# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Andrew Borovik' _publ_contact_author_email ABOROVIK@UCI.EDU _publ_section_title ; A structure and reactivity analysis of monomeric Ni(II)-hydroxo complexes prepared from water ; loop_ _publ_author_name 'Andrew Borovik' 'Antonio G. DiPasquale' 'Darla Powell-Jia' 'Arnold Rheingold' 'Joseph W Ziller' # Attachment 'asb6_11_9.cif' data_asb6 _database_code_depnum_ccdc_archive 'CCDC 708859' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H28 K N5 Ni O3' _chemical_formula_weight 400.21 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' K K 0.2009 0.2494 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6492(9) _cell_length_b 9.8057(9) _cell_length_c 10.2370(9) _cell_angle_alpha 86.824(2) _cell_angle_beta 88.467(2) _cell_angle_gamma 74.471(2) _cell_volume 931.73(15) _cell_formula_units_Z 2 _cell_measurement_temperature 163(2) _cell_measurement_reflns_used 912 _cell_measurement_theta_min 2.87 _cell_measurement_theta_max 28.25 _exptl_crystal_description parallelepiped _exptl_crystal_colour purple _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 1.427 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 424 _exptl_absorpt_coefficient_mu 1.284 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7313 _exptl_absorpt_correction_T_max 0.8407 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 163(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number '50 frames' _diffrn_standards_interval_count 'initial 50 frames recollected' _diffrn_standards_interval_time ? _diffrn_standards_decay_% '< 1.0' _diffrn_reflns_number 10118 _diffrn_reflns_av_R_equivalents 0.0224 _diffrn_reflns_av_sigmaI/netI 0.0284 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.29 _reflns_number_total 4501 _reflns_number_gt 3931 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART/SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXLL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0393P)^2^+0.4049P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4501 _refine_ls_number_parameters 320 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0757 _refine_ls_wR_factor_gt 0.0716 _refine_ls_goodness_of_fit_ref 1.050 _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 0.23610(2) 0.08396(2) 0.482373(19) 0.01601(7) Uani 1 1 d . . . K1 K 0.30732(4) 0.43174(4) 0.50917(4) 0.02355(9) Uani 1 1 d . . . O1 O 0.34285(15) 0.10827(14) 0.62327(13) 0.0248(3) Uani 1 1 d . . . O2 O -0.08900(13) 0.40775(13) 0.61591(12) 0.0240(3) Uani 1 1 d . . . O3 O 0.40460(14) -0.34134(13) 0.51400(14) 0.0281(3) Uani 1 1 d . . . N1 N 0.14244(15) 0.06866(15) 0.32190(13) 0.0192(3) Uani 1 1 d . . . N2 N 0.09276(15) 0.26043(15) 0.49905(13) 0.0194(3) Uani 1 1 d . . . N3 N 0.34987(15) -0.10385(15) 0.45118(14) 0.0211(3) Uani 1 1 d . . . N4 N 0.12912(18) 0.31477(17) 0.71062(14) 0.0232(3) Uani 1 1 d . . . N5 N 0.3916(2) -0.18045(18) 0.66802(16) 0.0304(4) Uani 1 1 d . . . C1 C 0.0753(2) 0.2165(2) 0.27381(18) 0.0281(4) Uani 1 1 d . . . C2 C -0.0065(2) 0.29425(19) 0.38866(17) 0.0236(4) Uani 1 1 d . . . C3 C 0.03644(18) 0.32916(17) 0.60787(16) 0.0193(3) Uani 1 1 d . . . C4 C 0.0780(2) 0.3653(2) 0.83913(17) 0.0251(4) Uani 1 1 d . . . C5 C -0.0182(3) 0.2816(3) 0.9066(2) 0.0359(5) Uani 1 1 d . . . C6 C 0.2082(3) 0.3609(3) 0.9214(2) 0.0382(5) Uani 1 1 d . . . C7 C 0.2618(2) -0.0091(2) 0.23857(18) 0.0294(4) Uani 1 1 d . . . C8 C 0.3386(2) -0.1450(2) 0.31632(18) 0.0255(4) Uani 1 1 d . . . C9 C 0.38106(18) -0.21415(19) 0.54182(18) 0.0231(3) Uani 1 1 d . . . C10 C 0.3856(2) -0.2776(2) 0.7795(2) 0.0327(4) Uani 1 1 d . . . C11 C 0.3486(3) -0.1920(3) 0.9009(2) 0.0495(6) Uani 1 1 d . . . C12 C 0.5244(3) -0.3952(3) 0.7980(3) 0.0484(6) Uani 1 1 d . . . C13 C 0.0295(2) -0.0095(2) 0.3347(2) 0.0291(4) Uani 1 1 d . . . H1 H 0.417(3) 0.094(3) 0.595(2) 0.035(7) Uiso 1 1 d . . . H4 H 0.201(2) 0.251(2) 0.709(2) 0.022(5) Uiso 1 1 d . . . H5 H 0.373(3) -0.091(3) 0.680(2) 0.033(6) Uiso 1 1 d . . . H1A H 0.007(3) 0.215(2) 0.196(2) 0.036(6) Uiso 1 1 d . . . H1B H 0.171(3) 0.244(2) 0.241(2) 0.036(6) Uiso 1 1 d . . . H2A H -0.030(2) 0.398(2) 0.363(2) 0.032(6) Uiso 1 1 d . . . H2B H -0.091(2) 0.269(2) 0.4100(18) 0.017(5) Uiso 1 1 d . . . H4A H 0.022(2) 0.460(2) 0.8290(19) 0.022(5) Uiso 1 1 d . . . H5A H -0.096(3) 0.281(3) 0.851(2) 0.041(7) Uiso 1 1 d . . . H5B H -0.051(3) 0.320(3) 0.985(3) 0.048(8) Uiso 1 1 d . . . H5C H 0.037(3) 0.186(3) 0.926(2) 0.038(6) Uiso 1 1 d . . . H6A H 0.264(3) 0.418(3) 0.878(3) 0.055(8) Uiso 1 1 d . . . H6B H 0.266(3) 0.266(3) 0.932(2) 0.036(6) Uiso 1 1 d . . . H6C H 0.181(3) 0.392(3) 1.010(2) 0.039(6) Uiso 1 1 d . . . H7A H 0.330(3) 0.065(2) 0.222(2) 0.036(6) Uiso 1 1 d . . . H7B H 0.221(2) -0.028(2) 0.150(2) 0.028(6) Uiso 1 1 d . . . H8A H 0.286(2) -0.215(2) 0.314(2) 0.030(6) Uiso 1 1 d . . . H8B H 0.436(2) -0.184(2) 0.276(2) 0.024(5) Uiso 1 1 d . . . H10A H 0.304(3) -0.326(3) 0.770(2) 0.039(6) Uiso 1 1 d . . . H11A H 0.264(3) -0.116(3) 0.886(3) 0.060(9) Uiso 1 1 d . . . H11B H 0.423(3) -0.147(3) 0.912(3) 0.047(7) Uiso 1 1 d . . . H11C H 0.340(3) -0.259(3) 0.980(3) 0.062(8) Uiso 1 1 d . . . H12A H 0.543(3) -0.457(3) 0.731(3) 0.050(8) Uiso 1 1 d . . . H12B H 0.519(3) -0.455(3) 0.882(3) 0.054(8) Uiso 1 1 d . . . H12C H 0.597(3) -0.344(3) 0.810(3) 0.058(9) Uiso 1 1 d . . . H13A H -0.009(3) -0.023(3) 0.245(2) 0.041(7) Uiso 1 1 d . . . H13B H -0.053(2) 0.046(2) 0.392(2) 0.028(6) Uiso 1 1 d . . . H13C H 0.072(3) -0.112(3) 0.373(2) 0.040(6) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01484(11) 0.01690(11) 0.01694(11) -0.00120(7) -0.00235(7) -0.00507(8) K1 0.01533(18) 0.02205(19) 0.0328(2) 0.00060(15) -0.00175(14) -0.00437(14) O1 0.0159(6) 0.0309(7) 0.0265(6) -0.0090(5) -0.0038(5) -0.0026(5) O2 0.0200(6) 0.0233(6) 0.0261(6) 0.0000(5) -0.0017(5) -0.0010(5) O3 0.0201(6) 0.0196(6) 0.0433(8) -0.0031(5) -0.0017(5) -0.0023(5) N1 0.0214(7) 0.0202(7) 0.0176(6) -0.0001(5) -0.0010(5) -0.0082(6) N2 0.0204(7) 0.0184(7) 0.0188(6) 0.0003(5) -0.0055(5) -0.0037(6) N3 0.0185(7) 0.0218(7) 0.0229(7) -0.0043(6) -0.0019(5) -0.0048(6) N4 0.0238(8) 0.0226(8) 0.0193(7) -0.0030(6) -0.0041(6) 0.0017(6) N5 0.0393(10) 0.0248(8) 0.0270(8) 0.0026(6) -0.0078(7) -0.0086(7) C1 0.0352(11) 0.0260(9) 0.0221(8) 0.0029(7) -0.0056(7) -0.0070(8) C2 0.0253(9) 0.0218(9) 0.0219(8) 0.0004(6) -0.0082(7) -0.0025(7) C3 0.0216(8) 0.0168(8) 0.0202(8) 0.0020(6) -0.0020(6) -0.0066(6) C4 0.0321(10) 0.0228(9) 0.0178(8) -0.0021(6) -0.0025(7) -0.0022(7) C5 0.0502(13) 0.0389(12) 0.0219(9) -0.0007(8) 0.0008(9) -0.0178(10) C6 0.0420(13) 0.0454(13) 0.0270(10) -0.0089(9) -0.0074(9) -0.0094(11) C7 0.0320(10) 0.0338(10) 0.0232(9) -0.0041(7) 0.0020(7) -0.0096(8) C8 0.0222(9) 0.0281(9) 0.0264(9) -0.0090(7) -0.0009(7) -0.0054(7) C9 0.0129(8) 0.0229(8) 0.0332(9) -0.0016(7) -0.0019(7) -0.0042(6) C10 0.0289(10) 0.0359(11) 0.0323(10) 0.0072(8) -0.0002(8) -0.0087(9) C11 0.0587(17) 0.0527(16) 0.0330(12) 0.0017(11) 0.0011(11) -0.0087(14) C12 0.0430(14) 0.0533(16) 0.0384(13) 0.0167(12) -0.0008(10) 0.0015(12) C13 0.0280(10) 0.0304(10) 0.0329(10) -0.0036(8) -0.0036(8) -0.0138(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 1.8567(12) . ? Ni1 N3 1.9138(15) . ? Ni1 N2 1.9171(14) . ? Ni1 N1 1.9280(14) . ? O2 C3 1.252(2) . ? O3 C9 1.254(2) . ? N1 C7 1.479(2) . ? N1 C1 1.483(2) . ? N1 C13 1.491(2) . ? N2 C3 1.358(2) . ? N2 C2 1.467(2) . ? N3 C9 1.360(2) . ? N3 C8 1.475(2) . ? N4 C3 1.376(2) . ? N4 C4 1.458(2) . ? N5 C9 1.364(2) . ? N5 C10 1.455(3) . ? C1 C2 1.521(3) . ? C4 C6 1.522(3) . ? C4 C5 1.524(3) . ? C7 C8 1.531(3) . ? C10 C11 1.519(3) . ? C10 C12 1.524(3) . ? 