# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_6m_al14_0a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C24 H45 Eu F3 N7 O7 S, 2(C F3 O3 S), 1.5(C2 H3 N) ; _chemical_formula_sum 'C29 H49.50 Eu F9 N8.50 O13 S3' _chemical_formula_weight 1144.41 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.8523(2) _cell_length_b 13.4938(2) _cell_length_c 15.4748(3) _cell_angle_alpha 70.5800(10) _cell_angle_beta 70.7790(10) _cell_angle_gamma 81.9570(10) _cell_volume 2202.72(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7144 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 28.20 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.725 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1158 _exptl_absorpt_coefficient_mu 1.672 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.5071 _exptl_absorpt_correction_T_max 0.7876 _exptl_absorpt_process_details ; Face indexed absorption corrections carried out with XPREP ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 30492 _diffrn_reflns_av_R_equivalents 0.0338 _diffrn_reflns_av_sigmaI/netI 0.0290 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 28.00 _reflns_number_total 10631 _reflns_number_gt 9880 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0361P)^2^+1.0457P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10631 _refine_ls_number_parameters 595 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0257 _refine_ls_R_factor_gt 0.0234 _refine_ls_wR_factor_ref 0.0637 _refine_ls_wR_factor_gt 0.0626 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3203(2) 0.71978(18) 0.44317(14) 0.0250(4) Uani 1 1 d . . . H1A H 0.3788 0.6840 0.4778 0.030 Uiso 1 1 calc R . . H1B H 0.2393 0.7025 0.4888 0.030 Uiso 1 1 calc R . . C2 C 0.3341(2) 0.83776(18) 0.41301(15) 0.0262(5) Uani 1 1 d . . . H2A H 0.3160 0.8599 0.4712 0.031 Uiso 1 1 calc R . . H2B H 0.4182 0.8544 0.3747 0.031 Uiso 1 1 calc R . . C3 C 0.1324(2) 0.90615(19) 0.42175(16) 0.0293(5) Uani 1 1 d . . . H3A H 0.1326 0.9552 0.4571 0.035 Uiso 1 1 calc R . . H3B H 0.1107 0.8363 0.4694 0.035 Uiso 1 1 calc R . . C4 C 0.0392(2) 0.94422(18) 0.36963(16) 0.0279(5) Uani 1 1 d . . . H4A H -0.0398 0.9502 0.4165 0.033 Uiso 1 1 calc R . . H4B H 0.0594 1.0149 0.3229 0.033 Uiso 1 1 calc R . . C5 C -0.0404(2) 0.78014(17) 0.39006(16) 0.0257(4) Uani 1 1 d . . . H5A H -0.1260 0.8023 0.4040 0.031 Uiso 1 1 calc R . . H5B H -0.0195 0.7612 0.4506 0.031 Uiso 1 1 calc R . . C6 C -0.02179(18) 0.68414(16) 0.35661(15) 0.0215(4) Uani 1 1 d . . . H6A H -0.0694 0.6263 0.4085 0.026 Uiso 1 1 calc R . . H6B H -0.0512 0.7006 0.3003 0.026 Uiso 1 1 calc R . . C7 C 0.13990(19) 0.59261(17) 0.41883(14) 0.0217(4) Uani 1 1 d . . . H7A H 0.1025 0.5232 0.4488 0.026 Uiso 1 1 calc R . . H7B H 0.1075 0.6333 0.4649 0.026 Uiso 1 1 calc R . . C8 C 0.27417(18) 0.57616(16) 0.40137(14) 0.0209(4) Uani 1 1 d . . . H8A H 0.2897 0.5349 0.4627 0.025 Uiso 1 1 calc R . . H8B H 0.3068 0.5348 0.3558 0.025 Uiso 1 1 calc R . . C9 C 0.46629(18) 0.65594(17) 0.31057(14) 0.0212(4) Uani 1 1 d . . . H9 H 0.4647 0.6209 0.2633 0.025 Uiso 1 1 calc R . . C10 C 0.53438(19) 0.75644(17) 0.25179(15) 0.0232(4) Uani 1 1 d . . . H10 H 0.5495 0.7887 0.2964 0.028 Uiso 1 1 calc R . . C11 C 0.6529(2) 0.73212(19) 0.18481(16) 0.0291(5) Uani 1 1 d . . . H11A H 0.6957 0.7980 0.1458 0.035 Uiso 1 1 calc R . . H11B H 0.6389 0.6998 0.1406 0.035 Uiso 1 1 calc R . . C12 C 0.7287(2) 0.6569(2) 0.2432(2) 0.0376(6) Uani 1 1 d . . . H12A H 0.8045 0.6387 0.1990 0.045 Uiso 1 1 calc R . . H12B H 0.7486 0.6920 0.2831 0.045 Uiso 1 1 calc R . . C13 C 0.6627(2) 0.5568(2) 0.30806(19) 0.0358(6) Uani 1 1 d . . . H13A H 0.7112 0.5118 0.3487 0.043 Uiso 1 1 calc R . . H13B H 0.6517 0.5171 0.2680 0.043 Uiso 1 1 calc R . . C14 C 0.5405(2) 0.58225(19) 0.37235(16) 0.0292(5) Uani 1 1 d . . . H14A H 0.5515 0.6162 0.4166 0.035 Uiso 1 1 calc R . . H14B H 0.4977 0.5164 0.4116 0.035 Uiso 1 1 calc R . . C15 C 0.3012(2) 1.00487(17) 0.30184(16) 0.0276(5) Uani 1 1 d . . . H15A H 0.3895 1.0010 0.2858 0.033 Uiso 1 1 calc R . . H15B H 0.2696 1.0509 0.3433 0.033 Uiso 1 1 calc R . . C16 C 0.26706(19) 1.05240(16) 0.21042(15) 0.0223(4) Uani 1 1 d . . . C17 C 0.2579(3) 1.2094(2) 0.07951(18) 0.0385(6) Uani 1 1 d . . . H17A H 0.2813 1.1620 0.0399 0.058 Uiso 1 1 calc R . . H17B H 0.3092 1.2703 0.0487 0.058 Uiso 1 1 calc R . . H17C H 0.1744 1.2332 0.0862 0.058 Uiso 1 1 calc R . . C18 C -0.0235(2) 0.92583(17) 0.24207(16) 0.0263(4) Uani 1 1 d . . . H18A H 0.0035 0.9990 0.2123 0.032 Uiso 1 1 calc R . . H18B H -0.1114 0.9283 0.2710 0.032 Uiso 1 1 calc R . . C19 C 0.00786(18) 0.87166(16) 0.16528(15) 0.0211(4) Uani 1 1 d . . . C20 C -0.0356(2) 0.8494(2) 0.03039(18) 0.0336(5) Uani 1 1 d . . . H20A H 0.0488 0.8610 -0.0067 0.050 Uiso 1 1 calc R . . H20B H -0.0858 0.8870 -0.0104 0.050 Uiso 1 1 calc R . . H20C H -0.0503 0.7740 0.0529 0.050 Uiso 1 1 calc R . . C21 C 0.12049(18) 0.57677(17) 0.27272(15) 0.0219(4) Uani 1 1 d . . . H21A H 0.0641 0.5990 0.2342 0.026 Uiso 1 1 calc R . . H21B H 0.1008 0.5047 0.3166 0.026 Uiso 1 1 calc R . . C22 C 0.24654(19) 0.57585(16) 0.20640(14) 0.0198(4) Uani 1 1 d . . . C23 C 0.3996(3) 0.4850(2) 0.1093(2) 0.0450(7) Uani 1 1 d . . . H23A H 0.4155 0.5511 0.0564 0.067 Uiso 1 1 calc R . . H23B H 0.4008 0.4273 0.0837 0.067 Uiso 1 1 calc R . . H23C H 0.4612 0.4711 0.1418 0.067 Uiso 1 1 calc R . . C24 C 0.3673(3) 0.8157(2) -0.0954(2) 0.0445(7) Uani 1 1 d . . . C25 C -0.1101(3) 0.2632(3) 0.2652(2) 0.0469(7) Uani 1 1 d . . . C26 C 0.4483(3) 0.2947(3) 0.3771(3) 0.0639(10) Uani 1 1 d . . . C27 C 0.8169(7) 0.4871(4) 0.0209(4) 0.117(2) Uani 1 1 d . . . C28 C 0.9138(7) 0.4294(5) -0.0302(5) 0.127(2) Uani 1 1 d . . . H28A H 0.8940 0.3553 -0.0087 0.190 Uiso 1 1 calc R . . H28B H 0.9876 0.4352 -0.0170 0.190 Uiso 1 1 calc R . . H28C H 0.9252 0.4589 -0.0995 0.190 Uiso 1 1 calc R . . C29 C 0.3643(6) 0.0512(5) 0.6409(5) 0.0481(15) Uani 0.50 1 d P . . C30 C 0.4284(8) -0.0072(6) 0.5719(7) 0.077(3) Uani 0.50 1 d P . . H30A H 0.4634 0.0428 0.5085 0.116 Uiso 0.50 1 calc PR . . H30B H 0.3723 -0.0508 0.5675 0.116 Uiso 0.50 1 calc PR . . H30C H 0.4921 -0.0522 0.5942 0.116 Uiso 0.50 1 calc PR . . Eu1 Eu 0.250166(8) 0.808187(7) 0.226308(6) 0.01465(4) Uani 1 1 d . . . F1 F 0.3763(4) 0.8533(2) -0.18623(16) 0.1158(12) Uani 1 1 d . . . F2 F 0.27371(19) 0.75549(18) -0.05064(19) 0.0774(7) Uani 1 1 d . . . F3 F 0.46211(18) 0.75400(15) -0.08726(16) 0.0648(6) Uani 1 1 d . . . F4 F -0.0623(2) 0.20959(19) 0.20285(16) 0.0703(6) Uani 1 1 d . . . F5 F -0.1945(2) 0.2043(2) 0.33666(17) 0.0912(9) Uani 1 1 d . . . F6 F -0.1623(2) 0.3478(2) 0.22108(18) 0.0814(7) Uani 1 1 d . . . F7 F 0.4782(2) 0.3897(2) 0.3157(2) 0.0861(8) Uani 1 1 d . . . F8 F 0.5350(2) 0.2272(3) 0.3511(3) 0.1255(13) Uani 1 1 d . . . F9 F 0.4456(3) 0.2951(3) 0.4637(2) 0.1150(11) Uani 1 1 d . . . N1 N 0.33768(15) 0.67706(13) 0.36192(12) 0.0190(3) Uani 1 1 d . . . N2 N 0.25442(17) 0.89820(14) 0.35540(12) 0.0225(4) Uani 1 1 d . . . N3 N 0.03267(16) 0.87053(14) 0.31798(13) 0.0223(4) Uani 1 1 d . . . N4 N 0.10578(15) 0.64860(13) 0.32999(12) 0.0178(3) Uani 1 1 d . . . N5 N 0.27108(18) 1.15439(14) 0.17344(13) 0.0266(4) Uani 1 1 d . . . H5 H 0.2823 1.1913 0.2071 0.032 Uiso 1 1 calc R . . N6 N -0.06444(17) 0.88809(15) 0.11279(15) 0.0279(4) Uani 1 1 d . . . H6 H -0.1324 0.9236 0.1279 0.033 Uiso 1 1 calc R . . N7 N 0.28270(19) 0.49320(15) 0.17756(14) 0.0314(4) Uani 1 1 d . . . H7 H 0.2346 0.4403 0.2003 0.038 Uiso 1 1 calc R . . N8 N 0.7349(7) 0.5309(5) 0.0606(4) 0.150(3) Uani 1 1 d . . . N9 N 0.3213(5) 0.0915(5) 0.6911(5) 0.0615(16) Uani 0.50 1 d P . . O1 O 0.45881(14) 0.82693(13) 0.20056(11) 0.0239(3) Uani 1 1 d . . . O2 O 0.24232(14) 0.99396(12) 0.17101(10) 0.0236(3) Uani 1 1 d . . . O3 O 0.10176(13) 0.81692(11) 0.15101(10) 0.0207(3) Uani 1 1 d . . . O4 O 0.31014(13) 0.65364(11) 0.17951(10) 0.0192(3) Uani 1 1 d . . . O5 O 0.35325(14) 0.86401(12) 0.05364(10) 0.0241(3) Uani 1 1 d . . . O6 O 0.24552(17) 0.97656(15) -0.05281(14) 0.0409(4) Uani 1 1 d . . . O7 O 0.46179(16) 0.97823(13) -0.10013(13) 0.0377(4) Uani 1 1 d . . . O8 O 0.08473(17) 0.35460(14) 0.22249(12) 0.0369(4) Uani 1 1 d . . . O9 O 0.04490(19) 0.19064(15) 0.35449(14) 0.0447(5) Uani 1 1 d . . . O10 O -0.06539(19) 0.35092(17) 0.37395(14) 0.0456(5) Uani 1 1 d . . . O11 O 0.22629(18) 0.34001(14) 0.40927(14) 0.0408(4) Uani 1 1 d . . . O12 O 0.32876(17) 0.26347(14) 0.28194(12) 0.0363(4) Uani 1 1 d . . . O13 O 0.2864(2) 0.15486(15) 0.44809(14) 0.0474(5) Uani 1 1 d . . . S1 S 0.35501(4) 0.92103(4) -0.04331(3) 0.01967(10) Uani 1 1 d . . . S2 S 0.00130(5) 0.29338(5) 0.30908(4) 0.02906(12) Uani 1 1 d . . . S3 S 0.30563(5) 0.25856(5) 0.38039(4) 0.02780(12) Uani 1 1 d . . . H1C H 0.494(3) 0.877(3) 0.166(2) 0.044(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0322(12) 0.0281(11) 0.0144(9) -0.0038(8) -0.0066(8) -0.0082(9) C2 0.0351(12) 0.0284(11) 0.0174(9) -0.0067(8) -0.0074(9) -0.0105(9) C3 0.0368(13) 0.0303(12) 0.0197(10) -0.0140(9) 0.0008(9) -0.0050(10) C4 0.0311(12) 0.0236(11) 0.0271(11) -0.0154(9) 0.0014(9) -0.0013(9) C5 0.0215(10) 0.0242(11) 0.0238(10) -0.0080(9) 0.0041(8) -0.0015(8) C6 0.0170(9) 0.0198(10) 0.0230(10) -0.0050(8) -0.0002(8) -0.0041(8) C7 0.0215(10) 0.0203(10) 0.0173(9) -0.0001(8) -0.0016(8) -0.0066(8) C8 0.0226(10) 0.0178(9) 0.0174(9) 0.0011(7) -0.0044(8) -0.0056(8) C9 0.0202(10) 0.0229(10) 0.0176(9) -0.0007(8) -0.0059(8) -0.0048(8) C10 0.0217(10) 0.0259(11) 0.0210(10) -0.0009(8) -0.0092(8) -0.0065(8) C11 0.0218(11) 0.0323(12) 0.0253(11) 0.0015(9) -0.0046(9) -0.0075(9) C12 0.0201(11) 0.0440(15) 0.0400(14) -0.0006(12) -0.0096(10) -0.0032(10) C13 0.0264(12) 0.0372(13) 0.0354(13) 0.0024(11) -0.0127(10) 0.0000(10) C14 0.0279(11) 0.0306(12) 0.0234(11) 0.0035(9) -0.0112(9) -0.0037(9) C15 0.0412(13) 0.0210(10) 0.0221(10) -0.0069(8) -0.0073(9) -0.0112(9) C16 0.0255(10) 0.0192(10) 0.0197(9) -0.0078(8) 0.0002(8) -0.0054(8) C17 0.0627(18) 0.0219(11) 0.0308(12) -0.0017(10) -0.0181(12) -0.0070(12) C18 0.0245(11) 0.0204(10) 0.0296(11) -0.0082(9) -0.0037(9) 0.0038(8) C19 0.0189(10) 0.0157(9) 0.0241(10) -0.0012(8) -0.0039(8) -0.0042(7) C20 0.0305(12) 0.0384(13) 0.0363(13) -0.0109(11) -0.0168(10) 0.0000(10) C21 0.0206(10) 0.0203(10) 0.0245(10) -0.0103(8) -0.0012(8) -0.0058(8) C22 0.0235(10) 0.0175(9) 0.0162(9) -0.0045(7) -0.0032(8) -0.0024(8) C23 0.0451(16) 0.0321(14) 0.0422(15) -0.0193(12) 0.0166(12) -0.0057(12) C24 0.0559(18) 0.0469(16) 0.0369(14) -0.0246(13) -0.0094(13) -0.0033(14) C25 0.0403(15) 0.0608(19) 0.0396(15) -0.0137(14) -0.0084(12) -0.0146(14) C26 0.0473(19) 0.087(3) 0.084(3) -0.052(2) -0.0304(19) 0.0016(19) C27 0.176(7) 0.071(3) 0.073(3) -0.007(3) -0.028(4) 0.033(4) C28 0.149(6) 0.104(5) 0.098(4) -0.015(4) -0.025(4) 0.014(4) C29 0.045(3) 0.048(4) 0.061(4) -0.010(3) -0.033(3) -0.007(3) C30 0.090(6) 0.051(4) 0.107(7) -0.019(4) -0.066(6) 0.020(4) Eu1 0.01628(5) 0.01350(5) 0.01285(5) -0.00343(4) -0.00209(4) -0.00351(3) F1 0.215(4) 0.108(2) 0.0449(12) -0.0444(14) -0.0508(18) 0.012(2) F2 0.0599(13) 0.0752(15) 0.122(2) -0.0645(15) -0.0176(13) -0.0207(11) F3 0.0529(11) 0.0460(11) 0.0905(15) -0.0433(11) 0.0038(10) 0.0078(9) F4 0.0827(15) 0.0822(15) 0.0656(13) -0.0413(12) -0.0209(11) -0.0228(12) F5 0.0591(13) 0.145(2) 0.0656(14) -0.0165(15) -0.0050(11) -0.0651(15) F6 0.0750(15) 0.0914(17) 0.0866(17) -0.0231(14) -0.0479(14) 0.0167(13) F7 0.0578(13) 0.107(2) 0.1059(19) -0.0521(16) -0.0038(13) -0.0451(13) F8 0.0454(13) 0.183(3) 0.198(3) -0.124(3) -0.0545(18) 0.0435(17) F9 0.121(2) 0.172(3) 0.105(2) -0.066(2) -0.0720(19) -0.022(2) N1 0.0214(8) 0.0199(8) 0.0137(7) -0.0020(6) -0.0036(6) -0.0070(7) N2 