# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Young-Uk Kwon' 'Eun-Young Choi' 'Jin Yong Lee' 'Ling Xu' 'Shihai Yan' _publ_contact_author_name 'Young-Uk Kwon' _publ_contact_author_email YWKWON@SKKU.EDU # Attachment '675749.cif' data_14a _database_code_depnum_ccdc_archive 'CCDC 675749' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H42 N4 Ni3 O26' _chemical_formula_weight 1291.01 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.7110(9) _cell_length_b 13.7963(12) _cell_length_c 18.7511(16) _cell_angle_alpha 90.00 _cell_angle_beta 98.158(2) _cell_angle_gamma 90.00 _cell_volume 2742.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5320 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 28.22 _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1324 _exptl_absorpt_coefficient_mu 1.111 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.761 _exptl_absorpt_correction_T_max 0.875 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19663 _diffrn_reflns_av_R_equivalents 0.0608 _diffrn_reflns_av_sigmaI/netI 0.0877 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 28.26 _reflns_number_total 6684 _reflns_number_gt 4365 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1050P)^2^+4.1254P] 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 SHELXL _refine_ls_extinction_coef 0.0008(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6684 _refine_ls_number_parameters 377 _refine_ls_number_restraints 49 _refine_ls_R_factor_all 0.1120 _refine_ls_R_factor_gt 0.0658 _refine_ls_wR_factor_ref 0.2144 _refine_ls_wR_factor_gt 0.1741 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.39800(3) 0.26770(2) 0.524110(17) 0.01200(8) Uani 1 1 d . . . Ni2 Ni 0.5000 0.5000 0.5000 0.01204(11) Uani 1 2 d S . . C11 C 0.4095(3) 0.1353(2) 0.33316(14) 0.0180(7) Uani 1 1 d . . . C12 C 0.4163(3) 0.1461(2) 0.25982(15) 0.0200(7) Uani 1 1 d . . . H12A H 0.3854 0.2037 0.2358 0.024 Uiso 1 1 calc R . . C13 C 0.4676(3) 0.0736(2) 0.22147(14) 0.0194(7) Uani 1 1 d . . . C14 C 0.5185(3) -0.0091(2) 0.25747(15) 0.0220(7) Uani 1 1 d . . . H14A H 0.5541 -0.0588 0.2317 0.026 Uiso 1 1 calc R . . C15 C 0.5170(3) -0.0185(2) 0.33119(16) 0.0234(7) Uani 1 1 d . . . C16 C 0.4576(3) 0.0530(2) 0.36822(15) 0.0200(7) Uani 1 1 d . . . H16A H 0.4508 0.0442 0.4178 0.024 Uiso 1 1 calc R . . C17 C 0.3558(3) 0.2173(2) 0.37298(14) 0.0173(7) Uani 1 1 d . . . C18 C 0.4706(3) 0.0853(2) 0.14124(14) 0.0170(6) Uani 1 1 d . . . C19 C 0.5837(3) -0.1001(2) 0.37268(15) 0.0217(7) Uani 1 1 d . . . O11 O 0.31788(17) 0.19516(14) 0.43240(10) 0.0170(5) Uani 1 1 d . . . O12 O 0.3545(2) 0.30043(16) 0.34731(11) 0.0282(6) Uani 1 1 d . . . O13 O 0.47010(18) 0.17183(15) 0.11897(10) 0.0197(5) Uani 1 1 d . . . O14 O 0.47321(18) 0.00972(14) 0.10483(10) 0.0191(5) Uani 1 1 d . . . O15 O 0.6810(2) -0.13383(17) 0.34414(11) 0.0291(6) Uani 1 1 d . . . O16 O 0.55058(17) -0.13233(14) 0.42758(10) 0.0186(5) Uani 1 1 d . . . C21 C 0.7791(3) 0.2669(2) 0.52681(17) 0.0231(7) Uani 1 1 d . . . C22 C 0.8945(2) 0.3119(2) 0.52929(17) 0.0231(7) Uani 1 1 d . . . H22A H 0.8978 0.3796 0.5206 0.028 Uiso 1 1 calc R . . C23 C 1.0077(3) 0.2591(2) 0.54456(18) 0.0257(8) Uani 1 1 d . . . C24 C 1.0023(3) 0.1597(2) 0.55842(17) 0.0226(7) Uani 1 1 d . . . H24A H 1.0779 0.1237 0.5704 0.027 Uiso 1 1 calc R . . C25 C 0.8863(3) 0.1140(2) 0.55468(17) 0.0237(7) Uani 1 1 d . . . C26 C 0.7755(3) 0.1669(2) 0.53881(17) 0.0253(8) Uani 1 1 d . . . H26A H 0.6964 0.1349 0.5361 0.030 Uiso 1 1 calc R . . C27 C 0.6553(2) 0.3182(2) 0.50907(15) 0.0183(7) Uani 1 1 d . . . C28 C 1.1309(2) 0.3071(2) 0.53925(16) 0.0212(7) Uani 1 1 d . . . C29 C 0.8791(3) 0.0064(2) 0.56658(19) 0.0264(8) Uani 1 1 d . . . O21 O 0.56319(17) 0.26484(14) 0.48572(10) 0.0164(5) Uani 1 1 d . . . O22 O 0.65313(17) 0.40802(14) 0.51853(11) 0.0193(5) Uani 1 1 d . . . O23 O 1.1319(2) 0.39016(18) 0.51226(17) 0.0486(8) Uani 1 1 d . . . O24 O 1.23001(17) 0.25869(14) 0.56147(10) 0.0181(5) Uani 1 1 d . . . O25 O 0.9618(2) -0.04061(18) 0.59863(16) 0.0446(8) Uani 1 1 d . . . O26 O 0.7684(2) -0.02895(16) 0.53509(14) 0.0323(6) Uani 1 1 d . . . N1 N 1.1944(4) 0.7519(4) 0.6475(3) 0.0888(17) Uani 1 1 d . . . N2 N 1.0916(6) 0.6264(5) 0.6476(3) 0.1117(17) Uani 1 1 d U . . C1 C 1.0774(7) 0.7359(5) 0.6447(3) 0.0908(17) Uani 1 1 d U . . H1A H 1.0063 0.7776 0.6418 0.109 Uiso 1 1 calc R . . C3 C 1.2010(8) 0.6047(7) 0.6470(4) 0.132(2) Uani 1 1 d U . . H3A H 1.2282 0.5395 0.6439 0.158 Uiso 1 1 calc R . . C4 C 1.2519(6) 0.8504(6) 0.6450(4) 0.124(3) Uani 1 1 d . . . H4A H 1.1856 0.8997 0.6426 0.185 Uiso 1 1 calc R . . H4B H 1.2947 0.8555 0.6023 0.185 Uiso 1 1 calc R . . H4C H 1.3131 0.8605 0.6884 0.185 Uiso 1 1 calc R . . C5 C 0.9887(17) 0.5711(15) 0.6488(10) 0.344(3) Uani 1 1 d U . . H5A H 0.9941 0.5225 0.6105 0.412 Uiso 1 1 calc R . . H5B H 0.9179 0.6142 0.6297 0.412 Uiso 1 1 calc R . . C6 C 0.9407(10) 0.5168(11) 0.7049(9) 0.278(3) Uani 1 1 d DU . . H6A H 0.9309 0.5606 0.7456 0.334 Uiso 1 1 calc R . . H6B H 1.0017 0.4655 0.7229 0.334 Uiso 1 1 calc R . . C7 C 0.8100(9) 0.4695(9) 0.6760(7) 0.196(4) Uani 1 1 d DU . . H7A H 0.7793 0.4331 0.7149 0.294 Uiso 1 1 calc R . . H7B H 0.8199 0.4254 0.6362 0.294 Uiso 1 1 calc R . . H7C H 0.7492 0.5203 0.6589 0.294 Uiso 1 1 calc R . . C2 C 1.2748(9) 0.6744(7) 0.6509(5) 0.147(2) Uani 1 1 d U . . H2A H 1.3642 0.6741 0.6552 0.176 Uiso 1 1 calc R . . O1W O 0.35831(17) 0.39703(13) 0.46977(10) 0.0152(4) Uani 1 1 d U . . 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 Ni1 0.01110(14) 0.01023(15) 0.01470(15) -0.00012(13) 0.00192(12) -0.00019(13) Ni2 0.0124(2) 0.0103(2) 0.0135(2) 0.00051(18) 0.00212(16) -0.00012(18) C11 0.0251(13) 0.0147(13) 0.0143(12) -0.0005(11) 0.0036(10) 0.0025(12) C12 0.0272(13) 0.0166(13) 0.0151(12) 0.0027(11) -0.0009(11) 0.0071(12) C13 0.0282(14) 0.0159(13) 0.0142(12) -0.0010(11) 0.0034(10) -0.0012(12) C14 0.0304(14) 0.0191(14) 0.0176(13) 0.0017(11) 0.0076(11) 0.0061(13) C15 0.0319(15) 0.0181(14) 0.0205(13) 0.0050(12) 0.0048(11) 0.0050(13) C16 0.0267(13) 0.0187(14) 0.0149(12) 0.0030(11) 0.0035(10) 0.0052(12) C17 0.0217(13) 0.0179(13) 0.0116(11) -0.0009(11) -0.0003(10) -0.0023(12) C18 0.0206(12) 0.0194(13) 0.0111(11) -0.0015(11) 0.0023(10) 0.0029(11) C19 0.0264(14) 0.0169(14) 0.0213(13) 0.0014(12) 0.0017(11) 0.0022(12) O11 0.0201(9) 0.0110(9) 0.0194(9) -0.0012(8) 0.0014(7) 0.0007(8) O12 0.0475(12) 0.0160(10) 0.0218(10) -0.0004(9) 0.0075(9) 0.0063(10) O13 0.0237(9) 0.0194(10) 0.0157(9) 0.0009(8) 0.0021(7) 0.0011(9) O14 0.0264(9) 0.0187(10) 0.0141(8) 0.0020(8) 0.0093(7) 0.0020(8) O15 0.0293(10) 0.0314(12) 0.0295(11) 0.0041(10) 0.0140(8) 0.0089(10) O16 0.0223(9) 0.0145(9) 0.0192(9) 0.0032(8) 0.0036(7) 0.0010(8) C21 0.0158(12) 0.0167(14) 0.0374(16) 0.0034(13) 0.0053(11) -0.0055(11) C22 0.0100(11) 0.0169(14) 0.0432(17) 0.0016(13) 0.0067(11) 0.0034(11) C23 0.0163(13) 0.0203(15) 0.0410(17) 0.0048(13) 0.0054(12) 0.0036(12) C24 0.0165(12) 0.0141(14) 0.0388(16) 0.0036(12) 0.0098(11) 0.0026(11) C25 0.0181(12) 0.0129(13) 0.0405(16) 0.0000(13) 0.0056(12) -0.0004(12) C26 0.0176(13) 0.0154(14) 0.0427(17) 0.0025(13) 0.0039(12) 0.0033(12) C27 0.0128(11) 0.0130(13) 0.0295(14) 0.0020(11) 0.0044(10) 0.0063(11) C28 0.0140(11) 0.0140(13) 0.0382(15) 0.0063(12) 0.0127(11) -0.0014(11) C29 0.0201(13) 0.0141(14) 0.0452(18) -0.0014(13) 0.0053(13) -0.0025(12) O21 0.0147(8) 0.0138(9) 0.0225(9) -0.0003(8) 0.0087(7) 0.0000(8) O22 0.0151(8) 0.0105(9) 0.0330(10) 0.0028(8) 0.0056(8) 0.0026(8) O23 0.0169(10) 0.0233(12) 0.107(2) 0.0211(14) 0.0144(12) 0.0036(10) O24 0.0120(8) 0.0186(10) 0.0250(9) 0.0051(8) 0.0075(7) 0.0023(8) O25 0.0292(12) 0.0211(12) 0.0786(18) 0.0119(13) -0.0092(12) 0.0038(11) O26 0.0249(10) 0.0141(10) 0.0569(15) 0.0047(10) 0.0026(10) -0.0038(9) N1 0.063(3) 0.099(4) 0.101(3) -0.029(3) 0.000(2) 0.027(3) N2 0.111(3) 0.125(3) 0.101(3) -0.002(2) 0.021(2) -0.023(2) C1 0.089(3) 0.098(3) 0.083(3) -0.001(2) 0.008(2) 0.000(2) C3 0.132(3) 0.136(3) 0.127(3) 0.004(3) 0.013(3) 0.007(3) C4 0.110(5) 0.118(5) 0.127(6) -0.005(5) -0.035(4) -0.047(5) C5 0.342(4) 0.348(4) 0.341(4) 0.001(3) 0.050(3) -0.004(3) C6 0.277(4) 0.279(4) 0.279(4) 0.004(3) 0.035(3) -0.004(3) C7 0.188(6) 0.193(6) 0.218(6) -0.008(5) 0.065(5) -0.019(5) C2 0.147(3) 0.145(3) 0.149(3) 0.003(3) 0.024(3) 0.010(3) O1W 0.0172(8) 0.0098(8) 0.0179(8) -0.0005(7) -0.0002(7) -0.0024(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 Ni1 O21 2.003(2) . ? Ni1 O13 2.0165(19) 4_566 ? Ni1 O24 2.0252(19) 1_455 ? Ni1 O11 2.0679(18) . ? Ni1 O1W 2.0687(19) . ? Ni1 O16 2.1143(19) 3_656 ? Ni2 O14 2.0309(19) 4_566 ? Ni2 O14 2.0309(19) 2_655 ? Ni2 O22 2.0639(19) . ? Ni2 O22 2.0639(19) 3_666 ? Ni2 O1W 2.0972(18) 3_666 ? Ni2 O1W 2.0972(18) . ? C11 C16 1.376(4) . ? C11 C12 1.395(4) . ? C11 C17 1.513(4) . ? C12 C13 1.389(4) . ? C12 H12A 0.9500 . ? C13 C14 1.396(4) . ? C13 C18 1.518(4) . ? C14 C15 1.391(4) . ? C14 H14A 0.9500 . ? C15 C16 1.408(4) . ? C15 C19 1.493(4) . ? C16 H16A 0.9500 . ? C17 O12 1.243(4) . ? C17 O11 1.276(3) . ? C18 O14 1.249(3) . ? C18 O13 1.264(3) . ? C19 O16 1.219(4) . ? C19 O15 1.321(4) . ? O13 Ni1 2.0165(19) 4_565 ? O14 Ni2 2.0309(19) 2_645 ? O16 Ni1 2.1143(19) 3_656 ? C21 C22 1.379(4) . ? C21 C26 1.399(4) . ? C21 C27 1.498(4) . ? C22 C23 1.408(4) . ? C22 H22A 0.9500 . ? C23 C24 1.398(4) . ? C23 C28 1.493(4) . ? C24 C25 1.386(4) . ? C24 H24A 0.9500 . ? C25 C26 1.390(4) . ? C25 C29 1.504(4) . ? C26 H26A 0.9500 . ? C27 O22 1.253(3) . ? C27 O21 1.259(3) . ? C28 O23 1.253(4) . ? C28 O24 1.273(3) . ? C29 O25 1.190(4) . ? C29 O26 1.340(4) . ? O24 Ni1 2.0252(19) 1_655 ? N1 C1 1.265(8) . ? N1 C2 1.369(11) . ? N1 C4 1.496(9) . ? N2 C3 1.211(10) . ? N2 C5 1.343(19) . ? N2 C1 1.520(9) . ? C1 H1A 0.9500 . ? C3 C2 1.240(13) . ? C3 H3A 0.9500 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.44(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.570(12) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C2 H2A 0.9500 . ? 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 O21 Ni1 O13 94.46(8) . 4_566 ? O21 Ni1 O24 175.29(8) . 1_455 ? O13 Ni1 O24 88.18(8) 4_566 1_455 ? O21 Ni1 O11 88.58(8) . . ? O13 Ni1 O11 174.57(8) 4_566 . ? O24 Ni1 O11 88.49(8) 1_455 . ? O21 Ni1 O1W 88.30(8) . . ? O13 Ni1 O1W 95.96(8) 4_566 . ? O24 Ni1 O1W 95.32(8) 1_455 . ? O11 Ni1 O1W 88.62(7) . . ? O21 Ni1 O16 86.95(8) . 