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 N3 95.24(6) . . ? O1 Ni1 N2 94.59(6) . . ? N3 Ni1 N2 168.91(6) . . ? O1 Ni1 N1 172.49(6) . . ? N3 Ni1 N1 84.71(6) . . ? N2 Ni1 N1 86.21(6) . . ? C7 N1 C1 114.27(14) . . ? C7 N1 C13 109.54(15) . . ? C1 N1 C13 108.91(15) . . ? C7 N1 Ni1 103.38(11) . . ? C1 N1 Ni1 105.51(11) . . ? C13 N1 Ni1 115.28(11) . . ? C3 N2 C2 112.73(14) . . ? C3 N2 Ni1 130.07(11) . . ? C2 N2 Ni1 112.40(11) . . ? C9 N3 C8 114.43(15) . . ? C9 N3 Ni1 125.42(12) . . ? C8 N3 Ni1 113.13(11) . . ? C3 N4 C4 121.42(16) . . ? C9 N5 C10 122.83(17) . . ? N1 C1 C2 107.08(14) . . ? N2 C2 C1 106.09(14) . . ? O2 C3 N2 124.03(15) . . ? O2 C3 N4 120.03(15) . . ? N2 C3 N4 115.84(15) . . ? N4 C4 C6 108.18(17) . . ? N4 C4 C5 112.88(16) . . ? C6 C4 C5 111.55(17) . . ? N1 C7 C8 107.10(15) . . ? N3 C8 C7 106.15(15) . . ? O3 C9 N3 123.56(16) . . ? O3 C9 N5 120.11(17) . . ? N3 C9 N5 116.28(16) . . ? N5 C10 C11 108.24(19) . . ? N5 C10 C12 113.10(18) . . ? C11 C10 C12 110.9(2) . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.882 _refine_diff_density_min -0.258 _refine_diff_density_rms 0.063 #===END data_asb11 _database_code_depnum_ccdc_archive 'CCDC 708860' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H42 K0.50 N5.50 Ni O3 Si' _chemical_formula_weight 489.92 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 '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 Tetragonal _symmetry_space_group_name_H-M I-42d loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y, -z+3/4' 'x+1/2, -y, -z+3/4' '-y+1/2, -x, z+3/4' 'y+1/2, x, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' '-x+1, y+1/2, -z+5/4' 'x+1, -y+1/2, -z+5/4' '-y+1, -x+1/2, z+5/4' 'y+1, x+1/2, z+5/4' _cell_length_a 24.6663(11) _cell_length_b 24.6663(11) _cell_length_c 17.6314(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10727.4(12) _cell_formula_units_Z 16 _cell_measurement_temperature 158(2) _cell_measurement_reflns_used 1014 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 27.32 _exptl_crystal_description polyhedra _exptl_crystal_colour red _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 1.213 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4224 _exptl_absorpt_coefficient_mu 0.872 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7386 _exptl_absorpt_correction_T_max 0.8181 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 158(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number '50 frames' _diffrn_standards_interval_count 'initial 50 frames recollected' _diffrn_standards_interval_time ? _diffrn_standards_decay_% '< 1.0' _diffrn_reflns_number 56600 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0200 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6158 _reflns_number_gt 5709 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART/SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0332P)^2^+4.4753P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'difmap & geom' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.008(9) _refine_ls_number_reflns 6158 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0317 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0647 _refine_ls_wR_factor_gt 0.0610 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.120 _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 0.259149(9) 0.018619(9) 0.025290(13) 0.02046(6) Uani 1 1 d . . . K1 K 0.2500 -0.20167(2) -0.1250 0.02083(11) Uani 1 2 d S . . Si1 Si 0.32880(3) 0.01184(3) 0.16500(4) 0.04073(15) Uani 1 1 d . . . O1 O 0.32659(5) 0.02233(5) 0.07417(8) 0.0288(3) Uani 1 1 d . . . O2 O 0.30204(5) -0.13808(5) -0.03500(8) 0.0281(3) Uani 1 1 d . . . O3 O 0.25859(6) 0.18571(5) 0.03860(8) 0.0318(3) Uani 1 1 d . . . N1 N 0.18531(6) 0.01434(6) -0.00957(9) 0.0257(3) Uani 1 1 d . . . N2 N 0.26397(6) -0.05640(6) -0.00133(9) 0.0221(3) Uani 1 1 d . . . N3 N 0.24342(7) 0.09399(6) 0.03830(9) 0.0266(3) Uani 1 1 d . . . N4 N 0.35685(7) -0.06721(7) -0.00521(10) 0.0282(4) Uani 1 1 d . . . H4 H 0.3566(9) -0.0397(10) 0.0154(13) 0.030(6) Uiso 1 1 d . . . N5 N 0.32947(7) 0.12794(7) 0.02270(12) 0.0343(4) Uani 1 1 d . B . H5 H 0.3383(11) 0.0967(11) 0.0363(17) 0.050(8) Uiso 1 1 d . . . C1 C 0.16799(8) -0.04230(8) 0.00346(14) 0.0340(5) Uani 1 1 d . . . H1A H 0.1338 -0.0496 -0.0241 0.041 Uiso 1 1 calc R . . H1B H 0.1615 -0.0483 0.0582 0.041 Uiso 1 1 calc R . . C2 C 0.21196(7) -0.08009(7) -0.02437(13) 0.0302(4) Uani 1 1 d . . . H2A H 0.2075 -0.1165 -0.0016 0.036 Uiso 1 1 calc R . . H2B H 0.2103 -0.0836 -0.0803 0.036 Uiso 1 1 calc R . . C3 C 0.30670(7) -0.08957(7) -0.01386(10) 0.0217(3) Uani 1 1 d . . . C4 C 0.40658(8) -0.09856(8) -0.01045(13) 0.0335(5) Uani 1 1 d . . . H4A H 0.4015 -0.1267 -0.0506 0.040 Uiso 1 1 calc R . . C5 C 0.42052(11) -0.12724(11) 0.06298(17) 0.0532(7) Uani 1 1 d . . . H5A H 0.3906 -0.1513 0.0774 0.080 Uiso 1 1 calc R . . H5B H 0.4264 -0.1003 0.1030 0.080 Uiso 1 1 calc R . . H5C H 0.4536 -0.1487 0.0560 0.080 Uiso 1 1 calc R . . C6 C 0.45128(9) -0.06079(11) -0.03601(19) 0.0554(7) Uani 1 1 d . . . H6A H 0.4407 -0.0432 -0.0836 0.083 Uiso 1 1 calc R . . H6B H 0.4847 -0.0816 -0.0439 0.083 Uiso 1 1 calc R . . H6C H 0.4575 -0.0331 0.0030 0.083 Uiso 1 1 calc R . . C7 C 0.15593(8) 0.05267(8) 0.04036(14) 0.0345(5) Uani 1 1 d . . . H7A H 0.1547 0.0384 0.0928 0.041 Uiso 1 1 calc R . . H7B H 0.1182 0.0574 0.0222 0.041 Uiso 1 1 calc R . . C8 C 0.18536(8) 0.10655(8) 0.03904(14) 0.0337(5) Uani 1 1 d . . . H8A H 0.1752 0.1275 -0.0067 0.040 Uiso 1 1 calc R . . H8B H 0.1760 0.1282 0.0845 0.040 Uiso 1 1 calc R . . C9 C 0.27578(8) 0.13759(7) 0.03502(11) 0.0254(4) Uani 1 1 d . . . C10 C 0.37095(10) 0.16868(9) 0.03261(16) 0.0451(6) Uani 1 1 d . . . H10A H 0.3551 0.2058 0.0275 0.054 Uiso 0.50 1 calc PR A 1 H10B H 0.3604 0.2002 0.0042 0.054 Uiso 0.50 1 d PR A 2 C11 C 0.4042(4) 0.1653(3) 0.1001(5) 0.078(2) Uani 0.50 1 d P B 1 H11A H 0.3819 0.1729 0.1449 0.118 Uiso 0.50 1 calc PR B 1 H11B H 0.4336 0.1920 0.0969 0.118 Uiso 0.50 1 calc PR B 1 H11C H 0.4197 0.1288 0.1042 0.118 Uiso 0.50 1 calc PR B 1 