0.0302(10) 0.0201(9) 0.0159(8) -0.0056(7) -0.0025(7) -0.0080(7) N3 0.0250(9) 0.0187(8) 0.0211(8) -0.0090(7) -0.0012(7) -0.0015(7) N4 0.0167(8) 0.0180(8) 0.0171(8) -0.0061(6) -0.0013(6) -0.0032(6) N5 0.0388(11) 0.0182(9) 0.0227(9) -0.0083(7) -0.0047(8) -0.0069(8) N6 0.0199(9) 0.0285(10) 0.0355(10) -0.0093(8) -0.0109(8) 0.0034(8) N7 0.0351(11) 0.0203(9) 0.0303(10) -0.0120(8) 0.0092(8) -0.0105(8) N8 0.220(7) 0.111(4) 0.099(4) -0.033(3) -0.046(4) 0.060(5) N9 0.045(3) 0.064(4) 0.082(4) -0.012(3) -0.031(3) -0.020(3) O1 0.0209(7) 0.0217(8) 0.0223(7) 0.0058(6) -0.0070(6) -0.0091(6) O2 0.0339(8) 0.0176(7) 0.0192(7) -0.0069(6) -0.0053(6) -0.0048(6) O3 0.0184(7) 0.0221(7) 0.0207(7) -0.0067(6) -0.0052(6) 0.0005(6) O4 0.0199(7) 0.0166(7) 0.0186(7) -0.0045(5) -0.0022(6) -0.0038(5) O5 0.0268(8) 0.0242(8) 0.0158(7) -0.0019(6) -0.0037(6) -0.0009(6) O6 0.0342(10) 0.0408(10) 0.0401(10) -0.0030(8) -0.0169(8) 0.0127(8) O7 0.0341(9) 0.0245(8) 0.0361(9) 0.0028(7) 0.0048(8) -0.0111(7) O8 0.0401(10) 0.0349(9) 0.0276(9) -0.0088(7) 0.0057(7) -0.0169(8) O9 0.0488(12) 0.0351(10) 0.0421(11) -0.0038(9) -0.0085(9) -0.0090(9) O10 0.0486(12) 0.0501(12) 0.0339(10) -0.0238(9) 0.0066(9) -0.0082(9) O11 0.0429(11) 0.0278(9) 0.0423(10) -0.0146(8) 0.0016(8) 0.0024(8) O12 0.0460(11) 0.0361(10) 0.0289(9) -0.0141(7) -0.0050(8) -0.0140(8) O13 0.0741(15) 0.0280(9) 0.0329(10) -0.0096(8) -0.0100(10) 0.0064(9) S1 0.0207(2) 0.0172(2) 0.0161(2) -0.00168(18) -0.00254(18) -0.00067(18) S2 0.0303(3) 0.0291(3) 0.0237(3) -0.0095(2) 0.0025(2) -0.0106(2) S3 0.0310(3) 0.0262(3) 0.0282(3) -0.0134(2) -0.0068(2) -0.0003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.495(3) . ? C1 C2 1.519(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.486(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.487(3) . ? C3 C4 1.512(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N3 1.491(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 N3 1.496(3) . ? C5 C6 1.512(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.485(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N4 1.488(3) . ? C7 C8 1.521(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N1 1.491(2) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N1 1.506(3) . ? C9 C10 1.523(3) . ? C9 C14 1.534(3) . ? C9 H9 1.0000 . ? C10 O1 1.436(2) . ? C10 C11 1.515(3) . ? C10 H10 1.0000 . ? C11 C12 1.524(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.524(4) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.531(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 N2 1.481(3) . ? C15 C16 1.509(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 O2 1.258(2) . ? C16 N5 1.304(3) . ? C16 Eu1 3.252(2) . ? C17 N5 1.445(3) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 N3 1.474(3) . ? C18 C19 1.515(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 O3 1.245(3) . ? C19 N6 1.315(3) . ? C19 Eu1 3.230(2) . ? C20 N6 1.457(3) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 N4 1.476(3) . ? C21 C22 1.510(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 O4 1.252(2) . ? C22 N7 1.303(3) . ? C22 Eu1 3.258(2) . ? C23 N7 1.456(3) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 F1 1.299(4) . ? C24 F3 1.317(4) . ? C24 F2 1.320(4) . ? C24 S1 1.821(3) . ? C25 F6 1.310(4) . ? C25 F5 1.328(4) . ? C25 F4 1.328(4) . ? C25 S2 1.815(3) . ? C26 F8 1.326(4) . ? C26 F7 1.330(5) . ? C26 F9 1.330(4) . ? C26 S3 1.805(3) . ? C27 N8 1.165(8) . ? C27 C28 1.453(8) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 N9 1.050(9) . ? C29 C30 1.481(12) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? Eu1 O2 2.3633(15) . ? Eu1 O4 2.3726(14) . ? Eu1 O3 2.3803(14) . ? Eu1 O1 2.4078(15) . ? Eu1 O5 2.4432(14) . ? Eu1 N1 2.6573(17) . ? Eu1 N4 2.6582(16) . ? Eu1 N3 2.6728(18) . ? Eu1 N2 2.6768(17) . ? N5 H5 0.8800 . ? N6 H6 0.8800 . ? N7 H7 0.8800 . ? O1 H1C 0.78(3) . ? O5 S1 1.4352(15) . ? O6 S1 1.4309(18) . ? O7 S1 1.4353(17) . ? O8 S2 1.4408(17) . ? O9 S2 1.440(2) . ? O10 S2 1.4351(19) . ? O11 S3 1.4327(18) . ? O12 S3 1.4365(18) . ? O13 S3 1.437(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 114.45(17) . . ? N1 C1 H1A 108.6 . . ? C2 C1 H1A 108.6 . . ? N1 C1 H1B 108.6 . . ? C2 C1 H1B 108.6 . . ? H1A C1 H1B 107.6 . . ? N2 C2 C1 112.57(17) . . ? N2 C2 H2A 109.1 . . ? C1 C2 H2A 109.1 . . ? N2 C2 H2B 109.1 . . ? C1 C2 H2B 109.1 . . ? H2A C2 H2B 107.8 . . ? N2 C3 C4 112.53(18) . . ? N2 C3 H3A 109.1 . . ? C4 C3 H3A 109.1 . . ? N2 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? H3A C3 H3B 107.8 . . ? N3 C4 C3 111.00(18) . . ? N3 C4 H4A 109.4 . . ? C3 C4 H4A 109.4 . . ? N3 C4 H4B 109.4 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? N3 C5 C6 113.15(17) . . ? N3 C5 H5A 108.9 . . ? C6 C5 H5A 108.9 . . ? N3 C5 H5B 108.9 . . ? C6 C5 H5B 108.9 . . ? H5A C5 H5B 107.8 . . ? N4 C6 C5 112.29(17) . . ? N4 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? N4 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? H6A C6 H6B 107.9 . . ? N4 C7 C8 113.71(16) . . ? N4 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? N4 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? N1 C8 C7 112.73(17) . . ? N1 C8 H8A 109.0 . . ? C7 C8 H8A 109.0 . . ? N1 C8 H8B 109.0 . . ? C7 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? N1 C9 C10 112.66(17) . . ? N1 C9 C14 116.74(17) . . ? C10 C9 C14 108.23(17) . . ? N1 C9 H9 106.2 . . ? C10 C9 H9 106.2 . . ? C14 C9 H9 106.2 . . ? O1 C10 C11 112.23(17) . . ? O1 C10 C9 106.96(16) . . ? C11 C10 C9 110.21(19) . . ? O1 C10 H10 109.1 . . ? C11 C10 H10 109.1 . . ? C9 C10 H10 109.1 . . ? C10 C11 C12 109.74(19) . . ? C10 C11 H11A 109.7 . . ? C12 C11 H11A 109.7 . . ? C10 C11 H11B 109.7 . . ? C12 C11 H11B 109.7 . . ? H11A C11 H11B 108.2 . . ? C13 C12 C11 111.11(19) . . ? C13 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? C13 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C12 C13 C14 111.0(2) . . ? C12 C13 H13A 109.4 . . ? C14 C13 H13A 109.4 . . ? C12 C13 H13B 109.4 . . ? C14 C13 H13B 109.4 . . ? H13A C13 H13B 108.0 . . ? C13 C14 C9 110.13(18) . . ? C13 C14 H14A 109.6 . . ? C9 C14 H14A 109.6 . . ? C13 C14 H14B 109.6 . . ? C9 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? N2 C15 C16 112.00(17) . . ? N2 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? N2 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? O2 C16 N5 123.1(2) . . ? O2 C16 C15 120.12(19) . . ? N5 C16 C15 116.69(18) . . ? N5 C16 Eu1 159.24(15) . . ? C15 C16 Eu1 83.58(12) . . ? N5 C17 H17A 109.5 . . ? N5 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N5 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N3 C18 C19 111.46(17) . . ? N3 C18 H18A 109.3 . . ? C19 C18 H18A 109.3 . . ? N3 C18 H18B 109.3 . . ? C19 C18 H18B 109.3 . . ? H18A C18 H18B 108.0 . . ? O3 C19 N6 122.0(2) . . ? O3 C19 C18 120.15(18) . . ? N6 C19 C18 117.80(19) . . ? N6 C19 Eu1 158.82(16) . . ? C18 C19 Eu1 82.19(12) . . ? N6 C20 H20A 109.5 . . ? N6 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N6 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N4 C21 C22 111.57(16) . . ? N4 C21 H21A 109.3 . . ? C22 C21 H21A 109.3 . . ? N4 C21 H21B 109.3 . . ? C22 C21 H21B 109.3 . . ? H21A C21 H21B 108.0 . . ? O4 C22 N7 123.0(2) . . ? O4 C22 C21 119.91(18) . . ? N7 C22 C21 117.11(18) . . ? N7 C22 Eu1 159.51(15) . . ? C21 C22 Eu1 83.35(11) . . ? N7 C23 H23A 109.5 . . ? N7 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N7 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? F1 C24 F3 107.6(3) . . ? F1 C24 F2 109.1(3) . . ? F3 C24 F2 106.6(3) . . ? F1 C24 S1 111.1(2) . . ? F3 C24 S1 111.5(2) . . ? F2 C24 S1 110.9(2) . . ? F6 C25 F5 107.9(3) . . ? F6 C25 F4 106.6(3) . . ? F5 C25 F4 106.7(3) . . ? F6 C25 S2 112.5(2) . . ? F5 C25 S2 111.2(2) . . ? F4 C25 S2 111.7(2) . . ? F8 C26 F7 107.6(4) . . ? F8 C26 F9 107.2(3) . . ? F7 C26 F9 108.0(3) . . ? F8 C26 S3 111.5(3) . . ? F7 C26 S3 111.8(3) . . ? F9 C26 S3 110.5(3) . . ? N8 C27 C28 176.3(9) . . ? 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 . . ? N9 C29 C30 177.7(7) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O2 Eu1 O4 144.87(5) . . ? O2 Eu1 O3 86.29(5) . . ? O4 Eu1 O3 81.87(5) . . ? O2 Eu1 O1 84.75(5) . . ? O4 Eu1 O1 86.44(5) . . ? O3 Eu1 O1 145.25(5) . . ? O2 Eu1 O5 72.09(5) . . ? O4 Eu1 O5 72.89(5) . . ? O3 Eu1 O5 74.34(5) . . ? O1 Eu1 O5 70.95(5) . . ? O2 Eu1 N1 130.09(5) . . ? O4 Eu1 N1 74.89(5) . . ? O3 Eu1 N1 140.36(5) . . ? O1 Eu1 N1 65.14(5) . . ? O5 Eu1 N1 126.23(5) . . ? O2 Eu1 N4 139.84(5) . . ? O4 Eu1 N4 65.78(5) . . ? O3 Eu1 N4 71.45(5) . . ? O1 Eu1 N4 131.85(5) . . ? O5 Eu1 N4 128.95(5) . . ? N1 Eu1 N4 69.86(5) . . ? O2 Eu1 N3 73.02(5) . . ? O4 Eu1 N3 129.31(5) . . ? O3 Eu1 N3 65.60(5) . . ? O1 Eu1 N3 141.36(6) . . ? O5 Eu1 N3 127.64(5) . . ? N1 Eu1 N3 106.10(5) . . ? N4 Eu1 N3 67.46(5) . . ? O2 Eu1 N2 65.96(5) . . ? O4 Eu1 N2 142.81(5) . . ? O3 Eu1 N2 130.52(5) . . ? O1 Eu1 N2 74.85(6) . . ? O5 Eu1 N2 127.35(5) . . ? N1 Eu1 N2 68.14(5) . . ? N4 Eu1 N2 103.69(5) . . ? N3 Eu1 N2 67.37(6) . . ? O2 Eu1 C19 74.73(5) . . ? O4 Eu1 C19 99.83(5) . . ? O3 Eu1 C19 18.88(5) . . ? O1 Eu1 C19 152.52(5) . . ? O5 Eu1 C19 85.26(5) . . ? N1 Eu1 C19 142.34(5) . . ? N4 Eu1 C19 74.02(5) . . ? N3 Eu1 C19 48.35(5) . . ? N2 Eu1 C19 111.65(6) . . ? O2 Eu1 C16 18.48(5) . . ? O4 Eu1 C16 155.33(5) . . ? O3 Eu1 C16 102.73(5) . . ? O1 Eu1 C16 76.03(6) . . ? O5 Eu1 C16 84.92(5) . . ? N1 Eu1 C16 111.82(5) . . ? N4 Eu1 C16 138.81(5) . . ? N3 Eu1 C16 73.08(5) . . ? N2 Eu1 C16 48.25(5) . . ? C19 Eu1 C16 88.66(5) . . ? O2 Eu1 C22 153.80(5) . . ? O4 Eu1 C22 18.32(5) . . ? O3 Eu1 C22 73.26(5) . . ? O1 Eu1 C22 102.65(5) . . ? O5 Eu1 C22 86.46(5) . . ? N1 Eu1 C22 74.80(5) . . ? N4 Eu1 C22 48.02(5) . . ? N3 Eu1 C22 111.29(5) . . ? N2 Eu1 C22 140.15(5) . . ? C19 Eu1 C22 88.99(5) . . ? C16 Eu1 C22 171.23(5) . . ? C8 N1 C1 108.00(15) . . ? C8 N1 C9 108.15(16) . . ? C1 N1 C9 114.48(16) . . ? C8 N1 Eu1 108.80(11) . . ? C1 N1 Eu1 112.02(13) . . ? C9 N1 Eu1 105.20(11) . . ? C15 N2 C2 108.68(17) . . ? C15 N2 C3 109.59(18) . . ? C2 N2 C3 108.78(17) . . ? C15 N2 Eu1 107.58(12) . . ? C2 N2 Eu1 111.34(13) . . ? C3 N2 Eu1 110.84(13) . . ? C18 N3 C4 109.34(17) . . ? C18 N3 C5 110.63(17) . . ? C4 N3 C5 107.65(16) . . ? C18 N3 Eu1 105.31(12) . . ? C4 N3 Eu1 111.68(13) . . ? C5 N3 Eu1 112.23(12) . . ? C21 N4 C6 108.25(15) . . ? C21 N4 C7 109.92(16) . . ? C6 N4 C7 109.41(16) . . ? C21 N4 Eu1 108.66(11) . . ? C6 N4 Eu1 112.13(12) . . ? C7 N4 Eu1 108.44(11) . . ? C16 N5 C17 122.81(19) . . ? C16 N5 H5 118.6 . . ? C17 N5 H5 118.6 . . ? C19 N6 C20 122.0(2) . . ? C19 N6 H6 119.0 . . ? C20 N6 H6 119.0 . . ? C22 N7 C23 122.6(2) . . ? C22 N7 H7 118.7 . . ? C23 N7 H7 118.7 . . ? C10 O1 Eu1 127.01(12) . . ? C10 O1 H1C 109(2) . . ? Eu1 O1 H1C 123(2) . . ? C16 O2 Eu1 124.95(14) . . ? C19 O3 Eu1 122.88(13) . . ? C22 O4 Eu1 125.11(13) . . ? S1 O5 Eu1 150.99(10) . . ? O6 S1 O5 114.80(10) . . ? O6 S1 O7 115.52(11) . . ? O5 S1 O7 113.97(10) . . ? O6 S1 C24 104.59(14) . . ? O5 S1 C24 102.27(12) . . ? O7 S1 C24 103.47(13) . . ? O10 S2 O9 114.69(13) . . ? O10 S2 O8 114.70(12) . . ? O9 S2 O8 115.60(12) . . ? O10 S2 C25 103.85(14) . . ? O9 S2 C25 102.61(14) . . ? O8 S2 C25 102.93(13) . . ? O11 S3 O12 114.92(12) . . ? O11 S3 O13 115.59(12) . . ? O12 S3 O13 114.82(11) . . ? O11 S3 C26 102.56(15) . . ? O12 S3 C26 100.98(15) . . ? O13 S3 C26 105.35(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 N2 55.1(3) . . . . ? N2 C3 C4 N3 60.8(2) . . . . ? N3 C5 C6 N4 56.1(2) . . . . ? N4 C7 C8 N1 62.1(2) . . . . ? N1 C9 C10 O1 -45.0(2) . . . . ? C14 C9 C10 O1 -175.58(18) . . . . ? N1 C9 C10 C11 -167.22(16) . . . . ? C14 C9 C10 C11 62.2(2) . . . . ? O1 C10 C11 C12 -179.82(19) . . . . ? C9 C10 C11 C12 -60.7(2) . . . . ? C10 C11 C12 C13 56.5(3) . . . . ? C11 C12 C13 C14 -54.8(3) . . . . ? C12 C13 C14 C9 56.6(3) . . . . ? N1 C9 C14 C13 172.04(19) . . . . ? C10 C9 C14 C13 -59.6(3) . . . . ? N2 C15 C16 O2 -23.6(3) . . . . ? N2 C15 C16 N5 159.9(2) . . . . ? N2 C15 C16 Eu1 -24.84(17) . . . . ? N3 C18 C19 O3 -25.5(3) . . . . ? N3 C18 C19 N6 157.18(19) . . . . ? N3 C18 C19 Eu1 -30.22(15) . . . . ? N4 C21 C22 O4 -24.9(3) . . . . ? N4 C21 C22 N7 157.03(19) . . . . ? N4 C21 C22 Eu1 -24.32(15) . . . . ? O3 C19 Eu1 O2 126.24(16) . . . . ? N6 C19 Eu1 O2 101.2(4) . . . . ? C18 C19 Eu1 O2 -60.42(12) . . . . ? O3 C19 Eu1 O4 -18.17(16) . . . . ? N6 C19 Eu1 O4 -43.2(4) . . . . ? C18 C19 Eu1 O4 155.17(11) . . . . ? N6 C19 Eu1 O3 -25.1(4) . . . . ? C18 C19 Eu1 O3 173.3(2) . . . . ? O3 C19 Eu1 O1 83.16(19) . . . . ? N6 C19 Eu1 O1 58.1(5) . . . . ? C18 C19 Eu1 O1 -103.50(15) . . . . ? O3 C19 Eu1 O5 53.53(15) . . . . ? N6 C19 Eu1 O5 28.5(4) . . . . ? C18 C19 Eu1 O5 -133.13(12) . . . . ? O3 C19 Eu1 N1 -96.13(17) . . . . ? N6 C19 Eu1 N1 -121.2(4) . . . . ? C18 C19 Eu1 N1 77.21(14) . . . . ? O3 C19 Eu1 N4 -79.31(15) . . . . ? N6 C19 Eu1 N4 -104.4(4) . . . . ? C18 C19 Eu1 N4 94.03(12) . . . . ? O3 C19 Eu1 N3 -153.11(18) . . . . ? N6 C19 Eu1 N3 -178.2(4) . . . . ? C18 C19 Eu1 N3 20.23(11) . . . . ? O3 C19 Eu1 N2 -178.00(15) . . . . ? N6 C19 Eu1 N2 156.9(4) . . . . ? C18 C19 Eu1 N2 -4.66(13) . . . . ? O3 C19 Eu1 C16 138.54(16) . . . . ? N6 C19 Eu1 C16 113.5(4) . . . . ? C18 C19 Eu1 C16 -48.12(12) . . . . ? O3 C19 Eu1 C22 -33.01(15) . . . . ? N6 C19 Eu1 C22 -58.1(4) . . . . ? C18 C19 Eu1 C22 140.34(12) . . . . ? N5 C16 Eu1 O2 -13.7(4) . . . . ? C15 C16 Eu1 O2 178.2(2) . . . . ? O2 C16 Eu1 O4 70.6(2) . . . . ? N5 C16 Eu1 O4 56.8(5) . . . . ? C15 C16 Eu1 O4 -111.18(15) . . . . ? O2 C16 Eu1 O3 -27.73(18) . . . . ? N5 C16 Eu1 O3 -41.5(5) . . . . ? C15 C16 Eu1 O3 150.52(13) . . . . ? O2 C16 Eu1 O1 116.54(17) . . . . ? N5 C16 Eu1 O1 102.8(5) . . . . ? C15 C16 Eu1 O1 -65.21(13) . . . . ? O2 C16 Eu1 O5 44.94(17) . . . . ? N5 C16 Eu1 O5 31.2(5) . . . . ? C15 C16 Eu1 O5 -136.82(13) . . . . ? O2 C16 Eu1 N1 172.06(16) . . . . ? N5 C16 Eu1 N1 158.3(4) . . . . ? C15 C16 Eu1 N1 -9.70(14) . . . . ? O2 C16 Eu1 N4 -104.01(17) . . . . ? N5 C16 Eu1 N4 -117.7(4) . . . . ? C15 C16 Eu1 N4 74.23(15) . . . . ? O2 C16 Eu1 N3 -86.97(17) . . . . ? N5 C16 Eu1 N3 -100.7(5) . . . . ? C15 C16 Eu1 N3 91.27(13) . . . . ? O2 C16 Eu1 N2 -161.4(2) . . . . ? N5 C16 Eu1 N2 -175.2(5) . . . . ? C15 C16 Eu1 N2 16.79(12) . . . . ? O2 C16 Eu1 C19 -40.42(17) . . . . ? N5 C16 Eu1 C19 -54.2(5) . . . . ? C15 C16 Eu1 C19 137.83(13) . . . . ? O4 C22 Eu1 O2 75.8(2) . . . . ? N7 C22 Eu1 O2 73.2(5) . . . . ? C21 C22 Eu1 O2 -103.38(15) . . . . ? N7 C22 Eu1 O4 -2.7(4) . . . . ? C21 C22 Eu1 O4 -179.2(2) . . . . ? O4 C22 Eu1 O3 116.00(16) . . . . ? N7 C22 Eu1 O3 113.3(5) . . . . ? C21 C22 Eu1 O3 -63.23(11) . . . . ? O4 C22 Eu1 O1 -28.28(16) . . . . ? N7 C22 Eu1 O1 -30.9(5) . . . . ? C21 C22 Eu1 O1 152.50(11) . . . . ? O4 C22 Eu1 O5 41.30(15) . . . . ? N7 C22 Eu1 O5 38.6(5) . . . . ? C21 C22 Eu1 O5 -137.93(12) . . . . ? O4 C22 Eu1 N1 -87.78(16) . . . . ? N7 C22 Eu1 N1 -90.4(5) . . . . ? C21 C22 Eu1 N1 92.99(12) . . . . ? O4 C22 Eu1 N4 -164.16(18) . . . . ? N7 C22 Eu1 N4 -166.8(5) . . . . ? C21 C22 Eu1 N4 16.62(10) . . . . ? O4 C22 Eu1 N3 170.54(15) . . . . ? N7 C22 Eu1 N3 167.9(4) . . . . ? C21 C22 Eu1 N3 -8.69(13) . . . . ? O4 C22 Eu1 N2 -109.70(16) . . . . ? N7 C22 Eu1 N2 -112.4(4) . . . . ? C21 C22 Eu1 N2 71.08(14) . . . . ? O4 C22 Eu1 C19 126.61(16) . . . . ? N7 C22 Eu1 C19 123.9(5) . . . . ? C21 C22 Eu1 C19 -52.62(12) . . . . ? C7 C8 N1 C1 78.4(2) . . . . ? C7 C8 N1 C9 -157.15(16) . . . . ? C7 C8 N1 Eu1 -43.38(18) . . . . ? C2 C1 N1 C8 -156.73(18) . . . . ? C2 C1 N1 C9 82.7(2) . . . . ? C2 C1 N1 Eu1 -36.9(2) . . . . ? C10 C9 N1 C8 169.42(16) . . . . ? C14 C9 N1 C8 -64.4(2) . . . . ? C10 C9 N1 C1 -70.1(2) . . . . ? C14 C9 N1 C1 56.0(2) . . . . ? C10 C9 N1 Eu1 53.28(17) . . . . ? C14 C9 N1 Eu1 179.44(15) . . . . ? O2 Eu1 N1 C8 153.81(12) . . . . ? O4 Eu1 N1 C8 -54.54(12) . . . . ? O3 Eu1 N1 C8 1.70(17) . . . . ? O1 Eu1 N1 C8 -147.64(14) . . . . ? O5 Eu1 N1 C8 -109.39(13) . . . . ? N4 Eu1 N1 C8 14.75(12) . . . . ? N3 Eu1 N1 C8 72.70(13) . . . . ? N2 Eu1 N1 C8 129.51(14) . . . . ? C19 Eu1 N1 C8 31.99(17) . . . . ? C16 Eu1 N1 C8 150.52(12) . . . . ? C22 Eu1 N1 C8 -35.55(12) . . . . ? O2 Eu1 N1 C1 34.47(15) . . . . ? O4 Eu1 N1 C1 -173.88(14) . . . . ? O3 Eu1 N1 C1 -117.64(13) . . . . ? O1 Eu1 N1 C1 93.02(13) . . . . ? O5 Eu1 N1 C1 131.27(13) . . . . ? N4 Eu1 N1 C1 -104.58(13) . . . . ? N3 Eu1 N1 C1 -46.64(14) . . . . ? N2 Eu1 N1 C1 10.18(12) . . . . ? C19 Eu1 N1 C1 -87.34(15) . . . . ? C16 Eu1 N1 C1 31.19(14) . . . . ? C22 Eu1 N1 C1 -154.89(14) . . . . ? O2 Eu1 N1 C9 -90.50(13) . . . . ? O4 Eu1 N1 C9 61.15(12) . . . . ? O3 Eu1 N1 C9 117.39(12) . . . . ? O1 Eu1 N1 C9 -31.95(11) . . . . ? O5 Eu1 N1 C9 6.30(14) . . . . ? N4 Eu1 N1 C9 130.45(13) . . . . ? N3 Eu1 N1 C9 -171.61(11) . . . . ? N2 Eu1 N1 C9 -114.80(12) . . . . ? C19 Eu1 N1 C9 147.69(11) . . . . ? C16 Eu1 N1 C9 -93.78(12) . . . . ? C22 Eu1 N1 C9 80.14(12) . . . . ? C16 C15 N2 C2 152.81(19) . . . . ? C16 C15 N2 C3 -88.4(2) . . . . ? C16 C15 N2 Eu1 32.1(2) . . . . ? C1 C2 N2 C15 -160.66(18) . . . . ? C1 C2 N2 C3 80.1(2) . . . . ? C1 C2 N2 Eu1 -42.3(2) . . . . ? C4 C3 N2 C15 74.3(2) . . . . ? C4 C3 N2 C2 -166.98(18) . . . . ? C4 C3 N2 Eu1 -44.3(2) . . . . ? O2 Eu1 N2 C15 -24.21(14) . . . . ? O4 Eu1 N2 C15 129.14(14) . . . . ? O3 Eu1 N2 C15 -85.90(15) . . . . ? O1 Eu1 N2 C15 66.76(14) . . . . ? O5 Eu1 N2 C15 15.97(17) . . . . ? N1 Eu1 N2 C15 135.63(15) . . . . ? N4 Eu1 N2 C15 -163.03(14) . . . . ? N3 Eu1 N2 C15 -104.97(15) . . . . ? C19 Eu1 N2 C15 -85.05(15) . . . . ? C16 Eu1 N2 C15 -17.87(13) . . . . ? C22 Eu1 N2 C15 158.46(13) . . . . ? O2 Eu1 N2 C2 -143.19(14) . . . . ? O4 Eu1 N2 C2 10.17(17) . . . . ? O3 Eu1 N2 C2 155.13(12) . . . . ? O1 Eu1 N2 C2 -52.22(13) . . . . ? O5 Eu1 N2 C2 -103.01(13) . . . . ? N1 Eu1 N2 C2 16.65(12) . . . . ? N4 Eu1 N2 C2 77.99(13) . . . . ? N3 Eu1 N2 C2 136.05(14) . . . . ? C19 Eu1 N2 C2 155.98(12) . . . . ? C16 Eu1 N2 C2 -136.85(16) . . . . ? C22 Eu1 N2 C2 39.49(17) . . . . ? O2 Eu1 N2 C3 95.58(15) . . . . ? O4 Eu1 N2 C3 -111.06(15) . . . . ? O3 Eu1 N2 C3 33.90(16) . . . . ? O1 Eu1 N2 C3 -173.44(15) . . . . ? O5 Eu1 N2 C3 135.76(13) . . . . ? N1 Eu1 N2 C3 -104.58(14) . . . . ? N4 Eu1 N2 C3 -43.24(15) . . . . ? N3 Eu1 N2 C3 14.82(13) . . . . ? C19 Eu1 N2 C3 34.75(15) . . . . ? C16 Eu1 N2 C3 101.92(16) . . . . ? C22 Eu1 N2 C3 -81.74(16) . . . . ? C19 C18 N3 C4 158.80(18) . . . . ? C19 C18 N3 C5 -82.8(2) . . . . ? C19 C18 N3 Eu1 38.67(19) . . . . ? C3 C4 N3 C18 -159.70(18) . . . . ? C3 C4 N3 C5 80.1(2) . . . . ? C3 C4 N3 Eu1 -43.6(2) . . . . ? C6 C5 N3 C18 79.4(2) . . . . ? C6 C5 N3 C4 -161.19(18) . . . . ? C6 C5 N3 Eu1 -37.9(2) . . . . ? O2 Eu1 N3 C18 63.03(13) . . . . ? O4 Eu1 N3 C18 -85.75(14) . . . . ? O3 Eu1 N3 C18 -30.66(12) . . . . ? O1 Eu1 N3 C18 120.67(13) . . . . ? O5 Eu1 N3 C18 12.95(15) . . . . ? N1 Eu1 N3 C18 -169.18(12) . . . . ? N4 Eu1 N3 C18 -109.70(13) . . . . ? N2 Eu1 N3 C18 133.51(14) . . . . ? C19 Eu1 N3 C18 -21.41(12) . . . . ? C16 Eu1 N3 C18 82.36(13) . . . . ? C22 Eu1 N3 C18 -89.58(13) . . . . ? O2 Eu1 N3 C4 -55.54(13) . . . . ? O4 Eu1 N3 C4 155.68(12) . . . . ? O3 Eu1 N3 C4 -149.23(15) . . . . ? O1 Eu1 N3 C4 2.10(18) . . . . ? O5 Eu1 N3 C4 -105.62(14) . . . . ? N1 Eu1 N3 C4 72.25(14) . . . . ? N4 Eu1 N3 C4 131.73(15) . . . . ? N2 Eu1 N3 C4 14.94(13) . . . . ? C19 Eu1 N3 C4 -139.98(16) . . . . ? C16 Eu1 N3 C4 -36.21(13) . . . . ? C22 Eu1 N3 C4 151.85(13) . . . . ? O2 Eu1 N3 C5 -176.54(15) . . . . ? O4 Eu1 N3 C5 34.68(16) . . . . ? O3 Eu1 N3 C5 89.78(14) . . . . ? O1 Eu1 N3 C5 -118.89(14) . . . . ? O5 Eu1 N3 C5 133.38(13) . . . . ? N1 Eu1 N3 C5 -48.75(14) . . . . ? N4 Eu1 N3 C5 10.73(13) . . . . ? N2 Eu1 N3 C5 -106.05(14) . . . . ? C19 Eu1 N3 C5 99.03(15) . . . . ? C16 Eu1 N3 C5 -157.21(15) . . . . ? C22 Eu1 N3 C5 30.85(15) . . . . ? C22 C21 N4 C6 153.95(17) . . . . ? C22 C21 N4 C7 -86.6(2) . . . . ? C22 C21 N4 Eu1 31.95(19) . . . . ? C5 C6 N4 C21 -163.63(17) . . . . ? C5 C6 N4 C7 76.6(2) . . . . ? C5 C6 N4 Eu1 -43.77(19) . . . . ? C8 C7 N4 C21 75.3(2) . . . . ? C8 C7 N4 C6 -165.98(17) . . . . ? C8 C7 N4 Eu1 -43.39(19) . . . . ? O2 Eu1 N4 C21 125.78(13) . . . . ? O4 Eu1 N4 C21 -23.26(12) . . . . ? O3 Eu1 N4 C21 66.01(12) . . . . ? O1 Eu1 N4 C21 -83.63(14) . . . . ? O5 Eu1 N4 C21 15.61(15) . . . . ? N1 Eu1 N4 C21 -105.25(13) . . . . ? N3 Eu1 N4 C21 136.59(14) . . . . ? N2 Eu1 N4 C21 -165.41(12) . . . . ? C19 Eu1 N4 C21 85.61(13) . . . . ? C16 Eu1 N4 C21 154.26(12) . . . . ? C22 Eu1 N4 C21 -17.86(11) . . . . ? O2 Eu1 N4 C6 6.16(16) . . . . ? O4 Eu1 N4 C6 -142.88(13) . . . . ? O3 Eu1 N4 C6 -53.60(12) . . . . ? O1 Eu1 N4 C6 156.75(12) . . . . ? O5 Eu1 N4 C6 -104.00(13) . . . . ? N1 Eu1 N4 C6 135.14(13) . . . . ? N3 Eu1 N4 C6 16.98(12) . . . . ? N2 Eu1 N4 C6 74.98(13) . . . . ? C19 Eu1 N4 C6 -34.00(12) . . . . ? C16 Eu1 N4 C6 34.65(16) . . . . ? C22 Eu1 N4 C6 -137.48(15) . . . . ? O2 Eu1 N4 C7 -114.76(13) . . . . ? O4 Eu1 N4 C7 96.20(13) . . . . ? O3 Eu1 N4 C7 -174.53(13) . . . . ? O1 Eu1 N4 C7 35.83(15) . . . . ? O5 Eu1 N4 C7 135.07(12) . . . . ? N1 Eu1 N4 C7 14.22(12) . . . . ? N3 Eu1 N4 C7 -103.95(13) . . . . ? N2 Eu1 N4 C7 -45.94(13) . . . . ? C19 Eu1 N4 C7 -154.93(13) . . . . ? C16 Eu1 N4 C7 -86.27(14) . . . . ? C22 Eu1 N4 C7 101.60(14) . . . . ? O2 C16 N5 C17 -5.6(4) . . . . ? C15 C16 N5 C17 170.7(2) . . . . ? Eu1 C16 N5 C17 4.1(6) . . . . ? O3 C19 N6 C20 -4.3(3) . . . . ? C18 C19 N6 C20 173.0(2) . . . . ? Eu1 C19 N6 C20 13.7(5) . . . . ? O4 C22 N7 C23 -1.7(4) . . . . ? C21 C22 N7 C23 176.4(2) . . . . ? Eu1 C22 N7 C23 0.2(6) . . . . ? C11 C10 O1 Eu1 132.99(16) . . . . ? C9 C10 O1 Eu1 12.0(2) . . . . ? O2 Eu1 O1 C10 150.60(17) . . . . ? O4 Eu1 O1 C10 -63.44(16) . . . . ? O3 Eu1 O1 C10 -133.66(15) . . . . ? O5 Eu1 O1 C10 -136.56(17) . . . . ? N1 Eu1 O1 C10 11.54(16) . . . . ? N4 Eu1 O1 C10 -10.86(19) . . . . ? N3 Eu1 O1 C10 96.38(18) . . . . ? N2 Eu1 O1 C10 84.11(17) . . . . ? C19 Eu1 O1 C10 -167.98(14) . . . . ? C16 Eu1 O1 C10 134.05(17) . . . . ? C22 Eu1 O1 C10 -54.86(17) . . . . ? N5 C16 O2 Eu1 174.24(16) . . . . ? C15 C16 O2 Eu1 -2.0(3) . . . . ? O4 Eu1 O2 C16 -136.84(16) . . . . ? O3 Eu1 O2 C16 152.95(17) . . . . ? O1 Eu1 O2 C16 -60.67(17) . . . . ? O5 Eu1 O2 C16 -132.32(18) . . . . ? N1 Eu1 O2 C16 -9.7(2) . . . . ? N4 Eu1 O2 C16 97.78(18) . . . . ? N3 Eu1 O2 C16 87.34(17) . . . . ? N2 Eu1 O2 C16 15.06(16) . . . . ? C19 Eu1 O2 C16 137.78(18) . . . . ? C22 Eu1 O2 C16 -168.82(15) . . . . ? N6 C19 O3 Eu1 169.60(15) . . . . ? C18 C19 O3 Eu1 -7.6(3) . . . . ? O2 Eu1 O3 C19 -51.24(15) . . . . ? O4 Eu1 O3 C19 161.92(16) . . . . ? O1 Eu1 O3 C19 -126.51(15) . . . . ? O5 Eu1 O3 C19 -123.66(16) . . . . ? N1 Eu1 O3 C19 107.75(16) . . . . ? N4 Eu1 O3 C19 94.82(16) . . . . ? N3 Eu1 O3 C19 21.78(15) . . . . ? N2 Eu1 O3 C19 2.44(18) . . . . ? C16 Eu1 O3 C19 -42.74(16) . . . . ? C22 Eu1 O3 C19 145.34(16) . . . . ? N7 C22 O4 Eu1 178.89(16) . . . . ? C21 C22 O4 Eu1 0.9(3) . . . . ? O2 Eu1 O4 C22 -131.94(15) . . . . ? O3 Eu1 O4 C22 -60.40(15) . . . . ? O1 Eu1 O4 C22 152.41(16) . . . . ? O5 Eu1 O4 C22 -136.43(16) . . . . ? N1 Eu1 O4 C22 87.21(16) . . . . ? N4 Eu1 O4 C22 12.85(15) . . . . ? N3 Eu1 O4 C22 -11.42(18) . . . . ? N2 Eu1 O4 C22 93.44(17) . . . . ? C19 