# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Junk, Peter' 'Evans, David J.' 'Smith, Matthew K.' _publ_contact_author_name 'Dr Peter Junk' _publ_contact_author_address ; Chemistry Monash University School of Chemistry, Box 23 Monash Clayton Victoria AUSTRALIA ; _publ_contact_author_email 'peter.junk@sci.monash.edu.au' _publ_contact_author_fax '61-3-99054597' _publ_contact_author_phone '61-3-99054570' _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Supramolecular influences on the conformation of N,N'-dibenzyl-bis-aza-18-crown-6 molecules ; data_compound1 _database_code_CSD 185604 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H42 La N7 O20' _chemical_formula_weight 911.58 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' 'La' 'La' -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.146(3) _cell_length_b 13.686(5) _cell_length_c 16.544(6) _cell_angle_alpha 68.401(6) _cell_angle_beta 74.777(6) _cell_angle_gamma 87.234(6) _cell_volume 1855.1(11) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.632 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 1.241 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.7719 _exptl_absorpt_correction_T_max 0.8357 _exptl_absorpt_process_details ? _exptl_special_details ; Data were corrected for decay and absorption using the program SADABS based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995). ; _diffrn_ambient_temperature 298(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 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 8578 _diffrn_reflns_av_R_equivalents 0.0467 _diffrn_reflns_av_sigmaI/netI 0.0494 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 23.35 _reflns_number_total 5263 _reflns_number_gt 4514 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.0554P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5263 _refine_ls_number_parameters 503 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_ref 0.0841 _refine_ls_wR_factor_gt 0.0793 _refine_ls_goodness_of_fit_ref 0.985 _refine_ls_restrained_S_all 0.985 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group La1 La 0.53037(2) 0.783621(17) 0.724055(15) 0.03454(10) Uani 1 1 d . . . O1 O 0.3351(3) 0.8664(3) 0.8237(2) 0.0585(8) Uani 1 1 d . . . N1 N 0.4264(5) 0.8874(3) 0.8618(2) 0.0517(9) Uani 1 1 d . . . C1 C -0.1400(5) 0.7787(4) 1.4510(3) 0.0603(13) Uani 1 1 d . . . H1A H -0.1595 0.8175 1.4910 0.072 Uiso 1 1 calc R . . H1B H -0.2265 0.7300 1.4688 0.072 Uiso 1 1 calc R . . H16A H 0.320(5) 0.866(4) 0.5950(10) 0.11(2) Uiso 1 1 d D . . H16B H 0.202(3) 0.813(3) 0.693(2) 0.078(16) Uiso 1 1 d D . . O2 O 0.5573(4) 0.8552(3) 0.8457(2) 0.0607(8) Uani 1 1 d . . . N2 N 0.3436(4) 0.5886(3) 0.8651(3) 0.0517(9) Uani 1 1 d . . . C2 C -0.0022(5) 0.7185(3) 1.4608(3) 0.0452(10) Uani 1 1 d . . . O3 O 0.3895(5) 0.9363(3) 0.9113(3) 0.0926(13) Uani 1 1 d . . . N3 N 0.5680(4) 0.6295(3) 0.6261(3) 0.0483(9) Uani 1 1 d . . . C3 C 0.0866(5) 0.7314(4) 1.5123(3) 0.0572(12) Uani 1 1 d . . . H3 H 0.0602 0.7786 1.5417 0.069 Uiso 1 1 calc R . . O4 O 0.3074(4) 0.6407(3) 0.7941(3) 0.0735(10) Uani 1 1 d . . . N4 N 0.8642(4) 0.7638(3) 0.7329(3) 0.0500(9) Uani 1 1 d . . . C4 C 0.2145(5) 0.6744(4) 1.5206(3) 0.0610(13) Uani 1 1 d . . . H4 H 0.2733 0.6826 1.5561 0.073 Uiso 1 1 calc R . . O5 O 0.4546(4) 0.6261(3) 0.8778(2) 0.0653(9) Uani 1 1 d . . . N5 N 0.6293(4) 1.0017(3) 0.5787(3) 0.0474(9) Uani 1 1 d . . . C5 C 0.2545(6) 0.6058(4) 1.4766(3) 0.0607(13) Uani 1 1 d . . . H5 H 0.3416 0.5686 1.4812 0.073 Uiso 1 1 calc R . . O6 O 0.2730(5) 0.5084(3) 0.9191(3) 0.0941(13) Uani 1 1 d . . . N6 N -0.1237(4) 0.8540(3) 1.3563(3) 0.0469(9) Uani 1 1 d . . . C6 C 0.1667(6) 0.5919(4) 1.4257(4) 0.0669(14) Uani 1 1 d . . . H6 H 0.1938 0.5447 1.3964 0.080 Uiso 1 1 calc R . . O7 O 0.5172(4) 0.7169(3) 0.5976(2) 0.0668(9) Uani 1 1 d . . . N7 N 0.1518(4) 0.6180(3) 1.1212(2) 0.0449(8) Uani 1 1 d . . . C7 C 0.0390(5) 0.6473(4) 1.4179(3) 0.0575(12) Uani 1 1 d . . . H7 H -0.0205 0.6371 1.3836 0.069 Uiso 1 1 calc R . . O8 O 0.6293(5) 0.6160(3) 0.6888(3) 0.0911(13) Uani 1 1 d . . . C8 C -0.2739(5) 0.8914(4) 1.3390(4) 0.0623(13) Uani 1 1 d . . . H8A H -0.2571 0.9451 1.2791 0.075 Uiso 1 1 calc R . . H8B H -0.3254 0.9224 1.3822 0.075 Uiso 1 1 calc R . . O9 O 0.5657(5) 0.5662(3) 0.5918(3) 0.0865(12) Uani 1 1 d . . . C9 C -0.3725(5) 0.8013(4) 1.3467(4) 0.0577(12) Uani 1 1 d . . . H9A H -0.4068 0.7536 1.4090 0.069 Uiso 1 1 calc R . . H9B H -0.4606 0.8274 1.3246 0.069 Uiso 1 1 calc R . . O10 O 0.8266(4) 0.8335(3) 0.6692(3) 0.0726(10) Uani 1 1 d . . . C10 C -0.3453(5) 0.6476(4) 1.3112(3) 0.0556(12) Uani 1 1 d . . . H10A H -0.4458 0.6546 1.3012 0.067 Uiso 1 1 calc R . . H10B H -0.3546 0.6028 1.3735 0.067 Uiso 1 1 calc R . . O11 O 0.7611(3) 0.7011(3) 0.7918(2) 0.0607(8) Uani 1 1 d . . . C11 C -0.2461(5) 0.5996(4) 1.2504(3) 0.0558(12) Uani 1 1 d . . . H11A H -0.2952 0.5350 1.2568 0.067 Uiso 1 1 calc R . . H11B H -0.2289 0.6476 1.1883 0.067 Uiso 1 1 calc R . . O12 O 0.9944(4) 0.7577(3) 0.7380(3) 0.0800(11) Uani 1 1 d . . . C12 C -0.0318(5) 0.4932(4) 1.2517(3) 0.0560(12) Uani 1 1 d . . . H12A H -0.1058 0.4353 1.2706 0.067 Uiso 1 1 calc R . . H12B H 0.0450 0.4688 1.2844 0.067 Uiso 1 1 calc R . . O13 O 0.6224(3) 0.9255(2) 0.5554(2) 0.0537(8) Uani 1 1 d . . . C13 C 0.0403(5) 0.5258(3) 1.1532(3) 0.0491(11) Uani 1 1 d . . . H13A H -0.0373 0.5449 1.1207 0.059 Uiso 1 1 calc R . . H13B H 0.0923 0.4674 1.1407 0.059 Uiso 1 1 calc R . . O14 O 0.5851(4) 0.9876(2) 0.6606(2) 0.0525(8) Uani 1 1 d . . . C14 C 0.1595(5) 0.6907(4) 1.0262(3) 0.0632(13) Uani 1 1 d . . . H14A H 0.2457 0.7407 1.0047 0.076 Uiso 1 1 calc R . . H14B H 0.1755 0.6500 0.9878 0.076 Uiso 1 1 calc R . . O15 O 0.6719(5) 1.0899(3) 0.5234(2) 0.0933(14) Uani 1 1 d . . . C15 C 0.0191(5) 0.7492(3) 1.0192(3) 0.0471(10) Uani 1 1 d . . . O16 O 0.3001(3) 0.8545(2) 0.6600(2) 0.0481(7) Uani 1 1 d D . . C16 C -0.0123(5) 0.8284(4) 1.0527(3) 0.0573(12) Uani 1 1 d . . . H16 H 0.0536 0.8445 1.0809 0.069 Uiso 1 1 calc R . . O17 O -0.2806(3) 0.7488(2) 1.2932(2) 0.0543(8) Uani 1 1 d . . . C17 C -0.1400(6) 0.8835(4) 1.0448(4) 0.0711(15) Uani 1 1 d . . . H17 H -0.1608 0.9368 1.0679 0.085 Uiso 1 1 calc R . . O18 O -0.1046(3) 0.5779(2) 1.2730(2) 0.0522(7) Uani 1 1 d . . . C18 C -0.2370(6) 0.8606(5) 1.0033(4) 0.0776(18) Uani 1 1 d . . . H18 H -0.3232 0.8986 0.9973 0.093 Uiso 1 1 calc R . . O19 O 0.3101(3) 0.7278(3) 1.1790(2) 0.0606(8) Uani 1 1 d . . . C19 C -0.2067(6) 0.7818(5) 0.9705(4) 0.0794(17) Uani 1 1 d . . . H19 H -0.2738 0.7655 0.9432 0.095 Uiso 1 1 calc R . . O20 O 0.1349(4) 0.8992(3) 1.2037(2) 0.0590(8) Uani 1 1 d . . . C20 C -0.0796(6) 0.7266(4) 0.9772(3) 0.0630(13) Uani 1 1 d . . . H20 H -0.0593 0.6738 0.9536 0.076 Uiso 1 1 calc R . . C21 C 0.3045(5) 0.5847(4) 1.1337(4) 0.0610(13) Uani 1 1 d . . . H21A H 0.3546 0.5551 1.0892 0.073 Uiso 1 1 calc R . . H21B H 0.2932 0.5306 1.1930 0.073 Uiso 1 1 calc R . . C22 C 0.4008(5) 0.6769(4) 1.1242(4) 0.0622(13) Uani 1 1 d . . . H22A H 0.4915 0.6528 1.1440 0.075 Uiso 1 1 calc R . . H22B H 0.4310 