C11B C 0.3706(3) 0.1843(3) 0.1243(4) 0.0639(18) Uani 0.50 1 d P B 2 H11D H 0.3339 0.1953 0.1394 0.096 Uiso 0.50 1 calc PR B 2 H11E H 0.3959 0.2143 0.1335 0.096 Uiso 0.50 1 calc PR B 2 H11F H 0.3817 0.1527 0.1540 0.096 Uiso 0.50 1 calc PR B 2 C12 C 0.4129(3) 0.1556(3) -0.0401(5) 0.0627(19) Uani 0.50 1 d P B 1 H12A H 0.3926 0.1571 -0.0878 0.094 Uiso 0.50 1 calc PR B 1 H12B H 0.4286 0.1194 -0.0339 0.094 Uiso 0.50 1 calc PR B 1 H12C H 0.4419 0.1827 -0.0411 0.094 Uiso 0.50 1 calc PR B 1 C12B C 0.4211(2) 0.1526(3) 0.0081(6) 0.063(2) Uani 0.50 1 d P B 2 H12D H 0.4195 0.1439 -0.0460 0.095 Uiso 0.50 1 calc PR B 2 H12E H 0.4326 0.1205 0.0366 0.095 Uiso 0.50 1 calc PR B 2 H12F H 0.4472 0.1820 0.0163 0.095 Uiso 0.50 1 calc PR B 2 C13 C 0.17893(9) 0.02962(9) -0.09067(13) 0.0367(5) Uani 1 1 d . . . H13A H 0.1906 0.0672 -0.0979 0.055 Uiso 1 1 calc R . . H13B H 0.1408 0.0261 -0.1054 0.055 Uiso 1 1 calc R . . H13C H 0.2012 0.0056 -0.1222 0.055 Uiso 1 1 calc R . . C14 C 0.28419(17) 0.06038(14) 0.21861(17) 0.0816(12) Uani 1 1 d . . . H14A H 0.2466 0.0562 0.2017 0.122 Uiso 1 1 calc R . . H14B H 0.2962 0.0976 0.2090 0.122 Uiso 1 1 calc R . . H14C H 0.2866 0.0527 0.2730 0.122 Uiso 1 1 calc R . . C15 C 0.30712(13) -0.05881(11) 0.18984(15) 0.0543(7) Uani 1 1 d . . . H15A H 0.2697 -0.0646 0.1732 0.081 Uiso 1 1 calc R . . H15B H 0.3094 -0.0639 0.2449 0.081 Uiso 1 1 calc R . . H15C H 0.3309 -0.0849 0.1645 0.081 Uiso 1 1 calc R . . C16 C 0.40015(15) 0.02048(13) 0.1979(2) 0.0777(11) Uani 1 1 d . . . H16A H 0.4126 0.0572 0.1856 0.116 Uiso 1 1 calc R . . H16B H 0.4234 -0.0061 0.1724 0.116 Uiso 1 1 calc R . . H16C H 0.4019 0.0149 0.2529 0.116 Uiso 1 1 calc R . . N6 N 0.27028(9) -0.2500 0.1250 0.0283(5) Uani 1 2 d S . . C17 C 0.30502(9) -0.26124(10) 0.05681(12) 0.0394(5) Uani 1 1 d . . . H17A H 0.3280 -0.2929 0.0667 0.059 Uiso 1 1 calc R . . H17B H 0.3280 -0.2297 0.0464 0.059 Uiso 1 1 calc R . . H17C H 0.2818 -0.2685 0.0128 0.059 Uiso 1 1 calc R . . C18 C 0.23540(9) -0.20178(9) 0.10971(12) 0.0361(5) Uani 1 1 d . . . H18A H 0.2584 -0.1702 0.0997 0.054 Uiso 1 1 calc R . . H18B H 0.2124 -0.1946 0.1539 0.054 Uiso 1 1 calc R . . H18C H 0.2125 -0.2089 0.0654 0.054 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 0.02062(11) 0.01654(10) 0.02422(10) -0.00287(9) -0.00170(9) 0.00210(8) K1 0.0207(3) 0.0177(2) 0.0241(2) 0.000 -0.0001(2) 0.000 Si1 0.0583(4) 0.0320(3) 0.0319(3) -0.0070(2) -0.0162(3) 0.0100(3) O1 0.0290(7) 0.0220(6) 0.0354(7) -0.0055(6) -0.0097(6) 0.0021(5) O2 0.0287(7) 0.0188(6) 0.0368(7) -0.0064(6) -0.0065(6) 0.0018(5) O3 0.0419(8) 0.0188(6) 0.0346(7) -0.0021(5) 0.0038(7) 0.0046(6) N1 0.0215(7) 0.0235(7) 0.0322(8) -0.0012(7) 0.0002(6) 0.0040(6) N2 0.0198(7) 0.0183(7) 0.0283(8) -0.0029(6) -0.0041(6) -0.0001(6) N3 0.0267(8) 0.0199(7) 0.0331(8) -0.0024(6) 0.0035(7) 0.0039(6) N4 0.0217(8) 0.0218(8) 0.0410(10) -0.0095(7) -0.0009(7) 0.0013(6) N5 0.0291(9) 0.0217(8) 0.0523(11) -0.0010(8) -0.0051(8) -0.0005(7) C1 0.0211(9) 0.0253(10) 0.0555(13) 0.0000(9) -0.0012(9) -0.0012(8) C2 0.0243(9) 0.0201(8) 0.0462(12) -0.0054(9) -0.0085(9) -0.0020(7) C3 0.0230(8) 0.0191(8) 0.0228(9) -0.0017(7) -0.0041(7) 0.0015(7) C4 0.0229(9) 0.0305(10) 0.0472(13) -0.0121(9) 0.0000(9) 0.0048(8) C5 0.0445(14) 0.0487(15) 0.0664(18) 0.0000(13) -0.0110(13) 0.0140(11) C6 0.0268(11) 0.0547(15) 0.085(2) -0.0057(15) 0.0116(13) -0.0004(10) C7 0.0253(9) 0.0283(10) 0.0499(13) -0.0031(9) 0.0111(9) 0.0042(8) C8 0.0299(10) 0.0222(9) 0.0490(13) -0.0008(9) 0.0131(9) 0.0059(7) C9 0.0352(10) 0.0195(8) 0.0216(9) -0.0019(7) 0.0001(7) 0.0027(7) C10 0.0408(12) 0.0307(11) 0.0638(16) 0.0118(11) -0.0229(12) -0.0094(9) C11 0.089(5) 0.063(5) 0.083(6) 0.015(4) -0.048(5) -0.031(4) C11B 0.083(5) 0.047(4) 0.061(4) -0.004(3) -0.039(4) -0.014(3) C12 0.047(4) 0.051(4) 0.091(6) -0.003(4) 0.017(4) 0.009(3) C12B 0.026(3) 0.042(3) 0.122(7) 0.015(4) -0.011(4) -0.004(2) C13 0.0296(10) 0.0433(13) 0.0373(11) 0.0025(9) -0.0084(9) 0.0074(9) C14 0.139(3) 0.073(2) 0.0320(14) -0.0178(15) -0.0040(17) 0.046(2) C15 0.076(2) 0.0518(15) 0.0351(13) 0.0102(11) -0.0032(13) 0.0033(14) C16 0.094(2) 0.0532(17) 0.086(2) -0.0029(16) -0.063(2) -0.0012(17) N6 0.0295(12) 0.0305(12) 0.0249(11) 0.0018(9) 0.000 0.000 C17 0.0385(11) 0.0471(12) 0.0327(10) 0.0029(10) 0.0092(9) 0.0058(10) C18 0.0445(12) 0.0333(11) 0.0304(11) -0.0001(8) -0.0020(9) 0.0080(9) _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 1.8758(13) . ? Ni1 N2 1.9127(14) . ? Ni1 N3 1.9130(15) . ? Ni1 N1 1.9251(15) . ? K1 O2 2.5742(13) 5_554 ? K1 O2 2.5742(13) . ? K1 O3 2.6091(13) 7_554 ? K1 O3 2.6091(13) 3 ? Si1 O1 1.6232(15) . ? Si1 C16 1.865(3) . ? Si1 C15 1.875(3) . ? Si1 C14 1.881(3) . ? O2 C3 1.258(2) . ? O3 C9 1.262(2) . ? O3 K1 2.6091(13) 4 ? N1 C1 1.479(2) . ? N1 C7 1.481(2) . ? N1 C13 1.487(3) . ? N2 C3 1.352(2) . ? N2 C2 1.467(2) . ? N3 C9 1.341(2) . ? N3 C8 1.465(2) . ? N4 C3 1.363(2) . ? N4 C4 1.453(2) . ? N5 C9 1.363(3) . ? N5 C10 1.445(3) . ? C1 C2 1.512(3) . ? C4 C6 1.512(3) . ? C4 C5 1.515(4) . ? C7 C8 1.515(3) . ? C10 C12B 1.369(7) . ? C10 C11 1.448(7) . ? C10 C11B 1.662(8) . ? C10 C12 1.678(8) . ? N6 C18 1.493(2) 14_444 ? N6 C18 1.493(2) . ? N6 C17 1.502(2) 14_444 ? N6 C17 1.502(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 N2 96.01(6) . . ? O1 Ni1 N3 94.44(6) . . ? N2 Ni1 N3 169.18(7) . . ? O1 Ni1 N1 171.27(6) . . ? N2 Ni1 N1 85.84(7) . . ? N3 Ni1 N1 84.24(7) . . ? O2 K1 O2 104.92(6) 5_554 . ? O2 K1 O3 105.73(5) 5_554 7_554 ? O2 K1 O3 112.63(4) . 7_554 ? O2 K1 O3 112.63(4) 5_554 3 ? O2 K1 O3 105.73(5) . 3 ? O3 K1 O3 114.88(7) 7_554 3 ? O1 Si1 C16 108.66(14) . . ? O1 Si1 C15 111.66(10) . . ? C16 Si1 C15 107.63(14) . . ? O1 Si1 C14 112.00(11) . . ? C16 Si1 C14 108.85(17) . . ? C15 Si1 C14 107.91(16) . . ? Si1 O1 Ni1 118.38(9) . . ? C3 O2 K1 143.84(12) . . ? C9 O3 K1 141.41(12) . 4 ? C1 N1 C7 111.67(15) . . ? C1 N1 C13 110.99(17) . . ? C7 N1 C13 110.97(16) . . ? C1 N1 Ni1 105.99(11) . . ? C7 N1 Ni1 103.78(12) . . ? C13 N1 Ni1 113.16(12) . . ? C3 N2 C2 113.28(14) . . ? C3 N2 Ni1 132.37(12) . . ? C2 N2 Ni1 113.51(11) . . ? C9 N3 C8 114.38(15) . . ? C9 N3 Ni1 130.82(13) . . ? C8 N3 Ni1 113.87(12) . . ? C3 N4 C4 122.95(16) . . ? C9 N5 C10 123.19(18) . . ? N1 C1 C2 108.95(16) . . ? N2 C2 C1 106.97(15) . . ? O2 C3 N2 123.54(15) . . ? O2 C3 N4 120.04(16) . . ? N2 C3 N4 116.38(15) . . ? N4 C4 C6 107.86(18) . . ? N4 C4 C5 112.70(19) . . ? C6 C4 C5 112.1(2) . . ? N1 C7 C8 108.44(16) . . ? N3 C8 C7 106.45(15) . . ? O3 C9 N3 123.53(17) . . ? O3 C9 N5 119.91(18) . . ? N3 C9 N5 116.44(16) . . ? C12B C10 N5 113.6(4) . . ? C12B C10 C11 74.4(6) . . ? N5 C10 C11 117.5(3) . . ? C12B C10 C11B 112.3(5) . . ? N5 C10 C11B 106.0(3) . . ? N5 C10 C12 102.2(3) . . ? C11 C10 C12 105.5(5) . . ? C11B C10 C12 142.3(4) . . ? C18 N6 C18 109.6(2) 14_444 . ? C18 N6 C17 109.35(12) 14_444 14_444 ? C18 N6 C17 109.04(13) . 