# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C62 H50 N22 Ni2 O42 U4' _chemical_formula_weight 2844.78 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' Ni Ni 0.3393 1.1124 '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 11.0756(5) _cell_length_b 11.6861(4) _cell_length_c 17.8380(10) _cell_angle_alpha 75.754(3) _cell_angle_beta 77.852(2) _cell_angle_gamma 69.903(3) _cell_volume 2081.34(17) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 124095 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 30.51 _exptl_crystal_description irregular _exptl_crystal_colour 'translucent light orange' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.270 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 8.306 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.337 _exptl_absorpt_correction_T_max 0.474 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method '2 \f and 15 \w scans with 2\% steps (753 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 124095 _diffrn_reflns_av_R_equivalents 0.0748 _diffrn_reflns_av_unetI/netI 0.0973 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 30.51 _reflns_number_total 12711 _reflns_number_gt 8627 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atoms were introduced at calculated positions and were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. 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^)+(0.0036P)^2^] 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 12711 _refine_ls_number_parameters 595 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.0549 _refine_ls_wR_factor_gt 0.0498 _refine_ls_goodness_of_fit_ref 0.898 _refine_ls_restrained_S_all 0.898 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.166 _refine_diff_density_min -2.070 _refine_diff_density_rms 0.236 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 0.367425(14) 0.841846(13) 0.982622(8) 0.02382(4) Uani 1 1 d . . . U2 U 0.572553(15) 0.238485(13) 0.535341(8) 0.02756(4) Uani 1 1 d . . . Ni Ni 0.03328(5) 0.40902(4) 0.25737(3) 0.02101(10) Uani 1 1 d . . . O1 O 0.4216(3) 0.7673(2) 1.07320(15) 0.0336(7) Uani 1 1 d . . . O2 O 0.3105(3) 0.9198(2) 0.89241(14) 0.0275(6) Uani 1 1 d . . . O3 O 0.5729(3) 0.8733(2) 0.92302(15) 0.0339(7) Uani 1 1 d . . . O4 O 0.6335(3) 0.9647(2) 0.99824(14) 0.0278(6) Uani 1 1 d . . . O5 O 0.1608(3) 0.9579(2) 1.06023(15) 0.0321(7) Uani 1 1 d . . . O6 O 0.1550(3) 0.7954(3) 1.02705(16) 0.0350(7) Uani 1 1 d . . . O7 O -0.0242(3) 0.9182(3) 1.07956(16) 0.0380(7) Uani 1 1 d . . . O8 O 0.3414(3) 0.6502(3) 0.95610(18) 0.0414(8) Uani 1 1 d . . . O9 O 0.5296(3) 0.6743(2) 0.91498(16) 0.0378(7) Uani 1 1 d . . . O10 O 0.4871(4) 0.5225(3) 0.8871(2) 0.0651(11) Uani 1 1 d . . . O11 O 0.5566(3) 0.3649(2) 0.57734(16) 0.0388(8) Uani 1 1 d . . . O12 O 0.5873(3) 0.1115(2) 0.49451(14) 0.0303(7) Uani 1 1 d . . . O13 O 0.4634(3) 0.1372(2) 0.65677(15) 0.0354(7) Uani 1 1 d . . . O14 O 0.3391(3) 0.2586(2) 0.57145(16) 0.0356(7) Uani 1 1 d . . . O15 O 0.2699(3) 0.1227(3) 0.66214(17) 0.0454(8) Uani 1 1 d . . . O16 O 0.4366(3) 0.3698(2) 0.43424(15) 0.0313(7) Uani 1 1 d . . . O17 O 0.6413(3) 0.3496(2) 0.40519(16) 0.0356(7) Uani 1 1 d . . . O18 O 0.5132(3) 0.4416(3) 0.31611(16) 0.0420(8) Uani 1 1 d . . . O19 O 0.8101(3) 0.1823(3) 0.50852(16) 0.0377(7) Uani 1 1 d . . . O20 O 0.7316(3) 0.1035(3) 0.62354(16) 0.0415(8) Uani 1 1 d . . . O21 O 0.9421(3) 0.0584(3) 0.5909(2) 0.0586(10) Uani 1 1 d . . . N1 N 0.0920(4) 0.8909(3) 1.05689(18) 0.0322(8) Uani 1 1 d . . . N2 N 0.4534(4) 0.6126(3) 0.9188(2) 0.0400(9) Uani 1 1 d . . . N3 N 0.3534(4) 0.1711(3) 0.6323(2) 0.0358(9) Uani 1 1 d . . . N4 N 0.5295(4) 0.3898(3) 0.3818(2) 0.0317(8) Uani 1 1 d . . . N5 N 0.8319(4) 0.1124(3) 0.5753(2) 0.0428(10) Uani 1 1 d . . . N6 N -0.0443(3) 0.2706(3) 0.25588(16) 0.0220(7) Uani 1 1 d . . . N7 N 0.0814(3) 0.3958(3) 0.14005(16) 0.0228(7) Uani 1 1 d . . . N8 N -0.1348(3) 0.5552(3) 0.23329(16) 0.0244(7) Uani 1 1 d . . . N9 N 0.0978(3) 0.5626(3) 0.24590(16) 0.0229(7) Uani 1 1 d . . . N10 N -0.0090(3) 0.3968(3) 0.37841(16) 0.0209(7) Uani 1 1 d . . . N11 N 0.2040(3) 0.2818(3) 0.29198(17) 0.0241(7) Uani 1 1 d . . . C1 C 0.6392(4) 0.9324(3) 0.9349(2) 0.0299(9) Uani 1 1 d . . . H1 H 0.6983 0.9547 0.8933 0.036 Uiso 1 1 calc R . . C2 C -0.1038(4) 0.2091(3) 0.3168(2) 0.0259(9) Uani 1 1 d . . . H2 H -0.1015 0.2192 0.3665 0.031 Uiso 1 1 calc R . . C3 C -0.1689(4) 0.1312(3) 0.3099(2) 0.0287(9) Uani 1 1 d . . . H3 H -0.2097 0.0897 0.3537 0.034 Uiso 1 1 calc R . . C4 C -0.1711(4) 0.1170(3) 0.2356(2) 0.0285(9) Uani 1 1 d . . . H4 H -0.2164 0.0675 0.2286 0.034 Uiso 1 1 calc R . . C5 C -0.1062(4) 0.1762(3) 0.1718(2) 0.0281(9) Uani 1 1 d . . . H5 H -0.1060 0.1658 0.1217 0.034 Uiso 1 1 calc R . . C6 C -0.0410(4) 0.2518(3) 0.1834(2) 0.0220(8) Uani 1 1 d . . . C7 C 0.0356(4) 0.3157(3) 0.1194(2) 0.0222(8) Uani 1 1 d . . . C8 C 0.0620(4) 0.2949(4) 0.0437(2) 0.0304(10) Uani 1 1 d . . . H8 H 0.0289 0.2404 0.0304 0.036 Uiso 1 1 calc R . . C9 C 0.1379(4) 0.3557(4) -0.0120(2) 0.0335(10) Uani 1 1 d . . . H9 H 0.1561 0.3426 -0.0631 0.040 Uiso 1 1 calc R . . C10 C 0.1863(4) 0.4356(4) 0.0085(2) 0.0314(10) Uani 1 1 d . . . H10 H 0.2387 0.4764 -0.0279 0.038 Uiso 1 1 calc R . . C11 C 0.1549(4) 0.4536(3) 0.0849(2) 0.0281(9) Uani 1 1 d . . . H11 H 0.1863 0.5086 0.0988 0.034 Uiso 1 1 calc R . . C12 C -0.2471(4) 0.5462(4) 0.2212(2) 0.0298(9) Uani 1 1 d . . . H12 H -0.2564 0.4676 0.2303 0.036 Uiso 1 1 calc R . . C13 C -0.3497(4) 0.6480(4) 0.1960(2) 0.0289(9) Uani 1 1 d . . . H13 H -0.4267 0.6380 0.1900 0.035 Uiso 1 1 calc R . . C14 C -0.3343(4) 0.7638(4) 0.1802(2) 0.0293(9) Uani 1 1 d . . . H14 H -0.4002 0.8337 0.1620 0.035 Uiso 1 1 calc R . . C15 C -0.2189(4) 0.7753(3) 0.1919(2) 0.0257(9) Uani 1 1 d . . . H15 H -0.2068 0.8529 0.1812 0.031 Uiso 1 1 calc R . . C16 C -0.1223(4) 0.6702(3) 0.2196(2) 0.0218(8) Uani 1 1 d . . . C17 C 0.0041(4) 0.6731(3) 0.2348(2) 0.0235(8) Uani 1 1 d . . . C18 C 0.0250(4) 0.7822(3) 0.2382(2) 0.0276(9) Uani 1 1 d . . . H18 H -0.0418 0.8570 0.2329 0.033 Uiso 1 1 calc R . . C19 C 0.1458(4) 0.7787(4) 0.2494(2) 0.0298(10) Uani 1 1 d . . . H19 H 0.1616 0.8514 0.2506 0.036 Uiso 1 1 calc R . . C20 C 0.2430(4) 0.6665(4) 0.2588(2) 0.0318(10) Uani 1 1 d . . . H20 H 0.3255 0.6619 0.2659 0.038 Uiso 1 1 calc R . . C21 C 0.2141(4) 0.5605(4) 0.2573(2) 0.0308(10) Uani 1 1 d . . . H21 H 0.2788 0.4844 0.2645 0.037 Uiso 1 1 calc R . . C22 C -0.1192(4) 0.4558(3) 0.4182(2) 0.0274(9) Uani 1 1 d . . . H22 H -0.1850 0.5111 0.3904 0.033 Uiso 1 1 calc R . . C23 C -0.1413(4) 0.4394(4) 0.4991(2) 0.0306(9) Uani 1 1 d . . . H23 H -0.2194 0.4825 0.5252 0.037 Uiso 1 1 calc R . . C24 C -0.0434(4) 0.3571(4) 0.5392(2) 0.0346(10) Uani 1 1 d . . . H24 H -0.0546 0.3442 0.5935 0.042 Uiso 1 1 calc R . . C25 C 0.0713(4) 0.2936(4) 0.4997(2) 0.0297(9) Uani 1 1 d . . . H25 H 0.1370 0.2367 0.5269 0.036 Uiso 1 1 calc R . . C26 C 0.0876(4) 0.3156(3) 0.4185(2) 0.0231(8) Uani 1 1 d . . . C27 C 0.2080(4) 0.2563(3) 0.3703(2) 0.0221(8) Uani 1 1 d . . . C28 C 0.3220(4) 0.1829(3) 0.3997(2) 0.0314(10) Uani 1 1 d . . . H28 H 0.3247 0.1666 0.4531 0.038 Uiso 1 1 calc R . . C29 C 0.4305(4) 0.1341(3) 0.3506(2) 0.0345(10) Uani 1 1 d . . . H29 H 0.5072 0.0858 0.3704 0.041 Uiso 1 1 calc R . . C30 C 0.4253(4) 0.1573(4) 0.2711(2) 0.0330(10) Uani 1 1 d . . . H30 H 0.4973 0.1239 0.2367 0.040 Uiso 1 1 calc R . . C31 C 0.3098(4) 0.2315(3) 0.2451(2) 0.0297(9) Uani 1 1 d . . . H31 H 0.3054 0.2474 0.1918 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.02309(8) 0.02565(8) 0.02559(8) -0.00483(6) -0.00524(7) -0.00999(7) U2 0.02959(9) 0.02679(9) 0.02782(9) -0.00440(6) -0.00458(7) -0.01075(7) Ni 0.0219(3) 0.0226(2) 0.0198(2) -0.00469(19) -0.0036(2) -0.0076(2) O1 0.0370(18) 0.0344(17) 0.0284(15) -0.0021(12) -0.0109(14) -0.0088(14) O2 0.0310(17) 0.0310(15) 0.0228(14) -0.0034(11) -0.0083(13) -0.0108(13) O3 0.0300(17) 0.0405(18) 0.0419(17) -0.0217(14) 0.0046(14) -0.0202(15) O4 0.0266(16) 0.0304(16) 0.0284(15) -0.0091(12) -0.0020(13) -0.0098(13) O5 0.0266(16) 0.0423(17) 0.0341(16) -0.0111(13) -0.0008(14) -0.0182(14) O6 0.0323(18) 0.0382(18) 0.0417(18) -0.0117(14) -0.0032(15) -0.0180(15) O7 0.0198(16) 0.057(2) 0.0342(17) 0.0014(14) -0.0018(14) -0.0168(15) O8 0.042(2) 0.0301(17) 0.056(2) -0.0116(15) -0.0007(17) -0.0176(16) O9 0.0360(18) 0.0295(16) 0.0531(19) -0.0141(14) -0.0051(16) -0.0129(14) O10 0.074(3) 0.041(2) 0.089(3) -0.0384(19) -0.004(2) -0.016(2) O11 0.051(2) 0.0336(17) 0.0404(17) -0.0116(13) -0.0068(16) -0.0211(16) O12 0.0365(18) 0.0263(15) 0.0302(15) -0.0030(12) -0.0082(14) -0.0118(14) O13 0.040(2) 0.0392(18) 0.0257(15) -0.0038(13) -0.0020(14) -0.0131(15) O14 0.0352(18) 0.0357(17) 0.0329(16) 0.0007(13) -0.0033(14) -0.0130(15) O15 0.051(2) 0.049(2) 0.0436(19) -0.0139(15) 0.0117(16) -0.0312(18) O16 0.0268(17) 0.0301(16) 0.0340(16) 0.0005(12) -0.0032(14) -0.0102(14) O17 0.0265(17) 0.0387(17) 0.0375(17) 0.0021(13) -0.0051(14) -0.0108(14) O18 0.044(2) 0.0474(19) 0.0297(17) 0.0055(14) -0.0092(16) -0.0153(16) O19 0.0327(18) 0.0449(19) 0.0361(17) 0.0005(14) -0.0130(15) -0.0134(15) O20 0.042(2) 0.050(2) 0.0314(17) 0.0015(14) -0.0114(16) -0.0152(17) O21 0.041(2) 0.059(2) 0.069(2) 0.0041(18) -0.026(2) -0.0069(19) N1 0.036(2) 0.041(2) 0.0201(18) 0.0041(15) -0.0091(17) -0.0158(19) N2 0.049(3) 0.025(2) 0.047(2) -0.0059(17) -0.012(2) -0.0109(19) N3 0.044(2) 0.034(2) 0.034(2) -0.0158(17) 0.0050(19) -0.0160(19) N4 0.035(2) 0.0285(19) 0.032(2) -0.0030(15) -0.0042(18) -0.0120(17) N5 0.050(3) 0.035(2) 0.045(2) -0.0039(18) -0.017(2) -0.011(2) N6 0.0243(18) 0.0215(17) 0.0193(16) -0.0035(13) -0.0032(14) -0.0060(14) N7 0.0239(18) 0.0245(17) 0.0203(16) -0.0022(13) -0.0033(14) -0.0092(15) N8 0.0288(19) 0.0274(18) 0.0185(16) -0.0025(13) -0.0018(15) -0.0126(15) N9 0.0234(18) 0.0262(18) 0.0199(16) -0.0044(13) -0.0051(14) -0.0076(15) N10 0.0225(18) 0.0221(17) 0.0201(16) -0.0077(13) -0.0010(14) -0.0079(14) N11 0.0270(19) 0.0240(17) 0.0229(17) -0.0068(13) -0.0026(15) -0.0088(15) C1 0.025(2) 0.032(2) 0.035(2) -0.0106(18) 0.0022(19) -0.0121(19) C2 0.028(2) 0.028(2) 0.021(2) -0.0017(16) -0.0059(18) -0.0082(18) C3 0.035(2) 0.025(2) 0.028(2) -0.0023(17) -0.0052(19) -0.0113(19) C4 0.034(3) 0.025(2) 0.030(2) -0.0005(17) -0.006(2) -0.0165(19) C5 0.038(3) 0.032(2) 0.019(2) -0.0043(16) -0.0040(19) -0.016(2) C6 0.024(2) 0.0222(19) 0.0173(19) -0.0031(15) -0.0035(17) -0.0039(16) C7 0.024(2) 0.025(2) 0.0189(19) -0.0038(15) -0.0062(17) -0.0062(17) C8 0.033(3) 0.039(2) 0.025(2) -0.0085(18) -0.0034(19) -0.016(2) C9 0.038(3) 0.041(3) 0.026(2) -0.0141(18) -0.004(2) -0.012(2) C10 0.031(2) 0.042(3) 0.021(2) -0.0028(18) 0.0016(19) -0.017(2) C11 0.029(2) 0.027(2) 0.028(2) -0.0036(17) -0.0051(19) -0.0094(19) C12 0.033(3) 0.032(2) 0.027(2) -0.0048(17) -0.003(2) -0.014(2) C13 0.022(2) 0.039(2) 0.026(2) -0.0029(18) -0.0050(18) -0.012(2) C14 0.024(2) 0.037(2) 0.021(2) 0.0016(17) -0.0052(18) -0.0064(19) C15 0.030(2) 0.021(2) 0.025(2) -0.0033(16) -0.0052(19) -0.0063(18) C16 0.023(2) 0.024(2) 0.0172(18) -0.0091(15) 0.0006(16) -0.0043(17) C17 0.026(2) 0.030(2) 0.0159(19) -0.0017(15) -0.0018(17) -0.0129(18) C18 0.035(2) 0.029(2) 0.023(2) -0.0029(16) -0.0064(19) -0.015(2) C19 0.038(3) 0.030(2) 0.027(2) -0.0063(17) -0.005(2) -0.017(2) C20 0.031(3) 0.041(3) 0.030(2) -0.0079(19) -0.003(2) -0.021(2) C21 0.030(2) 0.030(2) 0.033(2) -0.0014(18) -0.010(2) -0.010(2) C22 0.029(2) 0.026(2) 0.030(2) -0.0056(17) -0.0064(19) -0.0109(19) C23 0.032(3) 0.034(2) 0.028(2) -0.0095(18) 0.003(2) -0.014(2) C24 0.040(3) 0.049(3) 0.023(2) -0.0111(19) 0.002(2) -0.025(2) C25 0.031(2) 0.035(2) 0.025(2) -0.0017(17) -0.0053(19) -0.013(2) C26 0.024(2) 0.024(2) 0.025(2) -0.0061(16) -0.0071(18) -0.0095(17) C27 0.027(2) 0.0181(19) 0.023(2) -0.0036(15) -0.0059(18) -0.0081(17) C28 0.034(3) 0.032(2) 0.030(2) -0.0067(18) -0.013(2) -0.007(2) C29 0.037(3) 0.026(2) 0.041(3) -0.0123(19) -0.016(2) 0.000(2) C30 0.027(2) 0.036(2) 0.034(2) -0.0137(19) -0.006(2) -0.0005(19) C31 0.030(2) 0.032(2) 0.027(2) -0.0115(18) -0.005(2) -0.006(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 U1 O1 1.757(2) . ? U1 O2 1.768(2) . ? U1 O4 2.364(2) 2_677 ? U1 O3 2.410(3) . ? U1 O6 2.518(3) . ? U1 O8 2.518(2) . ? U1 O9 2.520(3) . ? U1 O5 2.540(3) . ? U2 O12 1.753(2) . ? U2 O11 1.757(2) . ? U2 O19 2.454(3) . ? U2 O16 2.463(2) . ? U2 O20 2.470(3) . ? U2 O17 2.471(3) . ? U2 O14 2.472(3) . ? U2 O13 2.485(3) . ? Ni N11 2.067(3) . ? Ni N7 2.079(3) . ? Ni N6 2.084(3) . ? Ni N8 2.088(3) . ? Ni N10 2.090(3) . ? Ni N9 2.101(3) . ? O3 C1 1.245(4) . ? O4 C1 1.260(4) . ? O4 U1 2.364(2) 2_677 ? O5 N1 1.283(4) . ? O6 N1 1.271(4) . ? O7 N1 1.218(4) . ? O8 N2 1.263(5) . ? O9 N2 1.267(4) . ? O10 N2 1.226(4) . ? O13 N3 1.280(4) . ? O14 N3 1.291(4) . ? O15 N3 1.209(4) . ? O16 N4 1.281(4) . ? O17 N4 1.284(4) . ? O18 N4 1.198(4) . ? O19 N5 1.285(4) . ? O20 N5 1.272(5) . ? O21 N5 1.222(5) . ? N6 C2 1.330(4) . ? N6 C6 1.355(4) . ? N7 C11 1.342(4) . ? N7 C7 1.358(4) . ? N8 C12 1.349(4) . ? N8 C16 1.354(4) . ? N9 C21 1.337(4) . ? N9 C17 1.350(5) . ? N10 C22 1.330(5) . ? N10 C26 1.360(4) . ? N11 C31 1.333(5) . ? N11 C27 1.362(4) . ? C1 H1 0.9300 . ? C2 C3 1.381(4) . ? C2 H2 0.9300 . ? C3 C4 1.383(5) . ? C3 H3 0.9300 . ? C4 C5 1.378(5) . ? C4 H4 0.9300 . ? C5 C6 1.391(4) . ? C5 H5 0.9300 . ? C6 C7 1.479(5) . ? C7 C8 1.384(5) . ? C8 C9 1.382(5) . ? C8 H8 0.9300 . ? C9 C10 1.375(4) . ? C9 H9 0.9300 . ? C10 C11 1.383(5) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.390(5) . ? C12 H12 0.9300 . ? C13 C14 1.376(5) . ? C13 H13 0.9300 . ? C14 C15 1.392(5) . ? C14 H14 0.9300 . ? C15 C16 1.385(5) . ? C15 H15 0.9300 . ? C16 C17 1.495(5) . ? C17 C18 1.389(4) . ? C18 C19 1.379(5) . ? C18 H18 0.9300 . ? C19 C20 1.381(5) . ? C19 H19 0.9300 . ? C20 C21 1.389(4) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.388(5) . ? C22 H22 0.9300 . ? C23 C24 1.372(5) . ? C23 H23 0.9300 . ? C24 C25 1.376(6) . ? C24 H24 0.9300 . ? C25 C26 1.390(5) . ? C25 H25 0.9300 . ? C26 C27 1.474(5) . ? C27 C28 1.384(5) . ? C28 C29 1.367(6) . ? C28 H28 0.9300 . ? C29 C30 1.385(5) . ? C29 H29 0.9300 . ? C30 C31 1.376(5) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? 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 178.69(13) . . ? O1 U1 O4 91.24(10) . 2_677 ? O2 U1 O4 87.75(9) . 2_677 ? O1 U1 O3 93.57(11) . . ? O2 U1 O3 86.90(10) . . ? O4 U1 O3 71.43(9) 2_677 . ? O1 U1 O6 91.98(11) . . ? O2 U1 O6 87.70(10) . . ? O4 U1 O6 115.17(9) 2_677 . ? O3 U1 O6 171.30(8) . . ? O1 U1 O8 94.00(10) . . ? O2 U1 O8 86.94(10) . . ? O4 U1 O8 172.79(9) 2_677 . ? O3 U1 O8 113.10(10) . . ? O6 U1 O8 59.75(10) . . ? O1 U1 O9 92.18(11) . . ? O2 U1 O9 89.12(11) . . ? O4 U1 O9 134.29(9) 2_677 . ? O3 U1 O9 62.87(8) . . ? O6 U1 O9 110.24(9) . . ? O8 U1 O9 50.49(9) . . ? O1 U1 O5 86.34(11) . . ? O2 U1 O5 92.48(11) . . ? O4 U1 O5 65.43(8) 2_677 . ? O3 U1 O5 136.85(8) . . ? O6 U1 O5 50.24(8) . . ? O8 U1 O5 109.94(9) . . ? O9 U1 O5 160.27(8) . . ? O12 U2 O11 179.25(12) . . ? O12 U2 O19 86.73(11) . . ? O11 U2 O19 93.72(12) . . ? O12 U2 O16 87.38(10) . . ? O11 U2 O16 92.89(11) . . ? O19 U2 O16 121.03(9) . . ? O12 U2 O20 90.16(10) . . ? O11 U2 O20 89.65(11) . . ? O19 U2 O20 52.15(9) . . ? O16 U2 O20 172.92(10) . . ? O12 U2 O17 90.12(10) . . ? O11 U2 O17 90.60(11) . . ? O19 U2 O17 69.50(9) . . ? O16 U2 O17 51.89(9) . . ? O20 U2 O17 121.53(10) . . ? O12 U2 O14 86.92(11) . . ? O11 U2 O14 92.56(12) . . ? O19 U2 O14 170.63(9) . . ? O16 U2 O14 65.52(9) . . ? O20 U2 O14 120.99(9) . . ? O17 U2 O14 117.41(9) . . ? O12 U2 O13 87.21(10) . . ? O11 U2 O13 92.05(11) . . ? O19 U2 O13 120.86(9) . . ? O16 U2 O13 117.36(9) . . ? O20 U2 O13 69.10(10) . . ? O17 U2 O13 169.07(9) . . ? O14 U2 O13 51.89(9) . . ? N11 Ni N7 95.99(12) . . ? N11 Ni N6 92.74(11) . . ? N7 Ni N6 79.27(11) . . ? N11 Ni N8 170.75(11) . . ? N7 Ni N8 90.49(12) . . ? N6 Ni N8 94.95(11) . . ? N11 Ni N10 79.43(12) . . ? N7 Ni N10 172.42(11) . . ? N6 Ni N10 94.83(11) . . ? N8 Ni N10 94.78(12) . . ? N11 Ni N9 93.76(11) . . ? N7 Ni N9 95.67(11) . . ? N6 Ni N9 172.15(11) . . ? N8 Ni N9 79.00(11) . . ? N10 Ni N9 90.68(11) . . ? C1 O3 U1 134.7(3) . . ? C1 O4 U1 128.2(2) . 2_677 ? N1 O5 U1 96.7(2) . . ? N1 O6 U1 98.1(2) . . ? N2 O8 U1 96.6(2) . . ? N2 O9 U1 96.4(3) . . ? N3 O13 U2 95.1(2) . . ? N3 O14 U2 95.5(2) . . ? N4 O16 U2 96.7(2) . . ? N4 O17 U2 96.2(2) . . ? N5 O19 U2 96.3(2) . . ? N5 O20 U2 95.9(2) . . ? O7 N1 O6 123.2(3) . . ? O7 N1 O5 122.4(4) . . ? O6 N1 O5 114.4(3) . . ? O10 N2 O8 122.4(4) . . ? O10 N2 O9 121.3(4) . . ? O8 N2 O9 116.3(3) . . ? O15 N3 O13 123.0(3) . . ? O15 N3 O14 121.9(4) . . ? O13 N3 O14 115.0(3) . . ? O18 N4 O16 122.6(3) . . ? O18 N4 O17 122.8(4) . . ? O16 N4 O17 114.6(3) . . ? O21 N5 O20 122.6(4) . . ? O21 N5 O19 121.8(4) . . ? O20 N5 O19 115.6(4) . . ? C2 N6 C6 119.0(3) . . ? C2 N6 Ni 126.7(2) . . ? C6 N6 Ni 114.1(2) . . ? C11 N7 C7 118.0(3) . . ? C11 N7 Ni 127.3(2) . . ? C7 N7 Ni 114.7(2) . . ? C12 N8 C16 117.6(3) . . ? C12 N8 Ni 126.7(2) . . ? C16 N8 Ni 115.2(2) . . ? C21 N9 C17 118.5(3) . . ? C21 N9 Ni 126.9(3) . . ? C17 N9 Ni 114.1(2) . . ? C22 N10 C26 118.7(3) . . ? C22 N10 Ni 127.0(3) . . ? C26 N10 Ni 114.2(3) . . ? C31 N11 C27 118.8(3) . . ? C31 N11 Ni 126.3(3) . . ? C27 N11 Ni 114.8(3) . . ? O3 C1 O4 125.8(4) . . ? O3 C1 H1 117.1 . . ? O4 C1 H1 117.1 . . ? N6 C2 C3 123.4(3) . . ? N6 C2 H2 118.3 . . ? C3 C2 H2 118.3 . . ? C2 C3 C4 117.5(3) . . ? C2 C3 H3 121.2 . . ? C4 C3 H3 121.2 . . ? C5 C4 C3 120.1(3) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 119.0(3) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? N6 C6 C5 120.8(3) . . ? N6 C6 C7 115.8(3) . . ? C5 C6 C7 123.4(3) . . ? N7 C7 C8 121.4(3) . . ? N7 C7 C6 115.4(3) . . ? C8 C7 C6 123.2(3) . . ? C9 C8 C7 119.4(3) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C10 C9 C8 119.7(4) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C9 C10 C11 118.0(4) . . ? C9 C10 H10 121.0 . . ? C11 C10 H10 121.0 . . ? N7 C11 C10 123.5(3) . . ? N7 C11 H11 118.3 . . ? C10 C11 H11 118.3 . . ? N8 C12 C13 123.5(3) . . ? N8 C12 H12 118.2 . . ? C13 C12 H12 118.2 . . ? C14 C13 C12 118.2(3) . . ? C14 C13 H13 120.9 . . ? C12 C13 H13 120.9 . . ? C13 C14 C15 119.2(4) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C16 C15 C14 119.4(3) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? N8 C16 C15 121.9(3) . . ? N8 C16 C17 114.7(3) . . ? C15 C16 C17 123.4(3) . . ? N9 C17 C18 121.4(3) . . ? N9 C17 C16 116.0(3) . . ? C18 C17 C16 122.6(4) . . ? C19 C18 C17 119.4(4) . . ? C19 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? C18 C19 C20 119.5(3) . . ? C18 C19 H19 120.3 . . ? C20 C19 H19 120.3 . . ? C19 C20 C21 118.0(4) . . ? C19 C20 H20 121.0 . . ? C21 C20 H20 121.0 . . ? N9 C21 C20 123.1(4) . . ? N9 C21 H21 118.4 . . ? C20 C21 H21 118.4 . . ? N10 C22 C23 123.5(4) . . ? N10 C22 H22 118.3 . . ? C23 C22 H22 118.3 . . ? C24 C23 C22 117.4(4) . . ? C24 C23 H23 121.3 . . ? C22 C23 H23 121.3 . . ? C23 C24 C25 120.4(4) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? C24 C25 C26 119.2(4) . . ? C24 C25 H25 120.4 . . ? C26 C25 H25 120.4 . . ? N10 C26 C25 120.7(4) . . ? N10 C26 C27 115.6(3) . . ? C25 C26 C27 123.7(4) . . ? N11 C27 C28 120.0(4) . . ? N11 C27 C26 115.8(3) . . ? C28 C27 C26 124.1(3) . . ? C29 C28 C27 120.4(4) . