# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_as_150K _database_code_depnum_ccdc_archive 'CCDC 889443' #TrackingRef '16682_web_deposit_cif_file_0_Jie-PengZhang_1357634840.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H43 N6 Ni3 O13' _chemical_formula_weight 1376.25 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 trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 29.360(4) _cell_length_b 29.360(4) _cell_length_c 20.776(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 15510(4) _cell_formula_units_Z 6 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.884 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4230 _exptl_absorpt_coefficient_mu 0.584 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8216 _exptl_absorpt_correction_T_max 0.9175 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15369 _diffrn_reflns_av_R_equivalents 0.0733 _diffrn_reflns_av_sigmaI/netI 0.0670 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3194 _reflns_number_gt 1973 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0920P)^2^+18.4000P] 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 3194 _refine_ls_number_parameters 133 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0988 _refine_ls_R_factor_gt 0.0691 _refine_ls_wR_factor_ref 0.1870 _refine_ls_wR_factor_gt 0.1739 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 0.6667 0.40146(2) 0.0833 0.0363(3) Uani 1 2 d S . . O1 O 0.6667 0.3333 0.0833 0.043(2) Uani 1 6 d S . . H1A H 0.6667 0.3333 0.0352 0.051 Uiso 0.50 3 calc SPR . . O2 O 0.43442(10) 0.71226(10) -0.00939(17) 0.0536(10) Uani 1 1 d . . . O3 O 0.39426(10) 0.62519(10) -0.01802(17) 0.0527(9) Uani 1 1 d . . . N1 N 0.6667 0.47226(15) 0.0833 0.0614(19) Uani 1 2 d S . . N2 N 0.6667 0.71410(15) 0.0833 0.073(2) Uani 1 2 d S . . C1 C 0.43266(14) 0.66931(14) -0.0023(2) 0.0340(10) Uani 1 1 d . . . C2 C 0.48178(15) 0.67027(15) 0.0195(3) 0.0482(13) Uani 1 1 d . . . C3 C 0.52783(9) 0.71707(8) 0.03279(17) 0.0708(19) Uani 1 1 d . . . H3A H 0.5284 0.7496 0.0290 0.085 Uiso 1 1 calc R . . C4 C 0.57306(9) 0.71665(8) 0.05155(17) 0.0678(18) Uani 1 1 d R . . H4A H 0.6047 0.7488 0.0589 0.081 Uiso 1 1 calc R . . C5 C 0.57194(9) 0.66910(8) 0.05963(17) 0.0666(18) Uani 1 1 d R . . C6 C 0.52559(9) 0.62198(8) 0.04895(17) 0.147(4) Uani 1 1 d R . . H6A H 0.5248 0.5895 0.0545 0.176 Uiso 1 1 calc R . . C7 C 0.48036(9) 0.62241(8) 0.03019(17) 0.134(4) Uani 1 1 d R . . H7A H 0.4484 0.5902 0.0246 0.161 Uiso 1 1 calc R . . C8 C 0.62160(16) 0.66785(16) 0.0734(3) 0.0707(19) Uani 1 1 d . . . C9 C 0.62142(17) 0.62046(16) 0.0711(3) 0.077(2) Uani 1 1 d . . . H9A H 0.5898 0.5890 0.0609 0.092 Uiso 1 1 calc R . . C10 C 0.6667 0.61854(18) 0.0833 0.085(3) Uani 1 2 d S . . C11 C 0.6667 0.56840(17) 0.0833 0.054(2) Uani 1 2 d S . . C12 C 0.71231(17) 0.56644(17) 0.0833(3) 0.077(2) Uani 1 1 d . . . H12A H 0.7452 0.5982 0.0839 0.093 Uiso 1 1 calc R . . C13 C 0.71104(18) 0.51831(17) 0.0825(3) 0.082(2) Uani 1 1 d . . . H13A H 0.7435 0.5185 0.0813 0.098 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 0.0112(3) 0.0125(3) 0.0847(7) -0.00078(16) -0.0016(3) 0.00560(17) O1 0.0082(16) 0.0082(16) 0.111(6) 0.000 0.000 0.0041(8) O2 0.0300(15) 0.0293(15) 0.110(3) -0.0177(16) -0.0245(16) 0.0210(13) O3 0.0213(13) 0.0201(13) 0.111(3) 0.0049(15) -0.0190(16) 0.0063(11) N1 0.014(2) 0.0176(17) 0.151(6) -0.0028(14) -0.006(3) 0.0071(10) N2 0.035(3) 0.0222(17) 0.166(7) -0.0266(18) -0.053(4) 0.0176(14) C1 0.0225(18) 0.0255(19) 0.056(3) 0.0012(18) -0.0069(18) 0.0132(15) C2 0.024(2) 0.028(2) 0.097(4) -0.002(2) -0.014(2) 0.0164(17) C3 0.040(3) 0.031(2) 0.150(6) -0.027(3) -0.043(3) 0.024(2) C4 0.032(2) 0.031(2) 0.143(6) -0.025(3) -0.035(3) 0.017(2) C5 0.036(2) 0.028(2) 0.142(6) -0.020(3) -0.040(3) 0.0206(19) C6 0.057(4) 0.042(3) 0.338(13) -0.021(5) -0.099(6) 0.022(3) C7 0.062(4) 0.041(3) 0.303(11) -0.020(5) -0.087(5) 0.028(3) C8 0.033(2) 0.022(2) 0.160(6) -0.018(3) -0.044(3) 0.0151(18) C9 0.034(2) 0.020(2) 0.180(6) -0.024(3) -0.050(3) 0.0161(19) C10 0.035(3) 0.0172(19) 0.208(10) -0.020(2) -0.041(5) 0.0177(17) C11 0.023(3) 0.0166(18) 0.126(7) -0.0118(16) -0.024(3) 0.0115(13) C12 0.032(2) 0.021(2) 0.178(7) -0.009(3) -0.022(3) 0.0121(19) C13 0.034(2) 0.029(2) 0.185(7) -0.012(3) -0.023(3) 0.018(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 2.0001(6) . ? Ni1 O3 2.063(3) 19_665 ? Ni1 O3 2.063(3) 36 ? Ni1 N1 2.079(4) . ? Ni1 O2 2.091(3) 35_545 ? Ni1 O2 2.092(3) 21_655 ? O1 Ni1 2.0001(6) 3_665 ? O1 Ni1 2.0001(6) 2_655 ? O2 C1 1.245(4) . ? O2 Ni1 2.092(3) 20_565 ? O3 C1 1.263(4) . ? O3 Ni1 2.063(3) 19_665 ? N1 C13 1.328(5) 18_654 ? N1 C13 1.328(5) . ? N2 C8 1.357(4) . ? N2 C8 1.357(4) 18_654 ? C1 C2 1.498(5) . ? C2 C3 1.391(4) . ? C2 C7 1.403(4) . ? C3 C4 1.3900 . ? C4 C5 1.3900 . ? C5 C6 1.3900 . ? C5 C8 1.504(4) . ? C6 C7 1.3900 . ? C8 C9 1.390(5) . ? C9 C10 1.381(5) . ? C10 C9 1.381(5) 18_654 ? C10 C11 1.472(7) . ? C11 C12 1.370(5) . ? C11 C12 1.370(5) 18_654 ? C12 C13 1.395(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O3 93.11(7) . 19_665 ? O1 Ni1 O3 93.11(7) . 36 ? O3 Ni1 O3 173.78(14) 19_665 36 ? O1 Ni1 N1 180.000(1) . . ? O3 Ni1 N1 86.89(7) 19_665 . ? O3 Ni1 N1 86.89(7) 36 . ? O1 Ni1 O2 94.19(7) . 35_545 ? O3 Ni1 O2 88.42(13) 19_665 35_545 ? O3 Ni1 O2 91.12(13) 36 35_545 ? N1 Ni1 O2 85.81(7) . 35_545 ? O1 Ni1 O2 94.20(7) . 21_655 ? O3 Ni1 O2 91.12(13) 19_665 21_655 ? O3 Ni1 O2 88.42(13) 36 21_655 ? N1 Ni1 O2 85.80(7) . 21_655 ? O2 Ni1 O2 171.61(15) 35_545 21_655 ? Ni1 O1 Ni1 120.0 3_665 2_655 ? Ni1 O1 Ni1 120.0 3_665 . ? Ni1 O1 Ni1 120.0 2_655 . ? C1 O2 Ni1 128.0(3) . 20_565 ? C1 O3 Ni1 136.0(2) . 19_665 ? C13 N1 C13 116.3(5) 18_654 . ? C13 N1 Ni1 121.8(3) 18_654 . ? C13 N1 Ni1 121.8(3) . . ? C8 N2 C8 118.2(5) . 18_654 ? O2 C1 O3 124.9(3) . . ? O2 C1 C2 117.7(3) . . ? O3 C1 C2 117.1(3) . . ? C3 C2 C7 119.0(3) . . ? C3 C2 C1 122.0(3) . . ? C7 C2 C1 118.9(3) . . ? C4 C3 C2 120.52(17) . . ? C5 C4 C3 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 C8 120.73(17) . . ? C6 C5 C8 118.99(17) . . ? C7 C6 C5 120.0 . . ? C6 C7 C2 120.25(17) . . ? N2 C8 C9 121.4(4) . . ? N2 C8 C5 118.5(3) . . ? C9 C8 C5 120.0(3) . . ? C10 C9 C8 120.8(4) . . ? C9 C10 C9 117.1(5) 18_654 . ? C9 C10 C11 121.4(2) 18_654 . ? C9 C10 C11 121.4(2) . . ? C12 C11 C12 115.8(5) . 18_654 ? C12 C11 C10 122.1(3) . . ? C12 C11 C10 122.1(3) 18_654 . ? C11 C12 C13 120.8(4) . . ? N1 C13 C12 123.2(4) . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 0.724 _refine_diff_density_min -0.464 _refine_diff_density_rms 0.096 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.014 -0.008 -0.003 8545 2819 ' ' _platon_squeeze_details ; ; data_GuestFree_295K _database_code_depnum_ccdc_archive 'CCDC 889444' #TrackingRef '16682_web_deposit_cif_file_0_Jie-PengZhang_1357634840.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H43 N6 Ni3 O13' _chemical_formula_weight 1376.25 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 trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 29.870(4) _cell_length_b 29.870(4) _cell_length_c 12.0337(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 9298(2) _cell_formula_units_Z 6 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4230 _exptl_absorpt_coefficient_mu 0.975 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7586 _exptl_absorpt_correction_T_max 0.9261 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17254 _diffrn_reflns_av_R_equivalents 0.1068 _diffrn_reflns_av_sigmaI/netI 0.0735 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2040 _reflns_number_gt 1371 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0840P)^2^+15.0137P] 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 2040 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1412 _refine_ls_R_factor_gt 0.0873 _refine_ls_wR_factor_ref 0.1949 _refine_ls_wR_factor_gt 0.1710 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.120 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.6667 0.40235(3) 0.0833 0.0395(4) Uani 1 2 d S . . O1 O 0.6667 0.3333 0.0833 0.034(2) Uani 1 6 d S . . H1A H 0.6667 0.3333 0.0019 0.040 Uiso 0.50 3 calc SPR . . O2 O 0.43364(16) 0.71109(14) 0.0340(4) 0.0688(16) Uani 1 1 d . . . O3 O 0.39051(16) 0.62649(15) 0.0413(4) 0.0677(15) Uani 1 1 d . . . N1 N 0.6667 0.4727(2) 0.0833 0.0463(18) Uani 1 2 d S . . N2 N 0.6667 0.7105(2) 0.0833 0.0470(19) Uani 1 2 d S . . C1 C 0.4308(2) 0.6692(2) 0.0491(5) 0.0440(15) Uani 1 1 d . . . C2 C 0.4807(2) 0.6695(2) 0.0717(5) 0.0415(15) Uani 1 1 d . . . C3 C 0.5274(2) 0.7112(2) 0.0346(6) 0.0482(16) Uani 1 1 d . . . H3A H 0.5278 0.7402 0.0048 0.058 Uiso 1 1 calc R . . C4 C 0.5728(2) 0.7099(2) 0.0420(6) 0.0493(17) Uani 1 1 d . . . H4A H 0.6035 0.7378 0.0167 0.059 Uiso 1 1 calc R . . C5 C 0.5732(2) 0.6671(2) 0.0868(5) 0.0426(15) Uani 1 1 d . . . C6 C 0.5271(2) 0.6268(2) 0.1285(5) 0.0472(16) Uani 1 1 d . . . H6A H 0.5271 0.5987 0.1619 0.057 Uiso 1 1 calc R . . C7 C 0.4815(2) 0.6277(2) 0.1213(5) 0.0455(16) Uani 1 1 d . . . H7A H 0.4512 0.6003 0.1496 0.055 Uiso 1 1 calc R . . C8 C 0.6222(2) 0.6650(2) 0.0861(5) 0.0467(16) Uani 1 1 d . . . C9 C 0.6206(2) 0.6175(2) 0.0845(5) 0.0501(17) Uani 1 1 d . . . H9A H 0.5890 0.5869 0.0843 0.060 Uiso 1 1 calc R . . C10 C 0.6667 0.6161(3) 0.0833 0.048(2) Uani 1 2 d S . . C11 C 0.6667 0.5665(3) 0.0833 0.046(2) Uani 1 2 d S . . C12 C 0.7047(2) 0.5617(2) 0.1373(6) 0.0496(16) Uani 1 1 d . . . H12A H 0.7311 0.5898 0.1744 0.059 Uiso 1 1 calc R . . C13 C 0.7033(2) 0.5147(2) 0.1358(6) 0.0542(18) Uani 1 1 d . . . H13A H 0.7291 0.5121 0.1732 0.065 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 0.0171(5) 0.0270(4) 0.0711(9) 0.0023(2) 0.0045(5) 0.0086(3) O1 0.029(3) 0.029(3) 0.042(6) 0.000 0.000 0.0147(14) O2 0.060(3) 0.030(2) 0.120(4) -0.003(2) -0.047(3) 0.025(2) O3 0.040(2) 0.033(2) 0.116(4) 0.014(3) -0.024(3) 0.009(2) N1 0.024(3) 0.031(3) 0.081(6) 0.0049(18) 0.010(4) 0.0119(16) N2 0.033(4) 0.033(3) 0.076(6) -0.0039(18) -0.008(4) 0.0163(18) C1 0.040(3) 0.033(3) 0.056(4) 0.003(3) -0.011(3) 0.017(3) C2 0.034(3) 0.034(3) 0.057(4) 0.001(3) -0.009(3) 0.017(3) C3 0.037(3) 0.029(3) 0.073(5) 0.002(3) -0.009(3) 0.012(3) C4 0.036(3) 0.030(3) 0.073(5) 0.004(3) -0.002(3) 0.010(3) C5 0.032(3) 0.032(3) 0.061(4) -0.006(3) -0.006(3) 0.014(3) C6 0.045(3) 0.032(3) 0.067(5) 0.003(3) -0.011(3) 0.021(3) C7 0.033(3) 0.034(3) 0.065(5) 0.002(3) -0.004(3) 0.013(3) C8 0.039(3) 0.040(3) 0.064(4) -0.001(3) -0.001(3) 0.022(3) C9 0.031(3) 0.035(3) 0.079(5) 0.001(3) 0.005(3) 0.013(3) C10 0.037(5) 0.041(3) 0.064(6) 0.005(2) 0.010(4) 0.018(2) C11 0.039(5) 0.034(3) 0.067(7) 0.007(2) 0.014(4) 0.020(2) C12 0.035(3) 0.031(3) 0.079(5) 0.002(3) 0.003(3) 0.013(3) C13 0.036(3) 0.041(4) 0.085(5) -0.001(3) -0.005(3) 0.020(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O2 2.023(4) 35_545 ? Ni1 O2 2.023(4) 21_655 ? Ni1 O1 2.0616(10) . ? Ni1 N1 2.100(6) . ? Ni1 O3 2.106(4) 19_665 ? Ni1 O3 2.106(4) 36 ? O1 Ni1 2.0616(10) 3_665 ? O1 Ni1 2.0616(10) 2_655 ? O2 C1 1.223(6) . ? O2 Ni1 2.023(4) 20_565 ? O3 C1 1.245(7) . ? O3 Ni1 2.106(4) 19_665 ? N1 C13 1.341(7) 18_654 ? N1 C13 1.341(7) . ? N2 C8 1.343(6) . ? N2 C8 1.343(6) 18_654 ? C1 C2 1.514(8) . ? C2 C7 1.393(7) . ? C2 C3 1.400(7) . ? C3 C4 1.380(8) . ? C4 C5 1.393(7) . ? C5 C6 1.393(8) . ? C5 C8 1.494(7) . ? C6 C7 1.377(7) . ? C8 C9 1.397(8) . ? C9 C10 1.398(7) . ? C10 C9 1.398(7) 18_654 ? C10 C11 1.481(11) . ? C11 C12 1.377(7) . ? C11 C12 1.377(7) 18_654 ? C12 C13 1.383(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Ni1 O2 174.3(2) 35_545 21_655 ? O2 Ni1 O1 92.83(11) 35_545 . ? O2 Ni1 O1 92.83(11) 21_655 . ? O2 Ni1 N1 87.17(11) 35_545 . ? O2 Ni1 N1 87.17(11) 21_655 . ? O1 Ni1 N1 180.000(1) . . ? O2 Ni1 O3 89.7(2) 35_545 19_665 ? O2 Ni1 O3 90.3(2) 21_655 19_665 ? O1 Ni1 O3 89.79(11) . 