14_444 ? C18 N6 C17 109.04(13) 14_444 . ? C18 N6 C17 109.36(12) . . ? C17 N6 C17 110.4(2) 14_444 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.381 _refine_diff_density_min -0.204 _refine_diff_density_rms 0.046 #===END data_asb9 _database_code_depnum_ccdc_archive 'CCDC 708861' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H48 N6 Ni O3' _chemical_formula_weight 491.36 _chemical_absolute_configuration unk 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 Tetragonal _symmetry_space_group_name_H-M P4(3)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' '-x+1/2, y+1/2, -z+3/4' 'x+1/2, -y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 17.6716(10) _cell_length_b 17.6716(10) _cell_length_c 21.525(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6722.1(9) _cell_formula_units_Z 8 _cell_measurement_temperature 148(2) _cell_measurement_reflns_used 996 _cell_measurement_theta_min 3.40 _cell_measurement_theta_max 27.15 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 0.971 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2144 _exptl_absorpt_coefficient_mu 0.602 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7905 _exptl_absorpt_correction_T_max 0.8036 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 148(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number '50 frames' _diffrn_standards_interval_count 'initial 50 frames recollected' _diffrn_standards_interval_time ? _diffrn_standards_decay_% '< 1.0' _diffrn_reflns_number 65735 _diffrn_reflns_av_R_equivalents 0.0470 _diffrn_reflns_av_sigmaI/netI 0.0243 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 26.37 _reflns_number_total 6874 _reflns_number_gt 5838 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART/SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.48(3) _refine_ls_number_reflns 6874 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1142 _refine_ls_R_factor_gt 0.0996 _refine_ls_wR_factor_ref 0.3248 _refine_ls_wR_factor_gt 0.3029 _refine_ls_goodness_of_fit_ref 1.471 _refine_ls_restrained_S_all 1.471 _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 0.76845(4) 0.26340(4) 0.01800(3) 0.0291(3) Uani 1 1 d . . . O1 O 0.8357(2) 0.2062(3) 0.06626(19) 0.0331(9) Uani 1 1 d . . . O2 O 0.6312(3) 0.0775(3) 0.0085(2) 0.0454(11) Uani 1 1 d . . . O3 O 0.9497(3) 0.3875(3) -0.0462(2) 0.0444(11) Uani 1 1 d . . . N1 N 0.6956(3) 0.3268(3) -0.0215(3) 0.0462(14) Uani 1 1 d . . . N2 N 0.6872(3) 0.1918(3) 0.0209(2) 0.0344(11) Uani 1 1 d . . . N3 N 0.8396(3) 0.3421(3) -0.0025(3) 0.0327(10) Uani 1 1 d . . . N4 N 0.7608(4) 0.0849(3) 0.0153(3) 0.0434(13) Uani 1 1 d . . . H4 H 0.8006 0.1148 0.0129 0.052 Uiso 1 1 calc R . . N5 N 0.9536(3) 0.2810(3) 0.0138(3) 0.0400(13) Uani 1 1 d . . . H5 H 0.9338 0.2579 0.0462 0.048 Uiso 1 1 calc R . . C1 C 0.6232(4) 0.3104(4) 0.0118(5) 0.056(2) Uani 1 1 d . . . H1A H 0.5803 0.3353 -0.0096 0.067 Uiso 1 1 calc R . . H1B H 0.6257 0.3294 0.0550 0.067 Uiso 1 1 calc R . . C2 C 0.6128(4) 0.2240(4) 0.0114(4) 0.0493(18) Uani 1 1 d . . . H2A H 0.5781 0.2083 0.0451 0.059 Uiso 1 1 calc R . . H2B H 0.5915 0.2071 -0.0288 0.059 Uiso 1 1 calc R . . C3 C 0.6903(4) 0.1167(4) 0.0150(3) 0.0400(15) Uani 1 1 d . . . C4 C 0.7730(5) 0.0023(4) 0.0195(5) 0.065(3) Uani 1 1 d . . . H4A H 0.7344 -0.0187 0.0488 0.078 Uiso 1 1 calc R . . C5 C 0.8493(7) -0.0128(6) 0.0466(5) 0.076(3) Uani 1 1 d . . . H5A H 0.8573 -0.0676 0.0498 0.114 Uiso 1 1 calc R . . H5B H 0.8525 0.0100 0.0880 0.114 Uiso 1 1 calc R . . H5C H 0.8883 0.0092 0.0197 0.114 Uiso 1 1 calc R . . C6 C 0.7647(7) -0.0356(6) -0.0384(7) 0.097(4) Uani 1 1 d . . . H6A H 0.7730 -0.0900 -0.0326 0.146 Uiso 1 1 calc R . . H6B H 0.8017 -0.0158 -0.0681 0.146 Uiso 1 1 calc R . . H6C H 0.7134 -0.0272 -0.0544 0.146 Uiso 1 1 calc R . . C7 C 0.7213(4) 0.4053(4) -0.0130(6) 0.061(2) Uani 1 1 d . . . H7A H 0.7147 0.4209 0.0308 0.074 Uiso 1 1 calc R . . H7B H 0.6915 0.4399 -0.0397 0.074 Uiso 1 1 calc R . . C8 C 0.8035(4) 0.4085(4) -0.0307(4) 0.0507(19) Uani 1 1 d . . . H8A H 0.8092 0.4073 -0.0764 0.061 Uiso 1 1 calc R . . H8B H 0.8270 0.4556 -0.0148 0.061 Uiso 1 1 calc R . . C9 C 0.9145(3) 0.3384(3) -0.0146(3) 0.0312(12) Uani 1 1 d . . . C10 C 1.0272(4) 0.2579(4) -0.0090(4) 0.0447(15) Uani 1 1 d . . . H10A H 1.0542 0.3035 -0.0252 0.054 Uiso 1 1 calc R . . C11 C 1.0238(6) 0.1984(6) -0.0606(5) 0.073(3) Uani 1 1 d . . . H11A H 0.9949 0.2185 -0.0958 0.110 Uiso 1 1 calc R . . H11B H 0.9990 0.1527 -0.0448 0.110 Uiso 1 1 calc R . . H11C H 1.0753 0.1860 -0.0741 0.110 Uiso 1 1 calc R . . C12 C 1.0725(5) 0.2250(6) 0.0435(4) 0.058(2) Uani 1 1 d . . . H12A H 1.0756 0.2618 0.0774 0.087 Uiso 1 1 calc R . . H12B H 1.1236 0.2129 0.0288 0.087 Uiso 1 1 calc R . . H12C H 1.0479 0.1788 0.0584 0.087 Uiso 1 1 calc R . . C13 C 0.6872(7) 0.3114(7) -0.0891(4) 0.081(3) Uani 1 1 d . . . H13A H 0.6494 0.3458 -0.1068 0.121 Uiso 1 1 calc R . . H13B H 0.6708 0.2589 -0.0952 0.121 Uiso 1 1 calc R . . H13C H 0.7359 0.3192 -0.1100 0.121 Uiso 1 1 calc R . . C14 C 0.8316(4) 0.2132(4) 0.1319(3) 0.0375(13) Uani 1 1 d . . . C15 C 0.9077(5) 0.1906(6) 0.1588(4) 0.059(2) Uani 1 1 d . . . H15A H 0.9470 0.2246 0.1429 0.089 Uiso 1 1 calc R . . H15B H 0.9195 0.1385 0.1465 0.089 Uiso 1 1 calc R . . H15C H 0.9058 0.1940 0.2042 0.089 Uiso 1 1 calc R . . C16 C 0.8080(6) 0.2952(5) 0.1511(4) 0.059(2) Uani 1 1 d . . . H16A H 0.8464 0.3312 0.1367 0.089 Uiso 1 1 calc R . . H16B H 0.8039 0.2982 0.1964 0.089 Uiso 1 1 calc R . . H16C H 0.7591 0.3076 0.1323 0.089 Uiso 1 1 calc R . . C17 C 0.7682(5) 0.1588(4) 0.1575(3) 0.0476(16) Uani 1 1 d . . . H17A H 0.7807 0.1064 0.1468 0.071 Uiso 1 1 calc R . . H17B H 0.7194 0.1724 0.1390 0.071 Uiso 1 1 calc R . . H17C H 0.7650 0.1638 0.2028 0.071 Uiso 1 1 calc R . . N6 N 0.4900(3) 0.0217(3) -0.0994(2) 0.0318(11) Uani 1 1 d . . . C18 C 0.5498(4) 0.0542(4) -0.1410(3) 0.0387(13) Uani 1 1 d . . . H18A H 0.5282 0.0956 -0.1656 0.058 Uiso 1 1 calc R . . H18B H 0.5688 0.0147 -0.1689 0.058 Uiso 1 1 calc R . . H18C H 0.5916 0.0737 -0.1157 0.058 Uiso 1 1 calc R . . C19 C 0.4264(4) -0.0100(4) -0.1373(3) 0.0395(14) Uani 1 1 d . . . H19A H 0.4033 0.0306 -0.1619 0.059 Uiso 1 1 calc R . . H19B H 0.3883 -0.0320 -0.1096 0.059 Uiso 1 1 calc R . . H19C H 0.4459 -0.0492 -0.1651 0.059 Uiso 1 1 calc R . . C20 C 0.5244(4) -0.0421(4) -0.0625(3) 0.0354(13) Uani 1 1 d . . . H20A H 0.5437 -0.0808 -0.0910 0.053 Uiso 1 1 calc R . . H20B H 0.4857 -0.0644 -0.0355 0.053 Uiso 1 1 calc R . . H20C H 0.5660 -0.0226 -0.0371 0.053 Uiso 1 1 calc R . . C21 C 0.4608(4) 0.0801(4) -0.0567(3) 0.0408(15) Uani 1 1 d . . . H21A H 0.4384 0.1214 -0.0808 0.061 Uiso 1 1 calc R . . H21B H 0.5024 0.0998 -0.0314 0.061 Uiso 1 1 calc R . . H21C H 0.4223 0.0578 -0.0296 0.061 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 0.0269(4) 0.0243(4) 0.0361(4) 