# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Christopher Ziegler' _publ_contact_author_email ZIEGLER@UAKRON.EDU _publ_section_title ; C-H bond activation and ring oxidation in nickel carbahemiporphyrazines ; loop_ _publ_author_name 'Christopher Ziegler' 'Natalie Barone' 'Saovalak Sripothongnak' # Attachment '1Ni.cif' data_1Ni _database_code_depnum_ccdc_archive 'CCDC 726129' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H34 N12 Ni' _chemical_formula_weight 813.56 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' 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 9.031(3) _cell_length_b 9.729(4) _cell_length_c 11.012(4) _cell_angle_alpha 77.484(6) _cell_angle_beta 89.593(6) _cell_angle_gamma 78.363(6) _cell_volume 924.5(6) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3654 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 27.96 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.462 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 422 _exptl_absorpt_coefficient_mu 0.579 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8141 _exptl_absorpt_correction_T_max 0.9130 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; Ratio of minimum to maximum apparent transmission: 0.621855 ; _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_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7875 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0489 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 27.24 _reflns_number_total 4012 _reflns_number_gt 3685 _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. Hydrgen atoms were assigned ideal positions and refined isotropically as riding atoms. ; _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^)+(0.0000P)^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_number_reflns 4012 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0392 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0937 _refine_ls_wR_factor_gt 0.0921 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.0000 1.0000 0.0000 0.01322(10) Uani 1 2 d S . . N2 N 0.19359(16) 0.86060(15) 0.03047(13) 0.0152(3) Uani 1 1 d . . . N5 N 0.07127(15) 1.11044(15) 0.13722(13) 0.0154(3) Uani 1 1 d . . . N4 N 0.34999(16) 0.98112(15) -0.11905(13) 0.0161(3) Uani 1 1 d . . . N3 N 0.13396(15) 0.67495(15) 0.19620(13) 0.0156(3) Uani 1 1 d . . . N1 N -0.09891(15) 0.86016(14) 0.14679(12) 0.0139(3) Uani 1 1 d . . . C18 C 0.03262(19) 1.25395(18) 0.12053(16) 0.0177(3) Uani 1 1 d . . . H18 H -0.0350 1.3045 0.0551 0.021 Uiso 1 1 calc R . . C17 C 0.0880(2) 1.33112(19) 0.19561(16) 0.0206(4) Uani 1 1 d . . . H17 H 0.0584 1.4307 0.1805 0.025 Uiso 1 1 calc R . . C4 C 0.22284(18) 0.73409(17) 0.11742(15) 0.0150(3) Uani 1 1 d . . . C11 C 0.32494(18) 0.87958(17) -0.02867(15) 0.0147(3) Uani 1 1 d . . . C1 C -0.01575(18) 0.73439(17) 0.21600(15) 0.0150(3) Uani 1 1 d . . . C12 C 0.24518(19) 1.10091(18) -0.17995(15) 0.0158(3) Uani 1 1 d . . . C2 C -0.07437(19) 0.65091(18) 0.31780(16) 