19_665 ? N1 Ni1 O3 90.21(11) . 19_665 ? O2 Ni1 O3 90.3(2) 35_545 36 ? O2 Ni1 O3 89.7(2) 21_655 36 ? O1 Ni1 O3 89.79(11) . 36 ? N1 Ni1 O3 90.21(11) . 36 ? O3 Ni1 O3 179.6(2) 19_665 36 ? Ni1 O1 Ni1 120.0 3_665 2_655 ? Ni1 O1 Ni1 120.0 3_665 . ? Ni1 O1 Ni1 120.0 2_655 . ? C1 O2 Ni1 131.7(4) . 20_565 ? C1 O3 Ni1 130.0(4) . 19_665 ? C13 N1 C13 116.2(7) 18_654 . ? C13 N1 Ni1 121.9(4) 18_654 . ? C13 N1 Ni1 121.9(4) . . ? C8 N2 C8 117.9(6) . 18_654 ? O2 C1 O3 125.1(5) . . ? O2 C1 C2 117.2(5) . . ? O3 C1 C2 117.6(5) . . ? C7 C2 C3 118.6(5) . . ? C7 C2 C1 122.1(5) . . ? C3 C2 C1 119.1(5) . . ? C4 C3 C2 120.6(5) . . ? C3 C4 C5 120.8(5) . . ? C6 C5 C4 118.2(5) . . ? C6 C5 C8 122.2(5) . . ? C4 C5 C8 119.6(5) . . ? C7 C6 C5 121.4(5) . . ? C6 C7 C2 120.3(5) . . ? N2 C8 C9 122.7(5) . . ? N2 C8 C5 116.9(5) . . ? C9 C8 C5 120.3(5) . . ? C8 C9 C10 119.8(5) . . ? C9 C10 C9 117.1(7) 18_654 . ? C9 C10 C11 121.5(4) 18_654 . ? C9 C10 C11 121.5(4) . . ? C12 C11 C12 117.8(7) . 18_654 ? C12 C11 C10 121.1(4) . . ? C12 C11 C10 121.1(4) 18_654 . ? C11 C12 C13 119.4(6) . . ? N1 C13 C12 123.6(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.797 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.101 data_GuestFree_119K _database_code_depnum_ccdc_archive 'CCDC 889445' #TrackingRef '16682_web_deposit_cif_file_0_Jie-PengZhang_1357634840.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H43 N6 Ni3 O13' _chemical_formula_weight 1376.25 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 trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 29.884(4) _cell_length_b 29.884(4) _cell_length_c 11.8868(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 9193.1(19) _cell_formula_units_Z 6 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.492 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4230 _exptl_absorpt_coefficient_mu 0.986 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7907 _exptl_absorpt_correction_T_max 0.9524 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23168 _diffrn_reflns_av_R_equivalents 0.0723 _diffrn_reflns_av_sigmaI/netI 0.0362 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 25.99 _reflns_number_total 2019 _reflns_number_gt 1703 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0783P)^2^+98.2919P] 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 2019 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0966 _refine_ls_R_factor_gt 0.0786 _refine_ls_wR_factor_ref 0.1938 _refine_ls_wR_factor_gt 0.1830 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.6667 0.40239(3) 0.0833 0.0356(3) Uani 1 2 d S . . O1 O 0.6667 0.3333 0.0833 0.039(2) Uani 1 6 d S . . H1A H 0.6667 0.3333 0.1675 0.047 Uiso 0.50 3 calc SPR . . O2 O 0.43332(17) 0.71092(15) 0.0349(5) 0.0703(16) Uani 1 1 d . . . O3 O 0.39035(16) 0.62632(16) 0.0419(4) 0.0670(15) Uani 1 1 d . . . N1 N 0.6667 0.4727(2) 0.0833 0.0396(15) Uani 1 2 d S . . N2 N 0.6667 0.7105(2) 0.0833 0.0392(15) Uani 1 2 d S . . C1 C 0.4303(2) 0.6689(2) 0.0495(5) 0.0409(13) Uani 1 1 d . . . C2 C 0.4806(2) 0.66944(19) 0.0733(5) 0.0378(12) Uani 1 1 d . . . C3 C 0.5272(2) 0.71115(19) 0.0350(5) 0.0402(13) Uani 1 1 d . . . H3A H 0.5274 0.7405 0.0039 0.048 Uiso 1 1 calc R . . C4 C 0.5729(2) 0.7100(2) 0.0420(5) 0.0412(13) Uani 1 1 d . . . H4A H 0.6042 0.7386 0.0156 0.049 Uiso 1 1 calc R . . C5 C 0.5730(2) 0.6670(2) 0.0877(5) 0.0378(12) Uani 1 1 d . . . C6 C 0.5272(2) 0.6268(2) 0.1305(5) 0.0406(13) Uani 1 1 d . . . H6A H 0.5273 0.5982 0.1653 0.049 Uiso 1 1 calc R . . C7 C 0.4813(2) 0.6279(2) 0.1230(5) 0.0385(12) Uani 1 1 d . . . H7A H 0.4503 0.6000 0.1520 0.046 Uiso 1 1 calc R . . C8 C 0.6222(2) 0.6650(2) 0.0866(5) 0.0406(12) Uani 1 1 d . . . C9 C 0.6205(2) 0.6176(2) 0.0848(5) 0.0400(13) Uani 1 1 d . . . H9A H 0.5882 0.5863 0.0845 0.048 Uiso 1 1 calc R . . C10 C 0.6667 0.6164(2) 0.0833 0.0384(17) Uani 1 2 d S . . C11 C 0.6667 0.5666(3) 0.0833 0.0411(18) Uani 1 2 d S . . C12 C 0.7052(2) 0.5618(2) 0.1373(5) 0.0425(13) Uani 1 1 d . . . H12A H 0.7325 0.5906 0.1748 0.051 Uiso 1 1 calc R . . C13 C 0.7037(2) 0.5149(2) 0.1364(5) 0.0443(14) Uani 1 1 d . . . H13A H 0.7301 0.5121 0.1750 0.053 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 0.0185(5) 0.0290(4) 0.0557(7) 0.0019(2) 0.0039(4) 0.0093(2) O1 0.041(3) 0.041(3) 0.035(5) 0.000 0.000 0.0207(15) O2 0.059(3) 0.028(2) 0.119(4) -0.005(2) -0.050(3) 0.018(2) O3 0.042(2) 0.034(2) 0.110(4) 0.016(2) -0.027(2) 0.0082(19) N1 0.020(3) 0.031(2) 0.064(4) 0.0068(14) 0.014(3) 0.0098(14) N2 0.034(3) 0.036(2) 0.047(4) -0.0025(14) -0.005(3) 0.0170(17) C1 0.038(3) 0.029(3) 0.051(3) 0.003(2) -0.012(2) 0.013(2) C2 0.037(3) 0.027(2) 0.048(3) -0.001(2) -0.009(2) 0.014(2) C3 0.041(3) 0.025(2) 0.049(3) 0.000(2) -0.013(2) 0.011(2) C4 0.036(3) 0.031(3) 0.048(3) 0.000(2) -0.004(2) 0.010(2) C5 0.032(3) 0.035(3) 0.043(3) -0.005(2) -0.001(2) 0.014(2) C6 0.046(3) 0.030(3) 0.051(3) -0.003(2) -0.008(3) 0.023(2) C7 0.032(3) 0.034(3) 0.045(3) 0.000(2) -0.006(2) 0.013(2) C8 0.039(3) 0.041(3) 0.043(3) -0.001(2) 0.000(2) 0.021(3) C9 0.032(3) 0.042(3) 0.045(3) -0.001(2) 0.005(2) 0.017(2) C10 0.038(4) 0.038(3) 0.039(4) 0.0047(16) 0.009(3) 0.019(2) C11 0.034(4) 0.039(3) 0.048(5) 0.0079(17) 0.016(3) 0.017(2) C12 0.032(3) 0.029(3) 0.060(4) 0.004(2) 0.009(3) 0.010(2) C13 0.023(2) 0.037(3) 0.066(4) 0.004(3) 0.008(2) 0.010(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O2 2.016(4) 35_545 ? Ni1 O2 2.016(4) 21_655 ? Ni1 O1 2.0638(9) . ? Ni1 O3 2.096(4) 19_665 ? Ni1 O3 2.096(4) 36 ? Ni1 N1 2.102(6) . ? O1 Ni1 2.0638(9) 3_665 ? O1 Ni1 2.0638(9) 2_655 ? O2 C1 1.227(7) . ? O2 Ni1 2.016(4) 20_565 ? O3 C1 1.237(7) . ? O3 Ni1 2.096(4) 19_665 ? N1 C13 1.347(6) 18_654 ? N1 C13 1.347(6) . ? N2 C8 1.345(6) . ? N2 C8 1.345(6) 18_654 ? C1 C2 1.522(7) . ? C2 C7 1.384(7) . ? C2 C3 1.401(7) . ? C3 C4 1.385(8) . ? C4 C5 1.397(7) . ? C5 C6 1.389(7) . ? C5 C8 1.500(7) . ? C6 C7 1.391(7) . ? C8 C9 1.394(8) . ? C9 C10 1.399(6) . ? C10 C9 1.399(6) 18_654 ? C10 C11 1.486(10) . ? C11 C12 1.388(7) . ? C11 C12 1.388(7) 18_654 ? C12 C13 1.381(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Ni1 O2 174.8(2) 35_545 21_655 ? O2 Ni1 O1 92.60(12) 35_545 . ? O2 Ni1 O1 92.60(12) 21_655 . ? O2 Ni1 O3 89.5(2) 35_545 19_665 ? O2 Ni1 O3 90.5(2) 21_655 19_665 ? O1 Ni1 O3 89.83(12) . 19_665 ? O2 Ni1 O3 90.5(2) 35_545 36 ? O2 Ni1 O3 89.5(2) 21_655 36 ? O1 Ni1 O3 89.83(12) . 36 ? O3 Ni1 O3 179.7(2) 19_665 36 ? O2 Ni1 N1 87.40(12) 35_545 . ? O2 Ni1 N1 87.40(12) 21_655 . ? O1 Ni1 N1 180.000(1) . . ? O3 Ni1 N1 90.17(12) 19_665 . ? O3 Ni1 N1 90.17(12) 36 . ? Ni1 O1 Ni1 120.0 3_665 2_655 ? Ni1 O1 Ni1 120.0 3_665 . ? Ni1 O1 Ni1 120.0 2_655 . ? C1 O2 Ni1 131.5(4) . 20_565 ? C1 O3 Ni1 129.9(4) . 19_665 ? C13 N1 C13 116.9(7) 18_654 . ? C13 N1 Ni1 121.5(3) 18_654 . ? C13 N1 Ni1 121.5(3) . . ? C8 N2 C8 117.9(6) . 18_654 ? O2 C1 O3 125.5(5) . . ? O2 C1 C2 116.6(5) . . ? O3 C1 C2 117.7(5) . . ? C7 C2 C3 118.9(5) . . ? C7 C2 C1 121.8(5) . . ? C3 C2 C1 119.0(5) . . ? C4 C3 C2 120.8(5) . . ? C3 C4 C5 120.1(5) . . ? C6 C5 C4 118.9(5) . . ? C6 C5 C8 122.0(5) . . ? C4 C5 C8 119.1(5) . . ? C5 C6 C7 120.8(5) . . ? C2 C7 C6 120.3(5) . . ? N2 C8 C9 122.8(5) . . ? N2 C8 C5 117.0(5) . . ? C9 C8 C5 120.2(5) . . ? C8 C9 C10 119.5(5) . . ? C9 C10 C9 117.4(7) 18_654 . ? C9 C10 C11 121.3(3) 18_654 . ? C9 C10 C11 121.3(3) . . ? C12 C11 C12 117.4(7) . 18_654 ? C12 C11 C10 121.3(4) . . ? C12 C11 C10 121.3(4) 18_654 . ? C13 C12 C11 119.7(6) . . ? N1 C13 C12 123.1(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.850 _refine_diff_density_min -0.641 _refine_diff_density_rms 0.135 data_MeOH_295K _database_code_depnum_ccdc_archive 'CCDC 889446' #TrackingRef '16682_web_deposit_cif_file_0_Jie-PengZhang_1357634840.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C82 H83 N6 Ni3 O23' _chemical_formula_weight 1696.67 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 trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 29.347(2) _cell_length_b 29.347(2) _cell_length_c 21.2870(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 15877(2) _cell_formula_units_Z 6 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.065 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5310 _exptl_absorpt_coefficient_mu 0.588 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8205 _exptl_absorpt_correction_T_max 0.8914 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29770 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3482 _reflns_number_gt 2851 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1290P)^2^+64.8278P] 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 3482 _refine_ls_number_parameters 217 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.0863 _refine_ls_R_factor_gt 0.0727 _refine_ls_wR_factor_ref 0.2214 _refine_ls_wR_factor_gt 0.2059 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.097 _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 0.6667 0.402013(19) 0.0833 0.0303(3) Uani 1 2 d S . . O1 O 0.6667 0.3333 0.0833 0.0342(14) Uani 1 6 d S . . H1A H 0.6667 0.3333 0.0373 0.041 Uiso 0.50 3 calc SPR . . O2 O 0.43218(11) 0.71219(11) -0.00806(15) 0.0464(8) Uani 1 1 d . . . O3 O 0.39639(11) 0.62596(11) -0.02313(16) 0.0499(8) Uani 1 1 d . . . N1 N 0.6667 0.47346(15) 0.0833 0.0443(13) Uani 1 2 d S . . N2 N 0.6667 0.71517(16) 0.0833 0.0623(18) Uani 1 2 d S . . C1 C 0.43289(14) 0.67015(15) -0.00612(19) 0.0345(8) Uani 1 1 d . A . C2 C 0.48273(15) 0.67218(15) 0.0170(2) 0.0454(11) Uani 1 1 d D . . C3 C 0.5209(3) 0.7118(3) 0.0516(4) 0.0281(19) Uiso 0.506(15) 1 d PD A 1 H3A H 0.5156 0.7389 0.0653 0.034 Uiso 0.506(15) 1 calc PR A 1 C4 C 0.5672(3) 0.7131(3) 0.0671(5) 0.0312(19) Uiso 0.506(15) 1 d PD A 1 H4A H 0.5934 0.7421 0.0884 0.037 Uiso 0.506(15) 1 calc PR A 1 C6 C 0.5399(5) 0.6342(5) 0.0088(9) 0.078(6) Uani 0.506(15) 1 d PD A 1 H6A H 0.5481 0.6102 -0.0086 0.093 Uiso 0.506(15) 1 calc PR A 1 C7 C 0.4945(5) 0.6319(5) -0.0076(8) 0.072(5) Uani 0.506(15) 1 d PD A 1 H7A H 0.4708 0.6054 -0.0341 0.087 Uiso 0.506(15) 1 calc PR A 1 C3' C 0.5294(3) 0.7181(3) 0.0259(4) 0.0292(19) Uiso 0.494(15) 1 d PD A 2 H3'A H 0.5308 0.7501 0.0191 0.035 Uiso 0.494(15) 1 calc PR A 2 C4' C 0.5750(3) 0.7179(3) 0.0450(4) 0.0289(19) Uiso 0.494(15) 1 d PD A 2 H4'A H 0.6056 0.7495 0.0534 0.035 Uiso 0.494(15) 1 calc PR A 2 C6' C 0.5237(5) 0.6230(5) 0.0494(9) 0.088(6) Uani 0.494(15) 1 d PD A 2 H6'A H 0.5210 0.5910 0.0601 0.106 Uiso 0.494(15) 1 calc PR A 2 C7' C 0.4796(4) 0.6255(5) 0.0316(8) 0.068(5) Uani 0.494(15) 1 d PD A 2 H7'A H 0.4471 0.5947 0.0296 0.081 Uiso 0.494(15) 1 calc PR