3_656 ? O13 Ni1 O16 86.77(8) 4_566 3_656 ? O24 Ni1 O16 89.30(8) 1_455 3_656 ? O11 Ni1 O16 88.90(7) . 3_656 ? O1W Ni1 O16 174.69(8) . 3_656 ? O14 Ni2 O14 180.000(1) 4_566 2_655 ? O14 Ni2 O22 90.83(8) 4_566 . ? O14 Ni2 O22 89.17(8) 2_655 . ? O14 Ni2 O22 89.17(8) 4_566 3_666 ? O14 Ni2 O22 90.83(8) 2_655 3_666 ? O22 Ni2 O22 180.0 . 3_666 ? O14 Ni2 O1W 88.82(7) 4_566 3_666 ? O14 Ni2 O1W 91.18(7) 2_655 3_666 ? O22 Ni2 O1W 81.01(7) . 3_666 ? O22 Ni2 O1W 98.99(7) 3_666 3_666 ? O14 Ni2 O1W 91.18(7) 4_566 . ? O14 Ni2 O1W 88.82(7) 2_655 . ? O22 Ni2 O1W 98.99(7) . . ? O22 Ni2 O1W 81.01(7) 3_666 . ? O1W Ni2 O1W 180.0 3_666 . ? C16 C11 C12 119.4(3) . . ? C16 C11 C17 121.6(2) . . ? C12 C11 C17 118.9(2) . . ? C13 C12 C11 120.9(3) . . ? C13 C12 H12A 119.6 . . ? C11 C12 H12A 119.6 . . ? C12 C13 C14 119.6(3) . . ? C12 C13 C18 120.1(2) . . ? C14 C13 C18 120.3(3) . . ? C15 C14 C13 119.9(3) . . ? C15 C14 H14A 120.1 . . ? C13 C14 H14A 120.1 . . ? C14 C15 C16 119.6(3) . . ? C14 C15 C19 121.1(3) . . ? C16 C15 C19 119.2(3) . . ? C11 C16 C15 120.5(3) . . ? C11 C16 H16A 119.8 . . ? C15 C16 H16A 119.8 . . ? O12 C17 O11 124.9(3) . . ? O12 C17 C11 118.9(2) . . ? O11 C17 C11 116.2(2) . . ? O14 C18 O13 127.4(2) . . ? O14 C18 C13 117.3(2) . . ? O13 C18 C13 115.4(2) . . ? O16 C19 O15 123.7(3) . . ? O16 C19 C15 122.7(3) . . ? O15 C19 C15 113.6(3) . . ? C17 O11 Ni1 117.64(17) . . ? C18 O13 Ni1 131.68(17) . 4_565 ? C18 O14 Ni2 126.97(18) . 2_645 ? C19 O16 Ni1 126.44(19) . 3_656 ? C22 C21 C26 118.9(3) . . ? C22 C21 C27 123.8(3) . . ? C26 C21 C27 117.3(2) . . ? C21 C22 C23 121.1(3) . . ? C21 C22 H22A 119.5 . . ? C23 C22 H22A 119.5 . . ? C24 C23 C22 119.2(3) . . ? C24 C23 C28 120.5(3) . . ? C22 C23 C28 120.0(3) . . ? C25 C24 C23 119.9(3) . . ? C25 C24 H24A 120.1 . . ? C23 C24 H24A 120.1 . . ? C24 C25 C26 120.2(3) . . ? C24 C25 C29 120.4(3) . . ? C26 C25 C29 119.3(3) . . ? C25 C26 C21 120.7(3) . . ? C25 C26 H26A 119.7 . . ? C21 C26 H26A 119.7 . . ? O22 C27 O21 126.8(2) . . ? O22 C27 C21 118.0(2) . . ? O21 C27 C21 115.2(2) . . ? O23 C28 O24 123.9(3) . . ? O23 C28 C23 119.4(2) . . ? O24 C28 C23 116.7(3) . . ? O25 C29 O26 125.0(3) . . ? O25 C29 C25 124.2(3) . . ? O26 C29 C25 110.8(2) . . ? C27 O21 Ni1 123.53(18) . . ? C27 O22 Ni2 127.94(17) . . ? C28 O24 Ni1 126.50(19) . 1_655 ? C1 N1 C2 118.6(7) . . ? C1 N1 C4 124.5(6) . . ? C2 N1 C4 116.9(6) . . ? C3 N2 C5 131.1(11) . . ? C3 N2 C1 109.7(7) . . ? C5 N2 C1 119.2(10) . . ? N1 C1 N2 94.5(6) . . ? N1 C1 H1A 132.8 . . ? N2 C1 H1A 132.8 . . ? N2 C3 C2 114.7(10) . . ? N2 C3 H3A 122.7 . . ? C2 C3 H3A 122.7 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 133.2(15) . . ? N2 C5 H5A 103.9 . . ? C6 C5 H5A 103.9 . . ? N2 C5 H5B 103.9 . . ? C6 C5 H5B 103.9 . . ? H5A C5 H5B 105.4 . . ? C5 C6 C7 110.9(13) . . ? C5 C6 H6A 109.5 . . ? C7 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 108.0 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C2 N1 102.2(8) . . ? C3 C2 H2A 128.9 . . ? N1 C2 H2A 128.9 . . ? Ni1 O1W Ni2 111.16(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C16 C11 C12 C13 1.9(4) . . . . ? C17 C11 C12 C13 178.4(3) . . . . ? C11 C12 C13 C14 -3.1(4) . . . . ? C11 C12 C13 C18 178.1(3) . . . . ? C12 C13 C14 C15 0.3(4) . . . . ? C18 C13 C14 C15 179.0(3) . . . . ? C13 C14 C15 C16 3.6(5) . . . . ? C13 C14 C15 C19 -172.8(3) . . . . ? C12 C11 C16 C15 2.1(4) . . . . ? C17 C11 C16 C15 -174.4(3) . . . . ? C14 C15 C16 C11 -4.8(4) . . . . ? C19 C15 C16 C11 171.7(3) . . . . ? C16 C11 C17 O12 155.1(3) . . . . ? C12 C11 C17 O12 -21.3(4) . . . . ? C16 C11 C17 O11 -23.1(4) . . . . ? C12 C11 C17 O11 160.4(3) . . . . ? C12 C13 C18 O14 -154.7(3) . . . . ? C14 C13 C18 O14 26.6(4) . . . . ? C12 C13 C18 O13 25.3(4) . . . . ? C14 C13 C18 O13 -153.4(3) . . . . ? C14 C15 C19 O16 -152.6(3) . . . . ? C16 C15 C19 O16 30.9(4) . . . . ? C14 C15 C19 O15 27.2(4) . . . . ? C16 C15 C19 O15 -149.3(3) . . . . ? O12 C17 O11 Ni1 -55.8(3) . . . . ? C11 C17 O11 Ni1 122.4(2) . . . . ? O21 Ni1 O11 C17 -37.30(19) . . . . ? O13 Ni1 O11 C17 -161.5(8) 4_566 . . . ? O24 Ni1 O11 C17 146.4(2) 1_455 . . . ? O1W Ni1 O11 C17 51.03(19) . . . . ? O16 Ni1 O11 C17 -124.3(2) 3_656 . . . ? O14 C18 O13 Ni1 31.7(4) . . . 4_565 ? C13 C18 O13 Ni1 -148.29(19) . . . 4_565 ? O13 C18 O14 Ni2 8.4(4) . . . 2_645 ? C13 C18 O14 Ni2 -171.58(17) . . . 2_645 ? O15 C19 O16 Ni1 -17.3(4) . . . 3_656 ? C15 C19 O16 Ni1 162.5(2) . . . 3_656 ? C26 C21 C22 C23 -0.9(5) . . . . ? C27 C21 C22 C23 -178.4(3) . . . . ? C21 C22 C23 C24 -0.9(5) . . . . ? C21 C22 C23 C28 173.5(3) . . . . ? C22 C23 C24 C25 2.1(5) . . . . ? C28 C23 C24 C25 -172.3(3) . . . . ? C23 C24 C25 C26 -1.5(5) . . . . ? C23 C24 C25 C29 177.6(3) . . . . ? C24 C25 C26 C21 -0.4(5) . . . . ? C29 C25 C26 C21 -179.4(3) . . . . ? C22 C21 C26 C25 1.5(5) . . . . ? C27 C21 C26 C25 179.2(3) . . . . ? C22 C21 C27 O22 -22.7(5) . . . . ? C26 C21 C27 O22 159.7(3) . . . . ? C22 C21 C27 O21 157.2(3) . . . . ? C26 C21 C27 O21 -20.4(4) . . . . ? C24 C23 C28 O23 165.1(3) . . . . ? C22 C23 C28 O23 -9.3(5) . . . . ? C24 C23 C28 O24 -13.3(5) . . . . ? C22 C23 C28 O24 172.4(3) . . . . ? C24 C25 C29 O25 22.3(5) . . . . ? C26 C25 C29 O25 -158.7(4) . . . . ? C24 C25 C29 O26 -156.5(3) . . . . ? C26 C25 C29 O26 22.5(4) . . . . ? O22 C27 O21 Ni1 -49.2(4) . . . . ? C21 C27 O21 Ni1 130.8(2) . . . . ? O13 Ni1 O21 C27 -21.2(2) 4_566 . . . ? O24 Ni1 O21 C27 -145.1(9) 1_455 . . . ? O11 Ni1 O21 C27 163.3(2) . . . . ? O1W Ni1 O21 C27 74.7(2) . . . . ? O16 Ni1 O21 C27 -107.7(2) 3_656 . . . ? O21 C27 O22 Ni2 0.3(4) . . . . ? C21 C27 O22 Ni2 -179.82(19) . . . . ? O14 Ni2 O22 C27 95.2(2) 4_566 . . . ? O14 Ni2 O22 C27 -84.8(2) 2_655 . . . ? O22 Ni2 O22 C27 -139(100) 3_666 . . . ? O1W Ni2 O22 C27 -176.2(2) 3_666 . . . ? O1W Ni2 O22 C27 3.8(2) . . . . ? O23 C28 O24 Ni1 -28.5(4) . . . 1_655 ? C23 C28 O24 Ni1 149.8(2) . . . 1_655 ? C2 N1 C1 N2 0.5(8) . . . . ? C4 N1 C1 N2 178.4(6) . . . . ? C3 N2 C1 N1 -3.8(7) . . . . ? C5 N2 C1 N1 177.5(11) . . . . ? C5 N2 C3 C2 -175.2(13) . . . . ? C1 N2 C3 C2 6.2(10) . . . . ? C3 N2 C5 C6 77(3) . . . . ? C1 N2 C5 C6 -105(2) . . . . ? N2 C5 C6 C7 176.8(18) . . . . ? N2 C3 C2 N1 -5.5(11) . . . . ? C1 N1 C2 C3 2.8(10) . . . . ? C4 N1 C2 C3 -175.3(7) . . . . ? O21 Ni1 O1W Ni2 -56.02(9) . . . . ? O13 Ni1 O1W Ni2 38.30(10) 4_566 . . . ? O24 Ni1 O1W Ni2 127.01(9) 1_455 . . . ? O11 Ni1 O1W Ni2 -144.63(9) . . . . ? O16 Ni1 O1W Ni2 -82.5(8) 3_656 . . . ? O14 Ni2 O1W Ni1 -58.03(10) 4_566 . . . ? O14 Ni2 O1W Ni1 121.97(10) 2_655 . . . ? O22 Ni2 O1W Ni1 33.00(10) . . . . ? O22 Ni2 O1W Ni1 -147.00(10) 3_666 . . . ? O1W Ni2 O1W Ni1 -91(100) 3_666 . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.813 _refine_diff_density_min -0.975 _refine_diff_density_rms 0.163 # Attachment '675750.cif' data_14 _database_code_depnum_ccdc_archive 'CCDC 675750' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H46 N4 Ni3 O26' _chemical_formula_weight 1319.06 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.781(3) _cell_length_b 13.903(4) _cell_length_c 18.740(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.170(5) _cell_angle_gamma 90.00 _cell_volume 2780.4(12) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5365 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 28.12 _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.576 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1356 _exptl_absorpt_coefficient_mu 1.098 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.768 _exptl_absorpt_correction_T_max 0.877 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19885 _diffrn_reflns_av_R_equivalents 0.0757 _diffrn_reflns_av_sigmaI/netI 0.1223 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 28.36 _reflns_number_total 6830 _reflns_number_gt 4142 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0942P)^2^+5.9370P] 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 6830 _refine_ls_number_parameters 361 _refine_ls_number_restraints 1050 _refine_ls_R_factor_all 0.1225 _refine_ls_R_factor_gt 0.0703 _refine_ls_wR_factor_ref 0.2142 _refine_ls_wR_factor_gt 0.1732 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 0.946 _refine_ls_shift/su_max 0.021 _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 Ni1 Ni -0.39430(2) 0.769207(18) -0.023750(13) 0.01085(6) Uani 1 1 d U . . Ni2 Ni -0.5000 1.0000 0.0000 0.01067(8) Uani 1 2 d SU . . C21 C -0.00095(7) 0.75702(6) -0.03389(4) 0.0191(4) Uani 1 1 d GU . . C22 C 0.10848(7) 0.81053(6) -0.01840(5) 0.0181(4) Uani 1 1 d GU . . H22A H 0.1041 0.8777 -0.0096 0.022 Uiso 1 1 calc R . . C23 C 0.22437(7) 0.76584(7) -0.01577(5) 0.0176(4) Uani 1 1 d GU . . C24 C 0.23083(7) 0.66763(7) -0.02862(5) 0.0198(4) Uani 1 1 d GU . . H24A H 0.3100 0.6371 -0.0268 0.024 Uiso 1 1 calc R . . C25 C 0.12141(8) 0.61411(6) -0.04412(5) 0.0218(5) Uani 1 1 d GU . . C26 C 0.00552(8) 0.65881(6) -0.04675(4) 0.0210(5) Uani 1 1 d GU . . H26A H -0.0693 0.6222 -0.0573 0.025 Uiso 1 1 calc R . . C27 C -0.12539(18) 0.80429(15) -0.02747(10) 0.0152(4) Uani 1 1 d U . . C28 C 0.34700(18) 0.81841(14) -0.00478(10) 0.0139(4) Uani 1 1 d U . . C29 C 0.1280(2) 0.50852(16) -0.05780(12) 0.0216(5) Uani 1 1 d U . . O21 O -0.22311(13) 0.75848(10) -0.05638(7) 0.0158(3) Uani 1 1 d U . . O22 O -0.12778(14) 0.88267(11) 0.00441(9) 0.0255(4) Uani 1 1 d U . . O23 O 0.34780(13) 0.90793(10) -0.01505(8) 0.0177(3) Uani 1 1 d U . . O24 O 0.44118(13) 0.76547(10) 0.01307(8) 0.0170(3) Uani 1 1 d U . . O25 O 0.24047(14) 0.47191(11) -0.03226(9) 0.0282(4) Uani 1 1 d U . . O26 O 0.04346(15) 0.46096(12) -0.08850(10) 0.0338(5) Uani 1 1 d U . . C11 C -0.47371(10) 0.51840(11) -0.16854(8) 0.0166(4) Uani 1 1 d GU . . C12 C -0.47175(12) 0.50776(12) -0.24213(8) 0.0192(4) Uani 1 1 d GU . . H12A H -0.4328 0.5552 -0.2679 0.023 Uiso 1 1 calc R . . C13 C -0.52653(10) 0.42817(8) -0.27766(6) 0.0176(4) Uani 1 1 d GU . . C14 C -0.57956(15) 0.35691(10) -0.23963(7) 0.0196(4) Uani 1 1 d GU . . H14A H -0.6145 0.3011 -0.2640 0.024 Uiso 1 1 calc R . . C15 C -0.58144(17) 0.36728(13) -0.16602(7) 0.0191(4) Uani 1 1 d GU . . C16 C -0.53029(17) 0.44890(14) -0.13043(6) 0.0171(4) Uani 1 1 d GU . . H16A H -0.5339 0.4572 -0.0804 0.021 Uiso 1 1 calc R . . C17 C -0.40828(18) 0.60068(15) -0.12766(10) 0.0145(4) Uani 1 1 d U . . C18 C -0.53080(18) 0.41605(14) -0.35900(10) 0.0141(4) Uani 1 1 d U . . C19 C -0.63449(19) 