# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Mohanta, Sasankasekhar' _publ_contact_author_email 'sm cu chem@yahoo.co.in' _publ_section_title ; Introducing bis(nitrate)diaquauranyl(VI) as a new supramolecular synthon ; loop_ _publ_author_name S.Mohanta S.Bhattacharya S.Mondal S.Sasmal H.Sparkes J.Howard # Attachment '- 1-4.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 778820' #TrackingRef '- 1-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C20 H22 N2 Ni O4), H4 N2 O10 U' _chemical_formula_sum 'C40 H48 N6 Ni2 O18 U' _chemical_formula_weight 1256.29 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/n' _symmetry_space_group_name_Hall '-P 2yn' 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 13.8255(8) _cell_length_b 6.7309(4) _cell_length_c 23.8617(15) _cell_angle_alpha 90.00 _cell_angle_beta 99.2690(10) _cell_angle_gamma 90.00 _cell_volume 2191.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 6264 _cell_measurement_theta_min 2.778 _cell_measurement_theta_max 28.196 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.904 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1244 _exptl_absorpt_coefficient_mu 4.621 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.648 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'SADABS (G. Sheldrick, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K CCD Detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11841 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4483 _reflns_number_gt 3680 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SMART (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+0.0645P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4483 _refine_ls_number_parameters 314 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0413 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0663 _refine_ls_wR_factor_gt 0.0621 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 U 0.5000 0.5000 0.5000 0.01232(7) Uani 1 2 d SD . . Ni1 Ni 0.68966(3) 0.71121(7) 0.33100(2) 0.01074(11) Uani 1 1 d . . . O1 O 0.46556(17) 0.2387(4) 0.30802(11) 0.0144(6) Uani 1 1 d . . . O2 O 0.58027(18) 0.5493(4) 0.32167(11) 0.0129(6) Uani 1 1 d . . . O3 O 0.74964(18) 0.5149(4) 0.37702(11) 0.0147(5) Uani 1 1 d . . . O4 O 0.79820(18) 0.2063(4) 0.43901(11) 0.0156(6) Uani 1 1 d . . . O5 O 0.67979(19) 0.4357(4) 0.53074(12) 0.0207(6) Uani 1 1 d . . . O6 O 0.7546(2) 0.4474(5) 0.61849(13) 0.0287(7) Uani 1 1 d . . . O7 O 0.60034(19) 0.5262(4) 0.59663(12) 0.0199(6) Uani 1 1 d . . . O8 O 0.52417(19) 0.7474(4) 0.48508(11) 0.0185(6) Uani 1 1 d . . . O9 O 0.58770(19) 0.3824(4) 0.42555(12) 0.0178(6) Uani 1 1 d D . . N1 N 0.6268(2) 0.9088(5) 0.28566(13) 0.0126(7) Uani 1 1 d . . . N2 N 0.8005(2) 0.8673(4) 0.33502(13) 0.0127(7) Uani 1 1 d . . . N3 N 0.6809(2) 0.4697(4) 0.58359(14) 0.0169(7) Uani 1 1 d . . . C1 C 0.4175(3) -0.0192(6) 0.36549(19) 0.0240(9) Uani 1 1 d . . . H1A H 0.4747 -0.0934 0.3603 0.036 Uiso 1 1 calc R . . H1B H 0.3659 -0.1092 0.3708 0.036 Uiso 1 1 calc R . . H1C H 0.4328 0.0645 0.3983 0.036 Uiso 1 1 calc R . . C2 C 0.3849(3) 0.1074(6) 0.31385(18) 0.0187(9) Uani 1 1 d . . . H2A H 0.3690 0.0246 0.2804 0.022 Uiso 1 1 calc R . . H2B H 0.3273 0.1837 0.3186 0.022 Uiso 1 1 calc R . . C3 C 0.4467(3) 0.3835(5) 0.26736(16) 0.0120(8) Uani 1 1 d . . . C4 C 0.3759(3) 0.3730(6) 0.22004(17) 0.0164(8) Uani 1 1 d . . . H4 H 0.3358 0.2616 0.2139 0.020 Uiso 1 1 calc R . . C5 C 0.3639(3) 0.5305(6) 0.18078(17) 0.0199(9) Uani 1 1 d . . . H5 H 0.3174 0.5209 0.1481 0.024 Uiso 1 1 calc R . . C6 C 0.4199(3) 0.6964(6) 0.19039(16) 0.0167(8) Uani 1 1 d . . . H6 H 0.4087 0.8025 0.1652 0.020 Uiso 1 1 calc R . . C7 C 0.4946(2) 0.7103(5) 0.23795(15) 0.0113(7) Uani 1 1 d . . . C8 C 0.5109(3) 0.5505(5) 0.27672(16) 0.0131(8) Uani 1 1 d . . . C9 C 0.5507(3) 0.8892(6) 0.24794(16) 0.0151(8) Uani 1 1 d . . . H9 H 0.5303 0.9988 0.2254 0.018 Uiso 1 1 calc R . . C10 C 0.6769(3) 1.1002(6) 0.29680(17) 0.0160(8) Uani 1 1 d . . . H10A H 0.6610 1.1596 0.3312 0.019 Uiso 1 1 calc R . . H10B H 0.6576 1.1911 0.2655 0.019 Uiso 1 1 calc R . . C11 C 0.7847(3) 1.0554(6) 0.30334(17) 0.0159(8) Uani 1 1 d . . . H11A H 0.8048 1.0424 0.2664 0.019 Uiso 1 1 calc R . . H11B H 0.8224 1.1614 0.3240 0.019 Uiso 1 1 calc R . . C12 C 0.8890(3) 0.8173(5) 0.35661(15) 0.0140(8) Uani 1 1 d . . . H12 H 0.9391 0.9053 0.3522 0.017 Uiso 1 1 calc R . . C13 C 0.9156(3) 0.6360(6) 0.38682(16) 0.0139(8) Uani 1 1 d . . . C14 C 1.0153(3) 0.5982(6) 0.40776(16) 0.0164(8) Uani 1 1 d . . . H14 H 1.0626 0.6895 0.4010 0.020 Uiso 1 1 calc R . . C15 C 1.0431(3) 0.4293(6) 0.43777(17) 0.0177(8) Uani 1 1 d . . . H15 H 1.1092 0.4045 0.4506 0.021 Uiso 1 1 calc R . . C16 C 0.9718(3) 0.2932(6) 0.44915(16) 0.0173(8) Uani 1 1 d . . . H16 H 0.9909 0.1794 0.4702 0.021 Uiso 1 1 calc R . . C17 C 0.8742(3) 0.3262(6) 0.42963(15) 0.0127(8) Uani 1 1 d . . . C18 C 0.8431(3) 0.4979(6) 0.39631(15) 0.0136(7) Uani 1 1 d . . . C19 C 0.8205(3) 0.0488(6) 0.47906(17) 0.0187(9) Uani 1 1 d . . . H19A H 0.8504 0.1015 0.5156 0.022 Uiso 1 1 calc R . . H19B H 0.8660 -0.0437 0.4661 0.022 Uiso 1 1 calc R . . C20 C 0.7262(3) -0.0548(6) 0.4843(2) 0.0254(10) Uani 1 1 d . . . H20A H 0.6832 0.0362 0.4991 0.038 Uiso 1 1 calc R . . H20B H 0.7395 -0.1659 0.5096 0.038 Uiso 1 1 calc R . . H20C H 0.6957 -0.1008 0.4476 0.038 Uiso 1 1 calc R . . H9A H 0.565(3) 0.410(8) 0.3913(8) 0.050(17) Uiso 1 1 d D . . H9B H 0.6473(14) 0.364(7) 0.4320(14) 0.033(14) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.01061(10) 0.01534(11) 0.01151(11) 0.00328(9) 0.00330(7) 0.00014(9) Ni1 0.0106(2) 0.0118(2) 0.0101(2) 0.00150(19) 0.00237(17) -0.00048(19) O1 0.0112(13) 0.0149(13) 0.0177(15) 0.0019(11) 0.0041(11) -0.0025(11) O2 0.0086(12) 0.0166(14) 0.0126(14) 0.0026(10) -0.0006(10) -0.0009(10) O3 0.0110(12) 0.0161(13) 0.0163(14) 0.0027(11) 0.0002(10) -0.0004(11) O4 0.0136(13) 0.0167(13) 0.0158(15) 0.0054(11) 0.0002(11) -0.0002(11) O5 0.0144(14) 0.0331(16) 0.0152(15) 0.0009(12) 0.0039(11) 0.0007(12) O6 0.0141(15) 0.046(2) 0.0242(17) 0.0041(14) -0.0023(13) 0.0006(13) O7 0.0127(13) 0.0286(17) 0.0184(15) -0.0001(12) 0.0030(11) 0.0049(12) O8 0.0189(14) 0.0195(15) 0.0180(15) 0.0061(12) 0.0054(11) -0.0015(11) O9 0.0108(15) 0.0324(18) 0.0112(16) 0.0035(12) 0.0045(12) 0.0029(12) N1 0.0113(16) 0.0153(16) 0.0122(17) -0.0009(14) 0.0050(13) 0.0011(13) N2 0.0157(17) 0.0159(17) 0.0076(16) -0.0042(13) 0.0051(13) -0.0017(13) N3 0.0132(16) 0.019(2) 0.0180(18) 0.0026(14) 0.0014(13) -0.0010(13) C1 0.021(2) 