A 2 C5 C 0.57502(17) 0.67191(16) 0.0513(3) 0.0611(15) Uani 1 1 d D . . C8 C 0.62332(17) 0.66988(17) 0.0681(3) 0.0574(14) Uani 1 1 d . A . C9 C 0.62188(17) 0.62181(16) 0.0685(3) 0.0611(15) Uani 1 1 d . . . H9A H 0.5908 0.5911 0.0588 0.073 Uiso 1 1 calc R A . C10 C 0.6667 0.61959(19) 0.0833 0.0545(18) Uani 1 2 d S . . C11 C 0.6667 0.56918(18) 0.0833 0.0520(17) Uani 1 2 d S . . C12 C 0.7123(2) 0.5668(2) 0.0740(5) 0.066(3) Uani 0.850(16) 1 d P A 1 H12A H 0.7441 0.5976 0.0670 0.079 Uiso 0.850(16) 1 calc PR A 1 C13 C 0.7109(2) 0.5193(2) 0.0751(5) 0.062(3) Uani 0.850(16) 1 d P A 1 H13A H 0.7422 0.5192 0.0698 0.074 Uiso 0.850(16) 1 calc PR A 1 C12' C 0.6425(19) 0.5334(14) 0.039(3) 0.077(19) Uani 0.150(16) 1 d P A 2 H12B H 0.6253 0.5397 0.0065 0.092 Uiso 0.150(16) 1 calc PR A 2 C13' C 0.643(2) 0.4845(12) 0.042(2) 0.070(16) Uani 0.150(16) 1 d PU A 2 H13B H 0.6251 0.4596 0.0107 0.084 Uiso 0.150(16) 1 calc PR A 2 O2S O 0.8460(10) 0.6724(9) 0.1027(10) 0.223(8) Uiso 0.50 1 d PD B 1 H2S H 0.8514 0.6713 0.1418 0.267 Uiso 0.50 1 d PR B 1 C2S C 0.8862(14) 0.6828(16) 0.0666(18) 0.268(19) Uiso 0.50 1 d PD B 1 H2SA H 0.8738 0.6684 0.0255 0.403 Uiso 0.50 1 calc PR B 1 H2SB H 0.9055 0.6675 0.0844 0.403 Uiso 0.50 1 calc PR B 1 H2SC H 0.9087 0.7203 0.0635 0.403 Uiso 0.50 1 calc PR B 1 O4S O 0.8094(17) 0.6749(19) -0.030(2) 0.212(17) Uiso 0.25 1 d PD C 4 H4S H 0.7800 0.6705 -0.0174 0.254 Uiso 0.25 1 d PR C 4 C4S C 0.837(3) 0.680(3) 0.026(3) 0.26(3) Uiso 0.25 1 d PD C 4 H4SA H 0.8259 0.6957 0.0576 0.395 Uiso 0.25 1 calc PR C 4 H4SB H 0.8741 0.7023 0.0185 0.395 Uiso 0.25 1 calc PR C 4 H4SC H 0.8301 0.6462 0.0396 0.395 Uiso 0.25 1 calc PR C 4 O1S O 0.6667 0.3333 0.2245(10) 0.126(7) Uiso 0.50 3 d SPD D 1 H1S H 0.6951 0.3333 0.2169 0.151 Uiso 0.17 1 d PR D 1 C1S C 0.6667 0.3333 0.2901(14) 0.41(6) Uiso 0.50 3 d SPD . 1 H1SA H 0.6452 0.2980 0.3051 0.619 Uiso 0.17 1 calc PR . 1 H1SB H 0.6528 0.3548 0.3051 0.619 Uiso 0.17 1 calc PR . 1 H1SC H 0.7020 0.3472 0.3051 0.619 Uiso 0.17 1 calc PR . 1 O3S O 0.8050(11) 0.4654(11) 0.4043(13) 0.257(11) Uiso 0.50 1 d PD E 3 H3S H 0.8052 0.4846 0.4344 0.308 Uiso 0.50 1 d PR E 3 C3S C 0.7599(13) 0.4220(12) 0.3823(17) 0.220(14) Uiso 0.50 1 d PD E 3 H3SA H 0.7351 0.4325 0.3694 0.330 Uiso 0.50 1 calc PR E 3 H3SB H 0.7447 0.3963 0.4151 0.330 Uiso 0.50 1 calc PR E 3 H3SC H 0.7685 0.4072 0.3472 0.330 Uiso 0.50 1 calc PR E 3 O5S O 0.858(2) 0.594(2) 0.397(3) 0.25(2) Uiso 0.25 1 d PD F 5 H5S H 0.8890 0.6015 0.4048 0.300 Uiso 0.25 1 d PR F 5 C5S C 0.840(3) 0.613(3) 0.350(3) 0.21(3) Uiso 0.25 1 d PD F 5 H5SA H 0.8025 0.5974 0.3528 0.312 Uiso 0.25 1 calc PR F 5 H5SB H 0.8487 0.6035 0.3100 0.312 Uiso 0.25 1 calc PR F 5 H5SC H 0.8563 0.6503 0.3527 0.312 Uiso 0.25 1 calc PR F 5 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 0.0150(4) 0.0159(3) 0.0598(5) -0.00103(13) -0.0021(3) 0.00751(18) O1 0.0170(17) 0.0170(17) 0.068(4) 0.000 0.000 0.0085(8) O2 0.0351(15) 0.0328(15) 0.077(2) -0.0132(14) -0.0219(13) 0.0211(13) O3 0.0290(14) 0.0283(14) 0.088(2) 0.0007(14) -0.0224(14) 0.0114(12) N1 0.024(2) 0.0214(16) 0.089(4) -0.0036(11) -0.007(2) 0.0118(11) N2 0.037(3) 0.0267(17) 0.126(5) -0.0192(15) -0.038(3) 0.0187(14) C1 0.0231(17) 0.0286(18) 0.053(2) 0.0014(16) -0.0065(15) 0.0136(15) C2 0.029(2) 0.0282(19) 0.080(3) -0.0051(19) -0.0175(19) 0.0150(16) C6 0.036(7) 0.033(6) 0.171(17) -0.038(8) -0.040(8) 0.022(6) C7 0.038(7) 0.048(7) 0.137(14) -0.052(8) -0.038(7) 0.027(6) C6' 0.032(6) 0.029(5) 0.19(2) 0.030(8) -0.019(8) 0.008(5) C7' 0.020(5) 0.030(5) 0.153(15) -0.001(8) -0.025(7) 0.013(4) C5 0.034(2) 0.030(2) 0.121(4) -0.017(2) -0.036(3) 0.0176(19) C8 0.035(2) 0.030(2) 0.112(4) -0.016(2) -0.034(2) 0.0204(19) C9 0.034(2) 0.024(2) 0.124(4) -0.020(2) -0.035(3) 0.0133(18) C10 0.035(3) 0.027(2) 0.105(5) -0.0129(16) -0.026(3) 0.0173(15) C11 0.031(3) 0.0237(19) 0.104(5) -0.0109(15) -0.022(3) 0.0154(14) C12 0.029(3) 0.021(2) 0.147(8) -0.004(3) -0.008(4) 0.011(2) C13 0.030(3) 0.027(3) 0.129(8) -0.003(3) -0.004(3) 0.015(2) C12' 0.08(3) 0.036(18) 0.13(4) -0.01(2) -0.06(3) 0.04(2) C13' 0.10(3) 0.016(14) 0.10(3) -0.025(17) -0.04(3) 0.030(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 2.0156(6) . ? Ni1 O3 2.055(3) 19_665 ? Ni1 O3 2.055(3) 36 ? Ni1 N1 2.097(4) . ? Ni1 O2 2.101(3) 35_545 ? Ni1 O2 2.101(3) 21_655 ? O1 Ni1 2.0156(6) 3_665 ? O1 Ni1 2.0156(6) 2_655 ? O2 C1 1.245(5) . ? O2 Ni1 2.101(3) 20_565 ? O3 C1 1.253(5) . ? O3 Ni1 2.055(3) 19_665 ? N1 C13' 1.26(4) 18_654 ? N1 C13' 1.26(4) . ? N1 C13 1.334(6) 18_654 ? N1 C13 1.334(6) . ? N2 C8 1.341(5) . ? N2 C8 1.342(5) 18_654 ? C1 C2 1.516(5) . ? C2 C3 1.359(8) . ? C2 C7' 1.362(12) . ? C2 C3' 1.372(8) . ? C2 C7 1.483(12) . ? C3 C4 1.381(10) . ? C4 C5 1.381(9) . ? C6 C7 1.345(17) . ? C6 C5 1.402(13) . ? C3' C4' 1.403(10) . ? C4' C5 1.356(8) . ? C6' C7' 1.387(17) . ? C6' C5 1.472(12) . ? C5 C8 1.492(5) . ? C8 C9 1.390(6) . ? C9 C10 1.385(5) . ? C10 C9 1.385(5) 18_654 ? C10 C11 1.479(8) . ? C11 C12' 1.32(4) . ? C11 C12' 1.32(4) 18_654 ? C11 C12 1.390(7) . ? C11 C12 1.390(7) 18_654 ? C12 C13 1.373(7) . ? C12' C13' 1.45(4) . ? O2S C2S 1.310(19) . ? O4S C4S 1.41(2) . ? O1S C1S 1.40(2) . ? C1S C1S 1.84(6) 31_655 ? O3S C3S 1.381(18) . ? O5S C5S 1.37(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 O1 Ni1 O3 92.91(8) . 19_665 ? O1 Ni1 O3 92.91(8) . 36 ? O3 Ni1 O3 174.18(16) 19_665 36 ? O1 Ni1 N1 180.000(1) . . ? O3 Ni1 N1 87.09(8) 19_665 . ? O3 Ni1 N1 87.09(8) 36 . ? O1 Ni1 O2 92.80(8) . 35_545 ? O3 Ni1 O2 88.29(13) 19_665 35_545 ? O3 Ni1 O2 91.43(13) 36 35_545 ? N1 Ni1 O2 87.20(8) . 35_545 ? O1 Ni1 O2 92.81(8) . 21_655 ? O3 Ni1 O2 91.43(13) 19_665 21_655 ? O3 Ni1 O2 88.29(13) 36 21_655 ? N1 Ni1 O2 87.19(8) . 21_655 ? O2 Ni1 O2 174.39(15) 35_545 21_655 ? Ni1 O1 Ni1 120.0 3_665 2_655 ? Ni1 O1 Ni1 120.0 3_665 . ? Ni1 O1 Ni1 120.0 2_655 . ? C1 O2 Ni1 124.4(3) . 20_565 ? C1 O3 Ni1 136.6(2) . 19_665 ? C13' N1 C13' 116(3) 18_654 . ? C13' N1 C13 92(2) 18_654 18_654 ? C13' N1 C13 54(3) . 18_654 ? C13' N1 C13 54(3) 18_654 . ? C13' N1 C13 92(2) . . ? C13 N1 C13 116.9(6) 18_654 . ? C13' N1 Ni1 122.1(13) 18_654 . ? C13' N1 Ni1 122.1(13) . . ? C13 N1 Ni1 121.5(3) 18_654 . ? C13 N1 Ni1 121.5(3) . . ? C8 N2 C8 117.8(5) . 18_654 ? O2 C1 O3 125.9(3) . . ? O2 C1 C2 117.8(3) . . ? O3 C1 C2 116.3(3) . . ? C3 C2 C7' 110.5(6) . . ? C3 C2 C3' 25.0(3) . . ? C7' C2 C3' 119.3(6) . . ? C3 C2 C7 117.0(6) . . ? C7' C2 C7 37.4(6) . . ? C3' C2 C7 108.4(6) . . ? C3 C2 C1 125.1(4) . . ? C7' C2 C1 117.1(5) . . ? C3' C2 C1 123.6(4) . . ? C7 C2 C1 117.3(6) . . ? C2 C3 C4 122.1(6) . . ? C5 C4 C3 120.7(7) . . ? C7 C6 C5 121.8(10) . . ? C6 C7 C2 119.1(10) . . ? C2 C3' C4' 121.5(7) . . ? C5 C4' C3' 120.5(7) . . ? C7' C6' C5 118.9(10) . . ? C2 C7' C6' 121.3(10) . . ? C4' C5 C4 21.5(3) . . ? C4' C5 C6 110.8(6) . . ? C4 C5 C6 118.0(6) . . ? C4' C5 C6' 117.4(7) . . ? C4 C5 C6' 108.9(7) . . ? C6 C5 C6' 39.0(7) . . ? C4' C5 C8 122.4(5) . . ? C4 C5 C8 123.6(5) . . ? C6 C5 C8 117.5(6) . . ? C6' C5 C8 119.7(6) . . ? N2 C8 C9 122.5(4) . . ? N2 C8 C5 117.9(4) . . ? C9 C8 C5 119.7(4) . . ? C10 C9 C8 120.1(4) . . ? C9 C10 C9 117.1(5) 18_654 . ? C9 C10 C11 121.4(3) 18_654 . ? C9 C10 C11 121.5(3) . . ? C12' C11 C12' 116(3) . 18_654 ? C12' C11 C12 90(2) . . ? C12' C11 C12 56(3) 18_654 . ? C12' C11 C12 56(3) . 18_654 ? C12' C11 C12 90(2) 18_654 18_654 ? C12 C11 C12 115.8(6) . 18_654 ? C12' C11 C10 121.8(13) . . ? C12' C11 C10 121.8(13) 18_654 . ? C12 C11 C10 122.1(3) . . ? C12 C11 C10 122.1(3) 18_654 . ? C13 C12 C11 120.4(5) . . ? N1 C13 C12 123.2(5) . . ? C11 C12' C13' 120(3) . . ? N1 C13' C12' 124(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.698 _refine_diff_density_min -0.452 _refine_diff_density_rms 0.148 data_MeOH_119K _database_code_depnum_ccdc_archive 'CCDC 889447' #TrackingRef '16682_web_deposit_cif_file_0_Jie-PengZhang_1357634840.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C90 H115 N6 Ni3 O31' _chemical_formula_weight 1953.01 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 trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 29.368(2) _cell_length_b 29.368(2) _cell_length_c 20.8680(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 15586(2) _cell_formula_units_Z 6 _cell_measurement_temperature 119(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.248 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6174 _exptl_absorpt_coefficient_mu 0.614 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8139 _exptl_absorpt_correction_T_max 0.8871 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 119(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29002 _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_sigmaI/netI 0.0244 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3407 _reflns_number_gt 2930 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1090P)^2^+164.8278P] 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 3407 _refine_ls_number_parameters 232 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0871 _refine_ls_R_factor_gt 0.0767 _refine_ls_wR_factor_ref 0.2183 _refine_ls_wR_factor_gt 0.2050 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.142 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.6667 0.40176(2) 0.0833 0.0186(3) Uani 1 2 d S . . O1 O 0.6667 0.3333 0.0833 0.0273(16) Uani 1 6 d S . . H1A H 0.6667 0.3333 0.1313 0.033 Uiso 0.50 3 calc SPR . . O2 O 0.43190(11) 0.71292(11) -0.00591(15) 0.0270(7) Uani 1 1 d . . . O3 O 0.39703(11) 0.62654(11) -0.02355(16) 0.0297(7) Uani 1 1 d . . . N1 N 0.6667 0.47308(16) 0.0833 0.0271(11) Uani 1 2 d S . . N2 N 0.6667 0.71481(18) 0.0833 0.0431(16) Uani 1 2 d S . . C1 C 0.43305(15) 0.67053(16) -0.0054(2) 0.0236(9) Uani 1 1 d . A . C2 C 0.48292(17) 0.67281(17) 0.0176(2) 0.0331(11) Uani 1 1 d D . . C3 C 0.5212(3) 0.7115(3) 0.0524(5) 0.014(2) Uiso 0.461(16) 1 d PD A 1 H3A H 0.5159 0.7390 0.0677 0.016 Uiso 0.461(16) 1 calc PR A 1 C4 C 0.5680(4) 0.7132(4) 0.0671(5) 0.019(2) Uiso 0.461(16) 1 d PD A 1 H4A H 0.5953 0.7432 0.0880 0.023 Uiso 0.461(16) 1 calc PR A 1 C6 C 0.5406(4) 0.6341(4) 0.0041(7) 0.037(4) Uani 0.461(16) 1 d PD A 1 H6A H 0.5495 0.6104 -0.0156 0.044 Uiso 0.461(16) 1 calc PR A 1 C7 C 0.4943(4) 0.6335(4) -0.0115(6) 0.033(3) Uani 0.461(16) 1 d PD A 1 H7A H 0.4701 0.6081 -0.0407 0.039 Uiso 0.461(16) 1 calc PR A 1 C3' C 0.5288(3) 0.7177(3) 0.0290(4) 0.0209(19) Uiso 0.539(16) 1 d PD A 2 H3'A H 0.5304 0.7505 0.0231 0.025 Uiso 0.539(16) 1 calc PR A 2 C4' C 0.5735(4) 0.7173(4) 0.0491(5) 0.024(2) Uiso 0.539(16) 1 d PD A 2 H4'A H 0.6037 0.7493 0.0613 0.029 Uiso 0.539(16) 1 calc PR A 2 C6' C 0.5238(4) 0.6237(4) 0.0523(8) 0.058(5) Uani 0.539(16) 1 d PD A 2 H6'A H 0.5208 0.5915 0.0658 0.070 Uiso 0.539(16) 1 calc PR A 2 C7' C 0.4798(4) 0.6255(4) 0.0332(7) 0.049(4) Uani 0.539(16) 1 d PD A 2 H7'A H 0.4469 0.5938 0.0306 0.059 Uiso 0.539(16) 1 calc PR A 2 C5 C 0.57501(19) 0.67181(18) 0.0516(3) 0.0474(15) Uani 1 1 d D . . C8 C 0.62308(18) 0.66940(18) 0.0688(3) 0.0398(12) Uani 1 1 d . A . C9 C 0.62152(18) 0.62121(17) 0.0690(3) 0.0379(12) Uani 1 1 d . . . H9A H 0.5897 0.5898 0.0593 0.046 Uiso 1 1 calc R A . C10 C 0.6667 0.6193(2) 0.0833 0.0339(15) Uani 1 2 d S . . C11 C 0.6667 0.5687(2) 0.0833 0.0317(14) Uani 1 2 d S . . C12 C 0.7124(3) 0.5665(2) 0.0735(5) 0.034(2) Uani 0.708(17) 1 d P A 1 H12A H 0.7447 0.5980 0.0658 0.041 Uiso 0.708(17) 1 calc PR A 1 C13 C 0.7110(2) 0.5187(2) 0.0748(4) 0.033(2) Uani 0.708(17) 1 d P A 1 H13A H 0.7430 0.5184 0.0693 0.039 Uiso 0.708(17) 1 calc PR A 1 C12' C 0.6360(11) 0.5301(8) 0.0440(17) 0.066(10) Uani 0.292(17) 1 d P A 2 H12B H 0.6124 0.5341 0.0167 0.079 Uiso 0.292(17) 1 calc PR A 2 C13' C 0.6378(10) 0.4829(8) 0.0417(13) 0.055(8) Uani 0.292(17) 1 d P A 2 H13B H 0.6180 0.4575 0.0099 0.066 Uiso 0.292(17) 1 calc PR A 2 O1S O 0.6667 0.3333 0.2617(9) 0.22(2) Uiso 0.50 3 d SPD B 1 H1S H 0.6667 0.3333 0.2210 0.268 Uiso 0.50 3 d SPR B 1 C1S C 0.6667 0.3333 0.3333 0.24(2) Uiso 1 6 d SD . 