0.28601(15) -0.12607(11) 0.0158(4) Uani 1 1 d U . . O11 O -0.44515(13) 0.63484(10) -0.07404(7) 0.0162(3) Uani 1 1 d U . . O12 O -0.30724(14) 0.63285(11) -0.15334(8) 0.0240(4) Uani 1 1 d U . . O13 O -0.52005(14) 0.49103(10) -0.39458(7) 0.0183(3) Uani 1 1 d U . . O14 O -0.54145(13) 0.33057(10) -0.38084(7) 0.0169(3) Uani 1 1 d U . . O15 O -0.63430(15) 0.20310(11) -0.15089(8) 0.0224(4) Uani 1 1 d U . . O16 O -0.67480(13) 0.30764(10) -0.06696(7) 0.0148(3) Uani 1 1 d U . . O1W O -0.35962(12) 0.89704(9) 0.03208(7) 0.0121(3) Uani 1 1 d U . . N1 N -0.2635(4) 0.3079(3) -0.2777(2) 0.0926(7) Uani 1 1 d U . . N2 N -0.1777(3) 0.4464(3) -0.26416(19) 0.0840(7) Uani 1 1 d U . . C1 C -0.2308(4) 0.3782(3) -0.3124(2) 0.0765(6) Uani 1 1 d U . . H1A H -0.2408 0.3835 -0.3635 0.092 Uiso 1 1 calc R . . C2 C -0.2323(4) 0.3203(4) -0.2058(3) 0.0893(6) Uani 1 1 d U . . H2A H -0.2449 0.2772 -0.1681 0.107 Uiso 1 1 calc R . . C3 C -0.1797(4) 0.4075(4) -0.2002(2) 0.0891(7) Uani 1 1 d U . . H3A H -0.1479 0.4375 -0.1559 0.107 Uiso 1 1 calc R . . C4 C -0.3274(8) 0.2150(6) -0.2949(4) 0.2015(15) Uani 1 1 d U . . H4A H -0.3486 0.2085 -0.3473 0.302 Uiso 1 1 calc R . . H4B H -0.4043 0.2126 -0.2726 0.302 Uiso 1 1 calc R . . H4C H -0.2718 0.1622 -0.2761 0.302 Uiso 1 1 calc R . . C5 C -0.1381(5) 0.5457(4) -0.2866(3) 0.1144(7) Uani 1 1 d U . . H5A H -0.1662 0.5521 -0.3390 0.137 Uiso 1 1 calc R . . H5B H -0.1858 0.5935 -0.2623 0.137 Uiso 1 1 calc R . . C6 C -0.0177(9) 0.5716(8) -0.2745(6) 0.2529(8) Uani 1 1 d U . . H6A H -0.0012 0.6027 -0.2266 0.304 Uiso 1 1 calc R . . H6B H -0.0029 0.6203 -0.3109 0.304 Uiso 1 1 calc R . . C7 C 0.0779(16) 0.4889(11) -0.2768(10) 0.4319(8) Uani 1 1 d U . . H7B H 0.0388 0.4253 -0.2718 0.518 Uiso 1 1 calc R . . H7C H 0.1510 0.4964 -0.2388 0.518 Uiso 1 1 calc R . . C8 C 0.1160(11) 0.5026(7) -0.3544(6) 0.2789(16) Uani 1 1 d U . . H8C H 0.1782 0.4540 -0.3625 0.418 Uiso 1 1 calc R . . H8D H 0.1517 0.5669 -0.3582 0.418 Uiso 1 1 calc R . . H8A H 0.0416 0.4955 -0.3907 0.418 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 Ni1 0.01132(10) 0.00908(11) 0.01269(10) -0.00002(9) 0.00359(9) 0.00012(9) Ni2 0.01212(15) 0.00832(15) 0.01203(14) -0.00044(13) 0.00324(12) -0.00006(13) C21 0.0187(7) 0.0175(8) 0.0218(7) -0.0002(6) 0.0056(6) -0.0020(6) C22 0.0167(7) 0.0181(8) 0.0199(7) 0.0016(6) 0.0039(6) 0.0000(6) C23 0.0156(7) 0.0168(8) 0.0212(7) 0.0006(6) 0.0058(6) -0.0001(6) C24 0.0172(7) 0.0172(8) 0.0253(8) -0.0012(7) 0.0035(6) 0.0026(6) C25 0.0219(8) 0.0178(8) 0.0263(8) -0.0012(7) 0.0055(6) -0.0005(7) C26 0.0190(8) 0.0191(8) 0.0252(8) -0.0008(7) 0.0048(6) -0.0029(6) C27 0.0143(7) 0.0149(7) 0.0173(7) 0.0008(6) 0.0053(6) -0.0050(6) C28 0.0129(7) 0.0129(7) 0.0164(7) -0.0010(6) 0.0039(6) 0.0006(6) C29 0.0207(8) 0.0190(8) 0.0246(8) -0.0003(7) 0.0016(6) -0.0029(7) O21 0.0131(6) 0.0171(6) 0.0174(6) -0.0026(5) 0.0027(5) -0.0026(5) O22 0.0186(7) 0.0219(7) 0.0363(8) -0.0096(7) 0.0047(6) -0.0018(6) O23 0.0172(6) 0.0145(6) 0.0225(6) 0.0007(5) 0.0060(5) -0.0008(5) O24 0.0157(6) 0.0173(6) 0.0180(6) 0.0025(5) 0.0023(5) 0.0000(5) O25 0.0200(7) 0.0164(7) 0.0475(9) -0.0053(7) 0.0027(7) 0.0043(6) O26 0.0272(8) 0.0221(8) 0.0494(9) -0.0062(7) -0.0035(7) 0.0004(7) C11 0.0190(7) 0.0142(8) 0.0169(7) -0.0017(6) 0.0035(6) -0.0026(6) C12 0.0208(7) 0.0187(8) 0.0192(7) -0.0005(6) 0.0071(6) -0.0020(6) C13 0.0207(8) 0.0168(8) 0.0151(7) -0.0002(6) 0.0022(6) -0.0041(6) C14 0.0227(8) 0.0187(8) 0.0173(7) -0.0010(6) 0.0021(6) -0.0032(7) C15 0.0207(8) 0.0193(8) 0.0178(7) -0.0009(6) 0.0047(6) 0.0000(6) C16 0.0193(7) 0.0171(8) 0.0153(7) -0.0001(6) 0.0040(6) -0.0018(6) C17 0.0156(7) 0.0144(7) 0.0138(7) 0.0008(6) 0.0030(6) -0.0012(6) C18 0.0140(7) 0.0133(7) 0.0155(7) 0.0003(6) 0.0040(6) -0.0014(6) C19 0.0168(7) 0.0157(8) 0.0151(7) 0.0005(6) 0.0028(6) 0.0002(6) O11 0.0188(6) 0.0137(6) 0.0168(5) -0.0038(5) 0.0049(5) -0.0016(5) O12 0.0271(7) 0.0247(8) 0.0233(6) -0.0077(6) 0.0140(6) -0.0096(6) O13 0.0256(6) 0.0174(6) 0.0130(5) -0.0001(5) 0.0061(5) -0.0035(5) O14 0.0203(6) 0.0158(6) 0.0147(5) -0.0006(5) 0.0025(5) -0.0040(5) O15 0.0363(8) 0.0149(7) 0.0174(6) -0.0045(6) 0.0083(6) -0.0059(6) O16 0.0182(6) 0.0134(6) 0.0128(5) 0.0015(5) 0.0027(5) 0.0019(5) O1W 0.0138(5) 0.0082(5) 0.0142(5) -0.0022(5) 0.0015(4) 0.0000(5) N1 0.0890(11) 0.0914(11) 0.0965(11) -0.0051(9) 0.0098(9) 0.0016(9) N2 0.0832(11) 0.0856(11) 0.0834(11) -0.0064(9) 0.0129(9) 0.0002(9) C1 0.0760(10) 0.0776(10) 0.0747(10) -0.0048(8) 0.0067(8) 0.0021(8) C2 0.0883(10) 0.0903(10) 0.0898(10) 0.0023(8) 0.0146(8) 0.0049(8) C3 0.0872(10) 0.0920(10) 0.0877(10) -0.0003(8) 0.0112(8) 0.0017(8) C4 0.199(2) 0.201(2) 0.203(2) -0.0058(19) 0.0233(19) 0.0030(19) C5 0.1129(12) 0.1164(12) 0.1142(12) -0.0015(10) 0.0173(9) 0.0010(10) C6 0.2526(12) 0.2534(12) 0.2529(13) -0.0003(10) 0.0364(10) 0.0003(10) C7 0.4320(12) 0.4317(12) 0.4319(13) 0.0002(10) 0.0614(10) 0.0003(10) C8 0.283(2) 0.276(2) 0.279(2) -0.0056(19) 0.0422(19) 0.0021(19) _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 Ni1 O24 1.9932(16) 1_455 ? Ni1 O14 2.0130(14) 2_454 ? Ni1 O21 2.0306(15) . ? Ni1 O16 2.0558(14) 3_465 ? Ni1 O1W 2.0693(14) . ? Ni1 O11 2.1288(15) . ? Ni2 O13 2.0215(15) 2_454 ? Ni2 O13 2.0215(15) 4_576 ? Ni2 O23 2.0686(15) 1_455 ? Ni2 O23 2.0686(15) 3_575 ? Ni2 O1W 2.1077(13) 3_475 ? Ni2 O1W 2.1077(13) . ? C21 C22 1.3900 . ? C21 C26 1.3900 . ? C21 C27 1.514(2) . ? C22 C23 1.3900 . ? C22 H22A 0.9500 . ? C23 C24 1.3900 . ? C23 C28 1.499(2) . ? C24 C25 1.3900 . ? C24 H24A 0.9500 . ? C25 C26 1.3900 . ? C25 C29 1.494(2) . ? C26 H26A 0.9500 . ? C27 O22 1.245(3) . ? C27 O21 1.283(2) . ? C28 O23 1.260(2) . ? C28 O24 1.260(2) . ? C29 O26 1.204(3) . ? C29 O25 1.339(3) . ? O23 Ni2 2.0686(14) 1_655 ? O24 Ni1 1.9932(16) 1_655 ? C11 C12 1.3900 . ? C11 C16 1.393(2) . ? C11 C17 1.497(2) . ? C12 C13 1.3801(15) . ? C12 H12A 0.9500 . ? C13 C14 1.3900 . ? C13 C18 1.528(2) . ? C14 C15 1.3900 . ? C14 H14A 0.9500 . ? C15 C16 1.3900 . ? C15 C19 1.512(2) . ? C16 H16A 0.9500 . ? C17 O11 1.228(2) . ? C17 O12 1.329(3) . ? C18 O13 1.252(2) . ? C18 O14 1.257(2) . ? C19 O15 1.243(3) . ? C19 O16 1.282(2) . ? O13 Ni2 2.0215(15) 2_444 ? O14 Ni1 2.0130(14) 2_444 ? O16 Ni1 2.0558(14) 3_465 ? N1 C1 1.252(6) . ? N1 C2 1.353(6) . ? N1 C4 1.478(9) . ? N2 C3 1.318(6) . ? N2 C1 1.378(5) . ? N2 C5 1.521(7) . ? C1 H1A 0.9500 . ? C2 C3 1.336(7) . ? C2 H2A 0.9500 . ? C3 H3A 0.9500 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.335(10) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.548(19) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.58(2) . ? C7 H7B 0.9900 . ? C7 H7C 0.9900 . ? C8 H8C 0.9800 . ? C8 H8D 0.9800 . ? C8 H8A 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 O24 Ni1 O14 96.18(6) 1_455 2_454 ? O24 Ni1 O21 173.71(6) 1_455 . ? O14 Ni1 O21 88.65(6) 2_454 . ? O24 Ni1 O16 86.33(6) 1_455 3_465 ? O14 Ni1 O16 173.32(6) 2_454 3_465 ? O21 Ni1 O16 88.44(6) . 3_465 ? O24 Ni1 O1W 87.31(6) 1_455 . ? O14 Ni1 O1W 95.72(6) 2_454 . ? O21 Ni1 O1W 96.24(6) . . ? O16 Ni1 O1W 90.58(6) 3_465 . ? O24 Ni1 O11 86.82(6) 1_455 . ? O14 Ni1 O11 86.81(6) 2_454 . ? O21 Ni1 O11 89.43(6) . . ? O16 Ni1 O11 87.15(6) 3_465 . ? O1W Ni1 O11 173.83(6) . . ? O13 Ni2 O13 180.0 2_454 4_576 ? O13 Ni2 O23 91.23(6) 2_454 1_455 ? O13 Ni2 O23 88.77(6) 4_576 1_455 ? O13 Ni2 O23 88.77(6) 2_454 3_575 ? O13 Ni2 O23 91.23(6) 4_576 3_575 ? O23 Ni2 O23 180.0 1_455 3_575 ? O13 Ni2 O1W 86.29(5) 2_454 3_475 ? O13 Ni2 O1W 93.71(5) 4_576 3_475 ? O23 Ni2 O1W 81.83(6) 1_455 3_475 ? O23 Ni2 O1W 98.17(6) 3_575 3_475 ? O13 Ni2 O1W 93.71(5) 2_454 . ? O13 Ni2 O1W 86.29(5) 4_576 . ? O23 Ni2 O1W 98.17(6) 1_455 . ? O23 Ni2 O1W 81.83(6) 3_575 . ? O1W Ni2 O1W 180.0 3_475 . ? C22 C21 C26 120.0 . . ? C22 C21 C27 119.10(8) . . ? C26 C21 C27 120.47(8) . . ? C23 C22 C21 120.0 . . ? C23 C22 H22A 120.0 . . ? C21 C22 H22A 120.0 . . ? C22 C23 C24 120.0 . . ? C22 C23 C28 123.89(9) . . ? C24 C23 C28 115.96(9) . . ? C25 C24 C23 120.0 . . ? C25 C24 H24A 120.0 . . ? C23 C24 H24A 120.0 . . ? C24 C25 C26 120.0 . . ? C24 C25 C29 120.13(9) . . ? C26 C25 C29 119.87(9) . . ? C25 C26 C21 120.0 . . ? C25 C26 H26A 120.0 . . ? C21 C26 H26A 120.0 . . ? O22 C27 O21 124.43(19) . . ? O22 C27 C21 119.82(16) . . ? O21 C27 C21 115.75(16) . . ? O23 C28 O24 126.51(18) . . ? O23 C28 C23 119.07(16) . . ? O24 C28 C23 114.41(16) . . ? O26 C29 O25 123.2(2) . . ? O26 C29 C25 124.77(19) . . ? O25 C29 C25 112.04(16) . . ? C27 O21 Ni1 124.27(13) . . ? C28 O23 Ni2 127.82(12) . 1_655 ? C28 O24 Ni1 128.02(13) . 1_655 ? C12 C11 C16 120.29(8) . . ? C12 C11 C17 121.11(9) . . ? C16 C11 C17 118.47(14) . . ? C11 C12 C13 119.88(10) . . ? C11 C12 H12A 120.1 . . ? C13 C12 H12A 120.1 . . ? C14 C13 C12 120.21(10) . . ? C14 C13 C18 118.47(10) . . ? C12 C13 C18 121.33(13) . . ? C13 C14 C15 120.0 . . ? C13 C14 H14A 120.0 . . ? C15 C14 H14A 120.0 . . ? C14 C15 C16 120.0 . . ? C14 C15 C19 118.28(12) . . ? C16 C15 C19 121.66(11) . . ? C15 C16 C11 119.55(7) . . ? C15 C16 H16A 120.2 . . ? C11 C16 H16A 120.2 . . ? O11 C17 O12 122.92(18) . . ? O11 C17 C11 122.07(18) . . ? O12 C17 C11 115.01(16) . . ? O13 C18 O14 128.69(18) . . ? O13 C18 C13 116.60(16) . . ? O14 C18 C13 114.68(16) . . ? O15 C19 O16 124.03(19) . . ? O15 C19 C15 119.14(18) . . ? O16 C19 C15 116.81(17) . . ? C17 O11 Ni1 127.51(13) . . ? C18 O13 Ni2 127.07(13) . 2_444 ? C18 O14 Ni1 133.94(13) . 2_444 ? C19 O16 Ni1 117.72(12) . 