0.0179(3) Uani 1 1 d . . . H2 H -0.0145 0.5657 0.3621 0.021 Uiso 1 1 calc R . . C3 C -0.2203(2) 0.69452(19) 0.35252(16) 0.0198(4) Uani 1 1 d . . . H3 H -0.2593 0.6414 0.4213 0.024 Uiso 1 1 calc R . . C6 C 0.46881(19) 0.53559(18) 0.18191(16) 0.0185(3) Uani 1 1 d . . . H6 H 0.4253 0.4739 0.2414 0.022 Uiso 1 1 calc R . . C9 C 0.59991(19) 0.72459(18) -0.00049(16) 0.0180(3) Uani 1 1 d . . . H9 H 0.6425 0.7865 -0.0605 0.022 Uiso 1 1 calc R . . C16 C 0.1883(2) 1.2568(2) 0.29361(16) 0.0214(4) Uani 1 1 d . . . H16 H 0.2287 1.3057 0.3447 0.026 Uiso 1 1 calc R . . C15 C 0.2272(2) 1.1083(2) 0.31393(16) 0.0218(4) Uani 1 1 d . . . H15 H 0.2928 1.0555 0.3799 0.026 Uiso 1 1 calc R . . C14 C 0.16651(19) 1.03964(19) 0.23422(16) 0.0193(3) Uani 1 1 d . . . H14 H 0.1930 0.9399 0.2485 0.023 Uiso 1 1 calc R . . C10 C 0.44835(18) 0.75637(17) 0.02531(15) 0.0154(3) Uani 1 1 d . . . C5 C 0.38432(18) 0.66430(18) 0.11456(15) 0.0160(3) Uani 1 1 d . . . C7 C 0.6220(2) 0.50257(19) 0.15670(17) 0.0204(4) Uani 1 1 d . . . H7 H 0.6822 0.4171 0.2002 0.024 Uiso 1 1 calc R . . C8 C 0.6859(2) 0.59588(19) 0.06725(17) 0.0206(4) Uani 1 1 d . . . H8 H 0.7884 0.5716 0.0525 0.025 Uiso 1 1 calc R . . C13 C 0.30626(19) 1.18097(18) -0.28222(16) 0.0190(3) Uani 1 1 d . . . H13 H 0.4056 1.1497 -0.3027 0.023 Uiso 1 1 calc R . . N6 N 0.52333(17) 0.24438(17) 0.44219(14) 0.0236(3) Uani 1 1 d . . . C23 C 0.5917(2) 0.3056(2) 0.51780(17) 0.0227(4) Uani 1 1 d . . . H23 H 0.5312 0.3598 0.5665 0.027 Uiso 1 1 calc R . . C22 C 0.7462(2) 0.2931(2) 0.52754(17) 0.0252(4) Uani 1 1 d . . . H22 H 0.7881 0.3390 0.5804 0.030 Uiso 1 1 calc R . . C21 C 0.8375(2) 0.2111(2) 0.45737(18) 0.0288(4) Uani 1 1 d . . . H21 H 0.9422 0.1993 0.4630 0.035 Uiso 1 1 calc R . . C20 C 0.7699(2) 0.1471(2) 0.37850(18) 0.0276(4) Uani 1 1 d . . . H20 H 0.8281 0.0915 0.3297 0.033 Uiso 1 1 calc R . . C19 C 0.6136(2) 0.1674(2) 0.37365(17) 0.0239(4) Uani 1 1 d . . . H19 H 0.5689 0.1249 0.3196 0.029 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 0.01366(16) 0.01186(16) 0.01429(16) -0.00285(11) 0.00048(11) -0.00297(11) N2 0.0168(7) 0.0138(7) 0.0155(7) -0.0030(5) 0.0011(5) -0.0044(5) N5 0.0164(7) 0.0159(7) 0.0150(7) -0.0033(5) 0.0016(5) -0.0059(5) N4 0.0164(7) 0.0142(7) 0.0174(7) -0.0030(5) 0.0013(5) -0.0024(5) N3 0.0153(7) 0.0145(7) 0.0173(7) -0.0035(5) 0.0000(5) -0.0037(5) N1 0.0150(6) 0.0130(6) 0.0142(6) -0.0030(5) 0.0007(5) -0.0041(5) C18 0.0165(8) 0.0179(8) 0.0190(8) -0.0040(6) 0.0012(6) -0.0040(6) C17 0.0233(9) 0.0178(8) 0.0231(9) -0.0077(7) 0.0047(7) -0.0065(7) C4 0.0169(8) 0.0138(8) 0.0156(8) -0.0060(6) -0.0013(6) -0.0030(6) C11 0.0157(8) 0.0146(8) 0.0152(8) -0.0064(6) 0.0003(6) -0.0033(6) C1 0.0166(8) 0.0140(8) 0.0155(8) -0.0041(6) -0.0002(6) -0.0050(6) C12 0.0183(8) 0.0145(8) 0.0156(8) -0.0040(6) 0.0003(6) -0.0049(6) C2 0.0193(8) 0.0155(8) 0.0176(8) -0.0006(6) -0.0014(6) -0.0038(6) C3 0.0212(8) 0.0204(9) 0.0175(8) -0.0011(7) 0.0039(7) -0.0074(7) C6 0.0203(8) 0.0158(8) 0.0191(8) -0.0027(6) -0.0006(7) -0.0043(7) C9 