1 H1SA H 0.6667 0.3025 0.3487 0.360 Uiso 0.17 1 d PR . 1 H1SB H 0.6975 0.3642 0.3487 0.360 Uiso 0.17 1 d PR . 1 H1SC H 0.6359 0.3333 0.3487 0.360 Uiso 0.17 1 d PR . 1 O2S O 0.6600(9) 0.4730(9) 0.2459(11) 0.162(8) Uiso 0.50 1 d PD C 2 H2S H 0.6613 0.4961 0.2204 0.195 Uiso 0.50 1 d PR C 2 C2S C 0.6906(11) 0.4651(12) 0.2889(14) 0.138(10) Uiso 0.50 1 d PD C 2 H2SA H 0.6699 0.4304 0.3087 0.206 Uiso 0.50 1 calc PR C 2 H2SB H 0.7029 0.4923 0.3222 0.206 Uiso 0.50 1 calc PR C 2 H2SC H 0.7209 0.4670 0.2667 0.206 Uiso 0.50 1 calc PR C 2 O3S O 0.6674(9) 0.4117(11) 0.2794(14) 0.192(10) Uiso 0.50 1 d PD D 3 H3S H 0.6672 0.3861 0.2602 0.231 Uiso 0.50 1 d PR D 3 C3S C 0.6552(17) 0.4504(15) 0.283(2) 0.194(16) Uiso 0.50 1 d PD D 3 H3SA H 0.6674 0.4688 0.3239 0.291 Uiso 0.50 1 calc PR D 3 H3SB H 0.6170 0.4350 0.2797 0.291 Uiso 0.50 1 calc PR D 3 H3SC H 0.6723 0.4753 0.2477 0.291 Uiso 0.50 1 calc PR D 3 O4S O 0.4394(17) 0.480(2) 0.070(3) 0.37(3) Uiso 0.50 1 d PD E 4 H4S H 0.4096 0.4767 0.0782 0.445 Uiso 0.50 1 d PR E 4 C4S C 0.4884(16) 0.4951(18) 0.097(2) 0.201(17) Uiso 0.50 1 d PD E 4 H4SA H 0.5119 0.4943 0.0647 0.302 Uiso 0.50 1 calc PR E 4 H4SB H 0.4841 0.4709 0.1322 0.302 Uiso 0.50 1 calc PR E 4 H4SC H 0.5035 0.5308 0.1145 0.302 Uiso 0.50 1 calc PR E 4 O5S O 0.4823(7) 0.4892(7) 0.0522(8) 0.118(5) Uiso 0.50 1 d PD F 5 H5S H 0.5145 0.5122 0.0575 0.142 Uiso 0.50 1 d PR F 5 C5S C 0.4613(14) 0.4423(11) 0.0874(16) 0.167(12) Uiso 0.50 1 d PD F 5 H5SA H 0.4242 0.4197 0.0763 0.251 Uiso 0.50 1 calc PR F 5 H5SB H 0.4645 0.4503 0.1333 0.251 Uiso 0.50 1 calc PR F 5 H5SC H 0.4807 0.4240 0.0772 0.251 Uiso 0.50 1 calc PR F 5 O6S O 0.5187(12) 0.5374(12) 0.1871(15) 0.242(13) Uiso 0.50 1 d PD G 6 H6S H 0.5297 0.5191 0.2061 0.290 Uiso 0.50 1 d PR G 6 C6S C 0.5190(16) 0.5776(14) 0.2250(19) 0.197(15) Uiso 0.50 1 d PD G 6 H6SA H 0.5411 0.5838 0.2629 0.295 Uiso 0.50 1 calc PR G 6 H6SB H 0.4831 0.5668 0.2386 0.295 Uiso 0.50 1 calc PR G 6 H6SC H 0.5331 0.6101 0.1998 0.295 Uiso 0.50 1 calc PR G 6 O7S O 0.5950(15) 0.6751(15) 0.2482(17) 0.188(13) Uiso 0.33 1 d PD H 7 H7S H 0.6038 0.7074 0.2466 0.225 Uiso 0.33 1 d PR H 7 C7S C 0.640(2) 0.672(3) 0.238(4) 0.26(4) Uiso 0.33 1 d PD H 7 H7SA H 0.6562 0.6727 0.2797 0.389 Uiso 0.33 1 calc PR H 7 H7SB H 0.6649 0.7016 0.2120 0.389 Uiso 0.33 1 calc PR H 7 H7SC H 0.6306 0.6388 0.2163 0.389 Uiso 0.33 1 calc PR H 7 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 0.0102(4) 0.0106(3) 0.0349(5) -0.00067(13) -0.0013(3) 0.00511(19) O1 0.0115(19) 0.0115(19) 0.059(5) 0.000 0.000 0.0057(10) O2 0.0210(14) 0.0201(15) 0.0430(18) -0.0061(12) -0.0105(12) 0.0127(12) O3 0.0178(15) 0.0183(15) 0.052(2) -0.0001(13) -0.0121(13) 0.0080(12) N1 0.015(2) 0.0150(17) 0.051(3) -0.0008(10) -0.002(2) 0.0076(11) N2 0.029(3) 0.0175(18) 0.087(5) -0.0151(15) -0.030(3) 0.0143(15) C1 0.0177(19) 0.020(2) 0.032(2) 0.0018(16) -0.0027(16) 0.0087(16) C2 0.022(2) 0.021(2) 0.057(3) -0.004(2) -0.016(2) 0.0121(18) C6 0.025(5) 0.025(5) 0.068(9) -0.022(6) -0.018(6) 0.017(5) C7 0.021(5) 0.026(5) 0.054(8) -0.022(5) -0.016(5) 0.014(4) C6' 0.035(6) 0.024(5) 0.115(14) 0.009(6) -0.023(7) 0.015(4) C7' 0.019(5) 0.022(5) 0.103(12) 0.003(6) -0.016(6) 0.007(4) C5 0.030(3) 0.020(2) 0.094(4) -0.016(2) -0.034(3) 0.014(2) C8 0.026(2) 0.020(2) 0.076(4) -0.012(2) -0.026(2) 0.0136(19) C9 0.023(2) 0.017(2) 0.073(3) -0.012(2) -0.020(2) 0.0087(18) C10 0.025(3) 0.020(2) 0.058(4) -0.0069(14) -0.014(3) 0.0126(16) C11 0.023(3) 0.020(2) 0.053(4) -0.0068(14) -0.014(3) 0.0117(15) C12 0.023(3) 0.013(3) 0.067(6) -0.001(3) -0.001(3) 0.009(3) C13 0.015(3) 0.017(3) 0.066(6) -0.001(3) 0.001(3) 0.008(2) C12' 0.071(17) 0.031(11) 0.11(3) -0.020(13) -0.054(18) 0.036(11) C13' 0.076(16) 0.028(10) 0.068(17) -0.017(10) -0.035(14) 0.031(10) _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 O1 2.0096(7) . ? Ni1 O3 2.047(3) 19_665 ? Ni1 O3 2.047(3) 36 ? Ni1 N1 2.094(5) . ? Ni1 O2 2.096(3) 35_545 ? Ni1 O2 2.096(3) 21_655 ? O1 Ni1 2.0096(7) 3_665 ? O1 Ni1 2.0096(7) 2_655 ? O2 C1 1.262(5) . ? O2 Ni1 2.096(3) 20_565 ? O3 C1 1.251(5) . ? O3 Ni1 2.047(3) 19_665 ? N1 C13 1.334(7) 18_654 ? N1 C13 1.334(7) . ? N1 C13' 1.34(2) 18_654 ? N1 C13' 1.34(2) . ? N2 C8 1.342(5) . ? N2 C8 1.343(5) 18_654 ? C1 C2 1.511(5) . ? C2 C3 1.343(9) . ? C2 C3' 1.355(9) . ? C2 C7' 1.386(10) . ? C2 C7 1.484(11) . ? C3 C4 1.385(13) . ? C4 C5 1.370(11) . ? C6 C7 1.390(14) . ? C6 C5 1.453(11) . ? C3' C4' 1.385(12) . ? C4' C5 1.358(10) . ? C6' C7' 1.377(14) . ? C6' C5 1.461(12) . ? C5 C8 1.492(6) . ? C8 C9 1.393(6) . ? C9 C10 1.388(5) . ? C10 C9 1.388(5) 18_654 ? C10 C11 1.484(8) . ? C11 C12' 1.32(2) . ? C11 C12' 1.32(2) 18_654 ? C11 C12 1.392(7) . ? C11 C12 1.392(7) 18_654 ? C12 C13 1.385(9) . ? C12' C13' 1.41(3) . ? O1S C1S 1.49(2) . ? C1S O1S 1.49(2) 31_655 ? O2S C2S 1.369(19) . ? O3S C3S 1.35(2) . ? O4S C4S 1.40(2) . ? O5S C5S 1.403(19) . ? O6S C6S 1.417(19) . ? O7S C7S 1.39(2) . ? C7S C7S 1.69(10) 4 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O3 92.91(8) . 19_665 ? O1 Ni1 O3 92.91(8) . 36 ? O3 Ni1 O3 174.18(16) 19_665 36 ? O1 Ni1 N1 180.0 . . ? O3 Ni1 N1 87.09(8) 19_665 . ? O3 Ni1 N1 87.09(8) 36 . ? O1 Ni1 O2 93.19(8) . 35_545 ? O3 Ni1 O2 87.97(13) 19_665 35_545 ? O3 Ni1 O2 91.70(12) 36 35_545 ? N1 Ni1 O2 86.81(8) . 35_545 ? O1 Ni1 O2 93.20(8) . 21_655 ? O3 Ni1 O2 91.70(12) 19_665 21_655 ? O3 Ni1 O2 87.97(13) 36 21_655 ? N1 Ni1 O2 86.80(8) . 21_655 ? O2 Ni1 O2 173.61(16) 35_545 21_655 ? Ni1 O1 Ni1 120.0 3_665 2_655 ? Ni1 O1 Ni1 120.0 3_665 . ? Ni1 O1 Ni1 120.0 2_655 . ? C1 O2 Ni1 122.4(3) . 20_565 ? C1 O3 Ni1 137.1(3) . 19_665 ? C13 N1 C13 117.8(6) 18_654 . ? C13 N1 C13' 95.8(11) 18_654 18_654 ? C13 N1 C13' 49.4(12) . 18_654 ? C13 N1 C13' 49.4(12) 18_654 . ? C13 N1 C13' 95.8(11) . . ? C13' N1 C13' 115.8(16) 18_654 . ? C13 N1 Ni1 121.1(3) 18_654 . ? C13 N1 Ni1 121.1(3) . . ? C13' N1 Ni1 122.1(8) 18_654 . ? C13' N1 Ni1 122.1(8) . . ? C8 N2 C8 117.8(5) . 18_654 ? O3 C1 O2 126.2(4) . . ? O3 C1 C2 116.3(4) . . ? O2 C1 C2 117.5(4) . . ? C3 C2 C3' 22.6(3) . . ? C3 C2 C7' 109.2(6) . . ? C3' C2 C7' 118.0(6) . . ? C3 C2 C7 117.5(6) . . ? C3' C2 C7 109.2(5) . . ? C7' C2 C7 40.8(6) . . ? C3 C2 C1 126.3(5) . . ? C3' C2 C1 124.7(5) . . ? C7' C2 C1 117.0(5) . . ? C7 C2 C1 115.2(5) . . ? C2 C3 C4 123.1(8) . . ? C5 C4 C3 120.1(8) . . ? C7 C6 C5 118.2(8) . . ? C6 C7 C2 119.6(8) . . ? C2 C3' C4' 122.0(7) . . ? C5 C4' C3' 121.2(8) . . ? C7' C6' C5 119.6(8) . . ? C6' C7' C2 120.8(8) . . ? C4' C5 C4 17.0(4) . . ? C4' C5 C6 111.8(6) . . ? C4 C5 C6 118.8(7) . . ? C4' C5 C6' 115.3(7) . . ? C4 C5 C6' 108.5(7) . . ? C6 C5 C6' 44.1(6) . . ? C4' C5 C8 123.5(5) . . ? C4 C5 C8 123.4(6) . . ? C6 C5 C8 116.2(5) . . ? C6' C5 C8 119.6(5) . . ? N2 C8 C9 122.6(4) . . ? N2 C8 C5 117.5(4) . . ? C9 C8 C5 119.9(4) . . ? C10 C9 C8 119.7(4) . . ? C9 C10 C9 117.5(6) 18_654 . ? C9 C10 C11 121.2(3) 18_654 . ? C9 C10 C11 121.2(3) . . ? C12' C11 C12' 117.6(17) . 18_654 ? C12' C11 C12 97.3(12) . . ? C12' C11 C12 47.6(15) 18_654 . ? C12' C11 C12 47.6(15) . 18_654 ? C12' C11 C12 97.3(12) 18_654 18_654 ? C12 C11 C12 116.1(7) . 18_654 ? C12' C11 C10 121.2(8) . . ? C12' C11 C10 121.2(8) 18_654 . ? C12 C11 C10 121.9(3) . . ? C12 C11 C10 121.9(3) 18_654 . ? C13 C12 C11 120.3(6) . . ? N1 C13 C12 122.7(6) . . ? C11 C12' C13' 121.3(17) . . ? N1 C13' C12' 121.8(17) . . ? O1S C1S O1S 179.995(3) 31_655 . ? O7S C7S C7S 144(6) . 4 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.016 _refine_diff_density_min -0.834 _refine_diff_density_rms 0.135 data_DMF_295K _database_code_depnum_ccdc_archive 'CCDC 889448' #TrackingRef '16682_web_deposit_cif_file_0_Jie-PengZhang_1357634840.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C108 H127 N18 Ni3 O25' _chemical_formula_weight 2253.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 29.050(2) _cell_length_b 29.050(2) _cell_length_c 24.502(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 17908(2) _cell_formula_units_Z 6 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.254 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7110 _exptl_absorpt_coefficient_mu 0.543 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8328 _exptl_absorpt_correction_T_max 0.9230 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36848 _diffrn_reflns_av_R_equivalents 0.0590 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3517 _reflns_number_gt 2706 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1302P)^2^+158.5655P] 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 3517 _refine_ls_number_parameters 203 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.0976 _refine_ls_R_factor_gt 0.0785 _refine_ls_wR_factor_ref 0.2405 _refine_ls_wR_factor_gt 0.2197 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.051 _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 0.6667 0.40226(2) 0.0833 0.0289(3) Uani 1 2 d S . . O1 O 0.6667 0.3333 0.0833 0.0355(18) Uani 1 6 d S . . H1A H 0.6667 0.3333 0.1233 0.043 Uiso 0.50 3 calc SPR . . O2 O 0.43550(13) 0.71369(13) -0.02084(15) 0.0453(9) Uani 1 1 d . . . O3 O 0.39687(13) 0.62551(13) -0.02764(16) 0.0465(9) Uani 1 1 d . . . N1 N 0.6667 0.47405(18) 0.0833 0.0409(14) Uani 1 2 d S . . N2 N 0.6667 0.71847(19) 0.0833 0.0538(18) Uani 1 2 d S . . C1 C 0.43422(17) 0.67051(17) -0.01434(18) 0.0326(10) Uani 1 1 d . . . C2 C 0.48256(19) 0.67253(18) 0.0118(2) 0.0414(12) Uani 1 1 d . . . C3 C 0.5289(2) 0.7193(2) 0.0211(3) 0.0585(17) Uani 1 1 d . . . H3A H 0.5302 0.7513 0.0140 0.070 Uiso 1 1 calc R . . C4 C 0.5741(2) 0.7199(2) 0.0409(3) 0.0619(18) Uani 1 1 d . . . H4A H 0.6049 0.7523 0.0464 0.074 Uiso 1 1 calc R . . C5 C 0.5743(2) 0.6740(2) 0.0523(3) 0.0551(15) Uani 1 1 d . . . C6 C 0.5251(3) 0.6268(3) 0.0493(4) 0.094(3) Uani 1 1 d . . . H6A H 0.5224 0.5951 0.0611 0.113 Uiso 1 1 calc R . . C7 C 0.4807(3) 0.6266(2) 0.0292(4) 0.082(3) Uani 1 1 d . . . H7A H 0.4487 0.5947 0.0272 0.098 Uiso 1 1 calc R . . C8 C 0.6227(2) 0.6724(2) 0.0690(3) 0.0520(14) Uani 1 1 d . . . C9 C 0.6219(2) 0.6243(2) 0.0683(3) 0.0560(16) Uani 1 1 d . . . H9A H 0.5913 0.5935 0.0577 0.067 Uiso 1 1 calc R . . C10 C 0.6667 0.6219(2) 0.0833 0.0486(19) Uani 1 2 d S . . C11 C 0.6667 0.5705(2) 0.0833 0.0436(17) Uani 1 2 d S . . C12 C 0.7135(2) 0.5691(2) 0.0854(3) 0.0637(18) Uani 1 1 d . . . H12A H 0.7460 0.6006 0.0864 0.076 Uiso 1 1 calc R . . C13 C 0.7117(2) 0.5208(2) 0.0859(3) 0.0603(17) Uani 1 1 d . . . H13A H 0.7436 0.5208 0.0881 