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C28 C29 C30 119.5(4) . . ? C28 C29 H29 120.2 . . ? C30 C29 H29 120.2 . . ? C31 C30 C29 117.7(4) . . ? C31 C30 H30 121.2 . . ? C29 C30 H30 121.2 . . ? N11 C31 C30 123.5(4) . . ? N11 C31 H31 118.2 . . ? C30 C31 H31 118.2 . . ? _database_code_depnum_ccdc_archive 'CCDC 941452' ####################################################################### # # 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_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H48 Mn N12 O28 U6' _chemical_formula_weight 2796.16 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' Mn Mn 0.3368 0.7283 '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 monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 14.6158(9) _cell_length_b 16.9169(5) _cell_length_c 27.9857(17) _cell_angle_alpha 90.00 _cell_angle_beta 102.458(3) _cell_angle_gamma 90.00 _cell_volume 6756.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 101066 _cell_measurement_theta_min 3.14 _cell_measurement_theta_max 30.51 _exptl_crystal_description needle _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.749 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5028 _exptl_absorpt_coefficient_mu 14.600 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.320 _exptl_absorpt_correction_T_max 0.558 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 35 mm' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and six \w scans with 2\% steps (474 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 101066 _diffrn_reflns_av_R_equivalents 0.0821 _diffrn_reflns_av_unetI/netI 0.1158 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 30.51 _reflns_number_total 10293 _reflns_number_gt 6406 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atom bound to O9 was found on a Fourier-difference map and all the others were introduced at calculated positions; all were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom (1.5 for CH~3~). 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^)]' _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 10293 _refine_ls_number_parameters 457 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0872 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0559 _refine_ls_wR_factor_gt 0.0488 _refine_ls_goodness_of_fit_ref 0.870 _refine_ls_restrained_S_all 0.870 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.202 _refine_diff_density_min -1.561 _refine_diff_density_rms 0.239 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 0.765095(14) 0.157614(14) 0.469528(8) 0.02062(6) Uani 1 1 d . . . U2 U 0.871493(14) -0.033636(14) 0.498985(8) 0.02116(6) Uani 1 1 d . . . U3 U 0.802423(15) 0.125575(14) 0.602618(8) 0.02268(6) Uani 1 1 d . . . Mn Mn 0.5000 0.82146(8) 0.2500 0.0253(3) Uani 1 2 d S . . O1 O 0.8839(2) 0.1849(2) 0.47075(13) 0.0226(9) Uani 1 1 d . . . O2 O 0.6471(2) 0.1273(2) 0.46567(14) 0.0262(10) Uani 1 1 d . . . O3 O 0.8243(2) 0.0240(2) 0.44379(13) 0.0219(9) Uani 1 1 d . . . O4 O 0.9041(2) -0.0951(2) 0.55127(14) 0.0300(10) Uani 1 1 d . . . O5 O 0.9283(2) 0.1279(3) 0.61511(14) 0.0332(11) Uani 1 1 d . . . O6 O 0.6789(2) 0.1172(3) 0.59614(15) 0.0338(11) Uani 1 1 d . . . O7 O 0.8035(2) 0.0589(2) 0.53232(13) 0.0228(9) Uani 1 1 d . . . O8 O 0.7803(2) 0.2161(2) 0.54484(14) 0.0262(10) Uani 1 1 d . . . O9 O 1.0039(2) -0.0533(2) 0.46920(16) 0.0397(12) Uani 1 1 d . . . H9 H 1.0012 -0.0603 0.4436 0.048 Uiso 1 1 d R . . O10 O 0.7304(3) 0.1533(3) 0.38174(14) 0.0318(11) Uani 1 1 d . . . O11 O 0.6926(3) 0.2665(3) 0.34129(15) 0.0453(13) Uani 1 1 d . . . O12 O 0.8153(3) 0.0653(3) 0.68805(15) 0.0381(11) Uani 1 1 d . . . O13 O 0.8013(3) -0.0194(2) 0.62902(16) 0.0321(11) Uani 1 1 d . . . O14 O 0.7955(3) -0.0602(3) 0.70253(17) 0.0470(13) Uani 1 1 d . . . N1 N 0.8435(3) -0.1678(3) 0.45065(17) 0.0278(12) Uani 1 1 d . . . N2 N 0.7060(3) -0.0967(3) 0.48393(18) 0.0284(13) Uani 1 1 d . . . N3 N 0.8040(3) -0.0065(4) 0.6740(2) 0.0329(13) Uani 1 1 d . . . N4 N 0.5068(3) 0.9110(3) 0.30950(16) 0.0276(13) Uani 1 1 d . . . N5 N 0.6529(3) 0.8447(3) 0.28149(17) 0.0304(13) Uani 1 1 d . . . N6 N 0.4745(3) 0.7158(3) 0.29310(16) 0.0229(12) Uani 1 1 d . . . C1 C 0.7044(4) 0.1923(4) 0.3434(2) 0.0309(16) Uani 1 1 d . . . C2 C 0.6844(5) 0.1450(4) 0.2966(2) 0.051(2) Uani 1 1 d . . . H2A H 0.7424 0.1307 0.2881 0.077 Uiso 1 1 calc R . . H2B H 0.6476 0.1762 0.2708 0.077 Uiso 1 1 calc R . . H2C H 0.6504 0.0979 0.3011 0.077 Uiso 1 1 calc R . . C3 C 0.9135(5) -0.2051(4) 0.4346(3) 0.049(2) Uani 1 1 d . . . H3 H 0.9738 -0.1850 0.4446 0.059 Uiso 1 1 calc R . . C4 C 0.9021(5) -0.2694(4) 0.4050(3) 0.053(2) Uani 1 1 d . . . H4 H 0.9530 -0.2916 0.3949 0.064 Uiso 1 1 calc R . . C5 C 0.8136(5) -0.3012(4) 0.3903(3) 0.049(2) Uani 1 1 d . . . H5 H 0.8029 -0.3439 0.3688 0.059 Uiso 1 1 calc R . . C6 C 0.7416(5) -0.2683(4) 0.4081(3) 0.049(2) Uani 1 1 d . . . H6 H 0.6819 -0.2902 0.4002 0.059 Uiso 1 1 calc R . . C7 C 0.7588(4) -0.2023(4) 0.4380(2) 0.0293(15) Uani 1 1 d . . . C8 C 0.6839(4) -0.1638(4) 0.4587(2) 0.0320(16) Uani 1 1 d . . . C9 C 0.5946(4) -0.1981(4) 0.4532(2) 0.0406(19) Uani 1 1 d . . . H9A H 0.5812 -0.2455 0.4363 0.049 Uiso 1 1 calc R . . C10 C 0.5274(4) -0.1620(4) 0.4727(3) 0.044(2) Uani 1 1 d . . . H10 H 0.4677 -0.1835 0.4687 0.053 Uiso 1 1 calc R . . C11 C 0.5510(4) -0.0921(4) 0.4989(3) 0.045(2) Uani 1 1 d . . . H11 H 0.5074 -0.0665 0.5133 0.054 Uiso 1 1 calc R . . C12 C 0.6396(4) -0.0616(4) 0.5033(2) 0.0354(17) Uani 1 1 d . . . H12 H 0.6544 -0.0145 0.5203 0.042 Uiso 1 1 calc R . . C13 C 0.4316(4) 0.9424(4) 0.3227(2) 0.0348(17) Uani 1 1 d . . . H13 H 0.3726 0.9237 0.3077 0.042 Uiso 1 1 calc R . . C14 C 0.4378(4) 1.0014(4) 0.3576(2) 0.0369(18) Uani 1 1 d . . . H14 H 0.3841 1.0236 0.3647 0.044 Uiso 1 1 calc R . . C15 C 0.5255(4) 1.0262(4) 0.3815(2) 0.0383(17) Uani 1 1 d . . . H15 H 0.5322 1.0651 0.4055 0.046 Uiso 1 1 calc R . . C16 C 0.6040(4) 0.9918(4) 0.3692(2) 0.0310(16) Uani 1 1 d . . . H16 H 0.6639 1.0074 0.3850 0.037 Uiso 1 1 calc R . . C17 C 0.5922(4) 0.9349(4) 0.3334(2) 0.0277(15) Uani 1 1 d . . . C18 C 0.6739(4) 0.8991(4) 0.3172(2) 0.0239(14) Uani 1 1 d . . . C19 C 0.7660(4) 0.9197(4) 0.3366(2) 0.0288(15) Uani 1 1 d . . . H19 H 0.7793 0.9576 0.3613 0.035 Uiso 1 1 calc R . . C20 C 0.8376(4) 0.8850(4) 0.3199(2) 0.0350(17) Uani 1 1 d . . . H20 H 0.8996 0.8981 0.3335 0.042 Uiso 1 1 calc R . . C21 C 0.8162(4) 0.8303(4) 0.2826(2) 0.0384(17) Uani 1 1 d . . . H21 H 0.8632 0.8069 0.2697 0.046 Uiso 1 1 calc R . . C22 C 0.7230(4) 0.8111(4) 0.2648(2) 0.0354(17) Uani 1 1 d . . . H22 H 0.7084 0.7732 0.2403 0.042 Uiso 1 1 calc R . . C23 C 0.4882(4) 0.6452(4) 0.2747(2) 0.0230(14) Uani 1 1 d . . . C24 C 0.4813(4) 0.5753(4) 0.3006(2) 0.0292(15) Uani 1 1 d . . . H24 H 0.4905 0.5264 0.2872 0.035 Uiso 1 1 calc R . . C25 C 0.4604(4) 0.5804(4) 0.3461(2) 0.0325(17) Uani 1 1 d . . . H25 H 0.4562 0.5349 0.3642 0.039 Uiso 1 1 calc R . . C26 C 0.4458(4) 0.6539(4) 0.3647(2) 0.0311(16) Uani 1 1 d . . . H26 H 0.4316 0.6586 0.3954 0.037 Uiso 1 1 calc R . . C27 C 0.4524(4) 0.7189(4) 0.3373(2) 0.0296(16) Uani 1 1 d . . . H27 H 0.4411 0.7681 0.3497 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.02296(12) 0.02060(13) 0.01941(12) -0.00075(10) 0.00699(9) -0.00189(10) U2 0.01796(11) 0.02137(13) 0.02400(13) -0.00349(11) 0.00424(9) -0.00015(9) U3 0.02586(12) 0.02312(13) 0.02028(12) 0.00100(10) 0.00770(10) 0.00008(10) Mn 0.0247(7) 0.0280(8) 0.0214(7) 0.000 0.0012(5) 0.000 O1 0.0189(19) 0.024(2) 0.027(2) -0.0021(19) 0.0100(17) -0.0044(17) O2 0.021(2) 0.028(3) 0.028(2) -0.003(2) 0.0030(18) -0.0063(18) O3 0.023(2) 0.022(2) 0.023(2) -0.0046(19) 0.0106(17) 0.0001(17) O4 0.030(2) 0.032(3) 0.025(2) 0.000(2) -0.0018(19) 0.009(2) O5 0.028(2) 0.042(3) 0.025(2) 0.001(2) -0.0054(18) -0.012(2) O6 0.022(2) 0.042(3) 0.039(3) 0.015(2) 0.0121(19) 0.007(2) O7 0.0180(19) 0.027(3) 0.023(2) 0.001(2) 0.0052(17) -0.0005(18) O8 0.031(2) 0.023(2) 0.026(2) 0.002(2) 0.0102(18) 0.0013(18) O9 0.028(2) 0.040(3) 0.054(3) -0.031(3) 0.013(2) -0.003(2) O10 0.042(3) 0.030(3) 0.024(2) -0.001(2) 0.010(2) 0.000(2) O11 0.085(4) 0.027(3) 0.024(3) 0.001(2) 0.012(2) -0.002(3) O12 0.057(3) 0.031(3) 0.027(3) -0.003(2) 0.009(2) -0.003(2) O13 0.040(3) 0.030(3) 0.026(3) 0.004(2) 0.008(2) 0.003(2) O14 0.052(3) 0.041(3) 0.049(3) 0.026(3) 0.013(2) -0.001(2) N1 0.035(3) 0.029(3) 0.022(3) -0.003(3) 0.010(2) -0.007(3) N2 0.022(3) 0.029(3) 0.033(3) 0.007(3) 0.003(2) -0.003(2) N3 0.026(3) 0.034(4) 0.039(4) 0.010(3) 0.007(3) 0.003(3) N4 0.028(3) 0.035(3) 0.020(3) -0.004(3) 0.004(2) 0.000(2) N5 0.032(3) 0.031(3) 0.028(3) -0.005(3) 0.004(2) 0.003(3) N6 0.027(3) 0.026(3) 0.013(3) 0.001(2) -0.002(2) 0.002(2) C1 0.044(4) 0.029(4) 0.022(4) -0.001(3) 0.013(3) -0.002(3) C2 0.081(6) 0.039(5) 0.034(4) 0.006(4) 0.013(4) 0.000(4) C3 0.060(5) 0.038(5) 0.060(5) -0.021(4) 0.039(4) -0.020(4) C4 0.077(6) 0.034(5) 0.059(5) -0.013(4) 0.038(5) -0.009(4) C5 0.082(6) 0.024(4) 0.044(5) -0.009(4) 0.017(4) 0.003(4) C6 0.053(5) 0.036(5) 0.054(5) -0.007(4) 0.001(4) -0.010(4) C7 0.034(4) 0.026(4) 0.025(4) 0.006(3) 0.000(3) -0.004(3) C8 0.031(4) 0.021(4) 0.037(4) 0.004(3) -0.009(3) -0.002(3) C9 0.028(4) 0.035(4) 0.052(5) 0.004(4) -0.005(3) -0.014(3) C10 0.026(4) 0.034(5) 0.069(6) 0.016(4) 0.005(4) -0.011(3) C11 0.027(4) 0.047(5) 0.063(5) 0.007(4) 0.014(4) -0.008(3) C12 0.022(3) 0.037(4) 0.047(4) 0.001(4) 0.007(3) -0.003(3) C13 0.025(3) 0.043(5) 0.036(4) -0.012(4) 0.006(3) -0.003(3) C14 0.025(3) 0.047(5) 0.041(4) -0.011(4) 0.013(3) -0.004(3) C15 0.045(4) 0.036(5) 0.037(4) -0.012(4) 0.017(3) -0.002(3) C16 0.029(3) 0.039(4) 0.026(4) -0.007(3) 0.007(3) -0.007(3) C17 0.031(4) 0.032(4) 0.023(4) 0.004(3) 0.012(3) -0.002(3) C18 0.029(3) 0.021(3) 0.020(3) 0.003(3) 0.001(3) -0.004(3) C19 0.031(3) 0.030(4) 0.026(4) -0.012(3) 0.008(3) -0.001(3) C20 0.023(3) 0.037(5) 0.041(4) -0.006(4) -0.001(3) 0.001(3) C21 0.032(4) 0.034(5) 0.048(5) -0.003(4) 0.007(3) 0.006(3) C22 0.036(4) 0.037(4) 0.030(4) -0.011(3) 0.001(3) 0.010(3) C23 0.019(3) 0.028(4) 0.022(3) 0.002(3) 0.004(2) -0.002(3) C24 0.028(3) 0.030(4) 0.029(4) -0.008(3) 0.006(3) -0.004(3) C25 0.028(3) 0.042(5) 0.027(4) 0.008(4) 0.004(3) -0.005(3) C26 0.029(3) 0.045(5) 0.020(3) 0.003(3) 0.007(3) 0.003(3) C27 0.023(3) 0.040(4) 0.026(4) 0.005(3) 0.006(3) 0.010(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 O2 1.780(3) . ? U1 O1 1.791(3) . ? U1 O8 2.248(4) 7_656 ? U1 O8 2.295(4) . ? U1 O10 2.400(4) . ? U1 O7 2.402(4) . ? U1 O3 2.578(4) . ? U1 U2 3.6073(3) . ? U1 U1 3.6331(5) 7_656 ? U1 U3 3.6861(4) . ? U2 O4 1.775(4) . ? U2 O3 1.831(4) . ? U2 O7 2.170(4) . ? U2 O9 2.291(4) . ? U2 O9 2.360(4) 5_756 ? U2 N2 2.593(5) . ? U2 N1 2.628(5) . ? U2 U2 3.9137(5) 5_756 ? U3 O6 1.781(4) . ? U3 O5 1.797(4) . ? U3 O8 2.199(4) . ? U3 O7 2.271(4) . ? U3 O11 2.398(4) 7_656 ? U3 O13 2.562(4) . ? U3 O12 2.568(4) . ? Mn N6 2.232(5) 2_655 ? Mn N6 2.232(5) . ? Mn N4 2.237(5) 2_655 ? Mn N4 2.237(5) . ? Mn N5 2.252(5) . ? Mn N5 2.252(5) 2_655 ? O8 U1 2.248(4) 7_656 ? O9 U2 2.360(4) 5_756 ? O9 H9 0.7178 . ? O10 C1 1.246(7) . ? O11 C1 1.267(7) . ? O11 U3 2.398(4) 7_656 ? O12 N3 1.276(6) . ? O13 N3 1.270(6) . ? O14 N3 1.234(6) . ? N1 C7 1.345(7) . ? N1 C3 1.359(7) . ? N2 C8 1.339(7) . ? N2 C12 1.347(7) . ? N4 C13 1.343(7) . ? N4 C17 1.344(7) . ? N5 C22 1.341(7) . ? N5 C18 1.344(7) . ? N6 C23 1.334(7) . ? N6 C27 1.346(7) . ? C1 C2 1.510(8) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.353(9) . ? C3 H3 0.9300 . ? C4 C5 1.380(9) . ? C4 H4 0.9300 . ? C5 C6 1.377(9) . ? C5 H5 0.9300 . ? C6 C7 1.386(9) . ? C6 H6 0.9300 . ? C7 C8 1.492(8) . ? C8 C9 1.407(8) . ? C9 C10 1.366(9) . ? C9 H9A 0.9300 . ? C10 C11 1.396(9) . ? C10 H10 0.9300 . ? C11 C12 1.375(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.385(8) . ? C13 H13 0.9300 . ? C14 C15 1.378(8) . ? C14 H14 0.9300 . ? C15 C16 1.394(8) . ? C15 H15 0.9300 . ? C16 C17 1.373(8) . ? C16 H16 0.9300 . ? C17 C18 1.494(8) . ? C18 C19 1.384(7) . ? C19 C20 1.367(8) . ? C19 H19 0.9300 . ? C20 C21 1.381(8) . ? C20 H20 0.9300 . ? C21 C22 1.385(8) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 C24 1.402(8) . ? C23 C23 1.492(11) 2_655 ? C24 C25 1.376(8) . ? C24 H24 0.9300 . ? C25 C26 1.382(8) . ? C25 H25 0.9300 . ? C26 C27 1.355(8) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? 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 O2 U1 O1 177.04(17) . . ? O2 U1 O8 91.07(15) . 7_656 ? O1 U1 O8 90.32(15) . 7_656 ? O2 U1 O8 94.61(15) . . ? O1 U1 O8 88.28(15) . . ? O8 U1 O8 73.80(15) 7_656 . ? O2 U1 O10 86.63(15) . . ? O1 U1 O10 90.98(15) . . ? O8 U1 O10 81.78(14) 7_656 . ? O8 U1 O10 155.56(14) . . ? O2 U1 O7 85.09(15) . . ? O1 U1 O7 95.32(15) . . ? O8 U1 O7 143.65(13) 7_656 . ? O8 U1 O7 70.53(13) . . ? O10 U1 O7 133.80(14) . . ? O2 U1 O3 96.29(15) . . ? O1 U1 O3 81.31(15) . . ? O8 U1 O3 152.55(12) 7_656 . ? O8 U1 O3 131.50(13) . . ? O10 U1 O3 72.33(13) . . ? O7 U1 O3 63.59(12) . . ? O4 U2 O3 173.20(16) . . ? O4 U2 O7 97.73(16) . . ? O3 U2 O7 81.63(15) . . ? O4 U2 O9 96.75(16) . . ? O3 U2 O9 87.96(15) . . ? O7 U2 O9 139.67(14) . . ? O4 U2 O9 90.35(17) . 5_756 ? O3 U2 O9 96.09(16) . 5_756 ? O7 U2 O9 77.05(13) . 5_756 ? O9 U2 O9 65.42(16) . 5_756 ? O4 U2 N2 88.15(16) . . ? O3 U2 N2 85.05(15) . . ? O7 U2 N2 82.49(15) . . ? O9 U2 N2 135.45(15) . . ? O9 U2 N2 159.09(15) 5_756 . ? O4 U2 N1 84.41(17) . . ? O3 U2 N1 92.14(15) . . ? O7 U2 N1 144.04(14) . . ? O9 U2 N1 74.76(14) . . ? O9 U2 N1 138.91(14) 5_756 . ? N2 U2 N1 61.65(15) . . ? O6 U3 O5 173.83(18) . . ? O6 U3 O8 89.73(16) . . ? O5 U3 O8 96.30(16) . . ? O6 U3 O7 93.95(16) . . ? O5 U3 O7 88.93(15) . . ? O8 U3 O7 74.71(14) . . ? O6 U3 O11 90.78(18) . 7_656 ? O5 U3 O11 88.32(17) . 7_656 ? O8 U3 O11 86.01(15) . 7_656 ? O7 U3 O11 160.10(14) . 7_656 ? O6 U3 O13 83.34(16) . . ? O5 U3 O13 92.01(16) . . ? O8 U3 O13 150.36(14) . . ? O7 U3 O13 77.06(14) . . ? O11 U3 O13 122.73(14) 7_656 . ? O6 U3 O12 86.13(16) . . ? O5 U3 O12 87.77(15) . . ? O8 U3 O12 158.49(15) . . ? O7 U3 O12 126.61(15) . . ? O11 U3 O12 72.97(15) 7_656 . ? O13 U3 O12 49.86(14) . . ? N6 Mn N6 73.6(3) 2_655 . ? N6 Mn N4 97.22(17) 2_655 2_655 ? N6 Mn N4 163.43(17) . 2_655 ? N6 Mn N4 163.43(17) 2_655 . ? N6 Mn N4 97.21(17) . . ? N4 Mn N4 94.8(3) 2_655 . ? N6 Mn N5 94.84(17) 2_655 . ? N6 Mn N5 101.28(17) . . ? N4 Mn N5 93.11(18) 2_655 . ? N4 Mn N5 73.10(17) . . ? N6 Mn N5 101.28(17) 2_655 2_655 ? N6 Mn N5 94.83(17) . 2_655 ? N4 Mn N5 73.10(17) 2_655 2_655 ? N4 Mn N5 93.10(18) . 2_655 ? N5 Mn N5 159.9(3) . 2_655 ? U2 O3 U1 108.62(15) . . ? U2 O7 U3 145.13(17) . . ? U2 O7 U1 104.09(14) . . ? U3 O7 U1 104.13(15) . . ? U3 O8 U1 141.64(18) . 7_656 ? U3 O8 U1 110.18(17) . . ? U1 O8 U1 106.20(15) 7_656 . ? U2 O9 U2 114.58(16) . 5_756 ? U2 O9 H9 121.1 . . ? U2 O9 H9 110.6 5_756 . ? C1 O10 U1 145.3(4) . . ? C1 O11 U3 137.6(4) . 7_656 ? N3 O12 U3 96.5(4) . . ? N3 O13 U3 97.0(4) . . ? C7 N1 C3 115.3(6) . . ? C7 N1 U2 122.8(4) . . ? C3 N1 U2 121.8(4) . . ? C8 N2 C12 118.3(5) . . ? C8 N2 U2 123.0(4) . . ? C12 N2 U2 118.7(4) . . ? O14 N3 O13 121.9(6) . . ? O14 N3 O12 121.8(6) . . ? O13 N3 O12 116.3(5) . . ? C13 N4 C17 118.1(5) . . ? C13 N4 Mn 124.4(4) . . ? C17 N4 Mn 117.5(4) . . ? C22 N5 C18 118.7(5) . . ? C22 N5 Mn 123.9(4) . . ? C18 N5 Mn 117.3(4) . . ? C23 N6 C27 118.5(5) . . ? C23 N6 Mn 116.8(4) . . ? C27 N6 Mn 124.5(4) . . ? O10 C1 O11 125.4(6) . . ? O10 C1 C2 115.6(6) . . ? O11 C1 C2 119.0(6) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 N1 125.0(7) . . ? C4 C3 H3 117.5 . . ? N1 C3 H3 117.5 . . ? C3 C4 C5 118.7(7) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? C6 C5 C4 118.3(7) . . ? C6 C5 H5 120.9 . . ? C4 C5 H5 120.9 . . ? C5 C6 C7 119.5(7) . . ? C5 C6 H6 120.3 . . ? C7 C6 H6 120.3 . . ? N1 C7 C6 123.0(6) . . ? N1 C7 C8 114.8(6) . . ? C6 C7 C8 122.2(6) . . ? N2 C8 C9 121.3(6) . . ? N2 C8 C7 117.4(5) . . ? C9 C8 C7 121.3(6) . . ? C10 C9 C8 120.2(7) . . ? C10 C9 H9A 119.9 . . ? C8 C9 H9A 119.9 . . ? C9 C10 C11 118.1(6) . . ? C9 C10 H10 120.9 . . ? C11 C10 H10 120.9 . . ? C12 C11 C10 119.0(7) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? N2 C12 C11 123.1(7) . . ? N2 C12 H12 118.5 . . ? C11 C12 H12 118.5 . . ? N4 C13 C14 123.1(6) . . ? N4 C13 H13 118.4 . . ? C14 C13 H13 118.4 . . ? C15 C14 C13 118.3(6) . . ? C15 C14 H14 120.8 . . ? C13 C14 H14 120.8 . . ? C14 C15 C16 118.8(6) . . ? C14 C15 H15 120.6 . . ? C16 C15 H15 120.6 . . ? C17 C16 C15 119.5(6) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? N4 C17 C16 122.1(5) . . ? N4 C17 C18 116.3(5) . . ? C16 C17 C18 121.5(5) . . ? N5 C18 C19 120.7(5) . . ? N5 C18 C17 115.7(5) . . ? C19 C18 C17 123.5(6) . . ? C20 C19 C18 120.6(6) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C19 C20 C21 118.8(6) . . ? C19 C20 H20 120.6 . . ? C21 C20 H20 120.6 . . ? C20 C21 C22 118.3(6) . . ? C20 C21 H21 120.8 . . ? C22 C21 H21 120.8 . . ? N5 C22 C21 122.8(6) . . ? N5 C22 H22 118.6 . . ? C21 C22 H22 118.6 . . ? N6 C23 C24 121.4(5) . . ? N6 C23 C23 116.2(3) . 2_655 ? C24 C23 C23 122.4(3) . 2_655 ? C25 C24 C23 118.8(6) . . ? C25 C24 H24 120.6 . . ? C23 C24 H24 120.6 . . ? C24 C25 C26 119.2(6) . . ? C24 C25 H25 120.4 . . ? C26 C25 H25 120.4 . . ? C27 C26 C25 118.9(6) . . ? C27 C26 H26 120.6 . . ? C25 C26 H26 120.6 . . ? N6 C27 C26 123.2(6) . . ? N6 C27 H27 118.4 . . ? C26 C27 H27 118.4 . . ? 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 O9 H9 O5 0.72 2.41 3.025(5) 144.9 5_756 _database_code_depnum_ccdc_archive 'CCDC 941453' ####################################################################### # # 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_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H44 N6 Ni O25 U2' _chemical_formula_weight 1615.64 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' Ni Ni 0.3393 1.1124 '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 monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.2664(2) _cell_length_b 24.6040(9) _cell_length_c 25.7372(10) _cell_angle_alpha 90.00 _cell_angle_beta 91.575(2) _cell_angle_gamma 90.00 _cell_volume 5232.