0.022(2) 0.031(2) 0.0067(19) 0.0102(18) -0.0055(18) C2 0.0107(19) 0.021(2) 0.026(2) -0.0006(18) 0.0067(17) -0.0058(16) C3 0.0106(18) 0.016(2) 0.011(2) -0.0012(15) 0.0048(15) 0.0000(15) C4 0.0113(19) 0.022(2) 0.016(2) -0.0050(16) 0.0024(15) 0.0006(16) C5 0.0152(19) 0.031(3) 0.013(2) -0.0015(17) -0.0003(15) 0.0031(17) C6 0.0134(19) 0.023(2) 0.013(2) 0.0054(17) 0.0028(15) 0.0067(17) C7 0.0077(17) 0.0153(19) 0.0117(19) -0.0009(15) 0.0038(14) 0.0037(15) C8 0.0120(19) 0.018(2) 0.0097(19) 0.0007(14) 0.0036(15) 0.0038(14) C9 0.017(2) 0.019(2) 0.010(2) 0.0061(16) 0.0068(16) 0.0072(16) C10 0.020(2) 0.014(2) 0.016(2) -0.0001(16) 0.0064(16) -0.0007(17) C11 0.022(2) 0.014(2) 0.013(2) 0.0006(15) 0.0040(16) -0.0021(15) C12 0.016(2) 0.017(2) 0.010(2) -0.0038(15) 0.0073(15) -0.0057(16) C13 0.0144(19) 0.020(2) 0.0087(19) -0.0043(15) 0.0053(15) 0.0032(16) C14 0.014(2) 0.022(2) 0.013(2) -0.0060(17) 0.0028(16) -0.0047(17) C15 0.013(2) 0.028(2) 0.012(2) -0.0037(17) -0.0010(16) 0.0015(17) C16 0.018(2) 0.020(2) 0.013(2) -0.0020(16) 0.0001(16) 0.0027(17) C17 0.0137(19) 0.017(2) 0.0078(19) -0.0026(15) 0.0029(15) -0.0012(15) C18 0.0147(18) 0.0164(18) 0.0104(18) -0.0021(17) 0.0039(14) 0.0037(18) C19 0.023(2) 0.018(2) 0.015(2) 0.0057(15) 0.0009(17) 0.0001(16) C20 0.027(2) 0.023(2) 0.027(3) 0.0095(18) 0.0073(19) -0.0019(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 O8 1.746(3) 3_666 ? U1 O8 1.746(3) . ? U1 O9 2.439(3) 3_666 ? U1 O9 2.439(3) . ? U1 O7 2.498(3) . ? U1 O7 2.498(3) 3_666 ? U1 O5 2.513(3) . ? U1 O5 2.513(3) 3_666 ? U1 N3 2.944(3) . ? U1 N3 2.944(3) 3_666 ? Ni1 O3 1.829(3) . ? Ni1 N1 1.842(3) . ? Ni1 N2 1.847(3) . ? Ni1 O2 1.848(2) . ? O1 C3 1.371(4) . ? O1 C2 1.447(4) . ? O2 C8 1.319(4) . ? O3 C18 1.305(4) . ? O4 C17 1.372(4) . ? O4 C19 1.427(4) . ? O5 N3 1.279(4) . ? O6 N3 1.218(4) . ? O7 N3 1.262(4) . ? O9 H9A 0.846(18) . ? O9 H9B 0.823(18) . ? N1 C9 1.277(5) . ? N1 C10 1.466(5) . ? N2 C12 1.294(5) . ? N2 C11 1.473(5) . ? C1 C2 1.506(6) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.371(5) . ? C3 C8 1.427(5) . ? C4 C5 1.407(5) . ? C4 H4 0.9300 . ? C5 C6 1.357(5) . ? C5 H5 0.9300 . ? C6 C7 1.410(5) . ? C6 H6 0.9300 . ? C7 C8 1.413(5) . ? C7 C9 1.432(5) . ? C9 H9 0.9300 . ? C10 C11 1.503(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.435(5) . ? C12 H12 0.9300 . ? C13 C18 1.411(5) . ? C13 C14 1.412(5) . ? C14 C15 1.366(6) . ? C14 H14 0.9300 . ? C15 C16 1.404(5) . ? C15 H15 0.9300 . ? C16 C17 1.373(5) . ? C16 H16 0.9300 . ? C17 C18 1.429(5) . ? C19 C20 1.501(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? 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 O8 U1 O8 180.00(17) 3_666 . ? O8 U1 O9 91.55(11) 3_666 3_666 ? O8 U1 O9 88.45(11) . 3_666 ? O8 U1 O9 88.45(11) 3_666 . ? O8 U1 O9 91.55(11) . . ? O9 U1 O9 180.00(8) 3_666 . ? O8 U1 O7 88.58(11) 3_666 . ? O8 U1 O7 91.42(11) . . ? O9 U1 O7 64.66(9) 3_666 . ? O9 U1 O7 115.34(9) . . ? O8 U1 O7 91.42(11) 3_666 3_666 ? O8 U1 O7 88.58(11) . 3_666 ? O9 U1 O7 115.34(9) 3_666 3_666 ? O9 U1 O7 64.66(9) . 3_666 ? O7 U1 O7 180.000(1) . 3_666 ? O8 U1 O5 89.38(11) 3_666 . ? O8 U1 O5 90.62(11) . . ? O9 U1 O5 115.32(9) 3_666 . ? O9 U1 O5 64.68(9) . . ? O7 U1 O5 50.71(9) . . ? O7 U1 O5 129.29(9) 3_666 . ? O8 U1 O5 90.62(11) 3_666 3_666 ? O8 U1 O5 89.38(11) . 3_666 ? O9 U1 O5 64.68(9) 3_666 3_666 ? O9 U1 O5 115.32(9) . 3_666 ? O7 U1 O5 129.29(9) . 3_666 ? O7 U1 O5 50.71(9) 3_666 3_666 ? O5 U1 O5 180.000(1) . 3_666 ? O8 U1 N3 88.02(10) 3_666 . ? O8 U1 N3 91.98(10) . . ? O9 U1 N3 89.81(9) 3_666 . ? O9 U1 N3 90.19(9) . . ? O7 U1 N3 25.14(9) . . ? O7 U1 N3 154.86(9) 3_666 . ? O5 U1 N3 25.59(9) . . ? O5 U1 N3 154.41(9) 3_666 . ? O8 U1 N3 91.98(10) 3_666 3_666 ? O8 U1 N3 88.02(10) . 3_666 ? O9 U1 N3 90.19(9) 3_666 3_666 ? O9 U1 N3 89.81(9) . 3_666 ? O7 U1 N3 154.86(9) . 3_666 ? O7 U1 N3 25.14(9) 3_666 3_666 ? O5 U1 N3 154.41(9) . 3_666 ? O5 U1 N3 25.59(9) 3_666 3_666 ? N3 U1 N3 180.000(1) . 3_666 ? O3 Ni1 N1 178.63(12) . . ? O3 Ni1 N2 95.04(13) . . ? N1 Ni1 N2 85.89(14) . . ? O3 Ni1 O2 85.95(11) . . ? N1 Ni1 O2 93.20(13) . . ? N2 Ni1 O2 175.75(13) . . ? C3 O1 C2 116.1(3) . . ? C8 O2 Ni1 124.6(2) . . ? C18 O3 Ni1 127.0(2) . . ? C17 O4 C19 117.2(3) . . ? N3 O5 U1 96.4(2) . . ? N3 O7 U1 97.6(2) . . ? U1 O9 H9A 119(2) . . ? U1 O9 H9B 121(2) . . ? H9A O9 H9B 114(4) . . ? C9 N1 C10 122.0(3) . . ? C9 N1 Ni1 126.6(3) . . ? C10 N1 Ni1 111.3(2) . . ? C12 N2 C11 118.7(3) . . ? C12 N2 Ni1 126.6(3) . . ? C11 N2 Ni1 114.2(2) . . ? O6 N3 O7 122.9(3) . . ? O6 N3 O5 121.8(3) . . ? O7 N3 O5 115.2(3) . . ? O6 N3 U1 176.8(3) . . ? O7 N3 U1 57.27(18) . . ? O5 N3 U1 58.04(17) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C1 106.9(3) . . ? O1 C2 H2A 110.4 . . ? C1 C2 H2A 110.4 . . ? O1 C2 H2B 110.4 . . ? C1 C2 H2B 110.4 . . ? H2A C2 H2B 108.6 . . ? O1 C3 C4 125.1(3) . . ? O1 C3 C8 114.0(3) . . ? C4 C3 C8 120.8(3) . . ? C3 C4 C5 120.1(4) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C6 C5 C4 120.3(4) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 121.0(4) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C6 C7 C8 119.7(3) . . ? C6 C7 C9 119.8(3) . . ? C8 C7 C9 120.4(3) . . ? O2 C8 C7 123.7(3) . . ? O2 C8 C3 118.4(3) . . ? C7 C8 C3 117.9(3) . . ? N1 C9 C7 124.6(4) . . ? N1 C9 H9 117.7 . . ? C7 C9 H9 117.7 . . ? N1 C10 C11 105.9(3) . . ? N1 C10 H10A 110.6 . . ? C11 C10 H10A 110.6 . . ? N1 C10 H10B 110.6 . . ? C11 C10 H10B 110.6 . . ? H10A C10 H10B 108.7 . . ? N2 C11 C10 106.7(3) . . ? N2 C11 H11A 110.4 . . ? C10 C11 H11A 110.4 . . ? N2 C11 H11B 110.4 . . ? C10 C11 H11B 110.4 . . ? H11A C11 H11B 108.6 . . ? N2 C12 C13 124.8(3) . . ? N2 C12 H12 117.6 . . ? C13 C12 H12 117.6 . . ? C18 C13 C14 120.2(4) . . ? C18 C13 C12 120.7(3) . . ? C14 C13 C12 119.1(3) . . ? C15 C14 C13 120.8(4) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C16 119.8(4) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C17 C16 C15 120.8(4) . . ? C17 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? O4 C17 C16 125.9(3) . . ? O4 C17 C18 113.4(3) . . ? C16 C17 C18 120.7(3) . . ? O3 C18 C13 125.0(3) . . ? O3 C18 C17 117.3(3) . . ? C13 C18 C17 117.7(3) . . ? O4 C19 C20 107.7(3) . . ? O4 C19 H19A 110.2 . . ? C20 C19 H19A 110.2 . . ? O4 C19 H19B 110.2 . . ? C20 C19 H19B 110.2 . . ? H19A C19 H19B 108.5 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? 