0.072 Uiso 1 1 calc R . . O1A O 0.6701(13) 0.5100(14) 0.2395(13) 0.434(17) Uiso 0.75 1 d PDU A 1 N1A N 0.6856(12) 0.4486(11) 0.2829(12) 0.414(17) Uiso 0.75 1 d PDU A 1 C1A C 0.6646(10) 0.4662(12) 0.2433(12) 0.360(16) Uiso 0.75 1 d PDU A 1 H1AA H 0.6439 0.4417 0.2167 0.432 Uiso 0.75 1 calc PR A 1 C2A C 0.6838(17) 0.3987(12) 0.2723(17) 0.39(2) Uiso 0.75 1 d PDU A 1 H2AA H 0.6593 0.3804 0.2432 0.587 Uiso 0.75 1 calc PR A 1 H2AB H 0.6724 0.3771 0.3047 0.587 Uiso 0.75 1 calc PR A 1 H2AC H 0.7186 0.4055 0.2622 0.587 Uiso 0.75 1 calc PR A 1 C3A C 0.7208(18) 0.4862(17) 0.3235(15) 0.48(3) Uiso 0.75 1 d PDU A 1 H3AA H 0.7176 0.5175 0.3228 0.727 Uiso 0.75 1 calc PR A 1 H3AB H 0.7569 0.4957 0.3155 0.727 Uiso 0.75 1 calc PR A 1 H3AC H 0.7113 0.4702 0.3590 0.727 Uiso 0.75 1 calc PR A 1 O1B O 0.5428(15) 0.5193(14) 0.3362(8) 0.361(17) Uiso 0.50 1 d PDU . . N1B N 0.5536(7) 0.5536(7) 0.2500 0.250(10) Uiso 1 2 d SDU . . C1B C 0.5371(13) 0.5477(11) 0.3038(6) 0.283(15) Uiso 0.50 1 d PDU . . H1BA H 0.5202 0.5662 0.3187 0.339 Uiso 0.50 1 d PR . . C2B C 0.5336(16) 0.5791(18) 0.2135(16) 0.291(17) Uiso 0.50 1 d PDU . . H2BA H 0.5154 0.5918 0.2363 0.436 Uiso 0.50 1 d PR . . H2BB H 0.5622 0.6085 0.1948 0.436 Uiso 0.50 1 d PR . . H2BC H 0.5092 0.5544 0.1873 0.436 Uiso 0.50 1 d PR . . C3B C 0.5826(14) 0.5304(14) 0.2266(14) 0.227(14) Uiso 0.50 1 d PDU . . H3BA H 0.5946 0.5141 0.2528 0.340 Uiso 0.50 1 d PR . . H3BB H 0.5597 0.5043 0.2006 0.340 Uiso 0.50 1 d PR . . H3BC H 0.6127 0.5584 0.2081 0.340 Uiso 0.50 1 d PR . . O1C O 0.8397(11) 0.6795(11) 0.2183(11) 0.425(15) Uiso 0.75 1 d PDU B 1 N1C N 0.7587(11) 0.6419(12) 0.2621(13) 0.442(15) Uiso 0.75 1 d PDU B 1 C1C C 0.8071(11) 0.6468(11) 0.2477(11) 0.432(15) Uiso 0.75 1 d PDU B 1 H1CA H 0.8149 0.6221 0.2625 0.518 Uiso 0.75 1 calc PR B 1 C2C C 0.7261(15) 0.5946(15) 0.295(2) 0.49(2) Uiso 0.75 1 d PDU B 1 H2CA H 0.7430 0.5735 0.2967 0.728 Uiso 0.75 1 calc PR B 1 H2CB H 0.6918 0.5742 0.2778 0.728 Uiso 0.75 1 calc PR B 1 H2CC H 0.7220 0.6049 0.3307 0.728 Uiso 0.75 1 calc PR B 1 C3C C 0.7494(15) 0.6843(16) 0.2445(18) 0.43(2) Uiso 0.75 1 d PDU B 1 H3CA H 0.7755 0.7058 0.2177 0.646 Uiso 0.75 1 calc PR B 1 H3CB H 0.7520 0.7059 0.2753 0.646 Uiso 0.75 1 calc PR B 1 H3CC H 0.7145 0.6693 0.2288 0.646 Uiso 0.75 1 calc PR B 1 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 0.0173(4) 0.0177(4) 0.0515(5) -0.00007(15) -0.0001(3) 0.0086(2) O1 0.015(2) 0.015(2) 0.076(5) 0.000 0.000 0.0076(10) O2 0.0378(19) 0.0283(18) 0.074(2) -0.0088(16) -0.0228(16) 0.0195(15) O3 0.0311(18) 0.0265(17) 0.078(3) -0.0016(16) -0.0215(17) 0.0113(15) N1 0.022(3) 0.024(2) 0.076(4) -0.0016(12) -0.003(2) 0.0108(13) N2 0.038(3) 0.028(2) 0.099(5) -0.0159(17) -0.032(3) 0.0192(17) C1 0.025(2) 0.028(2) 0.046(3) -0.0031(19) -0.0066(18) 0.0137(19) C2 0.033(3) 0.029(2) 0.063(3) -0.004(2) -0.017(2) 0.016(2) C3 0.045(3) 0.030(3) 0.108(5) -0.016(3) -0.035(3) 0.024(2) C4 0.037(3) 0.027(3) 0.119(5) -0.016(3) -0.036(3) 0.015(2) C5 0.040(3) 0.032(3) 0.096(4) -0.014(3) -0.032(3) 0.020(2) C6 0.050(4) 0.037(3) 0.189(9) 0.004(4) -0.053(5) 0.018(3) C7 0.044(3) 0.037(3) 0.162(8) 0.000(4) -0.040(4) 0.017(3) C8 0.038(3) 0.028(3) 0.091(4) -0.014(3) -0.033(3) 0.018(2) C9 0.039(3) 0.029(3) 0.101(4) -0.017(3) -0.034(3) 0.017(2) C10 0.037(4) 0.027(3) 0.085(5) -0.0102(18) -0.020(4) 0.0184(19) C11 0.031(4) 0.026(2) 0.076(5) -0.0070(16) -0.014(3) 0.0153(18) C12 0.037(3) 0.028(3) 0.126(6) -0.006(3) -0.017(3) 0.016(2) C13 0.033(3) 0.030(3) 0.119(5) -0.006(3) -0.012(3) 0.016(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 2.0025(7) . ? Ni1 O2 2.073(3) 35_545 ? Ni1 O2 2.073(3) 21_655 ? Ni1 N1 2.085(5) . ? Ni1 O3 2.105(3) 36 ? Ni1 O3 2.105(3) 19_665 ? O1 Ni1 2.0025(7) 3_665 ? O1 Ni1 2.0025(7) 2_655 ? O2 C1 1.246(5) . ? O2 Ni1 2.073(3) 20_565 ? O3 C1 1.255(6) . ? O3 Ni1 2.105(3) 19_665 ? N1 C13 1.335(6) 18_654 ? N1 C13 1.335(6) . ? N2 C8 1.355(6) . ? N2 C8 1.355(6) 18_654 ? C1 C2 1.518(6) . ? C2 C3 1.372(7) . ? C2 C7 1.375(7) . ? C3 C4 1.390(7) . ? C4 C5 1.363(7) . ? C5 C6 1.403(8) . ? C5 C8 1.489(7) . ? C6 C7 1.378(8) . ? C8 C9 1.387(7) . ? C9 C10 1.384(6) . ? C10 C9 1.384(6) 18_654 ? C10 C11 1.493(9) . ? C11 C12 1.381(6) . ? C11 C12 1.381(6) 18_654 ? C12 C13 1.380(8) . ? O1A C1A 1.202(10) . ? N1A C1A 1.374(10) . ? N1A C2A 1.448(10) . ? N1A C3A 1.453(10) . ? O1B C1B 1.215(10) . ? O1B C2B 1.53(4) 4 ? N1B C1B 1.385(10) . ? N1B C1B 1.385(10) 4 ? N1B C3B 1.435(10) 4 ? N1B C3B 1.435(10) . ? N1B C2B 1.454(10) 4 ? N1B C2B 1.454(10) . ? C1B C3B 1.35(3) 4 ? C1B C2B 1.53(4) 4 ? C2B C3B 1.48(4) 4 ? C2B O1B 1.53(4) 4 ? C2B C1B 1.53(4) 4 ? C3B C1B 1.35(3) 4 ? C3B C2B 1.48(4) 4 ? O1C C1C 1.190(10) . ? N1C C1C 1.385(10) . ? N1C C3C 1.453(10) . ? N1C C2C 1.454(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O2 94.55(9) . 35_545 ? O1 Ni1 O2 94.55(9) . 21_655 ? O2 Ni1 O2 170.90(19) 35_545 21_655 ? O1 Ni1 N1 180.000(1) . . ? O2 Ni1 N1 85.45(9) 35_545 . ? O2 Ni1 N1 85.45(9) 21_655 . ? O1 Ni1 O3 93.15(9) . 36 ? O2 Ni1 O3 91.43(15) 35_545 36 ? O2 Ni1 O3 88.07(15) 21_655 36 ? N1 Ni1 O3 86.85(9) . 36 ? O1 Ni1 O3 93.15(9) . 19_665 ? O2 Ni1 O3 88.07(15) 35_545 19_665 ? O2 Ni1 O3 91.43(15) 21_655 19_665 ? N1 Ni1 O3 86.85(9) . 19_665 ? O3 Ni1 O3 173.69(18) 36 19_665 ? Ni1 O1 Ni1 120.000(1) 3_665 2_655 ? Ni1 O1 Ni1 120.0 3_665 . ? Ni1 O1 Ni1 120.0 2_655 . ? C1 O2 Ni1 128.3(3) . 20_565 ? C1 O3 Ni1 134.7(3) . 19_665 ? C13 N1 C13 116.4(6) 18_654 . ? C13 N1 Ni1 121.8(3) 18_654 . ? C13 N1 Ni1 121.8(3) . . ? C8 N2 C8 117.8(6) . 18_654 ? O2 C1 O3 126.2(4) . . ? O2 C1 C2 117.0(4) . . ? O3 C1 C2 116.8(4) . . ? C3 C2 C7 116.8(5) . . ? C3 C2 C1 122.7(4) . . ? C7 C2 C1 120.4(4) . . ? C2 C3 C4 121.6(5) . . ? C5 C4 C3 121.6(5) . . ? C4 C5 C6 116.4(5) . . ? C4 C5 C8 123.6(5) . . ? C6 C5 C8 120.0(5) . . ? C7 C6 C5 121.0(6) . . ? C2 C7 C6 121.7(6) . . ? N2 C8 C9 122.1(5) . . ? N2 C8 C5 118.6(4) . . ? C9 C8 C5 119.3(4) . . ? C10 C9 C8 120.2(5) . . ? C9 C10 C9 117.6(6) 18_654 . ? C9 C10 C11 121.2(3) 18_654 . ? C9 C10 C11 121.2(3) . . ? C12 C11 C12 117.1(6) . 18_654 ? C12 C11 C10 121.5(3) . . ? C12 C11 C10 121.5(3) 18_654 . ? C13 C12 C11 119.6(5) . . ? N1 C13 C12 123.6(5) . . ? C1A N1A C2A 116.5(17) . . ? C1A N1A C3A 118.7(14) . . ? C2A N1A C3A 122(2) . . ? O1A C1A N1A 126.9(16) . . ? C1B O1B C2B 66.6(12) . 4 ? C1B N1B C1B 153(3) . 4 ? C1B N1B C3B 57.1(14) . 4 ? C1B N1B C3B 124.8(13) 4 4 ? C1B N1B C3B 124.8(13) . . ? C1B N1B C3B 57.1(14) 4 . ? C3B N1B C3B 173(4) 4 . ? C1B N1B C2B 65.1(15) . 4 ? C1B N1B C2B 116.5(15) 4 4 ? C3B N1B C2B 118.1(17) 4 4 ? C3B N1B C2B 61.5(17) . 4 ? C1B N1B C2B 116.5(15) . . ? C1B N1B C2B 65.1(15) 4 . ? C3B N1B C2B 61.5(17) 4 . ? C3B N1B C2B 118.1(17) . . ? C2B N1B C2B 174(4) 4 . ? O1B C1B C3B 172.8(16) . 4 ? O1B C1B N1B 123.4(15) . . ? C3B C1B N1B 63.3(8) 4 . ? O1B C1B C2B 66.5(17) . 4 ? C3B C1B C2B 118.8(18) 4 4 ? N1B C1B C2B 59.6(10) . 4 ? N1B C2B C3B 58.6(9) . 4 ? N1B C2B O1B 100(2) . 4 ? C3B C2B O1B 147(4) 4 4 ? N1B C2B C1B 55.3(8) . 4 ? C3B C2B C1B 112.5(12) 4 4 ? O1B C2B C1B 46.8(13) 4 4 ? C1B C3B N1B 59.6(9) 4 . ? C1B C3B C2B 117.4(17) 4 4 ? N1B C3B C2B 59.9(10) . 4 ? C1C N1C C3C 116.4(14) . . ? C1C N1C C2C 112.7(16) . . ? C3C N1C C2C 131(2) . . ? O1C C1C N1C 126.9(16) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.190 _refine_diff_density_min -0.472 _refine_diff_density_rms 0.127 data_DMF_119K_trial1 _database_code_depnum_ccdc_archive 'CCDC 889449' #TrackingRef '16682_web_deposit_cif_file_0_Jie-PengZhang_1357634840.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C108 H127 N18 Ni3 O25' _chemical_formula_weight 2253.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 29.106(3) _cell_length_b 29.106(3) _cell_length_c 23.417(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 17180(3) _cell_formula_units_Z 6 _cell_measurement_temperature 119(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.307 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7110 _exptl_absorpt_coefficient_mu 0.566 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8266 _exptl_absorpt_correction_T_max 0.9200 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 119(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30958 _diffrn_reflns_av_R_equivalents 0.0522 _diffrn_reflns_av_sigmaI/netI 0.0283 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3363 _reflns_number_gt 2757 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1402P)^2^+358.5655P] 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 3363 _refine_ls_number_parameters 203 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.1246 _refine_ls_R_factor_gt 0.1087 _refine_ls_wR_factor_ref 0.3070 _refine_ls_wR_factor_gt 0.2907 _refine_ls_goodness_of_fit_ref 1.167 _refine_ls_restrained_S_all 1.200 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.6667 0.40220(3) 0.0833 0.0207(4) Uani 1 2 d S . . O1 O 0.6667 0.3333 0.0833 0.030(3) Uani 1 6 d S . . H1A H 0.6667 0.3333 0.1260 0.036 Uiso 0.50 3 calc SPR . . O2 O 0.43417(17) 0.71387(17) -0.0170(2) 0.0310(11) Uani 1 1 d . . . O3 O 0.39681(17) 0.62572(16) -0.0269(2) 0.0302(11) Uani 1 1 d . . . N1 N 0.6667 0.4739(2) 0.0833 0.0278(17) Uani 1 2 d S . . N2 N 0.6667 0.7177(2) 0.0833 0.0302(18) Uani 1 2 d S . . C1 C 0.4336(2) 0.6703(2) -0.0117(3) 0.0234(13) Uani 1 1 d . . . C2 C 0.4823(2) 0.6726(3) 0.0143(3) 0.0275(14) Uani 1 1 d . . . C3 C 0.5293(3) 0.7193(3) 0.0210(4) 0.0372(17) Uani 1 1 d . . . H3A H 0.5310 0.7519 0.0122 0.045 Uiso 1 1 calc R . . C4 C 0.5748(3) 0.7194(3) 0.0408(4) 0.0399(19) Uani 1 1 d . . . H4A H 0.6070 0.7522 0.0450 0.048 Uiso 1 1 calc R . . C5 C 0.5737(3) 0.6732(3) 0.0542(3) 0.0320(15) Uani 1 1 d . . . C6 C 0.5248(3) 0.6264(3) 0.0522(5) 0.054(2) Uani 1 1 d . . . H6A H 0.5221 0.5942 0.0650 0.065 Uiso 1 1 calc R . . C7 C 0.4800(3) 0.6260(3) 0.0317(4) 0.050(2) Uani 1 1 d . . . H7A H 0.4474 0.5935 0.0296 0.060 Uiso 1 1 calc R . . C8 C 0.6225(3) 0.6717(2) 0.0698(3) 0.0312(15) Uani 1 1 d . . . C9 C 0.6219(3) 0.6233(3) 0.0687(3) 0.0365(17) Uani 1 1 d . . . H9A H 0.5905 0.5917 0.0580 0.044 Uiso 1 1 calc R . . C10 C 0.6667 0.6214(3) 0.0833 0.033(2) Uani 1 2 d S . . C11 C 0.6667 0.5698(3) 0.0833 0.030(2) Uani 1 2 d S . . C12 C 0.7134(3) 0.5684(3) 0.0867(4) 0.0390(18) Uani 1 1 d . . . H12A H 0.7465 0.6005 0.0891 0.047 Uiso 1 1 calc R . . C13 C 0.7117(3) 0.5201(3) 0.0866(3) 0.0366(17) Uani 1 1 d . . . H13A H 0.7442 0.5199 0.0891 0.044 Uiso 1 1 calc R . . O1A O 0.6742(8) 0.5240(8) 0.2380(9) 0.247(7) Uiso 1 1 d DU A 1 N1A N 0.6936(8) 0.4643(7) 0.2806(8) 0.194(5) Uiso 1 1 d DU A 1 C1A C 0.6711(8) 0.4808(8) 0.2401(9) 0.206(6) Uiso 1 1 d DU A 1 H1AA H 0.6512 0.4562 0.2109 0.248 Uiso 1 1 calc R A 1 C2A C 0.6928(9) 0.4139(7) 0.2728(9) 0.146(6) Uiso 1 1 d DU A 1 H2AA H 0.6709 0.3953 0.2395 0.219 Uiso 1 1 calc R A 1 H2AB H 0.6780 0.3919 0.3069 0.219 Uiso 1 1 calc R A 1 H2AC H 0.7291 0.4210 0.2666 0.219 Uiso 1 1 calc R A 1 C3A C 0.7232(9) 0.5025(9) 0.3260(9) 0.198(7) Uiso 1 1 d DU A 1 H3AA H 0.7171 0.5326 0.3234 0.297 Uiso 1 1 calc R A 1 H3AB H 0.7611 0.5150 0.3216 0.297 Uiso 1 1 calc R A 1 H3AC H 0.7110 0.4853 0.3632 0.297 Uiso 1 1 calc R A 1 O1B O 0.5577(14) 0.4887(11) 0.3056(13) 0.230(11) Uiso 0.50 1 d PDU . . N1B N 0.5484(6) 0.5484(6) 0.2500 0.120(5) Uiso 1 2 d SDU . . C1B C 0.5468(12) 0.5237(10) 0.3012(8) 0.175(9) Uiso 0.50 1 d PDU . . H1BA H 0.5333 0.5331 0.3338 0.210 Uiso 0.50 1 d PR . . C2B C 0.5339(15) 0.5893(11) 0.2515(15) 0.146(9) Uiso 0.50 1 d PDU . . H2BA H 0.5249 0.5948 0.2893 0.219 Uiso 0.50 1 d PR . . H2BB H 0.5602 0.6226 0.2356 0.219 Uiso 0.50 1 d PR . . H2BC H 0.5028 0.5741 0.2279 0.219 Uiso 0.50 1 d PR . . C3B C 0.5634(13) 0.5337(12) 0.1978(7) 0.115(8) Uiso 0.50 1 d PDU . . H3BA H 0.5761 0.5100 0.2075 0.172 Uiso 0.50 1 d PR . . H3BB H 0.5339 0.5163 0.1720 0.172 Uiso 0.50 1 d PR . . H3BC H 0.5913 0.5648 0.1797 0.172 Uiso 0.50 1 d PR . . N1C N 0.7378(9) 0.6930(8) 0.2480(11) 0.117(7) Uiso 0.50 1 d PDU . . O1C O 0.8103(10) 0.6814(14) 0.2346(16) 0.243(15) Uiso 0.50 1 d PDU . . C1C C 0.7904(9) 0.7094(11) 0.2397(13) 0.146(9) Uiso 0.50 1 d PDU . . H1CA H 0.8151 0.7463 0.2361 0.175 Uiso 0.50 1 d PR . . C2C C 0.7179(10) 0.7299(10) 0.250(2) 0.129(8) Uiso 0.50 1 d PDU . . H2CA H 0.7426 0.7673 0.2411 0.193 Uiso 0.50 1 d PR . . H2CB H 0.7006 0.7271 0.2864 0.193 Uiso 0.50 1 d PR . . H2CC H 0.6909 0.7147 0.2195 0.193 Uiso 0.50 1 d PR . . C3C C 0.7024(11) 0.6364(10) 0.2546(18) 0.167(14) Uiso 0.50 1 d PDU . . H3CA H 0.7208 0.6161 0.2516 0.250 Uiso 0.50 1 d PR . . H3CB H 0.6731 0.6226 0.2272 0.250 Uiso 0.50 1 d PR . . H3CC H 0.6885 0.6331 0.2934 0.250 Uiso 0.50 1 d PR . . 