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 154599 _cell_measurement_theta_min 2.90 _cell_measurement_theta_max 30.51 _exptl_crystal_description parallelepiped _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.051 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3096 _exptl_absorpt_coefficient_mu 6.624 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.402 _exptl_absorpt_correction_T_max 0.516 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 40 mm' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and six \w scans with 2\% steps (528 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 154599 _diffrn_reflns_av_R_equivalents 0.0484 _diffrn_reflns_av_unetI/netI 0.0675 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 30.51 _reflns_number_total 15934 _reflns_number_gt 11760 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. One solvent water molecule (O25) is disordered over two sites which were refined with occupancy parameters constrained to sum to unity. The H atoms bound to O atoms were found on a Fourier-difference map (except for those of the disordered water molecule) and all the others were introduced at calculated positions; all were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom 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^)+(0.0161P)^2^] 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 15934 _refine_ls_number_parameters 731 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0543 _refine_ls_wR_factor_gt 0.0507 _refine_ls_goodness_of_fit_ref 0.954 _refine_ls_restrained_S_all 0.954 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.810 _refine_diff_density_min -1.744 _refine_diff_density_rms 0.163 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 0.262966(13) 0.598414(5) 0.229282(4) 0.01899(3) Uani 1 1 d . . . U2 U 0.659789(13) 0.755157(5) 0.473278(4) 0.01888(3) Uani 1 1 d . . . Ni Ni 0.50391(5) 0.850038(17) 0.243664(15) 0.02383(10) Uani 1 1 d . . . O1 O 0.3023(2) 0.52807(9) 0.23021(9) 0.0308(6) Uani 1 1 d . . . O2 O 0.2249(2) 0.66936(9) 0.22986(9) 0.0296(5) Uani 1 1 d . . . O3 O 0.6165(2) 0.70880(9) 0.52383(8) 0.0268(5) Uani 1 1 d . . . O4 O 0.7036(2) 0.79959(9) 0.42159(8) 0.0279(5) Uani 1 1 d . . . O5 O 0.3911(2) 0.60560(9) 0.31782(8) 0.0248(5) Uani 1 1 d . . . O6 O 0.1278(2) 0.59508(9) 0.31372(8) 0.0230(5) Uani 1 1 d . . . O7 O 0.3589(2) 0.75273(9) 0.45560(8) 0.0237(5) Uani 1 1 d . . . O8 O 0.5089(2) 0.69657(9) 0.41163(8) 0.0264(5) Uani 1 1 d . . . O9 O -0.1753(2) 0.68438(9) 0.43209(8) 0.0279(5) Uani 1 1 d . . . O10 O -0.0492(2) 0.73668(9) 0.48819(8) 0.0261(5) Uani 1 1 d . . . O11 O 0.0127(3) 0.56749(9) 0.50370(9) 0.0397(6) Uani 1 1 d . . . O12 O 0.0845(3) 0.51414(9) 0.43825(9) 0.0389(6) Uani 1 1 d . . . H12 H 0.0599 0.4853 0.4589 0.047 Uiso 1 1 d R . . O13 O -0.0286(2) 0.58150(10) 0.21983(8) 0.0265(5) Uani 1 1 d . . . O14 O 0.1005(2) 0.58761(11) 0.14778(8) 0.0372(6) Uani 1 1 d . . . O15 O -0.5919(3) 0.60998(11) 0.14908(8) 0.0418(7) Uani 1 1 d . . . O16 O -0.4409(2) 0.61505(10) 0.21973(8) 0.0280(5) Uani 1 1 d . . . O17 O -0.2097(2) 0.68245(9) 0.03650(8) 0.0282(5) Uani 1 1 d . . . O18 O -0.4663(2) 0.66900(9) 0.01772(8) 0.0262(5) Uani 1 1 d . . . O19 O -0.1433(3) 0.47566(11) 0.07521(10) 0.0509(8) Uani 1 1 d . . . O20 O -0.2472(3) 0.52007(10) 0.00696(9) 0.0454(7) Uani 1 1 d . . . H20 H -0.2549 0.4885 -0.0045 0.054 Uiso 1 1 d R . . O21 O -0.2492(3) 0.43182(10) -0.04589(8) 0.0358(6) Uani 1 1 d . . . H21A H -0.2395 0.4315 -0.0779 0.043 Uiso 1 1 d R . . H21B H -0.2115 0.3985 -0.0429 0.043 Uiso 1 1 d R . . O22 O 0.6683(3) 0.58770(10) 0.38410(9) 0.0377(6) Uani 1 1 d . . . H22A H 0.7215 0.6194 0.4002 0.045 Uiso 1 1 d R . . H22B H 0.6796 0.5615 0.4092 0.045 Uiso 1 1 d R . . O23 O 0.1527(3) 0.83274(10) 0.51309(10) 0.0446(7) Uani 1 1 d . . . H23A H 0.1981 0.8075 0.4998 0.053 Uiso 1 1 d R . . H23B H 0.0492 0.8177 0.5173 0.053 Uiso 1 1 d R . . O24 O 0.4388(4) 0.59157(13) 0.51365(11) 0.0698(9) Uani 1 1 d . . . H24A H 0.4941 0.6259 0.5211 0.084 Uiso 1 1 d R . . H24B H 0.4919 0.5796 0.4906 0.084 Uiso 1 1 d R . . O25A O 0.6733(5) 0.51980(19) 0.46650(17) 0.0597(18) Uani 0.662(7) 1 d P . . O25B O 0.5191(13) 0.4972(4) 0.4338(5) 0.092(5) Uani 0.338(7) 1 d P . . N1 N 0.3687(3) 0.81323(11) 0.18274(10) 0.0224(6) Uani 1 1 d . . . N2 N 0.3708(3) 0.91565(11) 0.21553(10) 0.0250(6) Uani 1 1 d . . . N3 N 0.3416(3) 0.83819(11) 0.30256(10) 0.0297(7) Uani 1 1 d . . . N4 N 0.6200(3) 0.89034(11) 0.30376(10) 0.0298(7) Uani 1 1 d . . . N5 N 0.6425(3) 0.78140(11) 0.25718(10) 0.0235(6) Uani 1 1 d . . . N6 N 0.6839(3) 0.85902(12) 0.18801(10) 0.0296(7) Uani 1 1 d . . . C1 C 0.2467(3) 0.61841(12) 0.39653(11) 0.0172(6) Uani 1 1 d . . . H1 H 0.3385 0.6031 0.4165 0.021 Uiso 1 1 calc R . . C2 C 0.2251(3) 0.67994(12) 0.40874(11) 0.0179(6) Uani 1 1 d . . . H2 H 0.1690 0.6982 0.3796 0.021 Uiso 1 1 calc R . . C3 C 0.1022(3) 0.66377(12) 0.45112(11) 0.0170(6) Uani 1 1 d . . . H3 H 0.1589 0.6596 0.4848 0.020 Uiso 1 1 calc R . . C4 C 0.0860(3) 0.60868(12) 0.42435(11) 0.0189(7) Uani 1 1 d . . . H4 H -0.0035 0.6103 0.3987 0.023 Uiso 1 1 calc R . . C5 C 0.2562(3) 0.60439(12) 0.34011(11) 0.0177(6) Uani 1 1 d . . . C6 C 0.3707(3) 0.71184(13) 0.42604(11) 0.0192(7) Uani 1 1 d . . . C7 C -0.0479(3) 0.69714(13) 0.45734(12) 0.0207(7) Uani 1 1 d . . . C8 C 0.0615(4) 0.56095(14) 0.45915(12) 0.0251(7) Uani 1 1 d . . . C9 C -0.1861(3) 0.57102(13) 0.14036(11) 0.0193(7) Uani 1 1 d . . . H9 H -0.2398 0.5380 0.1525 0.023 Uiso 1 1 calc R . . C10 C -0.3092(3) 0.61915(13) 0.13721(11) 0.0188(7) Uani 1 1 d . . . H10 H -0.2541 0.6540 0.1427 0.023 Uiso 1 1 calc R . . C11 C -0.3361(3) 0.60729(12) 0.07810(11) 0.0188(7) Uani 1 1 d . . . H11 H -0.4327 0.5848 0.0722 0.023 Uiso 1 1 calc R . . C12 C -0.1819(3) 0.57129(13) 0.08082(11) 0.0200(7) Uani 1 1 d . . . H12A H -0.0881 0.5919 0.0692 0.024 Uiso 1 1 calc R . . C13 C -0.0300(3) 0.58019(13) 0.17109(12) 0.0216(7) Uani 1 1 d . . . C14 C -0.4547(3) 0.61461(13) 0.17093(12) 0.0212(7) Uani 1 1 d . . . C15 C -0.3391(4) 0.65495(13) 0.04236(11) 0.0201(7) Uani 1 1 d . . . C16 C -0.1884(4) 0.51700(14) 0.05480(12) 0.0257(7) Uani 1 1 d . . . C17 C 0.3796(4) 0.76203(14) 0.16654(13) 0.0275(8) Uani 1 1 d . . . H17 H 0.4266 0.7365 0.1890 0.033 Uiso 1 1 calc R . . C18 C 0.3244(4) 0.74477(14) 0.11786(13) 0.0310(8) Uani 1 1 d . . . H18 H 0.3309 0.7084 0.1081 0.037 Uiso 1 1 calc R . . C19 C 0.2600(4) 0.78314(15) 0.08457(13) 0.0329(8) Uani 1 1 d . . . H19A H 0.2263 0.7735 0.0511 0.039 Uiso 1 1 calc R . . C20 C 0.2459(4) 0.83577(15) 0.10109(13) 0.0313(8) Uani 1 1 d . . . H20A H 0.2025 0.8620 0.0788 0.038 Uiso 1 1 calc R . . C21 C 0.2959(4) 0.84983(13) 0.15077(12) 0.0236(7) Uani 1 1 d . . . C22 C 0.2782(4) 0.90481(13) 0.17263(12) 0.0237(7) Uani 1 1 d . . . C23 C 0.1735(4) 0.94422(15) 0.15182(13) 0.0323(8) Uani 1 1 d . . . H23 H 0.1107 0.9366 0.1222 0.039 Uiso 1 1 calc R . . C24 C 0.1630(4) 0.99445(14) 0.17520(14) 0.0327(8) Uani 1 1 d . . . H24 H 0.0909 1.0204 0.1621 0.039 Uiso 1 1 calc R . . C25 C 0.2613(4) 1.00602(14) 0.21853(13) 0.0312(8) Uani 1 1 d . . . H25 H 0.2592 1.0400 0.2344 0.037 Uiso 1 1 calc R . . C26 C 0.3630(4) 0.96498(14) 0.23739(13) 0.0293(8) Uani 1 1 d . . . H26 H 0.4286 0.9721 0.2665 0.035 Uiso 1 1 calc R . . C27 C 0.1996(4) 0.81195(15) 0.29840(14) 0.0364(9) Uani 1 1 d . . . H27 H 0.1746 0.7931 0.2679 0.044 Uiso 1 1 calc R . . C28 C 0.0896(4) 0.81182(16) 0.33757(15) 0.0426(10) Uani 1 1 d . . . H28 H -0.0087 0.7938 0.3333 0.051 Uiso 1 1 calc R . . C29 C 0.1272(5) 0.83855(17) 0.38262(15) 0.0494(11) Uani 1 1 d . . . H29 H 0.0539 0.8392 0.4094 0.059 Uiso 1 1 calc R . . C30 C 0.2741(5) 0.86465(17) 0.38845(15) 0.0467(11) Uani 1 1 d . . . H30 H 0.3021 0.8820 0.4195 0.056 Uiso 1 1 calc R . . C31 C 0.3805(5) 0.86486(15) 0.34724(13) 0.0351(9) Uani 1 1 d . . . C32 C 0.5394(5) 0.89177(14) 0.34862(13) 0.0347(9) Uani 1 1 d . . . C33 C 0.6114(5) 0.91611(16) 0.39305(15) 0.0481(11) Uani 1 1 d . . . H33 H 0.5563 0.9175 0.4240 0.058 Uiso 1 1 calc R . . C34 C 0.7644(6) 0.93775(16) 0.39003(16) 0.0513(12) Uani 1 1 d . . . H34 H 0.8127 0.9542 0.4190 0.062 Uiso 1 1 calc R . . C35 C 0.8450(5) 0.93509(15) 0.34484(15) 0.0443(10) Uani 1 1 d . . . H35 H 0.9494 0.9488 0.3428 0.053 Uiso 1 1 calc R . . C36 C 0.7689(4) 0.91163(14) 0.30193(15) 0.0359(9) Uani 1 1 d . . . H36 H 0.8229 0.9106 0.2707 0.043 Uiso 1 1 calc R . . C37 C 0.6276(4) 0.74699(14) 0.29701(12) 0.0282(8) Uani 1 1 d . . . H37 H 0.5457 0.7529 0.3204 0.034 Uiso 1 1 calc R . . C38 C 0.7293(4) 0.70292(14) 0.30476(14) 0.0339(8) Uani 1 1 d . . . H38 H 0.7152 0.6795 0.3326 0.041 Uiso 1 1 calc R . . C39 C 0.8517(4) 0.69437(15) 0.27044(14) 0.0378(9) Uani 1 1 d . . . H39 H 0.9224 0.6652 0.2750 0.045 Uiso 1 1 calc R . . C40 C 0.8679(4) 0.72987(15) 0.22908(14) 0.0344(9) Uani 1 1 d . . . H40 H 0.9497 0.7246 0.2055 0.041 Uiso 1 1 calc R . . C41 C 0.7627(4) 0.77296(14) 0.22294(12) 0.0262(8) Uani 1 1 d . . . C42 C 0.7699(4) 0.81308(15) 0.18043(13) 0.0279(8) Uani 1 1 d . . . C43 C 0.8540(4) 0.80515(17) 0.13523(14) 0.0408(10) Uani 1 1 d . . . H43 H 0.9116 0.7732 0.1304 0.049 Uiso 1 1 calc R . . C44 C 0.8521(5) 0.8448(2) 0.09752(15) 0.0490(11) Uani 1 1 d . . . H44 H 0.9057 0.8395 0.0666 0.059 Uiso 1 1 calc R . . C45 C 0.7702(4) 0.89221(19) 0.10614(14) 0.0437(11) Uani 1 1 d . . . H45 H 0.7707 0.9201 0.0817 0.052 Uiso 1 1 calc R . . C46 C 0.6865(4) 0.89804(16) 0.15178(14) 0.0395(10) Uani 1 1 d . . . H46 H 0.6303 0.9302 0.1574 0.047 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.01514(6) 0.02581(7) 0.01602(6) -0.00072(5) 0.00035(4) 0.00132(5) U2 0.01578(6) 0.01994(7) 0.02094(6) -0.00385(5) 0.00065(4) -0.00083(5) Ni 0.0241(2) 0.0242(2) 0.0230(2) 0.00004(19) -0.00288(17) 0.00196(18) O1 0.0273(12) 0.0272(14) 0.0378(14) -0.0094(11) -0.0043(10) 0.0040(10) O2 0.0260(12) 0.0227(14) 0.0403(14) 0.0088(11) 0.0086(10) 0.0031(10) O3 0.0249(12) 0.0285(14) 0.0271(12) 0.0046(11) 0.0030(9) -0.0004(10) O4 0.0293(12) 0.0262(14) 0.0285(13) 0.0033(11) 0.0034(10) -0.0014(10) O5 0.0205(11) 0.0364(14) 0.0178(11) -0.0047(10) 0.0025(9) -0.0018(10) O6 0.0175(11) 0.0318(14) 0.0194(11) -0.0016(10) -0.0006(8) -0.0047(9) O7 0.0177(11) 0.0240(13) 0.0294(12) -0.0081(10) -0.0006(9) -0.0001(9) O8 0.0154(11) 0.0317(14) 0.0322(13) -0.0131(11) 0.0018(9) -0.0031(10) O9 0.0156(11) 0.0325(14) 0.0355(13) -0.0129(11) -0.0034(9) 0.0025(10) O10 0.0217(11) 0.0244(13) 0.0322(13) -0.0138(11) 0.0003(9) 0.0013(10) O11 0.0671(17) 0.0249(15) 0.0281(14) 0.0011(11) 0.0205(12) -0.0001(13) O12 0.0650(17) 0.0168(13) 0.0359(14) 0.0012(11) 0.0218(12) 0.0023(12) O13 0.0192(11) 0.0431(15) 0.0171(11) 0.0001(11) 0.0007(8) -0.0016(10) O14 0.0165(11) 0.073(2) 0.0218(12) -0.0009(13) 0.0003(9) -0.0042(12) O15 0.0162(12) 0.087(2) 0.0221(12) 0.0015(13) 0.0001(9) -0.0014(12) O16 0.0224(11) 0.0449(16) 0.0167(11) -0.0006(11) 0.0023(9) -0.0016(11) O17 0.0196(11) 0.0311(14) 0.0336(13) 0.0137(11) -0.0026(9) -0.0037(10) O18 0.0194(11) 0.0298(14) 0.0290(13) 0.0090(11) -0.0045(9) -0.0011(10) O19 0.085(2) 0.0288(16) 0.0381(16) -0.0021(13) -0.0173(14) 0.0136(15) O20 0.0750(19) 0.0323(16) 0.0280(14) -0.0085(12) -0.0133(13) 0.0098(14) O21 0.0500(15) 0.0334(15) 0.0240(13) -0.0058(11) -0.0003(11) 0.0039(12) O22 0.0361(14) 0.0284(14) 0.0481(16) -0.0056(12) -0.0077(12) 0.0002(11) O23 0.0402(15) 0.0343(16) 0.0596(18) -0.0120(14) 0.0081(13) -0.0101(12) O24 0.084(2) 0.074(2) 0.051(2) -0.0128(17) 0.0054(16) -0.0112(19) O25A 0.055(3) 0.062(3) 0.062(3) 0.016(3) 0.005(2) 0.010(2) O25B 0.105(10) 0.046(7) 0.128(11) 0.035(7) 0.073(8) 0.019(6) N1 0.0217(14) 0.0238(16) 0.0216(14) 0.0019(12) 0.0004(11) -0.0033(12) N2 0.0297(15) 0.0196(15) 0.0255(15) 0.0008(12) -0.0039(12) 0.0031(12) N3 0.0345(17) 0.0273(18) 0.0272(16) 0.0049(13) -0.0010(12) 0.0100(13) N4 0.0403(17) 0.0222(16) 0.0262(16) -0.0006(13) -0.0104(13) 0.0040(13) N5 0.0226(14) 0.0214(16) 0.0264(15) -0.0012(12) -0.0030(11) 0.0005(11) N6 0.0290(15) 0.0325(19) 0.0273(16) 0.0044(14) -0.0008(12) -0.0071(13) C1 0.0140(14) 0.0210(17) 0.0166(15) -0.0012(13) -0.0002(11) -0.0002(12) C2 0.0169(15) 0.0191(17) 0.0175(15) 0.0001(13) 0.0002(11) -0.0001(12) C3 0.0163(14) 0.0186(17) 0.0163(15) -0.0002(13) 0.0021(11) -0.0002(12) C4 0.0192(15) 0.0192(17) 0.0182(15) 0.0009(13) 0.0005(12) -0.0010(13) C5 0.0183(15) 0.0162(16) 0.0187(15) -0.0016(13) 0.0007(12) 0.0001(12) C6 0.0200(16) 0.0235(18) 0.0141(15) -0.0011(13) -0.0002(12) -0.0031(13) C7 0.0188(15) 0.0223(18) 0.0210(16) 0.0021(14) 0.0018(12) -0.0019(13) C8 0.0283(17) 0.0224(19) 0.0248(18) -0.0029(15) 0.0049(13) -0.0014(15) C9 0.0175(15) 0.0231(18) 0.0172(15) 0.0029(13) -0.0013(12) -0.0002(13) C10 0.0158(15) 0.0246(18) 0.0161(15) 0.0019(13) 0.0005(11) -0.0010(13) C11 0.0158(14) 0.0210(18) 0.0196(15) 0.0013(13) -0.0013(11) -0.0026(13) C12 0.0147(14) 0.0255(19) 0.0198(16) 0.0062(14) 0.0000(12) 0.0020(13) C13 0.0180(16) 0.0233(18) 0.0233(17) 0.0037(14) -0.0017(13) 0.0038(13) C14 0.0185(16) 0.0236(18) 0.0215(16) 0.0015(14) 0.0029(12) 0.0018(13) C15 0.0206(16) 0.0214(18) 0.0185(16) 0.0007(13) 0.0041(12) 0.0009(13) C16 0.0287(18) 0.028(2) 0.0205(17) -0.0017(15) 0.0003(13) 0.0038(15) C17 0.0233(17) 0.027(2) 0.0324(19) 0.0036(16) 0.0006(14) -0.0003(15) C18 0.0325(19) 0.025(2) 0.035(2) -0.0033(17) 0.0011(15) -0.0021(15) C19 0.042(2) 0.034(2) 0.0227(18) -0.0047(17) -0.0042(15) -0.0008(17) C20 0.037(2) 0.033(2) 0.0239(18) 0.0024(16) -0.0032(15) -0.0009(16) C21 0.0224(16) 0.0219(18) 0.0265(18) -0.0018(15) -0.0022(13) -0.0046(14) C22 0.0249(17) 0.0193(18) 0.0270(17) 0.0011(15) 0.0006(13) 0.0006(14) C23 0.0314(19) 0.034(2) 0.031(2) 0.0007(17) -0.0075(15) -0.0002(16) C24 0.0295(18) 0.025(2) 0.044(2) 0.0000(17) -0.0050(16) 0.0053(15) C25 0.036(2) 0.022(2) 0.036(2) -0.0014(16) 0.0033(16) 0.0013(16) C26 0.0322(19) 0.027(2) 0.0288(19) -0.0032(16) -0.0035(14) -0.0014(15) C27 0.029(2) 0.043(2) 0.038(2) 0.0041(19) 0.0042(16) 0.0060(17) C28 0.037(2) 0.048(3) 0.044(2) 0.013(2) 0.0101(18) 0.0123(19) C29 0.055(3) 0.057(3) 0.037(2) 0.017(2) 0.0142(19) 0.025(2) C30 0.070(3) 0.042(3) 0.029(2) 0.0022(19) 0.005(2) 0.022(2) C31 0.051(2) 0.029(2) 0.0255(19) 0.0042(16) 0.0012(16) 0.0214(18) C32 0.051(2) 0.026(2) 0.0270(19) -0.0007(16) -0.0090(17) 0.0126(18) C33 0.075(3) 0.036(2) 0.032(2) -0.0036(19) -0.011(2) 0.012(2) C34 0.081(3) 0.025(2) 0.047(3) -0.010(2) -0.030(2) 0.003(2) C35 0.055(3) 0.032(2) 0.044(2) -0.0026(19) -0.023(2) -0.0006(19) C36 0.041(2) 0.025(2) 0.042(2) 0.0026(17) -0.0145(17) 0.0020(17) C37 0.0308(18) 0.029(2) 0.0248(17) 0.0015(16) 0.0021(14) 0.0023(15) C38 0.041(2) 0.027(2) 0.034(2) 0.0036(17) -0.0053(16) 0.0038(17) C39 0.038(2) 0.031(2) 0.045(2) -0.0056(19) -0.0042(18) 0.0103(17) C40 0.0296(19) 0.038(2) 0.036(2) -0.0131(18) -0.0005(15) 0.0074(17) C41 0.0232(17) 0.031(2) 0.0247(18) -0.0084(15) -0.0002(13) 0.0001(15) C42 0.0226(17) 0.032(2) 0.0288(19) -0.0029(16) -0.0025(14) -0.0063(15) C43 0.037(2) 0.051(3) 0.034(2) -0.006(2) 0.0037(16) -0.0044(19) C44 0.043(2) 0.076(3) 0.028(2) -0.003(2) 0.0087(17) -0.017(2) C45 0.034(2) 0.065(3) 0.032(2) 0.014(2) -0.0030(17) -0.024(2) C46 0.033(2) 0.045(3) 0.040(2) 0.009(2) -0.0060(16) -0.0098(18) _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 1.761(2) . ? U1 O2 1.774(2) . ? U1 O15 2.433(2) 1_655 ? U1 O13 2.451(2) . ? U1 O6 2.472(2) . ? U1 O14 2.474(2) . ? U1 O5 2.493(2) . ? U1 O16 2.500(2) 1_655 ? U2 O4 1.767(2) . ? U2 O3 1.774(2) . ? U2 O18 2.438(2) 4_676 ? U2 O8 2.458(2) . ? U2 O17 2.464(2) 4_676 ? U2 O10 2.468(2) 1_655 ? U2 O9 2.469(2) 1_655 ? U2 O7 2.517(2) . ? Ni N4 2.053(3) . ? Ni N5 2.065(3) . ? Ni N3 2.072(3) . ? Ni N2 2.073(3) . ? Ni N1 2.105(2) . ? Ni N6 2.105(3) . ? O5 C5 1.269(3) . ? O6 C5 1.265(3) . ? O7 C6 1.267(3) . ? O8 C6 1.268(3) . ? O9 C7 1.262(3) . ? O9 U2 2.469(2) 1_455 ? O10 C7 1.256(3) . ? O10 U2 2.468(2) 1_455 ? O11 C8 1.236(4) . ? O12 C8 1.288(4) . ? O12 H12 0.9129 . ? O13 C13 1.255(3) . ? O14 C13 1.262(3) . ? O15 C14 1.258(3) . ? O15 U1 2.433(2) 1_455 ? O16 C14 1.258(3) . ? O16 U1 2.500(2) 1_455 ? O17 C15 1.278(3) . ? O17 U2 2.464(2) 4_475 ? O18 C15 1.261(3) . ? O18 U2 2.438(2) 4_475 ? O19 C16 1.199(4) . ? O20 C16 1.314(4) . ? O20 H20 0.8314 . ? O21 H21A 0.8286 . ? O21 H21B 0.8807 . ? O22 H22A 0.9812 . ? O22 H22B 0.9152 . ? O23 H23A 0.8073 . ? O23 H23B 0.9410 . ? O24 H24A 0.9769 . ? O24 H24B 0.8039 . ? N1 C17 1.331(4) . ? N1 C21 1.350(4) . ? N2 C26 1.340(4) . ? N2 C22 1.353(4) . ? N3 C27 1.341(4) . ? N3 C31 1.355(4) . ? N4 C36 1.340(4) . ? N4 C32 1.349(4) . ? N5 C37 1.338(4) . ? N5 C41 1.361(4) . ? N6 C46 1.339(4) . ? N6 C42 1.352(4) . ? C1 C5 1.497(4) . ? C1 C4 1.545(4) . ? C1 C2 1.557(4) . ? C1 H1 0.9800 . ? C2 C6 1.495(4) . ? C2 C3 1.563(4) . ? C2 H2 0.9800 . ? C3 C7 1.500(4) . ? C3 C4 1.525(4) . ? C3 H3 0.9800 . ? C4 C8 1.494(4) . ? C4 H4 0.9800 . ? C9 C13 1.512(4) . ? C9 C12 1.534(4) . ? C9 C10 1.562(4) . ? C9 H9 0.9800 . ? C10 C14 1.507(4) . ? C10 C11 1.559(4) . ? C10 H10 0.9800 . ? C11 C15 1.490(4) . ? C11 C12 1.552(4) . ? C11 H11 0.9800 . ? C12 C16 1.494(4) . ? C12 H12A 0.9800 . ? C17 C18 1.388(4) . ? C17 H17 0.9300 . ? C18 C19 1.373(5) . ? C18 H18 0.9300 . ? C19 C20 1.369(5) . ? C19 H19A 0.9300 . ? C20 C21 1.377(4) . ? C20 H20A 0.9300 . ? C21 C22 1.474(4) . ? C22 C23 1.397(4) . ? C23 C24 1.378(5) . ? C23 H23 0.9300 . ? C24 C25 1.391(4) . ? C24 H24 0.9300 . ? C25 C26 1.392(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.376(5) . ? C27 H27 0.9300 . ? C28 C29 1.361(5) . ? C28 H28 0.9300 . ? C29 C30 1.378(6) . ? C29 H29 0.9300 . ? C30 C31 1.396(5) . ? C30 H30 0.9300 . ? C31 C32 1.470(5) . ? C32 C33 1.408(5) . ? C33 C34 1.376(6) . ? C33 H33 0.9300 . ? C34 C35 1.358(6) . ? C34 H34 0.9300 . ? C35 C36 1.382(5) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 C38 1.383(4) . ? C37 H37 0.9300 . ? C38 C39 1.378(5) . ? C38 H38 0.9300 . ? C39 C40 1.386(5) . ? C39 H39 0.9300 . ? C40 C41 1.378(5) . ? C40 H40 0.9300 . ? C41 C42 1.476(5) . ? C42 C43 1.386(5) . ? C43 C44 1.376(5) . ? C43 H43 0.9300 . ? C44 C45 1.370(6) . ? C44 H44 0.9300 . ? C45 C46 1.387(5) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? 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 178.69(10) . . ? O1 U1 O15 91.79(10) . 1_655 ? O2 U1 O15 89.06(10) . 1_655 ? O1 U1 O13 90.88(9) . . ? O2 U1 O13 89.65(9) . . ? O15 U1 O13 116.24(7) 1_655 . ? O1 U1 O6 92.48(9) . . ? O2 U1 O6 86.61(8) . . ? O15 U1 O6 174.39(8) 1_655 . ? O13 U1 O6 67.34(6) . . ? O1 U1 O14 90.09(9) . . ? O2 U1 O14 91.18(9) . . ? O15 U1 O14 64.01(7) 1_655 . ? O13 U1 O14 52.29(7) . . ? O6 U1 O14 119.60(7) . . ? O1 U1 O5 89.06(9) . . ? O2 U1 O5 89.63(9) . . ? O15 U1 O5 124.08(7) 1_655 . ? O13 U1 O5 119.66(7) . . ? O6 U1 O5 52.40(6) . . ? O14 U1 O5 171.89(7) . . ? O1 U1 O16 88.92(9) . 1_655 ? O2 U1 O16 90.80(9) . 1_655 ? O15 U1 O16 52.45(7) 1_655 1_655 ? O13 U1 O16 168.67(7) . 1_655 ? O6 U1 O16 124.00(6) . 1_655 ? O14 U1 O16 116.37(7) . 1_655 ? O5 U1 O16 71.67(7) . 1_655 ? O4 U2 O3 178.20(10) . . ? O4 U2 O18 88.79(9) . 4_676 ? O3 U2 O18 92.90(9) . 4_676 ? O4 U2 O8 89.29(9) . . ? O3 U2 O8 89.28(9) . . ? O18 U2 O8 122.41(7) 4_676 . ? O4 U2 O17 90.95(9) . 4_676 ? O3 U2 O17 90.56(9) . 4_676 ? O18 U2 O17 53.01(6) 4_676 4_676 ? O8 U2 O17 175.40(7) . 4_676 ? O4 U2 O10 90.68(9) . 1_655 ? O3 U2 O10 89.02(8) . 1_655 ? O18 U2 O10 119.71(7) 4_676 1_655 ? O8 U2 O10 117.87(7) . 1_655 ? O17 U2 O10 66.72(7) 4_676 1_655 ? O4 U2 O9 89.20(9) . 1_655 ? O3 U2 O9 89.21(9) . 1_655 ? O18 U2 O9 171.79(7) 4_676 1_655 ? O8 U2 O9 65.52(7) . 