0.7249 1.0618 0.075 Uiso 1 1 calc R . . C23 C 0.3735(5) 0.8286(4) 1.1619(4) 0.0612(13) Uani 1 1 d . . . H23A H 0.3794 0.8746 1.1003 0.073 Uiso 1 1 calc R . . H23B H 0.4754 0.8221 1.1698 0.073 Uiso 1 1 calc R . . C24 C 0.2768(5) 0.8742(4) 1.2253(4) 0.0618(13) Uani 1 1 d . . . H24A H 0.2599 0.8241 1.2867 0.074 Uiso 1 1 calc R . . H24B H 0.3277 0.9374 1.2207 0.074 Uiso 1 1 calc R . . C26 C 0.0637(6) 0.9812(4) 1.2303(4) 0.0688(14) Uani 1 1 d . . . H26A H -0.0121 1.0097 1.1976 0.083 Uiso 1 1 calc R . . H26B H 0.1389 1.0374 1.2145 0.083 Uiso 1 1 calc R . . C27 C -0.0103(5) 0.9433(4) 1.3293(4) 0.0601(13) Uani 1 1 d . . . H27A H -0.0607 1.0007 1.3445 0.072 Uiso 1 1 calc R . . H27B H 0.0664 0.9203 1.3622 0.072 Uiso 1 1 calc R . . H6C H -0.088(4) 0.828(3) 1.320(3) 0.033(11) Uiso 1 1 d . . . H7C H 0.115(4) 0.653(3) 1.155(3) 0.033(11) 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 La1 0.03636(15) 0.03018(14) 0.03790(15) -0.01220(10) -0.01214(10) 0.00433(9) O1 0.0474(18) 0.073(2) 0.057(2) -0.0290(18) -0.0100(15) 0.0045(16) N1 0.064(3) 0.046(2) 0.042(2) -0.0174(18) -0.0084(19) -0.0008(19) C1 0.048(3) 0.077(3) 0.053(3) -0.024(3) -0.009(2) 0.009(2) O2 0.070(2) 0.066(2) 0.064(2) -0.0320(18) -0.0378(17) 0.0172(18) N2 0.057(2) 0.042(2) 0.051(2) -0.016(2) -0.0054(19) -0.0074(19) C2 0.041(2) 0.047(3) 0.040(2) -0.011(2) -0.0063(19) -0.0010(19) O3 0.107(3) 0.100(3) 0.093(3) -0.072(3) -0.009(2) 0.004(2) N3 0.049(2) 0.045(2) 0.056(2) -0.0267(19) -0.0094(18) 0.0080(17) C3 0.052(3) 0.066(3) 0.061(3) -0.031(3) -0.017(2) 0.001(2) O4 0.068(2) 0.060(2) 0.085(3) -0.009(2) -0.031(2) -0.0134(18) N4 0.035(2) 0.049(2) 0.071(3) -0.027(2) -0.0165(19) 0.0092(18) C4 0.057(3) 0.066(3) 0.060(3) -0.015(3) -0.026(2) -0.003(2) O5 0.060(2) 0.069(2) 0.057(2) -0.0079(18) -0.0200(16) -0.0087(17) N5 0.053(2) 0.042(2) 0.047(2) -0.010(2) -0.0206(18) -0.0020(17) C5 0.062(3) 0.052(3) 0.064(3) -0.014(3) -0.022(2) 0.010(2) O6 0.118(3) 0.061(2) 0.079(3) -0.005(2) -0.008(2) -0.045(2) N6 0.049(2) 0.046(2) 0.052(2) -0.027(2) -0.0134(17) 0.0113(17) C6 0.086(4) 0.054(3) 0.069(3) -0.029(3) -0.027(3) 0.020(3) O7 0.094(3) 0.049(2) 0.076(2) -0.0331(18) -0.042(2) 0.0209(19) N7 0.048(2) 0.043(2) 0.044(2) -0.0180(18) -0.0130(16) 0.0125(17) C7 0.067(3) 0.055(3) 0.061(3) -0.024(2) -0.030(2) 0.002(2) O8 0.125(3) 0.087(3) 0.097(3) -0.055(3) -0.068(3) 0.064(3) C8 0.063(3) 0.055(3) 0.088(4) -0.039(3) -0.038(3) 0.029(2) O9 0.104(3) 0.065(2) 0.121(4) -0.069(3) -0.033(2) 0.019(2) C9 0.050(3) 0.062(3) 0.079(3) -0.042(3) -0.027(2) 0.020(2) O10 0.051(2) 0.061(2) 0.080(3) -0.001(2) -0.0131(18) 0.0077(17) C10 0.053(3) 0.049(3) 0.064(3) -0.023(2) -0.008(2) -0.004(2) O11 0.0423(18) 0.061(2) 0.070(2) -0.0107(18) -0.0197(16) 0.0008(16) C11 0.048(3) 0.056(3) 0.068(3) -0.027(3) -0.015(2) -0.003(2) O12 0.0355(19) 0.089(3) 0.114(3) -0.034(2) -0.0223(18) 0.0022(17) C12 0.064(3) 0.041(3) 0.055(3) -0.010(2) -0.013(2) 0.006(2) O13 0.067(2) 0.0486(18) 0.0475(18) -0.0204(15) -0.0134(15) -0.0001(15) C13 0.061(3) 0.039(2) 0.056(3) -0.022(2) -0.022(2) 0.008(2) O14 0.075(2) 0.0354(16) 0.047(2) -0.0164(14) -0.0163(15) 0.0072(14) C14 0.057(3) 0.076(4) 0.042(3) -0.010(2) -0.007(2) 0.011(3) O15 0.152(4) 0.055(2) 0.058(2) 0.004(2) -0.031(2) -0.043(2) C15 0.047(2) 0.047(3) 0.037(2) -0.006(2) -0.0090(19) 0.005(2) O16 0.0437(17) 0.0514(18) 0.0473(18) -0.0127(15) -0.0170(13) 0.0046(14) C16 0.053(3) 0.058(3) 0.059(3) -0.017(2) -0.018(2) -0.002(2) O17 0.0579(18) 0.0467(18) 0.059(2) -0.0263(16) -0.0067(15) 0.0011(14) C17 0.078(4) 0.048(3) 0.073(4) -0.012(3) -0.012(3) 0.013(3) O18 0.0551(18) 0.0497(18) 0.0568(19) -0.0253(15) -0.0154(15) 0.0043(14) C18 0.046(3) 0.081(4) 0.068(4) 0.012(3) -0.013(3) 0.014(3) O19 0.0544(19) 0.059(2) 0.064(2) -0.0249(17) -0.0044(16) -0.0046(16) C19 0.065(4) 0.098(5) 0.062(4) -0.003(3) -0.031(3) -0.006(3) O20 0.061(2) 0.060(2) 0.059(2) -0.0257(17) -0.0148(16) -0.0013(16) C20 0.080(4) 0.064(3) 0.045(3) -0.013(2) -0.026(2) -0.003(3) C21 0.051(3) 0.060(3) 0.075(3) -0.026(3) -0.025(2) 0.026(2) C22 0.046(3) 0.073(3) 0.074(3) -0.033(3) -0.019(2) 0.012(2) C23 0.054(3) 0.064(3) 0.063(3) -0.023(3) -0.008(2) -0.008(2) C24 0.063(3) 0.063(3) 0.067(3) -0.029(3) -0.020(3) -0.012(2) C26 0.082(4) 0.045(3) 0.070(4) -0.014(3) -0.015(3) 0.002(3) C27 0.065(3) 0.045(3) 0.078(4) -0.032(3) -0.017(3) 0.004(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 La1 O16 2.592(3) . ? La1 O5 2.603(3) . ? La1 O2 2.608(3) . ? La1 O7 2.603(3) . ? La1 O4 2.608(3) . ? La1 O1 2.612(3) . ? La1 O14 2.616(3) . ? La1 O8 2.633(4) . ? La1 O11 2.658(3) . ? La1 O10 2.657(3) . ? La1 O13 2.683(3) . ? O1 N1 1.269(5) . ? N1 O3 1.212(5) . ? N1 O2 1.252(5) . ? C1 C2 1.484(6) . ? C1 N6 1.497(6) . ? N2 O6 1.210(5) . ? N2 O4 1.250(5) . ? N2 O5 1.256(5) . ? C2 C3 1.381(6) . ? C2 C7 1.389(6) . ? N3 O9 1.201(5) . ? N3 O7 1.230(5) . ? N3 O8 1.256(5) . ? C3 C4 1.383(7) . ? N4 O12 1.212(4) . ? N4 O10 1.248(5) . ? N4 O11 1.248(5) . ? C4 C5 1.369(7) . ? N5 O15 1.220(5) . ? N5 O13 1.247(4) . ? N5 O14 1.250(4) . ? C5 C6 1.371(7) . ? N6 C8 1.504(6) . ? N6 C27 1.498(6) . ? C6 C7 1.370(7) . ? N7 C21 1.491(5) . ? N7 C13 1.504(6) . ? N7 C14 1.504(6) . ? C8 C9 1.510(7) . ? C9 O17 1.422(5) . ? C10 O17 1.428(5) . ? C10 C11 1.488(6) . ? C11 O18 1.427(5) . ? C12 O18 1.419(5) . ? C12 C13 1.490(6) . ? C14 C15 1.488(6) . ? C15 C16 1.377(6) . ? C15 C20 1.381(6) . ? C16 C17 1.368(7) . ? C17 C18 1.366(8) . ? C18 C19 1.362(9) . ? O19 C22 1.418(5) . ? O19 C23 1.422(6) . ? C19 C20 1.363(8) . ? O20 C26 1.421(6) . ? O20 C24 1.428(6) . ? C21 C22 1.510(7) . ? C23 C24 1.487(7) . ? C26 C27 1.495(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O16 La1 O5 112.70(10) . . ? O16 La1 O2 112.94(10) . . ? O5 La1 O2 73.80(11) . . ? O16 La1 O7 68.49(10) . . ? O5 La1 O7 108.22(11) . . ? O2 La1 O7 177.04(11) . . ? O16 La1 O4 69.42(11) . . ? O5 La1 O4 48.12(11) . . ? O2 La1 O4 109.21(12) . . ? O7 La1 O4 73.67(12) . . ? O16 La1 O1 67.00(10) . . ? O5 La1 O1 78.16(11) . . ? O2 La1 O1 48.53(10) . . ? O7 La1 O1 133.65(11) . . ? O4 La1 O1 79.31(12) . . ? O16 La1 O14 77.36(10) . . ? O5 La1 O14 139.89(11) . . ? O2 La1 O14 66.83(10) . . ? O7 La1 O14 111.43(10) . . ? O4 La1 O14 141.74(11) . . ? O1 La1 O14 70.43(10) . . ? O16 La1 O8 111.30(11) . . ? O5 La1 O8 74.40(13) . . ? O2 La1 O8 132.65(11) . . ? O7 La1 O8 47.10(11) . . ? O4 La1 O8 71.88(14) . . ? O1 La1 O8 149.09(14) . . ? O14 La1 O8 140.44(13) . . ? O16 La1 O11 177.08(9) . . ? O5 La1 O11 65.22(10) . . ? O2 La1 O11 68.77(10) . . ? O7 La1 O11 109.91(11) . . ? O4 La1 O11 107.88(11) . . ? O1 La1 O11 113.94(11) . . ? O14 La1 O11 105.55(10) . . ? O8 La1 O11 66.39(11) . . ? O16 La1 O10 134.96(11) . . ? O5 La1 O10 112.34(11) . . ? O2 La1 O10 80.06(12) . . ? O7 La1 O10 97.10(12) . . ? O4 La1 O10 149.63(12) . . ? O1 La1 O10 123.57(11) . . ? O14 La1 O10 68.63(10) . . ? O8 La1 O10 80.67(14) . . ? O11 La1 O10 47.16(10) . . ? O16 La1 O13 69.25(10) . . ? O5 La1 O13 171.90(10) . . ? O2 La1 O13 113.10(10) . . ? O7 La1 O13 64.72(10) . . ? O4 La1 O13 129.30(11) . . ? O1 La1 O13 