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 0.0119(6) 0.0121(5) 0.0381(7) -0.0006(2) -0.0013(4) 0.0060(3) O1 0.010(3) 0.010(3) 0.069(8) 0.000 0.000 0.0050(14) O2 0.025(2) 0.020(2) 0.052(3) -0.006(2) -0.013(2) 0.0142(19) O3 0.020(2) 0.017(2) 0.051(3) -0.0022(19) -0.012(2) 0.0077(19) N1 0.017(4) 0.017(3) 0.049(5) -0.0027(16) -0.005(3) 0.0086(18) N2 0.022(4) 0.018(3) 0.052(5) -0.0058(17) -0.012(3) 0.0110(19) C1 0.017(3) 0.020(3) 0.035(3) -0.002(3) -0.004(2) 0.011(3) C2 0.021(3) 0.025(3) 0.038(4) -0.003(3) -0.010(3) 0.012(3) C3 0.027(4) 0.019(3) 0.069(5) -0.007(3) -0.017(3) 0.014(3) C4 0.025(4) 0.018(3) 0.074(5) -0.007(3) -0.019(3) 0.009(3) C5 0.024(3) 0.020(3) 0.054(4) -0.005(3) -0.014(3) 0.012(3) C6 0.032(4) 0.024(4) 0.106(7) 0.003(4) -0.020(4) 0.013(3) C7 0.026(4) 0.018(3) 0.100(7) 0.002(4) -0.020(4) 0.006(3) C8 0.025(3) 0.018(3) 0.051(4) -0.005(3) -0.014(3) 0.011(3) C9 0.026(4) 0.019(3) 0.063(5) -0.008(3) -0.019(3) 0.011(3) C10 0.029(5) 0.022(3) 0.051(6) -0.007(2) -0.013(4) 0.014(2) C11 0.023(5) 0.020(3) 0.047(6) -0.006(2) -0.012(4) 0.011(2) C12 0.025(4) 0.022(3) 0.070(5) -0.005(3) -0.013(3) 0.012(3) C13 0.026(3) 0.022(3) 0.064(5) -0.001(3) -0.009(3) 0.014(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 2.0046(10) . ? Ni1 O2 2.065(4) 35_545 ? Ni1 O2 2.065(4) 21_655 ? Ni1 O3 2.078(4) 19_665 ? Ni1 O3 2.078(4) 36 ? Ni1 N1 2.088(7) . ? O1 Ni1 2.0046(10) 3_665 ? O1 Ni1 2.0046(10) 2_655 ? O2 C1 1.265(7) . ? O2 Ni1 2.065(4) 20_565 ? O3 C1 1.252(8) . ? O3 Ni1 2.078(4) 19_665 ? N1 C13 1.330(8) 18_654 ? N1 C13 1.330(8) . ? N2 C8 1.350(7) . ? N2 C8 1.350(7) 18_654 ? C1 C2 1.515(8) . ? C2 C3 1.372(9) . ? C2 C7 1.385(10) . ? C3 C4 1.403(9) . ? C4 C5 1.366(9) . ? C5 C6 1.395(10) . ? C5 C8 1.489(9) . ? C6 C7 1.383(10) . ? C8 C9 1.400(9) . ? C9 C10 1.375(8) . ? C10 C9 1.375(8) 18_654 ? C10 C11 1.503(12) . ? C11 C12 1.383(8) . ? C11 C12 1.383(8) 18_654 ? C12 C13 1.381(10) . ? O1A C1A 1.217(10) . ? N1A C1A 1.369(10) . ? N1A C3A 1.465(10) . ? N1A C2A 1.467(9) . ? O1B C1B 1.214(10) . ? O1B C2B 1.78(4) 4 ? N1B C1B 1.386(10) 4 ? N1B C1B 1.386(10) . ? N1B C3B 1.435(10) 4 ? N1B C3B 1.435(10) . ? N1B C2B 1.448(10) 4 ? N1B C2B 1.448(10) . ? C1B C3B 1.39(3) 4 ? C1B C2B 1.66(3) 4 ? C2B C3B 1.41(3) 4 ? C2B C1B 1.66(3) 4 ? C2B O1B 1.78(4) 4 ? C3B C1B 1.39(3) 4 ? C3B C2B 1.41(3) 4 ? N1C C2C 0.86(4) 4 ? N1C C1C 1.371(10) . ? N1C C3C 1.450(10) . ? N1C C2C 1.453(10) . ? O1C C1C 1.220(10) . ? C1C C2C 1.91(4) 4 ? C2C C2C 0.61(4) 4 ? C2C N1C 0.86(4) 4 ? C2C C1C 1.91(4) 4 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O2 94.16(12) . 35_545 ? O1 Ni1 O2 94.16(12) . 21_655 ? O2 Ni1 O2 171.7(2) 35_545 21_655 ? O1 Ni1 O3 93.06(12) . 19_665 ? O2 Ni1 O3 88.31(19) 35_545 19_665 ? O2 Ni1 O3 91.24(19) 21_655 19_665 ? O1 Ni1 O3 93.06(12) . 36 ? O2 Ni1 O3 91.24(19) 35_545 36 ? O2 Ni1 O3 88.31(19) 21_655 36 ? O3 Ni1 O3 173.9(2) 19_665 36 ? O1 Ni1 N1 180.000(1) . . ? O2 Ni1 N1 85.84(12) 35_545 . ? O2 Ni1 N1 85.84(12) 21_655 . ? O3 Ni1 N1 86.94(12) 19_665 . ? O3 Ni1 N1 86.94(12) 36 . ? Ni1 O1 Ni1 120.0 3_665 2_655 ? Ni1 O1 Ni1 120.0 3_665 . ? Ni1 O1 Ni1 120.0 2_655 . ? C1 O2 Ni1 126.6(4) . 20_565 ? C1 O3 Ni1 135.9(4) . 19_665 ? C13 N1 C13 117.6(8) 18_654 . ? C13 N1 Ni1 121.2(4) 18_654 . ? C13 N1 Ni1 121.2(4) . . ? C8 N2 C8 118.0(8) . 18_654 ? O3 C1 O2 126.0(5) . . ? O3 C1 C2 117.1(5) . . ? O2 C1 C2 116.9(5) . . ? C3 C2 C7 118.2(6) . . ? C3 C2 C1 122.5(6) . . ? C7 C2 C1 119.3(6) . . ? C2 C3 C4 120.8(6) . . ? C5 C4 C3 121.1(6) . . ? C4 C5 C6 117.7(6) . . ? C4 C5 C8 122.1(6) . . ? C6 C5 C8 120.2(6) . . ? C7 C6 C5 121.1(7) . . ? C6 C7 C2 120.7(7) . . ? N2 C8 C9 121.9(6) . . ? N2 C8 C5 118.6(6) . . ? C9 C8 C5 119.5(6) . . ? C10 C9 C8 120.0(6) . . ? C9 C10 C9 118.2(9) 18_654 . ? C9 C10 C11 120.9(4) 18_654 . ? C9 C10 C11 120.9(4) . . ? C12 C11 C12 117.2(9) . 18_654 ? C12 C11 C10 121.4(4) . . ? C12 C11 C10 121.4(4) 18_654 . ? C13 C12 C11 119.6(7) . . ? N1 C13 C12 123.0(6) . . ? C1A N1A C3A 116.1(12) . . ? C1A N1A C2A 119.5(14) . . ? C3A N1A C2A 123.9(16) . . ? O1A C1A N1A 126.1(15) . . ? C1B O1B C2B 64.4(12) . 4 ? C1B N1B C1B 148(3) 4 . ? C1B N1B C3B 121.3(12) 4 4 ? C1B N1B C3B 58.9(14) . 4 ? C1B N1B C3B 58.9(14) 4 . ? C1B N1B C3B 121.3(12) . . ? C3B N1B C3B 180(4) 4 . ? C1B N1B C2B 117.2(14) 4 4 ? C1B N1B C2B 71.9(15) . 4 ? C3B N1B C2B 121.5(16) 4 4 ? C3B N1B C2B 58.4(16) . 4 ? C1B N1B C2B 71.9(15) 4 . ? C1B N1B C2B 117.2(14) . . ? C3B N1B C2B 58.4(16) 4 . ? C3B N1B C2B 121.5(16) . . ? C2B N1B C2B 149(3) 4 . ? O1B C1B N1B 123.7(15) . . ? O1B C1B C3B 174.0(15) . 4 ? N1B C1B C3B 62.3(8) . 4 ? O1B C1B C2B 74.5(17) . 4 ? N1B C1B C2B 55.8(9) . 4 ? C3B C1B C2B 110.7(17) 4 4 ? C3B C2B N1B 60.4(9) 4 . ? C3B C2B C1B 106.1(15) 4 4 ? N1B C2B C1B 52.3(8) . 4 ? C3B C2B O1B 124(3) 4 4 ? N1B C2B O1B 90.1(17) . 4 ? C1B C2B O1B 41.2(10) 4 4 ? C1B C3B C2B 120.1(12) 4 4 ? C1B C3B N1B 58.8(9) 4 . ? C2B C3B N1B 61.3(10) 4 . ? C2C N1C C1C 116(3) 4 . ? C2C N1C C3C 128(3) 4 . ? C1C N1C C3C 116.5(14) . . ? C2C N1C C2C 7(2) 4 . ? C1C N1C C2C 122.4(17) . . ? C3C N1C C2C 121.2(19) . . ? O1C C1C N1C 127.0(16) . . ? O1C C1C C2C 150.9(18) . 4 ? N1C C1C C2C 24.0(10) . 4 ? C2C C2C N1C 163(5) 4 4 ? C2C C2C N1C 10(3) 4 . ? N1C C2C N1C 154(4) 4 . ? C2C C2C C1C 155(5) 4 4 ? N1C C2C C1C 40(2) 4 4 ? N1C C2C C1C 165(3) . 4 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.766 _refine_diff_density_min -1.001 _refine_diff_density_rms 0.194 data_DMF_119K_Quench _database_code_depnum_ccdc_archive 'CCDC 889450' #TrackingRef '16682_web_deposit_cif_file_0_Jie-PengZhang_1357634840.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C108 H127 N18 Ni3 O25' _chemical_formula_weight 2253.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 29.151(3) _cell_length_b 29.151(3) _cell_length_c 23.070(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 16978(3) _cell_formula_units_Z 6 _cell_measurement_temperature 119(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.322 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7110 _exptl_absorpt_coefficient_mu 0.572 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8248 _exptl_absorpt_correction_T_max 0.9191 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 119(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31894 _diffrn_reflns_av_R_equivalents 0.0776 _diffrn_reflns_av_sigmaI/netI 0.0404 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3324 _reflns_number_gt 2274 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1332P)^2^+358.5655P] 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 3324 _refine_ls_number_parameters 203 _refine_ls_number_restraints 32 _refine_ls_R_factor_all 0.1399 _refine_ls_R_factor_gt 0.1056 _refine_ls_wR_factor_ref 0.3069 _refine_ls_wR_factor_gt 0.2761 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.014 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.6667 0.40195(3) 0.0833 0.0390(5) Uani 1 2 d S . . O1 O 0.6667 0.3333 0.0833 0.044(3) Uani 1 6 d S . . H1A H 0.6667 0.3333 0.1267 0.053 Uiso 0.50 3 calc SPR . . O2 O 0.43488(17) 0.71328(17) -0.0177(3) 0.0505(15) Uani 1 1 d . . . O3 O 0.39610(18) 0.62534(17) -0.0245(3) 0.0525(15) Uani 1 1 d . . . N1 N 0.6667 0.4733(3) 0.0833 0.047(2) Uani 1 2 d S . . N2 N 0.6667 0.7169(3) 0.0833 0.046(2) Uani 1 2 d S . . C1 C 0.4336(2) 0.6700(2) -0.0112(4) 0.0413(18) Uani 1 1 d . . . C2 C 0.4822(3) 0.6718(3) 0.0150(4) 0.0414(18) Uani 1 1 d . . . C3 C 0.5294(3) 0.7184(3) 0.0209(5) 0.060(3) Uani 1 1 d . . . H3A H 0.5310 0.7510 0.0118 0.072 Uiso 1 1 calc R . . C4 C 0.5748(3) 0.7187(3) 0.0402(5) 0.060(3) Uani 1 1 d . . . H4A H 0.6069 0.7515 0.0436 0.072 Uiso 1 1 calc R . . C5 C 0.5740(3) 0.6726(3) 0.0542(4) 0.047(2) Uani 1 1 d . . . C6 C 0.5241(3) 0.6259(3) 0.0545(5) 0.070(3) Uani 1 1 d . . . H6A H 0.5210 0.5940 0.0691 0.084 Uiso 1 1 calc R . . C7 C 0.4798(3) 0.6257(3) 0.0340(5) 0.063(3) Uani 1 1 d . . . H7A H 0.4470 0.5934 0.0328 0.076 Uiso 1 1 calc R . . C8 C 0.6228(3) 0.6711(3) 0.0697(4) 0.048(2) Uani 1 1 d . . . C9 C 0.6217(3) 0.6226(3) 0.0697(4) 0.050(2) Uani 1 1 d . . . H9A H 0.5899 0.5909 0.0603 0.061 Uiso 1 1 calc R . . C10 C 0.6667 0.6207(3) 0.0833 0.046(3) Uani 1 2 d S . . C11 C 0.6667 0.5693(3) 0.0833 0.043(3) Uani 1 2 d S . . C12 C 0.7136(3) 0.5680(3) 0.0876(5) 0.061(3) Uani 1 1 d . . . H12A H 0.7466 0.5999 0.0907 0.074 Uiso 1 1 calc R . . C13 C 0.7114(3) 0.5199(3) 0.0872(5) 0.060(3) Uani 1 1 d . . . H13A H 0.7438 0.5197 0.0899 0.072 Uiso 1 1 calc R . . O1A O 0.6700(10) 0.5241(10) 0.2368(10) 0.264(9) Uiso 0.75 1 d PDU A 1 N1A N 0.6905(9) 0.4660(8) 0.2818(10) 0.223(7) Uiso 0.75 1 d PDU A 1 C1A C 0.6677(9) 0.4817(10) 0.2398(10) 0.230(8) Uiso 0.75 1 d PDU A 1 H1AA H 0.6482 0.4567 0.2104 0.276 Uiso 0.75 1 calc PR A 1 C2A C 0.6873(12) 0.4146(10) 0.2735(13) 0.195(9) Uiso 0.75 1 d PDU A 1 H2AA H 0.6831 0.4057 0.2322 0.292 Uiso 0.75 1 calc PR A 1 H2AB H 0.6567 0.3873 0.2949 0.292 Uiso 0.75 1 calc PR A 1 H2AC H 0.7197 0.4165 0.2880 0.292 Uiso 0.75 1 calc PR A 1 C3A C 0.7211(12) 0.5057(11) 0.3257(11) 0.223(10) Uiso 0.75 1 d PDU A 1 H3AA H 0.7454 0.5394 0.3068 0.335 Uiso 0.75 1 calc PR A 1 H3AB H 0.7414 0.4938 0.3489 0.335 Uiso 0.75 1 calc PR A 1 H3AC H 0.6969 0.5107 0.3511 0.335 Uiso 0.75 1 calc PR A 1 O1B O 0.5360(14) 0.5234(14) 0.3465(6) 0.248(17) Uiso 0.50 1 d PD . . N1B N 0.5480(6) 0.5480(6) 0.2500 0.141(7) Uiso 1 2 d SD . . C1B C 0.5288(11) 0.5446(11) 0.3054(6) 0.178(17) Uiso 0.50 1 d PD . . H1BA H 0.5120 0.5631 0.3202 0.213 Uiso 0.50 1 d PR . . C2B C 0.5262(17) 0.567(2) 0.2051(15) 0.23(2) Uiso 0.50 1 d PD . . H2BA H 0.5080 0.5793 0.2278 0.341 Uiso 0.50 1 d PR . . H2BB H 0.5548 0.5960 0.1864 0.341 Uiso 0.50 1 d PR . . H2BC H 0.5018 0.5419 0.1789 0.341 Uiso 0.50 1 d PR . . C3B C 0.5852(17) 0.530(2) 0.2406(17) 0.24(3) Uiso 