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 O9 H9A O1 0.846(18) 2.51(4) 3.182(4) 137(5) . O9 H9A O2 0.846(18) 1.95(3) 2.708(4) 149(5) . O9 H9B O3 0.823(18) 2.31(4) 2.826(4) 121(3) . O9 H9B O4 0.823(18) 2.32(2) 3.111(4) 161(4) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.164 _refine_diff_density_min -1.438 _refine_diff_density_rms 0.124 ##===END data_2 _database_code_depnum_ccdc_archive 'CCDC 778821' #TrackingRef '- 1-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C24 H22 Cu N2 O4), H4 N2 O10 U, 0.68(O)' _chemical_formula_sum 'C48 H48 Cu2 N6 O18.68 U' _chemical_formula_weight 1372.91 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 triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3676(3) _cell_length_b 11.8493(4) _cell_length_c 11.8723(3) _cell_angle_alpha 70.658(3) _cell_angle_beta 88.787(2) _cell_angle_gamma 78.815(3) _cell_volume 1218.50(6) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 12186 _cell_measurement_theta_min 2.591 _cell_measurement_theta_max 32.589 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.871 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 677 _exptl_absorpt_coefficient_mu 4.265 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.83151 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 16.1511 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13236 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4974 _reflns_number_gt 4731 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0223P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4974 _refine_ls_number_parameters 352 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0200 _refine_ls_R_factor_gt 0.0189 _refine_ls_wR_factor_ref 0.0435 _refine_ls_wR_factor_gt 0.0433 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 U 0.5000 0.0000 0.5000 0.01274(5) Uani 1 2 d SD . . Cu1 Cu 0.47830(3) 0.27050(2) 0.00141(2) 0.01339(7) Uani 1 1 d . . . O2 O 0.49838(19) 0.32026(15) 0.13629(14) 0.0159(4) Uani 1 1 d . . . O3 O 0.6385(2) 0.14319(16) 0.06952(15) 0.0216(4) Uani 1 1 d . . . O4 O 0.85463(19) -0.00774(15) 0.19608(15) 0.0185(4) Uani 1 1 d . . . O5 O 0.34489(19) 0.17571(16) 0.34639(15) 0.0207(4) Uani 1 1 d . . . O7 O 0.24552(19) 0.10499(16) 0.51350(15) 0.0191(4) Uani 1 1 d . . . O6 O 0.1259(2) 0.26448(17) 0.37239(17) 0.0258(4) Uani 1 1 d . . . O8 O 0.55327(19) 0.09599(16) 0.57063(15) 0.0188(4) Uani 1 1 d . . . O9 O 0.6208(2) 0.10063(17) 0.32175(16) 0.0222(4) Uani 1 1 d D . . H9A H 0.684(2) 0.065(2) 0.292(2) 0.027 Uiso 1 1 d D . . H9B H 0.582(3) 0.1683(17) 0.2760(19) 0.027 Uiso 1 1 d D . . N1 N 0.3118(2) 0.39812(18) -0.06950(17) 0.0139(4) Uani 1 1 d . . . N2 N 0.4524(2) 0.22007(18) -0.13598(17) 0.0142(4) Uani 1 1 d . . . N3 N 0.2335(2) 0.18588(19) 0.40903(19) 0.0179(5) Uani 1 1 d . . . C1 C 0.7654(3) 0.2938(2) 0.4748(2) 0.0247(6) Uani 1 1 d . . . H1A H 0.8381 0.3096 0.4139 0.037 Uiso 1 1 calc R . . H1B H 0.7503 0.2101 0.4933 0.037 Uiso 1 1 calc R . . H1C H 0.7999 0.3042 0.5474 0.037 Uiso 1 1 calc R . . C2 C 0.6246(3) 0.3816(2) 0.4287(2) 0.0207(6) Uani 1 1 d . . . H2A H 0.5500 0.3662 0.4893 0.025 Uiso 1 1 calc R . . H2B H 0.6383 0.4665 0.4107 0.025 Uiso 1 1 calc R . . C3 C 0.4604(3) 0.4439(2) 0.2571(2) 0.0163(5) Uani 1 1 d . . . C4 C 0.3833(3) 0.5422(2) 0.2837(2) 0.0206(6) Uani 1 1 d . . . H4 H 0.4086 0.5558 0.3545 0.025 Uiso 1 1 calc R . . C5 C 0.2675(3) 0.6229(3) 0.2076(3) 0.0283(7) Uani 1 1 d . . . H5 H 0.2144 0.6904 0.2270 0.034 Uiso 1 1 calc R . . C6 C 0.2319(3) 0.6031(3) 0.1052(3) 0.0295(7) Uani 1 1 d . . . H6 H 0.1564 0.6594 0.0518 0.035 Uiso 1 1 calc R . . C7 C 0.3062(3) 0.5000(2) 0.0777(2) 0.0193(6) Uani 1 1 d . . . C8 C 0.4224(3) 0.4172(2) 0.1536(2) 0.0153(5) Uani 1 1 d . . . C9 C 0.2582(3) 0.4861(2) -0.0297(2) 0.0224(6) Uani 1 1 d . . . H9 H 0.1802 0.5468 -0.0758 0.027 Uiso 1 1 calc R . . C10 C 0.2531(3) 0.3893(2) -0.1750(2) 0.0140(5) Uani 1 1 d . . . C11 C 0.1246(3) 0.4605(2) -0.2374(2) 0.0176(5) Uani 1 1 d . . . H11 H 0.0695 0.5225 -0.2110 0.021 Uiso 1 1 calc R . . C12 C 0.0772(3) 0.4413(2) -0.3373(2) 0.0199(6) Uani 1 1 d . . . H12 H -0.0109 0.4896 -0.3792 0.024 Uiso 1 1 calc R . . C13 C 0.1578(3) 0.3514(2) -0.3770(2) 0.0194(6) Uani 1 1 d . . . H13 H 0.1257 0.3401 -0.4472 0.023 Uiso 1 1 calc R . . C14 C 0.2843(3) 0.2783(2) -0.3153(2) 0.0173(5) Uani 1 1 d . . . H14 H 0.3388 0.2170 -0.3428 0.021 Uiso 1 1 calc R . . C15 C 0.3319(3) 0.2949(2) -0.2120(2) 0.0139(5) Uani 1 1 d . . . C16 C 0.5263(3) 0.1226(2) -0.1516(2) 0.0148(5) Uani 1 1 d . . . H16 H 0.4983 0.1039 -0.2188 0.018 Uiso 1 1 calc R . . C17 C 0.6464(3) 0.0404(2) -0.0767(2) 0.0135(5) Uani 1 1 d . . . C18 C 0.7157(3) -0.0623(2) -0.1077(2) 0.0159(5) Uani 1 1 d . . . H18 H 0.6803 -0.0747 -0.1762 0.019 Uiso 1 1 calc R . . C19 C 0.8316(3) -0.1430(2) -0.0416(2) 0.0170(5) Uani 1 1 d . . . H19 H 0.8773 -0.2101 -0.0650 0.020 Uiso 1 1 calc R . . C20 C 0.8844(3) -0.1276(2) 0.0618(2) 0.0161(5) Uani 1 1 d . . . H20 H 0.9659 -0.1838 0.1076 0.019 Uiso 1 1 calc R . . C21 C 0.8173(3) -0.0309(2) 0.0960(2) 0.0149(5) Uani 1 1 d . . . C22 C 0.6960(3) 0.0560(2) 0.0286(2) 0.0147(5) Uani 1 1 d . . . C23 C 0.9957(3) -0.0673(2) 0.2542(2) 0.0200(6) Uani 1 1 d . . . H23A H 1.0702 -0.0686 0.1940 0.024 Uiso 1 1 calc R . . H23B H 0.9942 -0.1524 0.3045 0.024 Uiso 1 1 calc R . . C24 C 1.0300(3) 0.0046(3) 0.3302(2) 0.0245(6) Uani 1 1 d . . . H24A H 0.9593 0.0005 0.3928 0.037 Uiso 1 1 calc R . . H24B H 1.0245 0.0899 0.2802 0.037 Uiso 1 1 calc R . . H24C H 1.1284 -0.0298 0.3670 0.037 Uiso 1 1 calc R . . O10 O 0.8393(7) 0.2657(6) 0.1810(5) 0.0365(15) Uiso 0.34 1 d P . . O1 O 0.5789(2) 0.36402(16) 0.32192(15) 0.0200(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.01338(8) 0.01640(8) 0.01022(7) -0.00740(5) 0.00121(5) -0.00198(5) Cu1 0.01734(17) 0.01261(16) 0.01029(15) -0.00579(12) -0.00242(12) 0.00068(13) O2 0.0200(10) 0.0150(9) 0.0131(9) -0.0069(7) -0.0005(7) -0.0007(7) O3 0.0270(11) 0.0207(9) 0.0165(9) -0.0115(8) -0.0078(8) 0.0072(8) O4 0.0184(10) 0.0218(9) 0.0147(9) -0.0084(8) -0.0048(7) 0.0017(7) O5 0.0165(10) 0.0259(10) 0.0172(9) -0.0050(8) 0.0044(7) -0.0023(8) O7 0.0200(10) 0.0215(9) 0.0133(9) -0.0033(8) 0.0015(7) -0.0029(8) O6 0.0196(10) 0.0261(10) 0.0280(11) -0.0095(9) -0.0034(8) 0.0058(8) O8 0.0201(10) 0.0236(10) 0.0162(9) -0.0112(8) 0.0001(7) -0.0044(8) O9 0.0207(11) 0.0233(10) 0.0144(10) -0.0006(8) 0.0055(8) 0.0045(8) N1 0.0152(11) 0.0132(10) 0.0138(11) -0.0054(8) -0.0001(8) -0.0022(8) N2 0.0161(11) 0.0148(10) 0.0115(10) -0.0046(8) -0.0011(8) -0.0017(9) N3 0.0176(12) 0.0201(11) 0.0191(12) -0.0099(10) 0.0001(9) -0.0052(10) C1 0.0279(16) 0.0261(15) 0.0212(15) -0.0073(12) -0.0056(11) -0.0082(12) C2 