109.48(10) . . ? O14 La1 O13 47.80(9) . . ? O8 La1 O13 97.52(12) . . ? O11 La1 O13 112.50(10) . . ? O10 La1 O13 66.12(10) . . ? N1 O1 La1 96.9(2) . . ? O3 N1 O2 121.4(4) . . ? O3 N1 O1 122.0(4) . . ? O2 N1 O1 116.6(3) . . ? C2 C1 N6 112.0(4) . . ? N1 O2 La1 97.6(2) . . ? O6 N2 O4 121.6(4) . . ? O6 N2 O5 122.5(4) . . ? O4 N2 O5 116.0(4) . . ? C3 C2 C7 118.8(4) . . ? C3 C2 C1 121.3(4) . . ? C7 C2 C1 119.9(4) . . ? O9 N3 O7 121.3(4) . . ? O9 N3 O8 124.0(4) . . ? O7 N3 O8 114.5(4) . . ? C2 C3 C4 120.3(5) . . ? N2 O4 La1 97.8(3) . . ? O12 N4 O10 121.8(4) . . ? O12 N4 O11 121.4(4) . . ? O10 N4 O11 116.8(3) . . ? C5 C4 C3 119.9(5) . . ? N2 O5 La1 97.8(2) . . ? O15 N5 O13 121.7(4) . . ? O15 N5 O14 119.6(4) . . ? O13 N5 O14 118.6(3) . . ? C4 C5 C6 120.3(5) . . ? C8 N6 C27 112.4(4) . . ? C8 N6 C1 112.4(4) . . ? C27 N6 C1 112.5(4) . . ? C5 C6 C7 120.1(5) . . ? N3 O7 La1 99.5(3) . . ? C21 N7 C13 112.2(3) . . ? C21 N7 C14 112.2(4) . . ? C13 N7 C14 112.2(4) . . ? C6 C7 C2 120.5(4) . . ? N3 O8 La1 97.2(2) . . ? N6 C8 C9 110.8(4) . . ? O17 C9 C8 106.3(4) . . ? N4 O10 La1 98.0(3) . . ? O17 C10 C11 109.2(4) . . ? N4 O11 La1 98.0(2) . . ? O18 C11 C10 109.5(4) . . ? O18 C12 C13 111.2(4) . . ? N5 O13 La1 95.1(2) . . ? C12 C13 N7 110.6(4) . . ? N5 O14 La1 98.2(2) . . ? C15 C14 N7 112.4(4) . . ? C16 C15 C20 119.1(4) . . ? C16 C15 C14 120.3(4) . . ? C20 C15 C14 120.6(4) . . ? C17 C16 C15 120.3(5) . . ? C9 O17 C10 112.4(3) . . ? C18 C17 C16 120.2(5) . . ? C12 O18 C11 113.8(3) . . ? C17 C18 C19 119.6(5) . . ? C22 O19 C23 112.6(4) . . ? C20 C19 C18 121.0(5) . . ? C26 O20 C24 113.5(4) . . ? C19 C20 C15 119.8(5) . . ? N7 C21 C22 110.8(4) . . ? O19 C22 C21 106.5(4) . . ? O19 C23 C24 109.4(4) . . ? O20 C24 C23 109.5(4) . . ? O20 C26 C27 111.9(4) . . ? C26 C27 N6 110.6(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O16 H16A O15 0.996(10) 1.806(17) 2.786(5) 167(5) 2_676 O16 H16B O12 0.994(10) 1.929(16) 2.905(5) 167(4) 1_455 N6 H6C O17 0.80(4) 2.33(4) 2.704(5) 110(3) . N6 H6C O20 0.80(4) 2.36(4) 2.865(5) 122(3) . N7 H7C O18 0.87(4) 2.36(4) 2.849(5) 116(3) . _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 23.35 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.677 _refine_diff_density_min -0.631 _refine_diff_density_rms 0.083 #===END data_compound2 _database_code_CSD 185605 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H42 Eu N7 O20' _chemical_formula_weight 924.63 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' 'Eu' 'Eu' -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1065(5) _cell_length_b 13.5946(8) _cell_length_c 16.5192(10) _cell_angle_alpha 68.5780(10) _cell_angle_beta 75.0350(10) _cell_angle_gamma 87.5710(10) _cell_volume 1836.14(18) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.672 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 940 _exptl_absorpt_coefficient_mu 1.799 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.6930 _exptl_absorpt_correction_T_max 0.7378 _exptl_absorpt_process_details ? _exptl_special_details ; Data were corrected for decay and absorption using the program SADABS based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995). ; _diffrn_ambient_temperature 298(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 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 8533 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0351 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 23.28 _reflns_number_total 5247 _reflns_number_gt 4812 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.0580P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5247 _refine_ls_number_parameters 503 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0352 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0791 _refine_ls_wR_factor_gt 0.0767 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.531042(19) 0.786911(13) 0.721665(11) 0.03336(9) Uani 1 1 d . . . O1 O 0.3384(3) 0.8613(3) 0.8203(2) 0.0546(8) Uani 1 1 d . . . N1 N 0.4304(5) 0.8842(3) 0.8580(2) 0.0497(9) Uani 1 1 d . . . C1 C -0.1387(5) 0.7775(4) 1.4529(3) 0.0550(11) Uani 1 1 d . . . H1A H -0.1556 0.8171 1.4926 0.066 Uiso 1 1 calc R . . H1B H -0.2263 0.7286 1.4719 0.066 Uiso 1 1 calc R . . H16B H 0.232(10) 0.808(7) 0.689(6) 0.16(4) Uiso 1 1 d . . . H16A H 0.317(5) 0.868(3) 0.614(3) 0.028(12) Uiso 1 1 d . . . O2 O 0.5636(4) 0.8552(2) 0.8382(2) 0.0540(7) Uani 1 1 d . . . N2 N 0.3473(4) 0.5978(3) 0.8597(2) 0.0491(9) Uani 1 1 d . . . C2 C -0.0004(5) 0.7168(3) 1.4615(3) 0.0444(9) Uani 1 1 d . . . O3 O 0.3912(5) 0.9297(3) 0.9105(3) 0.0857(12) Uani 1 1 d . . . N3 N 0.5699(4) 0.6326(3) 0.6296(2) 0.0451(8) Uani 1 1 d . . . C3 C 0.0891(5) 0.7294(4) 1.5127(3) 0.0557(11) Uani 1 1 d . . . H3 H 0.0631 0.7764 1.5426 0.067 Uiso 1 1 calc R . . O4 O 0.3149(4) 0.6494(3) 0.7865(2) 0.0649(9) Uani 1 1 d . . . N4 N 0.8599(4) 0.7686(3) 0.7276(3) 0.0510(9) Uani 1 1 d . . . C4 C 0.2190(5) 0.6722(4) 1.5202(3) 0.0614(12) Uani 1 1 d . . . H4 H 0.2791 0.6806 1.5553 0.074 Uiso 1 1 calc R . . O5 O 0.4584(4) 0.6356(3) 0.8722(2) 0.0598(8) Uani 1 1 d . . . N5 N 0.6243(4) 1.0009(3) 0.5797(2) 0.0440(8) Uani 1 1 d . . . C5 C 0.2573(5) 0.6039(4) 1.4760(3) 0.0582(12) Uani 1 1 d . . . H5 H 0.3440 0.5659 1.4806 0.070 Uiso 1 1 calc R . . O6 O 0.2764(5) 0.5168(3) 0.9139(2) 0.0850(12) Uani 1 1 d . . . N6 N -0.1252(4) 0.8530(3) 1.3579(2) 0.0437(8) Uani 1 1 d . . . C6 C 0.1683(6) 0.5910(4) 1.4248(3) 0.0633(13) Uani 1 1 d . . . H6 H 0.1957 0.5447 1.3944 0.076 Uiso 1 1 calc R . . O7 O 0.5193(4) 0.7208(3) 0.6000(2) 0.0616(8) Uani 1 1 d . . . N7 N 0.1518(4) 0.6171(3) 1.1204(2) 0.0428(8) Uani 1 1 d . . . C7 C 0.0396(5) 0.6456(4) 1.4180(3) 0.0566(11) Uani 1 1 d . . . H7 H -0.0212 0.6350 1.3842 0.068 Uiso 1 1 calc R . . O8 O 0.6248(5) 0.6191(3) 0.6946(3) 0.0862(12) Uani 1 1 d . . . C8 C -0.2763(5) 0.8899(4) 1.3416(3) 0.0558(11) Uani 1 1 d . . . H8A H -0.2607 0.9448 1.2823 0.067 Uiso 1 1 calc R . . H8B H -0.3280 0.9196 1.3858 0.067 Uiso 1 1 calc R . . O9 O 0.5675(5) 0.5687(3) 0.5952(3) 0.0834(11) Uani 1 1 d . . . C9 C -0.3735(5) 0.7987(4) 1.3481(3) 0.0554(11) Uani 1 1 d . . . H9A H -0.4069 0.7500 1.4101 0.066 Uiso 1 1 calc R . . H9B H -0.4626 0.8244 1.3267 0.066 Uiso 1 1 calc R . . O10 O 0.8166(4) 0.8339(3) 0.6638(2) 0.0741(10) Uani 1 1 d . . . C10 C -0.3453(5) 0.6467(3) 1.3108(3) 0.0523(10) Uani 1 1 d . . . H10A H -0.4460 0.6534 1.3003 0.063 Uiso 1 1 calc R . . H10B H -0.3553 0.6017 1.3732 0.063 Uiso 1 1 calc R . . O11 O 0.7594(4) 0.7064(3) 0.7893(2) 0.0623(8) Uani 1 1 d . . . C11 C -0.2464(5) 0.5985(4) 1.2509(3) 0.0543(11) Uani 1 1 d . . . H11A H -0.2961 0.5333 1.2575 0.065 Uiso 1 1 calc R . . H11B H -0.2298 0.6463 1.1887 0.065 Uiso 1 1 calc R . . O12 O 0.9918(4) 0.7648(3) 0.7307(3) 0.0791(11) Uani 1 1 d . . . C12 C -0.0308(5) 0.4912(3) 1.2512(3) 0.0540(11) Uani 1 1 d . . . H12A H -0.1049 0.4326 1.2706 0.065 Uiso 1 1 calc R . . H12B H 0.0467 0.4674 1.2837 0.065 Uiso 1 1 calc R . . O13 O 0.6193(3) 0.9238(2) 0.55636(19) 0.0510(7) Uani 1 1 d . . . C13 C 0.0410(5) 0.5234(3) 1.1523(3) 0.0497(10) Uani 1 1 d . . . H13A