1_655 ? O17 U2 O9 119.08(7) 4_676 1_655 ? O10 U2 O9 52.36(6) 1_655 1_655 ? O4 U2 O7 95.77(8) . . ? O3 U2 O7 84.22(8) . . ? O18 U2 O7 70.72(7) 4_676 . ? O8 U2 O7 52.27(7) . . ? O17 U2 O7 123.15(7) 4_676 . ? O10 U2 O7 167.95(7) 1_655 . ? O9 U2 O7 117.41(7) 1_655 . ? N4 Ni N5 91.28(10) . . ? N4 Ni N3 79.37(12) . . ? N5 Ni N3 97.43(11) . . ? N4 Ni N2 96.87(10) . . ? N5 Ni N2 169.25(10) . . ? N3 Ni N2 90.97(10) . . ? N4 Ni N1 175.24(11) . . ? N5 Ni N1 93.12(10) . . ? N3 Ni N1 98.23(10) . . ? N2 Ni N1 78.99(10) . . ? N4 Ni N6 97.90(11) . . ? N5 Ni N6 78.53(11) . . ? N3 Ni N6 175.13(10) . . ? N2 Ni N6 93.37(11) . . ? N1 Ni N6 84.78(10) . . ? C5 O5 U1 93.14(16) . . ? C5 O6 U1 94.19(17) . . ? C6 O7 U2 92.00(16) . . ? C6 O8 U2 94.74(17) . . ? C7 O9 U2 93.80(18) . 1_455 ? C7 O10 U2 94.01(17) . 1_455 ? C8 O12 H12 114.4 . . ? C13 O13 U1 94.90(17) . . ? C13 O14 U1 93.64(18) . . ? C14 O15 U1 95.22(18) . 1_455 ? C14 O16 U1 92.00(17) . 1_455 ? C15 O17 U2 93.15(17) . 4_475 ? C15 O18 U2 94.84(18) . 4_475 ? C16 O20 H20 107.5 . . ? H21A O21 H21B 92.0 . . ? H22A O22 H22B 103.1 . . ? H23A O23 H23B 100.4 . . ? H24A O24 H24B 101.5 . . ? C17 N1 C21 118.3(3) . . ? C17 N1 Ni 127.0(2) . . ? C21 N1 Ni 112.7(2) . . ? C26 N2 C22 119.2(3) . . ? C26 N2 Ni 126.2(2) . . ? C22 N2 Ni 114.5(2) . . ? C27 N3 C31 119.2(3) . . ? C27 N3 Ni 126.3(2) . . ? C31 N3 Ni 114.2(2) . . ? C36 N4 C32 119.7(3) . . ? C36 N4 Ni 125.0(2) . . ? C32 N4 Ni 115.2(2) . . ? C37 N5 C41 118.9(3) . . ? C37 N5 Ni 125.8(2) . . ? C41 N5 Ni 115.3(2) . . ? C46 N6 C42 118.7(3) . . ? C46 N6 Ni 125.0(2) . . ? C42 N6 Ni 113.2(2) . . ? C5 C1 C4 118.9(2) . . ? C5 C1 C2 115.4(2) . . ? C4 C1 C2 87.3(2) . . ? C5 C1 H1 111.1 . . ? C4 C1 H1 111.1 . . ? C2 C1 H1 111.1 . . ? C6 C2 C1 118.3(2) . . ? C6 C2 C3 117.4(2) . . ? C1 C2 C3 88.5(2) . . ? C6 C2 H2 110.3 . . ? C1 C2 H2 110.3 . . ? C3 C2 H2 110.3 . . ? C7 C3 C4 118.2(2) . . ? C7 C3 C2 119.4(2) . . ? C4 C3 C2 87.8(2) . . ? C7 C3 H3 109.9 . . ? C4 C3 H3 109.9 . . ? C2 C3 H3 109.9 . . ? C8 C4 C3 116.1(2) . . ? C8 C4 C1 122.2(3) . . ? C3 C4 C1 90.3(2) . . ? C8 C4 H4 108.9 . . ? C3 C4 H4 108.9 . . ? C1 C4 H4 108.9 . . ? O6 C5 O5 119.8(3) . . ? O6 C5 C1 119.8(2) . . ? O5 C5 C1 120.2(2) . . ? O7 C6 O8 119.8(3) . . ? O7 C6 C2 121.4(3) . . ? O8 C6 C2 118.8(3) . . ? O10 C7 O9 119.8(3) . . ? O10 C7 C3 120.9(3) . . ? O9 C7 C3 119.3(3) . . ? O11 C8 O12 124.0(3) . . ? O11 C8 C4 120.4(3) . . ? O12 C8 C4 115.4(3) . . ? C13 C9 C12 118.7(2) . . ? C13 C9 C10 117.4(3) . . ? C12 C9 C10 88.7(2) . . ? C13 C9 H9 110.2 . . ? C12 C9 H9 110.2 . . ? C10 C9 H9 110.2 . . ? C14 C10 C11 117.0(2) . . ? C14 C10 C9 116.3(3) . . ? C11 C10 C9 89.1(2) . . ? C14 C10 H10 110.9 . . ? C11 C10 H10 110.9 . . ? C9 C10 H10 110.9 . . ? C15 C11 C12 118.5(2) . . ? C15 C11 C10 117.0(3) . . ? C12 C11 C10 88.2(2) . . ? C15 C11 H11 110.5 . . ? C12 C11 H11 110.5 . . ? C10 C11 H11 110.5 . . ? C16 C12 C9 116.2(3) . . ? C16 C12 C11 118.1(2) . . ? C9 C12 C11 90.4(2) . . ? C16 C12 H12A 110.2 . . ? C9 C12 H12A 110.2 . . ? C11 C12 H12A 110.2 . . ? O13 C13 O14 119.2(3) . . ? O13 C13 C9 120.7(3) . . ? O14 C13 C9 120.1(3) . . ? O15 C14 O16 120.2(3) . . ? O15 C14 C10 118.3(3) . . ? O16 C14 C10 121.5(3) . . ? O18 C15 O17 119.0(3) . . ? O18 C15 C11 121.7(3) . . ? O17 C15 C11 119.3(3) . . ? O19 C16 O20 124.2(3) . . ? O19 C16 C12 123.7(3) . . ? O20 C16 C12 112.1(3) . . ? N1 C17 C18 123.3(3) . . ? N1 C17 H17 118.4 . . ? C18 C17 H17 118.4 . . ? C19 C18 C17 117.7(3) . . ? C19 C18 H18 121.1 . . ? C17 C18 H18 121.1 . . ? C20 C19 C18 119.5(3) . . ? C20 C19 H19A 120.3 . . ? C18 C19 H19A 120.3 . . ? C19 C20 C21 120.0(3) . . ? C19 C20 H20A 120.0 . . ? C21 C20 H20A 120.0 . . ? N1 C21 C20 121.0(3) . . ? N1 C21 C22 115.3(3) . . ? C20 C21 C22 123.7(3) . . ? N2 C22 C23 120.5(3) . . ? N2 C22 C21 115.6(3) . . ? C23 C22 C21 123.9(3) . . ? C24 C23 C22 120.1(3) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 119.4(3) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C24 C25 C26 117.7(3) . . ? C24 C25 H25 121.2 . . ? C26 C25 H25 121.2 . . ? N2 C26 C25 123.1(3) . . ? N2 C26 H26 118.4 . . ? C25 C26 H26 118.4 . . ? N3 C27 C28 122.5(4) . . ? N3 C27 H27 118.8 . . ? C28 C27 H27 118.8 . . ? C29 C28 C27 118.9(4) . . ? C29 C28 H28 120.6 . . ? C27 C28 H28 120.6 . . ? C28 C29 C30 119.8(4) . . ? C28 C29 H29 120.1 . . ? C30 C29 H29 120.1 . . ? C29 C30 C31 119.4(4) . . ? C29 C30 H30 120.3 . . ? C31 C30 H30 120.3 . . ? N3 C31 C30 120.2(4) . . ? N3 C31 C32 115.4(3) . . ? C30 C31 C32 124.4(4) . . ? N4 C32 C33 119.9(4) . . ? N4 C32 C31 115.4(3) . . ? C33 C32 C31 124.6(4) . . ? C34 C33 C32 119.1(4) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? C35 C34 C33 120.2(4) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C34 C35 C36 118.8(4) . . ? C34 C35 H35 120.6 . . ? C36 C35 H35 120.6 . . ? N4 C36 C35 122.3(4) . . ? N4 C36 H36 118.9 . . ? C35 C36 H36 118.9 . . ? N5 C37 C38 122.6(3) . . ? N5 C37 H37 118.7 . . ? C38 C37 H37 118.7 . . ? C39 C38 C37 118.8(3) . . ? C39 C38 H38 120.6 . . ? C37 C38 H38 120.6 . . ? C38 C39 C40 118.9(3) . . ? C38 C39 H39 120.5 . . ? C40 C39 H39 120.5 . . ? C41 C40 C39 119.9(3) . . ? C41 C40 H40 120.0 . . ? C39 C40 H40 120.0 . . ? N5 C41 C40 120.8(3) . . ? N5 C41 C42 115.0(3) . . ? C40 C41 C42 124.2(3) . . ? N6 C42 C43 121.1(3) . . ? N6 C42 C41 114.8(3) . . ? C43 C42 C41 124.0(3) . . ? C44 C43 C42 119.7(4) . . ? C44 C43 H43 120.1 . . ? C42 C43 H43 120.1 . . ? C45 C44 C43 119.1(4) . . ? C45 C44 H44 120.5 . . ? C43 C44 H44 120.5 . . ? C44 C45 C46 119.0(4) . . ? C44 C45 H45 120.5 . . ? C46 C45 H45 120.5 . . ? N6 C46 C45 122.2(4) . . ? N6 C46 H46 118.9 . . ? C45 C46 H46 118.9 . . ? 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 O12 H12 O11 0.91 1.73 2.642(3) 172.6 3_566 O20 H20 O21 0.83 1.76 2.562(3) 162.2 . O21 H21A O14 0.83 2.21 2.965(3) 151.2 3_565 O21 H21A O15 0.83 2.49 3.106(3) 131.9 3_465 O21 H21B O23 0.88 1.85 2.693(3) 160.1 2_545 O22 H22A O9 0.98 1.98 2.961(3) 178.7 1_655 O22 H22B O25A 0.92 1.80 2.699(5) 167.3 . O22 H22B O25B 0.92 2.17 2.864(9) 131.9 . O23 H23A O7 0.81 2.23 3.018(3) 166.9 . O23 H23B O17 0.94 2.21 3.094(3) 156.2 4_576 O23 H23B O10 0.94 2.27 2.953(3) 128.8 . O24 H24A O3 0.98 2.28 3.244(4) 170.3 . O24 H24B O25A 0.80 2.20 2.912(5) 147.5 . O24 H24B O25B 0.80 2.51 3.182(11) 141.7 . _database_code_depnum_ccdc_archive 'CCDC 941454' ####################################################################### # # 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_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Cu N2 O14 U' _chemical_formula_weight 787.91 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' Cu Cu 0.3201 1.2651 '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 monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.8461(6) _cell_length_b 13.7347(7) _cell_length_c 13.6634(5) _cell_angle_alpha 90.00 _cell_angle_beta 115.429(3) _cell_angle_gamma 90.00 _cell_volume 2177.18(18) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 69465 _cell_measurement_theta_min 2.97 _cell_measurement_theta_max 30.51 _exptl_crystal_description parallelepiped _exptl_crystal_colour 'translucent light green' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1492 _exptl_absorpt_coefficient_mu 8.487 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.255 _exptl_absorpt_correction_T_max 0.428 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 35 mm' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and five \w scans with 2\% steps (489 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 69465 _diffrn_reflns_av_R_equivalents 0.0567 _diffrn_reflns_av_unetI/netI 0.0724 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 30.51 _reflns_number_total 6650 _reflns_number_gt 4868 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by Patterson map interpretation and subsequent Fourier-difference synthesis. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atoms bound to O atoms were found on a Fourier-difference map and all the others were introduced at calculated positions; all were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. 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^)+(0.0358P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 6650 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0620 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0813 _refine_ls_wR_factor_gt 0.0760 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.988 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.199 _refine_diff_density_min -1.188 _refine_diff_density_rms 0.185 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 U U 0.490272(14) 0.832321(12) 0.084581(13) 0.02217(6) Uani 1 1 d . . . Cu Cu 1.07974(5) 0.92896(4) 0.31739(4) 0.02552(13) Uani 1 1 d . . . O1 O 0.6043(3) 0.8446(2) 0.0444(3) 0.0257(7) Uani 1 1 d . . . O2 O 0.3728(3) 0.8215(2) 0.1210(3) 0.0279(7) Uani 1 1 d . . . O3 O 0.6086(3) 0.8367(2) 0.2739(3) 0.0278(7) Uani 1 1 d . . . O4 O 0.6255(3) 0.9367(3) 0.4077(3) 0.0355(8) Uani 1 1 d . . . O5 O 0.5413(3) 0.9972(2) 0.1459(2) 0.0268(7) Uani 1 1 d . . . O6 O 0.6382(3) 1.0777(2) 0.0697(2) 0.0279(7) Uani 1 1 d . . . O7 O 1.0494(3) 1.0556(2) 0.3698(2) 0.0271(7) Uani 1 1 d . . . O8 O 0.9296(3) 1.1784(2) 0.3518(3) 0.0289(7) Uani 1 1 d . . . O9 O 1.0329(3) 0.8553(2) 0.4152(2) 0.0270(7) Uani 1 1 d . . . O10 O 0.8939(2) 0.7767(2) 0.4402(2) 0.0261(7) Uani 1 1 d . . . O11 O 0.8736(3) 0.9427(2) 0.2304(2) 0.0251(7) Uani 1 1 d . . . O12 O 1.2658(3) 0.9245(2) 0.4401(2) 0.0314(8) Uani 1 1 d . . . H12A H 1.2982 0.9791 0.4908 0.038 Uiso 1 1 d R . . H12B H 1.3243 0.9198 0.4205 0.038 Uiso 1 1 d R . . O13 O 0.8101(3) 0.7312(3) 0.0909(3) 0.0540(11) Uani 1 1 d . . . H13A H 0.7551 0.7701 0.0500 0.065 Uiso 1 1 d R . . H13B H 0.7972 0.6851 0.0457 0.065 Uiso 1 1 d R . . O14 O 0.4003(3) 0.8689(3) 0.3426(3) 0.0496(11) Uani 1 1 d . . . H14A H 0.3754 0.8400 0.2837 0.059 Uiso 1 1 d R . . H14B H 0.4622 0.8851 0.3541 0.059 Uiso 1 1 d R . . N1 N 1.1108(3) 0.9897(3) 0.1983(3) 0.0284(9) Uani 1 1 d . . . N2 N 1.0940(3) 0.8070(3) 0.2431(3) 0.0279(9) Uani 1 1 d . . . C1 C 0.7624(4) 0.9540(3) 0.3339(3) 0.0245(10) Uani 1 1 d . . . H1 H 0.8141 0.9755 0.4073 0.029 Uiso 1 1 calc R . . C2 C 0.7390(4) 1.0419(3) 0.2581(3) 0.0237(9) Uani 1 1 d . . . H2 H 0.7359 1.1010 0.2970 0.028 Uiso 1 1 calc R . . C3 C 0.8493(4) 1.0432(3) 0.2412(4) 0.0266(10) Uani 1 1 d . . . H3 H 0.8320 1.0757 0.1721 0.032 Uiso 1 1 calc R . . C4 C 0.8315(4) 0.8844(3) 0.2946(4) 0.0256(10) Uani 1 1 d . . . H4 H 0.7797 0.8341 0.2484 0.031 Uiso 1 1 calc R . . C5 C 0.6577(4) 0.9058(3) 0.3394(4) 0.0257(10) Uani 1 1 d . . . C6 C 0.6315(4) 1.0378(3) 0.1487(4) 0.0249(10) Uani 1 1 d . . . C7 C 0.9519(4) 1.0955(3) 0.3296(3) 0.0240(9) Uani 1 1 d . . . C8 C 0.9290(4) 0.8361(3) 0.3902(4) 0.0253(10) Uani 1 1 d . . . C9 C 1.1186(4) 1.0847(4) 0.1817(4) 0.0306(11) Uani 1 1 d . . . H9 H 1.1072 1.1287 0.2279 0.037 Uiso 1 1 calc R . . C10 C 1.1428(4) 1.1208(4) 0.0995(4) 0.0347(12) Uani 1 1 d . . . H10 H 1.1464 1.1875 0.0895 0.042 Uiso 1 1 calc R . . C11 C 1.1617(4) 1.0547(4) 0.0323(4) 0.0389(13) Uani 1 1 d . . . H11 H 1.1793 1.0764 -0.0233 0.047 Uiso 1 1 calc R . . C12 C 1.1540(4) 0.9554(4) 0.0488(4) 0.0346(12) Uani 1 1 d . . . H12 H 1.1669 0.9101 0.0048 0.042 Uiso 1 1 calc R . . C13 C 1.1268(4) 0.9252(4) 0.1314(4) 0.0312(11) Uani 1 1 d . . . C14 C 1.1122(4) 0.8218(3) 0.1538(4) 0.0287(11) Uani 1 1 d . . . C15 C 1.1159(4) 0.7448(4) 0.0909(4) 0.0379(12) Uani 1 1 d . . . H15 H 1.1312 0.7554 0.0312 0.045 Uiso 1 1 calc R . . C16 C 1.0964(5) 0.6506(4) 0.1178(4) 0.0411(14) Uani 1 1 d . . . H16 H 1.0959 0.5983 0.0744 0.049 Uiso 1 1 calc R . . C17 C 1.0780(4) 0.6355(4) 0.2077(4) 0.0384(13) Uani 1 1 d . . . H17 H 1.0652 0.5732 0.2271 0.046 Uiso 1 1 calc R . . C18 C 1.0790(4) 0.7171(4) 0.2703(4) 0.0343(12) Uani 1 1 d . . . H18 H 1.0687 0.7077 0.3330 0.041 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U 0.02230(9) 0.01967(9) 0.02306(9) 0.00022(7) 0.00832(7) 0.00028(7) Cu 0.0260(3) 0.0240(3) 0.0279(3) -0.0013(2) 0.0128(2) -0.0004(2) O1 0.0266(16) 0.0227(17) 0.0294(17) 0.0041(13) 0.0137(14) -0.0019(13) O2 0.0233(16) 0.032(2) 0.0310(17) -0.0015(14) 0.0147(14) -0.0004(14) O3 0.0263(16) 0.0237(17) 0.0274(16) -0.0012(14) 0.0059(14) -0.0022(14) O4 0.0362(19) 0.041(2) 0.0349(19) -0.0082(16) 0.0202(16) -0.0063(16) O5 0.0266(16) 0.0208(16) 0.0305(17) 0.0016(14) 0.0099(14) 0.0013(14) O6 0.0254(16) 0.0253(18) 0.0286(17) 0.0041(14) 0.0073(14) 0.0003(14) O7 0.0235(16) 0.0253(17) 0.0319(17) -0.0021(14) 0.0114(14) 0.0004(14) O8 0.0324(18) 0.0205(18) 0.0316(17) -0.0018(13) 0.0116(15) -0.0024(14) O9 0.0262(17) 0.0277(17) 0.0278(17) 0.0027(13) 0.0122(15) 0.0005(14) O10 0.0226(16) 0.0241(17) 0.0289(16) 0.0061(13) 0.0086(14) 0.0012(13) O11 0.0296(17) 0.0221(16) 0.0237(15) -0.0003(13) 0.0116(14) -0.0024(14) O12 0.0249(17) 0.034(2) 0.0331(18) -0.0079(15) 0.0105(14) -0.0046(14) O13 0.051(2) 0.045(2) 0.058(3) -0.006(2) 0.017(2) 0.007(2) O14 0.031(2) 0.081(3) 0.042(2) -0.017(2) 0.0202(18) -0.008(2) N1 0.0218(19) 0.033(2) 0.029(2) 0.0019(18) 0.0097(16) -0.0002(18) N2 0.028(2) 0.027(2) 0.028(2) 0.0009(17) 0.0115(17) 0.0011(17) C1 0.023(2) 0.025(2) 0.022(2) -0.0022(18) 0.0063(18) 0.0014(19) C2 0.024(2) 0.019(2) 0.025(2) -0.0017(17) 0.0080(19) -0.0051(18) C3 0.028(2) 0.025(2) 0.024(2) 0.0038(19) 0.009(2) 0.005(2) C4 0.029(2) 0.023(2) 0.026(2) 0.0016(19) 0.013(2) -0.006(2) C5 0.021(2) 0.025(2) 0.025(2) 0.000(2) 0.0052(19) -0.0031(19) C6 0.026(2) 0.021(2) 0.029(2) -0.0005(19) 0.013(2) 0.0071(19) C7 0.029(2) 0.022(2) 0.024(2) 0.0006(18) 0.0138(19) -0.003(2) C8 0.027(2) 0.023(2) 0.026(2) -0.0049(19) 0.0118(19) 0.003(2) C9 0.026(2) 0.032(3) 0.034(3) -0.001(2) 0.014(2) -0.003(2) C10 0.022(2) 0.036(3) 0.041(3) 0.008(2) 0.009(2) -0.003(2) C11 0.031(3) 0.057(4) 0.029(3) 0.008(3) 0.014(2) 0.001(3) C12 0.028(3) 0.048(3) 0.028(3) 0.003(2) 0.012(2) 0.006(2) C13 0.025(2) 0.042(3) 0.024(2) -0.001(2) 0.007(2) 0.002(2) C14 0.022(2) 0.034(3) 0.028(2) 0.001(2) 0.0078(19) 0.003(2) C15 0.034(3) 0.049(3) 0.031(3) -0.004(2) 0.015(2) 0.007(3) C16 0.048(3) 0.034(3) 0.040(3) -0.008(2) 0.018(3) 0.012(3) C17 0.036(3) 0.030(3) 0.046(3) -0.010(2) 0.015(3) 0.002(2) C18 0.027(2) 0.032(3) 0.041(3) 0.002(2) 0.012(2) 0.008(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 U O1 1.779(3) . ? U O2 1.786(3) . ? U O8 2.349(3) 2_645 ? U O10 2.359(3) 4_575 ? U O3 2.373(3) . ? U O6 2.389(3) 3_675 ? U O5 2.406(3) . ? Cu O9 1.965(3) . ? Cu O7 1.983(3) . ? Cu N2 2.007(4) . ? Cu N1 2.015(4) . ? Cu O12 2.255(3) . ? Cu O11 2.399(3) . ? O3 C5 1.271(5) . ? O4 C5 1.247(6) . ? O5 C6 1.271(5) . ? O6 C6 1.247(5) . ? O6 U 2.389(3) 3_675 ? O7 C7 1.257(5) . ? O8 C7 1.242(5) . ? O8 U 2.349(3) 2_655 ? O9 C8 1.256(6) . ? O10 C8 1.266(5) . ? O10 U 2.359(3) 4_676 ? O11 C3 1.436(5) . ? O11 C4 1.452(5) . ? O12 H12A 0.9843 . ? O12 H12B 0.9023 . ? O13 H13A 0.8714 . ? O13 H13B 0.8497 . ? O14 H14A 0.8284 . ? O14 H14B 0.7736 . ? N1 C9 1.335(6) . ? N1 C13 1.351(6) . ? N2 C18 1.328(6) . ? N2 C14 1.352(6) . ? C1 C5 1.530(6) . ? C1 C2 1.534(6) . ? C1 C4 1.549(6) . ? C1 H1 0.9800 . ? C2 C3 1.531(6) . ? C2 C6 1.540(6) . ? C2 H2 0.9800 . ? C3 C7 1.532(6) . ? C3 H3 0.9800 . ? C4 C8 1.519(6) . ? C4 H4 0.9800 . ? C9 C10 1.381(7) . ? C9 H9 0.9300 . ? C10 C11 1.384(7) . ? C10 H10 0.9300 . ? C11 C12 1.393(8) . ? C11 H11 0.9300 . ? C12 C13 1.380(7) . ? C12 H12 0.9300 . ? C13 C14 1.482(7) . ? C14 C15 1.375(7) . ? C15 C16 1.397(8) . ? C15 H15 0.9300 . ? C16 C17 1.364(8) . ? C16 H16 0.9300 . ? C17 C18 1.407(7) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? 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 U O2 178.26(14) . . ? O1 U O8 84.92(13) . 2_645 ? O2 U O8 96.33(13) . 2_645 ? O1 U O10 90.48(12) . 4_575 ? O2 U O10 88.70(13) . 4_575 ? O8 U O10 74.18(10) 2_645 4_575 ? O1 U O3 96.14(13) . . ? O2 U O3 85.45(13) . . ? O8 U O3 69.24(11) 2_645 . ? O10 U O3 142.00(10) 4_575 . ? O1 U O6 91.56(12) . 3_675 ? O2 U O6 86.72(13) . 3_675 ? O8 U O6 145.00(11) 2_645 3_675 ? O10 U O6 71.03(11) 4_575 3_675 ? O3 U O6 145.63(10) . 3_675 ? O1 U O5 83.17(12) . . ? O2 U O5 96.75(12) . . ? O8 U O5 135.06(11) 2_645 . ? O10 U O5 148.77(10) 4_575 . ? O3 U O5 69.22(10) . . ? O6 U O5 78.58(10) 3_675 . ? O9 Cu O7 92.37(14) . . ? O9 Cu N2 92.04(15) . . ? O7 Cu N2 171.73(14) . . ? O9 Cu N1 170.69(15) . . ? O7 Cu N1 93.79(15) . . ? N2 Cu N1 81.03(17) . . ? O9 Cu O12 90.95(12) . . ? O7 Cu O12 93.74(12) . . ? N2 Cu O12 93.19(14) . . ? N1 Cu O12 95.60(13) . . ? O9 Cu O11 77.44(12) . . ? O7 Cu O11 76.32(11) . . ? N2 Cu O11 97.84(14) . . ? N1 Cu O11 97.25(13) . . ? O12 Cu O11 164.21(11) . . ? C5 O3 U 132.7(3) . . ? C6 O5 U 122.1(3) . . ? C6 O6 U 135.5(3) . 3_675 ? C7 O7 Cu 122.6(3) . . ? C7 O8 U 143.6(3) . 2_655 ? C8 O9 Cu 121.5(3) . . ? C8 O10 U 132.9(3) . 4_676 ? C3 O11 C4 108.3(3) . . ? C3 O11 Cu 105.5(2) . . ? C4 O11 Cu 106.0(2) . . ? Cu O12 H12A 119.7 . . ? Cu O12 H12B 122.3 . . ? H12A O12 H12B 96.2 . . ? H13A O13 H13B 98.0 . . ? H14A O14 H14B 105.7 . . ? C9 N1 C13 118.8(4) . . ? C9 N1 Cu 126.7(3) . . ? C13 N1 Cu 114.5(3) . . ? C18 N2 C14 119.6(4) . . ? C18 N2 Cu 125.3(3) . . ? C14 N2 Cu 114.9(3) . . ? C5 C1 C2 116.9(3) . . ? C5 C1 C4 113.4(4) . . ? C2 C1 C4 103.1(4) . . ? C5 C1 H1 107.7 . . ? C2 C1 H1 107.7 . . ? C4 C1 H1 107.7 . . ? C3 C2 C1 100.7(3) . . ? C3 C2 C6 110.9(4) . . ? C1 C2 C6 117.4(4) . . ? C3 C2 H2 109.1 . . ? C1 C2 H2 109.1 . . ? C6 C2 H2 109.1 . . ? O11 C3 C2 105.1(4) . . ? O11 C3 C7 112.4(4) . . ? C2 C3 C7 115.1(4) . . ? O11 C3 H3 108.0 . . ? C2 C3 H3 108.0 . . ? C7 C3 H3 108.0 . . ? O11 C4 C8 112.2(4) . . ? O11 C4 C1 106.7(4) . . ? C8 C4 C1 110.7(4) . . ? O11 C4 H4 109.1 . . ? C8 C4 H4 109.1 . . ? C1 C4 H4 109.1 . . ? O4 C5 O3 123.9(4) . . ? O4 C5 C1 118.1(4) . . ? O3 C5 C1 118.0(4) . . ? O6 C6 O5 124.6(4) . . ? O6 C6 C2 117.2(4) . . ? O5 C6 C2 118.1(4) . . ? O8 C7 O7 125.7(4) . . ? O8 C7 C3 114.3(4) . . ? O7 C7 C3 119.9(4) . . ? O9 C8 O10 124.9(4) . . ? O9 C8 C4 122.0(4) . . ? O10 C8 C4 113.2(4) . . ? N1 C9 C10 123.3(5) . . ? N1 C9 H9 118.3 . . ? C10 C9 H9 118.3 . . ? C9 C10 C11 117.9(5) . . ? C9 C10 H10 121.0 . . ? C11 C10 H10 121.0 . . ? C10 C11 C12 119.4(5) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C13 C12 C11 119.2(5) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? N1 C13 C12 121.4(5) . . ? N1 C13 C14 114.8(4) . . ? C12 C13 C14 123.8(5) . . ? N2 C14 C15 120.9(5) . . ? N2 C14 C13 114.6(4) . . ? C15 C14 C13 124.5(5) . . ? C14 C15 C16 119.4(5) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C17 C16 C15 119.9(5) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 117.8(5) . . ? C16 C17 H17 121.1 . . ? C18 C17 H17 121.1 . . ? N2 C18 C17 122.4(5) . . ? N2 C18 H18 118.8 . . ? C17 C18 H18 118.8 . . ? 