . . ? C18 N3 H3 124.4 . . ? C15 N3 H3 124.4 . . ? C22 N4 C25 110.0(5) . . ? C22 N4 H4 125.0 . . ? C25 N4 H4 125.0 . . ? N6 N5 C30 108.0(5) . . ? N7 N6 N5 107.4(5) . . ? N6 N7 C31 110.4(5) . . ? N6 N7 C32 120.5(5) . . ? C31 N7 C32 129.0(6) . . ? N9 N8 C36 111.4(6) . . ? N9 N8 C35 120.6(6) . . ? C36 N8 C35 128.0(6) . . ? N8 N9 N10 107.4(5) . . ? N9 N10 C37 108.3(6) . . ? C2 C1 N1 104.8(5) . . ? C2 C1 C27 133.7(6) . . ? N1 C1 C27 121.4(5) . . ? C1 C2 C3 110.0(6) . . ? C1 C2 H2A 125.0 . . ? C3 C2 H2A 125.0 . . ? C4 C3 C2 107.6(6) . . ? C4 C3 H3A 126.2 . . ? C2 C3 H3A 126.2 . . ? N1 C4 C3 106.4(5) . . ? N1 C4 C6 122.8(5) . . ? C3 C4 C6 130.8(6) . . ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 C8 113.6(5) . . ? C4 C6 C5 109.0(5) . . ? C8 C6 C5 108.3(5) . . ? C4 C6 C7 109.7(5) . . ? C8 C6 C7 108.6(5) . . ? C5 C6 C7 107.4(5) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 N2 106.0(5) . . ? C9 C8 C6 131.4(6) . . ? N2 C8 C6 122.6(5) . . ? C8 C9 C10 108.9(6) . . ? C8 C9 H9 125.6 . . ? C10 C9 H9 125.6 . . ? C11 C10 C9 108.3(6) . . ? C11 C10 H10 125.8 . . ? C9 C10 H10 125.8 . . ? C10 C11 N2 106.5(5) . . ? C10 C11 C13 131.7(5) . . ? N2 C11 C13 121.7(5) . . ? C13 C12 H12A 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C13 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C15 C13 C11 111.2(5) . . ? C15 C13 C12 109.3(5) . . ? C11 C13 C12 108.3(5) . . ? C15 C13 C14 109.5(5) . . ? C11 C13 C14 109.2(5) . . ? C12 C13 C14 109.2(5) . . ? C29 C14 C13 114.9(5) . . ? C29 C14 H14A 108.5 . . ? C13 C14 H14A 108.5 . . ? C29 C14 H14B 108.5 . . ? C13 C14 H14B 108.5 . . ? H14A C14 H14B 107.5 . . ? C16 C15 N3 105.5(5) . . ? C16 C15 C13 130.8(5) . . ? N3 C15 C13 123.6(5) . . ? C15 C16 C17 108.7(5) . . ? C15 C16 H16 125.7 . . ? C17 C16 H16 125.7 . . ? C18 C17 C16 108.2(5) . . ? C18 C17 H17 125.9 . . ? C16 C17 H17 125.9 . . ? N3 C18 C17 106.3(5) . . ? N3 C18 C20 123.7(5) . . ? C17 C18 C20 129.8(5) . . ? C20 C19 H19A 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C20 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 C21 109.9(5) . . ? C18 C20 C22 112.8(5) . . ? C21 C20 C22 108.2(5) . . ? C18 C20 C19 108.8(5) . . ? C21 C20 C19 108.4(5) . . ? C22 C20 C19 108.6(5) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 N4 106.7(5) . . ? C23 C22 C20 130.7(6) . . ? N4 C22 C20 122.4(5) . . ? C22 C23 C24 108.0(6) . . ? C22 C23 H23 126.0 . . ? C24 C23 H23 126.0 . . ? C25 C24 C23 109.3(6) . . ? C25 C24 H24 125.4 . . ? C23 C24 H24 125.4 . . ? C24 C25 N4 106.1(5) . . ? C24 C25 C27 132.7(6) . . ? N4 C25 C27 121.2(5) . . ? C38 C26 C27 