0.0034(3) -0.0027(3) 0.0002(3) O1 0.034(2) 0.037(2) 0.0290(19) 0.0072(17) 0.0030(17) 0.0001(18) O2 0.045(3) 0.035(2) 0.056(3) -0.005(2) 0.007(2) -0.011(2) O3 0.039(2) 0.035(2) 0.059(3) 0.010(2) 0.001(2) -0.010(2) N1 0.028(3) 0.037(3) 0.073(4) 0.019(3) -0.013(3) -0.009(2) N2 0.032(3) 0.027(2) 0.045(3) 0.005(2) -0.002(2) -0.003(2) N3 0.025(2) 0.025(2) 0.048(2) 0.009(2) 0.001(2) 0.0013(19) N4 0.044(3) 0.030(3) 0.057(3) -0.004(2) 0.011(3) -0.002(2) N5 0.026(2) 0.033(3) 0.060(3) 0.010(2) 0.012(2) 0.006(2) C1 0.027(3) 0.043(4) 0.097(6) 0.021(4) 0.003(4) 0.004(3) C2 0.037(3) 0.039(4) 0.072(5) 0.012(4) -0.007(3) -0.013(3) C3 0.052(4) 0.033(3) 0.036(3) -0.004(3) 0.013(3) -0.006(3) C4 0.063(5) 0.024(3) 0.108(7) -0.001(4) 0.040(5) 0.001(3) C5 0.109(9) 0.051(5) 0.068(5) -0.004(4) 0.002(6) 0.026(6) C6 0.084(7) 0.062(6) 0.146(11) -0.060(7) 0.014(8) 0.002(6) C7 0.034(4) 0.028(3) 0.121(8) 0.021(4) -0.010(4) -0.001(3) C8 0.039(4) 0.027(3) 0.086(6) 0.020(3) -0.016(4) -0.003(3) C9 0.031(3) 0.029(3) 0.034(3) -0.001(2) 0.001(2) -0.006(2) C10 0.027(3) 0.045(4) 0.062(4) -0.007(3) 0.012(3) 0.005(3) C11 0.060(5) 0.080(6) 0.081(6) -0.043(5) -0.004(5) 0.010(5) C12 0.045(4) 0.069(5) 0.061(4) 0.004(4) 0.005(3) 0.023(4) C13 0.092(7) 0.093(7) 0.058(5) 0.040(5) -0.037(5) -0.041(6) C14 0.038(3) 0.036(3) 0.039(3) 0.000(3) 0.001(3) -0.002(3) C15 0.056(4) 0.086(6) 0.036(3) 0.009(4) -0.003(3) 0.005(4) C16 0.084(6) 0.048(4) 0.046(4) -0.010(3) 0.005(4) -0.008(4) C17 0.061(4) 0.048(4) 0.034(3) 0.004(3) 0.008(3) -0.013(4) N6 0.035(3) 0.033(3) 0.028(2) 0.0016(19) -0.002(2) 0.003(2) C18 0.036(3) 0.039(3) 0.041(3) 0.003(3) 0.005(3) -0.002(3) C19 0.031(3) 0.048(4) 0.039(3) -0.001(3) -0.004(3) -0.001(3) C20 0.034(3) 0.032(3) 0.040(3) 0.003(2) -0.002(2) 0.005(3) C21 0.046(4) 0.037(3) 0.040(3) -0.007(3) -0.002(3) 0.010(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 1.874(4) . ? Ni1 N1 1.907(6) . ? Ni1 N2 1.914(5) . ? Ni1 N3 1.925(5) . ? O1 C14 1.420(8) . ? O2 C3 1.261(9) . ? O3 C9 1.266(8) . ? N1 C7 1.470(9) . ? N1 C13 1.488(12) . ? N1 C1 1.495(10) . ? N2 C3 1.333(8) . ? N2 C2 1.447(9) . ? N3 C9 1.351(8) . ? N3 C8 1.467(8) . ? N4 C3 1.368(10) . ? N4 C4 1.479(9) . ? N5 C9 1.371(8) . ? N5 C10 1.449(8) . ? C1 C2 1.537(10) . ? C4 C6 1.423(16) . ? C4 C5 1.493(16) . ? C7 C8 1.503(11) . ? C10 C12 1.501(11) . ? C10 C11 1.530(11) . ? C14 C15 1.518(11) . ? C14 C16 1.563(10) . ? C14 C17 1.576(9) . ? N6 C21 1.474(8) . ? N6 C19 1.498(8) . ? N6 C18 1.499(8) . ? N6 C20 1.507(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 N1 172.8(3) . . ? O1 Ni1 N2 95.8(2) . . ? N1 Ni1 N2 84.1(2) . . ? O1 Ni1 N3 95.9(2) . . ? N1 Ni1 N3 85.0(2) . . ? N2 Ni1 N3 166.9(2) . . ? C14 O1 Ni1 118.2(4) . . ? C7 N1 C13 109.1(7) . . ? C7 N1 C1 112.8(7) . . ? C13 N1 C1 110.3(7) . . ? C7 N1 Ni1 106.9(4) . . ? C13 N1 Ni1 113.3(7) . . ? C1 N1 Ni1 104.4(4) . . ? C3 N2 C2 114.5(6) . . ? C3 N2 Ni1 128.6(5) . . ? C2 N2 Ni1 114.6(4) . . ? C9 N3 C8 112.6(5) . . ? C9 N3 Ni1 130.5(4) . . ? C8 N3 Ni1 112.9(4) . . ? C3 N4 C4 122.6(6) . . ? C9 N5 C10 120.7(6) . . ? N1 C1 C2 107.0(7) . . ? N2 C2 C1 106.3(6) . . ? O2 C3 N2 121.6(7) . . ? O2 C3 N4 121.9(6) . . ? N2 C3 N4 116.5(6) . . ? C6 C4 N4 113.3(9) . . ? C6 C4 C5 110.6(8) . . ? N4 C4 C5 109.4(8) . . ? N1 C7 C8 107.6(7) . . ? N3 C8 C7 106.5(6) . . ? O3 C9 N3 123.5(6) . . ? O3 C9 N5 120.0(6) . . ? N3 C9 N5 116.3(5) . . ? N5 C10 C12 109.5(6) . . ? N5 C10 C11 113.8(6) . . ? C12 C10 C11 107.5(7) . . ? O1 C14 C15 108.1(6) . . ? O1 C14 C16 111.0(6) . . ? C15 C14 C16 112.3(7) . . ? O1 C14 C17 109.3(5) . . ? C15 C14 C17 109.6(6) . . ? C16 C14 C17 106.5(6) . . ? C21 N6 C19 109.8(5) . . ? C21 N6 C18 110.5(5) . . ? C19 N6 C18 110.4(5) . . ? C21 N6 C20 109.6(5) . . ? C19 N6 C20 108.0(5) . . ? C18 N6 C20 108.5(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 3.385 _refine_diff_density_min -0.565 _refine_diff_density_rms 0.229 #===END data_boro106 _database_code_depnum_ccdc_archive 'CCDC 708862' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H32 K N5 Ni O3' _chemical_formula_weight 428.27 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' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.522(3) _cell_length_b 10.422(4) _cell_length_c 10.840(4) _cell_angle_alpha 78.983(6) _cell_angle_beta 83.425(7) _cell_angle_gamma 71.637(6) _cell_volume 1000.5(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4123 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.422 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 1.201 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6926 _exptl_absorpt_correction_T_max 0.9206 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 10095 _diffrn_reflns_av_R_equivalents 0.0307 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 28.24 _reflns_number_total 4284 _reflns_number_gt 3315 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0800P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4284 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0640 _refine_ls_R_factor_gt 0.0463 _refine_ls_wR_factor_ref 0.1253 _refine_ls_wR_factor_gt 0.1171 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.015 _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 0.24758(4) 0.93567(4) 0.50498(3) 0.02155(14) Uani 1 1 d . . . K1 K 0.20469(7) 1.54413(7) 0.48983(6) 0.02990(18) Uani 1 1 d . . . O1 O 0.0882(2) 1.3537(2) 0.4617(2) 0.0320(5) Uani 1 1 d . . . O2 O 0.5737(2) 0.6224(2) 0.38533(19) 0.0319(5) Uani 1 1 d . . . O3 O 0.1404(2) 0.9409(2) 0.36960(19) 0.0259(5) Uani 1 1 d . . . N1 N 0.3385(3) 0.9223(2) 0.6602(2) 0.0233(5) Uani 1 1 d . . . N2 N 0.1461(3) 1.1213(3) 0.5272(2) 0.0250(5) Uani 1 1 d . . . N3 N 0.3776(3) 0.7533(3) 0.4974(2) 0.0245(5) Uani 1 1 d . . . N5 N 0.0903(3) 1.2144(3) 0.3223(3) 0.0386(7) Uani 1 1 d . . . N6 N 0.3481(3) 0.7247(3) 0.2971(2) 0.0272(6) Uani 1 1 d . . . C1 C 0.2170(3) 1.0072(3) 0.7355(3) 0.0326(7) Uani 1 1 d . . . H1A H 0.2546 1.0167 0.8137 0.039 Uiso 1 1 calc R . . H1B H 0.1368 0.9639 0.7588 0.039 Uiso 1 1 calc R . . C2 C 0.1585(3) 1.1484(3) 0.6535(3) 0.0289(7) Uani 1 1 d . . . H2A H 0.0605 1.1998 0.6882 0.035 Uiso 1 1 calc R . . H2B H 0.2279 1.2027 0.6499 0.035 Uiso 1 1 calc R . . C3 C 0.1088(3) 1.2351(3) 0.4391(3) 0.0266(7) Uani 1 1 d . . . C4 C 0.0771(3) 1.3132(3) 0.2051(3) 0.0319(7) Uani 1 1 d . . . C5 C 0.3808(4) 0.7736(3) 0.7122(3) 0.0310(7) Uani 1 1 d . . . H5A H 0.2912 0.7446 0.7403 0.037 Uiso 1 1 calc R . . H5B H 0.4425 0.7535 0.7852 0.037 Uiso 1 1 calc R . . C6 C 0.4674(3) 0.6989(3) 0.6075(3) 0.0297(7) Uani 1 1 d . . . H6A H 0.5650 0.7157 0.5891 0.036 Uiso 1 1 calc R . . H6B H 0.4838 0.5990 0.6315 0.036 Uiso 1 1 calc R . . C7 C 0.4427(3) 0.6982(3) 0.3926(3) 0.0254(6) Uani 1 1 d . . . C8 C 0.3962(3) 0.7279(3) 0.1620(3) 0.0295(7) Uani 1 1 d . . . C9 C 0.0646(5) 1.2375(4) 0.1015(3) 0.0481(10) Uani 1 1 d . . . H9A