0.50 1 d PD . . H3BA H 0.5971 0.5134 0.2669 0.365 Uiso 0.50 1 d PR . . H3BB H 0.5622 0.5035 0.2146 0.365 Uiso 0.50 1 d PR . . H3BC H 0.6153 0.5577 0.2221 0.365 Uiso 0.50 1 d PR . . O1C O 0.8302(9) 0.6727(9) 0.2260(9) 0.237(9) Uiso 0.75 1 d PDU B 1 N1C N 0.7468(10) 0.6576(11) 0.2481(12) 0.300(10) Uiso 0.75 1 d PDU B 1 C1C C 0.7845(10) 0.6429(10) 0.2388(13) 0.295(10) Uiso 0.75 1 d PDU B 1 H1CA H 0.7736 0.6064 0.2427 0.353 Uiso 0.75 1 calc PR B 1 C2C C 0.6922(10) 0.6174(14) 0.2570(18) 0.316(13) Uiso 0.75 1 d PDU B 1 H2CA H 0.6897 0.5827 0.2603 0.475 Uiso 0.75 1 calc PR B 1 H2CB H 0.6709 0.6171 0.2241 0.475 Uiso 0.75 1 calc PR B 1 H2CC H 0.6790 0.6250 0.2927 0.475 Uiso 0.75 1 calc PR B 1 C3C C 0.7586(14) 0.7114(13) 0.2422(19) 0.293(13) Uiso 0.75 1 d PDU B 1 H3CA H 0.7620 0.7208 0.2010 0.440 Uiso 0.75 1 calc PR B 1 H3CB H 0.7919 0.7350 0.2622 0.440 Uiso 0.75 1 calc PR B 1 H3CC H 0.7299 0.7152 0.2594 0.440 Uiso 0.75 1 calc PR B 1 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 0.0124(6) 0.0126(5) 0.0920(11) -0.0010(3) -0.0021(5) 0.0062(3) O1 0.010(3) 0.010(3) 0.112(11) 0.000 0.000 0.0052(14) O2 0.026(2) 0.020(2) 0.108(5) -0.007(2) -0.013(3) 0.013(2) O3 0.024(2) 0.020(2) 0.111(5) 0.001(3) -0.014(3) 0.009(2) N1 0.013(3) 0.020(3) 0.106(8) -0.003(2) -0.007(4) 0.0065(17) N2 0.026(4) 0.022(3) 0.091(7) -0.007(2) -0.014(4) 0.013(2) C1 0.018(3) 0.020(3) 0.087(6) -0.005(3) -0.005(3) 0.009(3) C2 0.025(3) 0.025(3) 0.077(6) -0.004(3) -0.010(3) 0.015(3) C3 0.033(4) 0.025(4) 0.129(8) -0.013(4) -0.024(4) 0.019(3) C4 0.024(4) 0.023(3) 0.133(8) -0.011(4) -0.024(4) 0.011(3) C5 0.026(3) 0.022(3) 0.095(6) -0.007(3) -0.015(4) 0.013(3) C6 0.033(4) 0.029(4) 0.145(9) 0.001(5) -0.025(5) 0.013(3) C7 0.028(4) 0.025(4) 0.131(9) 0.001(4) -0.016(4) 0.009(3) C8 0.029(4) 0.022(3) 0.094(6) -0.011(3) -0.018(4) 0.014(3) C9 0.030(4) 0.019(3) 0.102(7) -0.010(3) -0.020(4) 0.011(3) C10 0.029(5) 0.023(3) 0.089(8) -0.009(3) -0.017(5) 0.015(2) C11 0.025(5) 0.022(3) 0.082(8) -0.005(2) -0.011(5) 0.013(2) C12 0.031(4) 0.021(4) 0.132(8) -0.007(4) -0.019(4) 0.013(3) C13 0.028(4) 0.022(3) 0.132(8) -0.006(4) -0.014(4) 0.014(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 2.0003(10) . ? Ni1 O2 2.059(5) 35_545 ? Ni1 O2 2.059(5) 21_655 ? Ni1 N1 2.080(8) . ? Ni1 O3 2.091(5) 19_665 ? Ni1 O3 2.091(5) 36 ? O1 Ni1 2.0003(10) 3_665 ? O1 Ni1 2.0003(10) 2_655 ? O2 C1 1.254(8) . ? O2 Ni1 2.059(5) 20_565 ? O3 C1 1.249(8) . ? O3 Ni1 2.091(5) 19_665 ? N1 C13 1.334(8) 18_654 ? N1 C13 1.334(8) . ? N2 C8 1.345(8) . ? N2 C8 1.345(8) 18_654 ? C1 C2 1.514(9) . ? C2 C3 1.374(10) . ? C2 C7 1.382(10) . ? C3 C4 1.391(10) . ? C4 C5 1.372(10) . ? C5 C6 1.412(10) . ? C5 C8 1.490(9) . ? C6 C7 1.373(11) . ? C8 C9 1.399(9) . ? C9 C10 1.374(8) . ? C10 C9 1.374(8) 18_654 ? C10 C11 1.498(12) . ? C11 C12 1.391(8) . ? C11 C12 1.391(8) 18_654 ? C12 C13 1.372(10) . ? O1A C1A 1.206(10) . ? N1A C1A 1.376(10) . ? N1A C3A 1.461(10) . ? N1A C2A 1.463(10) . ? O1B C1B 1.206(10) . ? O1B C2B 1.46(4) 4 ? N1B C1B 1.378(10) . ? N1B C1B 1.378(10) 4 ? N1B C3B 1.445(10) 4 ? N1B C3B 1.445(10) . ? N1B C2B 1.454(10) . ? N1B C2B 1.454(10) 4 ? C1B C2B 1.47(4) 4 ? C1B C3B 1.58(4) 4 ? C2B C3B 1.35(4) 4 ? C2B O1B 1.46(4) 4 ? C2B C1B 1.47(4) 4 ? C3B C2B 1.35(4) 4 ? C3B C1B 1.58(4) 4 ? O1C C1C 1.208(10) . ? N1C C1C 1.383(10) . ? N1C C3C 1.433(10) . ? N1C C2C 1.443(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O2 94.43(13) . 35_545 ? O1 Ni1 O2 94.43(13) . 21_655 ? O2 Ni1 O2 171.1(3) 35_545 21_655 ? O1 Ni1 N1 180.000(1) . . ? O2 Ni1 N1 85.57(13) 35_545 . ? O2 Ni1 N1 85.57(13) 21_655 . ? O1 Ni1 O3 93.27(12) . 19_665 ? O2 Ni1 O3 87.9(2) 35_545 19_665 ? O2 Ni1 O3 91.6(2) 21_655 19_665 ? N1 Ni1 O3 86.73(12) . 19_665 ? O1 Ni1 O3 93.26(12) . 36 ? O2 Ni1 O3 91.6(2) 35_545 36 ? O2 Ni1 O3 87.9(2) 21_655 36 ? N1 Ni1 O3 86.74(12) . 36 ? O3 Ni1 O3 173.5(2) 19_665 36 ? Ni1 O1 Ni1 120.0 3_665 2_655 ? Ni1 O1 Ni1 120.0 3_665 . ? Ni1 O1 Ni1 120.0 2_655 . ? C1 O2 Ni1 128.2(5) . 20_565 ? C1 O3 Ni1 134.4(5) . 19_665 ? C13 N1 C13 116.1(8) 18_654 . ? C13 N1 Ni1 121.9(4) 18_654 . ? C13 N1 Ni1 121.9(4) . . ? C8 N2 C8 117.7(8) . 18_654 ? O3 C1 O2 126.1(6) . . ? O3 C1 C2 116.8(5) . . ? O2 C1 C2 117.1(5) . . ? C3 C2 C7 117.9(6) . . ? C3 C2 C1 122.1(6) . . ? C7 C2 C1 120.0(6) . . ? C2 C3 C4 121.2(7) . . ? C5 C4 C3 121.3(6) . . ? C4 C5 C6 116.8(6) . . ? C4 C5 C8 122.5(6) . . ? C6 C5 C8 120.6(6) . . ? C7 C6 C5 121.0(7) . . ? C6 C7 C2 121.1(7) . . ? N2 C8 C9 122.3(6) . . ? N2 C8 C5 118.3(6) . . ? C9 C8 C5 119.4(6) . . ? C10 C9 C8 119.9(6) . . ? C9 C10 C9 118.0(8) 18_654 . ? C9 C10 C11 121.0(4) 18_654 . ? C9 C10 C11 121.0(4) . . ? C12 C11 C12 117.3(9) . 18_654 ? C12 C11 C10 121.3(4) . . ? C12 C11 C10 121.3(4) 18_654 . ? C13 C12 C11 119.0(7) . . ? N1 C13 C12 124.3(7) . . ? C1A N1A C3A 115.3(13) . . ? C1A N1A C2A 117.1(16) . . ? C3A N1A C2A 127.1(18) . . ? O1A C1A N1A 126.5(15) . . ? C1B O1B C2B 65.8(12) . 4 ? C1B N1B C1B 152(3) . 4 ? C1B N1B C3B 68.1(18) . 4 ? C1B N1B C3B 117.7(13) 4 4 ? C1B N1B C3B 117.7(13) . . ? C1B N1B C3B 68.1(18) 4 . ? C3B N1B C3B 158(5) 4 . ? C1B N1B C2B 116.8(15) . . ? C1B N1B C2B 62.3(17) 4 . ? C3B N1B C2B 55.4(19) 4 . ? C3B N1B C2B 125.4(18) . . ? C1B N1B C2B 62.3(17) . 4 ? C1B N1B C2B 116.8(15) 4 4 ? C3B N1B C2B 125.4(18) 4 4 ? C3B N1B C2B 55.4(19) . 4 ? C2B N1B C2B 176(4) . 4 ? O1B C1B N1B 126.6(16) . . ? O1B C1B C2B 65.6(16) . 4 ? N1B C1B C2B 61.4(10) . 4 ? O1B C1B C3B 166(3) . 4 ? N1B C1B C3B 58.0(10) . 4 ? C2B C1B C3B 115.4(19) 4 4 ? C3B C2B N1B 61.9(10) 4 . ? C3B C2B O1B 166(3) 4 4 ? N1B C2B O1B 105(2) . 4 ? C3B C2B C1B 118.3(11) 4 4 ? N1B C2B C1B 56.3(9) . 4 ? O1B C2B C1B 48.6(15) 4 4 ? C2B C3B N1B 62.7(11) 4 . ? C2B C3B C1B 111(3) 4 4 ? N1B C3B C1B 54.0(10) . 4 ? C1C N1C C3C 122.1(14) . . ? C1C N1C C2C 119.6(17) . . ? C3C N1C C2C 118(2) . . ? O1C C1C N1C 125.3(16) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.754 _refine_diff_density_min -0.668 _refine_diff_density_rms 0.157 data_pyridine _database_code_depnum_ccdc_archive 'CCDC 918467' #TrackingRef '16682_web_deposit_cif_file_0_Jie-PengZhang_1357634840.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C109.50 H80.50 N13.50 Ni3 O13' _chemical_formula_weight 1969.50 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 trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 28.548(4) _cell_length_b 28.548(4) _cell_length_c 26.592(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 18769(4) _cell_formula_units_Z 6 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.046 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6120 _exptl_absorpt_coefficient_mu 0.502 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8640 _exptl_absorpt_correction_T_max 0.9062 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35477 _diffrn_reflns_av_R_equivalents 0.2920 _diffrn_reflns_av_sigmaI/netI 0.2368 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4102 _reflns_number_gt 1821 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0720P)^2^+8.4300P] 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 4101 _refine_ls_number_parameters 167 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1926 _refine_ls_R_factor_gt 0.0979 _refine_ls_wR_factor_ref 0.2767 _refine_ls_wR_factor_gt 0.2434 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.6667 0.40316(4) 0.0833 0.0261(4) Uani 1 2 d S . . O1 O 0.6667 0.3333 0.0833 0.034(3) Uani 1 6 d S . . H1A H 0.6667 0.3333 0.1209 0.041 Uiso 0.50 3 calc SPR . . O2 O 0.42984(17) 0.71301(18) -0.02024(19) 0.0375(13) Uani 1 1 d . . . O3 O 0.40248(18) 0.62673(17) -0.03931(19) 0.0347(12) Uani 1 1 d . . . N1 N 0.6667 0.4762(2) 0.0833 0.039(2) Uani 1 2 d S . . N2 N 0.6667 0.7234(3) 0.0833 0.041(2) Uani 1 2 d S . . C1 C 0.4357(3) 0.6721(3) -0.0213(3) 0.0337(18) Uani 1 1 d . . . C2 C 0.4866(2) 0.6768(2) -0.0011(3) 0.0329(18) Uani 1 1 d . . . C3 C 0.5183(3) 0.7152(3) 0.0341(4) 0.054(2) Uani 1 1 d . . . H3A H 0.5086 0.7411 0.0442 0.065 Uiso 1 1 calc R . . C4 C 0.5645(3) 0.7176(3) 0.0556(4) 0.053(2) Uani 1 1 d . . . H4A H 0.5846 0.7437 0.0807 0.064 Uiso 1 1 calc R . . C5 C 0.5802(3) 0.6816(3) 0.0396(3) 0.041(2) Uani 1 1 d . . . C6 C 0.5502(3) 0.6458(3) 0.0012(3) 0.053(2) Uani 1 1 d . . . H6A H 0.5620 0.6226 -0.0121 0.063 Uiso 1 1 calc R . . C7 C 0.5042(3) 0.6427(3) -0.0183(3) 0.048(2) Uani 1 1 d . . . H7A H 0.4844 0.6170 -0.0438 0.058 Uiso 1 1 calc R . . C8 C 0.6259(3) 0.6788(3) 0.0632(3) 0.044(2) Uani 1 1 d . . . C9 C 0.6245(3) 0.6299(3) 0.0634(3) 0.048(2) Uani 1 1 d . . . H9A H 0.5941 0.5989 0.0495 0.058 Uiso 1 1 calc R . . C10 C 0.6667 0.6253(3) 0.0833 0.045(3) Uani 1 2 d S . . C11 C 0.6667 0.5740(3) 0.0833 0.050(3) Uani 1 2 d S . . C12 C 0.7133(3) 0.5712(3) 0.0751(4) 0.062(3) Uani 1 1 d . . . H12A H 0.7466 0.6034 0.0689 0.075 Uiso 1 1 calc R . . C13 C 0.7115(3) 0.5234(3) 0.0758(4) 0.064(3) Uani 1 1 d . . . H13A H 0.7444 0.5232 0.0706 0.077 Uiso 1 1 calc R . . N3 N 0.4606(4) 0.4658(5) 0.0591(5) 0.184(6) Uiso 1 1 d G . . C14 C 0.4616(5) 0.4491(4) 0.1080(6) 0.165(7) Uiso 1 1 d G . . H14A H 0.4612 0.4161 0.1137 0.198 Uiso 1 1 calc R . . C15 C 0.4632(5) 0.4808(6) 0.1484(4) 0.213(9) Uiso 1 1 d G . . H15A H 0.4639 0.4693 0.1818 0.255 Uiso 1 1 calc R . . C16 C 0.4638(5) 0.5291(6) 0.1399(5) 0.241(10) Uiso 1 1 d G . . H16A H 0.4649 0.5507 0.1676 0.289 Uiso 1 1 calc R . . C17 C 0.4628(5) 0.5458(4) 0.0910(7) 0.213(9) Uiso 1 1 d G . . H17A H 0.4632 0.5788 0.0853 0.256 Uiso 1 1 calc R . . C18 C 0.4612(4) 0.5142(6) 0.0506(4) 0.175(7) Uiso 1 1 d G . . H18A H 0.4605 0.5256 0.0172 0.210 Uiso 1 1 calc R . . N4 N 0.6414(19) 0.6414(19) 0.2500 0.27(2) Uiso 0.50 2 d SPGU . . C19 C 0.6528(15) 0.6007(12) 0.2393(17) 0.34(4) Uiso 0.25 1 d PGU . . H19A H 0.6883 0.6114 0.2260 0.402 Uiso 0.25 1 d PR . . C20 C 0.614(2) 0.5470(7) 0.248(2) 0.29(4) Uiso 0.25 1 d PGU . . H20A H 0.6229 0.5203 0.2403 0.351 Uiso 0.25 1 d PR . . C21 C 0.5637(18) 0.5342(11) 0.2671(17) 0.20(3) Uiso 0.25 1 d PGU . . H21A H 0.5377 0.4981 0.2726 0.244 Uiso 0.25 1 d PR . . C22 C 0.5522(15) 0.575(2) 0.2777(15) 0.14(2) Uiso 0.25 1 d PGU . . H22A H 0.5178 0.5668 0.2909 0.169 Uiso 0.25 1 d PR . . C23 C 0.591(2) 0.6288(18) 0.2692(14) 0.27(3) Uiso 0.25 1 d PGU . . H23A H 0.5835 0.6581 0.2765 0.320 Uiso 0.25 1 d PR . . 