114.6(5) . . ? C38 C26 H26A 108.6 . . ? C27 C26 H26A 108.6 . . ? C38 C26 H26B 108.6 . . ? C27 C26 H26B 108.6 . . ? H26A C26 H26B 107.6 . . ? C1 C27 C25 110.8(5) . . ? C1 C27 C28 107.5(5) . . ? C25 C27 C28 107.5(5) . . ? C1 C27 C26 110.0(5) . . ? C25 C27 C26 111.0(5) . . ? C28 C27 C26 109.8(5) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 C14 110.0(5) . . ? C30 C29 H29A 109.7 . . ? C14 C29 H29A 109.7 . . ? C30 C29 H29B 109.7 . . ? C14 C29 H29B 109.7 . . ? H29A C29 H29B 108.2 . . ? N5 C30 C31 108.4(5) . . ? N5 C30 C29 121.1(6) . . ? C31 C30 C29 130.0(6) . . ? N7 C31 C30 105.7(6) . . ? N7 C31 H31 127.1 . . ? C30 C31 H31 127.1 . . ? N7 C32 C33 112.5(5) . . ? N7 C32 H32A 109.1 . . ? C33 C32 H32A 109.1 . . ? N7 C32 H32B 109.1 . . ? C33 C32 H32B 109.1 . . ? H32A C32 H32B 107.8 . . ? C32 C33 C34 110.8(5) . . ? C32 C33 H33A 109.5 . . ? C34 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? C34 C33 H33B 109.5 . . ? H33A C33 H33B 108.1 . . ? C35 C34 C33 113.6(6) . . ? C35 C34 H34A 108.9 . . ? C33 C34 H34A 108.9 . . ? C35 C34 H34B 108.9 . . ? C33 C34 H34B 108.9 . . ? H34A C34 H34B 107.7 . . ? N8 C35 C34 114.8(6) . . ? N8 C35 H35A 108.6 . . ? C34 C35 H35A 108.6 . . ? N8 C35 H35B 108.6 . . ? C34 C35 H35B 108.6 . . ? H35A C35 H35B 107.5 . . ? N8 C36 C37 104.7(6) . . ? N8 C36 H36 127.7 . . ? C37 C36 H36 127.7 . . ? C36 C37 N10 108.2(6) . . ? C36 C37 C38 131.5(6) . . ? N10 C37 C38 120.3(6) . . ? C37 C38 C26 112.3(5) . . ? C37 C38 H38A 109.1 . . ? C26 C38 H38A 109.1 . . ? C37 C38 H38B 109.1 . . ? C26 C38 H38B 109.1 . . ? H38A C38 H38B 107.9 . . ? C47A N11 C47A 83.8(9) 4_565 . ? C47A N11 C39 153.9(7) 4_565 . ? C47A N11 C39 115.1(6) . . ? C47A N11 C39 115.1(6) 4_565 4_565 ? C47A N11 C39 153.9(7) . 4_565 ? C39 N11 C39 41.6(8) . 4_565 ? C47A N11 C47B 111.2(7) 4_565 . ? C47A N11 C47B 51.2(6) . . ? C39 N11 C47B 72.8(6) . . ? C39 N11 C47B 103.3(7) 4_565 . ? C47A N11 C47B 51.2(6) 4_565 4_565 ? C47A N11 C47B 111.2(7) . 4_565 ? C39 N11 C47B 103.3(7) . 4_565 ? C39 N11 C47B 72.8(6) 4_565 4_565 ? C47B N11 C47B 95.5(9) . 4_565 ? C47A N11 C43 73.0(6) 4_565 . ? C47A N11 C43 110.2(7) . . ? C39 N11 C43 113.3(7) . . ? C39 N11 C43 93.2(6) 4_565 . ? C47B N11 C43 158.3(6) . . ? C47B N11 C43 102.8(5) 4_565 . ? C47A N11 C43 110.2(7) 4_565 4_565 ? C47A N11 C43 73.0(6) . 4_565 ? C39 N11 C43 93.2(6) . 4_565 ? C39 N11 C43 113.3(7) 4_565 4_565 ? C47B N11 C43 102.8(5) . 4_565 ? C47B N11 C43 158.3(6) 4_565 4_565 ? C43 N11 C43 57.1(7) . 