H -0.0257 1.2094 0.1182 0.072 Uiso 1 1 calc R . . H9B H 0.1512 1.1562 0.0997 0.072 Uiso 1 1 calc R . . H9C H 0.0603 1.2982 0.0200 0.072 Uiso 1 1 calc R . . C10 C -0.0606(4) 1.4372(4) 0.2119(3) 0.0451(9) Uani 1 1 d . . . H10A H -0.1489 1.4061 0.2313 0.068 Uiso 1 1 calc R . . H10B H -0.0695 1.4988 0.1308 0.068 Uiso 1 1 calc R . . H10C H -0.0517 1.4859 0.2781 0.068 Uiso 1 1 calc R . . C11 C 0.2142(4) 1.3624(4) 0.1748(3) 0.0445(9) Uani 1 1 d . . . H11A H 0.2221 1.4125 0.2403 0.067 Uiso 1 1 calc R . . H11B H 0.2056 1.4230 0.0931 0.067 Uiso 1 1 calc R . . H11C H 0.3029 1.2832 0.1715 0.067 Uiso 1 1 calc R . . C12 C 0.4795(5) 0.8340(4) 0.1175(3) 0.0463(9) Uani 1 1 d . . . H12A H 0.5731 0.8046 0.1592 0.069 Uiso 1 1 calc R . . H12B H 0.4186 0.9229 0.1388 0.069 Uiso 1 1 calc R . . H12C H 0.4999 0.8424 0.0261 0.069 Uiso 1 1 calc R . . C13 C 0.4923(4) 0.5888(3) 0.1336(3) 0.0348(8) Uani 1 1 d . . . H13A H 0.5856 0.5623 0.1753 0.052 Uiso 1 1 calc R . . H13B H 0.5133 0.5937 0.0424 0.052 Uiso 1 1 calc R . . H13C H 0.4400 0.5206 0.1646 0.052 Uiso 1 1 calc R . . C14 C 0.2540(4) 0.7711(4) 0.0921(3) 0.0434(9) Uani 1 1 d . . . H14A H 0.2018 0.7021 0.1182 0.065 Uiso 1 1 calc R . . H14B H 0.2787 0.7793 0.0012 0.065 Uiso 1 1 calc R . . H14C H 0.1902 0.8597 0.1119 0.065 Uiso 1 1 calc R . . C15 C 0.4702(3) 0.9706(4) 0.6526(3) 0.0357(8) Uani 1 1 d . . . H15A H 0.5012 0.9623 0.7377 0.054 Uiso 1 1 calc R . . H15B H 0.4455 1.0667 0.6118 0.054 Uiso 1 1 calc R . . H15C H 0.5512 0.9147 0.6033 0.054 Uiso 1 1 calc R . . H5N H 0.109(4) 1.134(4) 0.316(3) 0.031(10) Uiso 1 1 d . . . H30 H 0.061(4) 0.932(3) 0.398(3) 0.027(9) Uiso 1 1 d . . . H6N H 0.272(5) 0.778(5) 0.301(4) 0.073(15) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0217(2) 0.0219(2) 0.0217(2) -0.00447(15) -0.00485(14) -0.00567(14) K1 0.0232(3) 0.0276(4) 0.0383(4) -0.0050(3) -0.0060(3) -0.0055(3) O1 0.0256(10) 0.0209(12) 0.0476(13) -0.0076(10) -0.0088(9) -0.0008(8) O2 0.0286(11) 0.0321(13) 0.0342(11) -0.0126(10) -0.0053(9) -0.0025(9) O3 0.0224(10) 0.0298(12) 0.0264(10) -0.0061(9) -0.0041(9) -0.0071(9) N1 0.0248(12) 0.0235(13) 0.0231(11) -0.0049(10) -0.0044(10) -0.0079(10) N2 0.0230(12) 0.0238(14) 0.0287(12) -0.0090(10) -0.0051(10) -0.0037(10) N3 0.0246(12) 0.0255(14) 0.0208(11) -0.0026(10) -0.0057(10) -0.0033(10) N5 0.0545(18) 0.0226(16) 0.0375(15) 0.0003(13) -0.0162(13) -0.0081(13) N6 0.0275(13) 0.0290(15) 0.0236(12) -0.0079(11) -0.0056(11) -0.0030(11) C1 0.0330(16) 0.0350(19) 0.0298(15) -0.0083(14) -0.0029(13) -0.0081(14) C2 0.0259(14) 0.0287(17) 0.0318(15) -0.0105(13) -0.0022(12) -0.0045(12) C3 0.0203(13) 0.0249(17) 0.0353(16) -0.0072(13) -0.0056(12) -0.0049(12) C4 0.0307(15) 0.0280(18) 0.0364(17) 0.0044(14) -0.0104(13) -0.0105(13) C5 0.0388(17) 0.0272(17) 0.0255(14) -0.0023(13) -0.0090(13) -0.0065(13) C6 0.0337(16) 0.0276(17) 0.0262(14) -0.0055(13) -0.0111(13) -0.0031(13) C7 0.0249(14) 0.0242(16) 0.0279(14) -0.0054(12) -0.0033(12) -0.0074(12) C8 0.0386(17) 0.0307(18) 0.0211(13) -0.0066(12) -0.0031(12) -0.0110(14) C9 0.062(2) 0.048(2) 0.0357(18) 0.0083(16) -0.0206(17) -0.0209(19) C10 0.0335(17) 0.043(2) 0.048(2) 0.0111(17) -0.0099(15) -0.0049(15) C11 0.0304(17) 0.064(3) 0.0441(19) -0.0076(18) -0.0046(15) -0.0202(17) C12 0.070(3) 0.046(2) 0.0318(17) -0.0108(16) 0.0025(17) -0.030(2) C13 0.0414(18) 0.0350(19) 0.0287(15) -0.0092(14) -0.0003(14) -0.0109(14) C14 0.051(2) 0.046(2) 0.0305(16) -0.0112(16) -0.0135(15) -0.0039(17) C15 0.0311(16) 0.039(2) 0.0381(17) -0.0069(15) -0.0062(14) -0.0110(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O3 1.864(2) . ? Ni1 N2 1.919(2) . ? Ni1 N3 1.925(2) . ? Ni1 N1 1.941(2) . ? K1 O2 2.597(2) 2_676 ? K1 O1 2.637(2) . ? K1 O1 2.683(2) 2_586 ? K1 N6 3.039(3) 1_565 ? K1 N3 3.136(3) 1_565 ? K1 C7 3.151(3) 1_565 ? K1 C3 3.259(3) 2_586 ? K1 C10 3.381(4) 2_586 ? K1 K1 4.2515(19) 2_586 ? O1 C3 1.257(4) . ? O1 K1 2.683(2) 2_586 ? O2 C7 1.251(3) . ? O2 K1 2.597(2) 2_676 ? O3 H30 0.81(3) . ? N1 C15 1.480(4) . ? N1 C1 1.484(4) . ? N1 C5 1.486(4) . ? N2 C3 1.350(4) . ? N2 C2 1.475(4) . ? N3 C7 1.367(4) . ? N3 C6 1.465(4) . ? N3 K1 3.136(3) 1_545 ? N5 C3 1.363(4) . ? N5 C4 1.465(4) . ? N5 H5N 0.82(4) . ? N6 C7 1.382(4) . ? N6 C8 1.481(4) . ? N6 K1 3.039(3) 1_545 ? N6 H6N 0.76(5) . ? C1 C2 1.537(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 K1 3.259(3) 2_586 ? C4 C9 1.526(5) . ? C4 C11 1.528(5) . ? C4 C10 1.530(4) . ? C5 C6 1.515(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 K1 3.151(3) 1_545 ? C8 C13 1.518(4) . ? C8 C14 1.527(5) . ? C8 C12 1.531(5) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 K1 3.381(4) 2_586 ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Ni1 N2 94.91(10) . . ? O3 Ni1 N3 94.49(10) . . ? N2 Ni1 N3 169.74(11) . . ? O3 Ni1 N1 172.31(10) . . ? N2 Ni1 N1 85.02(10) . . ? N3 Ni1 N1 86.21(10) . . ? O2 K1 O1 95.69(7) 2_676 . ? O2 K1 O1 135.79(7) 2_676 2_586 ? O1 K1 O1 73.90(8) . 2_586 ? O2 K1 N6 103.35(8) 2_676 1_565 ? O1 K1 N6 130.66(7) . 1_565 ? O1 K1 N6 116.09(7) 2_586 1_565 ? O2 K1 N3 81.79(7) 2_676 1_565 ? O1 K1 N3 172.26(6) . 1_565 ? O1 K1 N3 112.97(7) 2_586 1_565 ? N6 K1 N3 43.86(7) 1_565 1_565 ? O2 K1 C7 81.14(8) 2_676 1_565 ? O1 K1 C7 147.36(8) . 1_565 ? O1 K1 C7 129.69(8) 2_586 1_565 ? N6 K1 C7 25.72(7) 1_565 1_565 ? N3 K1 C7 25.11(7) 1_565 1_565 ? O2 K1 C3 135.38(7) 2_676 2_586 ? O1 K1 C3 95.67(8) . 2_586 ? O1 K1 C3 21.78(7) 2_586 2_586 ? N6 K1 C3 101.30(8) 1_565 2_586 ? N3 K1 C3 91.20(8) 1_565 2_586 ? C7 K1 C3 109.42(8) 1_565 2_586 ? O2 K1 C10 79.71(7) 2_676 2_586 ? O1 K1 C10 94.26(9) . 2_586 ? O1 K1 C10 59.05(8) 2_586 2_586 ? N6 K1 C10 133.51(9) 1_565 2_586 ? N3 K1 C10 92.50(8) 1_565 2_586 ? C7 K1 C10 116.78(9) 1_565 2_586 ? C3 K1 C10 56.50(8) 2_586 2_586 ? O2 K1 K1 120.92(6) 2_676 2_586 ? O1 K1 K1 37.32(4) . 2_586 ? O1 K1 K1 36.58(5) 2_586 2_586 ? N6 K1 K1 132.97(6) 1_565 2_586 ? N3 K1 K1 149.42(5) 1_565 2_586 ? C7 K1 K1 157.71(6) 1_565 2_586 ? C3 K1 K1 58.36(6) 2_586 2_586 ? C10 K1 K1 73.83(7) 2_586 2_586 ? C3 O1 K1 147.98(18) . . ? C3 O1 K1 105.88(17) . 2_586 ? K1 O1 K1 106.10(7) . 2_586 ? C7 O2 K1 145.69(19) . 2_676 ? Ni1 O3 H30 107(2) . . ? C15 N1 C1 109.0(2) . . ? C15 N1 C5 108.9(2) . . ? C1 N1 C5 113.6(2) . . ? C15 N1 Ni1 118.20(19) . . ? C1 N1 Ni1 103.31(18) . . ? C5 N1 Ni1 103.91(18) . . ? C3 N2 C2 114.1(2) . . ? C3 N2 Ni1 128.9(2) . . ? C2 N2 Ni1 113.30(18) . . ? C7 N3 C6 113.5(2) . . ? C7 N3 Ni1 127.78(19) . . ? C6 N3 Ni1 111.70(18) . . ? C7 N3 K1 78.05(17) . 1_545 ? C6 N3 K1 106.23(18) . 1_545 ? Ni1 N3 K1 112.56(10) . 1_545 ? C3 N5 C4 127.2(3) . . ? C3 N5 H5N 114(2) . . ? C4 N5 H5N 117(2) . . ? C7 N6 C8 124.4(3) . . ? C7 N6 K1 81.66(16) . 1_545 ? C8 N6 K1 134.6(2) . 