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 O12 H12A O4 0.98 1.75 2.723(4) 170.6 3_776 O12 H12B O14 0.90 1.86 2.706(5) 154.7 1_655 O13 H13A O1 0.87 2.16 2.894(5) 141.3 . O13 H13B O12 0.85 2.00 2.852(5) 179.2 4_575 O14 H14A O2 0.83 2.22 2.965(5) 149.2 . O14 H14B O4 0.77 2.03 2.796(5) 170.4 . _database_code_depnum_ccdc_archive 'CCDC 941455' ####################################################################### # # 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_5 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H27 Cu N5 O21 U2' _chemical_formula_weight 1345.18 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' Cu Cu 0.3201 1.2651 '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 7.1039(2) _cell_length_b 12.1625(7) _cell_length_c 22.2182(14) _cell_angle_alpha 103.229(3) _cell_angle_beta 92.916(4) _cell_angle_gamma 100.199(4) _cell_volume 1830.82(17) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 95125 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 30.51 _exptl_crystal_description platelet _exptl_crystal_colour 'translucent light green' _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.440 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1258 _exptl_absorpt_coefficient_mu 9.497 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.327 _exptl_absorpt_correction_T_max 0.468 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 35 mm' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method '2 \f and 13 \w scans with 2\% steps (805 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 95125 _diffrn_reflns_av_R_equivalents 0.0621 _diffrn_reflns_av_unetI/netI 0.0697 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 30.51 _reflns_number_total 11176 _reflns_number_gt 9209 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. One solvent water molecule (O21) is disordered over two positions which have been refined with occupancy parameters constrained to sum to unity. All non-hydrogen atoms were refined with anisotropic displacement parameters. The H atoms bound to O17, O18 and O19 were found on a Fourier-difference map, but not those of the other water molecules; the C-bound H atoms were introduced at calculated positions; all were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. 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^)+(0.0204P)^2^] 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 11176 _refine_ls_number_parameters 554 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0438 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0654 _refine_ls_wR_factor_gt 0.0625 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.988 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.182 _refine_diff_density_min -2.072 _refine_diff_density_rms 0.225 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 0.18053(2) 0.482596(10) 0.240143(5) 0.02331(4) Uani 1 1 d . . . U2 U 0.0000 0.0000 0.0000 0.02485(5) Uani 1 2 d S . . U3 U 1.0000 1.0000 0.5000 0.02169(5) Uani 1 2 d S . . Cu Cu 0.61119(7) 0.94572(3) 0.277861(18) 0.02654(10) Uani 1 1 d . . . O1 O 0.4252(4) 0.4976(2) 0.22392(11) 0.0296(6) Uani 1 1 d . . . O2 O -0.0621(5) 0.4700(2) 0.25726(10) 0.0319(6) Uani 1 1 d . . . O3 O 0.2532(5) 0.0129(2) -0.00312(11) 0.0338(7) Uani 1 1 d . . . O4 O 1.2453(4) 1.0239(2) 0.48506(10) 0.0281(6) Uani 1 1 d . . . O5 O 0.2059(4) 0.6824(2) 0.25366(10) 0.0298(6) Uani 1 1 d . . . O6 O 0.3209(4) 0.8659(2) 0.30406(10) 0.0281(6) Uani 1 1 d . . . O7 O 0.2448(4) 0.3838(2) 0.31653(10) 0.0318(6) Uani 1 1 d . . . O8 O 0.3516(4) 0.3721(2) 0.41132(11) 0.0331(7) Uani 1 1 d . . . O9 O 0.0584(5) 0.1845(2) 0.08129(10) 0.0381(8) Uani 1 1 d . . . O10 O 0.1069(4) 0.2984(2) 0.17644(10) 0.0320(7) Uani 1 1 d . . . O11 O -0.0021(5) -0.1804(2) 0.02945(10) 0.0385(8) Uani 1 1 d . . . O12 O 0.0016(4) -0.3012(2) 0.09111(10) 0.0352(7) Uani 1 1 d . . . O13 O 0.9226(4) 0.9398(2) 0.38624(10) 0.0268(6) Uani 1 1 d . . . O14 O 0.7233(4) 0.8264(2) 0.30647(10) 0.0274(6) Uani 1 1 d . . . O15 O 1.0726(4) 0.85766(19) 0.55548(10) 0.0291(6) Uani 1 1 d . . . O16 O 1.1025(4) 0.6845(2) 0.56786(10) 0.0310(6) Uani 1 1 d . . . O17 O 0.0883(4) 0.5183(2) 0.13916(10) 0.0358(7) Uani 1 1 d . . . H17A H 0.0836 0.5843 0.1393 0.043 Uiso 1 1 d R . . H17B H -0.0192 0.4632 0.1207 0.043 Uiso 1 1 d R . . O18 O 0.6305(4) 1.0485(2) 0.35846(11) 0.0392(7) Uani 1 1 d . . . H18A H 0.7408 1.0798 0.3818 0.047 Uiso 1 1 d R . . H18B H 0.5516 1.0790 0.3762 0.047 Uiso 1 1 d R . . O19 O 0.3255(4) 0.1426(2) 0.37539(11) 0.0351(7) Uani 1 1 d . . . H19A H 0.3538 0.2108 0.3920 0.042 Uiso 1 1 d R . . H19B H 0.2477 0.1111 0.3888 0.042 Uiso 1 1 d R . . O20 O -0.1614(7) 0.3600(3) 0.05719(17) 0.0827(14) Uani 1 1 d . . . O21A O -0.2384(7) 0.5239(4) -0.00410(18) 0.0491(14) Uani 0.743(7) 1 d PU . . O21B O -0.184(2) 0.5945(10) -0.0372(5) 0.055(4) Uani 0.257(7) 1 d PU . . N1 N 0.2918(5) 0.6052(2) 0.34782(12) 0.0238(6) Uani 1 1 d . . . N2 N 0.0384(5) -0.0015(2) 0.11900(12) 0.0229(6) Uani 1 1 d . . . N3 N 0.9213(5) 0.7795(2) 0.44343(12) 0.0220(6) Uani 1 1 d . . . N4 N 0.5711(5) 0.8476(2) 0.19178(12) 0.0274(7) Uani 1 1 d . . . N5 N 0.5816(5) 1.0674(3) 0.23290(14) 0.0306(7) Uani 1 1 d . . . C1 C 0.3225(5) 0.7192(3) 0.35830(14) 0.0221(7) Uani 1 1 d . . . C2 C 0.3962(6) 0.7913(3) 0.41638(15) 0.0271(8) Uani 1 1 d . . . H2 H 0.4213 0.8710 0.4226 0.032 Uiso 1 1 calc R . . C3 C 0.4308(6) 0.7395(3) 0.46472(15) 0.0275(8) Uani 1 1 d . . . H3 H 0.4736 0.7849 0.5044 0.033 Uiso 1 1 calc R . . C4 C 0.4021(6) 0.6221(3) 0.45396(15) 0.0270(8) Uani 1 1 d . . . H4 H 0.4279 0.5872 0.4858 0.032 Uiso 1 1 calc R . . C5 C 0.3333(5) 0.5553(3) 0.39422(14) 0.0231(7) Uani 1 1 d . . . C6 C 0.2805(6) 0.7624(3) 0.30205(14) 0.0239(7) Uani 1 1 d . . . C7 C 0.3079(6) 0.4266(3) 0.37382(15) 0.0264(8) Uani 1 1 d . . . C8 C 0.0659(6) 0.0971(3) 0.16390(14) 0.0239(8) Uani 1 1 d . . . C9 C 0.0834(6) 0.0997(3) 0.22669(15) 0.0266(8) Uani 1 1 d . . . H9 H 0.1007 0.1690 0.2565 0.032 Uiso 1 1 calc R . . C10 C 0.0746(6) -0.0040(3) 0.24396(15) 0.0270(8) Uani 1 1 d . . . H10 H 0.0862 -0.0051 0.2857 0.032 Uiso 1 1 calc R . . C11 C 0.0481(6) -0.1058(3) 0.19797(14) 0.0258(8) Uani 1 1 d . . . H11 H 0.0409 -0.1762 0.2084 0.031 Uiso 1 1 calc R . . C12 C 0.0327(6) -0.1004(3) 0.13608(14) 0.0233(7) Uani 1 1 d . . . C13 C 0.0781(6) 0.2007(3) 0.13874(15) 0.0252(8) Uani 1 1 d . . . C14 C 0.0093(6) -0.2036(3) 0.08259(15) 0.0293(8) Uani 1 1 d . . . C15 C 0.8380(6) 0.7455(3) 0.38497(14) 0.0225(7) Uani 1 1 d . . . C16 C 0.7731(5) 0.6313(3) 0.35467(15) 0.0242(8) Uani 1 1 d . . . H16 H 0.7158 0.6108 0.3141 0.029 Uiso 1 1 calc R . . C17 C 0.7961(6) 0.5471(3) 0.38704(15) 0.0262(8) Uani 1 1 d . . . H17 H 0.7552 0.4693 0.3680 0.031 Uiso 1 1 calc R . . C18 C 0.8798(6) 0.5814(3) 0.44713(15) 0.0251(8) Uani 1 1 d . . . H18 H 0.8956 0.5270 0.4694 0.030 Uiso 1 1 calc R . . C19 C 0.9411(5) 0.6989(3) 0.47461(14) 0.0218(7) Uani 1 1 d . . . C20 C 0.8274(6) 0.8450(3) 0.35637(14) 0.0249(8) Uani 1 1 d . . . C21 C 1.0471(6) 0.7471(3) 0.53830(14) 0.0245(8) Uani 1 1 d . . . C22 C 0.5701(6) 0.7349(3) 0.17578(16) 0.0308(9) Uani 1 1 d . . . H22 H 0.5933 0.6977 0.2068 0.037 Uiso 1 1 calc R . . C23 C 0.5361(7) 0.6715(3) 0.11500(16) 0.0376(10) Uani 1 1 d . . . H23 H 0.5366 0.5930 0.1050 0.045 Uiso 1 1 calc R . . C24 C 0.5010(7) 0.7280(4) 0.06904(18) 0.0451(12) Uani 1 1 d . . . H24 H 0.4770 0.6877 0.0276 0.054 Uiso 1 1 calc R . . C25 C 0.5021(7) 0.8450(4) 0.08574(17) 0.0381(10) Uani 1 1 d . . . H25 H 0.4786 0.8838 0.0555 0.046 Uiso 1 1 calc R . . C26 C 0.5378(6) 0.9036(3) 0.14706(16) 0.0282(8) Uani 1 1 d . . . C27 C 0.5515(6) 1.0287(3) 0.17024(16) 0.0277(8) Uani 1 1 d . . . C28 C 0.5437(6) 1.1044(4) 0.13228(18) 0.0369(10) Uani 1 1 d . . . H28 H 0.5254 1.0772 0.0893 0.044 Uiso 1 1 calc R . . C29 C 0.5637(7) 1.2207(4) 0.1591(2) 0.0420(11) Uani 1 1 d . . . H29 H 0.5574 1.2723 0.1343 0.050 Uiso 1 1 calc R . . C30 C 0.5929(6) 1.2598(3) 0.2228(2) 0.0386(10) Uani 1 1 d . . . H30 H 0.6056 1.3376 0.2417 0.046 Uiso 1 1 calc R . . C31 C 0.6028(6) 1.1801(3) 0.25788(18) 0.0344(9) Uani 1 1 d . . . H31 H 0.6254 1.2064 0.3008 0.041 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.03045(9) 0.01861(6) 0.01859(6) 0.00129(4) -0.00115(5) 0.00391(6) U2 0.03796(13) 0.01679(8) 0.01780(8) 0.00308(6) -0.00334(8) 0.00318(8) U3 0.02659(11) 0.01688(8) 0.02029(8) 0.00355(6) -0.00155(7) 0.00312(7) Cu 0.0356(3) 0.0197(2) 0.0223(2) 0.00253(15) -0.00457(19) 0.0052(2) O1 0.0323(18) 0.0285(13) 0.0280(12) 0.0051(10) 0.0030(12) 0.0080(12) O2 0.0366(19) 0.0316(14) 0.0233(12) 0.0003(10) 0.0023(12) 0.0041(13) O3 0.044(2) 0.0282(14) 0.0279(13) 0.0072(10) -0.0040(13) 0.0062(14) O4 0.0293(17) 0.0247(13) 0.0274(12) 0.0024(10) 0.0024(11) 0.0029(12) O5 0.0421(19) 0.0238(12) 0.0222(12) 0.0030(9) -0.0039(11) 0.0086(13) O6 0.0350(18) 0.0197(12) 0.0287(12) 0.0034(9) -0.0031(11) 0.0076(12) O7 0.049(2) 0.0224(13) 0.0207(11) 0.0007(9) -0.0041(12) 0.0053(13) O8 0.047(2) 0.0282(14) 0.0257(12) 0.0100(10) -0.0034(12) 0.0097(13) O9 0.071(2) 0.0193(12) 0.0202(12) 0.0016(9) -0.0040(13) 0.0060(14) O10 0.050(2) 0.0218(12) 0.0216(12) 0.0018(9) -0.0054(12) 0.0068(13) O11 0.068(2) 0.0226(13) 0.0210(12) 0.0042(10) -0.0074(13) 0.0018(14) O12 0.059(2) 0.0195(12) 0.0259(12) 0.0060(10) -0.0037(13) 0.0067(13) O13 0.0374(18) 0.0214(12) 0.0208(11) 0.0055(9) -0.0002(11) 0.0043(12) O14 0.0368(18) 0.0233(12) 0.0215(11) 0.0020(9) -0.0030(11) 0.0098(12) O15 0.0427(19) 0.0173(12) 0.0235(11) 0.0014(9) -0.0095(11) 0.0041(12) O16 0.0429(19) 0.0224(12) 0.0279(12) 0.0069(10) -0.0061(12) 0.0088(12) O17 0.053(2) 0.0227(13) 0.0279(13) 0.0047(10) -0.0101(13) 0.0039(13) O18 0.040(2) 0.0345(15) 0.0337(14) -0.0110(11) -0.0136(13) 0.0134(14) O19 0.042(2) 0.0252(14) 0.0368(14) 0.0062(11) 0.0055(13) 0.0034(13) O20 0.098(4) 0.059(2) 0.079(3) -0.0001(19) -0.026(2) 0.015(2) O21A 0.054(3) 0.041(2) 0.046(2) 0.0033(18) 0.002(2) 0.002(2) O21B 0.080(8) 0.038(6) 0.041(6) 0.001(5) 0.013(6) 0.003(6) N1 0.0257(18) 0.0231(14) 0.0206(13) 0.0031(11) -0.0026(12) 0.0038(13) N2 0.0304(19) 0.0182(13) 0.0184(13) 0.0040(10) -0.0011(12) 0.0016(13) N3 0.0286(19) 0.0188(13) 0.0182(13) 0.0032(10) -0.0021(12) 0.0060(13) N4 0.031(2) 0.0247(15) 0.0244(14) 0.0051(11) -0.0006(13) 0.0019(14) N5 0.036(2) 0.0235(15) 0.0337(16) 0.0100(12) 0.0012(14) 0.0057(15) C1 0.022(2) 0.0198(16) 0.0220(15) 0.0005(12) -0.0004(14) 0.0047(15) C2 0.031(2) 0.0249(18) 0.0238(16) 0.0019(13) 0.0006(15) 0.0068(16) C3 0.028(2) 0.0291(18) 0.0214(16) -0.0014(13) -0.0008(15) 0.0056(17) C4 0.029(2) 0.0305(19) 0.0210(16) 0.0037(13) -0.0009(15) 0.0077(17) C5 0.023(2) 0.0261(17) 0.0209(15) 0.0055(13) 0.0015(14) 0.0063(15) C6 0.027(2) 0.0229(17) 0.0208(15) 0.0032(12) -0.0030(14) 0.0063(15) C7 0.030(2) 0.0216(17) 0.0261(17) 0.0043(13) 0.0005(15) 0.0035(16) C8 0.027(2) 0.0232(17) 0.0202(15) 0.0020(12) -0.0024(14) 0.0058(16) C9 0.029(2) 0.0271(18) 0.0199(16) 0.0005(13) -0.0012(14) 0.0041(16) C10 0.031(2) 0.0259(18) 0.0226(16) 0.0059(13) -0.0032(15) 0.0033(16) C11 0.032(2) 0.0237(17) 0.0210(15) 0.0064(13) -0.0018(15) 0.0023(16) C12 0.027(2) 0.0184(15) 0.0221(15) 0.0047(12) -0.0058(14) 0.0012(15) C13 0.032(2) 0.0186(16) 0.0204(15) -0.0006(12) -0.0025(15) 0.0010(15) C14 0.039(3) 0.0217(17) 0.0238(16) 0.0032(13) -0.0060(16) 0.0032(17) C15 0.025(2) 0.0208(16) 0.0210(15) 0.0028(12) -0.0005(14) 0.0058(15) C16 0.029(2) 0.0197(16) 0.0219(16) -0.0007(12) 0.0013(14) 0.0074(15) C17 0.027(2) 0.0201(16) 0.0280(17) 0.0021(13) -0.0006(15) 0.0023(15) C18 0.025(2) 0.0215(17) 0.0277(17) 0.0065(13) -0.0031(15) 0.0031(15) C19 0.025(2) 0.0184(15) 0.0226(15) 0.0053(12) 0.0016(14) 0.0048(14) C20 0.032(2) 0.0231(17) 0.0198(15) 0.0036(13) 0.0023(15) 0.0078(16) C21 0.032(2) 0.0178(15) 0.0214(16) 0.0023(12) 0.0005(14) 0.0025(15) C22 0.035(3) 0.0252(18) 0.0305(18) 0.0053(14) 0.0018(17) 0.0032(17) C23 0.050(3) 0.032(2) 0.0275(18) 0.0014(15) 0.0048(18) 0.006(2) C24 0.061(4) 0.045(3) 0.0243(19) 0.0036(17) 0.004(2) 0.002(2) C25 0.047(3) 0.044(2) 0.0238(18) 0.0128(16) 0.0022(18) 0.005(2) C26 0.026(2) 0.0311(19) 0.0288(18) 0.0126(14) 0.0002(16) 0.0024(17) C27 0.026(2) 0.0266(18) 0.0311(18) 0.0108(14) 0.0002(16) 0.0037(16) C28 0.033(3) 0.046(2) 0.036(2) 0.0195(18) -0.0004(18) 0.008(2) C29 0.035(3) 0.037(2) 0.064(3) 0.029(2) 0.007(2) 0.009(2) C30 0.035(3) 0.027(2) 0.056(3) 0.0149(18) 0.000(2) 0.0069(19) C31 0.035(3) 0.0244(19) 0.044(2) 0.0093(16) 0.0019(19) 0.0042(18) _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 O2 1.772(3) . ? U1 O1 1.779(3) . ? U1 O10 2.314(2) . ? U1 O5 2.353(2) . ? U1 O7 2.362(2) . ? U1 O17 2.459(2) . ? U1 N1 2.516(3) . ? U2 O3 1.784(3) . ? U2 O3 1.784(3) 2 ? U2 O11 2.427(2) 2 ? U2 O11 2.427(2) . ? U2 O9 2.492(2) . ? U2 O9 2.492(2) 2 ? U2 N2 2.649(3) . ? U2 N2 2.649(3) 2 ? U3 O4 1.776(3) 2_776 ? U3 O4 1.776(3) . ? U3 O15 2.452(2) 2_776 ? U3 O15 2.452(2) . ? U3 O13 2.469(2) . ? U3 O13 2.469(2) 2_776 ? U3 N3 2.634(3) . ? U3 N3 2.634(3) 2_776 ? Cu O18 1.918(2) . ? Cu O14 1.981(2) . ? Cu N4 1.986(3) . ? Cu N5 2.000(3) . ? Cu O6 2.281(3) . ? O5 C6 1.290(4) . ? O6 C6 1.230(4) . ? O7 C7 1.284(4) . ? O8 C7 1.237(4) . ? O9 C13 1.243(4) . ? O10 C13 1.263(4) . ? O11 C14 1.277(4) . ? O12 C14 1.237(4) . ? O13 C20 1.248(4) . ? O14 C20 1.253(4) . ? O15 C21 1.287(4) . ? O16 C21 1.215(4) . ? O17 H17A 0.8093 . ? O17 H17B 0.9282 . ? O18 H18A 0.8895 . ? O18 H18B 0.7976 . ? O19 H19A 0.8112 . ? O19 H19B 0.7319 . ? O21A O21B 1.275(12) . ? N1 C1 1.328(4) . ? N1 C5 1.355(4) . ? N2 C12 1.336(4) . ? N2 C8 1.350(4) . ? N3 C15 1.341(4) . ? N3 C19 1.346(4) . ? N4 C22 1.333(4) . ? N4 C26 1.360(4) . ? N5 C31 1.334(4) . ? N5 C27 1.356(4) . ? C1 C2 1.400(5) . ? C1 C6 1.498(4) . ? C2 C3 1.396(5) . ? C2 H2 0.9300 . ? C3 C4 1.369(5) . ? C3 H3 0.9300 . ? C4 C5 1.400(5) . ? C4 H4 0.9300 . ? C5 C7 1.502(5) . ? C8 C9 1.387(4) . ? C8 C13 1.482(5) . ? C9 C10 1.392(5) . ? C9 H9 0.9300 . ? C10 C11 1.390(4) . ? C10 H10 0.9300 . ? C11 C12 1.391(4) . ? C11 H11 0.9300 . ? C12 C14 1.496(4) . ? C15 C16 1.381(4) . ? C15 C20 1.501(4) . ? C16 C17 1.406(5) . ? C16 H16 0.9300 . ? C17 C18 1.374(5) . ? C17 H17 0.9300 . ? C18 C19 1.399(5) . ? C18 H18 0.9300 . ? C19 C21 1.506(5) . ? C22 C23 1.379(5) . ? C22 H22 0.9300 . ? C23 C24 1.390(5) . ? C23 H23 0.9300 . ? C24 C25 1.385(5) . ? C24 H24 0.9300 . ? C25 C26 1.373(5) . ? C25 H25 0.9300 . ? C26 C27 1.474(5) . ? C27 C28 1.390(5) . ? C28 C29 1.382(6) . ? C28 H28 0.9300 . ? C29 C30 1.378(6) . ? C29 H29 0.9300 . ? C30 C31 1.384(5) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? 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 O2 U1 O1 179.00(11) . . ? O2 U1 O10 89.43(11) . . ? O1 U1 O10 91.56(11) . . ? O2 U1 O5 90.03(11) . . ? O1 U1 O5 89.16(11) . . ? O10 U1 O5 149.82(8) . . ? O2 U1 O7 90.09(11) . . ? O1 U1 O7 89.94(11) . . ? O10 U1 O7 82.85(8) . . ? O5 U1 O7 127.33(8) . . ? O2 U1 O17 89.69(11) . . ? O1 U1 O17 90.61(10) . . ? O10 U1 O17 77.74(8) . . ? O5 U1 O17 72.08(8) . . ? O7 U1 O17 160.59(8) . . ? O2 U1 N1 90.73(10) . . ? O1 U1 N1 88.39(11) . . ? O10 U1 N1 146.57(8) . . ? O5 U1 N1 63.61(8) . . ? O7 U1 N1 63.72(8) . . ? O17 U1 N1 135.69(8) . . ? O3 U2 O3 180.0 . 2 ? O3 U2 O11 92.19(11) . 2 ? O3 U2 O11 87.82(11) 2 2 ? O3 U2 O11 87.81(11) . . ? O3 U2 O11 92.18(11) 2 . ? O11 U2 O11 180.0 2 . ? O3 U2 O9 89.32(11) . . ? O3 U2 O9 90.68(11) 2 . ? O11 U2 O9 60.01(8) 2 . ? O11 U2 O9 119.99(8) . . ? O3 U2 O9 90.68(11) . 2 ? O3 U2 O9 89.32(11) 2 2 ? O11 U2 O9 119.99(8) 2 2 ? O11 U2 O9 60.01(8) . 2 ? O9 U2 O9 180.0 . 2 ? O3 U2 N2 90.41(10) . . ? O3 U2 N2 89.59(10) 2 . ? O11 U2 N2 119.82(8) 2 . ? O11 U2 N2 60.18(8) . . ? O9 U2 N2 59.92(8) . . ? O9 U2 N2 120.08(8) 2 . ? O3 U2 N2 89.59(10) . 2 ? O3 U2 N2 90.41(10) 2 2 ? O11 U2 N2 60.18(8) 2 2 ? O11 U2 N2 119.82(8) . 2 ? O9 U2 N2 120.08(8) . 2 ? O9 U2 N2 59.92(8) 2 2 ? N2 U2 N2 180.0 . 2 ? O4 U3 O4 180.0 2_776 . ? O4 U3 O15 87.64(10) 2_776 2_776 ? O4 U3 O15 92.36(10) . 2_776 ? O4 U3 O15 92.36(10) 2_776 . ? O4 U3 O15 87.64(10) . . ? O15 U3 O15 180.0 2_776 . ? O4 U3 O13 93.27(10) 2_776 . ? O4 U3 O13 86.73(10) . . ? O15 U3 O13 61.08(7) 2_776 . ? O15 U3 O13 118.92(7) . . ? O4 U3 O13 86.73(10) 2_776 2_776 ? O4 U3 O13 93.27(10) . 2_776 ? O15 U3 O13 118.92(7) 2_776 2_776 ? O15 U3 O13 61.08(7) . 2_776 ? O13 U3 O13 180.0 . 2_776 ? O4 U3 N3 83.87(10) 2_776 . ? O4 U3 N3 96.13(10) . . ? O15 U3 N3 119.75(8) 2_776 . ? O15 U3 N3 60.25(8) . . ? O13 U3 N3 60.07(8) . . ? O13 U3 N3 119.93(8) 2_776 . ? O4 U3 N3 96.13(10) 2_776 2_776 ? O4 U3 N3 83.87(10) . 2_776 ? O15 U3 N3 60.25(8) 2_776 2_776 ? O15 U3 N3 119.75(8) . 2_776 ? O13 U3 N3 119.93(8) . 2_776 ? O13 U3 N3 60.07(8) 2_776 2_776 ? N3 U3 N3 180.0 . 2_776 ? O18 Cu O14 95.63(10) . . ? O18 Cu N4 174.14(12) . . ? O14 Cu N4 89.87(10) . . ? O18 Cu N5 93.74(11) . . ? O14 Cu N5 159.61(13) . . ? N4 Cu N5 81.69(12) . . ? O18 Cu O6 84.21(11) . . ? O14 Cu O6 88.47(10) . . ? N4 Cu O6 93.92(11) . . ? N5 Cu O6 110.50(12) . . ? C6 O5 U1 127.4(2) . . ? C6 O6 Cu 120.9(2) . . ? C7 O7 U1 128.1(2) . . ? C13 O9 U2 129.2(2) . . ? C13 O10 U1 174.9(3) . . ? C14 O11 U2 131.5(2) . . ? C20 O13 U3 126.0(2) . . ? C20 O14 Cu 124.1(2) . . ? C21 O15 U3 131.2(2) . . ? U1 O17 H17A 115.8 . . ? U1 O17 H17B 108.0 . . ? H17A O17 H17B 116.4 . . ? Cu O18 H18A 123.9 . . ? Cu O18 H18B 130.4 . . ? H18A O18 H18B 105.2 . . ? H19A O19 H19B 113.9 . . ? C1 N1 C5 119.8(3) . . ? C1 N1 U1 120.0(2) . . ? C5 N1 U1 120.0(2) . . ? C12 N2 C8 118.2(3) . . ? C12 N2 U2 120.6(2) . . ? C8 N2 U2 121.1(2) . . ? C15 N3 C19 118.7(3) . . ? C15 N3 U3 119.9(2) . . ? C19 N3 U3 120.9(2) . . ? C22 N4 C26 119.6(3) . . ? C22 N4 Cu 125.7(2) . . ? C26 N4 Cu 114.7(2) . . ? C31 N5 C27 118.9(3) . . ? C31 N5 Cu 126.7(3) . . ? C27 N5 Cu 114.2(2) . . ? N1 C1 C2 122.2(3) . . ? N1 C1 C6 114.1(3) . . ? C2 C1 C6 123.6(3) . . ? C3 C2 C1 117.7(3) . . ? C3 C2 H2 121.2 . . ? C1 C2 H2 121.2 . . ? C4 C3 C2 120.3(3) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 118.9(3) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? N1 C5 C4 121.0(3) . . ? N1 C5 C7 113.6(3) . . ? C4 C5 C7 125.3(3) . . ? O6 C6 O5 125.5(3) . . ? O6 C6 C1 120.4(3) . . ? O5 C6 C1 114.1(3) . . ? O8 C7 O7 126.0(3) . . ? O8 C7 C5 119.5(3) . . ? O7 C7 C5 114.5(3) . . ? N2 C8 C9 122.8(3) . . ? N2 C8 C13 112.8(3) . . ? C9 C8 C13 124.3(3) . . ? C8 C9 C10 118.4(3) . . ? C8 C9 H9 120.8 . . ? C10 C9 H9 120.8 . . ? C11 C10 C9 119.1(3) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C10 C11 C12 118.7(3) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? N2 C12 C11 122.7(3) . . ? N2 C12 C14 113.7(3) . . ? C11 C12 C14 123.6(3) . . ? O9 C13 O10 124.6(3) . . ? O9 C13 C8 116.8(3) . . ? O10 C13 C8 118.5(3) . . ? O12 C14 O11 124.9(3) . . ? O12 C14 C12 121.2(3) . . ? O11 C14 C12 113.9(3) . . ? N3 C15 C16 123.3(3) . . ? N3 C15 C20 112.4(3) . . ? C16 C15 C20 124.4(3) . . ? C15 C16 C17 118.0(3) . . ? C15 C16 H16 121.0 . . ? C17 C16 H16 121.0 . . ? C18 C17 C16 119.0(3) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? C17 C18 C19 119.4(3) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? N3 C19 C18 121.6(3) . . ? N3 C19 C21 113.7(3) . . ? C18 C19 C21 124.5(3) . . ? O13 C20 O14 126.4(3) . . ? O13 C20 C15 115.4(3) . . ? O14 C20 C15 118.2(3) . . ? O16 C21 O15 126.1(3) . . ? O16 C21 C19 121.1(3) . . ? O15 C21 C19 112.9(3) . . ? N4 C22 C23 122.5(3) . . ? N4 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C22 C23 C24 118.2(4) . . ? C22 C23 H23 120.9 . . ? C24 C23 H23 120.9 . . ? C25 C24 C23 119.2(4) . . ? C25 C24 H24 120.4 . . ? C23 C24 H24 120.4 . . ? C26 C25 C24 119.9(4) . . ? C26 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? N4 C26 C25 120.6(3) . . ? N4 C26 C27 114.5(3) . . ? C25 C26 C27 124.9(3) . . ? N5 C27 C28 121.0(3) . . ? N5 C27 C26 114.7(3) . . ? C28 C27 C26 124.2(3) . . ? C29 C28 C27 119.2(4) . . ? C29 C28 H28 120.4 . . ? C27 C28 H28 120.4 . . ? C30 C29 C28 119.7(4) . . ? C30 C29 H29 120.2 . . ? C28 C29 H29 120.2 . . ? C29 C30 C31 118.2(4) . . ? C29 C30 H30 120.9 . . ? C31 C30 H30 120.9 . . ? N5 C31 C30 123.0(4) . . ? N5 C31 H31 118.5 . . ? C30 C31 H31 118.