0.0182(8) 0.0177(8) 0.0182(8) -0.0038(6) 0.0019(6) -0.0043(7) C16 0.0226(9) 0.0276(10) 0.0194(8) -0.0105(7) 0.0037(7) -0.0121(7) C15 0.0200(8) 0.0280(10) 0.0176(8) -0.0040(7) -0.0014(7) -0.0067(7) C14 0.0210(8) 0.0166(8) 0.0193(8) -0.0023(6) 0.0005(7) -0.0036(7) C10 0.0178(8) 0.0140(8) 0.0154(8) -0.0050(6) -0.0010(6) -0.0036(6) C5 0.0169(8) 0.0159(8) 0.0170(8) -0.0062(6) -0.0008(6) -0.0042(6) C7 0.0191(8) 0.0164(8) 0.0229(9) -0.0018(7) -0.0024(7) 0.0003(7) C8 0.0160(8) 0.0214(9) 0.0242(9) -0.0064(7) 0.0008(7) -0.0015(7) C13 0.0176(8) 0.0188(8) 0.0206(8) -0.0036(7) 0.0045(7) -0.0042(7) N6 0.0224(8) 0.0263(8) 0.0225(8) -0.0038(6) -0.0007(6) -0.0077(6) C23 0.0267(9) 0.0215(9) 0.0195(8) -0.0032(7) 0.0001(7) -0.0053(7) C22 0.0283(10) 0.0282(10) 0.0197(9) -0.0009(7) -0.0035(7) -0.0119(8) C21 0.0194(9) 0.0365(11) 0.0276(10) 0.0008(8) 0.0006(7) -0.0078(8) C20 0.0301(10) 0.0285(10) 0.0228(9) -0.0033(8) 0.0075(8) -0.0059(8) C19 0.0293(10) 0.0246(9) 0.0188(9) -0.0033(7) 0.0006(7) -0.0092(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 N2 1.9655(15) 2_575 ? Ni1 N2 1.9655(15) . ? Ni1 N1 2.1860(14) . ? Ni1 N1 2.1860(14) 2_575 ? Ni1 N5 2.2020(14) 2_575 ? Ni1 N5 2.2020(14) . ? N2 C4 1.365(2) . ? N2 C11 1.375(2) . ? N5 C18 1.341(2) . ? N5 C14 1.345(2) . ? N4 C11 1.296(2) . ? N4 C12 1.389(2) . ? N3 C4 1.299(2) . ? N3 C1 1.395(2) . ? N1 C1 1.369(2) . ? N1 C12 1.369(2) 2_575 ? C18 C17 1.387(2) . ? C18 H18 0.9300 . ? C17 C16 1.385(3) . ? C17 H17 0.9300 . ? C4 C5 1.483(2) . ? C11 C10 1.481(2) . ? C1 C2 1.403(2) . ? C12 N1 1.369(2) 2_575 ? C12 C13 1.401(2) . ? C2 C3 1.378(2) . ? C2 H2 0.9300 . ? C3 C13 1.376(2) 2_575 ? C3 H3 0.9300 . ? C6 C5 1.386(2) . ? C6 C7 1.395(2) . ? C6 H6 0.9300 . ? C9 C10 1.383(2) . ? C9 C8 1.393(2) . ? C9 H9 0.9300 . ? C16 C15 1.384(3) . ? C16 H16 0.9300 . ? C15 C14 1.388(2) . ? C15 H15 0.9300 . ? C14 H14 0.9300 . ? C10 C5 1.386(2) . ? C7 C8 1.394(3) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C13 C3 1.376(2) 2_575 ? C13 H13 0.9300 . ? N6 C19 1.336(2) . ? N6 C23 1.342(2) . ? C23 C22 1.379(3) . ? C23 H23 0.9300 . ? C22 C21 1.381(3) . ? C22 H22 0.9300 . ? C21 C20 1.383(3) . ? C21 H21 0.9300 . ? C20 C19 1.385(3) . ? C20 H20 0.9300 . ? C19 H19 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 N2 Ni1 N2 180.0 2_575 . ? N2 Ni1 N1 90.46(6) 2_575 . ? N2 Ni1 N1 89.54(6) . . ? N2 Ni1 N1 89.54(6) 2_575 2_575 ? N2 Ni1 N1 90.46(6) . 2_575 ? N1 Ni1 N1 180.000(1) . 2_575 ? N2 Ni1 N5 89.57(6) 2_575 2_575 ? N2 Ni1 N5 90.43(6) . 2_575 ? N1 Ni1 N5 89.57(6) . 2_575 ? N1 Ni1 N5 90.43(6) 2_575 2_575 ? N2 Ni1 N5 90.43(6) 2_575 . ? N2 Ni1 N5 89.57(6) . . ? N1 Ni1 N5 90.43(6) . . ? N1 Ni1 N5 89.57(6) 2_575 . ? N5 Ni1 N5 180.0 2_575 . ? C4 N2 C11 108.75(14) . . ? C4 N2 Ni1 126.29(12) . . ? C11 N2 Ni1 124.87(11) . . ? C18 N5 C14 117.06(14) . . ? C18 N5 Ni1 120.83(11) . . ? C14 N5 Ni1 121.81(12) . . ? C11 N4 C12 126.88(15) . . ? C4 N3 C1 126.46(15) . . ? C1 N1 C12 116.40(14) . 