H -0.0373 0.5415 1.1199 0.060 Uiso 1 1 calc R . . H13B H 0.0938 0.4648 1.1402 0.060 Uiso 1 1 calc R . . O14 O 0.5801(3) 0.9840(2) 0.66242(17) 0.0480(7) Uani 1 1 d . . . C14 C 0.1593(6) 0.6901(4) 1.0258(3) 0.0624(13) Uani 1 1 d . . . H14A H 0.2460 0.7404 1.0044 0.075 Uiso 1 1 calc R . . H14B H 0.1748 0.6492 0.9872 0.075 Uiso 1 1 calc R . . O15 O 0.6652(5) 1.0909(3) 0.5253(2) 0.0784(11) Uani 1 1 d . . . C15 C 0.0182(5) 0.7492(3) 1.0188(3) 0.0454(10) Uani 1 1 d . . . O16 O 0.3087(4) 0.8558(3) 0.6595(3) 0.0457(7) Uani 1 1 d . . . C16 C -0.0124(5) 0.8284(4) 1.0529(3) 0.0571(11) Uani 1 1 d . . . H16 H 0.0537 0.8449 1.0812 0.068 Uiso 1 1 calc R . . O17 O -0.2821(3) 0.7474(2) 1.2939(2) 0.0519(7) Uani 1 1 d . . . C17 C -0.1431(7) 0.8837(4) 1.0446(4) 0.0744(15) Uani 1 1 d . . . H17 H -0.1652 0.9366 1.0684 0.089 Uiso 1 1 calc R . . O18 O -0.1040(3) 0.5767(2) 1.27234(19) 0.0498(7) Uani 1 1 d . . . C18 C -0.2392(6) 0.8609(5) 1.0018(4) 0.0831(19) Uani 1 1 d . . . H18 H -0.3251 0.8993 0.9953 0.100 Uiso 1 1 calc R . . O19 O 0.3117(3) 0.7278(3) 1.1789(2) 0.0587(8) Uani 1 1 d . . . C19 C -0.2091(6) 0.7821(6) 0.9689(4) 0.0817(18) Uani 1 1 d . . . H19 H -0.2759 0.7658 0.9409 0.098 Uiso 1 1 calc R . . O20 O 0.1343(3) 0.8992(2) 1.2053(2) 0.0563(8) Uani 1 1 d . . . C20 C -0.0815(6) 0.7266(4) 0.9765(3) 0.0635(13) Uani 1 1 d . . . H20 H -0.0616 0.6732 0.9531 0.076 Uiso 1 1 calc R . . C21 C 0.3063(5) 0.5842(4) 1.1327(3) 0.0567(11) Uani 1 1 d . . . H21A H 0.3569 0.5554 1.0877 0.068 Uiso 1 1 calc R . . H21B H 0.2955 0.5293 1.1917 0.068 Uiso 1 1 calc R . . C22 C 0.4017(5) 0.6769(4) 1.1243(4) 0.0621(12) Uani 1 1 d . . . H22A H 0.4926 0.6528 1.1443 0.075 Uiso 1 1 calc R . . H22B H 0.4322 0.7253 1.0621 0.075 Uiso 1 1 calc R . . C23 C 0.3732(5) 0.8295(4) 1.1626(3) 0.0610(12) Uani 1 1 d . . . H23A H 0.3777 0.8760 1.1012 0.073 Uiso 1 1 calc R . . H23B H 0.4759 0.8242 1.1699 0.073 Uiso 1 1 calc R . . C24 C 0.2765(5) 0.8745(4) 1.2267(3) 0.0584(12) Uani 1 1 d . . . H24A H 0.2598 0.8236 1.2878 0.070 Uiso 1 1 calc R . . H24B H 0.3274 0.9380 1.2227 0.070 Uiso 1 1 calc R . . C26 C 0.0637(6) 0.9820(4) 1.2313(3) 0.0660(13) Uani 1 1 d . . . H26A H -0.0126 1.0104 1.1987 0.079 Uiso 1 1 calc R . . H26B H 0.1394 1.0386 1.2156 0.079 Uiso 1 1 calc R . . C27 C -0.0103(6) 0.9430(4) 1.3311(3) 0.0572(12) Uani 1 1 d . . . H27A H 0.0670 0.9195 1.3638 0.069 Uiso 1 1 calc R . . H27B H -0.0602 1.0004 1.3468 0.069 Uiso 1 1 calc R . . H6A H -0.084(5) 0.823(3) 1.324(3) 0.043(12) Uiso 1 1 d . . . H7A H 0.110(5) 0.647(4) 1.160(3) 0.052(13) 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 Eu1 0.03252(13) 0.03211(13) 0.03716(13) -0.01357(9) -0.01131(8) 0.00574(8) O1 0.0431(17) 0.071(2) 0.0534(17) -0.0287(16) -0.0106(14) 0.0025(15) N1 0.065(3) 0.0424(19) 0.0397(18) -0.0163(16) -0.0081(17) -0.0005(18) C1 0.040(2) 0.074(3) 0.048(2) -0.022(2) -0.0064(19) 0.008(2) O2 0.058(2) 0.0598(19) 0.0557(18) -0.0272(15) -0.0276(15) 0.0133(15) N2 0.050(2) 0.042(2) 0.050(2) -0.0184(18) -0.0024(17) -0.0043(17) C2 0.038(2) 0.048(2) 0.040(2) -0.0099(18) -0.0088(17) 0.0025(18) O3 0.099(3) 0.093(3) 0.082(3) -0.065(2) -0.004(2) 0.001(2) N3 0.045(2) 0.042(2) 0.049(2) -0.0212(17) -0.0069(16) 0.0056(16) C3 0.056(3) 0.064(3) 0.053(3) -0.028(2) -0.013(2) 0.003(2) O4 0.059(2) 0.0558(19) 0.076(2) -0.0134(17) -0.0250(17) -0.0026(16) N4 0.036(2) 0.049(2) 0.074(3) -0.030(2) -0.0162(19) 0.0106(17) C4 0.050(3) 0.069(3) 0.067(3) -0.019(3) -0.026(2) 0.000(2) O5 0.058(2) 0.062(2) 0.0509(18) -0.0101(15) -0.0126(15) -0.0073(16) N5 0.046(2) 0.0370(19) 0.046(2) -0.0080(16) -0.0174(16) -0.0035(15) C5 0.052(3) 0.052(3) 0.061(3) -0.010(2) -0.016(2) 0.014(2) O6 0.100(3) 0.063(2) 0.070(2) -0.0082(19) -0.003(2) -0.038(2) N6 0.0407(19) 0.044(2) 0.052(2) -0.0267(17) -0.0110(16) 0.0125(15) C6 0.083(4) 0.054(3) 0.064(3) -0.028(2) -0.030(3) 0.021(3) O7 0.081(2) 0.0492(19) 0.0644(19) -0.0293(16) -0.0251(17) 0.0156(17) N7 0.043(2) 0.0407(19) 0.0462(19) -0.0173(16) -0.0133(15) 0.0118(15) C7 0.062(3) 0.059(3) 0.058(3) -0.025(2) -0.028(2) 0.011(2) O8 0.105(3) 0.093(3) 0.090(3) -0.052(2) -0.056(2) 0.059(2) C8 0.051(3) 0.053(3) 0.078(3) -0.036(2) -0.026(2) 0.023(2) O9 0.095(3) 0.064(2) 0.116(3) -0.063(2) -0.025(2) 0.014(2) C9 0.041(2) 0.067(3) 0.078(3) -0.045(3) -0.024(2) 0.023(2) O10 0.054(2) 0.063(2) 0.081(2) -0.0017(19) -0.0155(18) 0.0144(17) C10 0.044(2) 0.051(3) 0.063(3) -0.025(2) -0.007(2) -0.001(2) O11 0.0433(18) 0.066(2) 0.070(2) -0.0136(18) -0.0200(16) 0.0040(16) C11 0.047(3) 0.056(3) 0.066(3) -0.030(2) -0.013(2) -0.001(2) O12 0.0311(18) 0.093(3) 0.120(3) -0.044(2) -0.0254(18) 0.0108(17) C12 0.056(3) 0.042(2) 0.056(3) -0.012(2) -0.012(2) 0.003(2) O13 0.0593(19) 0.0487(17) 0.0486(16) -0.0225(14) -0.0129(14) 0.0002(14) C13 0.054(3) 0.042(2) 0.060(3) -0.027(2) -0.017(2) 0.009(2) O14 0.0647(19) 0.0410(15) 0.0382(15) -0.0148(12) -0.0132(13) 0.0046(13) C14 0.055(3) 0.078(3) 0.039(2) -0.008(2) -0.008(2) 0.016(2) O15 0.117(3) 0.051(2) 0.057(2) -0.0011(17) -0.027(2) -0.029(2) C15 0.044(2) 0.049(2) 0.036(2) -0.0067(18) -0.0103(17) 0.0017(19) O16 0.0450(18) 0.0500(19) 0.0441(18) -0.0151(15) -0.0187(15) 0.0064(14) C16 0.053(3) 0.056(3) 0.063(3) -0.018(2) -0.021(2) 0.002(2) O17 0.0538(18) 0.0459(17) 0.0572(17) -0.0248(14) -0.0079(14) 0.0018(14) C17 0.076(4) 0.054(3) 0.075(3) -0.012(3) -0.008(3) 0.018(3) O18 0.0510(18) 0.0502(17) 0.0563(17) -0.0279(14) -0.0159(14) 0.0054(14) C18 0.046(3) 0.085(4) 0.076(4) 0.017(3) -0.015(3) 0.013(3) O19 0.0520(18) 0.0590(19) 0.0651(19) -0.0293(16) -0.0049(15) -0.0015(15) C19 0.061(3) 0.107(5) 0.068(3) -0.005(3) -0.039(3) -0.001(3) O20 0.0542(19) 0.0611(19) 0.0583(18) -0.0269(15) -0.0143(14) -0.0021(15) C20 0.075(3) 0.069(3) 0.049(3) -0.018(2) -0.026(2) 0.000(3) C21 0.046(3) 0.057(3) 0.075(3) -0.030(2) -0.025(2) 0.025(2) C22 0.041(3) 0.075(3) 0.075(3) -0.033(3) -0.018(2) 0.014(2) C23 0.048(3) 0.067(3) 0.068(3) -0.025(2) -0.013(2) -0.011(2) C24 0.056(3) 0.058(3) 0.066(3) -0.026(2) -0.017(2) -0.010(2) C26 0.073(3) 0.048(3) 0.071(3) -0.016(2) -0.015(3) 0.002(2) C27 0.062(3) 0.044(2) 0.072(3) -0.028(2) -0.018(2) 0.004(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 Eu1 O16 2.498(3) . ? Eu1 O4 2.506(3) . ? Eu1 O2 2.506(3) . ? Eu1 O7 2.509(3) . ? Eu1 O14 2.509(3) . ? Eu1 O1 2.516(3) . ? Eu1 O5 2.527(3) . ? Eu1 O10 2.549(3) . ? Eu1 O8 2.553(3) . ? Eu1 O13 2.617(3) . ? Eu1 O11 2.624(3) . ? Eu1 N1 2.945(3) . ? O1 N1 1.274(5) . ? N1 O3 1.214(5) . ? N1 O2 1.257(5) . ? C1 C2 1.485(6) . ? C1 N6 1.505(6) . ? N2 O6 1.213(5) . ? N2 O5 1.249(5) . ? N2 O4 1.260(5) . ? C2 C3 1.373(6) . ? C2 C7 1.388(6) . ? N3 O9 1.203(5) . ? N3 O7 1.237(5) . ? N3 O8 1.250(5) . ? C3 C4 1.396(6) . ? N4 O12 1.213(5) . ? N4 O11 1.243(5) . ? N4 O10 1.247(5) . ? C4 C5 1.362(7) . ? N5 O15 1.228(4) . ? N5 O13 1.248(4) . ? N5 O14 1.255(4) . ? C5 C6 1.370(7) . ? N6 C8 1.500(5) . ? N6 C27 1.503(6) . ? C6 C7 1.367(6) . ? N7 C14 1.500(5) . ? N7 C21 1.500(5) . ? N7 C13 1.504(6) . ? C8 C9 1.509(6) . ? C9 O17 1.416(5) . ? C10 O17 1.410(5) . ? C10 C11 1.478(6) . ? C11 O18 