3_465 ? Ni1 O1W Ni2 111.61(6) . . ? C1 N1 C2 111.7(4) . . ? C1 N1 C4 136.6(5) . . ? C2 N1 C4 111.8(5) . . ? C3 N2 C1 104.8(4) . . ? C3 N2 C5 131.7(4) . . ? C1 N2 C5 123.4(4) . . ? N1 C1 N2 108.5(4) . . ? N1 C1 H1A 125.7 . . ? N2 C1 H1A 125.7 . . ? C3 C2 N1 103.7(4) . . ? C3 C2 H2A 128.2 . . ? N1 C2 H2A 128.2 . . ? N2 C3 C2 111.3(4) . . ? N2 C3 H3A 124.3 . . ? C2 C3 H3A 124.3 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 N2 120.2(6) . . ? C6 C5 H5A 107.3 . . ? N2 C5 H5A 107.3 . . ? C6 C5 H5B 107.3 . . ? N2 C5 H5B 107.3 . . ? H5A C5 H5B 106.9 . . ? C5 C6 C7 115.5(10) . . ? C5 C6 H6A 108.4 . . ? C7 C6 H6A 108.4 . . ? C5 C6 H6B 108.4 . . ? C7 C6 H6B 108.4 . . ? H6A C6 H6B 107.5 . . ? C6 C7 C8 101.4(11) . . ? C6 C7 H7B 111.5 . . ? C8 C7 H7B 111.5 . . ? C6 C7 H7C 111.5 . . ? C8 C7 H7C 111.5 . . ? H7B C7 H7C 109.3 . . ? C7 C8 H8C 109.5 . . ? C7 C8 H8D 109.5 . . ? H8C C8 H8D 109.5 . . ? C7 C8 H8A 109.5 . . ? H8C C8 H8A 109.5 . . ? H8D C8 H8A 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C26 C21 C22 C23 0.0 . . . . ? C27 C21 C22 C23 172.51(9) . . . . ? C21 C22 C23 C24 0.0 . . . . ? C21 C22 C23 C28 175.43(11) . . . . ? C22 C23 C24 C25 0.0 . . . . ? C28 C23 C24 C25 -175.79(10) . . . . ? C23 C24 C25 C26 0.0 . . . . ? C23 C24 C25 C29 -179.87(12) . . . . ? C24 C25 C26 C21 0.0 . . . . ? C29 C25 C26 C21 179.87(12) . . . . ? C22 C21 C26 C25 0.0 . . . . ? C27 C21 C26 C25 -172.41(9) . . . . ? C22 C21 C27 O22 -13.9(2) . . . . ? C26 C21 C27 O22 158.55(14) . . . . ? C22 C21 C27 O21 166.10(12) . . . . ? C26 C21 C27 O21 -21.42(19) . . . . ? C22 C23 C28 O23 -17.4(2) . . . . ? C24 C23 C28 O23 158.24(14) . . . . ? C22 C23 C28 O24 163.93(11) . . . . ? C24 C23 C28 O24 -20.47(19) . . . . ? C24 C25 C29 O26 -160.53(19) . . . . ? C26 C25 C29 O26 19.6(3) . . . . ? C24 C25 C29 O25 19.0(2) . . . . ? C26 C25 C29 O25 -160.85(13) . . . . ? O22 C27 O21 Ni1 -26.7(3) . . . . ? C21 C27 O21 Ni1 153.27(11) . . . . ? O24 Ni1 O21 C27 -105.7(5) 1_455 . . . ? O14 Ni1 O21 C27 114.01(16) 2_454 . . . ? O16 Ni1 O21 C27 -72.01(15) 3_465 . . . ? O1W Ni1 O21 C27 18.40(16) . . . . ? O11 Ni1 O21 C27 -159.17(15) . . . . ? O24 C28 O23 Ni2 -4.4(3) . . . 1_655 ? C23 C28 O23 Ni2 177.07(10) . . . 1_655 ? O23 C28 O24 Ni1 -42.0(3) . . . 1_655 ? C23 C28 O24 Ni1 136.63(13) . . . 1_655 ? C16 C11 C12 C13 0.25(8) . . . . ? C17 C11 C12 C13 176.17(18) . . . . ? C11 C12 C13 C14 -2.37(13) . . . . ? C11 C12 C13 C18 177.52(10) . . . . ? C12 C13 C14 C15 2.25(12) . . . . ? C18 C13 C14 C15 -177.64(10) . . . . ? C13 C14 C15 C16 0.0 . . . . ? C13 C14 C15 C19 -177.17(17) . . . . ? C14 C15 C16 C11 -2.10(13) . . . . ? C19 C15 C16 C11 174.97(19) . . . . ? C12 C11 C16 C15 1.98(15) . . . . ? C17 C11 C16 C15 -174.04(13) . . . . ? C12 C11 C17 O11 150.46(14) . . . . ? C16 C11 C17 O11 -33.5(3) . . . . ? C12 C11 C17 O12 -30.22(19) . . . . ? C16 C11 C17 O12 145.77(17) . . . . ? C14 C13 C18 O13 158.09(14) . . . . ? C12 C13 C18 O13 -21.8(2) . . . . ? C14 C13 C18 O14 -23.7(2) . . . . ? C12 C13 C18 O14 156.38(15) . . . . ? C14 C15 C19 O15 24.6(2) . . . . ? C16 C15 C19 O15 -152.48(15) . . . . ? C14 C15 C19 O16 -156.86(12) . . . . ? C16 C15 C19 O16 26.0(2) . . . . ? O12 C17 O11 Ni1 16.4(3) . . . . ? C11 C17 O11 Ni1 -164.31(12) . . . . ? O24 Ni1 O11 C17 154.48(16) 1_455 . . . ? O14 Ni1 O11 C17 58.10(16) 2_454 . . . ? O21 Ni1 O11 C17 -30.58(16) . . . . ? O16 Ni1 O11 C17 -119.04(16) 3_465 . . . ? O1W Ni1 O11 C17 172.5(4) . . . . ? O14 C18 O13 Ni2 -6.1(3) . . . 2_444 ? C13 C18 O13 Ni2 171.79(10) . . . 2_444 ? O13 C18 O14 Ni1 -25.4(3) . . . 2_444 ? C13 C18 O14 Ni1 156.70(12) . . . 2_444 ? O15 C19 O16 Ni1 51.9(2) . . . 3_465 ? C15 C19 O16 Ni1 -126.49(15) . . . 3_465 ? O24 Ni1 O1W Ni2 -57.09(7) 1_455 . . . ? O14 Ni1 O1W Ni2 38.86(7) 2_454 . . . ? O21 Ni1 O1W Ni2 128.12(7) . . . . ? O16 Ni1 O1W Ni2 -143.39(7) 3_465 . . . ? O11 Ni1 O1W Ni2 -75.1(5) . . . . ? O13 Ni2 O1W Ni1 -54.85(7) 2_454 . . . ? O13 Ni2 O1W Ni1 125.15(7) 4_576 . . . ? O23 Ni2 O1W Ni1 36.93(7) 1_455 . . . ? O23 Ni2 O1W Ni1 -143.07(7) 3_575 . . . ? O1W Ni2 O1W Ni1 43(74) 3_475 . . . ? C2 N1 C1 N2 -2.3(5) . . . . ? C4 N1 C1 N2 177.6(6) . . . . ? C3 N2 C1 N1 2.0(5) . . . . ? C5 N2 C1 N1 -174.1(4) . . . . ? C1 N1 C2 C3 1.6(5) . . . . ? C4 N1 C2 C3 -178.3(5) . . . . ? C1 N2 C3 C2 -1.0(5) . . . . ? C5 N2 C3 C2 174.6(4) . . . . ? N1 C2 C3 N2 -0.3(5) . . . . ? C3 N2 C5 C6 68.5(9) . . . . ? C1 N2 C5 C6 -116.6(7) . . . . ? N2 C5 C6 C7 31.3(13) . . . . ? C5 C6 C7 C8 100.8(11) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.786 _refine_diff_density_min -0.887 _refine_diff_density_rms 0.172 # Attachment '675751.cif' data_61 _database_code_depnum_ccdc_archive 'CCDC 675751' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H42 N4 Ni3 O16' _chemical_formula_weight 986.89 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.0086(19) _cell_length_b 16.332(2) _cell_length_c 16.622(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3802.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3791 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 26.56 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.724 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 1.554 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.707 _exptl_absorpt_correction_T_max 0.792 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type "'CCD area detector" _diffrn_measurement_method "'phi and omega scans" _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26315 _diffrn_reflns_av_R_equivalents 0.0635 _diffrn_reflns_av_sigmaI/netI 0.0511 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 28.28 _reflns_number_total 4671 _reflns_number_gt 3445 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0785P)^2^+26.3858P] 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 4671 _refine_ls_number_parameters 277 _refine_ls_number_restraints 402 _refine_ls_R_factor_all 0.1015 _refine_ls_R_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.1988 _refine_ls_wR_factor_gt 0.1645 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.973681(15) 0.175558(12) 0.610665(12) 0.01882(5) Uani 1 1 d U . . Ni2 Ni 1.0000 0.0000 0.5000 0.01482(6) Uani 1 2 d SU . . C11 C 0.75260(12) -0.00321(10) 0.65727(10) 0.0224(4) Uani 1 1 d U . . C12 C 0.71905(12) -0.07976(10) 0.63312(10) 0.0218(4) Uani 1 1 d U . . H12A H 0.7455 -0.1058 0.5871 0.026 Uiso 1 1 calc R . . C13 C 0.64662(12) -0.11808(10) 0.67670(10) 0.0218(4) Uani 1 1 d U . . C14 C 0.60947(12) -0.07972(10) 0.74457(10) 0.0206(4) Uani 1 1 d U . . H14A H 0.5637 -0.1075 0.7767 0.025 Uiso 1 1 calc R . . C15 C 0.63842(12) -0.00159(10) 0.76579(10) 0.0215(4) Uani 1 1 d U . . C16 C 0.71062(12) 0.03695(10) 0.72173(10) 0.0222(4) Uani 1 1 d U . . H16A H 0.7309 0.0906 0.7359 0.027 Uiso 1 1 calc R . . C17 C 0.83818(11) 0.03560(10) 0.61566(10) 0.0207(4) Uani 1 1 d U . . C18 C 0.60771(12) -0.20039(10) 0.65169(10) 0.0209(4) Uani 1 1 d U . . C19 C 0.59061(11) 0.03946(9) 0.83615(9) 0.0185(3) Uani 1 1 d U . . O11 O 0.87360(9) 0.09738(8) 0.65006(8) 0.0289(3) Uani 1 1 d U . . O12 O 0.86694(8) 0.00046(7) 0.55263(7) 0.0229(3) Uani 1 1 d U . . O13 O 0.63326(9) -0.23145(8) 0.58595(8) 0.0296(3) Uani 1 1 d U . . O14 O 0.54746(9) -0.23516(7) 0.69616(7) 0.0253(3) Uani 1 1 d U . . O15 O 0.56128(9) -0.00731(7) 0.88931(7) 0.0222(3) Uani 1 1 d U . . O16 O 0.58225(9) 0.11670(7) 0.83378(8) 0.0274(3) Uani 1 1 d U . . N1 N 0.7380(2) -0.2149(2) 0.87543(19) 0.0909(7) Uani 1 1 d U . . N2 N 0.7998(2) -0.09296(19) 0.89038(18) 0.0865(7) Uani 1 1 d U . . C1 C 0.7380(3) -0.1463(2) 0.9162(2) 0.0848(7) Uani 1 1 d U . . H1A H 0.6967 -0.1363 0.9604 0.102 Uiso 1 1 calc R . . C2 C 0.8120(3) -0.2095(3) 0.8174(3) 0.0980(8) Uani 1 1 d U . . H2A H 0.8316 -0.2502 0.7801 0.118 Uiso 1 1 calc R . . C3 C 0.8483(3) -0.1337(3) 0.8271(3) 0.1014(7) Uani 1 1 d U . . H3A H 0.8988 -0.1109 0.7961 0.122 Uiso 1 1 calc R . . C4 C 0.6804(4) -0.2933(3) 0.8842(3) 0.1376(12) Uani 1 1 d U . . H4A H 0.6330 -0.2865 0.9270 0.206 Uiso 1 1 calc R . . H4B H 0.7233 -0.3386 0.8978 0.206 Uiso 1 1 calc R . . H4C H 0.6478 -0.3053 0.8334 0.206 Uiso 1 1 calc R . . C5 C 0.8162(3) -0.0122(3) 0.9170(3) 0.1085(7) Uani 1 1 d U . . H5A H 0.7603 0.0090 0.9469 0.130 Uiso 1 1 calc R . . H5B H 0.8292 0.0246 0.8709 0.130 Uiso 1 1 calc R . . C6 C 0.9101(6) -0.0189(5) 0.9760(5) 0.2111(7) Uani 1 1 d U . . H6A H 0.8965 -0.0416 1.0301 0.253 Uiso 1 1 calc R . . H6B H 0.9660 -0.0459 0.9511 0.253 Uiso 1 1 calc R . . C7 C 0.9121(16) 0.0693(16) 0.9727(14) 0.5985(7) Uani 1 1 d U . . H7A H 0.9255 0.0945 1.0257 0.718 Uiso 1 1 calc R . . H7B H 0.8531 0.0927 0.9495 0.718 Uiso 1 1 calc R . . C8 C 1.0112(7) 0.0754(7) 0.9057(8) 0.3040(18) Uani 1 1 d U . . H8A H 1.0272 0.1330 0.8961 0.456 Uiso 1 1 calc R . . H8B H 0.9946 0.0492 0.8545 0.456 Uiso 1 1 calc R . . H8C H 1.0662 0.0474 0.9295 0.456 Uiso 1 1 calc R . . C21 C 1.08157(17) 0.19380(13) 0.39127(12) 0.0401(6) Uani 1 1 d U . . H21A H 1.1513 0.1980 0.3901 0.060 Uiso 1 1 calc R . . H21B H 1.0536 0.2426 0.3664 0.060 Uiso 1 1 calc R . . H21C H 1.0615 0.1450 0.3614 0.060 Uiso 1 1 calc R . . C22 C 1.04815(14) 0.18729(11) 0.47714(11) 0.0275(4) Uani 1 1 d U . . O1 O 1.06753(10) 0.24182(8) 0.52760(8) 0.0344(3) Uani 1 1 d U . . O2 O 0.99580(9) 0.12877(7) 0.49856(7) 0.0232(3) Uani 1 1 d U . . 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 Ni1 0.02064(9) 0.01617(9) 0.01966(9) -0.00132(8) -0.00051(8) 0.00003(8) Ni2 0.01743(11) 0.01525(12) 0.01177(11) -0.00107(10) 0.00047(10) -0.00119(10) C11 0.0224(6) 0.0209(6) 0.0239(6) -0.0010(6) 0.0052(6) -0.0043(6) C12 0.0212(6) 0.0244(7) 0.0199(6) -0.0027(6) 0.0062(5) -0.0020(6) C13 0.0235(6) 0.0187(6) 0.0231(7) -0.0019(6) 0.0032(6) -0.0030(5) C14 0.0192(6) 0.0208(6) 0.0219(6) 0.0007(6) 0.0040(5) -0.0029(5) C15 0.0247(6) 0.0198(6) 0.0201(6) -0.0012(5) 0.0004(6) -0.0021(6) C16 0.0246(7) 0.0202(6) 0.0217(6) -0.0021(6) 0.0010(6) -0.0053(6) C17 0.0197(6) 0.0204(6) 0.0220(6) 0.0000(6) 0.0080(6) -0.0007(5) C18 0.0238(6) 0.0190(6) 0.0200(6) -0.0017(5) 0.0052(6) 0.0007(5) C19 0.0204(6) 0.0177(6) 0.0175(6) -0.0014(5) 0.0019(5) -0.0025(5) O11 0.0305(6) 0.0247(5) 0.0316(6) -0.0080(5) 0.0084(5) -0.0073(5) O12 0.0189(5) 0.0283(5) 0.0215(5) -0.0043(4) 0.0032(4) -0.0036(4) O13 0.0343(6) 0.0262(5) 0.0282(5) -0.0084(5) 0.0063(5) -0.0063(5) O14 0.0287(5) 0.0195(5) 0.0276(5) -0.0050(4) 0.0048(5) -0.0080(4) O15 0.0295(5) 0.0231(5) 0.0140(4) 0.0003(4) 0.0067(4) 0.0034(4) O16 0.0324(6) 0.0207(5) 0.0290(5) -0.0005(5) 0.0104(5) 0.0011(5) N1 0.0919(12) 0.0940(12) 0.0868(11) 0.0026(10) 0.0034(10) 0.0062(10) N2 0.0794(11) 0.0909(12) 0.0893(12) 0.0040(10) -0.0005(10) 0.0088(10) C1 0.0857(12) 0.0832(12) 0.0856(12) 0.0012(10) 0.0041(10) 0.0021(10) C2 0.0976(13) 0.1007(13) 0.0956(13) 0.0042(11) 0.0028(11) 0.0072(11) C3 0.0995(11) 0.1047(11) 0.1000(11) 0.0014(9) -0.0001(9) 0.0049(9) C4 0.140(2) 0.135(2) 0.138(2) 0.0015(17) 0.0128(17) 0.0007(17) C5 0.1066(11) 0.1121(11) 0.1068(11) -0.0006(9) -0.0030(9) -0.0033(9) C6 0.2109(12) 0.2118(12) 0.2106(12) 0.0006(10) -0.0010(10) 0.0010(10) C7 0.5985(12) 0.5983(12) 0.5987(12) -0.0001(10) 0.0005(10) -0.0003(10) C8 0.303(3) 0.304(3) 0.305(3) -0.004(2) 0.003(2) 0.003(2) C21 0.0472(10) 0.0379(10) 0.0353(9) 0.0076(8) 0.0131(9) 0.0006(9) C22 0.0294(7) 0.0269(7) 0.0261(7) 0.0015(6) -0.0001(6) 0.0055(6) O1 0.0391(6) 