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O17 H17A O12 0.81 2.08 2.797(3) 147.5 1_565 O17 H17B O20 0.93 1.78 2.651(5) 154.2 . O18 H18A O13 0.89 2.33 2.766(3) 110.4 . O18 H18A O15 0.89 1.80 2.673(4) 165.9 2_776 O18 H18B O19 0.80 1.90 2.628(4) 150.8 1_565 O19 H19A O8 0.81 1.91 2.691(3) 160.6 . O19 H19B O4 0.73 2.59 3.131(3) 131.9 1_445 _database_code_depnum_ccdc_archive 'CCDC 941456' ####################################################################### # # 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_6 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H28 N4 Ni O19 U2' _chemical_formula_weight 1307.35 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' Ni Ni 0.3393 1.1124 '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 11.7697(8) _cell_length_b 12.6971(10) _cell_length_c 15.9821(7) _cell_angle_alpha 86.772(5) _cell_angle_beta 79.231(5) _cell_angle_gamma 63.746(4) _cell_volume 2103.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 115848 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 28.70 _exptl_crystal_description platelet _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.064 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 8.201 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.255 _exptl_absorpt_correction_T_max 0.563 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method '2 \f and 13 \w scans with 2\% steps (764 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 115848 _diffrn_reflns_av_R_equivalents 0.0773 _diffrn_reflns_av_unetI/netI 0.0972 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 28.70 _reflns_number_total 10823 _reflns_number_gt 7002 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. One uncoordinated carboxylic group was found to be disordered over two positions which were refined with occupancy parameters constrained to sum to unity. All non-hydrogen atoms were refined with anisotropic displacement parameters, with restraints on bond lengths, angles and displacement parameters for the atoms of the disordered parts. The H atoms bound to O atoms were found on a Fourier-difference map and all the others were introduced at calculated positions; all were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. Some voids in the lattice likely indicate the presence of disordered water solvent molecules. 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^)+(0.0356P)^2^] 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 10823 _refine_ls_number_parameters 551 _refine_ls_number_restraints 132 _refine_ls_R_factor_all 0.0720 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0944 _refine_ls_wR_factor_gt 0.0874 _refine_ls_goodness_of_fit_ref 0.915 _refine_ls_restrained_S_all 0.915 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.70 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.804 _refine_diff_density_min -1.809 _refine_diff_density_rms 0.158 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 0.97534(2) 0.11244(2) 0.357122(12) 0.04292(8) Uani 1 1 d . . . U2 U 0.86734(2) 0.04694(2) 0.158567(12) 0.03996(8) Uani 1 1 d . . . Ni Ni 1.26137(7) 0.37515(6) 0.24183(5) 0.04063(18) Uani 1 1 d . . . O1 O 0.8571(4) 0.2573(4) 0.3898(3) 0.0502(11) Uani 1 1 d . . . O2 O 1.0938(4) -0.0307(4) 0.3283(3) 0.0556(12) Uani 1 1 d . . . O3 O 0.7245(4) 0.1783(3) 0.1512(2) 0.0442(10) Uani 1 1 d . . . O4 O 1.0095(4) -0.0828(4) 0.1636(3) 0.0500(11) Uani 1 1 d . . . O5 O 1.1144(5) 0.1976(4) 0.2909(3) 0.0586(12) Uani 1 1 d . . . O6 O 1.1401(4) 0.3227(3) 0.1949(2) 0.0421(10) Uani 1 1 d . . . O7 O 0.9691(4) 0.1101(3) 0.0400(2) 0.0403(9) Uani 1 1 d . . . O8 O 1.1619(4) 0.0491(4) -0.0434(2) 0.0451(10) Uani 1 1 d . . . O9A O 1.0311(7) 0.3630(6) 0.0121(5) 0.0692(15) Uani 0.696(5) 1 d PU . . O10A O 0.9061(8) 0.5112(6) 0.1093(5) 0.0688(15) Uani 0.696(5) 1 d PDU . . H10A H 0.9360 0.5493 0.0632 0.083 Uiso 0.696(5) 1 d PR . . O9B O 0.8361(16) 0.4522(13) 0.2491(11) 0.0682(18) Uani 0.304(5) 1 d PU . . O10B O 0.7900(17) 0.5413(12) 0.1371(10) 0.0707(19) Uani 0.304(5) 1 d PDU . . H10B H 0.7138 0.5776 0.1651 0.085 Uiso 0.304(5) 1 d PR . . O11 O 0.9655(4) 0.1525(4) 0.2113(2) 0.0529(12) Uani 1 1 d . . . O12 O 0.7340(4) -0.0418(4) 0.2243(2) 0.0488(11) Uani 1 1 d . . . O13 O 0.5872(4) -0.0446(4) 0.3327(2) 0.0554(12) Uani 1 1 d . . . O14 O 0.8734(4) 0.0523(3) 0.4773(2) 0.0392(9) Uani 1 1 d . . . O15 O 0.8985(4) -0.1150(3) 0.5407(2) 0.0433(10) Uani 1 1 d . . . O16 O 0.5689(4) 0.0769(4) 0.5384(2) 0.0522(11) Uani 1 1 d . . . H16 H 0.4993 0.0670 0.5761 0.063 Uiso 1 1 d R . . O17 O 0.4056(4) 0.1905(4) 0.4737(3) 0.0517(11) Uani 1 1 d . . . O18 O 0.8262(4) 0.0615(3) 0.3092(2) 0.0418(10) Uani 1 1 d . . . O19 O 1.2957(4) 0.2446(3) 0.3326(3) 0.0489(11) Uani 1 1 d . . . H19A H 1.2424 0.2032 0.3302 0.059 Uiso 1 1 d R . . H19B H 1.3068 0.2331 0.3881 0.059 Uiso 1 1 d R . . N1 N 1.4020(5) 0.2603(4) 0.1494(3) 0.0430(12) Uani 1 1 d . . . N2 N 1.2539(5) 0.4873(4) 0.1420(3) 0.0467(13) Uani 1 1 d . . . N3 N 1.3631(5) 0.4391(4) 0.2999(3) 0.0494(13) Uani 1 1 d . . . N4 N 1.1135(5) 0.4965(4) 0.3281(3) 0.0480(13) Uani 1 1 d . . . C1 C 1.0987(6) 0.2490(6) 0.2201(4) 0.0448(15) Uani 1 1 d . . . C2 C 1.0263(6) 0.2186(5) 0.1646(3) 0.0441(15) Uani 1 1 d D . . C3 C 1.1321(5) 0.1384(5) 0.0910(3) 0.0388(13) Uani 1 1 d . . . H3A H 1.1792 0.1809 0.0633 0.047 Uiso 1 1 calc R . . H3B H 1.1924 0.0698 0.1159 0.047 Uiso 1 1 calc R . . C4 C 1.0849(6) 0.0975(5) 0.0241(3) 0.0390(14) Uani 1 1 d . . . C5 C 0.9252(8) 0.3269(6) 0.1346(5) 0.0688(15) Uani 1 1 d DU . . H5A H 0.8698 0.3735 0.1870 0.083 Uiso 0.696(5) 1 d PR . . H5B H 0.8740 0.3062 0.1076 0.083 Uiso 0.696(5) 1 d PR . . H5C H 0.9597 0.3362 0.0756 0.083 Uiso 0.304(5) 1 d PR . . H5D H 0.8533 0.3140 0.1350 0.083 Uiso 0.304(5) 1 d PR . . C6A C 0.9580(10) 0.4083(7) 0.0772(6) 0.0655(17) Uani 0.696(5) 1 d PDU . . C6B C 0.858(2) 0.4478(8) 0.1728(13) 0.0674(19) Uani 0.304(5) 1 d PDU . . C7 C 0.6782(6) -0.0218(5) 0.3026(4) 0.0443(15) Uani 1 1 d . . . C8 C 0.7329(6) 0.0290(5) 0.3600(3) 0.0405(14) Uani 1 1 d . . . C9 C 0.7994(5) -0.0695(5) 0.4185(3) 0.0370(13) Uani 1 1 d . . . H9A H 0.7366 -0.0949 0.4483 0.044 Uiso 1 1 calc R . . H9B H 0.8658 -0.1354 0.3831 0.044 Uiso 1 1 calc R . . C10 C 0.8601(5) -0.0425(5) 0.4837(4) 0.0388(14) Uani 1 1 d . . . C11 C 0.6218(6) 0.1453(5) 0.4038(4) 0.0423(14) Uani 1 1 d . . . H11A H 0.6613 0.1874 0.4265 0.051 Uiso 1 1 calc R . . H11B H 0.5783 0.1928 0.3595 0.051 Uiso 1 1 calc R . . C12 C 0.5214(6) 0.1397(5) 0.4731(4) 0.0435(14) Uani 1 1 d . . . C13 C 1.4648(6) 0.1433(5) 0.1556(4) 0.0494(16) Uani 1 1 d . . . H13 H 1.4574 0.1116 0.2091 0.059 Uiso 1 1 calc R . . C14 C 1.5385(6) 0.0683(6) 0.0884(4) 0.0525(17) Uani 1 1 d . . . H14 H 1.5817 -0.0122 0.0957 0.063 Uiso 1 1 calc R . . C15 C 1.5466(7) 0.1156(6) 0.0097(5) 0.064(2) Uani 1 1 d . . . H15 H 1.5955 0.0668 -0.0377 0.077 Uiso 1 1 calc R . . C16 C 1.4837(7) 0.2334(6) 0.0005(5) 0.063(2) Uani 1 1 d . . . H16A H 1.4884 0.2659 -0.0529 0.076 Uiso 1 1 calc R . . C17 C 1.4125(6) 0.3041(5) 0.0723(4) 0.0443(15) Uani 1 1 d . . . C18 C 1.3414(6) 0.4338(5) 0.0690(4) 0.0493(16) Uani 1 1 d . . . C19 C 1.3598(6) 0.4991(6) -0.0008(4) 0.0558(18) Uani 1 1 d . . . H19 H 1.4155 0.4615 -0.0508 0.067 Uiso 1 1 calc R . . C20 C 1.2943(8) 0.6205(7) 0.0050(5) 0.067(2) Uani 1 1 d . . . H20 H 1.3093 0.6652 -0.0399 0.081 Uiso 1 1 calc R . . C21 C 1.2085(9) 0.6737(7) 0.0760(5) 0.077(2) Uani 1 1 d . . . H21 H 1.1625 0.7551 0.0801 0.093 Uiso 1 1 calc R . . C22 C 1.1892(8) 0.6027(6) 0.1455(5) 0.068(2) Uani 1 1 d . . . H22 H 1.1293 0.6393 0.1942 0.082 Uiso 1 1 calc R . . C23 C 1.4893(8) 0.4109(6) 0.2790(5) 0.0614(19) Uani 1 1 d . . . H23 H 1.5371 0.3586 0.2331 0.074 Uiso 1 1 calc R . . C24 C 1.5514(9) 0.4532(8) 0.3200(6) 0.090(3) Uani 1 1 d . . . H24 H 1.6398 0.4282 0.3049 0.108 Uiso 1 1 calc R . . C25 C 1.4790(10) 0.5342(11) 0.3846(7) 0.122(4) Uani 1 1 d . . . H25 H 1.5179 0.5682 0.4124 0.146 Uiso 1 1 calc R . . C26 C 1.3496(10) 0.5662(9) 0.4093(6) 0.108(4) Uani 1 1 d . . . H26 H 1.3011 0.6188 0.4549 0.130 Uiso 1 1 calc R . . C27 C 1.2932(8) 0.5177(6) 0.3640(4) 0.0617(19) Uani 1 1 d . . . C28 C 1.1519(7) 0.5466(6) 0.3826(4) 0.0526(17) Uani 1 1 d . . . C29 C 1.0654(8) 0.6197(6) 0.4501(4) 0.062(2) Uani 1 1 d . . . H29 H 1.0937 0.6522 0.4877 0.075 Uiso 1 1 calc R . . C30 C 0.9371(8) 0.6437(6) 0.4610(4) 0.060(2) Uani 1 1 d . . . H30 H 0.8784 0.6918 0.5063 0.072 Uiso 1 1 calc R . . C31 C 0.8958(7) 0.5948(6) 0.4033(4) 0.061(2) Uani 1 1 d . . . H31 H 0.8098 0.6107 0.4080 0.073 Uiso 1 1 calc R . . C32 C 0.9902(6) 0.5216(5) 0.3388(4) 0.0535(17) Uani 1 1 d . . . H32 H 0.9646 0.4879 0.3003 0.064 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.04001(15) 0.07194(17) 0.02193(11) -0.00107(10) -0.00658(10) -0.02855(13) U2 0.03331(13) 0.06627(16) 0.01988(11) -0.00230(9) -0.00370(9) -0.02157(11) Ni 0.0381(4) 0.0481(4) 0.0306(4) -0.0046(3) -0.0064(3) -0.0137(4) O1 0.048(3) 0.061(3) 0.039(2) 0.006(2) -0.013(2) -0.021(2) O2 0.034(2) 0.089(3) 0.039(2) -0.022(2) -0.003(2) -0.021(2) O3 0.038(2) 0.064(3) 0.034(2) 0.0048(19) -0.0110(18) -0.024(2) O4 0.032(2) 0.068(3) 0.038(2) -0.003(2) -0.0113(19) -0.010(2) O5 0.065(3) 0.102(3) 0.029(2) 0.013(2) -0.019(2) -0.052(3) O6 0.036(2) 0.052(2) 0.034(2) -0.0009(18) -0.0084(18) -0.014(2) O7 0.039(2) 0.063(2) 0.0178(18) -0.0012(17) -0.0028(17) -0.023(2) O8 0.042(3) 0.070(3) 0.0224(19) -0.0083(18) 0.0020(18) -0.026(2) O9A 0.073(3) 0.067(3) 0.067(3) 0.004(2) -0.022(3) -0.027(3) O10A 0.072(3) 0.066(3) 0.068(3) 0.003(2) -0.021(3) -0.027(3) O9B 0.070(3) 0.066(3) 0.069(3) 0.000(3) -0.023(3) -0.025(3) O10B 0.072(3) 0.067(3) 0.069(3) 0.000(3) -0.024(3) -0.023(3) O11 0.052(3) 0.105(3) 0.0194(19) -0.003(2) -0.0030(19) -0.052(3) O12 0.053(3) 0.073(3) 0.027(2) -0.0044(19) -0.0035(19) -0.034(2) O13 0.057(3) 0.107(4) 0.023(2) 0.009(2) -0.009(2) -0.055(3) O14 0.041(2) 0.057(2) 0.0211(18) 0.0011(17) -0.0063(17) -0.023(2) O15 0.046(3) 0.060(2) 0.030(2) 0.0092(19) -0.0132(19) -0.027(2) O16 0.040(2) 0.087(3) 0.024(2) 0.009(2) -0.0068(18) -0.023(2) O17 0.036(3) 0.079(3) 0.036(2) 0.009(2) -0.006(2) -0.022(2) O18 0.039(2) 0.071(3) 0.0217(18) 0.0010(18) -0.0032(17) -0.031(2) O19 0.050(3) 0.063(3) 0.043(2) 0.011(2) -0.022(2) -0.030(2) N1 0.036(3) 0.053(3) 0.034(3) -0.004(2) -0.011(2) -0.012(2) N2 0.047(3) 0.051(3) 0.034(3) 0.000(2) -0.014(2) -0.011(3) N3 0.047(3) 0.058(3) 0.038(3) -0.004(2) -0.007(2) -0.018(3) N4 0.045(3) 0.052(3) 0.037(3) -0.004(2) -0.007(2) -0.012(3) C1 0.034(3) 0.067(4) 0.026(3) -0.003(3) -0.001(3) -0.017(3) C2 0.043(4) 0.067(4) 0.026(3) -0.003(3) -0.004(3) -0.028(3) C3 0.033(3) 0.060(4) 0.023(3) 0.000(2) -0.006(2) -0.020(3) C4 0.044(4) 0.056(4) 0.020(3) 0.006(2) -0.009(3) -0.024(3) C5 0.070(3) 0.067(3) 0.069(3) -0.006(2) -0.029(3) -0.022(3) C6A 0.067(3) 0.065(3) 0.068(3) -0.003(3) -0.027(3) -0.026(3) C6B 0.070(4) 0.065(3) 0.068(3) 0.000(3) -0.025(3) -0.026(3) C7 0.043(4) 0.067(4) 0.027(3) -0.002(3) -0.010(3) -0.027(3) C8 0.034(3) 0.066(4) 0.023(3) 0.002(3) -0.002(2) -0.024(3) C9 0.031(3) 0.055(3) 0.023(3) -0.002(2) -0.004(2) -0.018(3) C10 0.027(3) 0.052(4) 0.033(3) -0.008(3) -0.006(2) -0.013(3) C11 0.036(3) 0.054(3) 0.031(3) 0.008(3) -0.005(3) -0.016(3) C12 0.043(4) 0.062(4) 0.028(3) -0.003(3) -0.007(3) -0.025(3) C13 0.033(3) 0.058(4) 0.054(4) -0.008(3) -0.012(3) -0.014(3) C14 0.035(4) 0.053(4) 0.064(5) -0.007(3) -0.016(3) -0.011(3) C15 0.055(5) 0.062(5) 0.061(5) -0.018(4) -0.001(4) -0.014(4) C16 0.061(5) 0.078(5) 0.048(4) -0.011(4) 0.001(4) -0.029(4) C17 0.032(3) 0.056(4) 0.041(3) -0.007(3) -0.005(3) -0.016(3) C18 0.044(4) 0.056(4) 0.045(4) 0.002(3) -0.012(3) -0.018(3) C19 0.044(4) 0.074(5) 0.044(4) 0.008(3) -0.010(3) -0.022(4) C20 0.071(5) 0.073(5) 0.069(5) 0.026(4) -0.040(4) -0.034(4) C21 0.089(6) 0.061(5) 0.059(5) -0.002(4) -0.025(5) -0.008(4) C22 0.074(6) 0.050(4) 0.058(5) -0.007(3) -0.013(4) -0.005(4) C23 0.061(5) 0.066(4) 0.053(4) 0.004(3) -0.016(4) -0.023(4) C24 0.068(6) 0.131(8) 0.085(6) -0.021(6) -0.019(5) -0.051(6) C25 0.077(7) 0.193(11) 0.113(8) -0.053(8) -0.018(6) -0.068(8) C26 0.082(7) 0.140(8) 0.101(7) -0.074(7) -0.001(6) -0.045(7) C27 0.067(5) 0.071(5) 0.045(4) -0.012(3) -0.011(4) -0.026(4) C28 0.064(5) 0.056(4) 0.035(3) 0.001(3) -0.006(3) -0.024(4) C29 0.093(6) 0.053(4) 0.032(3) -0.014(3) 0.001(4) -0.028(4) C30 0.066(5) 0.047(4) 0.049(4) 0.002(3) 0.007(4) -0.015(4) C31 0.052(4) 0.056(4) 0.055(4) -0.002(3) 0.006(4) -0.012(4) C32 0.040(4) 0.053(4) 0.059(4) -0.014(3) 0.001(3) -0.015(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag U1 O2 1.753(4) . ? U1 O1 1.779(4) . ? U1 O14 2.344(3) . ? U1 O11 2.371(4) . ? U1 O18 2.378(4) . ? U1 O5 2.400(4) . ? U1 O15 2.414(4) 2_756 ? U1 U2 3.8881(4) . ? U2 O4 1.765(4) . ? U2 O3 1.787(4) . ? U2 O7 2.346(3) . ? U2 O18 2.366(3) . ? U2 O12 2.377(4) . ? U2 O11 2.387(4) . ? U2 O8 2.420(4) 2_755 ? Ni N1 2.060(5) . ? Ni N4 2.067(5) . ? Ni N2 2.066(5) . ? Ni N3 2.077(6) . ? Ni O6 2.083(4) . ? Ni O19 2.090(4) . ? O5 C1 1.276(7) . ? O6 C1 1.251(7) . ? O7 C4 1.276(7) . ? O8 C4 1.256(6) . ? O8 U2 2.420(4) 2_755 ? O9A C6A 1.203(10) . ? O10A C6A 1.264(8) . ? O10A H10A 0.9557 . ? O9B C6B 1.20(2) . ? O10B C6B 1.275(9) . ? O10B H10B 0.8513 . ? O11 C2 1.426(7) . ? O12 C7 1.281(6) . ? O13 C7 1.236(7) . ? O14 C10 1.277(7) . ? O15 C10 1.255(7) . ? O15 U1 2.414(4) 2_756 ? O16 C12 1.329(7) . ? O16 H16 0.9732 . ? O17 C12 1.222(7) . ? O18 C8 1.437(6) . ? O19 H19A 0.9870 . ? O19 H19B 0.9143 . ? N1 C17 1.330(7) . ? N1 C13 1.342(7) . ? N2 C22 1.317(8) . ? N2 C18 1.380(7) . ? N3 C23 1.343(9) . ? N3 C27 1.340(8) . ? N4 C32 1.320(8) . ? N4 C28 1.353(9) . ? C1 C2 1.508(9) . ? C2 C5 1.493(8) . ? C2 C3 1.560(7) . ? C3 C4 1.505(8) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C5 C6B 1.485(9) . ? C5 C6A 1.474(8) . ? C5 H5A 0.9927 . ? C5 H5B 0.9318 . ? C5 H5C 0.9774 . ? C5 H5D 0.9290 . ? C7 C8 1.525(8) . ? C8 C9 1.525(8) . ? C8 C11 1.564(8) . ? C9 C10 1.499(8) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C11 C12 1.485(8) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C13 C14 1.359(8) . ? C13 H13 0.9300 . ? C14 C15 1.369(9) . ? C14 H14 0.9300 . ? C15 C16 1.358(9) . ? C15 H15 0.9300 . ? C16 C17 1.384(8) . ? C16 H16A 0.9300 . ? C17 C18 1.484(9) . ? C18 C19 1.395(8) . ? C19 C20 1.385(9) . ? C19 H19 0.9300 . ? C20 C21 1.349(10) . ? C20 H20 0.9300 . ? C21 C22 1.438(10) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 C24 1.348(11) . ? C23 H23 0.9300 . ? C24 C25 1.367(12) . ? C24 H24 0.9300 . ? C25 C26 1.374(13) . ? C25 H25 0.9300 . ? C26 C27 1.392(11) . ? C26 H26 0.9300 . ? C27 C28 1.509(10) . ? C28 C29 1.389(8) . ? C29 C30 1.380(11) . ? C29 H29 0.9300 . ? C30 C31 1.404(11) . ? C30 H30 0.9300 . ? C31 C32 1.388(8) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? 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 O2 U1 O1 178.0(2) . . ? O2 U1 O14 93.46(17) . . ? O1 U1 O14 85.58(16) . . ? O2 U1 O11 89.70(18) . . ? O1 U1 O11 92.18(18) . . ? O14 U1 O11 141.03(14) . . ? O2 U1 O18 88.08(18) . . ? O1 U1 O18 93.39(18) . . ? O14 U1 O18 73.65(13) . . ? O11 U1 O18 67.64(13) . . ? O2 U1 O5 92.47(19) . . ? O1 U1 O5 87.54(18) . . ? O14 U1 O5 151.89(14) . . ? O11 U1 O5 66.40(14) . . ? O18 U1 O5 134.03(13) . . ? O2 U1 O15 87.08(18) . 2_756 ? O1 U1 O15 90.98(18) . 2_756 ? O14 U1 O15 80.73(13) . 2_756 ? O11 U1 O15 138.24(13) . 2_756 ? O18 U1 O15 153.57(13) . 2_756 ? O5 U1 O15 72.16(14) . 2_756 ? O4 U2 O3 178.87(17) . . ? O4 U2 O7 92.00(16) . . ? O3 U2 O7 86.99(15) . . ? O4 U2 O18 88.73(17) . . ? O3 U2 O18 92.38(16) . . ? O7 U2 O18 140.30(13) . . ? O4 U2 O12 92.35(18) . . ? O3 U2 O12 88.32(17) . . ? O7 U2 O12 153.07(14) . . ? O18 U2 O12 66.38(13) . . ? O4 U2 O11 87.94(19) . . ? O3 U2 O11 92.25(18) . . ? O7 U2 O11 72.79(13) . . ? O18 U2 O11 67.57(13) . . ? O12 U2 O11 133.93(13) . . ? O4 U2 O8 87.10(18) . 2_755 ? O3 U2 O8 92.20(17) . 2_755 ? O7 U2 O8 78.96(13) . 2_755 ? O18 U2 O8 140.67(13) . 2_755 ? O12 U2 O8 74.74(13) . 2_755 ? O11 U2 O8 151.10(12) . 2_755 ? N1 Ni N4 176.1(2) . . ? N1 Ni N2 79.50(19) . . ? N4 Ni N2 97.3(2) . . ? N1 Ni N3 102.7(2) . . ? N4 Ni N3 79.4(2) . . ? N2 Ni N3 91.0(2) . . ? N1 Ni O6 84.24(18) . . ? N4 Ni O6 93.69(19) . . ? N2 Ni O6 90.82(19) . . ? N3 Ni O6 173.05(18) . . ? N1 Ni O19 92.32(18) . . ? N4 Ni O19 91.01(18) . . ? N2 Ni O19 171.45(18) . . ? N3 Ni O19 88.33(18) . . ? O6 Ni O19 90.83(16) . . ? C1 O5 U1 120.7(4) . . ? C1 O6 Ni 131.8(4) . . ? C4 O7 U2 128.2(4) . . ? C4 O8 U2 129.2(4) . 2_755 ? C6A O10A H10A 99.0 . . ? C6B O10B H10B 112.6 . . ? C2 O11 U1 121.6(3) . . ? C2 O11 U2 128.3(3) . . ? U1 O11 U2 109.58(16) . . ? C7 O12 U2 122.8(4) . . ? C10 O14 U1 126.5(3) . . ? C10 O15 U1 127.4(4) . 