Eu1 O4 C22 -54.55(16) . . . . ? C16 Eu1 O4 C22 -163.24(15) . . . . ? O2 Eu1 O5 S1 -56.4(2) . . . . ? O4 Eu1 O5 S1 120.9(2) . . . . ? O3 Eu1 O5 S1 34.76(19) . . . . ? O1 Eu1 O5 S1 -147.0(2) . . . . ? N1 Eu1 O5 S1 176.58(18) . . . . ? N4 Eu1 O5 S1 84.1(2) . . . . ? N3 Eu1 O5 S1 -6.0(2) . . . . ? N2 Eu1 O5 S1 -94.7(2) . . . . ? C19 Eu1 O5 S1 19.1(2) . . . . ? C16 Eu1 O5 S1 -70.0(2) . . . . ? C22 Eu1 O5 S1 108.4(2) . . . . ? Eu1 O5 S1 O6 -0.1(2) . . . . ? Eu1 O5 S1 O7 136.31(19) . . . . ? Eu1 O5 S1 C24 -112.7(2) . . . . ? F1 C24 S1 O6 63.3(3) . . . . ? F3 C24 S1 O6 -176.8(2) . . . . ? F2 C24 S1 O6 -58.2(3) . . . . ? F1 C24 S1 O5 -176.7(3) . . . . ? F3 C24 S1 O5 -56.8(2) . . . . ? F2 C24 S1 O5 61.8(2) . . . . ? F1 C24 S1 O7 -58.1(3) . . . . ? F3 C24 S1 O7 61.9(2) . . . . ? F2 C24 S1 O7 -179.5(2) . . . . ? F6 C25 S2 O10 59.9(3) . . . . ? F5 C25 S2 O10 -61.3(3) . . . . ? F4 C25 S2 O10 179.7(2) . . . . ? F6 C25 S2 O9 179.6(2) . . . . ? F5 C25 S2 O9 58.5(3) . . . . ? F4 C25 S2 O9 -60.6(2) . . . . ? F6 C25 S2 O8 -60.0(3) . . . . ? F5 C25 S2 O8 178.9(3) . . . . ? F4 C25 S2 O8 59.8(3) . . . . ? F8 C26 S3 O11 -179.9(3) . . . . ? F7 C26 S3 O11 -59.4(3) . . . . ? F9 C26 S3 O11 61.0(3) . . . . ? F8 C26 S3 O12 -61.0(4) . . . . ? F7 C26 S3 O12 59.5(3) . . . . ? F9 C26 S3 O12 179.9(3) . . . . ? F8 C26 S3 O13 58.8(4) . . . . ? F7 C26 S3 O13 179.3(2) . . . . ? F9 C26 S3 O13 -60.3(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 H5 O12 0.88 1.98 2.852(2) 172 1_565 N6 H6 O6 0.88 2.11 2.809(3) 136 2_575 N7 H7 O8 0.88 2.13 2.962(3) 159 . N7 H7 O12 0.88 2.59 3.049(3) 113 . O1 H1C O7 0.78(3) 1.93(3) 2.688(2) 162(3) 2_675 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.689 _refine_diff_density_min -0.645 _refine_diff_density_rms 0.080 _iucr_refine_instructions_details ; TITL 6m_al14_0a in P-1 CELL 0.71073 11.8523 13.4938 15.4748 70.580 70.779 81.957 ZERR 2.00 0.0002 0.0002 0.0003 0.001 0.001 0.001 LATT 1 SFAC C H EU F N O S UNIT 58 99 2 18 17 26 6 MERG 2 OMIT -2.00 56.00 OMIT 2 0 2 OMIT 0 0 1 EQIV $1 x, y+1, z EQIV $2 -x, -y+2, -z EQIV $3 -x+1, -y+2, -z HTAB N5 O12_$1 HTAB N6 O6_$2 HTAB N7 O8 HTAB N7 O12 HTAB O1 O7_$3 FMAP 2 PLAN 20 SIZE 0.15 0.28 0.47 ACTA BOND BOND $H CONF L.S. 6 TEMP -100.00 WGHT 0.036100 1.045700 FVAR 0.39337 C1 1 0.320298 0.719778 0.443172 11.00000 0.03221 0.02808 = 0.01442 -0.00385 -0.00657 -0.00819 AFIX 23 H1A 2 0.378849 0.683988 0.477756 11.00000 -1.20000 H1B 2 0.239345 0.702546 0.488768 11.00000 -1.20000 AFIX 0 C2 1 0.334137 0.837756 0.413005 11.00000 0.03509 0.02841 = 0.01737 -0.00666 -0.00736 -0.01047 AFIX 23 H2A 2 0.315991 0.859937 0.471185 11.00000 -1.20000 H2B 2 0.418209 0.854432 0.374691 11.00000 -1.20000 AFIX 0 C3 1 0.132388 0.906150 0.421754 11.00000 0.03677 0.03031 = 0.01967 -0.01404 0.00084 -0.00501 AFIX 23 H3A 2 0.132590 0.955223 0.457111 11.00000 -1.20000 H3B 2 0.110709 0.836263 0.469441 11.00000 -1.20000 AFIX 0 C4 1 0.039169 0.944222 0.369633 11.00000 0.03108 0.02361 = 0.02711 -0.01541 0.00139 -0.00133 AFIX 23 H4A 2 -0.039844 0.950173 0.416512 11.00000 -1.20000 H4B 2 0.059360 1.014867 0.322934 11.00000 -1.20000 AFIX 0 C5 1 -0.040387 0.780145 0.390062 11.00000 0.02152 0.02421 = 0.02376 -0.00804 0.00412 -0.00154 AFIX 23 H5A 2 -0.126024 0.802330 0.404017 11.00000 -1.20000 H5B 2 -0.019543 0.761203 0.450622 11.00000 -1.20000 AFIX 0 C6 1 -0.021788 0.684143 0.356606 11.00000 0.01702 0.01976 = 0.02298 -0.00497 -0.00019 -0.00414 AFIX 23 H6A 2 -0.069397 0.626347 0.408522 11.00000 -1.20000 H6B 2 -0.051204 0.700554 0.300293 11.00000 -1.20000 AFIX 0 C7 1 0.139899 0.592611 0.418826 11.00000 0.02152 0.02030 = 0.01735 -0.00007 -0.00161 -0.00663 AFIX 23 H7A 2 0.102485 0.523237 0.448752 11.00000 -1.20000 H7B 2 0.107494 0.633345 0.464938 11.00000 -1.20000 AFIX 0 C8 1 0.274170 0.576162 0.401368 11.00000 0.02260 0.01776 = 0.01738 0.00107 -0.00436 -0.00563 AFIX 23 H8A 2 0.289699 0.534884 0.462715 11.00000 -1.20000 H8B 2 0.306770 0.534821 0.355779 11.00000 -1.20000 AFIX 0 C9 1 0.466295 0.655942 0.310571 11.00000 0.02021 0.02291 = 0.01762 -0.00069 -0.00595 -0.00480 AFIX 13 H9 2 0.464700 0.620881 0.263338 11.00000 -1.20000 AFIX 0 C10 1 0.534378 0.756436 0.251787 11.00000 0.02171 0.02591 = 0.02097 -0.00085 -0.00922 -0.00647 AFIX 13 H10 2 0.549480 0.788680 0.296368 11.00000 -1.20000 AFIX 0 C11 1 0.652903 0.732124 0.184809 11.00000 0.02183 0.03230 = 0.02531 0.00150 -0.00462 -0.00747 AFIX 23 H11A 2 0.695725 0.798005 0.145770 11.00000 -1.20000 H11B 2 0.638869 0.699818 0.140569 11.00000 -1.20000 AFIX 0 C12 1 0.728682 0.656937 0.243220 11.00000 0.02007 0.04403 = 0.03995 -0.00056 -0.00955 -0.00316 AFIX 23 H12A 2 0.804470 0.638745 0.199040 11.00000 -1.20000 H12B 2 0.748559 0.691996 0.283058 11.00000 -1.20000 AFIX 0 C13 1 0.662716 0.556763 0.308064 11.00000 0.02643 0.03716 = 0.03536 0.00243 -0.01269 0.00004 AFIX 23 H13A 2 0.711185 0.511822 0.348706 11.00000 -1.20000 H13B 2 0.651723 0.517149 0.268001 11.00000 -1.20000 AFIX 0 C14 1 0.540533 0.582249 0.372350 11.00000 0.02788 0.03065 = 0.02340 0.00351 -0.01123 -0.00372 AFIX 23 H14A 2 0.551546 0.616231 0.416582 11.00000 -1.20000 H14B 2 0.497663 0.516426 0.411550 11.00000 -1.20000 AFIX 0 C15 1 0.301248 1.004865 0.301837 11.00000 0.04118 0.02097 = 0.02214 -0.00687 -0.00729 -0.01124 AFIX 23 H15A 2 0.389466 1.001011 0.285810 11.00000 -1.20000 H15B 2 0.269559 1.050929 0.343291 11.00000 -1.20000 AFIX 0 C16 1 0.267057 1.052402 0.210422 11.00000 0.02552 0.01918 = 0.01975 -0.00784 0.00022 -0.00542 C17 1 0.257911 1.209399 0.079509 11.00000 0.06272 0.02188 = 0.03076 -0.00171 -0.01809 -0.00700 AFIX 137 H17A 2 0.281278 1.161994 0.039925 11.00000 -1.50000 H17B 2 0.309171 1.270310 0.048715 11.00000 -1.50000 H17C 2 0.174351 1.233204 0.086178 11.00000 -1.50000 AFIX 0 C18 1 -0.023530 0.925826 0.242067 11.00000 0.02452 0.02041 = 0.02959 -0.00822 -0.00375 0.00381 AFIX 23 H18A 2 0.003543 0.999046 0.212272 11.00000 -1.20000 H18B 2 -0.111425 0.928333 0.271037 11.00000 -1.20000 AFIX 0 C19 1 0.007858 0.871661 0.165278 11.00000 0.01890 0.01567 = 0.02408 -0.00115 -0.00387 -0.00424 C20 1 -0.035570 0.849357 0.030393 11.00000 0.03049 0.03842 = 0.03627 -0.01093 -0.01681 -0.00004 AFIX 137 H20A 2 0.048796 0.861011 -0.006741 11.00000 -1.50000 H20B 2 -0.085815 0.887027 -0.010373 11.00000 -1.50000 H20C 2 -0.050267 0.773977 0.052859 11.00000 -1.50000 AFIX 0 C21 1 0.120492 0.576772 0.272723 11.00000 0.02062 0.02032 = 0.02454 -0.01031 -0.00117 -0.00580 AFIX 23 H21A 2 0.064070 0.599036 0.234196 11.00000 -1.20000 H21B 2 0.100798 0.504742 0.316554 11.00000 -1.20000 AFIX 0 C22 1 0.246543 0.575854 0.206397 11.00000 0.02352 0.01754 = 0.01616 -0.00448 -0.00319 -0.00236 C23 1 0.399608 0.485002 0.109280 11.00000 0.04505 0.03214 = 0.04216 -0.01930 0.01663 -0.00572 AFIX 137 H23A 2 0.415519 0.551052 0.056371 11.00000 -1.50000 H23B 2 0.400844 0.427288 0.083749 11.00000 -1.50000 H23C 2 0.461156 0.471144 0.141756 11.00000 -1.50000 AFIX 0 C24 1 0.367303 0.815719 -0.095392 11.00000 0.05592 0.04694 = 0.03687 -0.02464 -0.00943 -0.00332 C25 1 -0.110082 0.263174 0.265214 11.00000 0.04034 0.06078 = 0.03958 -0.01369 -0.00843 -0.01462 C26 1 0.448287 0.294703 0.377138 11.00000 0.04731 0.08722 = 0.08425 -0.05179 -0.03042 0.00157 C27 1 0.816906 0.487110 0.020887 11.00000 0.17570 0.07133 = 0.07342 -0.00713 -0.02829 0.03346 C28 1 0.913798 0.429423 -0.030231 11.00000 0.14946 0.10374 = 0.09839 -0.01478 -0.02522 0.01433 AFIX 137 H28A 2 0.893953 0.355262 -0.008737 11.00000 -1.50000 H28B 2 0.987566 0.435195 -0.016971 11.00000 -1.50000 H28C 2 0.925219 0.458909 -0.099457 11.00000 -1.50000 AFIX 0 C29 1 0.364260 0.051188 0.640864 10.50000 0.04500 0.04820 = 0.06097 -0.01011 -0.03306 -0.00732 C30 1 0.428439 -0.007186 0.571933 10.50000 0.09040 0.05114 = 0.10703 -0.01900 -0.06608 0.02007 AFIX 137 H30A 2 0.463401 0.042794 0.508493 10.50000 -1.50000 H30B 2 0.372265 -0.050797 0.567529 10.50000 -1.50000 H30C 2 0.492114 -0.052179 0.594167 10.50000 -1.50000 AFIX 0 EU1 3 0.250166 0.808187 0.226308 11.00000 0.01628 0.01350 = 0.01285 -0.00343 -0.00209 -0.00351 F1 4 0.376345 0.853270 -0.186228 11.00000 0.21478 0.10783 = 0.04488 -0.04439 -0.05083 0.01161 F2 4 0.273708 0.755493 -0.050645 11.00000 0.05988 0.07524 = 0.12209 -0.06452 -0.01762 -0.02066 F3 4 0.462112 0.754002 -0.087261 11.00000 0.05287 0.04597 = 0.09045 -0.04326 0.00379 0.00776 F4 4 -0.062284 0.209594 0.202852 11.00000 0.08270 0.08219 = 0.06557 -0.04130 -0.02085 -0.02281 F5 4 -0.194488 0.204300 0.336661 11.00000 0.05911 0.14507 = 0.06565 -0.01648 -0.00501 -0.06514 F6 4 -0.162270 0.347841 0.221076 11.00000 0.07505 0.09143 = 0.08665 -0.02310 -0.04793 0.01665 F7 4 0.478249 0.389712 0.315721 11.00000 0.05776 0.10694 = 0.10587 -0.05215 -0.00382 -0.04507 F8 4 0.534972 0.227167 0.351067 11.00000 0.04536 0.18326 = 0.19822 -0.12398 -0.05452 0.04352 F9 4 0.445570 0.295056 0.463676 11.00000 0.12094 0.17199 = 0.10506 -0.06562 -0.07204 -0.02242 N1 5 0.337677 0.677062 0.361923 11.00000 0.02141 0.01988 = 0.01375 -0.00196 -0.00359 -0.00700 N2 5 0.254421 0.898199 0.355395 11.00000 0.03017 0.02010 = 0.01594 -0.00561 -0.00250 -0.00800 N3 5 0.032673 0.870530 0.317976 11.00000 0.02500 0.01872 = 0.02111 -0.00898 -0.00116 -0.00153 N4 5 0.105780 0.648601 0.329991 11.00000 0.01666 0.01800 = 0.01711 -0.00610 -0.00130 -0.00322 N5 5 0.271081 1.154389 0.173442 11.00000 0.03879 0.01822 = 0.02274 -0.00828 -0.00474 -0.00694 AFIX 43 H5 2 0.282298 1.191294 0.207138 11.00000 -1.20000 AFIX 0 N6 5 -0.064445 0.888089 0.112792 11.00000 0.01989 0.02846 = 0.03550 -0.00927 -0.01091 0.00337 AFIX 43 H6 2 -0.132356 0.923566 0.127902 11.00000 -1.20000 AFIX 0 N7 5 0.282702 0.493203 0.177563 11.00000 0.03509 0.02029 = 0.03027 -0.01199 0.00921 -0.01048 AFIX 43 H7 2 0.234568 0.440264 0.200255 11.00000 -1.20000 AFIX 0 N8 5 0.734915 0.530893 0.060579 11.00000 0.21983 0.11089 = 0.09867 -0.03268 -0.04646 0.05957 N9 5 0.321317 0.091477 0.691143 10.50000 0.04470 0.06411 = 0.08233 -0.01167 -0.03127 -0.01970 O1 6 0.458813 0.826926 0.200565 11.00000 0.02086 0.02173 = 0.02226 0.00578 -0.00698 -0.00906 O2 6 0.242322 0.993958 0.171014 11.00000 0.03389 0.01760 = 0.01923 -0.00691 -0.00525 -0.00476 O3 6 0.101759 0.816918 0.151012 11.00000 0.01844 0.02208 = 0.02067 -0.00668 -0.00524 0.00046 O4 6 0.310141 0.653636 0.179513 11.00000 0.01987 0.01663 = 0.01864 -0.00451 -0.00222 -0.00382 O5 6 0.353252 0.864005 0.053640 11.00000 0.02680 0.02421 = 0.01580 -0.00192 -0.00374 -0.00087 O6 6 0.245520 0.976563 -0.052814 11.00000 0.03423 0.04084 = 0.04010 -0.00298 -0.01686 0.01267 O7 6 0.461794 0.978230 -0.100129 11.00000 0.03414 0.02450 = 0.03611 0.00278 0.00479 -0.01108 O8 6 0.084732 0.354604 0.222486 11.00000 0.04006 0.03488 = 0.02762 -0.00883 0.00568 -0.01685 O9 6 0.044901 0.190644 0.354492 11.00000 0.04878 0.03513 = 0.04215 -0.00376 -0.00854 -0.00898 O10 6 -0.065393 0.350918 0.373948 11.00000 0.04858 0.05011 = 0.03394 -0.02376 0.00655 -0.00823 O11 6 0.226292 0.340010 0.409267 11.00000 0.04289 0.02785 = 0.04233 -0.01456 0.00160 0.00245 O12 6 0.328761 0.263466 0.281941 11.00000 0.04605 0.03610 = 0.02891 -0.01409 -0.00499 -0.01399 O13 6 0.286407 0.154861 0.448093 11.00000 0.07406 0.02799 = 0.03292 -0.00960 -0.00996 0.00644 S1 7 0.355008 0.921031 -0.043312 11.00000 0.02069 0.01719 = 0.01609 -0.00168 -0.00254 -0.00067 S2 7 0.001301 0.293383 0.309077 11.00000 0.03027 0.02913 = 0.02368 -0.00953 0.00249 -0.01064 S3 7 0.305633 0.258559 0.380387 11.00000 0.03104 0.02618 = 0.02822 -0.01340 -0.00678 -0.00027 H1C 2 0.494067 0.877230 0.165578 11.00000 0.04376 HKLF 4 REM 6m_al14_0a in P-1 REM R1 = 0.0234 for 9880 Fo > 4sig(Fo) and 0.0257 for all 10631 