0.0306(6) 0.0336(6) 0.0012(5) 0.0010(5) -0.0072(5) O2 0.0303(5) 0.0172(5) 0.0219(5) -0.0023(4) 0.0039(5) 0.0016(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O11 2.0061(13) . ? Ni1 O16 2.0223(13) 6_657 ? Ni1 O2 2.0377(12) . ? Ni1 O14 2.0575(12) 8_765 ? Ni1 O13 2.1724(13) 8_765 ? Ni1 O1 2.1922(14) . ? Ni1 C18 2.4227(17) 8_765 ? Ni1 C22 2.4598(19) . ? Ni2 O15 2.0338(11) 2_654 ? Ni2 O15 2.0338(12) 6_657 ? Ni2 O12 2.0591(12) . ? Ni2 O12 2.0591(12) 5_756 ? Ni2 O2 2.1041(12) . ? Ni2 O2 2.1041(12) 5_756 ? C11 C16 1.387(2) . ? C11 C12 1.395(2) . ? C11 C17 1.522(2) . ? C12 C13 1.395(2) . ? C12 H12A 0.9500 . ? C13 C14 1.391(2) . ? C13 C18 1.509(2) . ? C14 C15 1.385(2) . ? C14 H14A 0.9500 . ? C15 C16 1.399(2) . ? C15 C19 1.505(2) . ? C16 H16A 0.9500 . ? C17 O12 1.261(2) . ? C17 O11 1.261(2) . ? C18 O13 1.257(2) . ? C18 O14 1.258(2) . ? C18 Ni1 2.4227(17) 8_755 ? C19 O15 1.2381(19) . ? C19 O16 1.268(2) . ? O13 Ni1 2.1724(13) 8_755 ? O14 Ni1 2.0575(12) 8_755 ? O15 Ni2 2.0338(12) 2_655 ? O16 Ni1 2.0223(13) 6_557 ? N1 C1 1.309(5) . ? N1 C2 1.418(5) . ? N1 C4 1.520(6) . ? N2 C1 1.301(5) . ? N2 C5 1.410(5) . ? N2 C3 1.418(5) . ? C1 H1A 0.9500 . ? C2 C3 1.349(6) . ? C2 H2A 0.9500 . ? C3 H3A 0.9500 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.646(10) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.44(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.78(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C21 C22 1.506(3) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 O1 1.253(2) . ? C22 O2 1.256(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Ni1 O16 94.24(5) . 6_657 ? O11 Ni1 O2 99.56(5) . . ? O16 Ni1 O2 97.18(5) 6_657 . ? O11 Ni1 O14 97.18(5) . 8_765 ? O16 Ni1 O14 97.45(5) 6_657 8_765 ? O2 Ni1 O14 156.81(5) . 8_765 ? O11 Ni1 O13 91.42(5) . 8_765 ? O16 Ni1 O13 159.59(5) 6_657 8_765 ? O2 Ni1 O13 101.19(5) . 8_765 ? O14 Ni1 O13 62.35(5) 8_765 8_765 ? O11 Ni1 O1 159.87(5) . . ? O16 Ni1 O1 94.08(5) 6_657 . ? O2 Ni1 O1 61.18(5) . . ? O14 Ni1 O1 99.87(5) 8_765 . ? O13 Ni1 O1 87.10(5) 8_765 . ? O11 Ni1 C18 96.40(5) . 8_765 ? O16 Ni1 C18 128.53(5) 6_657 8_765 ? O2 Ni1 C18 129.98(5) . 8_765 ? O14 Ni1 C18 31.27(5) 8_765 8_765 ? O13 Ni1 C18 31.14(5) 8_765 8_765 ? O1 Ni1 C18 92.67(5) . 8_765 ? O11 Ni1 C22 129.83(6) . . ? O16 Ni1 C22 97.48(6) 6_657 . ? O2 Ni1 C22 30.64(6) . . ? O14 Ni1 C22 128.98(6) 8_765 . ? O13 Ni1 C22 93.86(6) 8_765 . ? O1 Ni1 C22 30.57(6) . . ? C18 Ni1 C22 112.85(6) 8_765 . ? O15 Ni2 O15 180.0 2_654 6_657 ? O15 Ni2 O12 90.12(5) 2_654 . ? O15 Ni2 O12 89.88(5) 6_657 . ? O15 Ni2 O12 89.88(5) 2_654 5_756 ? O15 Ni2 O12 90.12(5) 6_657 5_756 ? O12 Ni2 O12 180.0 . 5_756 ? O15 Ni2 O2 85.37(5) 2_654 . ? O15 Ni2 O2 94.63(5) 6_657 . ? O12 Ni2 O2 88.62(5) . . ? O12 Ni2 O2 91.38(5) 5_756 . ? O15 Ni2 O2 94.63(5) 2_654 5_756 ? O15 Ni2 O2 85.37(5) 6_657 5_756 ? O12 Ni2 O2 91.38(5) . 5_756 ? O12 Ni2 O2 88.62(5) 5_756 5_756 ? O2 Ni2 O2 180.0 . 5_756 ? C16 C11 C12 120.22(15) . . ? C16 C11 C17 119.20(15) . . ? C12 C11 C17 120.52(15) . . ? C11 C12 C13 119.86(15) . . ? C11 C12 H12A 120.1 . . ? C13 C12 H12A 120.1 . . ? C14 C13 C12 119.41(15) . . ? C14 C13 C18 119.30(15) . . ? C12 C13 C18 121.29(15) . . ? C15 C14 C13 120.79(15) . . ? C15 C14 H14A 119.6 . . ? C13 C14 H14A 119.6 . . ? C14 C15 C16 119.56(15) . . ? C14 C15 C19 118.56(15) . . ? C16 C15 C19 121.88(14) . . ? C11 C16 C15 119.89(15) . . ? C11 C16 H16A 120.1 . . ? C15 C16 H16A 120.1 . . ? O12 C17 O11 127.96(15) . . ? O12 C17 C11 116.08(14) . . ? O11 C17 C11 115.91(14) . . ? O13 C18 O14 121.33(15) . . ? O13 C18 C13 119.75(15) . . ? O14 C18 C13 118.87(14) . . ? O13 C18 Ni1 63.37(9) . 8_755 ? O14 C18 Ni1 58.12(8) . 8_755 ? C13 C18 Ni1 172.98(12) . 8_755 ? O15 C19 O16 127.26(15) . . ? O15 C19 C15 115.30(14) . . ? O16 C19 C15 117.41(14) . . ? C17 O11 Ni1 129.49(11) . . ? C17 O12 Ni2 130.10(11) . . ? C18 O13 Ni1 85.49(10) . 8_755 ? C18 O14 Ni1 90.61(10) . 8_755 ? C19 O15 Ni2 138.55(11) . 2_655 ? C19 O16 Ni1 121.90(11) . 6_557 ? C1 N1 C2 107.4(3) . . ? C1 N1 C4 132.2(4) . . ? C2 N1 C4 120.3(3) . . ? C1 N2 C5 129.1(3) . . ? C1 N2 C3 104.5(3) . . ? C5 N2 C3 126.4(3) . . ? N2 C1 N1 113.7(3) . . ? N2 C1 H1A 123.1 . . ? N1 C1 H1A 123.1 . . ? C3 C2 N1 104.6(4) . . ? C3 C2 H2A 127.7 . . ? N1 C2 H2A 127.7 . . ? C2 C3 N2 109.7(4) . . ? C2 C3 H3A 125.1 . . ? N2 C3 H3A 125.1 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 104.7(4) . . ? N2 C5 H5A 110.8 . . ? C6 C5 H5A 110.8 . . ? N2 C5 H5B 110.8 . . ? C6 C5 H5B 110.8 . . ? H5A C5 H5B 108.9 . . ? C7 C6 C5 85.7(10) . . ? C7 C6 H6A 114.4 . . ? C5 C6 H6A 114.4 . . ? C7 C6 H6B 114.4 . . ? C5 C6 H6B 114.4 . . ? H6A C6 H6B 111.5 . . ? C6 C7 C8 95.5(14) . . ? C6 C7 H7A 112.6 . . ? C8 C7 H7A 112.6 . . ? C6 C7 H7B 112.6 . . ? C8 C7 H7B 112.6 . . ? H7A C7 H7B 110.1 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O1 C22 O2 118.52(17) . . ? O1 C22 C21 121.13(17) . . ? O2 C22 C21 120.25(17) . . ? O1 C22 Ni1 62.83(10) . . ? O2 C22 Ni1 55.77(9) . . ? C21 C22 Ni1 172.99(15) . . ? C22 O1 Ni1 86.60(11) . . ? C22 O2 Ni1 93.59(11) . . ? C22 O2 Ni2 138.36(12) . . ? Ni1 O2 Ni2 111.63(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C16 C11 C12 C13 -3.6(3) . . . . ? C17 C11 C12 C13 173.80(15) . . . . ? C11 C12 C13 C14 -0.8(2) . . . . ? C11 C12 C13 C18 179.20(15) . . . . ? C12 C13 C14 C15 4.9(2) . . . . ? C18 C13 C14 C15 -175.15(15) . . . . ? C13 C14 C15 C16 -4.5(3) . . . . ? C13 C14 C15 C19 175.48(15) . . . . ? C12 C11 C16 C15 4.0(3) . . . . ? C17 C11 C16 C15 -173.43(15) . . . . ? C14 C15 C16 C11 0.0(3) . . . . ? C19 C15 C16 C11 -179.93(15) . . . . ? C16 C11 C17 O12 -173.01(15) . . . . ? C12 C11 C17 O12 9.6(2) . . . . ? C16 C11 C17 O11 9.3(2) . . . . ? C12 C11 C17 O11 -168.08(16) . . . . ? C14 C13 C18 O13 172.35(16) . . . . ? C12 C13 C18 O13 -7.7(2) . . . . ? C14 C13 C18 O14 -5.2(2) . . . . ? C12 C13 C18 O14 174.83(16) . . . . ? C14 C13 C18 Ni1 57.7(10) . . . 8_755 ? C12 C13 C18 Ni1 -122.4(9) . . . 8_755 ? C14 C15 C19 O15 29.9(2) . . . . ? C16 C15 C19 O15 -150.14(16) . . . . ? C14 C15 C19 O16 -148.12(16) . . . . ? C16 C15 C19 O16 31.8(2) . . . . ? O12 C17 O11 Ni1 11.6(3) . . . . ? C11 C17 O11 Ni1 -171.11(11) . . . . ? O16 Ni1 O11 C17 -95.64(15) 6_657 . . . ? O2 Ni1 O11 C17 2.38(15) . . . . ? O14 Ni1 O11 C17 166.28(14) 8_765 . . . ? O13 Ni1 O11 C17 103.98(15) 8_765 . . . ? O1 Ni1 O11 C17 18.5(2) . . . . ? C18 Ni1 O11 C17 134.80(14) 8_765 . . . ? C22 Ni1 O11 C17 7.75(18) . . . . ? O11 C17 O12 Ni2 22.6(3) . . . . ? C11 C17 O12 Ni2 -154.71(11) . . . . ? O15 Ni2 O12 C17 -140.33(14) 2_654 . . . ? O15 Ni2 O12 C17 39.67(14) 6_657 . . . ? O12 Ni2 O12 C17 113(100) 5_756 . . . ? O2 Ni2 O12 C17 -54.97(14) . . . . ? O2 Ni2 O12 C17 125.03(14) 5_756 . . . ? O14 C18 O13 Ni1 4.57(16) . . . 8_755 ? C13 C18 O13 Ni1 -172.87(14) . . . 8_755 ? O13 C18 O14 Ni1 -4.81(17) . . . 8_755 ? C13 C18 O14 Ni1 172.65(13) . . . 8_755 ? O16 C19 O15 Ni2 -6.9(3) . . . 2_655 ? C15 C19 O15 Ni2 175.29(11) . . . 2_655 ? O15 C19 O16 Ni1 -27.0(2) . . . 6_557 ? C15 C19 O16 Ni1 150.79(11) . . . 6_557 ? C5 N2 C1 N1 176.6(4) . . . . ? C3 N2 C1 N1 -2.6(4) . . . . ? C2 N1 C1 N2 3.3(5) . . . . ? C4 N1 C1 N2 179.0(4) . . . . ? C1 N1 C2 C3 -2.6(4) . . . . ? C4 N1 C2 C3 -178.9(4) . . . . ? N1 C2 C3 N2 1.1(5) . . . . ? C1 N2 C3 C2 0.7(5) . . . . ? C5 N2 C3 C2 -178.5(4) . . . . ? C1 N2 C5 C6 100.0(5) . . . . ? C3 N2 C5 C6 -81.0(5) . . . . ? N2 C5 C6 C7 168.4(10) . . . . ? C5 C6 C7 C8 -104.8(10) . . . . ? O11 Ni1 C22 O1 172.72(10) . . . . ? O16 Ni1 C22 O1 -85.36(11) 6_657 . . . ? O2 Ni1 C22 O1 -176.84(18) . . . . ? O14 Ni1 C22 O1 20.57(14) 8_765 . . . ? O13 Ni1 C22 O1 77.63(11) 8_765 . . . ? C18 Ni1 C22 O1 52.12(12) 8_765 . . . ? O11 Ni1 C22 O2 -10.44(14) . . . . ? O16 Ni1 C22 O2 91.48(11) 6_657 . . . ? O14 Ni1 C22 O2 -162.59(9) 8_765 . . . ? O13 Ni1 C22 O2 -105.52(11) 8_765 . . . ? O1 Ni1 C22 O2 176.84(18) . . . . ? C18 Ni1 C22 O2 -131.04(10) 8_765 . . . ? O11 Ni1 C22 C21 46.8(12) . . . . ? O16 Ni1 C22 C21 148.7(11) 6_657 . . . ? O2 Ni1 C22 C21 57.2(11) . . . . ? O14 Ni1 C22 C21 -105.3(11) 8_765 . . . ? O13 Ni1 C22 C21 -48.3(12) 8_765 . . . ? O1 Ni1 C22 C21 -125.9(12) . . . . ? C18 Ni1 C22 C21 -73.8(12) 8_765 . . . ? O2 C22 O1 Ni1 -2.97(17) . . . . ? C21 C22 O1 Ni1 173.37(17) . . . . ? O11 Ni1 O1 C22 -16.4(2) . . . . ? O16 Ni1 O1 C22 97.79(11) 6_657 . . . ? O2 Ni1 O1 C22 1.84(10) . . . . ? O14 Ni1 O1 C22 -163.91(11) 8_765 . . . ? O13 Ni1 O1 C22 -102.62(11) 8_765 . . . ? C18 Ni1 O1 C22 -133.27(11) 8_765 . . . ? O1 C22 O2 Ni1 3.20(18) . . . . ? C21 C22 O2 Ni1 -173.18(16) . . . . ? O1 C22 O2 Ni2 -125.60(17) . . . . ? C21 C22 O2 Ni2 58.0(3) . . . . ? Ni1 C22 O2 Ni2 -128.79(17) . . . . ? O11 Ni1 O2 C22 171.89(11) . . . . ? O16 Ni1 O2 C22 -92.55(11) 6_657 . . . ? O14 Ni1 O2 C22 36.22(18) 8_765 . . . ? O13 Ni1 O2 C22 78.51(11) 8_765 . . . ? O1 Ni1 O2 C22 -1.83(10) . . . . ? C18 Ni1 O2 C22 65.10(13) 8_765 . . . ? O11 Ni1 O2 Ni2 -41.97(7) . . . . ? O16 Ni1 O2 Ni2 53.59(6) 6_657 . . . ? O14 Ni1 O2 Ni2 -177.64(10) 8_765 . . . ? O13 Ni1 O2 Ni2 -135.34(6) 8_765 . . . ? O1 Ni1 O2 Ni2 144.31(8) . . . . ? C18 Ni1 O2 Ni2 -148.75(6) 8_765 . . . ? C22 Ni1 O2 Ni2 146.14(14) . . . . ? O15 Ni2 O2 C22 -90.50(18) 2_654 . . . ? O15 Ni2 O2 C22 89.50(18) 6_657 . . . ? O12 Ni2 O2 C22 179.27(18) . . . . ? O12 Ni2 O2 C22 -0.73(18) 5_756 . . . ? O2 Ni2 O2 C22 -133(100) 5_756 . . . ? O15 Ni2 O2 Ni1 146.31(6) 2_654 . . . ? O15 Ni2 O2 Ni1 -33.69(6) 6_657 . . . ? O12 Ni2 O2 Ni1 56.08(6) . . . . ? O12 Ni2 O2 Ni1 -123.92(6) 5_756 . . . ? O2 Ni2 O2 Ni1 103(100) 5_756 . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.460 _refine_diff_density_min -1.596 _refine_diff_density_rms 0.184 # Attachment 'A1.CIF' data_A1 _database_code_depnum_ccdc_archive 'CCDC 719778' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H34 N4 Ni3 O16' _chemical_formula_weight 930.78 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.0636(6) _cell_length_b 15.9152(7) _cell_length_c 16.5858(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3712.