2_756 ? C12 O16 H16 107.9 . . ? C8 O18 U2 121.9(3) . . ? C8 O18 U1 127.6(3) . . ? U2 O18 U1 110.11(14) . . ? Ni O19 H19A 110.3 . . ? Ni O19 H19B 140.1 . . ? H19A O19 H19B 100.2 . . ? C17 N1 C13 117.3(5) . . ? C17 N1 Ni 115.5(4) . . ? C13 N1 Ni 125.9(4) . . ? C22 N2 C18 118.6(6) . . ? C22 N2 Ni 126.8(5) . . ? C18 N2 Ni 113.9(4) . . ? C23 N3 C27 117.8(6) . . ? C23 N3 Ni 126.8(5) . . ? C27 N3 Ni 115.4(5) . . ? C32 N4 C28 118.4(5) . . ? C32 N4 Ni 126.7(5) . . ? C28 N4 Ni 114.8(5) . . ? O6 C1 O5 123.2(6) . . ? O6 C1 C2 118.9(5) . . ? O5 C1 C2 117.9(6) . . ? O11 C2 C5 108.5(5) . . ? O11 C2 C1 110.0(5) . . ? C5 C2 C1 111.0(5) . . ? O11 C2 C3 108.7(4) . . ? C5 C2 C3 113.8(5) . . ? C1 C2 C3 104.8(5) . . ? C4 C3 C2 115.9(5) . . ? C4 C3 H3A 108.3 . . ? C2 C3 H3A 108.3 . . ? C4 C3 H3B 108.3 . . ? C2 C3 H3B 108.3 . . ? H3A C3 H3B 107.4 . . ? O8 C4 O7 123.0(5) . . ? O8 C4 C3 118.8(5) . . ? O7 C4 C3 118.1(5) . . ? C6B C5 C2 129.7(9) . . ? C6A C5 C2 121.9(7) . . ? C6A C5 H5A 106.5 . . ? C2 C5 H5A 105.7 . . ? C6A C5 H5B 105.5 . . ? H5A C5 H5B 107.3 . . ? C6B C5 H5C 105.0 . . ? C2 C5 H5C 106.4 . . ? C2 C5 H5D 108.0 . . ? H5C C5 H5D 108.2 . . ? O9A C6A O10A 133.7(8) . . ? O9A C6A C5 114.5(7) . . ? O10A C6A C5 111.8(8) . . ? O9B C6B O10B 115.4(14) . . ? O9B C6B C5 114.5(14) . . ? O10B C6B C5 126.8(16) . . ? O13 C7 O12 123.5(6) . . ? O13 C7 C8 120.1(5) . . ? O12 C7 C8 116.4(5) . . ? O18 C8 C9 109.4(5) . . ? O18 C8 C7 109.8(4) . . ? C9 C8 C7 106.0(5) . . ? O18 C8 C11 106.2(4) . . ? C9 C8 C11 116.9(4) . . ? C7 C8 C11 108.6(5) . . ? C10 C9 C8 117.4(5) . . ? C10 C9 H9A 108.0 . . ? C8 C9 H9A 108.0 . . ? C10 C9 H9B 108.0 . . ? C8 C9 H9B 108.0 . . ? H9A C9 H9B 107.2 . . ? O15 C10 O14 122.8(6) . . ? O15 C10 C9 118.8(5) . . ? O14 C10 C9 118.3(5) . . ? C12 C11 C8 119.7(5) . . ? C12 C11 H11A 107.4 . . ? C8 C11 H11A 107.4 . . ? C12 C11 H11B 107.4 . . ? C8 C11 H11B 107.4 . . ? H11A C11 H11B 106.9 . . ? O17 C12 O16 121.7(5) . . ? O17 C12 C11 124.8(6) . . ? O16 C12 C11 113.4(5) . . ? N1 C13 C14 124.0(6) . . ? N1 C13 H13 118.0 . . ? C14 C13 H13 118.0 . . ? C13 C14 C15 117.5(6) . . ? C13 C14 H14 121.2 . . ? C15 C14 H14 121.2 . . ? C16 C15 C14 120.4(6) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 118.6(7) . . ? C15 C16 H16A 120.7 . . ? C17 C16 H16A 120.7 . . ? N1 C17 C16 122.2(6) . . ? N1 C17 C18 115.1(5) . . ? C16 C17 C18 122.7(6) . . ? N2 C18 C19 121.3(6) . . ? N2 C18 C17 114.6(5) . . ? C19 C18 C17 124.1(6) . . ? C20 C19 C18 119.3(6) . . ? C20 C19 H19 120.4 . . ? C18 C19 H19 120.4 . . ? C21 C20 C19 119.8(7) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C20 C21 C22 119.1(7) . . ? C20 C21 H21 120.5 . . ? C22 C21 H21 120.5 . . ? N2 C22 C21 121.9(7) . . ? N2 C22 H22 119.0 . . ? C21 C22 H22 119.0 . . ? N3 C23 C24 124.5(7) . . ? N3 C23 H23 117.8 . . ? C24 C23 H23 117.8 . . ? C23 C24 C25 117.2(9) . . ? C23 C24 H24 121.4 . . ? C25 C24 H24 121.4 . . ? C24 C25 C26 121.0(9) . . ? C24 C25 H25 119.5 . . ? C26 C25 H25 119.5 . . ? C25 C26 C27 118.1(8) . . ? C25 C26 H26 121.0 . . ? C27 C26 H26 121.0 . . ? N3 C27 C26 121.4(7) . . ? N3 C27 C28 114.7(6) . . ? C26 C27 C28 123.9(6) . . ? N4 C28 C29 121.5(7) . . ? N4 C28 C27 115.2(5) . . ? C29 C28 C27 123.3(7) . . ? C30 C29 C28 119.3(7) . . ? C30 C29 H29 120.3 . . ? C28 C29 H29 120.3 . . ? C29 C30 C31 119.6(6) . . ? C29 C30 H30 120.2 . . ? C31 C30 H30 120.2 . . ? C32 C31 C30 116.5(7) . . ? C32 C31 H31 121.7 . . ? C30 C31 H31 121.7 . . ? N4 C32 C31 124.7(7) . . ? N4 C32 H32 117.6 . . ? C31 C32 H32 117.6 . . ? 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 O10A H10A O9A 0.96 1.70 2.649(10) 170.9 2_765 O16 H16 O13 0.97 1.70 2.635(5) 159.3 2_656 O19 H19A O5 0.99 1.77 2.656(6) 148.0 . O19 H19B O17 0.91 1.86 2.713(6) 153.5 1_655 _database_code_depnum_ccdc_archive 'CCDC 941457' ####################################################################### # # 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_7 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H32 Cu2 N6 O23 U2' _chemical_formula_weight 1495.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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 monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.2402(4) _cell_length_b 18.2164(14) _cell_length_c 14.1658(11) _cell_angle_alpha 90.00 _cell_angle_beta 91.122(4) _cell_angle_gamma 90.00 _cell_volume 2126.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 135273 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 25.68 _exptl_crystal_description platelet _exptl_crystal_colour 'translucent light green' _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 8.677 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.445 _exptl_absorpt_correction_T_max 0.771 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method '2 \f and 16 \w scans with 2\% steps (917 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 135273 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_unetI/netI 0.0305 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 25.68 _reflns_number_total 8034 _reflns_number_gt 7251 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. The two nitrate ions bound to Cu atoms are disordered over two positions each, with one common O atom in the first nitrate only; these positions were refined with occupancy factors of 0.5. The two water solvent molecules were given occupancy factors of 0.5 in order to retain acceptable displacement parameters. All non-hydrogen atoms were refined with anisotropic displacement parameters, with restraints on bond lengths, angles and/or displacement parameters for some badly behaving atoms, particularly in the disordered nitrate ions. The H atoms bound to O15 and O19 were found on a Fourier-difference map, but not those of the solvent water molecules, and the C-bound H atoms were introduced at calculated positions; all were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom (1.5 for CH~3~). 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^)+(0.0977P)^2^+10.1064P] 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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.066(11) _refine_ls_number_reflns 8034 _refine_ls_number_parameters 679 _refine_ls_number_restraints 227 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0545 _refine_ls_wR_factor_ref 0.1483 _refine_ls_wR_factor_gt 0.1444 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.322 _refine_diff_density_min -1.159 _refine_diff_density_rms 0.198 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 0.47911(7) 0.78442(3) 0.76027(4) 0.04928(16) Uani 1 1 d . . . U2 U 0.05982(7) 0.87907(3) 0.76908(4) 0.05262(17) Uani 1 1 d . . . Cu1 Cu 0.4135(2) 0.49346(10) 0.80650(13) 0.0525(4) Uani 1 1 d D . . Cu2 Cu 0.1129(2) 1.16127(10) 0.68516(14) 0.0532(4) Uani 1 1 d . . . O1 O 0.5033(14) 0.8148(6) 0.8791(8) 0.055(3) Uani 1 1 d . . . O2 O 0.4646(15) 0.7525(6) 0.6410(8) 0.060(3) Uani 1 1 d . . . O3 O 0.1106(17) 0.9026(8) 0.8877(9) 0.078(4) Uani 1 1 d . . . O4 O 0.0103(13) 0.8576(7) 0.6506(8) 0.061(3) Uani 1 1 d . . . O5 O 0.4101(15) 0.6663(7) 0.8072(9) 0.063(3) Uani 1 1 d . A . O6 O 0.2440(14) 0.5677(7) 0.7800(8) 0.060(3) Uani 1 1 d . A . O7 O -0.1221(12) 0.7954(7) 0.8314(8) 0.059(3) Uani 1 1 d . . . O8 O -0.2814(15) 0.7061(7) 0.7815(9) 0.068(3) Uani 1 1 d . . . O9 O 0.1973(13) 0.7628(6) 0.7771(7) 0.052(2) Uani 1 1 d . . . O10 O 0.1253(16) 1.0021(7) 0.7202(11) 0.078(3) Uani 1 1 d U B . O11 O 0.2945(14) 1.0900(6) 0.7077(9) 0.063(3) Uani 1 1 d . B . O12 O 0.6569(12) 0.8711(7) 0.7109(9) 0.060(3) Uani 1 1 d . . . O13 O 0.8160(17) 0.9587(7) 0.7736(10) 0.075(3) Uani 1 1 d . . . O14 O 0.3345(13) 0.8966(5) 0.7307(8) 0.054(3) Uani 1 1 d . . . O15 O 0.6311(15) 0.5459(6) 0.7411(10) 0.069(3) Uani 1 1 d . A . H15A H 0.6474 0.5964 0.7368 0.083 Uiso 1 1 d R . . H15B H 0.6742 0.5325 0.6917 0.083 Uiso 1 1 d R . . O16A O 0.517(3) 0.5393(13) 0.9264(13) 0.089(5) Uani 0.50 1 d PDU A 1 O17A O 0.282(3) 0.5241(16) 0.984(2) 0.106(5) Uani 0.50 1 d PDU A 1 O16B O 0.379(4) 0.5241(13) 0.9425(9) 0.099(5) Uani 0.50 1 d PDU A 2 O17B O 0.220(3) 0.5449(17) 1.056(2) 0.119(6) Uani 0.50 1 d PDU A 2 O18 O 0.449(2) 0.6004(7) 1.0481(9) 0.099(4) Uani 1 1 d DU A . O19 O -0.1015(18) 1.1150(6) 0.7562(11) 0.079(4) Uani 1 1 d . B . H19A H -0.1190 1.0675 0.7600 0.094 Uiso 1 1 d R . . H19B H -0.1711 1.1259 0.7202 0.094 Uiso 1 1 d R . . O20A O 0.019(3) 1.0981(12) 0.5736(14) 0.073(4) Uani 0.50 1 d PDU B 3 O21A O 0.111(3) 1.0471(12) 0.4497(17) 0.071(4) Uani 0.50 1 d PDU B 3 O22A O 0.219(3) 1.1462(11) 0.5019(16) 0.076(4) Uani 0.50 1 d PDU B 3 O20B O 0.116(2) 1.1255(11) 0.5534(16) 0.072(4) Uani 0.50 1 d PDU B 4 O21B O 0.050(3) 1.0336(13) 0.4677(18) 0.071(4) Uani 0.50 1 d PDU B 4 O22B O -0.120(2) 1.0779(12) 0.5650(15) 0.069(4) Uani 0.50 1 d PDU B 4 O23 O 0.563(3) 0.6031(14) 0.5760(18) 0.072(6) Uani 0.50 1 d PU . . O24 O 0.853(3) 0.5397(13) 0.994(2) 0.075(7) Uani 0.50 1 d P . . N1 N 0.3497(15) 0.4376(7) 0.6856(9) 0.051(3) Uani 1 1 d . A . N2 N 0.5252(15) 0.3977(7) 0.8378(9) 0.052(3) Uani 1 1 d . A . N3 N 0.1699(16) 1.2208(7) 0.8020(10) 0.052(3) Uani 1 1 d . B . N4 N -0.0071(14) 1.2530(6) 0.6479(8) 0.044(3) Uani 1 1 d . B . N5A N 0.418(3) 0.5536(17) 0.987(2) 0.098(5) Uani 0.50 1 d PDU . . N5B N 0.346(3) 0.5588(19) 1.0139(19) 0.108(5) Uani 0.50 1 d PDU A . N6A N 0.115(3) 1.0976(12) 0.5068(16) 0.072(4) Uani 0.50 1 d PDU . . N6B N 0.014(2) 1.0802(12) 0.5262(18) 0.071(4) Uani 0.50 1 d PDU B . C1 C 0.2675(18) 0.6378(10) 0.7884(11) 0.059(5) Uani 1 1 d D . . C2 C 0.1308(17) 0.6918(8) 0.7614(9) 0.058(4) Uani 1 1 d D A . C3 C -0.008(2) 0.6748(9) 0.8313(13) 0.064(4) Uani 1 1 d . . . H3A H -0.0444 0.6246 0.8230 0.077 Uiso 1 1 calc R A . H3B H 0.0319 0.6805 0.8958 0.077 Uiso 1 1 calc R . . C4 C -0.1460(19) 0.7267(10) 0.8126(12) 0.055(4) Uani 1 1 d . A . C5 C 0.090(2) 0.6811(9) 0.6585(9) 0.061(4) Uani 1 1 d D . . H5A H -0.0048 0.7094 0.6419 0.092 Uiso 1 1 calc R A . H5B H 0.0687 0.6300 0.6465 0.092 Uiso 1 1 calc R . . H5C H 0.1794 0.6970 0.6213 0.092 Uiso 1 1 calc R . . C6 C 0.260(2) 1.0246(9) 0.7116(14) 0.061(4) Uani 1 1 d U . . C7 C 0.392(2) 0.9645(10) 0.6997(13) 0.063(4) Uani 1 1 d U B . C8 C 0.541(2) 0.9858(11) 0.7530(15) 0.075(4) Uani 1 1 d DU . . H8A H 0.5123 0.9935 0.8183 0.090 Uiso 1 1 calc R B . H8B H 0.5775 1.0326 0.7285 0.090 Uiso 1 1 calc R . . C9 C 0.6823(19) 0.9324(9) 0.7509(13) 0.060(4) Uani 1 1 d D B . C10 C 0.423(2) 0.9658(9) 0.5965(13) 0.068(4) Uani 1 1 d . . . H10A H 0.4536 1.0146 0.5781 0.102 Uiso 1 1 calc R B . H10B H 0.3272 0.9512 0.5621 0.102 Uiso 1 1 calc R . . H10C H 0.5101 0.9325 0.5828 0.102 Uiso 1 1 calc R . . C11 C 0.263(2) 0.4578(11) 0.6165(12) 0.065(5) Uani 1 1 d . . . H11 H 0.2203 0.5051 0.6174 0.079 Uiso 1 1 calc R A . C12 C 0.226(2) 0.4130(14) 0.5375(13) 0.074(6) Uani 1 1 d . A . H12 H 0.1591 0.4295 0.4882 0.089 Uiso 1 1 calc R . . C13 C 0.292(2) 0.3442(15) 0.5368(14) 0.076(6) Uani 1 1 d . . . H13 H 0.2705 0.3130 0.4862 0.091 Uiso 1 1 calc R A . C14 C 0.391(2) 0.3205(11) 0.6105(13) 0.063(4) Uani 1 1 d . A . C15 C 0.4153(17) 0.3720(10) 0.6875(11) 0.052(4) Uani 1 1 d . . . C16 C 0.5080(19) 0.3481(8) 0.7709(12) 0.048(3) Uani 1 1 d . A . C17 C 0.5801(17) 0.2796(10) 0.7732(11) 0.056(4) Uani 1 1 d . . . C18 C 0.674(2) 0.2598(9) 0.8535(14) 0.063(4) Uani 1 1 d . A . H18 H 0.7236 0.2141 0.8582 0.075 Uiso 1 1 calc R . . C19 C 0.689(2) 0.3123(9) 0.9264(14) 0.062(4) Uani 1 1 d . . . H19 H 0.7507 0.3019 0.9805 0.074 Uiso 1 1 calc R A . C20 C 0.6141(18) 0.3781(10) 0.9167(11) 0.054(3) Uani 1 1 d . A . H20 H 0.6231 0.4116 0.9661 0.065 Uiso 1 1 calc R . . C21 C 0.468(3) 0.2504(12) 0.6199(16) 0.074(5) Uani 1 1 d U . . H21 H 0.4554 0.2184 0.5692 0.089 Uiso 1 1 calc R A . C22 C 0.556(2) 0.2258(11) 0.695(2) 0.085(8) Uani 1 1 d . A . H22 H 0.5992 0.1787 0.6970 0.103 Uiso 1 1 calc R . . C23 C 0.2600(18) 1.2025(10) 0.8738(11) 0.056(4) Uani 1 1 d . . . H23 H 0.3137 1.1576 0.8733 0.067 Uiso 1 1 calc R B . C24 C 0.279(2) 1.2488(11) 0.9529(12) 0.061(4) Uani 1 1 d . B . H24 H 0.3391 1.2333 1.0055 0.074 Uiso 1 1 calc R . . C25 C 0.211(2) 1.3142(11) 0.9518(14) 0.068(5) Uani 1 1 d . . . H25 H 0.2234 1.3453 1.0035 0.082 Uiso 1 1 calc R B . C26 C 0.1202(18) 1.3369(9) 0.8725(10) 0.050(4) Uani 1 1 d . B . C27 C 0.0995(17) 1.2862(10) 0.7980(10) 0.050(3) Uani 1 1 d . . . C28 C 0.0033(16) 1.3067(8) 0.7188(12) 0.047(4) Uani 1 1 d . B . C29 C -0.0705(17) 1.3765(11) 0.7118(11) 0.057(4) Uani 1 1 d . . . C30 C -0.164(2) 1.3853(11) 0.6233(13) 0.065(4) Uani 1 1 d U B . H30 H -0.2182 1.4295 0.6140 0.078 Uiso 1 1 calc R . . C31 C -0.177(2) 1.3370(11) 0.5577(13) 0.065(4) Uani 1 1 d . . . H31 H -0.2360 1.3461 0.5023 0.078 Uiso 1 1 calc R B . C32 C -0.0962(19) 1.2684(8) 0.5736(11) 0.051(3) Uani 1 1 d . B . H32 H -0.1083 1.2323 0.5276 0.061 Uiso 1 1 calc R . . C33 C 0.0429(19) 1.4090(8) 0.8638(12) 0.053(4) Uani 1 1 d . . . H33 H 0.0577 1.4440 0.9110 0.063 Uiso 1 1 calc R B . C34 C -0.053(2) 1.4248(8) 0.7840(16) 0.070(6) Uani 1 1 d . B . H34 H -0.1066 1.4696 0.7804 0.084 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.0530(3) 0.0475(3) 0.0473(3) -0.0008(2) -0.0006(2) 0.0085(3) U2 0.0499(3) 0.0492(3) 0.0586(3) -0.0020(3) -0.0035(2) 0.0076(3) Cu1 0.0560(10) 0.0467(10) 0.0544(10) -0.0013(8) -0.0064(8) 0.0057(8) Cu2 0.0595(10) 0.0459(9) 0.0540(10) -0.0049(8) -0.0047(8) 0.0105(8) O1 0.065(6) 0.049(5) 0.051(6) -0.003(4) -0.014(5) -0.001(5) O2 0.078(7) 0.043(5) 0.060(7) -0.011(5) 0.013(6) 0.001(5) O3 0.086(8) 0.088(9) 0.058(7) -0.024(6) -0.022(6) 0.010(7) O4 0.057(6) 0.076(8) 0.051(6) 0.011(5) -0.002(5) 0.030(5) O5 0.067(7) 0.056(6) 0.068(7) 0.000(5) -0.004(6) 0.009(5) O6 0.054(6) 0.063(7) 0.063(7) -0.007(5) 0.000(5) 0.013(5) O7 0.042(5) 0.071(8) 0.066(6) -0.015(6) 0.003(4) 0.005(5) O8 0.061(7) 0.062(7) 0.081(8) -0.016(6) 0.004(6) 0.012(6) O9 0.056(6) 0.052(6) 0.049(5) -0.003(4) 0.001(5) 0.009(5) O10 0.067(6) 0.056(7) 0.110(9) -0.009(6) -0.010(7) 0.004(5) O11 0.057(6) 0.046(6) 0.086(8) 0.021(5) 0.009(6) 0.003(5) O12 0.042(5) 0.059(7) 0.079(7) 0.022(6) 0.001(5) 0.004(5) O13 0.072(8) 0.067(8) 0.087(9) -0.009(7) -0.001(7) -0.002(6) O14 0.056(6) 0.030(5) 0.075(7) 0.012(4) -0.002(5) -0.001(4) O15 0.059(7) 0.042(6) 0.108(10) -0.005(6) 0.010(7) 0.018(5) O16A 0.148(14) 0.056(8) 0.063(9) -0.001(7) -0.018(10) 0.029(10) O17A 0.163(13) 0.076(8) 0.078(9) -0.020(7) -0.011(9) 0.016(9) O16B 0.158(13) 0.067(8) 0.071(9) -0.014(7) -0.010(9) 0.024(9) O17B 0.173(14) 0.089(10) 0.094(10) -0.012(9) -0.008(10) 0.012(10) O18 0.153(12) 0.074(7) 0.071(7) -0.028(6) -0.017(7) 0.016(7) O19 0.087(9) 0.029(5) 0.120(11) -0.001(6) 0.005(8) 0.022(6) O20A 0.091(9) 0.057(7) 0.071(8) -0.011(7) -0.028(7) -0.002(7) O21A 0.092(10) 0.054(8) 0.066(8) -0.009(7) -0.024(8) 0.001(7) O22A 0.098(10) 0.064(8) 0.063(9) -0.003(7) -0.015(8) -0.006(8) O20B 0.095(9) 0.056(7) 0.065(8) -0.009(6) -0.018(7) -0.005(7) O21B 0.094(10) 0.055(8) 0.064(8) -0.012(7) -0.019(8) 0.003(7) O22B 0.083(9) 0.054(8) 0.068(9) -0.007(7) -0.022(8) -0.004(8) O23 0.086(10) 0.069(9) 0.062(9) -0.003(8) -0.005(8) 0.009(8) O24 0.085(17) 0.053(13) 0.086(18) 0.001(12) -0.023(13) 0.000(12) N1 0.049(7) 0.052(7) 0.051(7) -0.005(6) 0.005(6) -0.020(6) N2 0.051(6) 0.054(8) 0.052(7) 0.002(6) 0.008(6) 0.004(5) N3 0.051(7) 0.047(7) 0.058(8) -0.004(6) 0.007(6) 0.014(6) N4 0.051(6) 0.046(6) 0.035(6) -0.006(5) 0.001(5) 0.001(5) N5A 0.156(13) 0.067(8) 0.070(8) -0.015(6) -0.014(8) 0.024(8) N5B 0.163(13) 0.078(8) 0.082(9) -0.017(7) -0.011(8) 0.017(9) N6A 0.094(9) 0.056(7) 0.065(8) -0.009(6) -0.022(7) -0.001(6) N6B 0.092(9) 0.055(7) 0.067(8) -0.010(6) -0.022(7) -0.001(6) C1 0.049(9) 0.083(12) 0.045(8) 0.026(8) 0.019(7) 0.023(8) C2 0.060(9) 0.054(9) 0.059(9) 0.000(7) 0.005(7) -0.023(8) C3 0.064(10) 0.057(9) 0.071(11) -0.003(8) -0.002(8) -0.009(8) C4 0.043(8) 0.070(10) 0.053(9) -0.008(7) 0.005(7) -0.001(7) C5 0.059(9) 0.050(8) 0.074(10) 0.021(8) -0.007(8) 0.011(7) C6 0.056(7) 0.045(7) 0.082(9) 0.001(7) -0.005(7) 0.010(6) C7 0.059(7) 0.065(8) 0.066(8) 0.005(7) 0.000(7) 0.006(7) C8 0.066(7) 0.080(7) 0.078(7) 0.007(6) 0.000(6) 0.002(6) C9 0.057(9) 0.052(9) 0.070(11) -0.011(8) 0.009(8) 0.004(7) C10 0.080(11) 0.050(9) 0.076(11) -0.006(8) 0.012(9) 0.014(8) C11 0.058(9) 0.084(12) 0.055(10) 0.007(9) -0.004(8) -0.022(9) C12 0.061(10) 0.116(16) 0.046(9) 0.002(9) 0.005(8) -0.031(11) C13 0.053(9) 0.122(18) 0.054(10) -0.017(11) 0.011(8) -0.002(11) C14 0.058(9) 0.078(11) 0.054(10) -0.003(8) 0.016(8) -0.014(8) C15 0.049(7) 0.058(10) 0.050(8) -0.015(8) 0.009(6) -0.014(8) C16 0.046(7) 0.033(7) 0.065(9) 0.002(6) 0.010(7) -0.015(6) C17 0.050(7) 0.048(8) 0.070(10) -0.023(9) 0.019(7) 0.006(8) C18 0.056(9) 0.050(9) 0.083(12) 0.010(8) 0.026(9) 0.001(7) C19 0.061(9) 0.056(9) 0.069(11) 0.018(8) 0.004(8) -0.001(7) C20 0.060(8) 0.045(7) 0.058(8) -0.006(8) 0.003(7) 0.008(8) C21 0.076(8) 0.070(8) 0.077(9) -0.015(7) 0.007(7) -0.022(7) C22 0.057(10) 0.051(10) 0.15(2) -0.051(12) 0.021(12) -0.011(8) C23 0.045(7) 0.069(10) 0.054(9) 0.004(7) -0.006(7) 0.004(7) C24 0.059(9) 0.084(12) 0.042(8) 0.006(8) -0.008(7) -0.001(9) C25 0.062(10) 0.079(12) 0.065(11) -0.019(9) 0.018(9) -0.013(9) C26 0.042(7) 0.072(10) 0.037(7) -0.012(7) 0.008(6) -0.015(7) C27 0.048(7) 0.059(8) 0.044(7) 0.009(8) 0.012(6) -0.021(8) C28 0.032(6) 0.053(9) 0.055(9) -0.013(6) -0.001(6) 0.003(6) C29 0.047(7) 0.062(9) 0.062(9) 0.019(9) 0.006(7) -0.031(8) C30 0.064(7) 0.053(7) 0.077(8) 0.023(7) 0.011(6) 0.007(7) C31 0.071(11) 0.075(11) 0.050(9) -0.005(8) 0.002(8) 0.000(9) C32 0.067(9) 0.037(8) 0.049(8) 0.000(6) 0.008(7) 0.002(6) C33 0.053(8) 0.041(7) 0.066(10) -0.012(7) 0.027(8) -0.007(6) C34 0.074(11) 0.026(7) 0.113(16) -0.008(8) 0.047(12) 0.001(7) _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 1.779(11) . ? U1 O2 1.789(11) . ? U1 O12 2.274(11) . ? U1 O5 2.325(12) . ? U1 O9 2.372(11) . ? U1 O14 2.399(9) . ? U1 O8 2.449(12) 1_655 ? U1 U2 3.8656(8) . ? U2 O4 1.763(12) . ? U2 O3 1.776(12) . ? U2 O7 2.324(12) . ? U2 O14 2.360(10) . ? U2 O9 2.404(10) . ? U2 O10 2.409(14) . ? U2 O13 2.480(14) 1_455 ? Cu1 O6 1.976(11) . ? Cu1 N2 2.017(13) . ? Cu1 O16B 2.030(8) . ? Cu1 N1 2.052(12) . ? Cu1 O16A 2.06(2) . ? Cu1 O15 2.247(13) . ? Cu2 O20B 1.98(2) . ? Cu2 O11 2.001(11) . ? Cu2 N4 2.007(12) . ? Cu2 N3 2.027(13) . ? Cu2 O20A 2.09(2) . ? Cu2 O19 2.217(15) . ? O5 C1 1.31(2) . ? O6 C1 1.30(2) . ? O7 C4 1.29(2) . ? O8 C4 1.25(2) . ? O8 U1 2.449(12) 1_455 ? O9 C2 1.420(18) . ? O10 C6 1.19(2) . ? O11 C6 1.23(2) . ? O12 C9 1.27(2) . ? O13 C9 1.24(2) . ? O13 U2 2.480(14) 1_655 ? O14 C7 1.40(2) . ? O15 H15A 0.9330 . ? O15 H15B 0.8280 . ? O16A N5A 1.221(9) . ? O17A N5A 1.242(9) . ? O16B N5B 1.230(9) . ? O17B N5B 1.234(9) . ? O18 N5B 1.231(9) . ? O18 N5A 1.243(9) . ? O19 H19A 0.8791 . ? O19 H19B 0.7858 . ? O20A N6A 1.243(9) . ? O21A N6A 1.225(9) . ? O22A N6A 1.234(9) . ? O20B N6B 1.237(9) . ? O21B N6B 1.227(9) . ? O22B N6B 1.241(9) . ? N1 C11 1.26(2) . ? N1 C15 1.31(2) . ? N2 C16 1.31(2) . ? N2 C20 1.37(2) . ? N3 C23 1.29(2) . ? N3 C27 1.33(2) . ? N4 C32 1.30(2) . ? N4 C28 1.405(18) . ? C1 C2 1.538(10) . ? C2 C5 1.503(10) . ? C2 C3 1.56(2) . ? C3 C4 1.50(2) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.55(2) . ? C7 C8 1.48(3) . ? C7 C10 1.49(2) . ? C8 C9 1.520(10) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.41(3) . ? C11 H11 0.9300 . ? C12 C13 1.37(3) . ? C12 H12 0.9300 . ? C13 C14 1.38(3) . ? C13 H13 0.9300 . ? C14 C21 1.43(3) . ? C14 C15 1.45(2) . ? C15 C16 1.46(2) . ? C16 C17 1.38(2) . ? C17 C18 1.41(3) . ? C17 C22 1.49(2) . ? C18 C19 1.41(3) . ? C18 H18 0.9300 . ? C19 C20 1.36(2) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.35(3) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 C24 1.41(2) . ? C23 H23 0.9300 . ? C24 C25 1.32(3) . ? C24 H24 0.9300 . ? C25 C26 1.40(3) . ? C25 H25 0.9300 . ? C26 C27 1.41(2) . ? C26 C33 1.46(2) . ? C27 C28 1.41(2) . ? C28 C29 1.41(2) . ? C29 C34 1.35(3) . ? C29 C30 1.47(2) . ? C30 C31 1.28(3) . ? C30 H30 0.9300 . ? C31 C32 1.43(2) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 C34 1.40(3) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? 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 177.3(6) . . ? O1 U1 O12 90.8(5) . . ? O2 U1 O12 88.1(5) . . ? O1 U1 O5 92.4(5) . . ? O2 U1 O5 87.5(5) . . ? O12 U1 O5 153.3(4) . . ? O1 U1 O9 92.8(4) . . ? O2 U1 O9 89.6(5) . . ? O12 U1 O9 141.7(4) . . ? O5 U1 O9 64.7(4) . . ? O1 U1 O14 86.9(4) . . ? O2 U1 O14 95.1(5) . . ? O12 U1 O14 71.1(4) . . ? O5 U1 O14 135.6(4) . . ? O9 U1 O14 71.0(3) . . ? O1 U1 O8 89.4(5) . 