0.0267(15) 0.0257(14) 0.0144(13) -0.0105(11) 0.0004(11) -0.0096(12) C3 0.0185(13) 0.0169(12) 0.0153(13) -0.0065(10) 0.0020(10) -0.0058(10) C4 0.0210(14) 0.0273(15) 0.0197(14) -0.0170(12) 0.0015(11) -0.0033(11) C5 0.0233(16) 0.0345(16) 0.0362(17) -0.0283(14) -0.0013(12) 0.0019(13) C6 0.0245(16) 0.0336(16) 0.0343(17) -0.0241(14) -0.0101(12) 0.0092(13) C7 0.0168(14) 0.0242(14) 0.0234(14) -0.0172(12) 0.0019(11) -0.0031(11) C8 0.0161(13) 0.0171(13) 0.0160(13) -0.0086(10) 0.0061(10) -0.0059(10) C9 0.0193(14) 0.0242(14) 0.0246(15) -0.0141(12) -0.0076(11) 0.0051(11) C10 0.0196(13) 0.0138(12) 0.0090(12) -0.0028(10) -0.0007(9) -0.0058(10) C11 0.0217(14) 0.0135(12) 0.0173(13) -0.0055(10) 0.0008(10) -0.0017(10) C12 0.0210(14) 0.0194(13) 0.0160(13) -0.0022(11) -0.0051(10) -0.0023(11) C13 0.0259(15) 0.0196(13) 0.0128(13) -0.0051(10) -0.0037(10) -0.0048(11) C14 0.0235(14) 0.0157(13) 0.0132(13) -0.0063(10) 0.0001(10) -0.0028(11) C15 0.0165(13) 0.0122(12) 0.0122(12) -0.0026(10) 0.0004(9) -0.0035(10) C16 0.0190(14) 0.0171(12) 0.0096(12) -0.0057(10) 0.0008(9) -0.0042(10) C17 0.0177(13) 0.0137(12) 0.0101(12) -0.0052(10) 0.0032(9) -0.0032(10) C18 0.0212(14) 0.0161(13) 0.0128(12) -0.0066(10) 0.0043(10) -0.0064(11) C19 0.0189(14) 0.0133(12) 0.0203(14) -0.0085(10) 0.0065(10) -0.0020(10) C20 0.0150(13) 0.0145(12) 0.0159(13) -0.0023(10) 0.0002(10) -0.0008(10) C21 0.0182(14) 0.0150(12) 0.0110(12) -0.0035(10) 0.0015(10) -0.0037(10) C22 0.0174(13) 0.0141(12) 0.0119(12) -0.0043(10) 0.0018(10) -0.0018(10) C23 0.0167(14) 0.0190(13) 0.0208(14) -0.0023(11) -0.0056(10) -0.0022(11) C24 0.0209(15) 0.0350(16) 0.0182(14) -0.0071(12) -0.0003(11) -0.0100(12) O1 0.0277(11) 0.0198(9) 0.0135(9) -0.0093(8) -0.0052(7) 0.0005(8) _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 O8 1.7652(16) . ? U1 O8 1.7652(16) 2_656 ? U1 O9 2.4352(17) 2_656 ? U1 O9 2.4352(17) . ? U1 O5 2.4890(18) . ? U1 O5 2.4890(18) 2_656 ? U1 O7 2.4943(18) 2_656 ? U1 O7 2.4943(18) . ? U1 N3 2.942(2) 2_656 ? U1 N3 2.942(2) . ? Cu1 O3 1.8836(18) . ? Cu1 O2 1.9049(16) . ? Cu1 N1 1.930(2) . ? Cu1 N2 1.9482(19) . ? O2 C8 1.305(3) . ? O3 C22 1.303(3) . ? O4 C21 1.371(3) . ? O4 C23 1.440(3) . ? O5 N3 1.279(3) . ? O7 N3 1.283(3) . ? O6 N3 1.207(3) . ? O9 H9A 0.806(16) . ? O9 H9B 0.823(16) . ? N1 C9 1.295(3) . ? N1 C10 1.421(3) . ? N2 C16 1.294(3) . ? N2 C15 1.414(3) . ? C1 C2 1.498(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 O1 1.438(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 O1 1.366(3) . ? C3 C4 1.373(4) . ? C3 C8 1.434(3) . ? C4 C5 1.405(4) . ? C4 H4 0.9500 . ? C5 C6 1.372(4) . ? C5 H5 0.9500 . ? C6 C7 1.417(4) . ? C6 H6 0.9500 . ? C7 C8 1.414(4) . ? C7 C9 1.431(3) . ? C9 H9 0.9500 . ? C10 C11 1.393(3) . ? C10 C15 1.408(3) . ? C11 C12 1.377(3) . ? C11 H11 0.9500 . ? C12 C13 1.390(4) . ? C12 H12 0.9500 . ? C13 C14 1.382(4) . ? C13 H13 0.9500 . ? C14 C15 1.399(3) . ? C14 H14 0.9500 . ? C16 C17 1.431(3) . ? C16 H16 0.9500 . ? C17 C18 1.420(3) . ? C17 C22 1.423(3) . ? C18 C19 1.358(4) . ? C18 H18 0.9500 . ? C19 C20 1.412(3) . ? C19 H19 0.9500 . ? C20 C21 1.375(3) . ? C20 H20 0.9500 . ? C21 C22 1.425(3) . ? C23 C24 1.507(3) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? 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 O8 U1 O8 180.00(6) . 2_656 ? O8 U1 O9 90.57(7) . 2_656 ? O8 U1 O9 89.43(7) 2_656 2_656 ? O8 U1 O9 89.43(7) . . ? O8 U1 O9 90.57(7) 2_656 . ? O9 U1 O9 180.0 2_656 . ? O8 U1 O5 92.07(7) . . ? O8 U1 O5 87.93(7) 2_656 . ? O9 U1 O5 116.04(6) 2_656 . ? O9 U1 O5 63.96(6) . . ? O8 U1 O5 87.93(7) . 2_656 ? O8 U1 O5 92.07(7) 2_656 2_656 ? O9 U1 O5 63.96(6) 2_656 2_656 ? O9 U1 O5 116.04(6) . 2_656 ? O5 U1 O5 180.00(8) . 2_656 ? O8 U1 O7 94.16(7) . 2_656 ? O8 U1 O7 85.84(7) 2_656 2_656 ? O9 U1 O7 114.60(6) 2_656 2_656 ? O9 U1 O7 65.40(6) . 2_656 ? O5 U1 O7 128.85(5) . 2_656 ? O5 U1 O7 51.15(5) 2_656 2_656 ? O8 U1 O7 85.84(7) . . ? O8 U1 O7 94.16(7) 2_656 . ? O9 U1 O7 65.40(6) 2_656 . ? O9 U1 O7 114.60(6) . . ? O5 U1 O7 51.15(5) . . ? O5 U1 O7 128.85(5) 2_656 . ? O7 U1 O7 180.0 2_656 . ? O8 U1 N3 91.82(7) . 2_656 ? O8 U1 N3 88.18(7) 2_656 2_656 ? O9 U1 N3 89.13(6) 2_656 2_656 ? O9 U1 N3 90.87(6) . 2_656 ? O5 U1 N3 154.48(6) . 2_656 ? O5 U1 N3 25.52(6) 2_656 2_656 ? O7 U1 N3 25.64(6) 2_656 2_656 ? O7 U1 N3 154.36(6) . 2_656 ? O8 U1 N3 88.18(7) . . ? O8 U1 N3 91.82(7) 2_656 . ? O9 U1 N3 90.87(6) 2_656 . ? O9 U1 N3 89.13(6) . . ? O5 U1 N3 25.52(6) . . ? O5 U1 N3 154.48(6) 2_656 . ? O7 U1 N3 154.36(6) 2_656 . ? O7 U1 N3 25.64(6) . . ? N3 U1 N3 180.0 2_656 . ? O3 Cu1 O2 86.54(7) . . ? O3 Cu1 N1 178.56(8) . . ? O2 Cu1 N1 94.55(8) . . ? O3 Cu1 N2 94.47(8) . . ? O2 Cu1 N2 178.52(8) . . ? N1 Cu1 N2 84.41(8) . . ? C8 O2 Cu1 125.95(15) . . ? C22 O3 Cu1 126.93(16) . . ? C21 O4 C23 118.21(19) . . ? N3 O5 U1 97.46(14) . . ? N3 O7 U1 97.08(13) . . ? U1 O9 H9A 123.4(17) . . ? U1 O9 H9B 120.4(17) . . ? H9A O9 H9B 113(3) . . ? C9 N1 C10 121.7(2) . . ? C9 N1 Cu1 125.14(17) . . ? C10 N1 Cu1 113.14(15) . . ? C16 N2 C15 122.6(2) . . ? C16 N2 Cu1 124.73(17) . . ? C15 N2 Cu1 112.36(16) . . ? O6 N3 O5 122.7(2) . . ? O6 N3 O7 123.1(2) . . ? O5 N3 O7 114.2(2) . . ? O6 N3 U1 178.19(16) . . ? O5 N3 U1 57.02(12) . . ? O7 N3 U1 57.28(12) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C1 107.5(2) . . ? O1 C2 H2A 110.2 . . ? C1 C2 H2A 110.2 . . ? O1 C2 H2B 110.2 . . ? C1 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? O1 C3 C4 125.3(2) . . ? O1 C3 C8 113.3(2) . . ? C4 C3 C8 121.4(2) . . ? C3 C4 C5 120.9(2) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C6 C5 C4 119.3(3) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? C5 C6 C7 120.9(3) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C8 C7 C6 120.6(2) . . ? C8 C7 C9 122.9(2) . . ? C6 C7 C9 116.5(2) . . ? O2 C8 C7 125.5(2) . . ? O2 C8 C3 117.7(2) . . ? C7 C8 C3 116.8(2) . . ? N1 C9 C7 125.7(2) . . ? N1 C9 H9 117.2 . . ? C7 C9 H9 117.2 . . ? C11 C10 C15 119.8(2) . . ? C11 C10 N1 125.6(2) . . ? C15 C10 N1 114.5(2) . . ? C12 C11 C10 120.1(2) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 120.2(2) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C14 C13 C12 120.6(2) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C13 C14 C15 119.8(2) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C14 C15 C10 119.4(2) . . ? C14 C15 N2 125.1(2) . . ? C10 C15 N2 115.5(2) . . ? N2 C16 C17 125.9(2) . . ? N2 C16 H16 117.1 . . ? C17 C16 H16 117.1 . . ? C18 C17 C22 119.1(2) . . ? C18 C17 C16 118.3(2) . . ? C22 C17 