1.422(5) . ? C12 O18 1.424(5) . ? C12 C13 1.496(6) . ? C14 C15 1.494(6) . ? C15 C16 1.376(6) . ? C15 C20 1.383(6) . ? C16 C17 1.390(7) . ? C17 C18 1.364(8) . ? C18 C19 1.357(9) . ? O19 C22 1.411(5) . ? O19 C23 1.419(6) . ? C19 C20 1.367(7) . ? O20 C26 1.419(6) . ? O20 C24 1.424(5) . ? C21 C22 1.504(7) . ? C23 C24 1.489(7) . ? C26 C27 1.507(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O16 Eu1 O4 68.98(11) . . ? O16 Eu1 O2 114.02(11) . . ? O4 Eu1 O2 110.56(11) . . ? O16 Eu1 O7 69.08(11) . . ? O4 Eu1 O7 73.05(12) . . ? O2 Eu1 O7 175.77(10) . . ? O16 Eu1 O14 76.61(10) . . ? O4 Eu1 O14 140.61(10) . . ? O2 Eu1 O14 66.70(9) . . ? O7 Eu1 O14 112.10(10) . . ? O16 Eu1 O1 66.94(11) . . ? O4 Eu1 O1 77.79(11) . . ? O2 Eu1 O1 50.44(10) . . ? O7 Eu1 O1 133.49(11) . . ? O14 Eu1 O1 71.39(10) . . ? O16 Eu1 O5 113.27(11) . . ? O4 Eu1 O5 49.79(10) . . ? O2 Eu1 O5 72.65(11) . . ? O7 Eu1 O5 109.10(11) . . ? O14 Eu1 O5 138.29(10) . . ? O1 Eu1 O5 75.93(11) . . ? O16 Eu1 O10 133.65(12) . . ? O4 Eu1 O10 149.26(12) . . ? O2 Eu1 O10 81.19(12) . . ? O7 Eu1 O10 94.59(12) . . ? O14 Eu1 O10 70.03(10) . . ? O1 Eu1 O10 126.96(12) . . ? O5 Eu1 O10 113.06(11) . . ? O16 Eu1 O8 112.76(11) . . ? O4 Eu1 O8 70.79(13) . . ? O2 Eu1 O8 129.71(11) . . ? O7 Eu1 O8 48.70(11) . . ? O14 Eu1 O8 143.20(13) . . ? O1 Eu1 O8 145.41(14) . . ? O5 Eu1 O8 72.92(13) . . ? O10 Eu1 O8 79.88(14) . . ? O16 Eu1 O13 68.71(11) . . ? O4 Eu1 O13 127.63(10) . . ? O2 Eu1 O13 113.96(10) . . ? O7 Eu1 O13 64.00(10) . . ? O14 Eu1 O13 49.22(9) . . ? O1 Eu1 O13 111.44(10) . . ? O5 Eu1 O13 172.12(9) . . ? O10 Eu1 O13 65.21(10) . . ? O8 Eu1 O13 99.23(12) . . ? O16 Eu1 O11 177.58(10) . . ? O4 Eu1 O11 108.69(11) . . ? O2 Eu1 O11 67.20(11) . . ? O7 Eu1 O11 109.81(11) . . ? O14 Eu1 O11 105.80(10) . . ? O1 Eu1 O11 113.51(10) . . ? O5 Eu1 O11 64.86(10) . . ? O10 Eu1 O11 48.20(10) . . ? O8 Eu1 O11 65.43(11) . . ? O13 Eu1 O11 112.92(10) . . ? O16 Eu1 N1 90.23(11) . . ? O4 Eu1 N1 95.54(11) . . ? O2 Eu1 N1 25.05(10) . . ? O7 Eu1 N1 158.75(12) . . ? O14 Eu1 N1 65.42(9) . . ? O1 Eu1 N1 25.46(10) . . ? O5 Eu1 N1 73.88(10) . . ? O10 Eu1 N1 103.62(12) . . ? O8 Eu1 N1 145.04(11) . . ? O13 Eu1 N1 113.95(9) . . ? O11 Eu1 N1 90.67(11) . . ? N1 O1 Eu1 96.4(2) . . ? O3 N1 O2 122.5(4) . . ? O3 N1 O1 122.1(4) . . ? O2 N1 O1 115.4(3) . . ? O3 N1 Eu1 176.4(3) . . ? O2 N1 Eu1 57.56(19) . . ? O1 N1 Eu1 58.10(19) . . ? C2 C1 N6 112.2(3) . . ? N1 O2 Eu1 97.4(2) . . ? O6 N2 O5 122.4(4) . . ? O6 N2 O4 122.4(4) . . ? O5 N2 O4 115.2(3) . . ? O6 N2 Eu1 176.4(3) . . ? O5 N2 Eu1 58.1(2) . . ? O4 N2 Eu1 57.2(2) . . ? C3 C2 C7 118.9(4) . . ? C3 C2 C1 120.8(4) . . ? C7 C2 C1 120.3(4) . . ? O9 N3 O7 120.8(4) . . ? O9 N3 O8 125.0(4) . . ? O7 N3 O8 114.2(3) . . ? O9 N3 Eu1 172.4(3) . . ? O7 N3 Eu1 56.41(19) . . ? O8 N3 Eu1 58.6(2) . . ? C2 C3 C4 120.4(4) . . ? N2 O4 Eu1 97.8(2) . . ? O12 N4 O11 120.9(4) . . ? O12 N4 O10 122.9(4) . . ? O11 N4 O10 116.2(4) . . ? O12 N4 Eu1 177.4(3) . . ? O11 N4 Eu1 59.8(2) . . ? O10 N4 Eu1 56.4(2) . . ? C5 C4 C3 119.6(4) . . ? N2 O5 Eu1 97.0(2) . . ? O15 N5 O13 122.6(3) . . ? O15 N5 O14 120.2(3) . . ? O13 N5 O14 117.2(3) . . ? O15 N5 Eu1 176.0(3) . . ? O13 N5 Eu1 61.15(18) . . ? O14 N5 Eu1 56.22(18) . . ? C4 C5 C6 120.2(4) . . ? C8 N6 C27 112.8(3) . . ? C8 N6 C1 112.7(3) . . ? C27 N6 C1 111.4(4) . . ? C7 C6 C5 120.7(5) . . ? N3 O7 Eu1 99.3(2) . . ? C14 N7 C21 112.0(3) . . ? C14 N7 C13 112.7(4) . . ? C21 N7 C13 111.9(3) . . ? C6 C7 C2 120.2(4) . . ? N3 O8 Eu1 96.7(2) . . ? N6 C8 C9 110.3(3) . . ? O17 C9 C8 106.9(4) . . ? N4 O10 Eu1 99.6(3) . . ? O17 C10 C11 109.8(4) . . ? N4 O11 Eu1 96.0(2) . . ? O18 C11 C10 110.6(4) . . ? O18 C12 C13 111.3(4) . . ? N5 O13 Eu1 94.2(2) . . ? C12 C13 N7 110.2(3) . . ? N5 O14 Eu1 99.2(2) . . ? C15 C14 N7 112.4(3) . . ? C16 C15 C20 119.2(4) . . ? C16 C15 C14 120.1(4) . . ? C20 C15 C14 120.7(4) . . ? C15 C16 C17 119.4(5) . . ? C10 O17 C9 112.5(3) . . ? C18 C17 C16 120.5(5) . . ? C11 O18 C12 114.6(3) . . ? C19 C18 C17 119.9(5) . . ? C22 O19 C23 113.5(4) . . ? C18 C19 C20 120.6(5) . . ? C26 O20 C24 113.6(4) . . ? C19 C20 C15 120.4(5) . . ? N7 C21 C22 110.8(4) . . ? O19 C22 C21 107.2(4) . . ? O19 C23 C24 109.9(4) . . ? O20 C24 C23 109.3(4) . . ? O20 C26 C27 111.2(4) . . ? N6 C27 C26 110.6(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O16 H16B O12 0.88(9) 2.16(9) 2.955(5) 150(8) 1_455 O16 H16A O15 0.70(4) 2.12(4) 2.815(5) 178(5) 2_676 O16 H16B O4 0.88(9) 2.40(8) 2.833(5) 111(7) . N6 H6A O20 0.82(4) 2.36(4) 2.868(5) 121(4) . N7 H7A O18 0.90(5) 2.27(5) 2.848(4) 122(4) . _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 23.28 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.880 _refine_diff_density_min -0.776 _refine_diff_density_rms 0.089 #===END data_compound3 _database_code_CSD 185606 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H42 N6 O22 U1' _chemical_formula_weight 1266.72 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' 'U' 'U' -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1390(7) _cell_length_b 10.6432(10) _cell_length_c 12.1312(11) _cell_angle_alpha 102.865(2) _cell_angle_beta 102.057(2) _cell_angle_gamma 91.201(2) _cell_volume 999.37(16) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.105 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 600 _exptl_absorpt_coefficient_mu 8.181 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.2662 _exptl_absorpt_correction_T_max 0.3733 _exptl_absorpt_process_details ? _exptl_special_details ; Data were corrected for decay and absorption using the program SADABS based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995). ; _diffrn_ambient_temperature 296(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 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 4565 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_sigmaI/netI 0.0442 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 23.25 _reflns_number_total 2807 _reflns_number_gt 2554 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.0577P)^2^+1.8651P] 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 2807 _refine_ls_number_parameters 256 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0385 _refine_ls_R_factor_gt 0.0333 _refine_ls_wR_factor_ref 0.0933 _refine_ls_wR_factor_gt 0.0825 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 U -0.13461(4) 0.12298(3) -0.06690(2) 0.03431(15) Uani 1 1 d . . . O5 O -0.1633(9) 0.3330(6) -0.1318(6) 0.0519(16) Uani 1 1 d . . . N2 N -0.5114(10) 0.0920(8) -0.1356(7) 0.055(2) Uani 1 1 d . . . O4 O 0.0906(8) 0.2957(6) -0.0627(6) 0.0536(16) Uani 1 1 d . . . O6 O 0.0426(10) 0.4667(6) -0.1281(7) 0.0641(19) Uani 1 1 d . . . N3 N 0.6071(11) 0.4460(7) 0.2744(6) 0.0459(18) Uani 1 1 d . . . C2 C 0.8034(11) 0.3185(9) 0.3831(7) 0.044(2) Uani 1 1 d . . . C3 C 0.7963(13) 0.3655(10) 0.4983(8) 0.058(3) Uani 1 1 d . . . H3 H 0.7837 0.4528 0.5256 0.070 Uiso 1 1 calc R . . C1 C 0.7855(13) 0.4075(10) 0.3026(8) 0.054(2) Uani 1 1 d . . . H1A H 0.8176 0.3651 0.2315 0.065 Uiso 1 1 calc R . . H1B H 0.8607 0.4843 0.3380 0.065 