1_545 ? C7 N6 H6N 119(4) . . ? C8 N6 H6N 108(3) . . ? K1 N6 H6N 84(4) 1_545 . ? N1 C1 C2 107.2(2) . . ? N1 C1 H1A 110.3 . . ? C2 C1 H1A 110.3 . . ? N1 C1 H1B 110.3 . . ? C2 C1 H1B 110.3 . . ? H1A C1 H1B 108.5 . . ? N2 C2 C1 106.0(2) . . ? N2 C2 H2A 110.5 . . ? C1 C2 H2A 110.5 . . ? N2 C2 H2B 110.5 . . ? C1 C2 H2B 110.5 . . ? H2A C2 H2B 108.7 . . ? O1 C3 N2 123.3(3) . . ? O1 C3 N5 121.0(3) . . ? N2 C3 N5 115.7(3) . . ? O1 C3 K1 52.34(14) . 2_586 ? N2 C3 K1 113.17(18) . 2_586 ? N5 C3 K1 103.56(19) . 2_586 ? N5 C4 C9 106.2(3) . . ? N5 C4 C11 111.3(3) . . ? C9 C4 C11 109.0(3) . . ? N5 C4 C10 111.3(3) . . ? C9 C4 C10 109.8(3) . . ? C11 C4 C10 109.2(3) . . ? N1 C5 C6 106.8(2) . . ? N1 C5 H5A 110.4 . . ? C6 C5 H5A 110.4 . . ? N1 C5 H5B 110.4 . . ? C6 C5 H5B 110.4 . . ? H5A C5 H5B 108.6 . . ? N3 C6 C5 106.2(2) . . ? N3 C6 H6A 110.5 . . ? C5 C6 H6A 110.5 . . ? N3 C6 H6B 110.5 . . ? C5 C6 H6B 110.5 . . ? H6A C6 H6B 108.7 . . ? O2 C7 N3 123.7(3) . . ? O2 C7 N6 121.9(3) . . ? N3 C7 N6 114.2(2) . . ? O2 C7 K1 115.1(2) . 1_545 ? N3 C7 K1 76.83(16) . 1_545 ? N6 C7 K1 72.62(16) . 1_545 ? N6 C8 C13 112.4(2) . . ? N6 C8 C14 105.7(3) . . ? C13 C8 C14 109.1(3) . . ? N6 C8 C12 110.8(3) . . ? C13 C8 C12 109.7(3) . . ? C14 C8 C12 109.1(3) . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C4 C10 K1 112.2(2) . 2_586 ? C4 C10 H10A 109.5 . . ? K1 C10 H10A 66.5 2_586 . ? C4 C10 H10B 109.5 . . ? K1 C10 H10B 136.8 2_586 . ? H10A C10 H10B 109.5 . . ? C4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C4 C11 H11A 109.5 . . ? C4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C8 C12 H12A 109.5 . . ? C8 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C8 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C8 C14 H14A 109.5 . . ? C8 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C8 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N1 C15 H15A 109.5 . . ? N1 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N1 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.955 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 1.163 _refine_diff_density_min -0.301 _refine_diff_density_rms 0.100 #===END data_boro107 _database_code_depnum_ccdc_archive 'CCDC 708863' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common DAP-B-039 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H40 N6 Ni O3' _chemical_formula_weight 435.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 19.1117(19) _cell_length_b 11.0948(10) _cell_length_c 21.533(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4565.8(7) _cell_formula_units_Z 8 _cell_measurement_temperature 208(2) _cell_measurement_reflns_used 5476 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 27.88 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 0.877 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9021 _exptl_absorpt_correction_T_max 0.9658 _exptl_absorpt_process_details SADABS _diffrn_refln_scan_width 0.3 _diffrn_refln_scan_rate 5 _space_group.centring_type primitive _space_group.IT_number 61 _exptl_special_details ; ? ; _diffrn_ambient_temperature 208(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 area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 25201 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4037 _reflns_number_gt 3199 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SIR-2004 _computing_structure_refinement SHELXL-97 _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _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^)+(0.1373P)^2^+5.0913P] 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 4037 _refine_ls_number_parameters 256 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0799 _refine_ls_R_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.2208 _refine_ls_wR_factor_gt 0.2034 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 C1 C 0.8058(3) 0.1105(5) 0.2344(3) 0.0808(17) Uani 1 1 d . . . H1A H 0.8326 0.0632 0.2049 0.121 Uiso 1 1 calc R . . H1B H 0.7781 0.0571 0.2603 0.121 Uiso 1 1 calc R . . H1C H 0.8375 0.1567 0.2604 0.121 Uiso 1 1 calc R . . C2 C 0.7083(3) 0.2462(5) 0.2455(3) 0.0713(14) Uani 1 1 d . . . H2A H 0.6876 0.3192 0.2278 0.086 Uiso 1 1 calc R . . H2B H 0.7321 0.2679 0.2843 0.086 Uiso 1 1 calc R . . C3 C 0.6523(3) 0.1543(5) 0.2581(2) 0.0722(13) Uani 1 1 d . . . H3A H 0.6703 0.0904 0.2852 0.087 Uiso 1 1 calc R . . H3B H 0.6121 0.1922 0.2785 0.087 Uiso 1 1 calc R . . C4 C 0.7984(3) 0.2842(5) 0.1658(3) 0.0744(14) Uani 1 1 d . . . H4A H 0.8318 0.3255 0.1930 0.089 Uiso 1 1 calc R . . H4B H 0.7662 0.3442 0.1486 0.089 Uiso 1 1 calc R . . C5 C 0.8372(3) 0.2188(5) 0.1132(2) 0.0731(14) Uani 1 1 d . . . H5A H 0.8490 0.2754 0.0799 0.088 Uiso 1 1 calc R . . H5B H 0.8806 0.1827 0.1289 0.088 Uiso 1 1 calc R . . C6 C 0.5715(2) 0.0440(4) 0.2008(2) 0.0591(11) Uani 1 1 d . . . C7 C 0.8166(2) 0.0582(5) 0.0436(2) 0.0575(11) Uani 1 1 d . . . C8 C 0.4872(3) -0.0835(7) 0.1437(3) 0.0844(18) Uani 1 1 d . . . H8 H 0.4995 -0.1494 0.1727 0.101 Uiso 1 1 calc R . . C9 C 0.4211(3) -0.0340(7) 0.1633(4) 0.0979(19) Uani 1 1 d . . . H9A H 0.4266 0.0045 0.2035 0.147 Uiso 1 1 calc R . . H9B H 0.3868 -0.0983 0.1666 0.147 Uiso 1 1 calc R . . H9C H 0.4052 0.0249 0.1332 0.147 Uiso 1 1 calc R . . C10 C 0.4845(4) -0.1350(8) 0.0803(4) 0.120(3) Uani 1 1 d . . . H10A H 0.4510 -0.2006 0.0793 0.180 Uiso 1 1 calc R . . H10B H 0.5305 -0.1652 0.0691 0.180 Uiso 1 1 calc R . . H10C H 0.4704 -0.0731 0.0511 0.180 Uiso 1 1 calc R . . C11 C 0.7862(3) -0.0842(6) -0.0377(2) 0.0716(14) Uani 1 1 d . . . H11 H 0.8366 -0.0777 -0.0479 0.086 Uiso 1 1 calc R . . C12 C 0.7683(12) -0.2039(10) -0.0418(4) 0.314(13) Uani 1 1 d . . . H12A H 0.7676 -0.2391 -0.0005 0.471 Uiso 1 1 calc R . . H12B H 0.8023 -0.2459 -0.0673 0.471 Uiso 1 1 calc R . . H12C H 0.7223 -0.2112 -0.0604 0.471 Uiso 1 1 calc R . . C13 C 0.7505(11) -0.026(2) -0.0826(5) 0.42(2) Uani 1 1 d . . . H13A H 0.7053 -0.0645 -0.0885 0.628 Uiso 1 1 calc R . . H13B H 0.7768 -0.0292 -0.1211 0.628 Uiso 1 1 calc R . . H13C H 0.7436 0.0574 -0.0706 0.628 Uiso 1 1 calc R . . C14 C 0.5163(3) 0.3139(5) 0.0535(3) 0.0842(17) Uani 1 1 d . . . H14A H 0.5343 0.2341 0.0626 0.126 Uiso 1 1 calc R . . H14B H 0.5513 0.3594 0.0307 0.126 Uiso 1 1 calc R . . H14C H 0.4742 0.3068 0.0285 0.126 Uiso 1 1 calc R . . C15 C 0.5632(3) 0.3810(4) 0.1527(3) 0.0649(12) Uani 1 1 d . . . H15A H 0.5540 0.4300 0.1891 0.097 Uiso 1 1 calc R . . H15B H 0.6018 0.4156 0.1295 0.097 Uiso 1 1 calc R . . H15C H 0.5753 0.2998 0.1655 0.097 Uiso 1 1 calc R . . C16 C 0.4778(2) 0.5040(4) 0.0991(2) 0.0635(12) Uani 1 1 d . . . H16A H 0.4378 0.5034 0.0714 0.095 Uiso 1 1 calc R . . H16B H 0.5163 0.5467 0.0795 0.095 Uiso 1 1 calc R . . H16C H 0.4653 0.5442 0.1375 0.095 Uiso 1 1 calc R . . C17 C 0.4429(3) 0.3143(5) 0.1456(3) 0.0858(17) Uani 1 1 d . . . H17A H 0.4329 0.3557 0.1843 0.129 Uiso 1 1 calc R . . H17B H 0.4572 0.2322 0.1543 0.129 Uiso 1 1 calc R . . H17C H 0.4013 0.3135 0.1199 0.129 Uiso 1 1 calc R . . N1 N 0.75951(19) 0.1924(3) 