4_565 ? C40 C39 N11 128.0(8) . . ? C40 C39 H39A 105.3 . . ? N11 C39 H39A 105.3 . . ? C40 C39 H39B 105.3 . . ? N11 C39 H39B 105.3 . . ? H39A C39 H39B 106.0 . . ? C39 C40 C41 133.2(9) . . ? C39 C40 H40A 103.9 . . ? C41 C40 H40A 103.9 . . ? C39 C40 H40B 103.9 . . ? C41 C40 H40B 103.9 . . ? H40A C40 H40B 105.4 . . ? C40 C41 C42 128.8(10) . . ? C40 C41 H41A 105.1 . . ? C42 C41 H41A 105.1 . . ? C40 C41 H41B 105.1 . . ? C42 C41 H41B 105.1 . . ? H41A C41 H41B 105.9 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C44 C43 N11 118.8(7) . . ? C44 C43 H43A 107.6 . . ? N11 C43 H43A 107.6 . . ? C44 C43 H43B 107.6 . . ? N11 C43 H43B 107.6 . . ? H43A C43 H43B 107.1 . . ? C45 C44 C43 120.5(5) . . ? C45 C44 H44A 107.2 . . ? C43 C44 H44A 107.2 . . ? C45 C44 H44B 107.2 . . ? C43 C44 H44B 107.2 . . ? H44A C44 H44B 106.8 . . ? C44 C45 C46 123.4(8) . . ? C44 C45 H45A 106.5 . . ? C46 C45 H45A 106.5 . . ? C44 C45 H45B 106.5 . . ? C46 C45 H45B 106.5 . . ? H45A C45 H45B 106.5 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C48A C47A N11 127.3(9) . . ? C48A C47A H47A 105.5 . . ? N11 C47A H47A 105.5 . . ? C48A C47A H47B 105.5 . . ? N11 C47A H47B 105.5 . . ? H47A C47A H47B 106.1 . . ? C49A C48A C47A 128.5(9) . . ? C49A C48A H48A 105.2 . . ? C47A C48A H48A 105.2 . . ? C49A C48A H48B 105.2 . . ? C47A C48A H48B 105.2 . . ? H48A C48A H48B 105.9 . . ? C48A C49A C50A 131.1(10) . . ? C48A C49A H49A 104.5 . . ? C50A C49A H49A 104.5 . . ? C48A C49A H49B 104.5 . . ? C50A C49A H49B 104.5 . . ? H49A C49A H49B 105.6 . . ? C49A C50A H50A 109.5 . . ? C49A C50A H50B 109.6 . . ? H50A C50A H50B 109.5 . . ? C49A C50A H50C 109.3 . . ? H50A C50A H50C 109.5 . . ? H50B C50A H50C 109.5 . . ? N11 C47B H47C 106.3 . . ? N11 C47B H47D 106.3 . . ? H47C C47B H47D 106.4 . . ? H50C C49B H49C 74.5 . . ? H50C C49B H49D 83.9 . . ? H49C C49B H49D 105.6 . . ? C59B N12 C59B 86.6(10) 4_565 . ? C59B N12 C55 118.4(6) 4_565 4_565 ? C59B N12 C55 147.2(6) . 4_565 ? C59B N12 C55 147.2(7) 4_565 . ? C59B N12 C55 118.4(6) . . ? C55 N12 C55 30.9(7) 4_565 . ? C59B N12 C59A 41.3(6) 4_565 4_565 ? C59B N12 C59A 110.7(7) . 4_565 ? C55 N12 C59A 81.8(6) 4_565 4_565 ? C55 N12 C59A 106.6(6) . 4_565 ? C59B N12 C59A 110.7(7) 4_565 . ? C59B N12 C59A 41.3(6) . . ? C55 N12 C59A 106.6(6) 4_565 . ? C55 N12 C59A 81.8(6) . . ? C59A N12 C59A 107.3(9) 4_565 . ? C59B N12 C51 111.2(7) 4_565 4_565 ? C59B N12 C51 75.0(6) . 4_565 ? C55 N12 C51 110.7(7) 4_565 4_565 ? C55 N12 C51 96.5(6) . 4_565 ? C59A N12 C51 148.3(6) 4_565 4_565 ? C59A N12 C51 97.0(5) . 