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 0.0189(6) 0.0179(5) 0.0420(9) -0.0010(3) -0.0019(6) 0.0094(3) O1 0.019(3) 0.019(3) 0.066(10) 0.000 0.000 0.0093(17) O2 0.032(3) 0.033(3) 0.052(4) -0.009(2) -0.015(2) 0.019(2) O3 0.026(2) 0.030(3) 0.046(3) -0.001(2) -0.011(2) 0.013(2) N1 0.033(4) 0.018(3) 0.070(7) -0.003(2) -0.006(4) 0.017(2) N2 0.033(5) 0.026(3) 0.065(7) -0.011(2) -0.022(4) 0.016(2) C1 0.025(3) 0.031(4) 0.042(5) -0.003(3) -0.009(3) 0.012(3) C2 0.023(3) 0.023(3) 0.048(5) -0.001(3) -0.010(3) 0.008(3) C3 0.041(4) 0.042(5) 0.093(7) -0.022(5) -0.027(5) 0.032(4) C4 0.045(5) 0.036(4) 0.082(7) -0.022(4) -0.029(5) 0.023(4) C5 0.028(4) 0.025(4) 0.068(6) -0.008(4) -0.021(4) 0.012(3) C6 0.045(5) 0.049(5) 0.074(7) -0.028(5) -0.027(5) 0.030(4) C7 0.041(4) 0.045(5) 0.068(7) -0.020(4) -0.026(4) 0.028(4) C8 0.028(4) 0.027(4) 0.078(6) -0.007(4) -0.020(4) 0.015(3) C9 0.030(4) 0.026(4) 0.086(7) -0.014(4) -0.024(4) 0.012(3) C10 0.039(6) 0.030(4) 0.068(9) -0.012(3) -0.023(6) 0.020(3) C11 0.037(6) 0.025(4) 0.091(10) -0.012(3) -0.025(6) 0.018(3) C12 0.032(4) 0.027(4) 0.121(9) -0.002(5) -0.017(5) 0.009(3) C13 0.027(4) 0.027(4) 0.133(9) -0.016(5) -0.019(5) 0.009(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 1.9934(11) . ? Ni1 O3 2.076(4) 19_665 ? Ni1 O3 2.076(4) 36 ? Ni1 N1 2.086(7) . ? Ni1 O2 2.087(5) 35_545 ? Ni1 O2 2.087(5) 21_655 ? O1 Ni1 1.9934(11) 3_665 ? O1 Ni1 1.9934(11) 2_655 ? O2 C1 1.260(8) . ? O2 Ni1 2.087(5) 20_565 ? O3 C1 1.257(8) . ? O3 Ni1 2.076(4) 19_665 ? N1 C13 1.331(8) 18_654 ? N1 C13 1.331(8) . ? N2 C8 1.334(8) . ? N2 C8 1.334(8) 18_654 ? C1 C2 1.491(9) . ? C2 C7 1.377(9) . ? C2 C3 1.380(10) . ? C3 C4 1.406(10) . ? C4 C5 1.379(10) . ? C5 C6 1.396(10) . ? C5 C8 1.486(9) . ? C6 C7 1.374(9) . ? C8 C9 1.375(9) . ? C9 C10 1.381(8) . ? C10 C9 1.381(8) 18_654 ? C10 C11 1.463(13) . ? C11 C12 1.391(9) . ? C11 C12 1.391(9) 18_654 ? C12 C13 1.340(10) . ? N3 C14 1.3900 . ? N3 C18 1.3900 . ? C14 C15 1.3900 . ? C15 C16 1.3900 . ? C16 C17 1.3900 . ? C17 C18 1.3900 . ? N4 C19 1.38(4) 4 ? N4 C19 1.38(5) . ? N4 C23 1.392(15) . ? N4 C23 1.39(3) 4 ? C19 C23 0.64(5) 4 ? C19 C20 1.390(2) . ? C19 C22 1.99(4) 4 ? C20 C23 1.20(6) 4 ? C20 C22 1.37(10) 4 ? C20 C21 1.3900(16) . ? C21 C22 1.27(7) 4 ? C21 C22 1.390(3) . ? C21 C21 1.71(10) 4 ? C21 C23 2.00(3) 4 ? C22 C21 1.27(8) 4 ? C22 C20 1.37(9) 4 ? C22 C23 1.3900(19) . ? C22 C22 1.86(10) 4 ? C22 C19 1.99(5) 4 ? C23 C19 0.64(7) 4 ? C23 C20 1.20(7) 4 ? C23 C21 2.00(5) 4 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O3 93.70(12) . 19_665 ? O1 Ni1 O3 93.69(12) . 36 ? O3 Ni1 O3 172.6(2) 19_665 36 ? O1 Ni1 N1 180.000(1) . . ? O3 Ni1 N1 86.30(12) 19_665 . ? O3 Ni1 N1 86.31(12) 36 . ? O1 Ni1 O2 91.25(12) . 35_545 ? O3 Ni1 O2 87.85(19) 19_665 35_545 ? O3 Ni1 O2 91.99(19) 36 35_545 ? N1 Ni1 O2 88.75(12) . 35_545 ? O1 Ni1 O2 91.26(12) . 21_655 ? O3 Ni1 O2 91.98(19) 19_665 21_655 ? O3 Ni1 O2 87.85(19) 36 21_655 ? N1 Ni1 O2 88.74(12) . 21_655 ? O2 Ni1 O2 177.5(2) 35_545 21_655 ? Ni1 O1 Ni1 120.0 3_665 2_655 ? Ni1 O1 Ni1 120.0 3_665 . ? Ni1 O1 Ni1 120.0 2_655 . ? C1 O2 Ni1 121.3(5) . 20_565 ? C1 O3 Ni1 135.3(4) . 19_665 ? C13 N1 C13 115.8(8) 18_654 . ? C13 N1 Ni1 122.1(4) 18_654 . ? C13 N1 Ni1 122.1(4) . . ? C8 N2 C8 117.4(8) . 18_654 ? O3 C1 O2 125.6(6) . . ? O3 C1 C2 115.4(6) . . ? O2 C1 C2 119.0(6) . . ? C7 C2 C3 117.4(6) . . ? C7 C2 C1 120.0(6) . . ? C3 C2 C1 122.6(6) . . ? C2 C3 C4 122.8(7) . . ? C5 C4 C3 119.0(7) . . ? C4 C5 C6 117.5(7) . . ? C4 C5 C8 122.1(7) . . ? C6 C5 C8 120.3(7) . . ? C7 C6 C5 122.8(7) . . ? C6 C7 C2 120.2(7) . . ? N2 C8 C9 122.5(6) . . ? N2 C8 C5 119.2(6) . . ? C9 C8 C5 118.3(6) . . ? C8 C9 C10 120.8(7) . . ? C9 C10 C9 115.8(9) 18_654 . ? C9 C10 C11 122.1(4) 18_654 . ? C9 C10 C11 122.1(4) . . ? C12 C11 C12 115.1(9) . 18_654 ? C12 C11 C10 122.5(5) . . ? C12 C11 C10 122.5(5) 18_654 . ? C13 C12 C11 120.5(8) . . ? N1 C13 C12 124.1(8) . . ? C14 N3 C18 120.0 . . ? N3 C14 C15 120.0 . . ? C16 C15 C14 120.0 . . ? C15 C16 C17 120.0 . . ? C18 C17 C16 120.0 . . ? C17 C18 N3 120.0 . . ? C19 N4 C19 144.9(12) 4 . ? C19 N4 C23 27(3) 4 . ? C19 N4 C23 120(3) . . ? C19 N4 C23 120(2) 4 4 ? C19 N4 C23 27(2) . 4 ? C23 N4 C23 100(3) . 4 ? C23 C19 N4 77(5) 4 . ? C23 C19 C20 59(6) 4 . ? N4 C19 C20 119.9(6) . . ? C23 C19 C22 16(4) 4 4 ? N4 C19 C22 89(3) . 4 ? C20 C19 C22 43(3) . 4 ? C23 C20 C22 65(4) 4 4 ? C23 C20 C21 101(3) 4 . ? C22 C20 C21 55(3) 4 . ? C23 C20 C19 27(3) 4 . ? C22 C20 C19 92.4(17) 4 . ? C21 C20 C19 120.00(16) . . ? C22 C21 C20 62(4) 4 . ? C22 C21 C22 88(5) 4 . ? C20 C21 C22 120.00(19) . . ? C22 C21 C21 53(3) 4 4 ? C20 C21 C21 112(3) . 4 ? C22 C21 C21 47(4) . 4 ? C22 C21 C23 43.5(13) 4 4 ? C20 C21 C23 36(2) . 4 ? C22 C21 C23 86(2) . 4 ? C21 C21 C23 80.4(19) 4 4 ? C21 C22 C20 63(5) 4 4 ? C21 C22 C21 80(6) 4 . ? C20 C22 C21 138(5) 4 . ? C21 C22 C23 97.4(16) 4 . ? C20 C22 C23 51.4(13) 4 . ? C21 C22 C23 120.0 . . ? C21 C22 C22 48(4) 4 4 ? C20 C22 C22 95(4) 4 4 ? C21 C22 C22 43(3) . 4 ? C23 C22 C22 91.8(10) . 4 ? C21 C22 C19 92(3) 4 4 ? C20 C22 C19 44.2(19) 4 4 ? C21 C22 C19 124(2) . 4 ? C23 C22 C19 7(2) . 4 ? C22 C22 C19 92(2) 4 4 ? C19 C23 C20 93(9) 4 4 ? C19 C23 C22 157(6) 4 . ? C20 C23 C22 63(3) 4 . ? C19 C23 N4 76(4) 4 . ? C20 C23 N4 136(6) 4 . ? C22 C23 N4 120(2) . . ? C19 C23 C21 123(8) 4 4 ? C20 C23 C21 42.9(18) 4 4 ? C22 C23 C21 39(2) . 4 ? N4 C23 C21 108(4) . 4 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.703 _refine_diff_density_min -0.668 _refine_diff_density_rms 0.119 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 655 176 ' ' 2 0.000 0.000 0.500 655 176 ' ' 3 0.333 0.667 0.667 651 175 ' ' 4 0.333 0.667 0.167 651 175 ' ' 5 0.667 0.333 0.333 651 175 ' ' 6 0.667 0.333 0.833 651 175 ' ' _platon_squeeze_details ; ; data_2-Co _database_code_depnum_ccdc_archive 'CCDC 918468' #TrackingRef '16682_web_deposit_cif_file_0_Jie-PengZhang_1357634840.All.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H34 Co3 N3 O13' _chemical_formula_weight 1145.66 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 19.4312(10) _cell_length_b 19.4312(10) _cell_length_c 45.631(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 14920.6(14) _cell_formula_units_Z 6 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.765 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3492 _exptl_absorpt_coefficient_mu 0.530 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8486 _exptl_absorpt_correction_T_max 0.8788 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27154 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0161 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -56 _diffrn_reflns_limit_l_max 48 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3267 _reflns_number_gt 2941 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0835P)^2^+39.6494P] 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 3267 _refine_ls_number_parameters 117 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0491 _refine_ls_R_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.1396 _refine_ls_wR_factor_gt 0.1377 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.123 _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 Co1 Co 0.562273(19) 0.3333 0.0833 0.01656(17) Uani 1 2 d S . . O1 O 0.6667 0.3333 0.0833 0.0079(6) Uani 1 6 d S . . H1A H 0.6667 0.3333 0.1048 0.010 Uiso 0.50 3 calc SPR . . O2 O 0.60764(10) 0.42720(11) 0.05345(4) 0.0347(4) Uani 1 1 d . . . O3 O 0.73899(10) 0.48106(11) 0.04728(4) 0.0348(4) Uani 1 1 d . . . N1 N 0.54921(14) 0.6667 -0.0833 0.0274(6) Uani 1 2 d S . . C1 C 0.67175(15) 0.46931(15) 0.04043(5) 0.0282(5) Uani 1 1 d . . . C2 C 0.66642(16) 0.50894(17) 0.01271(6) 0.0412(7) Uani 1 1 d D . . C3 C 0.5926(2) 0.4809(2) -0.00092(7) 0.0595(10) Uani 1 1 d D . . H3A H 0.5481 0.4368 0.0068 0.071 Uiso 1 1 calc R . . C4 C 0.5848(2) 0.5173(2) -0.02559(7) 0.0640(11) Uani 1 1 d D . . H4A H 0.5360 0.4959 -0.0351 0.077 Uiso 1 1 calc R . . C5 C 0.65050(17) 0.5868(2) -0.03639(7) 0.0542(9) Uani 1 1 d D . . C6 C 0.72214(19) 0.6082(2) -0.02471(8) 0.0739(14) Uani 1 1 d D . . H6A H 0.7674 0.6492 -0.0334 0.089 Uiso 1 1 calc R . . C7 C 0.73034(18) 0.5710(2) -0.00014(8) 0.0706(13) Uani 1 1 d D . . H7A H 0.7806 0.5890 0.0077 0.085 Uiso 1 1 calc R . . C8 C 0.6921(2) 0.6667 -0.0833 0.0541(13) Uani 1 2 d S . . H8A H 0.7399 0.6667 -0.0833 0.065 Uiso 1 2 calc SR . . C9 C 0.63854(16) 0.6305(2) -0.06069(6) 0.0461(8) Uani 1 1 d . . . C10 C 0.56835(15) 0.63366(17) -0.06158(6) 0.0355(6) Uani 1 1 d . . . H10A H 0.5329 0.6114 -0.0461 0.043 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 Co1 0.0184(2) 0.0184(2) 0.0129(2) 0.00202(14) 0.00101(7) 0.00921(12) O1 0.0067(8) 0.0067(8) 0.0103(14) 0.000 0.000 0.0034(4) O2 0.0297(9) 0.0407(10) 0.0349(10) 0.0240(8) 0.0100(7) 0.0185(8) O3 0.0268(9) 0.0466(11) 0.0297(9) 0.0181(8) 0.0020(7) 0.0173(8) N1 0.0275(10) 0.0356(15) 0.0218(13) 0.0108(11) 0.0054(6) 0.0178(8) C1 0.0303(12) 0.0308(12) 0.0244(12) 0.0117(10) 0.0045(9) 0.0159(10) C2 0.0296(13) 0.0564(18) 0.0397(15) 0.0301(14) 0.0098(11) 0.0230(13) C3 0.0418(17) 0.073(2) 0.056(2) 0.0345(18) 0.0106(15) 0.0231(17) C4 0.0430(18) 0.088(3) 0.057(2) 0.0358(19) 0.0056(15) 0.0298(19) C5 0.0348(15) 0.084(2) 0.0506(18) 0.0487(17) 0.0175(13) 0.0346(16) C6 0.0334(16) 0.110(3) 0.076(2) 0.072(2) 0.0223(16) 0.0346(19) C7 0.0299(15) 0.105(3) 0.074(2) 0.065(2) 0.0130(15) 0.0312(18) C8 0.0381(14) 0.088(3) 0.053(3) 0.050(3) 0.0250(13) 0.0438(17) C9 0.0328(14) 0.069(2) 0.0432(16) 0.0360(15) 0.0127(12) 0.0300(14) C10 0.0265(12) 0.0533(16) 0.0278(13) 0.0224(11) 0.0102(10) 0.0209(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.0285(4) . ? Co1 O3 2.0803(16) 18_654 ? Co1 O3 2.0804(16) 2_655 ? Co1 O2 2.0868(16) 17_554 ? Co1 O2 2.0868(16) . ? Co1 N1 2.166(3) 19_665 ? O1 Co1 2.0285(4) 2_655 ? O1 Co1 2.0285(4) 3_665 ? O1 H1A 0.9800 . ? O2 C1 1.247(3) . ? O3 C1 1.249(3) . ? O3 Co1 2.0804(16) 3_665 ? N1 C10 1.332(3) 11_564 ? N1 C10 1.332(3) . ? N1 Co1 2.166(3) 19_665 ? C1 C2 1.511(3) . ? C2 C7 1.358(4) . ? C2 C3 1.400(4) . ? C3 C4 1.378(4) . ? C3 H3A 0.9300 . ? C4 C5 1.404(4) . ? C4 H4A 0.9300 . ? C5 C6 1.347(4) . ? C5 C9 1.484(3) . ? C6 C7 1.385(4) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.383(3) 11_564 ? C8 C9 1.383(3) . ? C8 H8A 0.9300 . ? C9 C10 1.396(4) . ? C10 H10A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O3 93.01(5) . 18_654 ? O1 Co1 O3 93.01(5) . 2_655 ? O3 Co1 O3 173.97(10) 18_654 2_655 ? O1 Co1 O2 90.83(5) . 17_554 ? O3 Co1 O2 86.81(8) 18_654 17_554 ? O3 Co1 O2 93.10(8) 2_655 17_554 ? O1 Co1 O2 90.84(5) . . ? O3 Co1 O2 93.11(8) 18_654 . ? O3 Co1 O2 86.81(8) 2_655 . ? O2 Co1 O2 178.33(10) 17_554 . ? O1 Co1 N1 180.0 . 19_665 ? O3 Co1 N1 86.99(5) 18_654 19_665 ? O3 Co1 N1 86.99(5) 2_655 19_665 ? O2 Co1 N1 89.17(5) 17_554 19_665 ? O2 Co1 N1 89.16(5) . 19_665 ? Co1 O1 Co1 120.0 2_655 3_665 ? Co1 O1 Co1 120.0 2_655 . ? Co1 O1 Co1 120.0 3_665 . ? Co1 O1 H1A 90.0 2_655 . ? Co1 O1 H1A 90.0 3_665 . ? Co1 O1 H1A 90.0 . . ? C1 O2 Co1 137.03(16) . . ? C1 O3 Co1 128.46(15) . 3_665 ? C10 N1 C10 117.3(3) 11_564 . ? C10 N1 Co1 121.34(15) 11_564 19_665 ? C10 N1 Co1 121.34(15) . 19_665 ? O2 C1 O3 127.7(2) . . ? O2 C1 C2 115.6(2) . . ? O3 C1 C2 116.7(2) . . ? C7 C2 C3 117.3(3) . . ? C7 C2 C1 123.3(3) . . ? C3 C2 C1 119.4(2) . . ? C4 C3 C2 121.2(3) . . ? C4 C3 H3A 119.4 . . ? C2 C3 H3A 119.4 . . ? C3 C4 C5 119.9(3) . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C6 C5 C4 117.5(3) . . ? C6 C5 C9 123.5(3) . . ? C4 C5 C9 119.0(3) . . ? C5 C6 C7 122.0(3) . . ? C5 C6 H6A 119.0 . . ? C7 C6 H6A 119.0 . . ? C2 C7 C6 121.4(3) . . ? C2 C7 H7A 119.3 . . ? C6 C7 H7A 119.3 . . ? C9 C8 C9 120.3(3) 11_564 . ? C9 C8 H8A 119.9 11_564 . ? C9 C8 H8A 119.9 . . ? C8 C9 C10 117.3(2) . . ? C8 C9 C5 123.8(3) . . ? C10 C9 C5 118.9(2) . . ? N1 C10 C9 123.8(2) . . ? N1 C10 H10A 118.1 . . ? C9 C10 H10A 118.1 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.317 _refine_diff_density_min -0.719 _refine_diff_density_rms 0.069 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.055 0.002 -0.001 9218 2506 ' ' _platon_squeeze_details ; ; #END