0.20094(16) 0.0526(8) Uani 1 1 d . . . N2 N 0.6318(2) 0.1047(3) 0.19819(16) 0.0547(9) Uani 1 1 d . . . N3 N 0.79006(18) 0.1254(4) 0.0903(2) 0.0577(10) Uani 1 1 d . . . N4 N 0.5443(2) 0.0063(4) 0.14563(17) 0.0638(10) Uani 1 1 d . . . H4 H 0.5607 0.0354 0.1111 0.077 Uiso 1 1 calc R . . N5 N 0.7769(2) -0.0356(4) 0.02385(18) 0.0645(10) Uani 1 1 d . . . H5 H 0.7456 -0.0666 0.0485 0.077 Uiso 1 1 calc R . . N6 N 0.4996(2) 0.3774(3) 0.11271(18) 0.0561(9) Uani 1 1 d . . . O1 O 0.65259(16) 0.0481(4) 0.07304(14) 0.0689(9) Uani 1 1 d . . . H1 H 0.6496 0.0982 0.0445 0.103 Uiso 1 1 calc R . . O2 O 0.5398(2) 0.0243(4) 0.25035(16) 0.0933(14) Uani 1 1 d . . . O3 O 0.87538(16) 0.0769(4) 0.02003(17) 0.0731(9) Uani 1 1 d . . . Ni1 Ni 0.70580(3) 0.11226(5) 0.13751(2) 0.0479(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.092(4) 0.078(4) 0.072(4) -0.012(3) -0.030(3) 0.017(3) C2 0.079(3) 0.067(3) 0.068(3) -0.019(2) -0.005(2) 0.008(2) C3 0.080(3) 0.082(3) 0.054(3) -0.010(2) 0.010(2) -0.014(3) C4 0.071(3) 0.066(3) 0.087(4) -0.008(3) -0.003(3) -0.014(2) C5 0.056(3) 0.092(4) 0.071(3) -0.011(3) 0.005(2) -0.024(3) C6 0.066(3) 0.056(2) 0.055(3) 0.000(2) 0.012(2) -0.004(2) C7 0.045(2) 0.075(3) 0.052(2) 0.003(2) -0.0018(19) 0.003(2) C8 0.061(3) 0.112(5) 0.080(4) -0.024(3) 0.017(3) -0.017(3) C9 0.075(4) 0.104(5) 0.115(5) -0.003(4) 0.015(4) 0.002(3) C10 0.075(4) 0.165(7) 0.120(6) -0.048(6) -0.005(4) -0.014(4) C11 0.062(3) 0.094(4) 0.059(3) -0.011(3) 0.010(2) -0.009(3) C12 0.76(4) 0.098(7) 0.083(6) -0.036(5) 0.062(13) -0.037(14) C13 0.60(4) 0.54(4) 0.113(9) -0.154(16) -0.166(16) 0.45(3) C14 0.097(4) 0.085(4) 0.071(3) -0.022(3) -0.010(3) 0.020(3) C15 0.057(3) 0.071(3) 0.067(3) 0.005(2) -0.012(2) 0.012(2) C16 0.061(3) 0.061(3) 0.069(3) 0.007(2) -0.007(2) 0.009(2) C17 0.072(4) 0.073(3) 0.112(5) 0.008(3) 0.012(3) -0.017(3) N1 0.054(2) 0.0474(18) 0.0559(19) -0.0042(15) -0.0065(16) 0.0020(15) N2 0.063(2) 0.056(2) 0.0453(19) -0.0038(15) 0.0063(16) -0.0062(17) N3 0.045(2) 0.072(2) 0.056(2) -0.0072(18) 0.0002(16) -0.0085(16) N4 0.058(2) 0.079(3) 0.054(2) -0.0058(19) 0.0128(17) -0.013(2) N5 0.066(2) 0.074(3) 0.054(2) -0.0079(19) 0.0083(18) -0.013(2) N6 0.054(2) 0.057(2) 0.058(2) -0.0016(17) -0.0021(17) 0.0042(16) O1 0.0490(17) 0.108(3) 0.0497(17) -0.0098(17) 0.0032(14) -0.0163(17) O2 0.109(3) 0.113(3) 0.057(2) -0.010(2) 0.030(2) -0.048(3) O3 0.0421(17) 0.106(3) 0.071(2) -0.007(2) 0.0064(15) -0.0012(17) Ni1 0.0465(4) 0.0523(4) 0.0448(4) -0.0013(2) -0.0001(2) -0.0015(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 C1 N1 1.459(6) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 N1 1.495(6) . ? C2 C3 1.503(7) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C3 N2 1.456(6) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C4 N1 1.470(6) . ? C4 C5 1.535(8) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 N3 1.460(6) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C6 O2 1.246(5) . ? C6 N2 1.337(6) . ? C6 N4 1.363(6) . ? C7 O3 1.251(5) . ? C7 N3 1.349(6) . ? C7 N5 1.356(6) . ? C8 C9 1.441(9) . ? C8 N4 1.477(7) . ? C8 C10 1.479(9) . ? C8 H8 0.9900 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 H10C 0.9700 . ? C11 C13 1.349(13) . ? C11 C12 1.375(13) . ? C11 N5 1.441(6) . ? C11 H11 0.9900 . ? C12 H12A 0.9723 . ? C12 H12B 0.9723 . ? C12 H12C 0.9722 . ? C13 H13A 0.9860 . ? C13 H13B 0.9863 . ? C13 H13C 0.9863 . ? C14 N6 1.492(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C15 N6 1.491(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C15 H15C 0.9700 . ? C16 N6 1.494(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 H16C 0.9700 . ? C17 N6 1.470(7) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? N1 Ni1 1.926(3) . ? N2 Ni1 1.926(4) . ? N3 Ni1 1.910(4) . ? N4 H4 0.8700 . ? N5 H5 0.8700 . ? O1 Ni1 1.862(3) . ? O1 H1 0.8300 . ? 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 N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 108.1(4) . . ? N1 C2 H2A 110.1 . . ? C3 C2 H2A 110.1 . . ? N1 C2 H2B 110.1 . . ? C3 C2 H2B 110.1 . . ? H2A C2 H2B 108.4 . . ? N2 C3 C2 106.7(4) . . ? N2 C3 H3A 110.4 . . ? C2 C3 H3A 110.4 . . ? N2 C3 H3B 110.4 . . ? C2 C3 H3B 110.4 . . ? H3A C3 H3B 108.6 . . ? N1 C4 C5 107.2(4) . . ? N1 C4 H4A 110.3 . . ? C5 C4 H4A 110.3 . . ? N1 C4 H4B 110.3 . . ? C5 C4 H4B 110.3 . . ? H4A C4 H4B 108.5 . . ? N3 C5 C4 106.7(4) . . ? N3 C5 H5A 110.4 . . ? C4 C5 H5A 110.4 . . ? N3 C5 H5B 110.4 . . ? C4 C5 H5B 110.4 . . ? H5A C5 H5B 108.6 . . ? O2 C6 N2 122.9(4) . . ? O2 C6 N4 120.5(4) . . ? N2 C6 N4 116.5(4) . . ? O3 C7 N3 123.2(4) . . ? O3 C7 N5 120.1(4) . . ? N3 C7 N5 116.6(4) . . ? C9 C8 N4 112.5(6) . . ? C9 C8 C10 112.8(6) . . ? N4 C8 C10 108.2(5) . . ? C9 C8 H8 107.7 . . ? N4 C8 H8 107.7 . . ? C10 C8 H8 107.7 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.4 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.4 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C13 C11 C12 106.8(13) . . ? C13 C11 N5 114.7(7) . . ? C12 C11 N5 112.9(6) . . ? C13 C11 H11 107.3 . . ? C12 C11 H11 107.3 . . ? N5 C11 H11 107.4 . . ? C11 C12 H12A 109.8 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 109.2 . . ? C11 C12 H12C 109.6 . . ? H12A C12 H12C 109.2 . . ? H12B C12 H12C 109.2 . . ? C11 C13 H13A 111.2 . . ? C11 C13 H13B 111.4 . . ? H13A C13 H13B 107.5 . . ? C11 C13 H13C 111.4 . . ? H13A C13 H13C 107.6 . . ? H13B C13 H13C 107.5 . . ? N6 C14 H14A 109.5 . . ? N6 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N6 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N6 C15 H15A 109.5 . . ? N6 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N6 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N6 C16 H16A 109.5 . . ? N6 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N6 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N6 C17 H17A 109.5 . . ? N6 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N6 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C1 N1 C4 112.3(4) . . ? C1 N1 C2 109.1(4) . . ? C4 N1 C2 112.7(4) . . ? C1 N1 Ni1 112.7(3) . . ? C4 N1 Ni1 103.0(3) . . ? C2 N1 Ni1 106.9(3) . . ? C6 N2 C3 112.6(4) . . ? C6 N2 Ni1 133.1(3) . . ? C3 N2 Ni1 112.8(3) . . ? C7 N3 C5 114.3(4) . . ? C7 N3 Ni1 132.1(3) . . ? C5 N3 Ni1 113.2(3) . . ? C6 N4 C8 120.9(4) . . ? C6 N4 H4 119.5 . . ? C8 N4 H4 119.6 . . ? C7 N5 C11 120.4(4) . . ? C7 N5 H5 119.8 . . ? C11 N5 H5 119.8 . . ? C17 N6 C15 109.6(4) . . ? C17 N6 C14 110.1(4) . . ? C15 N6 C14 109.3(4) . . ? C17 N6 C16 109.7(4) . . ? C15 N6 C16 108.4(4) . . ? C14 N6 C16 109.6(4) . . ? Ni1 O1 H1 109.5 . . ? O1 Ni1 N3 95.31(15) . . ? O1 Ni1 N1 174.93(17) . . ? N3 Ni1 N1 83.87(16) . . ? O1 Ni1 N2 95.06(15) . . ? N3 Ni1 N2 169.38(17) . . ? N1 Ni1 N2 86.00(15) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.110 _refine_diff_density_min -0.720 _refine_diff_density_rms 0.098