C16 122.6(2) . . ? C19 C18 C17 121.4(2) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C18 C19 C20 120.3(2) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C21 C20 C19 119.7(2) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? O4 C21 C20 125.6(2) . . ? O4 C21 C22 112.8(2) . . ? C20 C21 C22 121.6(2) . . ? O3 C22 C17 125.3(2) . . ? O3 C22 C21 116.9(2) . . ? C17 C22 C21 117.8(2) . . ? O4 C23 C24 107.0(2) . . ? O4 C23 H23A 110.3 . . ? C24 C23 H23A 110.3 . . ? O4 C23 H23B 110.3 . . ? C24 C23 H23B 110.3 . . ? H23A C23 H23B 108.6 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C3 O1 C2 117.6(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9B O1 0.823(16) 2.55(2) 3.070(3) 123(2) . O9 H9B O2 0.823(16) 2.034(16) 2.844(2) 168(3) . O9 H9A O3 0.806(16) 2.51(2) 2.874(2) 109(2) . O9 H9A O4 0.806(16) 2.151(16) 2.952(3) 173(2) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.733 _refine_diff_density_min -0.348 _refine_diff_density_rms 0.080 ##===END data_3 _database_code_depnum_ccdc_archive 'CCDC 778822' #TrackingRef '- 1-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C24 H22 N2 Ni O4), H4 N2 O10 U' _chemical_formula_sum 'C48 H48 N6 Ni2 O18 U' _chemical_formula_weight 1352.37 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 9.5289(3) _cell_length_b 11.6487(4) _cell_length_c 11.8174(4) _cell_angle_alpha 70.475(3) _cell_angle_beta 88.426(2) _cell_angle_gamma 77.801(3) _cell_volume 1207.05(7) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 8387 _cell_measurement_theta_min 2.567 _cell_measurement_theta_max 32.611 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.860 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 670 _exptl_absorpt_coefficient_mu 4.202 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.348 _exptl_absorpt_correction_T_max 0.614 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 16.1511 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8885 _diffrn_reflns_av_R_equivalents 0.0300 _diffrn_reflns_av_sigmaI/netI 0.0397 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4246 _reflns_number_gt 4038 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4246 _refine_ls_number_parameters 350 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0243 _refine_ls_R_factor_gt 0.0216 _refine_ls_wR_factor_ref 0.0481 _refine_ls_wR_factor_gt 0.0477 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 U 0.0000 0.5000 1.0000 0.01060(6) Uani 1 2 d SD . . Ni1 Ni -0.02876(4) 0.77611(3) 0.49818(3) 0.00990(9) Uani 1 1 d . . . O1 O 0.0792(2) 0.86232(18) 0.81871(19) 0.0167(5) Uani 1 1 d . . . O2 O -0.0052(2) 0.82319(17) 0.63036(18) 0.0121(4) Uani 1 1 d . . . O3 O 0.1296(2) 0.65344(17) 0.56617(19) 0.0142(5) Uani 1 1 d . . . O4 O 0.3481(2) 0.50246(18) 0.69681(19) 0.0168(5) Uani 1 1 d . . . O5 O -0.1555(2) 0.67936(19) 0.8453(2) 0.0195(5) Uani 1 1 d . . . O7 O -0.2535(2) 0.60640(18) 1.01257(19) 0.0168(5) Uani 1 1 d . . . O6 O -0.3736(2) 0.76867(19) 0.8701(2) 0.0233(5) Uani 1 1 d . . . O8 O 0.0505(2) 0.59805(18) 1.07005(19) 0.0160(5) Uani 1 1 d . . . O9 O 0.1173(2) 0.60028(19) 0.8209(2) 0.0170(5) Uani 1 1 d D . . N1 N -0.1891(3) 0.9010(2) 0.4319(2) 0.0115(5) Uani 1 1 d . . . N2 N -0.0500(3) 0.7251(2) 0.3683(2) 0.0118(5) Uani 1 1 d . . . N3 N -0.2659(3) 0.6887(2) 0.9072(2) 0.0160(6) Uani 1 1 d . . . C1 C 0.2671(4) 0.7871(3) 0.9692(3) 0.0224(8) Uani 1 1 d . . . H1A H 0.2533 0.7019 0.9869 0.034 Uiso 1 1 calc R . . H1B H 0.3027 0.7959 1.0422 0.034 Uiso 1 1 calc R . . H1C H 0.3371 0.8042 0.9067 0.034 Uiso 1 1 calc R . . C2 C 0.1261(3) 0.8780(3) 0.9258(3) 0.0172(7) Uani 1 1 d . . . H2A H 0.0543 0.8613 0.9880 0.021 Uiso 1 1 calc R . . H2B H 0.1385 0.9645 0.9084 0.021 Uiso 1 1 calc R . . C3 C -0.0405(3) 0.9440(3) 0.7564(3) 0.0140(7) Uani 1 1 d . . . C4 C -0.1184(3) 1.0431(3) 0.7873(3) 0.0169(7) Uani 1 1 d . . . H4 H -0.0928 1.0549 0.8591 0.020 Uiso 1 1 calc R . . C5 C -0.2345(3) 1.1259(3) 0.7133(3) 0.0203(7) Uani 1 1 d . . . H5 H -0.2867 1.1940 0.7348 0.024 Uiso 1 1 calc R . . C6 C -0.2731(3) 1.1095(3) 0.6107(3) 0.0208(7) Uani 1 1 d . . . H6 H -0.3507 1.1673 0.5602 0.025 Uiso 1 1 calc R . . C7 C -0.1979(3) 1.0062(3) 0.5785(3) 0.0149(7) Uani 1 1 d . . . C8 C -0.0805(3) 0.9216(3) 0.6524(3) 0.0131(6) Uani 1 1 d . . . C9 C -0.2444(3) 0.9922(3) 0.4726(3) 0.0165(7) Uani 1 1 d . . . H9 H -0.3225 1.0541 0.4266 0.020 Uiso 1 1 calc R . . C10 C -0.2498(3) 0.8938(3) 0.3273(3) 0.0118(6) Uani 1 1 d . . . C11 C -0.3783(3) 0.9649(3) 0.2661(3) 0.0157(7) Uani 1 1 d . . . H11 H -0.4345 1.0275 0.2932 0.019 Uiso 1 1 calc R . . C12 C -0.4245(3) 0.9447(3) 0.1662(3) 0.0179(7) Uani 1 1 d . . . H12 H -0.5129 0.9930 0.1249 0.021 Uiso 1 1 calc R . . C13 C -0.3416(3) 0.8534(3) 0.1257(3) 0.0171(7) Uani 1 1 d . . . H13 H -0.3721 0.8416 0.0553 0.021 Uiso 1 1 calc R . . C14 C -0.2159(3) 0.7805(3) 0.1874(3) 0.0164(7) Uani 1 1 d . . . H14 H -0.1604 0.7179 0.1599 0.020 Uiso 1 1 calc R . . C15 C -0.1701(3) 0.7981(3) 0.2894(3) 0.0127(6) Uani 1 1 d . . . C16 C 0.0286(3) 0.6257(3) 0.3498(3) 0.0135(7) Uani 1 1 d . . . H16 H 0.0031 0.6077 0.2813 0.016 Uiso 1 1 calc R . . C17 C 0.1477(3) 0.5440(3) 0.4237(3) 0.0119(6) Uani 1 1 d . . . C18 C 0.2213(3) 0.4388(3) 0.3934(3) 0.0139(7) Uani 1 1 d . . . H18 H 0.1896 0.4247 0.3246 0.017 Uiso 1 1 calc R . . C19 C 0.3358(3) 0.3590(3) 0.4621(3) 0.0148(7) Uani 1 1 d . . . H19 H 0.3849 0.2900 0.4404 0.018 Uiso 1 1 calc R . . C20 C 0.3831(3) 0.3772(3) 0.5652(3) 0.0149(7) Uani 1 1 d . . . H20 H 0.4634 0.3202 0.6127 0.018 Uiso 1 1 calc R . . C21 C 0.3138(3) 0.4769(3) 0.5977(3) 0.0129(6) Uani 1 1 d . . . C22 C 0.1926(3) 0.5626(3) 0.5278(3) 0.0122(6) Uani 1 1 d . . . C23 C 0.4869(3) 0.4418(3) 0.7572(3) 0.0156(7) Uani 1 1 d . . . H23A H 0.5614 0.4376 0.6978 0.019 Uiso 1 1 calc R . . H23B H 0.4856 0.3558 0.8100 0.019 Uiso 1 1 calc R . . C24 C 0.5190(4) 0.5177(3) 0.8305(3) 0.0217(7) Uani 1 1 d . . . H24A H 0.5189 0.6027 0.7773 0.033 Uiso 1 1 calc R . . H24B H 0.6135 0.4796 0.8722 0.033 Uiso 1 1 calc R . . H24C H 0.4454 0.5201 0.8897 0.033 Uiso 1 1 calc R . . H9A H 0.081(3) 0.6729(19) 0.777(2) 0.030(11) Uiso 1 1 d D . . H9B H 0.178(3) 0.565(3) 0.788(3) 0.038(12) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 U1 0.01126(9) 0.01226(9) 0.00888(9) -0.00534(7) 0.00039(6) -0.00088(6) Ni1 0.0111(2) 0.01034(19) 0.0080(2) -0.00453(16) -0.00179(16) 0.00096(15) O1 0.0194(12) 0.0162(11) 0.0141(12) -0.0076(9) -0.0058(9) 0.0017(9) O2 0.0145(11) 0.0115(10) 0.0095(11) -0.0054(9) -0.0009(9) 0.0021(8) O3 0.0162(11) 