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8516 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 28.30 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.665 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1912 _exptl_absorpt_coefficient_mu 1.586 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8987 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25715 _diffrn_reflns_av_R_equivalents 0.0559 _diffrn_reflns_av_sigmaI/netI 0.0478 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 28.30 _reflns_number_total 4593 _reflns_number_gt 3226 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1018P)^2^+8.9915P] 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 constrained _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4593 _refine_ls_number_parameters 259 _refine_ls_number_restraints 384 _refine_ls_R_factor_all 0.0899 _refine_ls_R_factor_gt 0.0605 _refine_ls_wR_factor_ref 0.1905 _refine_ls_wR_factor_gt 0.1616 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.47904(3) 0.81749(2) 0.39336(2) 0.01682(9) Uani 1 1 d U . . Ni2 Ni 0.5000 1.0000 0.5000 0.01324(12) Uani 1 2 d SU . . C11 C 0.2570(2) 0.99550(18) 0.34118(18) 0.0194(6) Uani 1 1 d U . . C12 C 0.2210(2) 1.07275(19) 0.36604(19) 0.0200(7) Uani 1 1 d U . . H12A H 0.2459 1.0986 0.4131 0.024 Uiso 1 1 calc R . . C13 C 0.1490(2) 1.11270(19) 0.32273(19) 0.0204(7) Uani 1 1 d U . . C14 C 0.1138(2) 1.07383(18) 0.25408(19) 0.0198(6) Uani 1 1 d U . . H14A H 0.0682 1.1023 0.2218 0.024 Uiso 1 1 calc R . . C15 C 0.1440(2) 0.99350(18) 0.23144(18) 0.0180(6) Uani 1 1 d U . . C16 C 0.2160(2) 0.95491(19) 0.27540(19) 0.0198(6) Uani 1 1 d U . . H16A H 0.2374 0.9005 0.2604 0.024 Uiso 1 1 calc R . . C17 C 0.3434(2) 0.95928(18) 0.38255(18) 0.0181(6) Uani 1 1 d U . . C18 C 0.1073(2) 1.19382(19) 0.3497(2) 0.0227(7) Uani 1 1 d U . . C19 C 0.0962(2) 0.95317(18) 0.15954(18) 0.0168(6) Uani 1 1 d U . . O12 O 0.36893(14) 0.99442(13) 0.44679(13) 0.0192(5) Uani 1 1 d U . . O11 O 0.38201(15) 0.89734(14) 0.34818(14) 0.0233(5) Uani 1 1 d U . . O13 O 0.13047(17) 1.22470(14) 0.41659(14) 0.0275(5) Uani 1 1 d U . . O14 O 0.04497(16) 1.22877(13) 0.30538(13) 0.0230(5) Uani 1 1 d U . . O15 O 0.06409(15) 1.00261(13) 0.10890(12) 0.0195(5) Uani 1 1 d U . . O16 O 0.09141(15) 0.87368(13) 0.15982(13) 0.0227(5) Uani 1 1 d U . . C21 C 0.5815(3) 0.8024(2) 0.6145(2) 0.0331(9) Uani 1 1 d U . . H21A H 0.6494 0.7887 0.6165 0.050 Uiso 1 1 calc R . . H21B H 0.5452 0.7588 0.6425 0.050 Uiso 1 1 calc R . . H21C H 0.5706 0.8567 0.6407 0.050 Uiso 1 1 calc R . . C22 C 0.5499(2) 0.80715(19) 0.5281(2) 0.0222(7) Uani 1 1 d U . . O1 O 0.56826(17) 0.75021(14) 0.47981(14) 0.0282(6) Uani 1 1 d U . . O2 O 0.49763(14) 0.86860(14) 0.50511(13) 0.0184(5) Uani 1 1 d U . . N1 N -0.2332(5) 1.1534(5) 0.3907(4) 0.1178(16) Uani 1 1 d U . . N2 N -0.1662(6) 1.0310(5) 0.3927(4) 0.1235(17) Uani 1 1 d U . . C6 C -0.0726(15) 0.9149(14) 0.3881(13) 0.340(4) Uani 1 1 d U . . H6A H -0.0736 0.8591 0.4132 0.510 Uiso 1 1 calc R . . H6B H -0.0158 0.9454 0.4058 0.510 Uiso 1 1 calc R . . H6C H -0.0715 0.9088 0.3293 0.510 Uiso 1 1 calc R . . C5 C -0.1451(10) 0.9548(8) 0.4086(7) 0.172(2) Uani 1 1 d U . . H5A H -0.1474 0.9505 0.4681 0.207 Uiso 1 1 calc R . . H5B H -0.1994 0.9212 0.3884 0.207 Uiso 1 1 calc R . . C4 C -0.2870(6) 1.2323(6) 0.3968(5) 0.123(3) Uani 1 1 d U . . H4A H -0.3370 1.2262 0.4376 0.185 Uiso 1 1 calc R . . H4B H -0.3160 1.2453 0.3445 0.185 Uiso 1 1 calc R . . H4C H -0.2441 1.2779 0.4125 0.185 Uiso 1 1 calc R . . C1 C -0.2211(5) 1.0845(5) 0.4164(4) 0.0865(16) Uani 1 1 d U . . H1A H -0.2594 1.0693 0.4612 0.104 Uiso 1 1 calc R . . C2 C -0.1564(5) 1.1524(4) 0.3318(4) 0.0820(16) Uani 1 1 d U . . H2A H -0.1384 1.1974 0.2975 0.098 Uiso 1 1 calc R . . C3 C -0.1186(4) 1.0810(4) 0.3349(4) 0.0756(14) Uani 1 1 d U . . H3A H -0.0660 1.0632 0.3032 0.091 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 Ni1 0.01700(18) 0.01475(17) 0.01870(19) -0.00196(15) 0.00059(15) -0.00080(14) Ni2 0.0136(2) 0.0144(2) 0.0117(2) -0.00076(19) -0.00030(19) 0.00012(18) C11 0.0167(12) 0.0202(12) 0.0212(13) -0.0014(11) -0.0037(11) 0.0023(11) C12 0.0187(12) 0.0224(13) 0.0189(13) -0.0054(11) -0.0047(11) 0.0024(10) C13 0.0187(12) 0.0214(12) 0.0212(13) -0.0034(11) 0.0005(11) 0.0015(11) C14 0.0197(12) 0.0196(12) 0.0202(13) 0.0002(11) -0.0014(11) 0.0026(11) C15 0.0183(12) 0.0187(12) 0.0170(12) 0.0008(10) 0.0004(10) 0.0007(10) C16 0.0182(12) 0.0192(12) 0.0220(13) 0.0008(11) -0.0017(11) 0.0033(11) C17 0.0173(12) 0.0183(12) 0.0187(12) -0.0020(11) -0.0024(10) -0.0023(10) C18 0.0221(13) 0.0221(13) 0.0238(14) -0.0043(11) -0.0007(11) 0.0014(11) C19 0.0147(11) 0.0179(12) 0.0177(12) 0.0020(10) 0.0019(10) 0.0015(10) O12 0.0138(8) 0.0241(10) 0.0196(10) -0.0033(8) -0.0045(8) 0.0010(8) O11 0.0214(10) 0.0231(9) 0.0255(10) -0.0066(9) -0.0056(9) 0.0057(8) O13 0.0291(11) 0.0268(10) 0.0266(11) -0.0100(9) -0.0058(9) 0.0065(9) O14 0.0246(10) 0.0188(9) 0.0256(10) -0.0048(9) -0.0045(9) 0.0028(8) O15 0.0225(10) 0.0221(9) 0.0139(9) 0.0014(8) -0.0047(8) -0.0007(8) O16 0.0223(10) 0.0204(9) 0.0256(10) -0.0006(9) -0.0050(9) 0.0004(8) C21 0.0358(18) 0.0348(17) 0.0289(17) 0.0060(14) -0.0098(15) 0.0018(15) C22 0.0225(13) 0.0205(12) 0.0237(13) 0.0011(11) 0.0003(12) -0.0029(11) O1 0.0326(11) 0.0242(10) 0.0278(11) 0.0013(9) 0.0002(10) 0.0058(9) O2 0.0219(9) 0.0141(9) 0.0193(10) 0.0007(8) -0.0035(8) -0.0013(8) N1 0.113(2) 0.124(2) 0.117(2) -0.0134(19) -0.0071(19) -0.0068(19) N2 0.124(2) 0.125(2) 0.121(3) 0.0013(19) -0.0179(19) -0.0111(19) C6 0.340(6) 0.338(6) 0.342(6) 0.005(4) 0.004(4) 0.001(4) C5 0.172(3) 0.172(3) 0.173(3) 0.000(2) -0.004(2) -0.002(2) C4 0.110(4) 0.136(4) 0.124(4) -0.017(3) -0.008(3) -0.012(3) C1 0.086(3) 0.099(3) 0.074(2) -0.009(2) -0.016(2) -0.014(2) C2 0.073(2) 0.097(3) 0.076(2) -0.010(2) 0.007(2) -0.014(2) C3 0.070(2) 0.084(2) 0.072(2) 0.0076(18) 0.0029(17) -0.0200(17) _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 Ni1 O11 2.010(2) . ? Ni1 O16 2.019(2) 6_656 ? Ni1 O2 2.041(2) . ? Ni1 O14 2.058(2) 8_655 ? Ni1 O13 2.168(2) 8_655 ? Ni1 O1 2.186(2) . ? Ni1 C18 2.423(3) 8_655 ? Ni1 C22 2.452(3) . ? Ni2 O15 2.019(2) 6_656 ? Ni2 O15 2.019(2) 2_575 ? Ni2 O12 2.046(2) . ? Ni2 O12 2.046(2) 5_676 ? Ni2 O2 2.093(2) 5_676 ? Ni2 O2 2.093(2) . ? C11 C12 1.392(4) . ? C11 C16 1.393(4) . ? C11 C17 1.511(4) . ? C12 C13 1.395(4) . ? C12 H12A 0.9500 . ? C13 C14 1.387(4) . ? C13 C18 1.487(4) . ? C14 C15 1.399(4) . ? C14 H14A 0.9500 . ? C15 C16 1.391(4) . ? C15 C19 1.512(4) . ? C16 H16A 0.9500 . ? C17 O12 1.256(4) . ? C17 O11 1.261(4) . ? C18 O13 1.256(4) . ? C18 O14 1.273(4) . ? C18 Ni1 2.423(3) 8_665 ? C19 O15 1.236(3) . ? C19 O16 1.267(4) . ? O13 Ni1 2.168(2) 8_665 ? O14 Ni1 2.058(2) 8_665 ? O15 Ni2 2.019(2) 2_574 ? O16 Ni1 2.019(2) 6_556 ? C21 C22 1.502(5) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 O1 1.237(4) . ? C22 O2 1.281(4) . ? N1 C1 1.188(10) . ? N1 C2 1.455(9) . ? N1 C4 1.470(11) . ? N2 C1 1.214(10) . ? N2 C5 1.277(14) . ? N2 C3 1.415(9) . ? C6 C5 1.25(2) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C1 C3 1.978(10) . ? C1 C2 1.990(10) . ? C1 H1A 0.9500 . ? C2 C3 1.256(9) . ? C2 H2A 0.9500 . ? C3 H3A 0.9500 . ? 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 O11 Ni1 O16 95.08(9) . 6_656 ? O11 Ni1 O2 100.00(9) . . ? O16 Ni1 O2 96.89(9) 6_656 . ? O11 Ni1 O14 93.32(9) . 8_655 ? O16 Ni1 O14 97.03(9) 6_656 8_655 ? O2 Ni1 O14 159.76(9) . 8_655 ? O11 Ni1 O13 90.84(9) . 8_655 ? O16 Ni1 O13 159.29(9) 6_656 8_655 ? O2 Ni1 O13 101.60(9) . 8_655 ? O14 Ni1 O13 62.76(9) 8_655 8_655 ? O11 Ni1 O1 160.78(9) . . ? O16 Ni1 O1 93.11(9) 6_656 . ? O2 Ni1 O1 61.70(9) . . ? O14 Ni1 O1 102.90(9) 8_655 . ? O13 Ni1 O1 87.56(9) 8_655 . ? O11 Ni1 C18 93.55(10) . 8_655 ? O16 Ni1 C18 128.44(10) 6_656 8_655 ? O2 Ni1 C18 131.23(10) . 8_655 ? O14 Ni1 C18 31.69(10) 8_655 8_655 ? O13 Ni1 C18 31.11(10) 8_655 8_655 ? O1 Ni1 C18 94.92(10) . 8_655 ? O11 Ni1 C22 131.16(10) . . ? O16 Ni1 C22 96.31(10) 6_656 . ? O2 Ni1 C22 31.48(10) . . ? O14 Ni1 C22 131.81(10) 8_655 . ? O13 Ni1 C22 94.65(10) 8_655 . ? O1 Ni1 C22 30.24(10) . . ? C18 Ni1 C22 114.91(11) 8_655 . ? O15 Ni2 O15 180.000(1) 6_656 2_575 ? O15 Ni2 O12 90.98(9) 6_656 . ? O15 Ni2 O12 89.02(9) 2_575 . ? O15 Ni2 O12 89.02(9) 6_656 5_676 ? O15 Ni2 O12 90.98(9) 2_575 5_676 ? O12 Ni2 O12 180.0 . 5_676 ? O15 Ni2 O2 86.34(8) 6_656 5_676 ? O15 Ni2 O2 93.66(8) 2_575 5_676 ? O12 Ni2 O2 92.31(8) . 5_676 ? O12 Ni2 O2 87.69(8) 5_676 5_676 ? O15 Ni2 O2 93.66(8) 6_656 . ? O15 Ni2 O2 86.34(8) 2_575 . ? O12 Ni2 O2 87.69(8) . . ? O12 Ni2 O2 92.31(8) 5_676 . ? O2 Ni2 O2 180.00(12) 5_676 . ? C12 C11 C16 119.5(3) . . ? C12 C11 C17 119.7(3) . . ? C16 C11 C17 120.8(3) . . ? C11 C12 C13 120.9(3) . . ? C11 C12 H12A 119.5 . . ? C13 C12 H12A 119.5 . . ? C14 C13 C12 118.6(3) . . ? C14 C13 C18 119.6(3) . . ? C12 C13 C18 121.8(3) . . ? C13 C14 C15 121.3(3) . . ? C13 C14 H14A 119.4 . . ? C15 C14 H14A 119.4 . . ? C16 C15 C14 119.0(3) . . ? C16 C15 C19 123.3(3) . . ? C14 C15 C19 117.7(3) . . ? C15 C16 C11 120.5(3) . . ? C15 C16 H16A 119.8 . . ? C11 C16 H16A 119.8 . . ? O12 C17 O11 127.5(3) . . ? O12 C17 C11 116.5(3) . . ? O11 C17 C11 116.0(3) . . ? O13 C18 O14 121.2(3) . . ? O13 C18 C13 120.3(3) . . ? O14 C18 C13 118.5(3) . . ? O13 C18 Ni1 63.15(16) . 8_665 ? O14 C18 Ni1 58.14(15) . 8_665 ? C13 C18 Ni1 173.0(2) . 8_665 ? O15 C19 O16 128.2(3) . . ? O15 C19 C15 115.3(3) . . ? O16 C19 C15 116.4(3) . . ? C17 O12 Ni2 130.00(19) . . ? C17 O11 Ni1 128.1(2) . . ? C18 O13 Ni1 85.74(19) . 8_665 ? C18 O14 Ni1 90.17(18) . 8_665 ? C19 O15 Ni2 139.3(2) . 2_574 ? C19 O16 Ni1 118.85(19) . 6_556 ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O1 C22 O2 119.1(3) . . ? O1 C22 C21 121.3(3) . . ? O2 C22 C21 119.5(3) . . ? O1 C22 Ni1 62.86(17) . . ? O2 C22 Ni1 56.26(16) . . ? C21 C22 Ni1 173.2(3) . . ? C22 O1 Ni1 86.90(19) . . ? C22 O2 Ni1 92.26(19) . . ? C22 O2 Ni2 139.9(2) . . ? Ni1 O2 Ni2 111.31(10) . . ? C1 N1 C2 97.1(7) . . ? C1 N1 C4 146.8(8) . . ? C2 N1 C4 116.0(7) . . ? C1 N2 C5 138.4(10) . . ? C1 N2 C3 97.2(7) . . ? C5 N2 C3 124.3(9) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C6 C5 N2 128.1(16) . . ? C6 C5 H5A 105.3 . . ? N2 C5 H5A 105.3 . . ? C6 C5 H5B 105.3 . . ? N2 C5 H5B 105.3 . . ? H5A C5 H5B 106.0 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C1 N2 128.4(8) . . ? N1 C1 C3 83.4(6) . . ? N2 C1 C3 45.2(5) . . ? N1 C1 C2 46.5(5) . . ? N2 C1 C2 82.1(6) . . ? C3 C1 C2 36.9(3) . . ? N1 C1 H1A 115.8 . . ? N2 C1 H1A 115.8 . . ? C3 C1 H1A 160.3 . . ? C2 C1 H1A 161.7 . . ? C3 C2 N1 107.3(6) . . ? C3 C2 C1 71.0(5) . . ? N1 C2 C1 36.3(4) . . ? C3 C2 H2A 126.3 . . ? N1 C2 H2A 126.3 . . ? C1 C2 H2A 162.6 . . ? C2 C3 N2 109.5(7) . . ? C2 C3 C1 72.1(5) . . ? N2 C3 C1 37.5(4) . . ? C2 C3 H3A 125.2 . . ? N2 C3 H3A 125.2 . . ? C1 C3 H3A 162.