data REM 595 parameters refined using 0 restraints END WGHT 0.0361 1.0457 REM Highest difference peak 0.689, deepest hole -0.645, 1-sigma level 0.080 Q1 1 0.2022 0.8349 0.1947 11.00000 0.05 0.69 Q2 1 0.2980 0.7904 0.2550 11.00000 0.05 0.68 Q3 1 0.3736 0.2829 0.3810 11.00000 0.05 0.63 Q4 1 1.0602 0.4787 -0.0255 11.00000 0.05 0.59 Q5 1 0.2800 0.8029 -0.1031 11.00000 0.05 0.57 Q6 1 -0.1397 0.4238 0.2112 11.00000 0.05 0.55 Q7 1 0.3594 0.1028 0.6361 11.00000 0.05 0.54 Q8 1 0.5342 0.1751 0.3647 11.00000 0.05 0.54 Q9 1 -0.0503 0.2835 0.2881 11.00000 0.05 0.53 Q10 1 0.5256 0.3349 0.3176 11.00000 0.05 0.50 Q11 1 0.5003 0.2259 0.4234 11.00000 0.05 0.48 Q12 1 0.2643 0.7402 -0.0294 11.00000 0.05 0.48 Q13 1 1.0000 0.5000 0.0000 10.50000 0.05 0.47 Q14 1 0.4582 0.8028 -0.1420 11.00000 0.05 0.47 Q15 1 -0.2262 0.2997 0.3139 11.00000 0.05 0.46 Q16 1 0.3632 0.0363 0.6705 11.00000 0.05 0.46 Q17 1 0.3603 0.8676 -0.0652 11.00000 0.05 0.46 Q18 1 -0.1049 0.2773 0.1852 11.00000 0.05 0.45 Q19 1 0.4800 0.4173 0.2961 11.00000 0.05 0.44 Q20 1 -0.0173 0.2016 0.3353 11.00000 0.05 0.44 ; _database_code_depnum_ccdc_archive 'CCDC 949567' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_6m_al4_ob _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C23 H45 N7 O4, 0.28(H2 O) ; _chemical_formula_sum 'C23 H45.56 N7 O4.28' _chemical_formula_weight 488.16 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 P21/c _symmetry_space_group_name_Hall '-P 2ybc' 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 9.6189(2) _cell_length_b 32.1984(7) _cell_length_c 8.6632(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.5380(10) _cell_angle_gamma 90.00 _cell_volume 2646.02(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5372 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 27.05 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.225 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1067.2 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15521 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0320 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5204 _reflns_number_gt 4029 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0412P)^2^+3.6175P] 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 5204 _refine_ls_number_parameters 628 _refine_ls_number_restraints 1248 _refine_ls_R_factor_all 0.0936 _refine_ls_R_factor_gt 0.0763 _refine_ls_wR_factor_ref 0.1817 _refine_ls_wR_factor_gt 0.1749 _refine_ls_goodness_of_fit_ref 1.143 _refine_ls_restrained_S_all 1.070 _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 N1 N 0.7558(8) 0.0748(3) 0.9549(8) 0.0379(12) Uani 0.613(3) 1 d PDU A 1 C1 C 0.8787(6) 0.08514(18) 1.0709(7) 0.0496(12) Uani 0.613(3) 1 d PDU A 1 H1A H 0.9337 0.0595 1.0991 0.059 Uiso 0.613(3) 1 calc PR A 1 H1B H 0.8459 0.0953 1.1666 0.059 Uiso 0.613(3) 1 calc PR A 1 C2 C 0.9760(6) 0.11767(19) 1.0186(6) 0.0480(11) Uani 0.613(3) 1 d PDU A 1 H2A H 1.0436 0.1268 1.1113 0.058 Uiso 0.613(3) 1 calc PR A 1 H2B H 1.0311 0.1044 0.9451 0.058 Uiso 0.613(3) 1 calc PR A 1 N2 N 0.9069(10) 0.1541(2) 0.9435(11) 0.0396(13) Uani 0.613(3) 1 d PDU A 1 C3 C 0.8320(5) 0.17816(16) 1.0496(5) 0.0367(10) Uani 0.613(3) 1 d PDU A 1 H3A H 0.9008 0.1955 1.1191 0.044 Uiso 0.613(3) 1 calc PR A 1 H3B H 0.7886 0.1587 1.1163 0.044 Uiso 0.613(3) 1 calc PR A 1 C4 C 0.7190(5) 0.20571(16) 0.9621(6) 0.0340(10) Uani 0.613(3) 1 d PDU A 1 H4A H 0.6929 0.2272 1.0340 0.041 Uiso 0.613(3) 1 calc PR A 1 H4B H 0.7561 0.2200 0.8762 0.041 Uiso 0.613(3) 1 calc PR A 1 N3 N 0.5917(9) 0.1813(4) 0.8960(10) 0.0319(14) Uani 0.613(3) 1 d PDU A 1 C5 C 0.5062(7) 0.17416(17) 1.0208(8) 0.0348(12) Uani 0.613(3) 1 d PDU A 1 H5A H 0.4579 0.2004 1.0399 0.042 Uiso 0.613(3) 1 calc PR A 1 H5B H 0.5700 0.1668 1.1187 0.042 Uiso 0.613(3) 1 calc PR A 1 C6 C 0.3965(5) 0.14021(14) 0.9831(6) 0.0381(10) Uani 0.613(3) 1 d PDU A 1 H6A H 0.3479 0.1366 1.0744 0.046 Uiso 0.613(3) 1 calc PR A 1 H6B H 0.3252 0.1495 0.8940 0.046 Uiso 0.613(3) 1 calc PR A 1 N4 N 0.4513(6) 0.10002(14) 0.9439(7) 0.0410(11) Uani 0.613(3) 1 d PDU A 1 C7 C 0.5425(6) 0.08047(18) 1.0757(7) 0.0488(11) Uani 0.613(3) 1 d PDU A 1 H7A H 0.4838 0.0648 1.1394 0.059 Uiso 0.613(3) 1 calc PR A 1 H7B H 0.5940 0.1022 1.1429 0.059 Uiso 0.613(3) 1 calc PR A 1 C8 C 0.6477(7) 0.05117(16) 1.0205(7) 0.0459(11) Uani 0.613(3) 1 d PDU A 1 H8A H 0.6936 0.0341 1.1095 0.055 Uiso 0.613(3) 1 calc PR A 1 H8B H 0.5978 0.0323 0.9397 0.055 Uiso 0.613(3) 1 calc PR A 1 O1 O 0.6314(10) 0.1104(2) 0.6769(16) 0.0330(16) Uani 0.613(3) 1 d PDU A 1 H1C H 0.6583 0.1205 0.7663 0.050 Uiso 0.613(3) 1 calc PR A 1 C9 C 0.7896(7) 0.0586(2) 0.8062(6) 0.0361(14) Uani 0.613(3) 1 d PDU A 1 H9 H 0.8702 0.0755 0.7814 0.043 Uiso 0.613(3) 1 calc PR A 1 C10 C 0.6660(5) 0.06706(13) 0.6780(5) 0.0322(9) Uani 0.613(3) 1 d PDU A 1 H10 H 0.5829 0.0500 0.6944 0.039 Uiso 0.613(3) 1 calc PR A 1 C11 C 0.7089(19) 0.0567(3) 0.5187(9) 0.044(2) Uani 0.613(3) 1 d PDU A 1 H11A H 0.6232 0.0561 0.4378 0.053 Uiso 0.613(3) 1 calc PR A 1 H11B H 0.7709 0.0790 0.4907 0.053 Uiso 0.613(3) 1 calc PR A 1 C12 C 0.7837(9) 0.0161(3) 0.5169(10) 0.070(2) Uani 0.613(3) 1 d PDU A 1 H12A H 0.7108 -0.0053 0.4844 0.085 Uiso 0.613(3) 1 calc PR A 1 H12B H 0.8419 0.0178 0.4330 0.085 Uiso 0.613(3) 1 calc PR A 1 C13 C 0.8684(7) 0.0015(2) 0.6471(8) 0.0532(15) Uani 0.613(3) 1 d PDU A 1 H13A H 0.9658 0.0107 0.6426 0.064 Uiso 0.613(3) 1 calc PR A 1 H13B H 0.8680 -0.0292 0.6407 0.064 Uiso 0.613(3) 1 calc PR A 1 C14 C 0.835(2) 0.0133(4) 0.8054(11) 0.047(2) Uani 0.613(3) 1 d PDU A 1 H14A H 0.9196 0.0090 0.8862 0.057 Uiso 0.613(3) 1 calc PR A 1 H14B H 0.7588 -0.0047 0.8313 0.057 Uiso 0.613(3) 1 calc PR A 1 C15 C 1.0074(8) 0.1805(3) 0.8792(10) 0.0465(16) Uani 0.613(3) 1 d PDU A 1 H15A H 1.1039 0.1722 0.9277 0.056 Uiso 0.613(3) 1 calc PR A 1 H15B H 0.9934 0.2096 0.9113 0.056 Uiso 0.613(3) 1 calc PR A 1 C16 C 0.9990(10) 0.1797(3) 0.7041(10) 0.0484(16) Uani 0.613(3) 1 d PDU A 1 C17 C 0.8506(13) 0.1643(3) 0.4534(13) 0.076(2) Uani 0.613(3) 1 d PDU A 1 H17A H 0.7551 0.1534 0.4197 0.115 Uiso 0.613(3) 1 calc PR A 1 H17B H 0.9186 0.1465 0.4122 0.115 Uiso 0.613(3) 1 calc PR A 1 H17C H 0.8567 0.1926 0.4136 0.115 Uiso 0.613(3) 1 calc PR A 1 N5 N 0.8821(10) 0.1646(3) 0.6227(13) 0.059(2) Uani 0.613(3) 1 d PDU A 1 H5C H 0.8191 0.1541 0.6746 0.070 Uiso 0.613(3) 1 calc PR A 1 O2 O 1.0999(9) 0.1916(3) 0.6425(12) 0.0585(19) Uani 0.613(3) 1 d PDU A 1 C18 C 0.5099(13) 0.2024(4) 0.7606(12) 0.0347(14) Uani 0.613(3) 1 d PDU A 1 H18A H 0.4298 0.1845 0.7156 0.042 Uiso 0.613(3) 1 calc PR A 1 H18B H 0.5703 0.2063 0.6797 0.042 Uiso 0.613(3) 1 calc PR A 1 C19 C 0.4528(15) 0.2447(5) 0.801(4) 0.0382(16) Uani 0.613(3) 1 d PDU A 1 C20 C 0.2450(15) 0.2862(5) 0.8160(19) 0.049(2) Uani 0.613(3) 1 d PDU A 1 H20A H 0.1459 0.2806 0.8218 0.074 Uiso 0.613(3) 1 calc PR A 1 H20B H 0.2507 0.3073 0.7355 0.074 Uiso 0.613(3) 1 calc PR A 1 H20C H 0.2930 0.2964 0.9175 0.074 Uiso 0.613(3) 1 calc PR A 1 N6 N 0.3127(14) 0.2480(7) 0.776(3) 0.040(2) Uani 0.613(3) 1 d PDU A 1 H6C H 0.2606 0.2270 0.7350 0.048 Uiso 0.613(3) 1 calc PR A 1 O3 O 0.5334(12) 0.2736(4) 0.8483(11) 0.0452(17) Uani 0.613(3) 1 d PDU A 1 C21 C 0.3344(9) 0.0708(3) 0.8863(10) 0.0526(17) Uani 0.613(3) 1 d PDU A 1 H21A H 0.2709 0.0691 0.9651 0.063 Uiso 0.613(3) 1 calc PR A 1 H21B H 0.3744 0.0428 0.8761 0.063 Uiso 0.613(3) 1 calc PR A 1 C22 C 0.2492(10) 0.0831(5) 0.7315(11) 0.0521(16) Uani 0.613(3) 1 d PDU A 1 C23 C 0.2476(9) 0.1129(3) 0.4743(11) 0.075(2) Uani 0.613(3) 1 d PDU A 1 H23A H 0.2067 0.0886 0.4154 0.112 Uiso 0.613(3) 1 calc PR A 1 H23B H 0.3152 0.1264 0.4174 0.112 Uiso 0.613(3) 1 calc PR A 1 H23C H 0.1724 0.1326 0.4868 0.112 Uiso 0.613(3) 1 calc PR A 1 N7 N 0.3190(8) 0.0999(4) 0.6270(10) 0.0528(17) Uani 0.613(3) 1 d PDU A 1 H7C H 0.4109 0.1033 0.6512 0.063 Uiso 0.613(3) 1 calc PR A 1 O4 O 0.1244(9) 0.0741(2) 0.7067(14) 0.0687(16) Uani 0.613(3) 1 d PDU A 1 N1B N 0.7802(13) 0.0768(5) 0.9630(13) 0.0364(19) Uani 0.387(3) 1 d PDU A 2 C1B C 0.9276(8) 0.0907(2) 1.0119(9) 0.0353(15) Uani 0.387(3) 1 d PDU A 2 H1D H 0.9797 0.0879 0.9229 0.042 Uiso 0.387(3) 1 calc PR A 2 H1E H 0.9744 0.0729 1.0982 0.042 Uiso 0.387(3) 1 calc PR A 2 C2B C 0.9319(8) 0.1356(2) 1.0657(8) 0.0383(14) Uani 0.387(3) 1 d PDU A 2 H2C H 0.8642 0.1395 1.1389 0.046 Uiso 0.387(3) 1 calc PR A 2 H2D H 1.0274 0.1422 1.1224 0.046 Uiso 0.387(3) 1 calc PR A 2 N2B N 0.8969(15) 0.1639(3) 0.9339(17) 0.0327(18) Uani 0.387(3) 1 d PDU A 2 C3B C 0.8308(8) 0.2023(2) 0.9739(9) 0.0368(15) Uani 0.387(3) 1 d PDU A 2 H3C H 0.8195 0.2208 0.8811 0.044 Uiso 0.387(3) 1 calc PR A 2 H3D H 0.8965 0.2163 1.0580 0.044 Uiso 0.387(3) 1 calc PR A 2 C4B C 0.6910(8) 0.1987(3) 1.0260(10) 0.0375(16) Uani 0.387(3) 1 d PDU A 2 H4C H 0.7031 0.1825 1.1246 0.045 Uiso 0.387(3) 1 calc PR A 2 H4D H 0.6585 0.2268 1.0492 0.045 Uiso 0.387(3) 1 calc PR A 2 N3B N 0.5809(14) 0.1787(6) 0.9115(15) 0.0303(18) Uani 0.387(3) 1 d PDU A 2 C5B C 0.4618(11) 0.1643(3) 0.9883(13) 0.040(2) Uani 0.387(3) 1 d PDU A 2 H5D H 0.3775 0.1602 0.9072 0.049 Uiso 0.387(3) 1 calc PR A 2 H5E H 0.4394 0.1862 1.0605 0.049 Uiso 0.387(3) 1 calc PR A 2 C6B C 0.4926(9) 0.1247(2) 1.0780(10) 0.0505(17) Uani 0.387(3) 1 d PDU A 2 H6D H 0.5893 0.1262 1.1386 0.061 Uiso 0.387(3) 1 calc PR A 2 H6E H 0.4265 0.1221 1.1538 0.061 Uiso 0.387(3) 1 calc PR A 2 N4B N 0.4811(9) 0.0873(3) 0.9801(13) 0.0461(17) Uani 0.387(3) 1 d PDU A 2 C7B C 0.5635(9) 0.0532(3) 1.0628(10) 0.0476(17) Uani 0.387(3) 1 d PDU A 2 H7D H 0.5432 0.0275 1.0003 0.057 Uiso 0.387(3) 1 calc PR A 2 H7E H 0.5310 0.0487 1.1641 0.057 Uiso 0.387(3) 1 calc PR A 2 C8B C 0.7210(9) 0.0598(3) 1.0941(10) 0.0442(16) Uani 0.387(3) 1 d PDU A 2 H8C H 0.7443 0.0788 1.1845 0.053 Uiso 0.387(3) 1 calc PR A 2 H8D H 0.7672 0.0328 1.1241 0.053 Uiso 0.387(3) 1 calc PR A 2 O1B O 0.6604(17) 0.1150(4) 0.683(3) 0.036(2) Uani 0.387(3) 1 d PDU A 2 H1F H 0.6176 0.1129 0.7600 0.055 Uiso 0.387(3) 1 calc PR A 2 C9B C 0.7532(12) 0.0521(3) 0.8199(11) 0.0367(18) Uani 0.387(3) 1 d PDU A 2 H9B H 0.6542 0.0418 0.8128 0.044 Uiso 0.387(3) 1 calc PR A 2 C10B C 0.7517(9) 0.0801(2) 0.6809(8) 0.0370(14) Uani 0.387(3) 1 d PDU A 2 H10B H 0.8495 0.0898 0.6751 0.044 Uiso 0.387(3) 1 calc PR A 2 C11B C 0.693(3) 0.0541(5) 0.5326(16) 0.046(3) Uani 0.387(3) 1 d PDU A 2 H11C H 0.5885 0.0550 0.5194 0.055 Uiso 0.387(3) 1 calc PR A 2 H11D H 0.7202 0.0683 0.4410 0.055 Uiso 0.387(3) 1 calc PR A 2 C12B C 0.7351(12) 0.0089(4) 0.5250(16) 0.050(2) Uani 0.387(3) 1 d PDU A 2 H12C H 0.6489 -0.0075 0.4891 0.060 Uiso 0.387(3) 1 calc PR A 2 H12D H 0.7963 0.0063 0.4442 0.060 Uiso 0.387(3) 1 calc PR A 2 C13B C 0.8036(13) -0.0085(3) 0.6595(15) 0.064(2) Uani 0.387(3) 1 d PDU A 2 H13C H 0.8926 -0.0199 0.6340 0.077 Uiso 0.387(3) 1 calc PR A 2 H13D H 0.7460 -0.0327 0.6806 0.077 Uiso 0.387(3) 1 calc PR A 2 C14B C 0.842(4) 0.0135(7) 0.8122(19) 0.050(3) Uani 0.387(3) 1 d PDU A 2 H14C H 0.9431 0.0215 0.8265 0.060 Uiso 0.387(3) 1 calc PR A 2 H14D H 0.8296 -0.0055 0.8985 0.060 Uiso 0.387(3) 1 calc PR A 2 C15B C 1.0221(12) 0.1715(4) 0.8614(14) 0.038(2) Uani 0.387(3) 1 d PDU A 2 H15C H 1.0819 0.1463 0.8730 0.046 Uiso 0.387(3) 1 calc PR A 2 H15D H 1.0774 0.1943 0.9181 0.046 Uiso 0.387(3) 1 calc PR A 2 C16B C 0.9880(12) 0.1826(4) 0.6905(14) 0.043(2) Uani 0.387(3) 1 d PRDU A 2 C17B C 0.8227(17) 0.1776(4) 0.4479(18) 0.050(2) Uani 0.387(3) 1 d PDU A 2 H17D H 0.7227 0.1708 0.4163 0.075 Uiso 0.387(3) 1 calc PR A 2 H17E H 0.8800 0.1587 0.3959 0.075 Uiso 0.387(3) 1 calc PR A 2 H17F H 0.8396 0.2063 0.4179 0.075 Uiso 0.387(3) 1 calc PR A 2 N5B N 0.8612(14) 0.1732(5) 0.6173(19) 0.0383(19) Uani 0.387(3) 1 d PDU A 2 H5F H 