Uiso 1 1 calc R . . C13 C 0.4036(14) 0.4299(10) 0.7675(9) 0.056(3) Uani 1 1 d . . . H13A H 0.5210 0.4139 0.7923 0.068 Uiso 1 1 calc R . . H13B H 0.3519 0.4390 0.8338 0.068 Uiso 1 1 calc R . . O2C O 0.3715(9) 0.3259(6) 0.5716(6) 0.0575(17) Uani 1 1 d . . . C6 C 0.8335(14) 0.1065(10) 0.4210(9) 0.063(3) Uani 1 1 d . . . H6 H 0.8481 0.0192 0.3953 0.076 Uiso 1 1 calc R . . C7 C 0.8223(12) 0.1877(9) 0.3442(8) 0.048(2) Uani 1 1 d . . . H7 H 0.8273 0.1544 0.2674 0.058 Uiso 1 1 calc R . . C4 C 0.8078(14) 0.2846(12) 0.5713(9) 0.065(3) Uani 1 1 d . . . H4 H 0.8049 0.3181 0.6484 0.078 Uiso 1 1 calc R . . C12 C 0.3165(15) 0.3167(9) 0.6737(9) 0.061(3) Uani 1 1 d . . . H12A H 0.3467 0.2361 0.6946 0.073 Uiso 1 1 calc R . . H12B H 0.1952 0.3203 0.6616 0.073 Uiso 1 1 calc R . . C11 C 0.2809(15) 0.2322(10) 0.4743(10) 0.067(3) Uani 1 1 d . . . H11A H 0.1628 0.2498 0.4591 0.081 Uiso 1 1 calc R . . H11B H 0.2893 0.1469 0.4902 0.081 Uiso 1 1 calc R . . C5 C 0.8235(14) 0.1540(12) 0.5342(9) 0.068(3) Uani 1 1 d . . . H5 H 0.8272 0.0993 0.5846 0.082 Uiso 1 1 calc R . . O9 O -0.6636(8) 0.0846(8) -0.1580(7) 0.070(2) Uani 1 1 d . . . O7 O -0.4263(9) 0.1923(7) -0.1388(8) 0.077(2) Uani 1 1 d . . . O1C O 0.3225(9) 0.3561(6) 0.3396(6) 0.0621(18) Uani 1 1 d . . . O3 O -0.1331(7) -0.0713(6) -0.0075(6) 0.0441(15) Uani 1 1 d D . . O8 O -0.4250(9) 0.0013(7) -0.1103(6) 0.0584(17) Uani 1 1 d . . . C9 C 0.3186(16) 0.3483(11) 0.2210(9) 0.074(4) Uani 1 1 d . . . H9A H 0.2685 0.4237 0.1995 0.089 Uiso 1 1 calc R . . H9B H 0.2478 0.2726 0.1746 0.089 Uiso 1 1 calc R . . N1 N -0.0079(11) 0.3686(7) -0.1083(7) 0.0489(19) Uani 1 1 d . . . C10 C 0.3518(15) 0.2362(10) 0.3708(10) 0.070(3) Uani 1 1 d . . . H10A H 0.4719 0.2257 0.3883 0.084 Uiso 1 1 calc R . . H10B H 0.2990 0.1658 0.3064 0.084 Uiso 1 1 calc R . . C8 C 0.4914(14) 0.3403(10) 0.1938(8) 0.059(3) Uani 1 1 d . . . H8A H 0.5341 0.2575 0.2013 0.071 Uiso 1 1 calc R . . H8B H 0.4844 0.3473 0.1146 0.071 Uiso 1 1 calc R . . O1 O -0.1569(9) 0.2056(6) 0.0718(5) 0.0520(16) Uani 1 1 d . . . O2 O -0.1190(8) 0.0445(6) -0.2089(5) 0.0496(15) Uiso 1 1 d . . . H3S H -0.223(6) -0.089(7) 0.033(5) 0.022(18) Uiso 1 1 d D . . H2 H 0.572(8) 0.458(6) 0.338(6) 0.010(16) 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 U1 0.0436(2) 0.0279(2) 0.0321(2) 0.01034(13) 0.00630(13) 0.00150(13) O5 0.052(4) 0.047(4) 0.059(4) 0.027(3) 0.003(3) 0.000(3) N2 0.051(5) 0.057(5) 0.056(5) 0.020(4) 0.006(4) 0.001(4) O4 0.049(4) 0.041(4) 0.076(4) 0.026(3) 0.011(3) 0.001(3) O6 0.076(5) 0.044(4) 0.086(5) 0.033(4) 0.030(4) -0.007(3) N3 0.073(5) 0.041(4) 0.029(4) 0.014(3) 0.017(4) 0.010(4) C2 0.045(5) 0.049(5) 0.042(5) 0.017(4) 0.013(4) 0.006(4) C3 0.071(7) 0.054(6) 0.049(6) 0.012(5) 0.012(5) 0.015(5) C1 0.070(7) 0.050(6) 0.047(5) 0.017(4) 0.015(5) 0.021(5) C13 0.059(6) 0.062(6) 0.063(6) 0.035(5) 0.025(5) 0.008(5) O2C 0.064(4) 0.046(4) 0.059(4) 0.005(3) 0.013(3) -0.008(3) C6 0.067(7) 0.054(6) 0.071(8) 0.026(6) 0.006(6) 0.003(5) C7 0.058(6) 0.044(5) 0.045(5) 0.012(4) 0.016(4) 0.002(4) C4 0.067(7) 0.085(8) 0.040(5) 0.012(5) 0.009(5) 0.006(6) C12 0.081(7) 0.039(5) 0.070(7) 0.026(5) 0.015(6) 0.008(5) C11 0.072(7) 0.046(6) 0.079(8) 0.010(5) 0.013(6) -0.020(5) C5 0.072(7) 0.095(9) 0.046(6) 0.044(6) 0.002(5) 0.009(6) O9 0.038(4) 0.092(6) 0.082(5) 0.033(4) 0.005(3) 0.002(4) O7 0.043(4) 0.058(5) 0.131(7) 0.050(5) -0.007(4) 0.001(4) O1C 0.074(5) 0.047(4) 0.055(4) -0.001(3) 0.005(3) 0.000(3) O3 0.036(3) 0.040(3) 0.062(4) 0.026(3) 0.009(3) -0.004(3) O8 0.057(4) 0.053(4) 0.069(4) 0.030(3) 0.005(3) 0.006(3) C9 0.094(9) 0.050(6) 0.057(7) 0.001(5) -0.018(6) 0.005(6) N1 0.074(6) 0.033(4) 0.047(4) 0.018(3) 0.021(4) 0.002(4) C10 0.076(7) 0.042(6) 0.081(8) -0.001(5) 0.010(6) -0.012(5) C8 0.083(8) 0.046(6) 0.038(5) 0.000(4) 0.000(5) 0.010(5) O1 0.071(4) 0.045(4) 0.040(3) 0.002(3) 0.020(3) 0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag U1 O1 1.765(6) . ? U1 O2 1.771(6) . ? U1 O3 2.305(6) 2 ? U1 O3 2.336(6) . ? U1 O5 2.529(6) . ? U1 O7 2.537(7) . ? U1 O4 2.554(6) . ? U1 O8 2.567(7) . ? U1 U1 3.8646(6) 2 ? O5 N1 1.268(10) . ? N2 O9 1.208(10) . ? N2 O8 1.262(10) . ? N2 O7 1.272(11) . ? O4 N1 1.258(10) . ? O6 N1 1.204(10) . ? N3 C8 1.480(12) . ? N3 C1 1.507(12) . ? N3 C13 1.516(12) 2_666 ? C2 C3 1.389(13) . ? C2 C7 1.390(13) . ? C2 C1 1.494(13) . ? C3 C4 1.357(15) . ? C13 C12 1.505(15) . ? C13 N3 1.516(12) 2_666 ? O2C C11 1.419(12) . ? O2C C12 1.424(12) . ? C6 C5 1.373(15) . ? C6 C7 1.396(13) . ? C4 C5 1.380(16) . ? C11 C10 1.496(16) . ? O1C C9 1.417(14) . ? O1C C10 1.421(13) . ? O3 U1 2.305(6) 2 ? C9 C8 1.510(17) . ? 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 O1 U1 O2 177.4(3) . . ? O1 U1 O3 91.5(3) . 2 ? O2 U1 O3 90.9(3) . 2 ? O1 U1 O3 89.4(3) . . ? O2 U1 O3 92.5(3) . . ? O3 U1 O3 67.3(2) 2 . ? O1 U1 O5 89.2(3) . . ? O2 U1 O5 88.7(3) . . ? O3 U1 O5 117.5(2) 2 . ? O3 U1 O5 175.0(2) . . ? O1 U1 O7 85.5(3) . . ? O2 U1 O7 92.2(3) . . ? O3 U1 O7 176.5(2) 2 . ? O3 U1 O7 114.4(2) . . ? O5 U1 O7 60.8(2) . . ? O1 U1 O4 90.0(3) . . ? O2 U1 O4 89.9(3) . . ? O3 U1 O4 67.7(2) 2 . ? O3 U1 O4 134.9(2) . . ? O5 U1 O4 49.9(2) . . ? O7 U1 O4 110.5(2) . . ? O1 U1 O8 92.0(3) . . ? O2 U1 O8 87.2(3) . . ? O3 U1 O8 132.5(2) 2 . ? O3 U1 O8 65.5(2) . . ? O5 U1 O8 109.8(2) . . ? O7 U1 O8 49.5(2) . . ? O4 U1 O8 159.6(2) . . ? O1 U1 U1 90.5(2) . 2 ? O2 U1 U1 92.0(2) . 2 ? O3 U1 U1 33.88(14) 2 2 ? O3 U1 U1 33.38(14) . 2 ? O5 U1 U1 151.41(15) . 2 ? O7 U1 U1 147.66(17) . 2 ? O4 U1 U1 101.55(14) . 2 ? O8 U1 U1 98.75(15) . 2 ? N1 O5 U1 97.5(5) . . ? O9 N2 O8 123.3(9) . . ? O9 N2 O7 121.7(9) . . ? O8 N2 O7 115.0(8) . . ? N1 O4 U1 96.6(5) . . ? C8 N3 C1 112.5(7) . . ? C8 N3 C13 112.0(8) . 2_666 ? C1 N3 C13 112.3(8) . 2_666 ? C3 C2 C7 118.8(8) . . ? C3 C2 C1 120.0(8) . . ? C7 C2 C1 121.2(8) . . ? C4 C3 C2 120.3(10) . . ? C2 C1 N3 111.3(8) . . ? C12 C13 N3 111.3(8) . 2_666 ? C11 O2C C12 110.7(8) . . ? C5 C6 C7 120.8(10) . . ? C2 C7 C6 119.7(9) . . ? C3 C4 C5 121.9(10) . . ? O2C C12 C13 106.3(8) . . ? O2C C11 C10 109.5(8) . . ? C6 C5 C4 118.5(10) . . ? N2 O7 U1 98.2(5) . . ? C9 O1C C10 112.6(8) . . ? U1 O3 U1 112.7(2) 2 . ? N2 O8 U1 97.0(5) . . ? O1C C9 C8 112.7(9) . . ? O6 N1 O4 121.9(9) . . ? O6 N1 O5 122.0(8) . . ? O4 N1 O5 116.0(7) . . ? O1C C10 C11 109.8(9) . . ? N3 C8 C9 109.7(8) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3S O9 1.002(10) 1.92(3) 2.880(10) 159(6) 2_455 N3 H2 O1C 0.86(7) 2.29(7) 2.813(12) 119(5) . _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 23.25 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.872 _refine_diff_density_min -1.288 _refine_diff_density_rms 0.176 #===END data_compound4 _database_code_CSD 185607 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H44 Cl4 N2 O8 U' _chemical_formula_weight 892.