0.0147(10) 0.0129(12) -0.0094(9) -0.0028(9) 0.0027(9) O4 0.0136(11) 0.0222(11) 0.0142(12) -0.0096(10) -0.0046(9) 0.0033(9) O5 0.0166(12) 0.0213(11) 0.0157(13) -0.0028(10) 0.0038(10) 0.0003(9) O7 0.0149(12) 0.0211(11) 0.0124(12) -0.0042(10) 0.0024(9) -0.0028(9) O6 0.0155(12) 0.0207(11) 0.0273(14) -0.0063(11) -0.0062(10) 0.0079(10) O8 0.0173(12) 0.0197(11) 0.0146(12) -0.0098(10) 0.0016(9) -0.0049(9) O9 0.0165(12) 0.0147(12) 0.0134(12) -0.0011(10) 0.0031(10) 0.0039(10) N1 0.0117(13) 0.0134(12) 0.0109(14) -0.0058(11) 0.0005(10) -0.0031(10) N2 0.0129(13) 0.0132(12) 0.0075(13) -0.0024(11) -0.0004(10) -0.0006(10) N3 0.0163(15) 0.0177(13) 0.0164(15) -0.0089(12) -0.0012(12) -0.0037(12) C1 0.0251(19) 0.0217(17) 0.0196(19) -0.0055(15) -0.0065(15) -0.0044(14) C2 0.0222(18) 0.0206(16) 0.0129(17) -0.0104(14) -0.0001(14) -0.0055(13) C3 0.0144(16) 0.0144(15) 0.0145(17) -0.0060(13) 0.0004(13) -0.0035(12) C4 0.0196(17) 0.0195(16) 0.0162(18) -0.0116(14) 0.0011(14) -0.0047(13) C5 0.0167(17) 0.0201(16) 0.028(2) -0.0168(15) 0.0005(15) 0.0022(13) C6 0.0142(17) 0.0233(17) 0.025(2) -0.0133(15) -0.0024(14) 0.0051(14) C7 0.0121(16) 0.0148(15) 0.0189(18) -0.0076(14) 0.0007(13) -0.0019(12) C8 0.0133(16) 0.0139(15) 0.0133(17) -0.0054(13) 0.0043(13) -0.0044(12) C9 0.0136(16) 0.0164(16) 0.0178(18) -0.0073(14) -0.0035(13) 0.0030(13) C10 0.0149(16) 0.0111(14) 0.0093(16) -0.0024(12) 0.0010(13) -0.0040(12) C11 0.0181(17) 0.0109(14) 0.0162(18) -0.0043(13) -0.0023(13) 0.0010(12) C12 0.0189(17) 0.0137(15) 0.0152(18) 0.0012(13) -0.0063(14) -0.0003(13) C13 0.0257(18) 0.0176(16) 0.0083(16) -0.0042(13) -0.0044(14) -0.0047(13) C14 0.0227(18) 0.0134(15) 0.0130(17) -0.0051(13) 0.0007(14) -0.0028(13) C15 0.0130(16) 0.0112(14) 0.0110(16) -0.0011(12) -0.0028(13) -0.0001(12) C16 0.0170(17) 0.0148(15) 0.0100(16) -0.0059(13) 0.0019(13) -0.0031(12) C17 0.0134(16) 0.0126(14) 0.0100(16) -0.0046(13) 0.0019(13) -0.0019(12) C18 0.0154(17) 0.0149(15) 0.0142(17) -0.0079(13) 0.0058(13) -0.0045(13) C19 0.0164(17) 0.0112(14) 0.0168(18) -0.0065(13) 0.0057(13) -0.0005(12) C20 0.0115(16) 0.0135(15) 0.0170(18) -0.0038(13) 0.0008(13) 0.0012(12) C21 0.0132(16) 0.0154(15) 0.0111(16) -0.0046(13) 0.0007(13) -0.0051(12) C22 0.0113(16) 0.0115(14) 0.0135(17) -0.0036(13) 0.0032(13) -0.0029(12) C23 0.0091(15) 0.0173(15) 0.0160(18) -0.0012(14) -0.0048(13) 0.0002(12) C24 0.0185(18) 0.0284(18) 0.0175(18) -0.0057(15) -0.0036(14) -0.0062(14) _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 O8 1.7628(19) 2_567 ? U1 O8 1.7628(19) . ? U1 O9 2.421(2) 2_567 ? U1 O9 2.421(2) . ? U1 O5 2.488(2) 2_567 ? U1 O5 2.488(2) . ? U1 O7 2.496(2) . ? U1 O7 2.496(2) 2_567 ? U1 N3 2.940(3) . ? U1 N3 2.940(3) 2_567 ? Ni1 O3 1.8310(19) . ? Ni1 N2 1.851(2) . ? Ni1 N1 1.852(2) . ? Ni1 O2 1.853(2) . ? O1 C3 1.367(4) . ? O1 C2 1.434(4) . ? O2 C8 1.318(3) . ? O3 C22 1.312(3) . ? O4 C21 1.364(4) . ? O4 C23 1.441(3) . ? O5 N3 1.270(3) . ? O7 N3 1.283(3) . ? O6 N3 1.209(3) . ? O9 H9A 0.834(17) . ? O9 H9B 0.801(17) . ? N1 C9 1.315(4) . ? N1 C10 1.414(4) . ? N2 C16 1.321(4) . ? N2 C15 1.421(4) . ? C1 C2 1.504(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.387(4) . ? C3 C8 1.416(4) . ? C4 C5 1.399(4) . ? C4 H4 0.9500 . ? C5 C6 1.360(5) . ? C5 H5 0.9500 . ? C6 C7 1.426(4) . ? C6 H6 0.9500 . ? C7 C9 1.409(4) . ? C7 C8 1.413(4) . ? C9 H9 0.9500 . ? C10 C11 1.388(4) . ? C10 C15 1.406(4) . ? C11 C12 1.379(4) . ? C11 H11 0.9500 . ? C12 C13 1.396(4) . ? C12 H12 0.9500 . ? C13 C14 1.375(4) . ? C13 H13 0.9500 . ? C14 C15 1.385(4) . ? C14 H14 0.9500 . ? C16 C17 1.414(4) . ? C16 H16 0.9500 . ? C17 C22 1.411(4) . ? C17 C18 1.428(4) . ? C18 C19 1.353(4) . ? C18 H18 0.9500 . ? C19 C20 1.405(4) . ? C19 H19 0.9500 . ? C20 C21 1.377(4) . ? C20 H20 0.9500 . ? C21 C22 1.423(4) . ? C23 C24 1.504(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? 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 O8 U1 O8 180.00(7) 2_567 . ? O8 U1 O9 89.72(9) 2_567 2_567 ? O8 U1 O9 90.28(9) . 2_567 ? O8 U1 O9 90.28(9) 2_567 . ? O8 U1 O9 89.72(9) . . ? O9 U1 O9 180.000(1) 2_567 . ? O8 U1 O5 92.13(8) 2_567 2_567 ? O8 U1 O5 87.87(8) . 2_567 ? O9 U1 O5 64.22(7) 2_567 2_567 ? O9 U1 O5 115.78(7) . 2_567 ? O8 U1 O5 87.87(8) 2_567 . ? O8 U1 O5 92.13(8) . . ? O9 U1 O5 115.78(7) 2_567 . ? O9 U1 O5 64.22(7) . . ? O5 U1 O5 180.000(1) 2_567 . ? O8 U1 O7 93.46(8) 2_567 . ? O8 U1 O7 86.54(8) . . ? O9 U1 O7 65.12(7) 2_567 . ? O9 U1 O7 114.88(7) . . ? O5 U1 O7 128.96(7) 2_567 . ? O5 U1 O7 51.04(7) . . ? O8 U1 O7 86.54(8) 2_567 2_567 ? O8 U1 O7 93.46(8) . 2_567 ? O9 U1 O7 114.88(7) 2_567 2_567 ? O9 U1 O7 65.12(7) . 2_567 ? O5 U1 O7 51.04(7) 2_567 2_567 ? O5 U1 O7 128.96(7) . 2_567 ? O7 U1 O7 180.0 . 2_567 ? O8 U1 N3 91.25(8) 2_567 . ? O8 U1 N3 88.75(8) . . ? O9 U1 N3 90.67(7) 2_567 . ? O9 U1 N3 89.33(7) . . ? O5 U1 N3 154.64(7) 2_567 . ? O5 U1 N3 25.36(7) . . ? O7 U1 N3 25.69(7) . . ? O7 U1 N3 154.31(7) 2_567 . ? O8 U1 N3 88.75(8) 2_567 2_567 ? O8 U1 N3 91.25(8) . 2_567 ? O9 U1 N3 89.33(7) 2_567 2_567 ? O9 U1 N3 90.67(7) . 2_567 ? O5 U1 N3 25.36(7) 2_567 2_567 ? O5 U1 N3 154.64(7) . 2_567 ? O7 U1 N3 154.31(7) . 2_567 ? O7 U1 N3 25.69(7) 2_567 2_567 ? N3 U1 N3 180.0 . 2_567 ? O3 Ni1 N2 95.29(9) . . ? O3 Ni1 N1 178.97(10) . . ? N2 Ni1 N1 85.73(10) . . ? O3 Ni1 O2 83.44(8) . . ? N2 Ni1 O2 178.59(9) . . ? N1 Ni1 O2 95.54(9) . . ? C3 O1 C2 117.8(2) . . ? C8 O2 Ni1 126.77(19) . . ? C22 O3 Ni1 127.47(19) . . ? C21 O4 C23 118.4(2) . . ? N3 O5 U1 97.61(17) . . ? N3 O7 U1 96.83(16) . . ? U1 O9 H9A 120.0(19) . . ? U1 O9 H9B 126(2) . . ? H9A O9 H9B 113(3) . . ? C9 N1 C10 120.4(2) . . ? C9 N1 Ni1 125.6(2) . . ? C10 N1 Ni1 114.02(18) . . ? C16 N2 C15 119.9(3) . . ? C16 N2 Ni1 126.0(2) . . ? C15 N2 Ni1 113.97(18) . . ? O6 N3 O5 122.9(3) . . ? O6 N3 O7 122.6(3) . . ? O5 N3 O7 114.5(2) . . ? O6 N3 U1 178.1(2) . . ? O5 N3 U1 57.03(14) . . ? O6 N3 U1 57.48(13) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C1 107.3(2) . . ? O1 C2 H2A 110.2 . . ? C1 C2 H2A 110.2 . . ? O1 C2 H2B 110.2 . . ? C1 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? O1 C3 C4 124.9(3) . . ? O1 C3 C8 114.4(2) . . ? C4 C3 C8 120.7(3) . . ? C3 C4 C5 120.4(3) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C6 C5 C4 120.4(3) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 120.5(3) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C9 C7 C8 122.1(3) . . ? C9 C7 C6 118.1(3) . . ? C8 C7 C6 119.8(3) . . ? O2 C8 C7 124.1(3) . . ? O2 C8 C3 117.8(3) . . ? C7 C8 C3 118.1(3) . . ? N1 C9 C7 