1_655 ? O2 U1 O8 88.0(5) . 1_655 ? O12 U1 O8 85.4(4) . 1_655 ? O5 U1 O8 68.1(4) . 1_655 ? O9 U1 O8 132.7(4) . 1_655 ? O14 U1 O8 156.1(4) . 1_655 ? O4 U2 O3 178.8(6) . . ? O4 U2 O7 94.4(5) . . ? O3 U2 O7 86.6(6) . . ? O4 U2 O14 90.9(5) . . ? O3 U2 O14 88.6(6) . . ? O7 U2 O14 143.6(4) . . ? O4 U2 O9 87.1(4) . . ? O3 U2 O9 93.8(5) . . ? O7 U2 O9 73.2(4) . . ? O14 U2 O9 71.2(3) . . ? O4 U2 O10 88.9(5) . . ? O3 U2 O10 89.9(6) . . ? O7 U2 O10 150.3(4) . . ? O14 U2 O10 65.6(4) . . ? O9 U2 O10 136.5(4) . . ? O4 U2 O13 88.9(5) . 1_455 ? O3 U2 O13 90.6(5) . 1_455 ? O7 U2 O13 81.1(4) . 1_455 ? O14 U2 O13 135.1(4) . 1_455 ? O9 U2 O13 153.6(4) . 1_455 ? O10 U2 O13 69.5(4) . 1_455 ? O6 Cu1 N2 162.1(5) . . ? O6 Cu1 O16B 83.2(10) . . ? N2 Cu1 O16B 95.7(9) . . ? O6 Cu1 N1 90.7(5) . . ? N2 Cu1 N1 82.1(6) . . ? O16B Cu1 N1 152.9(8) . . ? O6 Cu1 O16A 99.1(7) . . ? N2 Cu1 O16A 89.4(8) . . ? N1 Cu1 O16A 169.6(7) . . ? O6 Cu1 O15 101.4(5) . . ? N2 Cu1 O15 95.4(5) . . ? O16B Cu1 O15 113.6(8) . . ? N1 Cu1 O15 93.5(5) . . ? O16A Cu1 O15 81.2(8) . . ? O20B Cu2 O11 85.1(8) . . ? O20B Cu2 N4 92.3(8) . . ? O11 Cu2 N4 160.9(5) . . ? O20B Cu2 N3 160.1(7) . . ? O11 Cu2 N3 93.2(5) . . ? N4 Cu2 N3 82.8(5) . . ? O11 Cu2 O20A 91.6(8) . . ? N4 Cu2 O20A 94.9(8) . . ? N3 Cu2 O20A 171.2(7) . . ? O20B Cu2 O19 109.1(7) . . ? O11 Cu2 O19 106.3(4) . . ? N4 Cu2 O19 92.5(5) . . ? N3 Cu2 O19 90.4(5) . . ? O20A Cu2 O19 81.3(7) . . ? C1 O5 U1 122.2(10) . . ? C1 O6 Cu1 123.6(10) . . ? C4 O7 U2 130.7(10) . . ? C4 O8 U1 125.4(11) . 1_455 ? C2 O9 U1 120.7(8) . . ? C2 O9 U2 128.0(8) . . ? U1 O9 U2 108.1(4) . . ? C6 O10 U2 124.3(12) . . ? C6 O11 Cu2 117.8(11) . . ? C9 O12 U1 125.1(11) . . ? C9 O13 U2 118.9(11) . 1_655 ? C7 O14 U2 121.6(9) . . ? C7 O14 U1 129.7(9) . . ? U2 O14 U1 108.7(4) . . ? Cu1 O15 H15A 124.3 . . ? Cu1 O15 H15B 125.6 . . ? H15A O15 H15B 99.8 . . ? N5A O16A Cu1 112.9(16) . . ? N5B O16B Cu1 164(3) . . ? Cu2 O19 H19A 122.4 . . ? Cu2 O19 H19B 100.8 . . ? H19A O19 H19B 99.8 . . ? N6A O20A Cu2 110.4(13) . . ? N6B O20B Cu2 119.6(16) . . ? C11 N1 C15 120.8(15) . . ? C11 N1 Cu1 129.6(13) . . ? C15 N1 Cu1 109.6(10) . . ? C16 N2 C20 117.2(14) . . ? C16 N2 Cu1 113.2(11) . . ? C20 N2 Cu1 129.7(11) . . ? C23 N3 C27 120.7(14) . . ? C23 N3 Cu2 128.7(11) . . ? C27 N3 Cu2 110.6(10) . . ? C32 N4 C28 117.0(12) . . ? C32 N4 Cu2 131.3(10) . . ? C28 N4 Cu2 111.7(9) . . ? O16A N5A O17A 120.4(10) . . ? O16A N5A O18 120.2(10) . . ? O17A N5A O18 119.4(10) . . ? O16B N5B O18 118.4(10) . . ? O16B N5B O17B 120.0(11) . . ? O18 N5B O17B 120.9(11) . . ? O21A N6A O22A 120.8(10) . . ? O21A N6A O20A 119.8(10) . . ? O22A N6A O20A 119.2(10) . . ? O21B N6B O20B 119.8(10) . . ? O21B N6B O22B 120.6(10) . . ? O20B N6B O22B 119.2(10) . . ? O6 C1 O5 122.9(12) . . ? O6 C1 C2 120.0(16) . . ? O5 C1 C2 116.5(15) . . ? O9 C2 C5 110.4(12) . . ? O9 C2 C1 105.4(12) . . ? C5 C2 C1 107.9(12) . . ? O9 C2 C3 111.5(12) . . ? C5 C2 C3 115.9(13) . . ? C1 C2 C3 105.0(12) . . ? C4 C3 C2 109.0(14) . . ? C4 C3 H3A 109.9 . . ? C2 C3 H3A 109.9 . . ? C4 C3 H3B 109.9 . . ? C2 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? O8 C4 O7 119.7(15) . . ? O8 C4 C3 122.9(16) . . ? O7 C4 C3 117.5(14) . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? O10 C6 O11 123.6(16) . . ? O10 C6 C7 114.9(15) . . ? O11 C6 C7 121.4(16) . . ? O14 C7 C8 110.7(15) . . ? O14 C7 C10 112.9(15) . . ? C8 C7 C10 109.6(16) . . ? O14 C7 C6 110.5(14) . . ? C8 C7 C6 109.4(15) . . ? C10 C7 C6 103.4(15) . . ? C7 C8 C9 116.8(17) . . ? C7 C8 H8A 108.1 . . ? C9 C8 H8A 108.1 . . ? C7 C8 H8B 108.1 . . ? C9 C8 H8B 108.1 . . ? H8A C8 H8B 107.3 . . ? O13 C9 O12 126.6(14) . . ? O13 C9 C8 115.2(15) . . ? O12 C9 C8 116.9(16) . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 C12 124(2) . . ? N1 C11 H11 118.0 . . ? C12 C11 H11 118.0 . . ? C13 C12 C11 117(2) . . ? C13 C12 H12 121.5 . . ? C11 C12 H12 121.5 . . ? C12 C13 C14 121(2) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C13 C14 C21 127(2) . . ? C13 C14 C15 116.0(19) . . ? C21 C14 C15 116.9(18) . . ? N1 C15 C14 121.5(16) . . ? N1 C15 C16 119.8(14) . . ? C14 C15 C16 118.6(17) . . ? N2 C16 C17 124.3(15) . . ? N2 C16 C15 115.2(15) . . ? C17 C16 C15 120.4(15) . . ? C16 C17 C18 118.6(15) . . ? C16 C17 C22 121.6(18) . . ? C18 C17 C22 119.8(17) . . ? C17 C18 C19 117.2(15) . . ? C17 C18 H18 121.4 . . ? C19 C18 H18 121.4 . . ? C20 C19 C18 119.4(17) . . ? C20 C19 H19 120.3 . . ? C18 C19 H19 120.3 . . ? C19 C20 N2 123.2(16) . . ? C19 C20 H20 118.4 . . ? N2 C20 H20 118.4 . . ? C22 C21 C14 126.9(19) . . ? C22 C21 H21 116.6 . . ? C14 C21 H21 116.6 . . ? C21 C22 C17 115.4(18) . . ? C21 C22 H22 122.3 . . ? C17 C22 H22 122.3 . . ? N3 C23 C24 121.7(16) . . ? N3 C23 H23 119.2 . . ? C24 C23 H23 119.2 . . ? C25 C24 C23 119.5(17) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C24 C25 C26 119.8(17) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? C25 C26 C27 117.5(17) . . ? C25 C26 C33 123.8(15) . . ? C27 C26 C33 118.6(15) . . ? N3 C27 C26 120.7(15) . . ? N3 C27 C28 120.7(15) . . ? C26 C27 C28 118.6(17) . . ? N4 C28 C27 114.2(13) . . ? N4 C28 C29 123.8(14) . . ? C27 C28 C29 122.0(15) . . ? C34 C29 C28 119.4(16) . . ? C34 C29 C30 128.4(19) . . ? C28 C29 C30 112.1(16) . . ? C31 C30 C29 125.5(18) . . ? C31 C30 H30 117.3 . . ? C29 C30 H30 117.3 . . ? C30 C31 C32 116.9(17) . . ? C30 C31 H31 121.6 . . ? C32 C31 H31 121.6 . . ? N4 C32 C31 124.7(14) . . ? N4 C32 H32 117.7 . . ? C31 C32 H32 117.7 . . ? C34 C33 C26 119.4(14) . . ? C34 C33 H33 120.3 . . ? C26 C33 H33 120.3 . . ? C29 C34 C33 121.9(16) . . ? C29 C34 H34 119.1 . . ? C33 C34 H34 119.1 . . ? 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 O15 H15A O5 0.93 2.55 3.013(16) 110.7 . O15 H15A O8 0.93 2.17 3.058(17) 158.0 1_655 O15 H15B O23 0.83 2.26 2.61(3) 105.7 . O19 H19A O13 0.88 2.06 2.939(18) 174.0 1_455 O19 H19B O22B 0.79 2.41 2.79(3) 111.3 . _database_code_depnum_ccdc_archive 'CCDC 941458' ####################################################################### # # 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_8 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H24 Mn N4 O15 U2' _chemical_formula_weight 1187.51 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' Mn Mn 0.3368 0.7283 '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 monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.7551(9) _cell_length_b 9.6373(4) _cell_length_c 24.9546(13) _cell_angle_alpha 90.00 _cell_angle_beta 92.515(4) _cell_angle_gamma 90.00 _cell_volume 3304.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 50247 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 25.68 _exptl_crystal_description platelet _exptl_crystal_colour 'translucent light yellow' _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.387 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2196 _exptl_absorpt_coefficient_mu 10.230 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.346 _exptl_absorpt_correction_T_max 0.541 _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_special_details 'crystal-to-detector distance 30 mm' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD area-detector diffractometer' _diffrn_measurement_method 'two \f and six \w scans with 2\% steps (483 frames)' _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 50247 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_unetI/netI 0.0506 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 25.68 _reflns_number_total 3140 _reflns_number_gt 2383 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_cell_refinement 'HKL2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)' _refine_special_details ; Structure solved by direct methods and subsequent Fourier-difference synthesis. The two uranyl oxo atoms and part of the malate ligand are disordered over two positions which have been refined with occupancy parameters constrained to sum to unity. Each set of oxo positions corresponds to one malate position to give the correct uranium environment. The two disordered malate forms correspond to the two malate enantiomers. The solvent water molecule (O8) was given an occupancy factor of 0.5 in order to retain acceptable displacement parameters. All non-hydrogen atoms were refined with anisotropic displacement parameters, with restraints on bond lengths and/or displacement parameters for the atoms in the disordered parts. The H atoms of the water molecule were not found. The C-bound H atoms were introduced at calculated positions and were treated as riding atoms with an isotropic displacement parameter equal to 1.2 times that of the parent atom. 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^)+(0.0395P)^2^+40.5816P] 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 3140 _refine_ls_number_parameters 286 _refine_ls_number_restraints 51 _refine_ls_R_factor_all 0.0725 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1077 _refine_ls_wR_factor_gt 0.1002 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.330 _refine_diff_density_min -2.469 _refine_diff_density_rms 0.265 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 U U 0.09954(3) 0.11841(5) 0.033221(14) 0.06548(18) Uani 1 1 d D . . Mn Mn 0.0000 0.1809(2) 0.2500 0.0477(5) Uani 1 2 d S . . O1A O 0.0056(10) 0.2496(14) 0.0295(7) 0.064(5) Uani 0.549(14) 1 d PDU . . O2A O 0.1891(10) -0.0096(16) 0.0359(7) 0.059(5) Uani 0.549(14) 1 d PDU . . O1B O 0.0450(14) 0.2773(12) 0.0198(7) 0.059(5) Uani 0.451(14) 1 d PDU . . O2B O 0.1629(15) -0.0383(16) 0.0474(10) 0.079(8) Uani 0.451(14) 1 d PDU . . O3 O 0.0665(5) 0.0962(7) 0.1252(2) 0.0578(17) Uani 1 1 d . A . O4 O -0.0240(5) 0.0202(7) 0.1905(2) 0.0554(16) Uani 1 1 d . A . O5A O -0.1686(7) -0.2410(13) 0.0378(4) 0.047(4) Uani 0.549(14) 1 d P . . O6A O -0.3006(10) -0.2111(18) 0.0855(5) 0.052(4) Uani 0.549(14) 1 d P . . O5B O -0.2258(11) -0.128(2) 0.0305(6) 0.070(6) Uani 0.451(14) 1 d P . . O6B O -0.2627(15) -0.289(2) 0.0892(7) 0.060(5) Uani 0.451(14) 1 d P . . O7 O -0.0344(4) -0.0229(7) 0.0479(2) 0.0531(16) Uani 1 1 d . . . O8 O 0.1886(10) -0.3361(14) 0.0438(5) 0.064(4) Uani 0.50 1 d P . . N1 N 0.1634(5) 0.2200(9) 0.2585(3) 0.054(2) Uani 1 1 d . . . N2 N 0.0255(6) 0.3443(8) 0.3137(3) 0.0535(19) Uani 1 1 d . . . C1 C -0.0038(7) 0.0283(10) 0.1419(3) 0.053(2) Uani 1 1 d D . . C2A C -0.0809(15) -0.009(2) 0.0983(7) 0.071(7) Uani 0.549(14) 1 d PDU A 1 H2A H -0.1272 0.0651 0.0949 0.085 Uiso 0.549(14) 1 d PR A 1 C3A C -0.1331(19) -0.141(2) 0.1141(10) 0.082(8) Uani 0.549(14) 1 d PDU A 1 H3A H -0.1611 -0.1245 0.1481 0.099 Uiso 0.549(14) 1 d PR A 1 H3B H -0.0861 -0.2139 0.1190 0.099 Uiso 0.549(14) 1 d PR A 1 C2B C -0.0546(10) -0.0714(19) 0.1015(6) 0.030(4) Uani 0.451(14) 1 d PDU A 2 H2B H -0.0312 -0.1645 0.1067 0.036 Uiso 0.451(14) 1 d PR A 2 C3B C -0.1646(10) -0.0700(17) 0.1082(6) 0.031(4) Uani 0.451(14) 1 d PD A 2 H3C H -0.1892 0.0181 0.0959 0.037 Uiso 0.451(14) 1 d PR A 2 H3D H -0.1780 -0.0801 0.1454 0.037 Uiso 0.451(14) 1 d PR A 2 C4 C -0.2136(7) -0.1864(11) 0.0751(4) 0.054(2) Uani 1 1 d D . . C5 C 0.2288(7) 0.1642(11) 0.2270(4) 0.062(3) Uani 1 1 d . . . H5 H 0.2070 0.1167 0.1964 0.074 Uiso 1 1 calc R . . C6 C 0.3284(7) 0.1747(13) 0.2385(5) 0.070(3) Uani 1 1 d . . . H6 H 0.3729 0.1360 0.2158 0.084 Uiso 1 1 calc R . . C7 C 0.3592(8) 0.2435(13) 0.2842(5) 0.077(3) Uani 1 1 d . . . H7 H 0.4254 0.2519 0.2929 0.093 Uiso 1 1 calc R . . C8 C 0.2920(8) 0.3002(12) 0.3173(5) 0.071(3) Uani 1 1 d . . . H8 H 0.3123 0.3463 0.3485 0.085 Uiso 1 1 calc R . . C9 C 0.1936(7) 0.2878(11) 0.3033(4) 0.056(3) Uani 1 1 d . . . C10 C 0.1178(7) 0.3549(10) 0.3344(4) 0.056(2) Uani 1 1 d . . . C11 C 0.1371(9) 0.4307(14) 0.3810(5) 0.080(3) Uani 1 1 d . . . H11 H 0.2005 0.4373 0.3952 0.096 Uiso 1 1 calc R . . C12 C 0.0626(10) 0.4963(14) 0.4064(5) 0.084(4) Uani 1 1 d . . . H12 H 0.0752 0.5445 0.4382 0.100 Uiso 1 1 calc R . . C13 C -0.0301(9) 0.4892(12) 0.3840(5) 0.075(3) Uani 1 1 d . . . H13 H -0.0812 0.5360 0.3993 0.090 Uiso 1 1 calc R . . C14 C -0.0453(8) 0.4108(11) 0.3383(4) 0.064(3) Uani 1 1 d . . . H14 H -0.1084 0.4037 0.3237 0.077 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U 0.0621(3) 0.0958(4) 0.0382(2) -0.0060(2) -0.00143(15) -0.0303(2) Mn 0.0471(10) 0.0566(13) 0.0385(10) 0.000 -0.0089(8) 0.000 O1A 0.068(7) 0.055(8) 0.070(8) 0.010(6) -0.002(6) -0.011(6) O2A 0.028(6) 0.089(8) 0.059(8) -0.012(6) -0.002(6) 0.016(6) O1B 0.096(9) 0.034(7) 0.047(7) 0.020(6) -0.014(7) -0.014(7) O2B 0.049(10) 0.118(12) 0.069(11) -0.019(8) 0.001(7) -0.012(8) O3 0.059(4) 0.075(5) 0.039(3) -0.004(3) -0.005(3) -0.021(4) O4 0.064(4) 0.065(5) 0.037(3) 0.000(3) -0.001(3) -0.012(3) O5A 0.038(6) 0.063(9) 0.041(6) -0.002(5) -0.004(5) -0.006(5) O6A 0.047(8) 0.066(11) 0.044(7) -0.009(7) 0.006(5) -0.009(7) O5B 0.058(10) 0.096(15) 0.057(10) -0.013(9) -0.002(7) -0.024(10) O6B 0.064(12) 0.058(13) 0.058(10) -0.007(9) -0.002(8) -0.026(10) O7 0.054(4) 0.068(5) 0.037(3) -0.003(3) -0.004(3) -0.011(3) O8 0.080(9) 0.054(8) 0.060(8) 0.016(7) 0.034(7) 0.006(7) N1 0.052(4) 0.064(6) 0.046(4) 0.003(4) -0.007(4) -0.008(4) N2 0.060(5) 0.053(5) 0.047(4) 0.003(4) -0.003(4) 0.000(4) C1 0.061(6) 0.059(6) 0.040(5) -0.009(4) -0.004(4) -0.007(5) C2A 0.075(10) 0.074(11) 0.064(10) 0.004(8) -0.002(8) -0.004(8) C3A 0.085(11) 0.084(11) 0.078(10) -0.002(9) -0.003(8) -0.005(9) C2B 0.040(8) 0.031(8) 0.019(7) -0.004(6) -0.002(6) -0.010(7) C3B 0.039(10) 0.033(11) 0.021(8) 0.004(7) -0.002(7) -0.008(8) C4 0.056(6) 0.065(7) 0.039(5) -0.005(5) -0.004(4) -0.017(5) C5 0.057(6) 0.070(7) 0.058(6) -0.006(5) -0.009(5) -0.008(5) C6 0.051(6) 0.077(8) 0.082(8) 0.001(6) 0.003(5) -0.003(6) C7 0.053(6) 0.082(9) 0.095(9) -0.011(7) -0.019(6) -0.011(6) C8 0.064(7) 0.074(8) 0.072(7) -0.006(6) -0.029(6) -0.011(6) C9 0.058(6) 0.059(7) 0.051(5) 0.003(5) -0.014(4) -0.018(5) C10 0.065(6) 0.054(6) 0.048(5) 0.004(4) -0.011(4) -0.012(5) C11 0.079(8) 0.092(9) 0.067(7) -0.013(7) -0.019(6) -0.022(7) C12 0.112(10) 0.083(9) 0.055(7) -0.018(6) -0.002(7) -0.016(8) C13 0.092(8) 0.067(8) 0.066(7) -0.010(6) 0.003(6) 0.002(6) C14 0.078(7) 0.060(7) 0.053(6) -0.002(5) -0.008(5) 0.003(6) _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 U O1B 1.732(9) . ? U O2A 1.743(8) . ? U O2B 1.771(10) . ? U O1A 1.807(9) . ? U O7 2.333(6) . ? U O7 2.363(6) 5 ? U O5A 2.363(11) 5 ? U O3 2.370(6) . ? U O5B 2.408(16) 5 ? U O6B 2.471(17) 3 ? U O6A 2.476(14) 3 ? Mn O4 2.161(6) . ? Mn O4 2.161(6) 2 ? Mn N2 2.254(8) . ? Mn N2 2.254(8) 2 ? Mn N1 2.280(7) . ? Mn N1 2.280(7) 2 ? O1A O1B 0.660(19) . ? O2A O2B 0.55(3) . ? O3 C1 1.253(11) . ? O4 C1 1.258(10) . ? O5A C4 1.255(14) . ? O5A U 2.363(11) 5 ? O6A C4 1.258(16) . ? O6A U 2.476(14) 3_445 ? O5B C4 1.252(19) . ? O5B U 2.408(16) 5 ? O6B C4 1.255(19) . ? O6B U 2.471(17) 3_445 ? O7 C2A 1.44(2) . ? O7 C2B 1.456(19) . ? O7 U 2.363(6) 5 ? N1 C5 1.332(12) . ? N1 C9 1.345(12) . ? N2 C14 1.337(13) . ? N2 C10 1.353(12) . ? C1 C2A 1.530(10) . ? C1 C2B 1.538(9) . ? C2A C3A 1.518(10) . ? C2A H2A 0.9600 . ? C3A C4 1.51(3) . ? C3A H3A 0.9599 . ? C3A H3B 0.9599 . ? C2B C3B 1.530(10) . ? C2B H2B 0.9600 . ? C3B C4 1.532(9) . ? C3B H3C 0.9600 . ? C3B H3D 0.9603 . ? C5 C6 1.391(13) . ? C5 H5 0.9300 . ? C6 C7 1.370(15) . ? C6 H6 0.9300 . ? C7 C8 1.379(15) . ? C7 H7 0.9300 . ? C8 C9 1.387(13) . ? C8 H8 0.9300 . ? C9 C10 1.477(14) . ? C10 C11 1.390(15) . ? C11 C12 1.381(17) . ? C11 H11 0.9300 . ? C12 C13 1.371(16) . ? C12 H12 0.9300 . ? C13 C14 1.376(15) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? 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 O1B U O2B 176.2(10) . . ? O2A U O1A 179.0(8) . . ? O1B U O7 102.0(7) . . ? O2A U O7 98.2(7) . . ? O2B U O7 81.7(8) . . ? O1A U O7 81.3(6) . . ? O1B U O7 92.0(6) . 5 ? O2A U O7 89.9(6) . 5 ? O2B U O7 90.2(9) . 5 ? O1A U O7 89.2(6) . 5 ? O7 U O7 68.5(2) . 5 ? O2A U O5A 94.4(7) . 5 ? O1A U O5A 85.5(6) . 5 ? O7 U O5A 139.0(3) . 5 ? O7 U O5A 72.7(3) 5 5 ? O1B U O3 99.7(7) . . ? O2A U O3 93.7(6) . . ? O2B U O3 80.9(9) . . ? O1A U O3 86.9(6) . . ? O7 U O3 67.0(2) . . ? O7 U O3 135.5(2) 5 . ? O5A U O3 150.7(3) 5 . ? O1B U O5B 99.1(8) . 5 ? O2B U O5B 78.5(9) . 5 ? O7 U O5B 136.3(4) . 5 ? O7 U O5B 72.9(4) 5 5 ? O3 U O5B 144.9(4) . 5 ? O1B U O6B 96.0(8) . 3 ? O2B U O6B 80.6(10) . 3 ? O7 U O6B 135.6(4) . 3 ? O7 U O6B 151.3(5) 5 3 ? O3 U O6B 70.1(4) . 3 ? O5B U O6B 78.6(6) 5 3 ? O2A U O6A 94.3(7) . 3 ? O1A U O6A 86.7(6) . 3 ? O7 U O6A 136.8(3) . 3 ? O7 U O6A 152.9(4) 5 3 ? O5A U O6A 80.3(4) 5 3 ? O3 U O6A 71.0(3) . 3 ? O4 Mn O4 88.4(3) . 2 ? O4 Mn N2 178.5(3) . . ? O4 Mn N2 90.1(3) 2 . ? O4 Mn N2 90.1(3) . 2 ? O4 Mn N2 178.5(3) 2 2 ? N2 Mn N2 91.4(4) . 2 ? O4 Mn N1 107.6(3) . . ? O4 Mn N1 86.2(3) 2 . ? N2 Mn N1 72.4(3) . . ? N2 Mn N1 94.1(3) 2 . ? O4 Mn N1 86.2(3) . 2 ? O4 Mn N1 107.6(3) 2 2 ? N2 Mn N1 94.1(3) . 2 ? N2 Mn N1 72.4(3) 2 2 ? N1 Mn N1 161.0(4) . 2 ? C1 O3 U 123.5(5) . . ? C1 O4 Mn 125.8(6) . . ? C4 O5A U 125.0(9) . 5 ? C4 O6A U 121.9(10) . 3_445 ? C4 O5B O5A 57.4(11) . . ? C4 O5B U 122.0(12) . 5 ? C4 O6B U 122.3(12) . 3_445 ? C2A O7 U 117.8(7) . . ? C2B O7 U 121.0(5) . . ? C2A O7 U 128.1(6) . 5 ? C2B O7 U 125.6(6) . 5 ? U O7 U 111.5(2) . 5 ? C5 N1 C9 119.6(8) . . ? C5 N1 Mn 124.5(6) . . ? C9 N1 Mn 115.1(6) . . ? C14 N2 C10 118.6(9) . . ? C14 N2 Mn 124.4(7) . . ? C10 N2 Mn 115.8(7) . . ? O3 C1 O4 123.9(7) . . ? O3 C1 C2A 114.1(10) . . ? O4 C1 C2A 119.7(11) . . ? O3 C1 C2B 116.4(9) . . ? O4 C1 C2B 118.7(10) . . ? O7 C2A C3A 112.6(19) . . ? O7 C2A C1 108.8(14) . . ? C3A C2A C1 109.5(15) . . ? O7 C2A H2A 108.0 . . ? C3A C2A H2A 109.1 . . ? C1 C2A H2A 108.8 . . ? C4 C3A C2A 114.6(16) . . ? C4 C3A H3A 107.8 . . ? C2A C3A H3A 107.9 . . ? C4 C3A H3B 109.8 . . ? C2A C3A H3B 108.8 . . ? H3A C3A H3B 107.7 . . ? O7 C2B C3B 109.1(13) . . ? O7 C2B C1 107.6(11) . . ? C3B C2B C1 110.3(10) . . ? O7 C2B H2B 110.3 . . ? C3B C2B H2B 108.7 . . ? C1 C2B H2B 110.9 . . ? C2B C3B C4 110.4(10) . . ? C2B C3B H3C 108.0 . . ? C4 C3B H3C 109.6 . . ? C2B C3B H3D 109.7 . . ? C4 C3B H3D 110.5 . . ? H3C C3B H3D 108.6 . . ? O5B C4 O6B 123.5(13) . . ? O5A C4 O6A 125.3(11) . . ? O5A C4 C3A 103.2(14) . . ? O6A C4 C3A 126.9(13) . . ? O5B C4 C3B 100.7(12) . . ? O6B C4 C3B 130.8(12) . . ? N1 C5 C6 122.3(10) . . ? N1 C5 H5 118.9 . . ? C6 C5 H5 118.9 . . ? C7 C6 C5 118.2(11) . . ? C7 C6 H6 120.9 . . ? C5 C6 H6 120.9 . . ? C6 C7 C8 119.9(10) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C7 C8 C9 119.2(10) . . ? C7 C8 H8 120.4 . . ? C9 C8 H8 120.4 . . ? N1 C9 C8 120.9(10) . . ? N1 C9 C10 116.7(8) . . ? C8 C9 C10 122.3(9) . . ? N2 C10 C11 120.0(10) . . ? N2 C10 C9 116.1(8) . . ? C11 C10 C9 123.8(9) . . ? C12 C11 C10 120.4(11) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C13 C12 C11 119.1(11) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C14 117.9(12) . . ? C12 C13 H13 121.0 . . ? C14 C13 H13 121.0 . . ? N2 C14 C13 123.9(11) . . ? N2 C14 H14 118.1 . . ? C13 C14 H14 118.1 . . ? _database_code_depnum_ccdc_archive 'CCDC 941459'