0.7980 0.1640 0.6717 0.046 Uiso 0.387(3) 1 calc PR A 2 O2B O 1.0742(14) 0.2015(5) 0.626(2) 0.052(2) Uani 0.387(3) 1 d PDU A 2 C18B C 0.528(2) 0.2034(6) 0.7728(18) 0.0340(19) Uani 0.387(3) 1 d PDU A 2 H18C H 0.4631 0.1861 0.6993 0.041 Uiso 0.387(3) 1 calc PR A 2 H18D H 0.6089 0.2108 0.7203 0.041 Uiso 0.387(3) 1 calc PR A 2 C19B C 0.452(2) 0.2433(8) 0.805(6) 0.039(2) Uani 0.387(3) 1 d PDU A 2 C20B C 0.229(2) 0.2805(8) 0.788(3) 0.041(3) Uani 0.387(3) 1 d PDU A 2 H20D H 0.1361 0.2788 0.7226 0.062 Uiso 0.387(3) 1 calc PR A 2 H20E H 0.2765 0.3061 0.7634 0.062 Uiso 0.387(3) 1 calc PR A 2 H20F H 0.2191 0.2806 0.8986 0.062 Uiso 0.387(3) 1 calc PR A 2 N6B N 0.313(2) 0.2448(10) 0.757(5) 0.039(3) Uani 0.387(3) 1 d PDU A 2 H6F H 0.2710 0.2236 0.7052 0.046 Uiso 0.387(3) 1 calc PR A 2 O3B O 0.5148(19) 0.2717(6) 0.8840(18) 0.043(2) Uani 0.387(3) 1 d PDU A 2 C21B C 0.3314(13) 0.0765(4) 0.9238(16) 0.054(2) Uani 0.387(3) 1 d PDU A 2 H21C H 0.2740 0.0903 0.9936 0.065 Uiso 0.387(3) 1 calc PR A 2 H21D H 0.3209 0.0462 0.9371 0.065 Uiso 0.387(3) 1 calc PR A 2 C22B C 0.2686(16) 0.0871(8) 0.7584(17) 0.052(2) Uani 0.387(3) 1 d PDU A 2 C23B C 0.3128(11) 0.1121(5) 0.5035(16) 0.062(2) Uani 0.387(3) 1 d PDU A 2 H23D H 0.3024 0.0873 0.4367 0.093 Uiso 0.387(3) 1 calc PR A 2 H23E H 0.3836 0.1306 0.4711 0.093 Uiso 0.387(3) 1 calc PR A 2 H23F H 0.2223 0.1266 0.4936 0.093 Uiso 0.387(3) 1 calc PR A 2 N7B N 0.3578(14) 0.0997(7) 0.6656(16) 0.055(2) Uani 0.387(3) 1 d PDU A 2 H7F H 0.4483 0.1006 0.7043 0.066 Uiso 0.387(3) 1 calc PR A 2 O4B O 0.1378(14) 0.0861(4) 0.712(2) 0.060(2) Uani 0.387(3) 1 d PDU A 2 O1W O 0.5297(10) 0.1439(2) 0.3764(9) 0.060(3) Uani 0.280(7) 1 d PU . . H1WA H 0.5603 0.1349 0.4663 0.072 Uiso 0.280(7) 1 d PR . . H1WB H 0.5313 0.1702 0.3671 0.072 Uiso 0.280(7) 1 d PRU . . 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 0.044(3) 0.038(3) 0.0324(19) 0.004(2) 0.0064(18) 0.011(2) C1 0.056(3) 0.049(3) 0.039(3) -0.002(2) -0.006(2) 0.024(2) C2 0.042(3) 0.053(3) 0.043(3) -0.017(2) -0.010(2) 0.0122(18) N2 0.031(3) 0.056(3) 0.032(3) -0.009(2) 0.007(2) 0.003(2) C3 0.0337(19) 0.046(3) 0.030(2) -0.003(2) 0.0040(15) 0.0032(18) C4 0.035(2) 0.036(2) 0.032(3) -0.001(2) 0.0075(18) -0.0025(16) N3 0.031(2) 0.035(3) 0.031(3) 0.004(2) 0.0079(18) -0.0012(18) C5 0.040(3) 0.027(2) 0.040(3) 0.004(2) 0.015(2) 0.0018(19) C6 0.034(2) 0.031(2) 0.054(3) 0.0006(19) 0.021(2) 0.0021(16) N4 0.045(3) 0.023(2) 0.059(3) 0.008(2) 0.0239(18) 0.0042(16) C7 0.069(3) 0.037(3) 0.048(3) 0.018(2) 0.0333(18) 0.014(2) C8 0.062(3) 0.039(3) 0.039(3) 0.017(2) 0.017(2) 0.0179(19) O1 0.039(4) 0.030(2) 0.032(2) 0.0072(18) 0.012(3) 0.005(2) C9 0.036(3) 0.035(3) 0.037(2) -0.0012(18) 0.0062(16) 0.011(2) C10 0.034(2) 0.0268(19) 0.0357(18) 0.0032(16) 0.0052(16) -0.0006(16) C11 0.059(5) 0.039(3) 0.035(2) -0.003(2) 0.012(2) 0.001(3) C12 0.090(6) 0.071(5) 0.054(3) -0.008(3) 0.024(4) 0.029(4) C13 0.053(4) 0.043(3) 0.066(3) -0.014(3) 0.016(3) 0.014(3) C14 0.050(5) 0.036(3) 0.056(3) 0.001(3) 0.008(4) 0.016(3) C15 0.032(3) 0.067(4) 0.041(2) -0.016(3) 0.0079(18) -0.005(3) C16 0.056(3) 0.047(3) 0.044(2) -0.005(3) 0.014(2) -0.012(3) C17 0.093(5) 0.088(6) 0.045(3) 0.000(4) 0.002(3) -0.023(4) N5 0.067(4) 0.070(5) 0.037(2) -0.005(3) 0.006(3) -0.028(4) O2 0.066(4) 0.058(4) 0.056(3) -0.006(3) 0.025(3) -0.022(3) C18 0.040(3) 0.029(2) 0.034(3) 0.002(2) 0.004(2) -0.002(2) C19 0.054(2) 0.028(3) 0.032(3) 0.004(3) 0.006(3) -0.001(2) C20 0.060(4) 0.038(5) 0.051(6) -0.007(4) 0.012(3) 0.004(3) N6 0.052(2) 0.028(4) 0.042(6) -0.006(3) 0.012(3) -0.001(2) O3 0.060(3) 0.031(2) 0.044(4) 0.000(3) 0.003(3) -0.007(2) C21 0.052(3) 0.030(3) 0.085(4) -0.001(3) 0.039(2) -0.007(2) C22 0.043(3) 0.026(4) 0.092(3) -0.018(3) 0.025(2) -0.006(3) C23 0.075(5) 0.060(4) 0.085(4) -0.006(3) 0.000(4) 0.005(5) N7 0.048(4) 0.032(3) 0.079(4) -0.002(3) 0.016(3) -0.003(3) O4 0.049(2) 0.044(4) 0.118(3) -0.037(3) 0.0284(19) -0.021(2) N1B 0.040(4) 0.034(4) 0.037(3) 0.008(3) 0.012(3) 0.004(3) C1B 0.035(3) 0.040(3) 0.030(4) 0.009(3) 0.003(3) 0.010(3) C2B 0.041(4) 0.045(3) 0.026(3) -0.003(2) -0.002(3) 0.007(3) N2B 0.033(4) 0.032(3) 0.032(4) -0.004(3) 0.002(3) 0.002(3) C3B 0.040(3) 0.036(3) 0.035(4) -0.008(3) 0.006(3) 0.003(3) C4B 0.045(3) 0.040(4) 0.028(4) -0.006(3) 0.010(3) 0.006(3) N3B 0.035(3) 0.031(4) 0.027(4) -0.004(3) 0.015(3) 0.007(3) C5B 0.045(4) 0.035(3) 0.048(5) 0.004(3) 0.028(4) 0.008(3) C6B 0.063(4) 0.044(3) 0.052(4) 0.009(3) 0.035(3) 0.006(3) N4B 0.046(3) 0.032(3) 0.069(5) 0.011(3) 0.036(3) 0.005(3) C7B 0.054(3) 0.043(3) 0.053(4) 0.014(4) 0.029(3) 0.005(3) C8B 0.055(3) 0.035(4) 0.047(3) 0.011(3) 0.019(3) 0.004(3) O1B 0.037(5) 0.037(3) 0.037(4) 0.005(3) 0.014(4) 0.006(3) C9B 0.034(4) 0.032(3) 0.045(3) 0.004(2) 0.012(3) 0.001(3) C10B 0.042(3) 0.034(3) 0.036(3) -0.002(2) 0.012(3) 0.003(3) C11B 0.053(6) 0.040(4) 0.045(3) -0.007(3) 0.006(5) -0.007(4) C12B 0.049(5) 0.042(4) 0.061(4) -0.017(3) 0.014(4) -0.012(4) C13B 0.074(7) 0.041(5) 0.077(5) -0.012(3) 0.010(5) 0.014(4) C14B 0.052(7) 0.037(5) 0.061(4) 0.001(4) 0.007(5) 0.011(5) C15B 0.028(4) 0.045(5) 0.041(4) -0.005(4) 0.004(2) 0.000(3) C16B 0.044(4) 0.047(5) 0.037(3) -0.005(4) 0.011(3) 0.000(4) C17B 0.063(4) 0.051(5) 0.035(3) -0.015(4) 0.005(3) 0.016(4) N5B 0.037(3) 0.046(5) 0.033(3) -0.010(3) 0.008(3) 0.010(3) O2B 0.053(4) 0.052(5) 0.051(3) 0.006(3) 0.010(3) -0.008(3) C18B 0.041(5) 0.032(4) 0.030(4) -0.004(3) 0.009(3) -0.006(4) C19B 0.055(3) 0.025(4) 0.036(5) 0.004(4) 0.001(4) -0.003(3) C20B 0.056(4) 0.031(5) 0.040(6) -0.014(4) 0.014(4) -0.003(4) N6B 0.051(3) 0.026(5) 0.040(7) -0.007(4) 0.009(4) 0.000(3) O3B 0.059(4) 0.029(3) 0.041(5) -0.003(4) 0.004(4) -0.006(3) C21B 0.045(3) 0.028(5) 0.098(5) 0.008(4) 0.037(3) 0.009(3) C22B 0.044(4) 0.026(5) 0.092(4) -0.017(4) 0.027(3) -0.007(4) C23B 0.050(5) 0.055(4) 0.084(5) -0.011(4) 0.017(5) -0.005(5) N7B 0.049(5) 0.042(4) 0.081(5) -0.011(5) 0.026(4) -0.005(5) O4B 0.046(3) 0.031(5) 0.105(4) -0.021(4) 0.022(3) -0.017(3) O1W 0.101(7) 0.037(4) 0.036(5) 0.007(3) -0.003(4) 0.008(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.458(8) . ? N1 C9 1.475(7) . ? N1 C8 1.476(8) . ? C1 C2 1.523(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.449(7) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? N2 C15 1.466(8) . ? N2 C3 1.477(7) . ? C3 C4 1.506(6) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N3 1.487(7) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? N3 C18 1.467(8) . ? N3 C5 1.481(8) . ? C5 C6 1.517(6) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.459(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? N4 C7 1.462(7) . ? N4 C21 1.489(8) . ? C7 C8 1.517(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? O1 C10 1.435(7) . ? O1 H1C 0.8400 . ? C9 C10 1.511(7) . ? C9 C14 1.522(9) . ? C9 H9 1.0000 . ? C10 C11 1.541(10) . ? C10 H10 1.0000 . ? C11 C12 1.492(9) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.361(8) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.509(11) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.506(7) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 O2 1.243(7) . ? C16 N5 1.316(8) . ? C17 N5 1.448(8) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? N5 H5C 0.8800 . ? C18 C19 1.529(8) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 O3 1.236(9) . ? C19 N6 1.333(9) . ? C20 N6 1.461(8) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? N6 H6C 0.8800 . ? C21 C22 1.504(9) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 O4 1.219(8) . ? C22 N7 1.329(8) . ? C23 N7 1.448(8) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? N7 H7C 0.8800 . ? N1B C8B 1.458(11) . ? N1B C9B 1.459(11) . ? N1B C1B 1.481(10) . ? C1B C2B 1.517(10) . ? C1B H1D 0.9900 . ? C1B H1E 0.9900 . ? C2B N2B 1.455(11) . ? C2B H2C 0.9900 . ? C2B H2D 0.9900 . ? N2B C3B 1.460(10) . ? N2B C15B 1.468(10) . ? C3B C4B 1.493(9) . ? C3B H3C 0.9900 . ? C3B H3D 0.9900 . ? C4B N3B 1.473(12) . ? C4B H4C 0.9900 . ? C4B H4D 0.9900 . ? N3B C18B 1.459(12) . ? N3B C5B 1.491(10) . ? C5B C6B 1.498(11) . ? C5B H5D 0.9900 . ? C5B H5E 0.9900 . ? C6B N4B 1.467(10) . ? C6B H6D 0.9900 . ? C6B H6E 0.9900 . ? N4B C7B 1.469(10) . ? N4B C21B 1.483(12) . ? C7B C8B 1.509(10) . ? C7B H7D 0.9900 . ? C7B H7E 0.9900 . ? C8B H8C 0.9900 . ? C8B H8D 0.9900 . ? O1B C10B 1.427(11) . ? O1B H1F 0.8400 . ? C9B C10B 1.503(10) . ? C9B C14B 1.517(13) . ? C9B H9B 1.0000 . ? C10B C11B 1.561(14) . ? C10B H10B 1.0000 . ? C11B C12B 1.513(12) . ? C11B H11C 0.9900 . ? C11B H11D 0.9900 . ? C12B C13B 1.362(12) . ? C12B H12C 0.9900 . ? C12B H12D 0.9900 . ? C13B C14B 1.493(14) . ? C13B H13C 0.9900 . ? C13B H13D 0.9900 . ? C14B H14C 0.9900 . ? C14B H14D 0.9900 . ? C15B C16B 1.5054 . ? C15B H15C 0.9900 . ? C15B H15D 0.9900 . ? C16B O2B 1.235(10) . ? C16B N5B 1.313(10) . ? C17B N5B 1.460(11) . ? C17B H17D 0.9800 . ? C17B H17E 0.9800 . ? C17B H17F 0.9800 . ? N5B H5F 0.8800 . ? C18B C19B 1.526(12) . ? C18B H18C 0.9900 . ? C18B H18D 0.9900 . ? C19B O3B 1.240(13) . ? C19B N6B 1.332(12) . ? C20B N6B 1.454(12) . ? C20B H20D 0.9800 . ? C20B H20E 0.9800 . ? C20B H20F 0.9800 . ? N6B H6F 0.8800 . ? C21B C22B 1.499(12) . ? C21B H21C 0.9900 . ? C21B H21D 0.9900 . ? C22B O4B 1.256(11) . ? C22B N7B 1.332(11) . ? C23B N7B 1.455(12) . ? C23B H23D 0.9800 . ? C23B H23E 0.9800 . ? C23B H23F 0.9800 . ? N7B H7F 0.8800 . ? O1W H1WA 0.8368 . ? O1W H1WB 0.8516 . ? 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 C9 114.3(6) . . ? C1 N1 C8 113.2(6) . . ? C9 N1 C8 115.2(6) . . ? N1 C1 C2 114.8(5) . . ? N1 C1 H1A 108.6 . . ? C2 C1 H1A 108.6 . . ? N1 C1 H1B 108.6 . . ? C2 C1 H1B 108.6 . . ? H1A C1 H1B 107.5 . . ? N2 C2 C1 115.6(5) . . ? N2 C2 H2A 108.4 . . ? C1 C2 H2A 108.4 . . ? N2 C2 H2B 108.4 . . ? C1 C2 H2B 108.4 . . ? H2A C2 H2B 107.4 . . ? C2 N2 C15 111.0(7) . . ? C2 N2 C3 112.3(6) . . ? C15 N2 C3 110.7(6) . . ? N2 C3 C4 112.4(5) . . ? N2 C3 H3A 109.1 . . ? C4 C3 H3A 109.1 . . ? N2 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? H3A C3 H3B 107.9 . . ? N3 C4 C3 111.2(6) . . ? N3 C4 H4A 109.4 . . ? C3 C4 H4A 109.4 . . ? N3 C4 H4B 109.4 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? C18 N3 C5 111.5(9) . . ? C18 N3 C4 111.2(7) . . ? C5 N3 C4 108.8(7) . . ? N3 C5 C6 113.9(6) . . ? N3 C5 H5A 108.8 . . ? C6 C5 H5A 108.8 . . ? N3 C5 H5B 108.8 . . ? C6 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? N4 C6 C5 115.1(4) . . ? N4 C6 H6A 108.5 . . ? C5 C6 H6A 108.5 . . ? N4 C6 H6B 108.5 . . ? C5 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? C6 N4 C7 113.1(5) . . ? C6 N4 C21 110.9(6) . . ? C7 N4 C21 108.2(6) . . ? N4 C7 C8 111.5(5) . . ? N4 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? N4 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? N1 C8 C7 110.5(6) . . ? N1 C8 H8A 109.6 . . ? C7 C8 H8A 109.6 . . ? N1 C8 H8B 109.6 . . ? C7 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? N1 C9 C10 108.5(6) . . ? N1 C9 C14 116.6(8) . . ? C10 C9 C14 111.2(7) . . ? N1 C9 H9 106.7 . . ? C10 C9 H9 106.7 . . ? C14 C9 H9 106.7 . . ? O1 C10 C9 109.5(6) . . ? O1 C10 C11 107.5(7) . . ? C9 C10 C11 108.9(6) . . ? O1 C10 H10 110.3 . . ? C9 C10 H10 110.3 . . ? C11 C10 H10 110.3 . . ? C12 C11 C10 113.6(7) . . ? C12 C11 H11A 108.8 . . ? C10 C11 H11A 108.8 . . ? C12 C11 H11B 108.8 . . ? C10 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? C13 C12 C11 121.2(7) . . ? C13 C12 H12A 107.0 . . ? C11 C12 H12A 107.0 . . ? C13 C12 H12B 107.0 . . ? C11 C12 H12B 107.0 . . ? H12A C12 H12B 106.8 . . ? C12 C13 C14 118.5(7) . . ? C12 C13 H13A 107.7 . . ? C14 C13 H13A 107.7 . . ? C12 C13 H13B 107.7 . . ? C14 C13 H13B 107.7 . . ? H13A C13 H13B 