4_565 ? C59B N12 C51 75.0(6) 4_565 . ? C59B N12 C51 111.2(7) . . ? C55 N12 C51 96.5(6) 4_565 . ? C55 N12 C51 110.7(7) . . ? C59A N12 C51 97.0(5) 4_565 . ? C59A N12 C51 148.3(6) . . ? C51 N12 C51 53.8(7) 4_565 . ? C52 C51 N12 118.4(7) . . ? C52 C51 H51A 107.7 . . ? N12 C51 H51A 107.7 . . ? C52 C51 H51B 107.7 . . ? N12 C51 H51B 107.7 . . ? H51A C51 H51B 107.1 . . ? C53 C52 C51 158.2(9) . . ? C53 C52 H52A 96.7 . . ? C51 C52 H52A 96.7 . . ? C53 C52 H52B 96.7 . . ? C51 C52 H52B 96.7 . . ? H52A C52 H52B 103.5 . . ? C52 C53 C54 123.9(9) . . ? C52 C53 H53A 106.3 . . ? C54 C53 H53A 106.3 . . ? C52 C53 H53B 106.3 . . ? C54 C53 H53B 106.3 . . ? H53A C53 H53B 106.4 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C56 C55 N12 124.7(7) . . ? C56 C55 H55A 106.2 . . ? N12 C55 H55A 106.2 . . ? C56 C55 H55B 106.2 . . ? N12 C55 H55B 106.2 . . ? H55A C55 H55B 106.4 . . ? C57 C56 C55 119.4(8) . . ? C57 C56 H56A 107.5 . . ? C55 C56 H56A 107.5 . . ? C57 C56 H56B 107.5 . . ? C55 C56 H56B 107.5 . . ? H56A C56 H56B 107.0 . . ? C56 C57 C58 140.0(10) . . ? C56 C57 H57A 102.1 . . ? C58 C57 H57A 102.1 . . ? C56 C57 H57B 102.1 . . ? C58 C57 H57B 102.1 . . ? H57A C57 H57B 104.8 . . ? C57 C58 H58A 109.5 . . ? C57 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? C57 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? C60A C59A N12 121.5(8) . . ? C60A C59A H59A 106.9 . . ? N12 C59A H59A 106.9 . . ? C60A C59A H59B 106.9 . . ? N12 C59A H59B 106.9 . . ? H59A C59A H59B 106.7 . . ? C61A C60A C59A 119.9(9) . . ? C61A C60A H60A 107.3 . . ? C59A C60A H60A 107.3 . . ? C61A C60A H60B 107.3 . . ? C59A C60A H60B 107.3 . . ? H60A C60A H60B 106.9 . . ? C60A C61A C62A 123.2(8) . . ? C60A C61A H61A 106.5 . . ? C62A C61A H61A 106.5 . . ? C60A C61A H61B 106.5 . . ? C62A C61A H61B 106.5 . . ? H61A C61A H61B 106.5 . . ? C61A C62A H62A 109.5 . . ? C61A C62A H62B 109.5 . . ? H62A C62A H62B 109.5 . . ? C61A C62A H62C 109.5 . . ? H62A C62A H62C 109.5 . . ? H62B C62A H62C 109.5 . . ? N12 C59B C60B 118.1(9) . . ? N12 C59B H59C 107.8 . . ? C60B C59B H59C 107.8 . . ? N12 C59B H59D 107.8 . . ? C60B C59B H59D 107.8 . . ? H59C C59B H59D 107.1 . . ? C59B C60B H60C 106.0 . . ? C59B C60B H60D 106.0 . . ? H60C C60B H60D 106.3 . . ? H62D C62B H62E 109.5 . . ? H62D C62B H62F 109.5 . . ? H62E C62B H62F 109.5 . . ? O1 C63 H63A 109.5 . . ? O1 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? O1 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C63 O1 H1A 109.5 . . ? O2 C64 H64A 109.5 . . ? O2 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? O2 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? C64 O2 H2B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.744 _refine_diff_density_min -0.666 _refine_diff_density_rms 0.106 #===END