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'U' 'U' -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.7820(18) _cell_length_b 12.828(3) _cell_length_c 14.755(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.16(3) _cell_angle_gamma 90.00 _cell_volume 1662.2(6) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.783 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 876 _exptl_absorpt_coefficient_mu 5.251 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.2609 _exptl_absorpt_correction_T_max 0.3019 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11196 _diffrn_reflns_av_R_equivalents 0.0497 _diffrn_reflns_av_sigmaI/netI 0.0582 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 28.34 _reflns_number_total 3958 _reflns_number_gt 2712 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0749P)^2^+6.6168P] 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 3958 _refine_ls_number_parameters 199 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0790 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1502 _refine_ls_wR_factor_gt 0.1354 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.998 _refine_ls_shift/su_mean 0.028 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 H2S H 0.828(13) -0.029(4) 0.435(7) 0.08(4) Uiso 1 1 d D . . H1S H 0.758(15) 0.040(9) 0.518(6) 0.14(6) Uiso 1 1 d D . . H1N H 0.952(10) 0.149(7) 0.416(6) 0.05(3) Uiso 1 1 d . . . U1 U 0.5000 0.5000 0.5000 0.03012(15) Uani 1 2 d S . . O2 O 0.8847(7) 0.0072(4) 0.6533(4) 0.0381(13) Uani 1 1 d . . . O3 O 0.5853(5) 0.5492(4) 0.3990(3) 0.0346(11) Uani 1 1 d . . . O1S O 0.8347(6) 0.0398(5) 0.4663(4) 0.0373(12) Uani 1 1 d D . . O1 O 1.0664(7) 0.1714(5) 0.5905(4) 0.0480(15) Uani 1 1 d . . . C7 C 0.8716(9) 0.4114(7) 0.2880(6) 0.050(2) Uani 1 1 d . . . H7 H 0.8229 0.4199 0.3449 0.060 Uiso 1 1 calc R . . C5 C 0.9685(11) 0.4848(7) 0.1481(7) 0.049(2) Uani 1 1 d . . . H5 H 0.9876 0.5432 0.1102 0.059 Uiso 1 1 calc R . . C6 C 0.8981(12) 0.4980(7) 0.2327(9) 0.057(3) Uani 1 1 d . . . H6 H 0.8686 0.5655 0.2523 0.069 Uiso 1 1 calc R . . N3 N 1.0079(8) 0.1981(5) 0.3915(4) 0.0350(14) Uani 1 1 d . . . C9 C 1.1140(12) 0.2613(7) 0.5405(6) 0.057(3) Uani 1 1 d . . . H9A H 1.2200 0.2504 0.5199 0.068 Uiso 1 1 calc R . . H9B H 1.1138 0.3224 0.5816 0.068 Uiso 1 1 calc R . . C13 C 0.8394(9) -0.1744(7) 0.6490(6) 0.0402(19) Uani 1 1 d . . . H13A H 0.8066 -0.2345 0.6862 0.048 Uiso 1 1 calc R . . H13B H 0.7642 -0.1654 0.5995 0.048 Uiso 1 1 calc R . . C4 C 1.0091(10) 0.3871(8) 0.1209(6) 0.049(2) Uani 1 1 d . . . H4 H 1.0536 0.3769 0.0630 0.059 Uiso 1 1 calc R . . C2 C 0.9164(9) 0.3132(7) 0.2598(6) 0.0411(18) Uani 1 1 d . . . C12 C 0.8396(9) -0.0781(6) 0.7071(5) 0.0397(18) Uani 1 1 d . . . H12A H 0.7365 -0.0657 0.7318 0.048 Uiso 1 1 calc R . . H12B H 0.9112 -0.0869 0.7585 0.048 Uiso 1 1 calc R . . C1 C 0.8863(8) 0.2196(6) 0.3199(6) 0.0373(17) Uani 1 1 d . . . H1A H 0.8763 0.1571 0.2809 0.045 Uiso 1 1 calc R . . H1B H 0.7876 0.2300 0.3509 0.045 Uiso 1 1 calc R . . C11 C 0.9152(11) 0.0990(7) 0.7077(5) 0.047(2) Uani 1 1 d . . . H11A H 1.0081 0.0881 0.7447 0.056 Uiso 1 1 calc R . . H11B H 0.8290 0.1123 0.7492 0.056 Uiso 1 1 calc R . . C3 C 0.9853(10) 0.3025(7) 0.1780(6) 0.049(2) Uani 1 1 d . . . H3 H 1.0182 0.2353 0.1594 0.058 Uiso 1 1 calc R . . C8 C 1.0144(11) 0.2863(7) 0.4578(6) 0.050(2) Uani 1 1 d . . . H8A H 0.9099 0.3026 0.4784 0.060 Uiso 1 1 calc R . . H8B H 1.0553 0.3489 0.4270 0.060 Uiso 1 1 calc R . . C10 C 0.9368(11) 0.1904(7) 0.6455(6) 0.052(2) Uani 1 1 d . . . H10A H 0.8454 0.1996 0.6070 0.062 Uiso 1 1 calc R . . H10B H 0.9520 0.2547 0.6815 0.062 Uiso 1 1 calc R . . Cl1 Cl 0.2211(3) 0.5283(3) 0.4282(2) 0.0756(8) Uani 1 1 d . . . Cl2 Cl 0.5121(3) 0.30274(19) 0.42828(19) 0.0667(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.0318(2) 0.0350(2) 0.0236(2) 0.00332(16) 0.00357(13) -0.00076(16) O2 0.048(3) 0.045(3) 0.022(3) 0.003(2) 0.003(2) 0.002(2) O3 0.038(3) 0.035(3) 0.031(3) 0.002(2) 0.006(2) 0.003(2) O1S 0.034(3) 0.045(3) 0.033(3) 0.001(3) 0.000(2) -0.006(2) O1 0.053(4) 0.054(4) 0.037(3) 0.001(3) 0.005(3) -0.008(3) C7 0.040(4) 0.057(6) 0.054(6) 0.009(4) 0.000(4) 0.009(4) C5 0.046(5) 0.056(6) 0.045(6) 0.021(4) -0.018(4) -0.009(4) C6 0.050(5) 0.053(6) 0.068(8) 0.012(5) -0.008(5) 0.013(4) N3 0.039(4) 0.037(3) 0.030(4) 0.003(3) -0.002(3) -0.005(3) C9 0.073(6) 0.057(6) 0.040(5) -0.001(4) -0.003(5) -0.032(5) C13 0.031(4) 0.054(5) 0.035(5) 0.009(4) 0.002(3) -0.002(3) C4 0.047(5) 0.069(6) 0.032(5) 0.012(4) -0.008(4) -0.008(4) C2 0.035(4) 0.054(5) 0.034(4) 0.005(4) -0.010(3) 0.000(3) C12 0.041(4) 0.050(5) 0.028(4) 0.014(4) 0.005(3) 0.005(4) C1 0.025(3) 0.043(4) 0.044(5) 0.005(4) 0.000(3) -0.005(3) C11 0.065(6) 0.054(5) 0.022(4) -0.004(4) 0.003(4) -0.001(4) C3 0.054(5) 0.061(5) 0.031(5) -0.012(4) -0.010(4) -0.010(4) C8 0.065(6) 0.044(5) 0.041(5) -0.004(4) 0.003(4) -0.007(4) C10 0.065(6) 0.047(5) 0.043(5) 0.000(4) 0.008(5) 0.009(4) Cl1 0.0436(13) 0.133(2) 0.0507(16) 0.0255(16) -0.0003(11) -0.0057(14) Cl2 0.0838(18) 0.0501(13) 0.0662(17) -0.0003(12) 0.0297(14) -0.0028(12) _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 U1 O3 1.785(5) . ? U1 O3 1.785(5) 3_666 ? U1 Cl1 2.690(3) 3_666 ? U1 Cl1 2.690(3) . ? U1 Cl2 2.745(2) 3_666 ? U1 Cl2 2.745(2) . ? O2 C12 1.408(9) . ? O2 C11 1.450(10) . ? O1 C10 1.420(11) . ? O1 C9 1.432(10) . ? C7 C2 1.384(12) . ? C7 C6 1.398(13) . ? C5 C4 1.363(13) . ? C5 C6 1.406(16) . ? N3 C8 1.496(11) . ? N3 C13 1.501(10) 3_756 ? N3 C1 1.525(10) . ? C9 C8 1.533(13) . ? C13 N3 1.501(10) 3_756 ? C13 C12 1.503(12) . ? C4 C3 1.390(12) . ? C2 C3 1.359(11) . ? C2 C1 1.516(11) . ? C11 C10 1.501(12) . ? 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 O3 U1 O3 180.0(3) . 3_666 ? O3 U1 Cl1 89.58(17) . 3_666 ? O3 U1 Cl1 90.42(17) 3_666 3_666 ? O3 U1 Cl1 90.42(17) . . ? O3 U1 Cl1 89.58(17) 3_666 . ? Cl1 U1 Cl1 180.0 3_666 . ? O3 U1 Cl2 90.71(17) . 3_666 ? O3 U1 Cl2 89.29(17) 3_666 3_666 ? Cl1 U1 Cl2 90.49(11) 3_666 3_666 ? Cl1 U1 Cl2 89.51(11) . 3_666 ? O3 U1 Cl2 89.29(17) . . ? O3 U1 Cl2 90.71(17) 3_666 . ? Cl1 U1 Cl2 89.51(11) 3_666 . ? Cl1 U1 Cl2 90.49(11) . . ? Cl2 U1 Cl2 180.0 3_666 . ? C12 O2 C11 111.7(6) . . ? C10 O1 C9 113.1(7) . . ? C2 C7 C6 120.0(9) . . ? C4 C5 C6 119.2(8) . . ? C7 C6 C5 119.8(9) . . ? C8 N3 C13 112.4(7) . 3_756 ? C8 N3 C1 110.0(6) . . ? C13 N3 C1 112.6(6) 3_756 . ? O1 C9 C8 114.3(7) . . ? N3 C13 C12 113.2(7) 3_756 . ? C5 C4 C3 120.0(9) . . ? C3 C2 C7 119.1(8) . . ? C3 C2 C1 121.2(8) . . ? C7 C2 C1 119.7(8) . . ? O2 C12 C13 108.5(6) . . ? C2 C1 N3 115.2(6) . . ? O2 C11 C10 108.6(6) . . ? C2 C3 C4 121.9(9) . . ? N3 C8 C9 112.5(7) . . ? O1 C10 C11 108.6(7) . . ? 