107.1 . . ? C13 C14 C9 110.6(9) . . ? C13 C14 H14A 109.5 . . ? C9 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 108.1 . . ? N2 C15 C16 116.4(6) . . ? N2 C15 H15A 108.2 . . ? C16 C15 H15A 108.2 . . ? N2 C15 H15B 108.2 . . ? C16 C15 H15B 108.2 . . ? H15A C15 H15B 107.4 . . ? O2 C16 N5 122.8(8) . . ? O2 C16 C15 120.8(7) . . ? N5 C16 C15 116.4(6) . . ? N5 C17 H17A 109.5 . . ? N5 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N5 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 N5 C17 124.2(8) . . ? C16 N5 H5C 117.9 . . ? C17 N5 H5C 117.9 . . ? N3 C18 C19 113.4(10) . . ? N3 C18 H18A 108.9 . . ? C19 C18 H18A 108.9 . . ? N3 C18 H18B 108.9 . . ? C19 C18 H18B 108.9 . . ? H18A C18 H18B 107.7 . . ? O3 C19 N6 123.7(9) . . ? O3 C19 C18 121.1(10) . . ? N6 C19 C18 115.2(9) . . ? C19 N6 C20 120.5(10) . . ? C19 N6 H6C 119.7 . . ? C20 N6 H6C 119.7 . . ? N4 C21 C22 113.7(6) . . ? N4 C21 H21A 108.8 . . ? C22 C21 H21A 108.8 . . ? N4 C21 H21B 108.8 . . ? C22 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? O4 C22 N7 124.8(8) . . ? O4 C22 C21 118.0(8) . . ? N7 C22 C21 116.9(6) . . ? C22 N7 C23 121.6(7) . . ? C22 N7 H7C 119.2 . . ? C23 N7 H7C 119.2 . . ? C8B N1B C9B 114.8(9) . . ? C8B N1B C1B 111.7(9) . . ? C9B N1B C1B 115.8(9) . . ? N1B C1B C2B 110.7(8) . . ? N1B C1B H1D 109.5 . . ? C2B C1B H1D 109.5 . . ? N1B C1B H1E 109.5 . . ? C2B C1B H1E 109.5 . . ? H1D C1B H1E 108.1 . . ? N2B C2B C1B 111.3(7) . . ? N2B C2B H2C 109.4 . . ? C1B C2B H2C 109.4 . . ? N2B C2B H2D 109.4 . . ? C1B C2B H2D 109.4 . . ? H2C C2B H2D 108.0 . . ? C2B N2B C3B 113.4(9) . . ? C2B N2B C15B 109.9(10) . . ? C3B N2B C15B 112.3(9) . . ? N2B C3B C4B 117.0(7) . . ? N2B C3B H3C 108.0 . . ? C4B C3B H3C 108.0 . . ? N2B C3B H3D 108.0 . . ? C4B C3B H3D 108.0 . . ? H3C C3B H3D 107.3 . . ? N3B C4B C3B 114.4(8) . . ? N3B C4B H4C 108.6 . . ? C3B C4B H4C 108.6 . . ? N3B C4B H4D 108.6 . . ? C3B C4B H4D 108.6 . . ? H4C C4B H4D 107.6 . . ? C18B N3B C4B 115.4(12) . . ? C18B N3B C5B 110.5(13) . . ? C4B N3B C5B 110.8(10) . . ? N3B C5B C6B 113.4(10) . . ? N3B C5B H5D 108.9 . . ? C6B C5B H5D 108.9 . . ? N3B C5B H5E 108.9 . . ? C6B C5B H5E 108.9 . . ? H5D C5B H5E 107.7 . . ? N4B C6B C5B 114.2(8) . . ? N4B C6B H6D 108.7 . . ? C5B C6B H6D 108.7 . . ? N4B C6B H6E 108.7 . . ? C5B C6B H6E 108.7 . . ? H6D C6B H6E 107.6 . . ? C6B N4B C7B 110.4(8) . . ? C6B N4B C21B 111.0(9) . . ? C7B N4B C21B 113.7(8) . . ? N4B C7B C8B 115.3(7) . . ? N4B C7B H7D 108.5 . . ? C8B C7B H7D 108.5 . . ? N4B C7B H7E 108.5 . . ? C8B C7B H7E 108.5 . . ? H7D C7B H7E 107.5 . . ? N1B C8B C7B 115.0(8) . . ? N1B C8B H8C 108.5 . . ? C7B C8B H8C 108.5 . . ? N1B C8B H8D 108.5 . . ? C7B C8B H8D 108.5 . . ? H8C C8B H8D 107.5 . . ? C10B O1B H1F 109.5 . . ? N1B C9B C10B 109.3(9) . . ? N1B C9B C14B 117.4(12) . . ? C10B C9B C14B 112.7(13) . . ? N1B C9B H9B 105.4 . . ? C10B C9B H9B 105.4 . . ? C14B C9B H9B 105.4 . . ? O1B C10B C9B 112.6(11) . . ? O1B C10B C11B 107.1(11) . . ? C9B C10B C11B 106.9(9) . . ? O1B C10B H10B 110.0 . . ? C9B C10B H10B 110.0 . . ? C11B C10B H10B 110.0 . . ? C12B C11B C10B 119.2(11) . . ? C12B C11B H11C 107.5 . . ? C10B C11B H11C 107.5 . . ? C12B C11B H11D 107.5 . . ? C10B C11B H11D 107.5 . . ? H11C C11B H11D 107.0 . . ? C13B C12B C11B 117.0(10) . . ? C13B C12B H12C 108.0 . . ? C11B C12B H12C 108.0 . . ? C13B C12B H12D 108.0 . . ? C11B C12B H12D 108.0 . . ? H12C C12B H12D 107.3 . . ? C12B C13B C14B 125.2(10) . . ? C12B C13B H13C 106.0 . . ? C14B C13B H13C 106.0 . . ? C12B C13B H13D 106.0 . . ? C14B C13B H13D 106.0 . . ? H13C C13B H13D 106.3 . . ? C13B C14B C9B 111.6(12) . . ? C13B C14B H14C 109.3 . . ? C9B C14B H14C 109.3 . . ? C13B C14B H14D 109.3 . . ? C9B C14B H14D 109.3 . . ? H14C C14B H14D 108.0 . . ? N2B C15B C16B 113.6(8) . . ? N2B C15B H15C 108.9 . . ? C16B C15B H15C 108.9 . . ? N2B C15B H15D 108.9 . . ? C16B C15B H15D 108.9 . . ? H15C C15B H15D 107.7 . . ? O2B C16B N5B 122.3(11) . . ? O2B C16B C15B 120.6(8) . . ? N5B C16B C15B 117.0(8) . . ? N5B C17B H17D 109.5 . . ? N5B C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? N5B C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? C16B N5B C17B 121.6(12) . . ? C16B N5B H5F 119.2 . . ? C17B N5B H5F 119.2 . . ? N3B C18B C19B 114.8(18) . . ? N3B C18B H18C 108.6 . . ? C19B C18B H18C 108.6 . . ? N3B C18B H18D 108.6 . . ? C19B C18B H18D 108.6 . . ? H18C C18B H18D 107.6 . . ? O3B C19B N6B 121.0(15) . . ? O3B C19B C18B 121.1(14) . . ? N6B C19B C18B 117.6(13) . . ? N6B C20B H20D 109.5 . . ? N6B C20B H20E 109.5 . . ? H20D C20B H20E 109.5 . . ? N6B C20B H20F 109.5 . . ? H20D C20B H20F 109.5 . . ? H20E C20B H20F 109.5 . . ? C19B N6B C20B 122.1(16) . . ? C19B N6B H6F 119.0 . . ? C20B N6B H6F 119.0 . . ? N4B C21B C22B 118.5(10) . . ? N4B C21B H21C 107.7 . . ? C22B C21B H21C 107.7 . . ? N4B C21B H21D 107.7 . . ? C22B C21B H21D 107.7 . . ? H21C C21B H21D 107.1 . . ? O4B C22B N7B 121.7(11) . . ? O4B C22B C21B 121.6(12) . . ? N7B C22B C21B 116.6(10) . . ? N7B C23B H23D 109.5 . . ? N7B C23B H23E 109.5 . . ? H23D C23B H23E 109.5 . . ? N7B C23B H23F 109.5 . . ? H23D C23B H23F 109.5 . . ? H23E C23B H23F 109.5 . . ? C22B N7B C23B 123.2(11) . . ? C22B N7B H7F 118.4 . . ? C23B N7B H7F 118.4 . . ? H1WA O1W H1WB 115.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9 N1 C1 C2 59.1(10) . . . . ? C8 N1 C1 C2 -166.3(6) . . . . ? N1 C1 C2 N2 46.3(9) . . . . ? C1 C2 N2 C15 -172.3(6) . . . . ? C1 C2 N2 C3 63.2(9) . . . . ? C2 N2 C3 C4 -158.8(6) . . . . ? C15 N2 C3 C4 76.5(8) . . . . ? N2 C3 C4 N3 76.6(7) . . . . ? C3 C4 N3 C18 -155.6(8) . . . . ? C3 C4 N3 C5 81.2(9) . . . . ? C18 N3 C5 C6 73.0(10) . . . . ? C4 N3 C5 C6 -164.0(7) . . . . ? N3 C5 C6 N4 55.4(8) . . . . ? C5 C6 N4 C7 66.6(7) . . . . ? C5 C6 N4 C21 -171.6(6) . . . . ? C6 N4 C7 C8 -153.7(5) . . . . ? C21 N4 C7 C8 83.1(7) . . . . ? C1 N1 C8 C7 90.6(9) . . . . ? C9 N1 C8 C7 -135.2(7) . . . . ? N4 C7 C8 N1 71.2(7) . . . . ? C1 N1 C9 C10 -155.2(7) . . . . ? C8 N1 C9 C10 71.2(9) . . . . ? C1 N1 C9 C14 78.4(13) . . . . ? C8 N1 C9 C14 -55.3(14) . . . . ? N1 C9 C10 O1 53.7(8) . . . . ? C14 C9 C10 O1 -176.8(11) . . . . ? N1 C9 C10 C11 171.1(7) . . . . ? C14 C9 C10 C11 -59.4(12) . . . . ? O1 C10 C11 C12 164.6(10) . . . . ? C9 C10 C11 C12 46.0(13) . . . . ? C10 C11 C12 C13 -32.4(17) . . . . ? C11 C12 C13 C14 29.6(17) . . . . ? C12 C13 C14 C9 -40(2) . . . . ? N1 C9 C14 C13 -179.1(10) . . . . ? C10 C9 C14 C13 55.8(17) . . . . ? C2 N2 C15 C16 105.4(8) . . . . ? C3 N2 C15 C16 -129.1(7) . . . . ? N2 C15 C16 O2 -160.7(9) . . . . ? N2 C15 C16 N5 17.3(11) . . . . ? O2 C16 N5 C17 -6.9(16) . . . . ? C15 C16 N5 C17 175.1(8) . . . . ? C5 N3 C18 C19 59.3(14) . . . . ? C4 N3 C18 C19 -62.3(12) . . . . ? N3 C18 C19 O3 64(3) . . . . ? N3 C18 C19 N6 -118(3) . . . . ? O3 C19 N6 C20 -5(5) . . . . ? C18 C19 N6 C20 177.3(16) . . . . ? C6 N4 C21 C22 67.0(10) . . . . ? C7 N4 C21 C22 -168.3(8) . . . . ? N4 C21 C22 O4 -148.3(10) . . . . ? N4 C21 C22 N7 37.0(16) . . . . ? O4 C22 N7 C23 6(2) . . . . ? C21 C22 N7 C23 -180.0(10) . . . . ? C8B N1B C1B C2B -88.8(13) . . . . ? C9B N1B C1B C2B 137.2(11) . . . . ? N1B C1B C2B N2B -73.4(11) . . . . ? C1B C2B N2B C3B 150.8(10) . . . . ? C1B C2B N2B C15B -82.5(13) . . . . ? C2B N2B C3B C4B -63.5(14) . . . . ? C15B N2B C3B C4B 171.1(10) . . . . ? N2B C3B C4B N3B -58.4(14) . . . . ? C3B C4B N3B C18B -71.3(17) . . . . ? C3B C4B N3B C5B 162.1(10) . . . . ? C18B N3B C5B C6B 152.7(13) . . . . ? C4B N3B C5B C6B -78.1(15) . . . . ? N3B C5B C6B N4B -78.0(12) . . . . ? C5B C6B N4B C7B 157.7(8) . . . . ? C5B C6B N4B C21B -75.3(11) . . . . ? C6B N4B C7B C8B -65.9(11) . . . . ? C21B N4B C7B C8B 168.6(10) . . . . ? C9B N1B C8B C7B -57.8(16) . . . . ? C1B N1B C8B C7B 167.8(10) . . . . ? N4B C7B C8B N1B -43.8(13) . . . . ? C8B N1B C9B C10B 152.1(11) . . . . ? C1B N1B C9B C10B -75.3(15) . . . . ? C8B N1B C9B C14B -78(2) . . . . ? C1B N1B C9B C14B 55(2) . . . . ? N1B C9B C10B O1B -51.3(13) . . . . ? C14B C9B C10B O1B 176.1(17) . . . . ? N1B C9B C10B C11B -168.7(12) . . . . ? C14B C9B C10B C11B 58.8(19) . . . . ? O1B C10B C11B C12B -159.8(18) . . . . ? C9B C10B C11B C12B -39(2) . . . . ? C10B C11B C12B C13B 11(3) . . . . ? C11B C12B C13B C14B -1(3) . . . . ? C12B C13B C14B C9B 21(4) . . . . ? N1B C9B C14B C13B -179.9(17) . . . . ? C10B C9B C14B C13B -51(3) . . . . ? C2B N2B C15B C16B 153.1(7) . . . . ? C3B N2B C15B C16B -79.6(12) . . . . ? N2B C15B C16B O2B 158.3(15) . . . . ? N2B C15B C16B N5B -18.3(9) . . . . ? O2B C16B N5B C17B 11(2) . . . . ? C15B C16B N5B C17B -172.0(8) . . . . ? C4B N3B C18B C19B -64.4(18) . . . . ? C5B N3B C18B C19B 62(2) . . . . ? N3B C18B C19B O3B 64(5) . . . . ? N3B C18B C19B N6B -110(5) . . . . ? O3B C19B N6B C20B 3(7) . . . . ? C18B C19B N6B C20B 177(3) . . . . ? C6B N4B C21B C22B 102.2(16) . . . . ? C7B N4B C21B C22B -132.6(15) . . . . ? N4B C21B C22B O4B -166.6(16) . . . . ? N4B C21B C22B N7B 10(3) . . . . ? O4B C22B N7B C23B -2(3) . . . . ? C21B C22B N7B C23B -178.5(17) . . . . ? 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 O1 H1C N1 0.84 2.28 2.755(15) 116 . O1 H1C N3 0.84 2.40 3.034(16) 133 . N5 H5C O1 0.88 2.29 3.076(15) 148 . N6 H6C O2 0.88 1.98 2.835(19) 164 1_455 N7 H7C O1 0.88 2.11 2.983(13) 172 . O1B H1F N7B 0.84 2.53 2.93(2) 110 . O1B H1F N3B 0.84 2.55 3.03(3) 118 . O1B H1F N4B 0.84 2.62 3.44(3) 166 . N5B H5F O1B 0.88 2.07 2.82(3) 142 . N6B H6F O2B 0.88 2.03 2.77(3) 140 1_455 N7B H7F O1B 0.88 2.13 2.93(2) 151 . O1W H1WA O1 0.84 2.00 2.837(15) 177 . O1W H1WA O1B 0.84 2.07 2.90(2) 173 . O1W H1WB O3 0.85 1.82 2.669(14) 180 4_565 O1W H1WB O3B 0.85 1.88 2.72(2) 168 4_565 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.472 _refine_diff_density_min -0.380 _refine_diff_density_rms 0.046 _iucr_refine_instructions_details ; TITL 6m_al4_ob P21/c CELL 0.71073 9.6189 32.1984 8.6632 90.000 99.538 90.000 ZERR 4.00 0.0002 0.0007 0.0002 0.000 0.001 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O UNIT 92 182 28 17 MERG 2 OMIT -2.00 52.00 OMIT 0 2 0 SIMU 0.02 0.01 N1 > LAST DELU 0.005 0.002 N1 > LAST EQIV $1 x-1, y, z EQIV $2 x, -y+1/2, z-1/2 EQIV $3 x, -y+1/2, z-1/2 HTAB O1 N1 HTAB O1 N3 HTAB N5 O1 HTAB N6 O2_$1 HTAB N7 O1 HTAB O1B N7B HTAB O1B N3B HTAB O1B N4B HTAB N5B O1B HTAB N6B O2B_$1 HTAB N7B O1B HTAB O1W O1 HTAB O1W O1B HTAB O1W O3_$2 HTAB O1W O3B_$2 FMAP 2 PLAN 5 SIZE 0.25 0.37 0.40 ACTA BOND BOND $H CONF L.S. 6 TEMP -100.00 WGHT 0.041200 3.617500 FVAR 0.55029 0.61292 0.28016 0.04324 PART 1 N1 3 0.755754 0.074802 0.954861 21.00000 0.04359 0.03778 = 0.03245 0.00367 0.00643 0.01122 C1 1 0.878703 0.085142 1.070949 21.00000 0.05622 0.04916 = 0.03859 -0.00248 -0.00603 0.02402 AFIX 23 H1A 2 0.933677 0.059462 1.099115 21.00000 -1.20000 H1B 2 0.845906 0.095319 1.166595 21.00000 -1.20000 AFIX 0 C2 1 0.976007 0.117672 1.018626 21.00000 0.04248 0.05319 = 0.04271 -0.01692 -0.00976 0.01219 AFIX 23 H2A 2 1.043589 0.126766 1.111313 21.00000 -1.20000 H2B 2 1.031073 0.104405 0.945136 21.00000 -1.20000 AFIX 0 N2 3 0.906887 0.154120 0.943536 21.00000 0.03141 0.05623 = 0.03171 -0.00922 0.00707 0.00336 C3 1 0.832007 0.178164 1.049643 21.00000 0.03368 0.04627 = 0.02985 -0.00299 0.00403 0.00321 AFIX 23 H3A 2 0.900848 0.195508 1.119067 21.00000 -1.20000 H3B 2 0.788621 0.158710 1.116323 21.00000 -1.20000 AFIX 0 C4 1 0.719049 0.205714 0.962128 21.00000 0.03470 0.03563 = 0.03228 -0.00129 0.00746 -0.00246 AFIX 23 H4A 2 0.692897 0.227177 1.033967 21.00000 -1.20000 H4B 2 0.756144 0.219989 0.876248 21.00000 -1.20000 AFIX 0 N3 3 0.591735 0.181330 0.895995 21.00000 0.03051 0.03535 = 0.03085 0.00432 0.00795 -0.00118 C5 1 0.506179 0.174165 1.020820 