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C16 C11 C12 C13 -4.4(5) . . . . ? C17 C11 C12 C13 171.9(3) . . . . ? C11 C12 C13 C14 -0.1(5) . . . . ? C11 C12 C13 C18 177.9(3) . . . . ? C12 C13 C14 C15 4.8(5) . . . . ? C18 C13 C14 C15 -173.2(3) . . . . ? C13 C14 C15 C16 -5.0(5) . . . . ? C13 C14 C15 C19 175.3(3) . . . . ? C14 C15 C16 C11 0.4(5) . . . . ? C19 C15 C16 C11 -179.9(3) . . . . ? C12 C11 C16 C15 4.2(5) . . . . ? C17 C11 C16 C15 -172.0(3) . . . . ? C12 C11 C17 O12 11.8(4) . . . . ? C16 C11 C17 O12 -171.9(3) . . . . ? C12 C11 C17 O11 -167.8(3) . . . . ? C16 C11 C17 O11 8.4(4) . . . . ? C14 C13 C18 O13 171.6(3) . . . . ? C12 C13 C18 O13 -6.4(5) . . . . ? C14 C13 C18 O14 -5.3(5) . . . . ? C12 C13 C18 O14 176.8(3) . . . . ? C14 C13 C18 Ni1 54(2) . . . 8_665 ? C12 C13 C18 Ni1 -124.1(19) . . . 8_665 ? C16 C15 C19 O15 -152.2(3) . . . . ? C14 C15 C19 O15 27.6(4) . . . . ? C16 C15 C19 O16 29.9(4) . . . . ? C14 C15 C19 O16 -150.3(3) . . . . ? O11 C17 O12 Ni2 25.2(5) . . . . ? C11 C17 O12 Ni2 -154.4(2) . . . . ? O15 Ni2 O12 C17 34.2(3) 6_656 . . . ? O15 Ni2 O12 C17 -145.8(3) 2_575 . . . ? O12 Ni2 O12 C17 -18(100) 5_676 . . . ? O2 Ni2 O12 C17 120.6(3) 5_676 . . . ? O2 Ni2 O12 C17 -59.4(3) . . . . ? O12 C17 O11 Ni1 14.2(5) . . . . ? C11 C17 O11 Ni1 -166.17(19) . . . . ? O16 Ni1 O11 C17 -99.8(3) 6_656 . . . ? O2 Ni1 O11 C17 -1.9(3) . . . . ? O14 Ni1 O11 C17 162.8(3) 8_655 . . . ? O13 Ni1 O11 C17 100.1(3) 8_655 . . . ? O1 Ni1 O11 C17 15.1(4) . . . . ? C18 Ni1 O11 C17 131.1(3) 8_655 . . . ? C22 Ni1 O11 C17 3.2(3) . . . . ? O14 C18 O13 Ni1 3.7(3) . . . 8_665 ? C13 C18 O13 Ni1 -173.1(3) . . . 8_665 ? O13 C18 O14 Ni1 -3.8(3) . . . 8_665 ? C13 C18 O14 Ni1 173.0(3) . . . 8_665 ? O16 C19 O15 Ni2 -6.3(5) . . . 2_574 ? C15 C19 O15 Ni2 176.2(2) . . . 2_574 ? O15 C19 O16 Ni1 -29.4(4) . . . 6_556 ? C15 C19 O16 Ni1 148.1(2) . . . 6_556 ? O11 Ni1 C22 O1 172.25(17) . . . . ? O16 Ni1 C22 O1 -85.35(19) 6_656 . . . ? O2 Ni1 C22 O1 -178.3(3) . . . . ? O14 Ni1 C22 O1 20.0(2) 8_655 . . . ? O13 Ni1 C22 O1 77.05(19) 8_655 . . . ? C18 Ni1 C22 O1 52.5(2) 8_655 . . . ? O11 Ni1 C22 O2 -9.5(2) . . . . ? O16 Ni1 C22 O2 92.91(18) 6_656 . . . ? O14 Ni1 C22 O2 -161.78(16) 8_655 . . . ? O13 Ni1 C22 O2 -104.70(18) 8_655 . . . ? O1 Ni1 C22 O2 178.3(3) . . . . ? C18 Ni1 C22 O2 -129.28(18) 8_655 . . . ? O11 Ni1 C22 C21 44(2) . . . . ? O16 Ni1 C22 C21 146(2) 6_656 . . . ? O2 Ni1 C22 C21 53(2) . . . . ? O14 Ni1 C22 C21 -109(2) 8_655 . . . ? O13 Ni1 C22 C21 -52(2) 8_655 . . . ? O1 Ni1 C22 C21 -129(2) . . . . ? C18 Ni1 C22 C21 -76(2) 8_655 . . . ? O2 C22 O1 Ni1 -1.7(3) . . . . ? C21 C22 O1 Ni1 173.8(3) . . . . ? O11 Ni1 O1 C22 -18.0(4) . . . . ? O16 Ni1 O1 C22 97.19(19) 6_656 . . . ? O2 Ni1 O1 C22 1.04(18) . . . . ? O14 Ni1 O1 C22 -164.86(19) 8_655 . . . ? O13 Ni1 O1 C22 -103.53(19) 8_655 . . . ? C18 Ni1 O1 C22 -133.8(2) 8_655 . . . ? O1 C22 O2 Ni1 1.8(3) . . . . ? C21 C22 O2 Ni1 -173.7(3) . . . . ? O1 C22 O2 Ni2 -126.0(3) . . . . ? C21 C22 O2 Ni2 58.5(5) . . . . ? Ni1 C22 O2 Ni2 -127.8(3) . . . . ? O11 Ni1 O2 C22 172.75(18) . . . . ? O16 Ni1 O2 C22 -90.83(19) 6_656 . . . ? O14 Ni1 O2 C22 42.3(3) 8_655 . . . ? O13 Ni1 O2 C22 79.80(19) 8_655 . . . ? O1 Ni1 O2 C22 -1.00(17) . . . . ? C18 Ni1 O2 C22 69.0(2) 8_655 . . . ? O11 Ni1 O2 Ni2 -40.35(11) . . . . ? O16 Ni1 O2 Ni2 56.07(11) 6_656 . . . ? O14 Ni1 O2 Ni2 -170.8(2) 8_655 . . . ? O13 Ni1 O2 Ni2 -133.30(10) 8_655 . . . ? O1 Ni1 O2 Ni2 145.90(13) . . . . ? C18 Ni1 O2 Ni2 -144.12(11) 8_655 . . . ? C22 Ni1 O2 Ni2 146.9(2) . . . . ? O15 Ni2 O2 C22 87.9(3) 6_656 . . . ? O15 Ni2 O2 C22 -92.1(3) 2_575 . . . ? O12 Ni2 O2 C22 178.8(3) . . . . ? O12 Ni2 O2 C22 -1.2(3) 5_676 . . . ? O2 Ni2 O2 C22 24(100) 5_676 . . . ? O15 Ni2 O2 Ni1 -34.06(11) 6_656 . . . ? O15 Ni2 O2 Ni1 145.94(11) 2_575 . . . ? O12 Ni2 O2 Ni1 56.78(10) . . . . ? O12 Ni2 O2 Ni1 -123.22(10) 5_676 . . . ? O2 Ni2 O2 Ni1 -98(100) 5_676 . . . ? C1 N2 C5 C6 -164.0(17) . . . . ? C3 N2 C5 C6 13(2) . . . . ? C2 N1 C1 N2 -5.8(11) . . . . ? C4 N1 C1 N2 177.9(11) . . . . ? C2 N1 C1 C3 -1.3(5) . . . . ? C4 N1 C1 C3 -177.7(13) . . . . ? C4 N1 C1 C2 -176.3(17) . . . . ? C5 N2 C1 N1 -176.4(12) . . . . ? C3 N2 C1 N1 6.2(11) . . . . ? C5 N2 C1 C3 177.3(17) . . . . ? C5 N2 C1 C2 179.3(14) . . . . ? C3 N2 C1 C2 2.0(5) . . . . ? C1 N1 C2 C3 2.2(8) . . . . ? C4 N1 C2 C3 179.9(7) . . . . ? C4 N1 C2 C1 177.8(10) . . . . ? N1 C1 C2 C3 -177.8(8) . . . . ? N2 C1 C2 C3 -2.4(6) . . . . ? N2 C1 C2 N1 175.5(9) . . . . ? C3 C1 C2 N1 177.8(8) . . . . ? N1 C2 C3 N2 0.8(8) . . . . ? C1 C2 C3 N2 2.1(5) . . . . ? N1 C2 C3 C1 -1.3(5) . . . . ? C1 N2 C3 C2 -3.3(8) . . . . ? C5 N2 C3 C2 178.8(10) . . . . ? C5 N2 C3 C1 -177.9(13) . . . . ? N1 C1 C3 C2 1.6(6) . . . . ? N2 C1 C3 C2 176.7(8) . . . . ? N1 C1 C3 N2 -175.1(9) . . . . ? C2 C1 C3 N2 -176.7(8) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.759 _refine_diff_density_min -1.127 _refine_diff_density_rms 0.161 # Attachment 'A2.CIF' data_A2 _database_code_depnum_ccdc_archive 'CCDC 719779' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H38 N4 Ni3 O16' _chemical_formula_weight 958.83 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.1349(5) _cell_length_b 16.2961(5) _cell_length_c 16.5240(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3806.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9272 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 28.28 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.665 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1976 _exptl_absorpt_coefficient_mu 1.542 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.4788 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26404 _diffrn_reflns_av_R_equivalents 0.0596 _diffrn_reflns_av_sigmaI/netI 0.0477 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 28.29 _reflns_number_total 4672 _reflns_number_gt 3419 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0595P)^2^+2.3899P] 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 4672 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0653 _refine_ls_R_factor_gt 0.0365 _refine_ls_wR_factor_ref 0.1172 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 Ni1 Ni -0.027279(18) 0.672634(15) 0.113979(15) 0.01285(6) Uani 1 1 d . . . Ni2 Ni 0.0000 0.5000 0.0000 0.00956(8) Uani 1 2 d S . . C11 C 0.13894(14) 0.49671(11) 0.23520(11) 0.0130(4) Uani 1 1 d . . . C12 C 0.11333(13) 0.41695(12) 0.25374(11) 0.0132(4) Uani 1 1 d . . . H12A H 0.0700 0.3886 0.2198 0.016 Uiso 1 1 calc R . . C13 C 0.15028(14) 0.37775(12) 0.32145(11) 0.0151(4) Uani 1 1 d . . . C14 C 0.22011(14) 0.41706(12) 0.36651(12) 0.0150(4) Uani 1 1 d . . . H14A H 0.2458 0.3908 0.4129 0.018 Uiso 1 1 calc R . . C15 C 0.25244(13) 0.49409(12) 0.34428(11) 0.0133(4) Uani 1 1 d . . . C16 C 0.20818(13) 0.53592(12) 0.28068(11) 0.0139(4) Uani 1 1 d . . . H16A H 0.2254 0.5909 0.2687 0.017 Uiso 1 1 calc R . . C17 C 0.08987(13) 0.53910(12) 0.16545(11) 0.0121(4) Uani 1 1 d . . . C18 C 0.11163(14) 0.29506(12) 0.34502(12) 0.0166(5) Uani 1 1 d . . . C19 C 0.33821(13) 0.53209(12) 0.38431(11) 0.0128(4) Uani 1 1 d . . . O11 O 0.08198(10) 0.61616(8) 0.16901(8) 0.0183(3) Uani 1 1 d . . . O12 O 0.05962(10) 0.49238(8) 0.11133(8) 0.0153(3) Uani 1 1 d . . . O13 O 0.05129(10) 0.26097(8) 0.29906(8) 0.0190(3) Uani 1 1 d . . . O14 O 0.13573(10) 0.26241(9) 0.41087(8) 0.0197(3) Uani 1 1 d . . . O15 O 0.36667(9) 0.49921(8) 0.44907(8) 0.0140(3) Uani 1 1 d . . . O16 O 0.37515(10) 0.59115(9) 0.34715(8) 0.0180(3) Uani 1 1 d . . . C21 C 0.07701(17) 0.69448(14) -0.10718(13) 0.0247(5) Uani 1 1 d . . . H21A H 0.1461 0.6987 -0.1100 0.037 Uiso 1 1 calc R . . H21B H 0.0485 0.7438 -0.1307 0.037 Uiso 1 1 calc R . . H21C H 0.0561 0.6461 -0.1375 0.037 Uiso 1 1 calc R . . C22 C 0.04700(15) 0.68656(13) -0.02050(12) 0.0167(5) Uani 1 1 d . . . O1 O 0.06654(10) 0.74042(9) 0.03075(9) 0.0222(4) Uani 1 1 d . . . O2 O -0.00589(10) 0.62681(9) 0.00105(8) 0.0145(3) Uani 1 1 d . . . N1 N 0.21300(14) 0.62074(14) 0.60369(12) 0.0345(6) Uani 1 1 d . . . N2 N 0.15894(15) 0.49926(13) 0.62603(12) 0.0315(5) Uani 1 1 d . . . C1 C 0.22025(18) 0.54235(18) 0.58355(14) 0.0350(7) Uani 1 1 d . . . H1A H 0.2629 0.5206 0.5446 0.042 Uiso 1 1 calc R . . C2 C 0.14386(17) 0.62855(16) 0.66206(15) 0.0333(6) Uani 1 1 d . . . H2A H 0.1236 0.6778 0.6874 0.040 Uiso 1 1 calc R . . C3 C 0.11102(17) 0.55261(16) 0.67580(15) 0.0325(6) Uani 1 1 d . . . H3A H 0.0630 0.5382 0.7134 0.039 Uiso 1 1 calc R . . C4 C 0.2727(2) 0.6868(2) 0.5734(2) 0.0606(10) Uani 1 1 d . . . H4A H 0.3159 0.6651 0.5323 0.091 Uiso 1 1 calc R . . H4B H 0.3094 0.7100 0.6182 0.091 Uiso 1 1 calc R . . H4C H 0.2330 0.7296 0.5494 0.091 Uiso 1 1 calc R . . C5 C 0.1454(2) 0.40963(17) 0.62145(18) 0.0454(8) Uani 1 1 d . . . H5A H 0.1268 0.3888 0.6754 0.054 Uiso 1 1 calc R . . H5B H 0.2060 0.3834 0.6064 0.054 Uiso 1 1 calc R . . C6 C 0.0716(2) 0.38639(19) 0.56125(19) 0.0486(8) Uani 1 1 d . . . H6A H 0.0720 0.3260 0.5550 0.058 Uiso 1 1 calc R . . H6B H 0.0887 0.4105 0.5083 0.058 Uiso 1 1 calc R . . C7 C -0.0272(2) 0.41318(19) 0.5826(2) 0.0534(9) Uani 1 1 d . . . H7A H -0.0710 0.3955 0.5401 0.080 Uiso 1 1 calc R . . H7B H -0.0291 0.4731 0.5874 0.080 Uiso 1 1 calc R . . H7C H -0.0458 0.3884 0.6342 0.080 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 Ni1 0.01418(12) 0.01123(13) 0.01315(12) -0.00133(10) -0.00080(9) 0.00042(9) Ni2 0.01070(15) 0.01002(16) 0.00797(15) -0.00013(13) 0.00041(12) -0.00002(13) C11 0.0122(9) 0.0141(9) 0.0127(8) 0.0008(7) 0.0016(7) 0.0035(7) C12 0.0109(8) 0.0141(9) 0.0146(9) -0.0007(8) -0.0016(7) -0.0026(7) C13 0.0137(9) 0.0160(10) 0.0155(9) 0.0028(8) -0.0009(7) -0.0002(8) C14 0.0162(9) 0.0148(10) 0.0138(9) 0.0021(7) -0.0022(7) 0.0004(8) C15 0.0126(9) 0.0145(9) 0.0129(8) -0.0005(8) -0.0026(7) 0.0008(7) C16 0.0136(9) 0.0132(9) 0.0147(9) 0.0001(8) 0.0010(7) -0.0008(8) C17 0.0096(8) 0.0149(9) 0.0119(8) 0.0014(7) 0.0006(7) -0.0019(7) C18 0.0175(9) 0.0141(10) 0.0183(9) 0.0015(8) -0.0012(8) -0.0004(8) C19 0.0114(9) 0.0131(9) 0.0141(9) 0.0001(8) 0.0011(7) 0.0002(7) O11 0.0206(7) 0.0122(7) 0.0222(7) -0.0008(6) -0.0076(6) 0.0011(6) O12 0.0191(7) 0.0172(7) 0.0095(6) -0.0002(5) -0.0045(5) 