125.6(3) . . ? N1 C9 H9 117.2 . . ? C7 C9 H9 117.2 . . ? C11 C10 C15 119.6(3) . . ? C11 C10 N1 127.1(3) . . ? C15 C10 N1 113.2(3) . . ? C12 C11 C10 120.1(3) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C13 120.1(3) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C14 C13 C12 120.2(3) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 120.2(3) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C10 119.8(3) . . ? C14 C15 N2 127.3(3) . . ? C10 C15 N2 112.9(3) . . ? N2 C16 C17 125.2(3) . . ? N2 C16 H16 117.4 . . ? C17 C16 H16 117.4 . . ? C22 C17 C16 121.4(3) . . ? C22 C17 C18 119.6(3) . . ? C16 C17 C18 118.9(3) . . ? C19 C18 C17 120.4(3) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C20 120.7(3) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C21 C20 C19 120.5(3) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? O4 C21 C20 125.6(3) . . ? O4 C21 C22 114.0(2) . . ? C20 C21 C22 120.4(3) . . ? O3 C22 C17 124.6(3) . . ? O3 C22 C21 117.0(3) . . ? C17 C22 C21 118.4(2) . . ? O4 C23 C24 107.3(2) . . ? O4 C23 H23A 110.3 . . ? C24 C23 H23A 110.3 . . ? O4 C23 H23B 110.3 . . ? C24 C23 H23B 110.3 . . ? H23A C23 H23B 108.5 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? 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 O9 H9A O1 0.834(17) 2.41(3) 2.988(3) 127(3) . O9 H9A O2 0.834(17) 2.05(2) 2.851(3) 162(3) . O9 H9B O3 0.801(17) 2.50(3) 2.868(3) 110(3) . O9 H9B O4 0.801(17) 2.064(18) 2.858(3) 171(3) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.039 _refine_diff_density_min -0.545 _refine_diff_density_rms 0.104 ##===END data_4 _database_code_depnum_ccdc_archive 'CCDC 778823' #TrackingRef '- 1-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H32 Cu N4 O14 U' _chemical_formula_sum 'C24 H32 Cu N4 O14 U' _chemical_formula_weight 902.11 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 '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 17.1119(4) _cell_length_b 14.9193(2) _cell_length_c 13.1779(3) _cell_angle_alpha 90.00 _cell_angle_beta 118.496(3) _cell_angle_gamma 90.00 _cell_volume 2956.70(10) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4916 _cell_measurement_theta_min 2.703 _cell_measurement_theta_max 32.504 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.027 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1748 _exptl_absorpt_coefficient_mu 6.265 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.625 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 16.1511 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5854 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0390 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2612 _reflns_number_gt 2087 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0200P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2612 _refine_ls_number_parameters 217 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0277 _refine_ls_R_factor_gt 0.0193 _refine_ls_wR_factor_ref 0.0414 _refine_ls_wR_factor_gt 0.0405 _refine_ls_goodness_of_fit_ref 0.911 _refine_ls_restrained_S_all 0.910 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 U 0.2500 0.2500 0.5000 0.01098(6) Uani 1 2 d SD . . Cu1 Cu 0.0000 0.05293(4) 0.2500 0.01249(14) Uani 1 2 d S . . O1 O 0.08821(16) 0.29125(16) 0.1447(2) 0.0175(6) Uani 1 1 d . . . O2 O 0.01739(15) 0.14181(15) 0.15765(19) 0.0140(5) Uani 1 1 d . . . O3 O 0.17476(15) 0.11019(16) 0.39014(19) 0.0162(6) Uani 1 1 d . . . O4 O 0.31669(16) 0.10115(17) 0.4936(2) 0.0227(6) Uani 1 1 d . . . O5 O 0.24187(17) -0.01442(16) 0.3922(2) 0.0221(6) Uani 1 1 d . . . O6 O 0.27530(15) 0.28926(16) 0.39302(19) 0.0166(5) Uani 1 1 d . . . O7 O 0.09596(15) 0.26884(15) 0.3631(2) 0.0150(6) Uani 1 1 d D . . H7A H 0.0828(19) 0.282(2) 0.2938(17) 0.022 Uiso 1 1 d D . . H7B H 0.0569(16) 0.237(2) 0.367(3) 0.022 Uiso 1 1 d D . . N1 N 0.0356(2) -0.04258(19) 0.1815(2) 0.0178(7) Uani 1 1 d . . . N2 N 0.2442(2) 0.0619(2) 0.4233(2) 0.0167(7) Uani 1 1 d . . . C1 C 0.0736(3) 0.4483(3) 0.1609(4) 0.0328(10) Uani 1 1 d . . . H1A H 0.0097 0.4415 0.1090 0.049 Uiso 1 1 calc R . . H1B H 0.0931 0.5074 0.1494 0.049 Uiso 1 1 calc R . . H1C H 0.0856 0.4425 0.2411 0.049 Uiso 1 1 calc R . . C2 C 0.1233(3) 0.3768(2) 0.1350(3) 0.0211(9) Uani 1 1 d . . . H2A H 0.1154 0.3848 0.0560 0.025 Uiso 1 1 calc R . . H2B H 0.1876 0.3803 0.1904 0.025 Uiso 1 1 calc R . . C3 C 0.1254(2) 0.2155(2) 0.1262(3) 0.0154(8) Uani 1 1 d . . . C4 C 0.1970(2) 0.2138(3) 0.1046(3) 0.0192(8) Uani 1 1 d . . . H4 H 0.2232 0.2683 0.0986 0.023 Uiso 1 1 calc R . . C5 C 0.2302(3) 0.1328(3) 0.0919(3) 0.0246(9) Uani 1 1 d . . . H5 H 0.2789 0.1318 0.0761 0.030 Uiso 1 1 calc R . . C6 C 0.1935(2) 0.0538(3) 0.1017(3) 0.0218(9) Uani 1 1 d . . . H6 H 0.2175 -0.0014 0.0934 0.026 Uiso 1 1 calc R . . C7 C 0.1208(2) 0.0534(2) 0.1241(3) 0.0157(8) Uani 1 1 d . . . C8 C 0.0855(2) 0.1351(2) 0.1364(3) 0.0132(8) Uani 1 1 d . . . C9 C 0.0885(2) -0.0333(2) 0.1390(3) 0.0187(9) Uani 1 1 d . . . H9 H 0.1077 -0.0856 0.1159 0.022 Uiso 1 1 calc R . . C10A C -0.0024(3) -0.1298(3) 0.1896(4) 0.0148(10) Uani 0.83 1 d P . 1 H10A H -0.0664 -0.1311 0.1296 0.018 Uiso 0.83 1 calc PR . 1 C11A C 0.0426(8) -0.2125(5) 0.1743(7) 0.0199(19) Uani 0.83 1 d P A 1 H11A H 0.1067 -0.2115 0.2310 0.024 Uiso 0.83 1 calc PR A 1 H11B H 0.0367 -0.2128 0.0958 0.024 Uiso 0.83 1 calc PR A 1 C12A C -0.0002(4) -0.2969(3) 0.1919(4) 0.0263(12) Uani 0.83 1 d P . 1 H12A H -0.0624 -0.3013 0.1290 0.032 Uiso 0.83 1 calc PR . 1 H12B H 0.0323 -0.3502 0.1872 0.032 Uiso 0.83 1 calc PR . 1 C10B C 0.0440(16) -0.1323(15) 0.250(2) 0.0148(10) Uani 0.17 1 d PD . 2 H10B H 0.0937 -0.1268 0.3306 0.018 Uiso 0.17 1 calc PR . 2 C12B C 0.0468(10) -0.2990(17) 0.255(2) 0.0263(12) Uani 0.17 1 d PD . 2 H12C H 0.0557 -0.3543 0.2207 0.032 Uiso 0.17 1 calc PR . 2 H12D H 0.0922 -0.2976 0.3380 0.032 Uiso 0.17 1 calc PR . 