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 O1S H1S O2 1.02(3) 2.32(14) 2.823(8) 109(11) . N3 H1N O1S 0.87(9) 1.90(10) 2.769(9) 178(9) . _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 2.487 _refine_diff_density_min -1.600 _refine_diff_density_rms 0.218 #===END data_compound5 _database_code_CSD 185608 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H29 Br2 N O6' _chemical_formula_weight 455.19 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' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.199(4) _cell_length_b 9.361(4) _cell_length_c 13.206(6) _cell_angle_alpha 92.867(9) _cell_angle_beta 95.030(9) _cell_angle_gamma 96.817(9) _cell_volume 1000.6(8) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.511 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 464 _exptl_absorpt_coefficient_mu 4.074 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.3745 _exptl_absorpt_correction_T_max 0.4173 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 4623 _diffrn_reflns_av_R_equivalents 0.0928 _diffrn_reflns_av_sigmaI/netI 0.0672 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 23.31 _reflns_number_total 2832 _reflns_number_gt 2198 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.1175P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.012(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2832 _refine_ls_number_parameters 240 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0704 _refine_ls_R_factor_gt 0.0574 _refine_ls_wR_factor_ref 0.1681 _refine_ls_wR_factor_gt 0.1581 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.63840(7) 0.37941(6) -0.26271(5) 0.0658(3) Uani 1 1 d . . . O1 O -0.0712(5) 0.7232(4) 0.4369(3) 0.0605(10) Uani 1 1 d . . . N1 N -0.0987(5) 0.9084(5) 0.2871(4) 0.0493(11) Uani 1 1 d . . . C1 C -0.2830(7) 0.9124(7) 0.2711(5) 0.0584(15) Uani 1 1 d . . . H1A H -0.3169 0.9086 0.1986 0.070 Uiso 1 1 calc R . . H1B H -0.3395 0.8285 0.2990 0.070 Uiso 1 1 calc R . . H1 H -0.079(6) 0.921(5) 0.355(4) 0.036(13) Uiso 1 1 d . . . H2SC H 0.253(10) 0.611(10) -0.087(7) 0.09(3) Uiso 1 1 d . . . Br2 Br 0.30943(11) 1.16048(8) 0.01702(5) 0.0846(4) Uani 1 1 d D . . O2 O -0.1469(4) 0.8729(4) 0.6150(3) 0.0569(10) Uani 1 1 d . . . C2 C -0.3318(6) 1.0464(6) 0.3211(4) 0.0464(12) Uani 1 1 d . . . C3 C -0.3917(7) 1.1494(8) 0.2620(6) 0.0731(19) Uani 1 1 d . . . H3 H -0.4057 1.1346 0.1914 0.088 Uiso 1 1 calc R . . C4 C -0.4301(9) 1.2731(9) 0.3077(10) 0.106(3) Uani 1 1 d . . . H4 H -0.4689 1.3433 0.2679 0.127 Uiso 1 1 calc R . . C5 C -0.4127(10) 1.2950(9) 0.4094(11) 0.107(4) Uani 1 1 d . . . H5 H -0.4378 1.3807 0.4395 0.128 Uiso 1 1 calc R . . C6 C -0.3576(8) 1.1904(10) 0.4701(6) 0.090(2) Uani 1 1 d . . . H6 H -0.3480 1.2046 0.5406 0.108 Uiso 1 1 calc R . . C7 C -0.3173(7) 1.0654(7) 0.4247(5) 0.0620(15) Uani 1 1 d . . . H7 H -0.2805 0.9943 0.4644 0.074 Uiso 1 1 calc R . . C8 C -0.0514(8) 0.7603(6) 0.2639(5) 0.0622(15) Uani 1 1 d . . . H8A H -0.0948 0.7266 0.1950 0.075 Uiso 1 1 calc R . . H8B H 0.0679 0.7652 0.2680 0.075 Uiso 1 1 calc R . . C9 C -0.1174(9) 0.6555(7) 0.3375(5) 0.0665(16) Uani 1 1 d . . . H9A H -0.2365 0.6351 0.3253 0.080 Uiso 1 1 calc R . . H9B H -0.0702 0.5658 0.3303 0.080 Uiso 1 1 calc R . . C10 C -0.1578(8) 0.6553(6) 0.5119(4) 0.0617(15) Uani 1 1 d . . . H10A H -0.1384 0.5551 0.5127 0.074 Uiso 1 1 calc R . . H10B H -0.2753 0.6582 0.4967 0.074 Uiso 1 1 calc R . . C11 C -0.1021(8) 0.7296(6) 0.6130(5) 0.0648(16) Uani 1 1 d . . . H11A H -0.1530 0.6768 0.6658 0.078 Uiso 1 1 calc R . . H11B H 0.0166 0.7332 0.6260 0.078 Uiso 1 1 calc R . . C12 C -0.1620(7) 0.9327(7) 0.7146(5) 0.0649(16) Uani 1 1 d . . . H12A H -0.2220 0.8610 0.7524 0.078 Uiso 1 1 calc R . . H12B H -0.2246 1.0141 0.7095 0.078 Uiso 1 1 calc R . . C26 C -0.0040(7) 1.0185(7) 0.2289(4) 0.0575(14) Uani 1 1 d . . . H26A H -0.0649 1.1005 0.2203 0.069 Uiso 1 1 calc R . . H26B H 0.0101 0.9771 0.1619 0.069 Uiso 1 1 calc R . . O1S O 0.2505(7) 0.8223(6) 0.0751(4) 0.0874(14) Uani 1 1 d D . . O2S O 0.1907(8) 0.6610(7) -0.0848(4) 0.0842(16) Uani 1 1 d D . . O3S O 0.3609(7) 0.4527(6) -0.1077(4) 0.0874(14) Uani 1 1 d D . . O4S O -0.1096(7) 0.5955(9) -0.1084(7) 0.142(3) Uani 1 1 d D . . H1SA H 0.303(4) 0.919(4) 0.059(9) 0.23(6) Uiso 1 1 d D . . H2SA H 0.074(4) 0.613(9) -0.088(6) 0.14(4) Uiso 1 1 d D . . H3SA H 0.410(13) 0.538(10) -0.061(9) 0.23(6) Uiso 1 1 d D . . H4SA H -0.210(12) 0.650(15) -0.106(11) 0.24(6) Uiso 1 1 d D . . H1SB H 0.333(6) 0.777(6) 0.119(5) 0.11(3) Uiso 1 1 d D . . H2SB H 0.213(8) 0.724(7) -0.020(3) 0.11(3) Uiso 1 1 d D . . H3SB H 0.451(9) 0.413(12) -0.142(8) 0.20(6) Uiso 1 1 d D . . H4SB H -0.117(19) 0.540(19) -0.178(7) 0.31(9) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0625(5) 0.0615(5) 0.0754(5) -0.0067(3) 0.0123(3) 0.0157(3) O1 0.062(2) 0.064(2) 0.051(2) -0.0079(19) 0.0047(17) -0.002(2) N1 0.048(3) 0.056(3) 0.044(3) -0.011(2) 0.0058(19) 0.008(2) C1 0.046(3) 0.064(4) 0.063(4) -0.013(3) 0.001(2) 0.006(3) Br2 0.1235(7) 0.0706(5) 0.0618(5) -0.0009(3) 0.0073(4) 0.0228(4) O2 0.057(2) 0.055(2) 0.056(2) -0.0004(18) 0.0034(17) 0.0022(19) C2 0.036(3) 0.045(3) 0.057(3) 0.000(2) 0.004(2) 0.002(2) C3 0.051(3) 0.084(5) 0.090(5) 0.032(4) 0.006(3) 0.017(3) C4 0.061(5) 0.062(5) 0.203(11) 0.042(6) 0.028(6) 0.017(4) C5 0.056(4) 0.055(4) 0.210(12) -0.035(6) 0.041(6) 0.009(4) C6 0.062(4) 0.109(6) 0.098(6) -0.041(5) 0.029(4) 0.005(4) C7 0.060(4) 0.067(4) 0.060(4) -0.007(3) 0.008(3) 0.013(3) C8 0.070(4) 0.061(4) 0.059(4) -0.012(3) 0.013(3) 0.020(3) C9 0.079(4) 0.054(3) 0.065(4) -0.015(3) 0.000(3) 0.013(3) C10 0.062(4) 0.053(3) 0.068(4) -0.001(3) 0.009(3) -0.002(3) C11 0.073(4) 0.057(3) 0.065(4) 0.009(3) 0.012(3) 0.004(3) C12 0.052(3) 0.081(4) 0.062(4) -0.007(3) 0.017(3) 0.004(3) C26 0.057(3) 0.070(4) 0.046(3) -0.003(3) 0.010(2) 0.007(3) O1S 0.103(4) 0.070(3) 0.090(4) 0.000(3) 0.008(3) 0.015(3) O2S 0.096(4) 0.077(3) 0.082(4) -0.002(3) 0.019(3) 0.016(3) O3S 0.101(4) 0.080(3) 0.088(4) -0.001(3) 0.032(3) 0.025(3) O4S 0.075(4) 0.160(7) 0.182(7) -0.084(6) -0.015(4) 0.032(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 O1 C10 1.404(7) . ? O1 C9 1.429(7) . ? N1 C26 1.500(7) . ? N1 C8 1.508(7) . ? N1 C1 1.512(7) . ? C1 C2 1.501(8) . ? O2 C12 1.424(7) . ? O2 C11 1.432(7) . ? C2 C7 1.363(8) . ? C2 C3 1.379(8) . ? C3 C4 1.361(12) . ? C4 C5 1.341(13) . ? C5 C6 1.387(14) . ? C6 C7 1.376(10) . ? C8 C9 1.504(9) . ? C10 C11 1.483(8) . ? C12 C26 1.502(8) 2_576 ? C26 C12 1.502(8) 2_576 ? 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 C10 O1 C9 112.5(5) . . ? C26 N1 C8 110.8(4) . . ? C26 N1 C1 112.4(4) . . ? C8 N1 C1 112.5(4) . . ? C2 C1 N1 111.5(4) . . ? C12 O2 C11 114.0(5) . . ? C7 C2 C3 120.4(6) . . ? C7 C2 C1 119.9(5) . . ? C3 C2 C1 119.8(6) . . ? C4 C3 C2 119.4(8) . . ? C5 C4 C3 120.9(8) . . ? C4 C5 C6 120.3(8) . . ? C7 C6 C5 119.3(8) . . ? C2 C7 C6 119.6(6) . . ? C9 C8 N1 111.0(5) . . ? O1 C9 C8 106.2(5) . . ? O1 C10 C11 109.6(5) . . ? O2 C11 C10 109.5(5) . . ? O2 C12 C26 111.5(4) . 2_576 ? N1 C26 C12 109.8(5) . 2_576 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O1 0.89(5) 2.20(5) 2.707(6) 116(4) . O2S H2SC O3S 0.73(8) 1.83(9) 2.550(8) 164(10) . O1S H1SA Br2 0.999(10) 2.349(10) 3.285(6) 156(3) . O2S H2SA O4S 1.003(10) 1.49(4) 2.455(9) 158(9) . O4S H4SA Br2 1.021(10) 2.35(9) 3.212(7) 142(11) 2_575 O1S H1SB Br1 1.000(10) 2.46(4) 3.318(5) 143(5) 2_665 O2S H2SB O1S 1.001(10) 1.509(13) 2.510(8) 178(7) . O3S H3SB Br1 0.998(10) 2.35(5) 3.299(5) 160(10) . O4S H4SB Br1 1.027(10) 2.50(14) 3.220(6) 127(12) 1_455 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 23.31 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.656 _refine_diff_density_min -0.698 _refine_diff_density_rms 0.114