0.0024(6) O13 0.0231(7) 0.0151(7) 0.0188(7) 0.0050(6) -0.0069(6) -0.0057(6) O14 0.0246(7) 0.0168(7) 0.0176(7) 0.0074(6) -0.0053(6) -0.0043(6) O15 0.0113(6) 0.0180(7) 0.0127(6) 0.0016(5) -0.0021(5) -0.0001(5) O16 0.0177(7) 0.0184(7) 0.0179(7) 0.0046(6) -0.0041(6) -0.0035(6) C21 0.0308(12) 0.0212(11) 0.0221(11) 0.0051(9) 0.0079(9) 0.0000(9) C22 0.0160(10) 0.0154(10) 0.0186(10) 0.0000(8) -0.0011(8) 0.0022(8) O1 0.0263(8) 0.0176(7) 0.0227(7) 0.0000(6) -0.0004(6) -0.0058(6) O2 0.0182(7) 0.0120(7) 0.0133(6) -0.0011(5) 0.0016(5) 0.0008(5) N1 0.0227(10) 0.0458(13) 0.0350(11) 0.0143(10) 0.0003(9) 0.0039(9) N2 0.0244(10) 0.0430(13) 0.0269(10) -0.0046(9) -0.0017(8) 0.0057(9) C1 0.0253(12) 0.0564(17) 0.0233(11) 0.0002(12) 0.0002(10) 0.0100(12) C2 0.0260(12) 0.0399(15) 0.0340(13) -0.0015(11) 0.0023(11) 0.0081(11) C3 0.0256(12) 0.0392(14) 0.0328(13) 0.0001(11) 0.0072(10) 0.0047(11) C4 0.0322(15) 0.0638(19) 0.086(2) 0.0416(17) 0.0054(16) -0.0022(14) C5 0.0388(15) 0.0414(16) 0.0559(17) -0.0153(14) -0.0063(14) 0.0098(13) C6 0.0404(15) 0.0516(18) 0.0539(17) -0.0189(14) -0.0007(14) 0.0010(14) C7 0.0390(16) 0.0448(17) 0.076(2) -0.0252(16) -0.0078(15) 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 Ni1 O11 2.0146(14) . ? Ni1 O16 2.0193(14) 6_556 ? Ni1 O2 2.0325(13) . ? Ni1 O13 2.0622(14) 3 ? Ni1 O14 2.1585(14) 3 ? Ni1 O1 2.2068(15) . ? Ni1 C18 2.421(2) 3 ? Ni1 C22 2.468(2) . ? Ni2 O12 2.0273(13) . ? Ni2 O12 2.0273(13) 5_565 ? Ni2 O15 2.0640(13) 2_564 ? Ni2 O15 2.0640(13) 6_556 ? Ni2 O2 2.0682(14) 5_565 ? Ni2 O2 2.0682(14) . ? C11 C12 1.384(3) . ? C11 C16 1.390(3) . ? C11 C17 1.512(3) . ? C12 C13 1.390(3) . ? C12 H12A 0.9500 . ? C13 C14 1.393(3) . ? C13 C18 1.505(3) . ? C14 C15 1.385(3) . ? C14 H14A 0.9500 . ? C15 C16 1.400(3) . ? C15 C19 1.513(3) . ? C16 H16A 0.9500 . ? C17 O12 1.250(2) . ? C17 O11 1.262(2) . ? C18 O14 1.258(2) . ? C18 O13 1.270(2) . ? C18 Ni1 2.421(2) 3_545 ? C19 O16 1.255(2) . ? C19 O15 1.263(2) . ? O13 Ni1 2.0622(14) 3_545 ? O14 Ni1 2.1585(14) 3_545 ? O15 Ni2 2.0640(13) 2_565 ? O16 Ni1 2.0193(14) 6_656 ? C21 C22 1.499(3) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 O1 1.250(2) . ? C22 O2 1.278(2) . ? N1 C1 1.324(3) . ? N1 C2 1.379(3) . ? N1 C4 1.456(4) . ? N2 C1 1.318(3) . ? N2 C3 1.375(3) . ? N2 C5 1.475(3) . ? C1 H1A 0.9500 . ? C2 C3 1.341(4) . ? C2 H2A 0.9500 . ? C3 H3A 0.9500 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.490(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.505(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 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 O11 Ni1 O16 94.56(6) . 6_556 ? O11 Ni1 O2 97.61(6) . . ? O16 Ni1 O2 98.74(6) 6_556 . ? O11 Ni1 O13 97.50(6) . 3 ? O16 Ni1 O13 97.18(6) 6_556 3 ? O2 Ni1 O13 157.03(6) . 3 ? O11 Ni1 O14 160.04(5) . 3 ? O16 Ni1 O14 91.21(6) 6_556 3 ? O2 Ni1 O14 100.37(5) . 3 ? O13 Ni1 O14 62.77(5) 3 3 ? O11 Ni1 O1 92.83(6) . . ? O16 Ni1 O1 159.68(6) 6_556 . ? O2 Ni1 O1 61.47(6) . . ? O13 Ni1 O1 100.59(6) 3 . ? O14 Ni1 O1 88.22(6) 3 . ? O11 Ni1 C18 128.88(6) . 3 ? O16 Ni1 C18 96.69(6) 6_556 3 ? O2 Ni1 C18 129.27(6) . 3 ? O13 Ni1 C18 31.64(6) 3 3 ? O14 Ni1 C18 31.23(6) 3 3 ? O1 Ni1 C18 93.32(6) . 3 ? O11 Ni1 C22 97.02(6) . . ? O16 Ni1 C22 129.59(6) 6_556 . ? O2 Ni1 C22 31.12(6) . . ? O13 Ni1 C22 129.29(6) 3 . ? O14 Ni1 C22 93.93(6) 3 . ? O1 Ni1 C22 30.38(6) . . ? C18 Ni1 C22 112.69(7) 3 . ? O12 Ni2 O12 180.0 . 5_565 ? O12 Ni2 O15 89.48(5) . 2_564 ? O12 Ni2 O15 90.52(5) 5_565 2_564 ? O12 Ni2 O15 90.52(5) . 6_556 ? O12 Ni2 O15 89.48(5) 5_565 6_556 ? O15 Ni2 O15 180.00(7) 2_564 6_556 ? O12 Ni2 O2 85.97(5) . 5_565 ? O12 Ni2 O2 94.03(5) 5_565 5_565 ? O15 Ni2 O2 88.06(5) 2_564 5_565 ? O15 Ni2 O2 91.94(5) 6_556 5_565 ? O12 Ni2 O2 94.03(5) . . ? O12 Ni2 O2 85.97(5) 5_565 . ? O15 Ni2 O2 91.94(5) 2_564 . ? O15 Ni2 O2 88.06(5) 6_556 . ? O2 Ni2 O2 180.0 5_565 . ? C12 C11 C16 119.77(18) . . ? C12 C11 C17 118.55(17) . . ? C16 C11 C17 121.68(17) . . ? C11 C12 C13 120.77(18) . . ? C11 C12 H12A 119.6 . . ? C13 C12 H12A 119.6 . . ? C12 C13 C14 119.02(18) . . ? C12 C13 C18 118.90(17) . . ? C14 C13 C18 122.06(17) . . ? C15 C14 C13 120.59(18) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 119.7 . . ? C14 C15 C16 119.52(18) . . ? C14 C15 C19 121.27(17) . . ? C16 C15 C19 119.13(17) . . ? C11 C16 C15 119.78(18) . . ? C11 C16 H16A 120.1 . . ? C15 C16 H16A 120.1 . . ? O12 C17 O11 127.53(17) . . ? O12 C17 C11 115.09(17) . . ? O11 C17 C11 117.36(16) . . ? O14 C18 O13 120.94(18) . . ? O14 C18 C13 120.26(18) . . ? O13 C18 C13 118.72(17) . . ? O14 C18 Ni1 62.80(11) . 3_545 ? O13 C18 Ni1 58.41(10) . 3_545 ? C13 C18 Ni1 171.43(15) . 3_545 ? O16 C19 O15 127.40(18) . . ? O16 C19 C15 115.66(16) . . ? O15 C19 C15 116.87(17) . . ? C17 O11 Ni1 120.08(12) . . ? C17 O12 Ni2 138.96(13) . . ? C18 O13 Ni1 89.95(12) . 3_545 ? C18 O14 Ni1 85.97(12) . 3_545 ? C19 O15 Ni2 129.34(12) . 2_565 ? C19 O16 Ni1 129.25(12) . 6_656 ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O1 C22 O2 118.37(18) . . ? O1 C22 C21 121.60(19) . . ? O2 C22 C21 119.81(18) . . ? O1 C22 Ni1 63.18(11) . . ? O2 C22 Ni1 55.27(10) . . ? C21 C22 Ni1 171.23(16) . . ? C22 O1 Ni1 86.44(12) . . ? C22 O2 Ni1 93.60(12) . . ? C22 O2 Ni2 137.33(13) . . ? Ni1 O2 Ni2 112.38(6) . . ? C1 N1 C2 108.6(2) . . ? C1 N1 C4 125.6(2) . . ? C2 N1 C4 125.7(2) . . ? C1 N2 C3 107.8(2) . . ? C1 N2 C5 125.9(2) . . ? C3 N2 C5 126.3(2) . . ? N2 C1 N1 109.2(2) . . ? N2 C1 H1A 125.4 . . ? N1 C1 H1A 125.4 . . ? C3 C2 N1 106.2(2) . . ? C3 C2 H2A 126.9 . . ? N1 C2 H2A 126.9 . . ? C2 C3 N2 108.2(2) . . ? C2 C3 H3A 125.9 . . ? N2 C3 H3A 125.9 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 112.1(2) . . ? N2 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? N2 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? C5 C6 C7 114.8(3) . . ? C5 C6 H6A 108.6 . . ? C7 C6 H6A 108.6 . . ? C5 C6 H6B 108.6 . . ? C7 C6 H6B 108.6 . . ? H6A C6 H6B 107.5 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C16 C11 C12 C13 5.4(3) . . . . ? C17 C11 C12 C13 -174.40(17) . . . . ? C11 C12 C13 C14 -5.8(3) . . . . ? C11 C12 C13 C18 172.60(18) . . . . ? C12 C13 C14 C15 0.0(3) . . . . ? C18 C13 C14 C15 -178.36(18) . . . . ? C13 C14 C15 C16 6.1(3) . . . . ? C13 C14 C15 C19 -170.43(18) . . . . ? C12 C11 C16 C15 0.8(3) . . . . ? C17 C11 C16 C15 -179.40(17) . . . . ? C14 C15 C16 C11 -6.5(3) . . . . ? C19 C15 C16 C11 170.10(17) . . . . ? C12 C11 C17 O12 -27.5(3) . . . . ? C16 C11 C17 O12 152.78(18) . . . . ? C12 C11 C17 O11 150.90(18) . . . . ? C16 C11 C17 O11 -28.9(3) . . . . ? C12 C13 C18 O14 -171.82(18) . . . . ? C14 C13 C18 O14 6.5(3) . . . . ? C12 C13 C18 O13 5.0(3) . . . . ? C14 C13 C18 O13 -176.66(18) . . . . ? C12 C13 C18 Ni1 -63.1(10) . . . 3_545 ? C14 C13 C18 Ni1 115.2(9) . . . 3_545 ? C14 C15 C19 O16 162.98(18) . . . . ? C16 C15 C19 O16 -13.6(3) . . . . ? C14 C15 C19 O15 -14.3(3) . . . . ? C16 C15 C19 O15 169.08(17) . . . . ? O12 C17 O11 Ni1 26.8(3) . . . . ? C11 C17 O11 Ni1 -151.28(13) . . . . ? O16 Ni1 O11 C17 44.14(14) 6_556 . . . ? O2 Ni1 O11 C17 -55.33(15) . . . . ? O13 Ni1 O11 C17 142.01(14) 3 . . . ? O14 Ni1 O11 C17 150.51(16) 3 . . . ? O1 Ni1 O11 C17 -116.92(14) . . . . ? C18 Ni1 O11 C17 146.52(14) 3 . . . ? C22 Ni1 O11 C17 -86.71(15) . . . . ? O11 C17 O12 Ni2 8.7(3) . . . . ? C11 C17 O12 Ni2 -173.18(13) . . . . ? O12 Ni2 O12 C17 -43(17) 5_565 . . . ? O15 Ni2 O12 C17 88.5(2) 2_564 . . . ? O15 Ni2 O12 C17 -91.5(2) 6_556 . . . ? O2 Ni2 O12 C17 176.6(2) 5_565 . . . ? O2 Ni2 O12 C17 -3.4(2) . . . . ? O14 C18 O13 Ni1 6.1(2) . . . 3_545 ? C13 C18 O13 Ni1 -170.66(16) . . . 3_545 ? O13 C18 O14 Ni1 -5.88(19) . . . 3_545 ? C13 C18 O14 Ni1 170.87(17) . . . 3_545 ? O16 C19 O15 Ni2 -21.9(3) . . . 2_565 ? C15 C19 O15 Ni2 155.07(12) . . . 2_565 ? O15 C19 O16 Ni1 -15.7(3) . . . 6_656 ? C15 C19 O16 Ni1 167.35(12) . . . 6_656 ? O11 Ni1 C22 O1 -83.58(12) . . . . ? O16 Ni1 C22 O1 174.54(10) 6_556 . . . ? O2 Ni1 C22 O1 -176.69(19) . . . . ? O13 Ni1 C22 O1 22.13(15) 3 . . . ? O14 Ni1 C22 O1 79.70(12) 3 . . . ? C18 Ni1 C22 O1 53.90(13) 3 . . . ? O11 Ni1 C22 O2 93.11(12) . . . . ? O16 Ni1 C22 O2 -8.77(15) 6_556 . . . ? O13 Ni1 C22 O2 -161.18(10) 3 . . . ? O14 Ni1 C22 O2 -103.61(12) 3 . . . ? O1 Ni1 C22 O2 176.69(19) . . . . ? C18 Ni1 C22 O2 -129.42(11) 3 . . . ? O11 Ni1 C22 C21 151.4(10) . . . . ? O16 Ni1 C22 C21 49.5(10) 6_556 . . . ? O2 Ni1 C22 C21 58.3(10) . . . . ? O13 Ni1 C22 C21 -102.9(10) 3 . . . ? O14 Ni1 C22 C21 -45.3(10) 3 . . . ? O1 Ni1 C22 C21 -125.0(10) . . . . ? C18 Ni1 C22 C21 -71.1(10) 3 . . . ? O2 C22 O1 Ni1 -3.09(18) . . . . ? C21 C22 O1 Ni1 171.57(19) . . . . ? O11 Ni1 O1 C22 99.08(12) . . . . ? O16 Ni1 O1 C22 -12.2(2) 6_556 . . . ? O2 Ni1 O1 C22 1.95(11) . . . . ? O13 Ni1 O1 C22 -162.74(12) 3 . . . ? O14 Ni1 O1 C22 -100.87(12) 3 . . . ? C18 Ni1 O1 C22 -131.70(12) 3 . . . ? O1 C22 O2 Ni1 3.4(2) . . . . ? C21 C22 O2 Ni1 -171.40(17) . . . . ? O1 C22 O2 Ni2 -125.78(18) . . . . ? C21 C22 O2 Ni2 59.5(3) . . . . ? Ni1 C22 O2 Ni2 -129.14(18) . . . . ? O11 Ni1 O2 C22 -90.99(12) . . . . ? O16 Ni1 O2 C22 173.17(12) 6_556 . . . ? O13 Ni1 O2 C22 39.8(2) 3 . . . ? O14 Ni1 O2 C22 80.31(12) 3 . . . ? O1 Ni1 O2 C22 -1.91(11) . . . . ? C18 Ni1 O2 C22 67.03(14) 3 . . . ? O11 Ni1 O2 Ni2 54.37(7) . . . . ? O16 Ni1 O2 Ni2 -41.48(7) 6_556 . . . ? O13 Ni1 O2 Ni2 -174.87(11) 3 . . . ? O14 Ni1 O2 Ni2 -134.34(7) 3 . . . ? O1 Ni1 O2 Ni2 143.45(9) . . . . ? C18 Ni1 O2 Ni2 -147.62(7) 3 . . . ? C22 Ni1 O2 Ni2 145.35(15) . . . . ? O12 Ni2 O2 C22 90.39(19) . . . . ? O12 Ni2 O2 C22 -89.61(19) 5_565 . . . ? O15 Ni2 O2 C22 0.78(19) 2_564 . . . ? O15 Ni2 O2 C22 -179.22(19) 6_556 . . . ? O2 Ni2 O2 C22 -85(3) 5_565 . . . ? O12 Ni2 O2 Ni1 -32.77(7) . . . . ? O12 Ni2 O2 Ni1 147.23(7) 5_565 . . . ? O15 Ni2 O2 Ni1 -122.38(7) 2_564 . . . ? O15 Ni2 O2 Ni1 57.62(7) 6_556 . . . ? O2 Ni2 O2 Ni1 152(3) 5_565 . . . ? C3 N2 C1 N1 -0.4(3) . . . . ? C5 N2 C1 N1 -179.7(2) . . . . ? C2 N1 C1 N2 0.1(3) . . . . ? C4 N1 C1 N2 176.1(2) . . . . ? C1 N1 C2 C3 0.2(3) . . . . ? C4 N1 C2 C3 -175.8(2) . . . . ? N1 C2 C3 N2 -0.5(3) . . . . ? C1 N2 C3 C2 0.6(3) . . . . ? C5 N2 C3 C2 179.8(2) . . . . ? C1 N2 C5 C6 -91.5(3) . . . . ? C3 N2 C5 C6 89.4(3) . . . . ? N2 C5 C6 C7 -66.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.804 _refine_diff_density_min -0.640 _refine_diff_density_rms 0.133