21.00000 0.04004 0.02681 = 0.04031 0.00393 0.01457 0.00183 AFIX 23 H5A 2 0.457934 0.200369 1.039922 21.00000 -1.20000 H5B 2 0.570026 0.166768 1.118682 21.00000 -1.20000 AFIX 0 C6 1 0.396512 0.140214 0.983096 21.00000 0.03444 0.03107 = 0.05351 0.00060 0.02139 0.00214 AFIX 23 H6A 2 0.347932 0.136551 1.074380 21.00000 -1.20000 H6B 2 0.325205 0.149514 0.894030 21.00000 -1.20000 AFIX 0 N4 3 0.451337 0.100022 0.943851 21.00000 0.04540 0.02318 = 0.05948 0.00791 0.02389 0.00416 C7 1 0.542514 0.080469 1.075711 21.00000 0.06943 0.03716 = 0.04787 0.01845 0.03328 0.01443 AFIX 23 H7A 2 0.483835 0.064829 1.139426 21.00000 -1.20000 H7B 2 0.594002 0.102250 1.142870 21.00000 -1.20000 AFIX 0 C8 1 0.647682 0.051169 1.020479 21.00000 0.06233 0.03899 = 0.03926 0.01721 0.01721 0.01795 AFIX 23 H8A 2 0.693620 0.034077 1.109514 21.00000 -1.20000 H8B 2 0.597755 0.032260 0.939659 21.00000 -1.20000 AFIX 0 O1 4 0.631374 0.110402 0.676873 21.00000 0.03875 0.03006 = 0.03229 0.00716 0.01189 0.00509 AFIX 147 H1C 2 0.658260 0.120469 0.766290 21.00000 -1.50000 AFIX 0 C9 1 0.789584 0.058590 0.806247 21.00000 0.03588 0.03518 = 0.03718 -0.00123 0.00615 0.01055 AFIX 13 H9 2 0.870192 0.075512 0.781355 21.00000 -1.20000 AFIX 0 C10 1 0.666042 0.067060 0.678013 21.00000 0.03392 0.02682 = 0.03574 0.00324 0.00520 -0.00058 AFIX 13 H10 2 0.582925 0.049959 0.694374 21.00000 -1.20000 AFIX 0 C11 1 0.708909 0.056671 0.518737 21.00000 0.05949 0.03927 = 0.03465 -0.00310 0.01245 0.00142 AFIX 23 H11A 2 0.623187 0.056113 0.437814 21.00000 -1.20000 H11B 2 0.770852 0.079028 0.490711 21.00000 -1.20000 AFIX 0 C12 1 0.783668 0.016124 0.516911 21.00000 0.08969 0.07134 = 0.05441 -0.00838 0.02401 0.02941 AFIX 23 H12A 2 0.710839 -0.005288 0.484358 21.00000 -1.20000 H12B 2 0.841914 0.017787 0.433006 21.00000 -1.20000 AFIX 0 C13 1 0.868395 0.001474 0.647058 21.00000 0.05310 0.04254 = 0.06577 -0.01416 0.01554 0.01371 AFIX 23 H13A 2 0.965786 0.010740 0.642601 21.00000 -1.20000 H13B 2 0.867997 -0.029227 0.640719 21.00000 -1.20000 AFIX 0 C14 1 0.835146 0.013334 0.805440 21.00000 0.04967 0.03577 = 0.05563 0.00138 0.00768 0.01619 AFIX 23 H14A 2 0.919578 0.009014 0.886198 21.00000 -1.20000 H14B 2 0.758774 -0.004665 0.831268 21.00000 -1.20000 AFIX 0 C15 1 1.007395 0.180548 0.879213 21.00000 0.03217 0.06694 = 0.04110 -0.01573 0.00790 -0.00517 AFIX 23 H15A 2 1.103858 0.172211 0.927662 21.00000 -1.20000 H15B 2 0.993415 0.209558 0.911270 21.00000 -1.20000 AFIX 0 C16 1 0.998987 0.179711 0.704086 21.00000 0.05572 0.04742 = 0.04385 -0.00476 0.01388 -0.01209 C17 1 0.850593 0.164252 0.453374 21.00000 0.09329 0.08802 = 0.04457 -0.00011 0.00169 -0.02310 AFIX 33 H17A 2 0.755148 0.153439 0.419706 21.00000 -1.50000 H17B 2 0.918628 0.146476 0.412208 21.00000 -1.50000 H17C 2 0.856654 0.192575 0.413603 21.00000 -1.50000 AFIX 0 N5 3 0.882143 0.164647 0.622743 21.00000 0.06720 0.07037 = 0.03724 -0.00511 0.00633 -0.02807 AFIX 43 H5C 2 0.819118 0.154135 0.674626 21.00000 -1.20000 AFIX 0 O2 4 1.099859 0.191646 0.642469 21.00000 0.06601 0.05812 = 0.05639 -0.00583 0.02498 -0.02176 C18 1 0.509873 0.202446 0.760635 21.00000 0.04046 0.02943 = 0.03356 0.00221 0.00431 -0.00225 AFIX 23 H18A 2 0.429779 0.184495 0.715621 21.00000 -1.20000 H18B 2 0.570322 0.206314 0.679716 21.00000 -1.20000 AFIX 0 C19 1 0.452812 0.244713 0.800718 21.00000 0.05385 0.02792 = 0.03237 0.00357 0.00550 -0.00138 C20 1 0.245003 0.286237 0.815958 21.00000 0.05952 0.03776 = 0.05124 -0.00677 0.01166 0.00441 AFIX 137 H20A 2 0.145861 0.280636 0.821775 21.00000 -1.50000 H20B 2 0.250700 0.307274 0.735494 21.00000 -1.50000 H20C 2 0.293014 0.296436 0.917506 21.00000 -1.50000 AFIX 0 N6 3 0.312718 0.248029 0.775867 21.00000 0.05184 0.02797 = 0.04241 -0.00619 0.01230 -0.00090 AFIX 43 H6C 2 0.260645 0.227035 0.734994 21.00000 -1.20000 AFIX 0 O3 4 0.533417 0.273573 0.848332 21.00000 0.05969 0.03052 = 0.04376 0.00010 0.00349 -0.00722 C21 1 0.334352 0.070767 0.886272 21.00000 0.05248 0.02977 = 0.08494 -0.00133 0.03931 -0.00737 AFIX 23 H21A 2 0.270865 0.069051 0.965067 21.00000 -1.20000 H21B 2 0.374365 0.042764 0.876103 21.00000 -1.20000 AFIX 0 C22 1 0.249245 0.083061 0.731502 21.00000 0.04296 0.02631 = 0.09166 -0.01771 0.02461 -0.00624 C23 1 0.247554 0.112949 0.474295 21.00000 0.07457 0.06016 = 0.08520 -0.00627 -0.00017 0.00545 AFIX 137 H23A 2 0.206696 0.088648 0.415416 21.00000 -1.50000 H23B 2 0.315185 0.126401 0.417363 21.00000 -1.50000 H23C 2 0.172405 0.132600 0.486759 21.00000 -1.50000 AFIX 0 N7 3 0.319044 0.099939 0.627018 21.00000 0.04849 0.03232 = 0.07949 -0.00197 0.01603 -0.00321 AFIX 43 H7C 2 0.410872 0.103287 0.651221 21.00000 -1.20000 AFIX 0 O4 4 0.124406 0.074116 0.706675 21.00000 0.04888 0.04438 = 0.11779 -0.03688 0.02836 -0.02101 PART 2 SAME N1 > O4 N1B 3 0.780218 0.076756 0.963040 -21.00000 0.03981 0.03447 = 0.03674 0.00822 0.01194 0.00366 C1B 1 0.927645 0.090706 1.011855 -21.00000 0.03486 0.04020 = 0.03023 0.00927 0.00318 0.00995 AFIX 23 H1D 2 0.979692 0.087915 0.922924 -21.00000 -1.20000 H1E 2 0.974445 0.072888 1.098229 -21.00000 -1.20000 AFIX 0 C2B 1 0.931946 0.135601 1.065669 -21.00000 0.04094 0.04535 = 0.02632 -0.00328 -0.00151 0.00707 AFIX 23 H2C 2 0.864229 0.139537 1.138926 -21.00000 -1.20000 H2D 2 1.027417 0.142156 1.122442 -21.00000 -1.20000 AFIX 0 N2B 3 0.896931 0.163853 0.933902 -21.00000 0.03309 0.03212 = 0.03174 -0.00440 0.00236 0.00202 C3B 1 0.830810 0.202342 0.973853 -21.00000 0.03970 0.03588 = 0.03483 -0.00756 0.00583 0.00309 AFIX 23 H3C 2 0.819510 0.220765 0.881123 -21.00000 -1.20000 H3D 2 0.896496 0.216291 1.058039 -21.00000 -1.20000 AFIX 0 C4B 1 0.690993 0.198687 1.026036 -21.00000 0.04504 0.04014 = 0.02846 -0.00579 0.00978 0.00598 AFIX 23 H4C 2 0.703056 0.182520 1.124558 -21.00000 -1.20000 H4D 2 0.658509 0.226833 1.049226 -21.00000 -1.20000 AFIX 0 N3B 3 0.580856 0.178742 0.911532 -21.00000 0.03547 0.03146 = 0.02732 -0.00354 0.01481 0.00700 C5B 1 0.461826 0.164293 0.988307 -21.00000 0.04547 0.03471 = 0.04805 0.00356 0.02779 0.00756 AFIX 23 H5D 2 0.377528 0.160212 0.907153 -21.00000 -1.20000 H5E 2 0.439366 0.186194 1.060519 -21.00000 -1.20000 AFIX 0 C6B 1 0.492619 0.124672 1.078041 -21.00000 0.06309 0.04438 = 0.05241 0.00901 0.03456 0.00628 AFIX 23 H6D 2 0.589274 0.126180 1.138567 -21.00000 -1.20000 H6E 2 0.426521 0.122143 1.153816 -21.00000 -1.20000 AFIX 0 N4B 3 0.481121 0.087250 0.980100 -21.00000 0.04618 0.03232 = 0.06866 0.01070 0.03551 0.00495 C7B 1 0.563508 0.053171 1.062758 -21.00000 0.05427 0.04268 = 0.05285 0.01403 0.02916 0.00490 AFIX 23 H7D 2 0.543241 0.027476 1.000327 -21.00000 -1.20000 H7E 2 0.530976 0.048706 1.164080 -21.00000 -1.20000 AFIX 0 C8B 1 0.721031 0.059760 1.094054 -21.00000 0.05478 0.03469 = 0.04667 0.01102 0.01877 0.00378 AFIX 23 H8C 2 0.744297 0.078769 1.184466 -21.00000 -1.20000 H8D 2 0.767236 0.032807 1.124115 -21.00000 -1.20000 AFIX 0 O1B 4 0.660395 0.114984 0.683416 -21.00000 0.03736 0.03732 = 0.03706 0.00470 0.01364 0.00639 AFIX 147 H1F 2 0.617558 0.112912 0.760047 -21.00000 -1.50000 AFIX 0 C9B 1 0.753222 0.052107 0.819937 -21.00000 0.03425 0.03213 = 0.04539 0.00388 0.01164 0.00085 AFIX 13 H9B 2 0.654249 0.041836 0.812789 -21.00000 -1.20000 AFIX 0 C10B 1 0.751695 0.080141 0.680896 -21.00000 0.04229 0.03418 = 0.03617 -0.00193 0.01160 0.00294 AFIX 13 H10B 2 0.849499 0.089799 0.675077 -21.00000 -1.20000 AFIX 0 C11B 1 0.692659 0.054054 0.532565 -21.00000 0.05282 0.03987 = 0.04533 -0.00681 0.00613 -0.00674 AFIX 23 H11C 2 0.588491 0.055043 0.519364 -21.00000 -1.20000 H11D 2 0.720171 0.068321 0.440984 -21.00000 -1.20000 AFIX 0 C12B 1 0.735082 0.008931 0.524988 -21.00000 0.04912 0.04233 = 0.06086 -0.01748 0.01359 -0.01231 AFIX 23 H12C 2 0.648851 -0.007529 0.489085 -21.00000 -1.20000 H12D 2 0.796251 0.006277 0.444178 -21.00000 -1.20000 AFIX 0 C13B 1 0.803609 -0.008514 0.659544 -21.00000 0.07360 0.04118 = 0.07666 -0.01229 0.01046 0.01383 AFIX 23 H13C 2 0.892624 -0.019939 0.634017 -21.00000 -1.20000 H13D 2 0.745984 -0.032689 0.680638 -21.00000 -1.20000 AFIX 0 C14B 1 0.842435 0.013538 0.812209 -21.00000 0.05169 0.03676 = 0.06077 0.00054 0.00742 0.01148 AFIX 23 H14C 2 0.943141 0.021528 0.826535 -21.00000 -1.20000 H14D 2 0.829562 -0.005482 0.898514 -21.00000 -1.20000 AFIX 0 C15B 1 1.022086 0.171472 0.861373 -21.00000 0.02822 0.04506 = 0.04065 -0.00465 0.00434 -0.00033 AFIX 23 H15C 2 1.081866 0.146270 0.873015 -21.00000 -1.20000 H15D 2 1.077374 0.194347 0.918086 -21.00000 -1.20000 AFIX 3 C16B 1 0.987962 0.182572 0.690476 -21.00000 0.04450 0.04712 = 0.03739 -0.00485 0.01054 0.00036 AFIX 0 C17B 1 0.822714 0.177607 0.447908 -21.00000 0.06267 0.05111 = 0.03544 -0.01460 0.00534 0.01595 AFIX 33 H17D 2 0.722729 0.170827 0.416256 -21.00000 -1.50000 H17E 2 0.880002 0.158683 0.395884 -21.00000 -1.50000 H17F 2 0.839557 0.206282 0.417863 -21.00000 -1.50000 AFIX 0 N5B 3 0.861221 0.173185 0.617301 -21.00000 0.03695 0.04574 = 0.03276 -0.00961 0.00765 0.01032 AFIX 43 H5F 2 0.797962 0.164007 0.671667 -21.00000 -1.20000 AFIX 0 O2B 4 1.074167 0.201450 0.625871 -21.00000 0.05312 0.05240 = 0.05132 0.00551 0.01046 -0.00797 C18B 1 0.528372 0.203424 0.772803 -21.00000 0.04144 0.03185 = 0.02982 -0.00396 0.00912 -0.00551 AFIX 23 H18C 2 0.463067 0.186067 0.699271 -21.00000 -1.20000 H18D 2 0.608925 0.210804 0.720343 -21.00000 -1.20000 AFIX 0 C19B 1 0.452052 0.243258 0.804870 -21.00000 0.05498 0.02534 = 0.03551 0.00364 0.00147 -0.00299 C20B 1 0.229386 0.280482 0.787931 -21.00000 0.05596 0.03081 = 0.03971 -0.01390 0.01388 -0.00338 AFIX 137 H20D 2 0.136071 0.278800 0.722623 -21.00000 -1.50000 H20E 2 0.276489 0.306055 0.763395 -21.00000 -1.50000 H20F 2 0.219051 0.280638 0.898583 -21.00000 -1.50000 AFIX 0 N6B 3 0.313263 0.244811 0.757066 -21.00000 0.05100 0.02614 = 0.03951 -0.00727 0.00923 -0.00007 AFIX 43 H6F 2 0.270991 0.223577 0.705160 -21.00000 -1.20000 AFIX 0 O3B 4 0.514775 0.271719 0.884018 -21.00000 0.05869 0.02864 = 0.04104 -0.00308 0.00423 -0.00570 C21B 1 0.331415 0.076502 0.923780 -21.00000 0.04490 0.02776 = 0.09789 0.00814 0.03661 0.00936 AFIX 23 H21C 2 0.273979 0.090313 0.993643 -21.00000 -1.20000 H21D 2 0.320934 0.046186 0.937076 -21.00000 -1.20000 AFIX 0 C22B 1 0.268575 0.087148 0.758437 -21.00000 0.04428 0.02606 = 0.09186 -0.01683 0.02733 -0.00728 C23B 1 0.312820 0.112065 0.503538 -21.00000 0.04974 0.05485 = 0.08369 -0.01122 0.01743 -0.00503 AFIX 137 H23D 2 0.302351 0.087332 0.436691 -21.00000 -1.50000 H23E 2 0.383561 0.130579 0.471146 -21.00000 -1.50000 H23F 2 0.222266 0.126605 0.493568 -21.00000 -1.50000 AFIX 0 N7B 3 0.357767 0.099715 0.665641 -21.00000 0.04892 0.04161 = 0.08087 -0.01135 0.02605 -0.00528 AFIX 43 H7F 2 0.448287 0.100587 0.704290 -21.00000 -1.20000 AFIX 0 O4B 4 0.137792 0.086095 0.711823 -21.00000 0.04643 0.03092 = 0.10504 -0.02051 0.02210 -0.01672 PART 0 O1W 4 0.529685 0.143912 0.376448 31.00000 0.10092 0.03688 = 0.03638 0.00664 -0.00297 0.00752 AFIX 3 H1WA 2 0.560280 0.134910 0.466271 31.00000 -1.20000 H1WB 2 0.531264 0.170229 0.367140 31.00000 -1.20000 HKLF 4 REM 6m_al4_ob P21/c REM R1 = 0.0763 for 4029 Fo > 4sig(Fo) and 0.0936 for all 5204 data REM 628 parameters refined using 1248 restraints END WGHT 0.0410 3.6238 REM Highest difference peak 0.472, deepest hole -0.380, 1-sigma level 0.046 Q1 1 0.9274 0.1431 0.4599 11.00000 0.05 0.47 Q2 1 0.9416 0.0260 0.5837 11.00000 0.05 0.28 Q3 1 1.1627 0.1716 0.6990 11.00000 0.05 0.26 Q4 1 0.1716 0.0610 0.7956 11.00000 0.05 0.24 Q5 1 0.7554 -0.0013 0.3992 11.00000 0.05 0.24 ; #============================================================================== # END #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 949568'