2 C11B C 0.057(5) -0.216(2) 0.193(5) 0.0199(19) Uani 0.17 1 d PD B 2 H11C H 0.1175 -0.2155 0.1995 0.024 Uiso 0.17 1 calc PR B 2 H11D H 0.0129 -0.2177 0.1102 0.024 Uiso 0.17 1 calc PR B 2 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 0.00754(9) 0.01182(9) 0.01164(9) -0.00070(9) 0.00300(7) 0.00018(11) Cu1 0.0112(3) 0.0095(3) 0.0163(3) 0.000 0.0062(3) 0.000 O1 0.0175(14) 0.0119(12) 0.0230(14) 0.0032(11) 0.0095(12) 0.0001(13) O2 0.0085(12) 0.0132(12) 0.0187(13) 0.0024(11) 0.0053(11) 0.0014(12) O3 0.0107(13) 0.0148(13) 0.0174(13) -0.0017(10) 0.0022(11) 0.0039(12) O4 0.0090(13) 0.0232(14) 0.0258(14) -0.0082(12) 0.0002(12) -0.0019(13) O5 0.0254(15) 0.0118(13) 0.0236(14) -0.0074(11) 0.0074(12) 0.0011(13) O6 0.0123(12) 0.0185(12) 0.0173(13) -0.0009(11) 0.0056(11) -0.0008(12) O7 0.0091(12) 0.0153(15) 0.0167(12) -0.0010(11) 0.0030(11) -0.0014(11) N1 0.0208(17) 0.0120(15) 0.0227(16) -0.0022(13) 0.0120(15) -0.0016(15) N2 0.0222(18) 0.0158(17) 0.0144(15) -0.0017(14) 0.0107(14) -0.0015(16) C1 0.039(3) 0.017(2) 0.045(3) -0.002(2) 0.022(2) -0.006(2) C2 0.023(2) 0.019(2) 0.023(2) 0.0018(16) 0.0121(18) -0.008(2) C3 0.0134(19) 0.0171(17) 0.0122(17) 0.0034(15) 0.0032(15) 0.0013(18) C4 0.019(2) 0.0192(18) 0.0208(19) 0.0002(16) 0.0111(17) -0.0073(19) C5 0.022(2) 0.034(2) 0.025(2) -0.0025(19) 0.0182(19) -0.003(2) C6 0.025(2) 0.022(2) 0.024(2) -0.0003(18) 0.0159(18) 0.006(2) C7 0.0161(19) 0.0182(19) 0.0124(17) -0.0021(16) 0.0064(16) -0.0036(19) C8 0.0095(19) 0.0181(19) 0.0075(17) -0.0014(15) 0.0005(15) 0.0004(18) C9 0.021(2) 0.017(2) 0.0171(19) -0.0025(16) 0.0084(18) 0.0037(18) C10A 0.014(3) 0.0095(19) 0.017(3) -0.002(2) 0.004(2) -0.003(2) C11A 0.020(5) 0.0130(18) 0.022(4) -0.001(2) 0.007(4) 0.001(2) C12A 0.036(3) 0.013(2) 0.027(3) -0.002(3) 0.013(2) 0.001(3) C10B 0.014(3) 0.0095(19) 0.017(3) -0.002(2) 0.004(2) -0.003(2) C12B 0.036(3) 0.013(2) 0.027(3) -0.002(3) 0.013(2) 0.001(3) C11B 0.020(5) 0.0130(18) 0.022(4) -0.001(2) 0.007(4) 0.001(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 O6 1.761(2) 7_556 ? U1 O6 1.761(2) . ? U1 O7 2.397(2) . ? U1 O7 2.397(2) 7_556 ? U1 O3 2.515(2) . ? U1 O3 2.515(2) 7_556 ? U1 O4 2.517(2) 7_556 ? U1 O4 2.517(2) . ? U1 N2 2.969(3) 7_556 ? U1 N2 2.969(3) . ? Cu1 O2 1.917(2) 2 ? Cu1 O2 1.917(2) . ? Cu1 N1 1.935(3) . ? Cu1 N1 1.935(3) 2 ? O1 C3 1.375(4) . ? O1 C2 1.442(4) . ? O2 C8 1.327(4) . ? O3 N2 1.276(4) . ? O4 N2 1.281(4) . ? O5 N2 1.204(4) . ? O7 H7A 0.852(17) . ? O7 H7B 0.842(17) . ? N1 C9 1.279(4) . ? N1 C10A 1.482(5) . ? N1 C10B 1.58(2) . ? C1 C2 1.502(5) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.384(5) . ? C3 C8 1.417(5) . ? C4 C5 1.379(5) . ? C4 H4 0.9500 . ? C5 C6 1.370(5) . ? C5 H5 0.9500 . ? C6 C7 1.408(5) . ? C6 H6 0.9500 . ? C7 C8 1.404(5) . ? C7 C9 1.457(5) . ? C9 H9 0.9500 . ? C10A C11A 1.517(9) . ? C10A C10A 1.554(8) 2 ? C10A H10A 1.0000 . ? C11A C12A 1.529(9) . ? C11A H11A 0.9900 . ? C11A H11B 0.9900 . ? C12A C12A 1.529(9) 2 ? C12A H12A 0.9900 . ? C12A H12B 0.9900 . ? C10B C10B 1.51(4) 2 ? C10B C11B 1.53(3) . ? C10B H10B 1.0000 . ? C12B C12B 1.540(19) 2 ? C12B C11B 1.54(3) . ? C12B H12C 0.9900 . ? C12B H12D 0.9900 . ? C11B H11C 0.9900 . ? C11B H11D 0.9900 . ? 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 O6 U1 O6 180.0 7_556 . ? O6 U1 O7 92.26(9) 7_556 . ? O6 U1 O7 87.74(9) . . ? O6 U1 O7 87.74(9) 7_556 7_556 ? O6 U1 O7 92.26(9) . 7_556 ? O7 U1 O7 180.0 . 7_556 ? O6 U1 O3 86.05(9) 7_556 . ? O6 U1 O3 93.95(9) . . ? O7 U1 O3 65.60(7) . . ? O7 U1 O3 114.40(7) 7_556 . ? O6 U1 O3 93.95(9) 7_556 7_556 ? O6 U1 O3 86.05(9) . 7_556 ? O7 U1 O3 114.40(7) . 7_556 ? O7 U1 O3 65.60(7) 7_556 7_556 ? O3 U1 O3 180.00(6) . 7_556 ? O6 U1 O4 88.74(10) 7_556 7_556 ? O6 U1 O4 91.26(10) . 7_556 ? O7 U1 O4 64.42(7) . 7_556 ? O7 U1 O4 115.58(7) 7_556 7_556 ? O3 U1 O4 129.45(7) . 7_556 ? O3 U1 O4 50.55(7) 7_556 7_556 ? O6 U1 O4 91.26(10) 7_556 . ? O6 U1 O4 88.74(10) . . ? O7 U1 O4 115.58(7) . . ? O7 U1 O4 64.42(7) 7_556 . ? O3 U1 O4 50.55(7) . . ? O3 U1 O4 129.45(7) 7_556 . ? O4 U1 O4 180.0 7_556 . ? O6 U1 N2 91.31(9) 7_556 7_556 ? O6 U1 N2 88.69(9) . 7_556 ? O7 U1 N2 89.50(8) . 7_556 ? O7 U1 N2 90.50(8) 7_556 7_556 ? O3 U1 N2 154.79(7) . 7_556 ? O3 U1 N2 25.21(7) 7_556 7_556 ? O4 U1 N2 25.34(8) 7_556 7_556 ? O4 U1 N2 154.66(8) . 7_556 ? O6 U1 N2 88.69(9) 7_556 . ? O6 U1 N2 91.31(9) . . ? O7 U1 N2 90.50(8) . . ? O7 U1 N2 89.50(8) 7_556 . ? O3 U1 N2 25.21(7) . . ? O3 U1 N2 154.79(7) 7_556 . ? O4 U1 N2 154.66(8) 7_556 . ? O4 U1 N2 25.34(8) . . ? N2 U1 N2 180.0 7_556 . ? O2 Cu1 O2 92.44(14) 2 . ? O2 Cu1 N1 170.03(11) 2 . ? O2 Cu1 N1 91.96(11) . . ? O2 Cu1 N1 91.96(11) 2 2 ? O2 Cu1 N1 170.03(11) . 2 ? N1 Cu1 N1 85.13(17) . 2 ? C3 O1 C2 117.7(3) . . ? C8 O2 Cu1 120.0(2) . . ? N2 O3 U1 97.69(18) . . ? N2 O4 U1 97.47(18) . . ? U1 O7 H7A 118(2) . . ? U1 O7 H7B 121(2) . . ? H7A O7 H7B 112(3) . . ? C9 N1 C10A 123.6(3) . . ? C9 N1 C10B 116.7(8) . . ? C9 N1 Cu1 124.9(3) . . ? C10A N1 Cu1 111.5(2) . . ? C10B N1 Cu1 108.7(8) . . ? O5 N2 O3 122.9(3) . . ? O5 N2 O4 122.8(3) . . ? O3 N2 O4 114.3(3) . . ? O5 N2 U1 180.0(4) . . ? O3 N2 U1 57.10(15) . . ? O4 N2 U1 57.19(16) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C1 107.6(3) . . ? O1 C2 H2A 110.2 . . ? C1 C2 H2A 110.2 . . ? O1 C2 H2B 110.2 . . ? C1 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? O1 C3 C4 125.6(3) . . ? O1 C3 C8 113.2(3) . . ? C4 C3 C8 121.1(4) . . ? C5 C4 C3 119.9(4) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C6 C5 C4 120.5(4) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 120.9(4) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C8 C7 C6 119.5(3) . . ? C8 C7 C9 122.9(3) . . ? C6 C7 C9 117.5(3) . . ? O2 C8 C7 124.1(3) . . ? O2 C8 C3 117.9(3) . . ? C7 C8 C3 118.1(3) . . ? N1 C9 C7 123.3(3) . . ? N1 C9 H9 118.4 . . ? C7 C9 H9 118.4 . . ? N1 C10A C11A 115.9(5) . . ? N1 C10A C10A 105.3(3) . 2 ? C11A C10A C10A 110.7(4) . 2 ? N1 C10A H10A 108.2 . . ? C11A C10A H10A 108.2 . . ? C10A C10A H10A 108.2 2 . ? C10A C11A C12A 109.8(7) . . ? C10A C11A H11A 109.7 . . ? C12A C11A H11A 109.7 . . ? C10A C11A H11B 109.7 . . ? C12A C11A H11B 109.7 . . ? H11A C11A H11B 108.2 . . ? C12A C12A C11A 112.2(4) 2 . ? C12A C12A H12A 109.2 2 . ? C11A C12A H12A 109.2 . . ? C12A C12A H12B 109.2 2 . ? C11A C12A H12B 109.2 . . ? H12A C12A H12B 107.9 . . ? C10B C10B C11B 113(3) 2 . ? C10B C10B N1 100.5(13) 2 . ? C11B C10B N1 114(2) . . ? C10B C10B H10B 109.7 2 . ? C11B C10B H10B 109.7 . . ? N1 C10B H10B 109.7 . . ? C12B C12B C11B 109(3) 2 . ? C12B C12B H12C 109.8 2 . ? C11B C12B H12C 109.8 . . ? C12B C12B H12D 109.8 2 . ? C11B C12B H12D 109.8 . . ? H12C C12B H12D 108.2 . . ? C10B C11B C12B 108(3) . . ? C10B C11B H11C 110.1 . . ? C12B C11B H11C 110.1 . . ? C10B C11B H11D 110.1 . . ? C12B C11B H11D 110.1 . . ? H11C C11B H11D 108.4 . . ? 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 O7 H7A O1 0.852(17) 2.02(2) 2.838(3) 162(3) . O7 H7A O2 0.852(17) 2.63(3) 3.042(3) 111(3) . O7 H7B O1 0.842(17) 2.55(3) 3.122(3) 126(3) 2 O7 H7B O2 0.842(17) 1.83(2) 2.631(3) 159(3) 2 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.641 _refine_diff_density_min -0.543 _refine_diff_density_rms 0.097