2_575 ? C1 N1 Ni1 122.10(11) . . ? C12 N1 Ni1 121.36(11) 2_575 . ? N5 C18 C17 123.52(16) . . ? N5 C18 H18 118.2 . . ? C17 C18 H18 118.2 . . ? C16 C17 C18 118.68(16) . . ? C16 C17 H17 120.7 . . ? C18 C17 H17 120.7 . . ? N3 C4 N2 130.03(15) . . ? N3 C4 C5 120.62(15) . . ? N2 C4 C5 109.34(14) . . ? N4 C11 N2 130.42(15) . . ? N4 C11 C10 120.62(15) . . ? N2 C11 C10 108.94(14) . . ? N1 C1 N3 125.32(15) . . ? N1 C1 C2 122.43(15) . . ? N3 C1 C2 112.25(14) . . ? N1 C12 N4 125.54(15) 2_575 . ? N1 C12 C13 122.46(15) 2_575 . ? N4 C12 C13 112.00(15) . . ? C3 C2 C1 120.32(16) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C13 C3 C2 117.90(16) 2_575 . ? C13 C3 H3 121.0 2_575 . ? C2 C3 H3 121.0 . . ? C5 C6 C7 117.15(16) . . ? C5 C6 H6 121.4 . . ? C7 C6 H6 121.4 . . ? C10 C9 C8 117.11(16) . . ? C10 C9 H9 121.4 . . ? C8 C9 H9 121.4 . . ? C15 C16 C17 118.66(16) . . ? C15 C16 H16 120.7 . . ? C17 C16 H16 120.7 . . ? C16 C15 C14 118.90(16) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? N5 C14 C15 123.16(16) . . ? N5 C14 H14 118.4 . . ? C15 C14 H14 118.4 . . ? C9 C10 C5 121.62(15) . . ? C9 C10 C11 131.77(16) . . ? C5 C10 C11 106.60(14) . . ? C6 C5 C10 121.69(16) . . ? C6 C5 C4 131.97(16) . . ? C10 C5 C4 106.34(14) . . ? C8 C7 C6 120.93(16) . . ? C8 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C7 C8 C9 121.50(16) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C3 C13 C12 120.43(16) 2_575 . ? C3 C13 H13 119.8 2_575 . ? C12 C13 H13 119.8 . . ? C19 N6 C23 116.46(16) . . ? N6 C23 C22 123.85(18) . . ? N6 C23 H23 118.1 . . ? C22 C23 H23 118.1 . . ? C23 C22 C21 118.75(17) . . ? C23 C22 H22 120.6 . . ? C21 C22 H22 120.6 . . ? C22 C21 C20 118.52(18) . . ? C22 C21 H21 120.7 . . ? C20 C21 H21 120.7 . . ? C21 C20 C19 118.64(18) . . ? C21 C20 H20 120.7 . . ? C19 C20 H20 120.7 . . ? N6 C19 C20 123.75(18) . . ? N6 C19 H19 118.1 . . ? C20 C19 H19 118.1 . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.24 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.371 _refine_diff_density_min -0.531 _refine_diff_density_rms 0.061 # Attachment '2Ni.cif' data_2Ni _database_code_depnum_ccdc_archive 'CCDC 726130' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H30 N8 Ni O2' _chemical_formula_weight 641.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.107(3) _cell_length_b 12.748(5) _cell_length_c 15.722(6) _cell_angle_alpha 80.165(6) _cell_angle_beta 89.470(6) _cell_angle_gamma 89.416(6) _cell_volume 1403.5(9) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2440 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 26.39 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.518 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 0.741 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8659 _exptl_absorpt_correction_T_max 0.9710 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; Ratio of minimum to maximum apparent transmission: 0.820520 ; _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_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11528 _diffrn_reflns_av_R_equivalents 0.0403 _diffrn_reflns_av_sigmaI/netI 0.0718 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.31 _diffrn_reflns_theta_max 26.99 _reflns_number_total 5960 _reflns_number_gt 4749 _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^)+(0.0406P)^2^+0.5987P] 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 5960 _refine_ls_number_parameters 526 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0673 _refine_ls_R_factor_gt 0.0494 _refine_ls_wR_factor_ref 0.1082 _refine_ls_wR_factor_gt 0.1014 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 C1 C 0.1681(4) 0.2588(2) 0.43762(18) 0.0162(6) Uani 1 1 d . . . C2 C 0.1353(4) 0.1922(2) 0.52214(18) 0.0165(6) Uani 1 1 d . . . C3 C 0.0633(4) 0.2153(2) 0.59914(19) 0.0203(6) Uani 1 1 d . . . C4 C 0.0485(4) 0.1319(2) 0.66864(19) 0.0204(6) Uani 1 1 d . . . C5 C 0.1054(4) 0.0292(2) 0.66086(19) 0.0203(6) Uani 1 1 d . . . C6 C 0.1813(4) 0.0067(2) 0.58392(19) 0.0195(6) Uani 1 1 d . . . C7 C 0.1948(4) 0.0903(2) 0.51509(17) 0.0159(6) Uani 1 1 d . . . C8 C 0.2593(4) 0.0981(2) 0.42495(18) 0.0167(6) Uani 1 1 d . . . C9 C 0.3702(4) 0.0064(2) 0.31054(18) 0.0162(6) Uani 1 1 d . . . C10 C 0.4403(4) -0.0943(2) 0.30236(19) 0.0182(6) Uani 1 1 d . . . C11 C 0.4645(4) -0.1212(2) 0.22228(19) 0.0199(6) Uani 1 1 d . . . C12 C 0.4146(4) -0.0468(2) 0.15167(19) 0.0192(6) Uani 1 1 d . . . C13 C 0.3500(4) 0.0548(2) 0.16149(18) 0.0179(6) Uani 1 1 d . . . C14 C 0.3288(4) 0.0899(2) 0.24212(18) 0.0159(6) Uani 1 1 d . . . C15 C 0.2745(4) 0.2152(2) 0.07188(17) 0.0155(6) Uani 1 1 d . . . C16 C 0.2393(4) 0.2781(2) -0.01399(18) 0.0172(6) Uani 1 1 d . . . C17 C 0.2087(4) 0.2493(2) -0.09339(19) 0.0213(6) Uani 1 1 d . . . C18 C 0.1774(4) 0.3296(2) -0.16344(19) 0.0217(6) Uani 1 1 d . . . C19 C 0.1789(4) 0.4360(2) -0.15322(19) 0.0224(7) Uani 1 1 d . . . C20 C 0.2120(4) 0.4653(2) -0.07419(19) 0.0215(6) Uani 1 1 d . . . C21 C 0.2431(4) 0.3840(2) -0.00421(18) 0.0174(6) Uani 1 1 d . . . C22 C 0.2742(4) 0.3820(2) 0.08779(17) 0.0160(6) Uani 1 1 d . . . C23 C 0.2825(4) 0.4802(2) 0.20713(17) 0.0161(6) Uani 1 1 d . . . C24 C 0.2993(4) 0.5863(2) 0.21886(19) 0.0188(6) Uani 1 1 d . . . C25 C 0.2565(4) 0.6131(2) 0.29822(19) 0.0196(6) Uani 1 1 d . . . C26 C 0.2008(4) 0.5329(2) 0.36340(19) 0.0185(6) Uani 1 1 d . . . C27 C 0.1996(4) 0.4266(2) 0.35175(18) 0.0168(6) Uani 1 1 d . . . C28 C 0.2451(4) 0.3919(2) 0.27273(18) 0.0161(6) Uani 1 1 d . . . C29 C 0.8463(5) 0.0599(2) 0.0743(2) 0.0263(7) Uani 1 1 d . . . C30 C 0.7570(4) 0.2354(2) -0.0015(2) 0.0214(6) Uani 1 1 d . . . C31 C 0.7832(5) 0.2077(3) 0.1541(2) 0.0231(7) Uani 1 1 d . . . C32 C 0.6803(5) 0.4650(2) 0.3983(2) 0.0237(7) Uani 1 1 d . . . C33 C 0.6264(4) 0.2864(2) 0.47890(19) 0.0197(6) Uani 1 1 d . . . C34 C 0.7217(5) 0.3056(3) 0.3291(2) 0.0238(7) Uani 1 1 d . . . H2 H 0.344(4) -0.042(2) 0.4320(17) 0.008(7) Uiso 1 1 d . . . H3 H 0.037(4) 0.288(2) 0.6039(19) 0.026(8) Uiso 1 1 d . . . H4 H -0.003(4) 0.147(2) 0.724(2) 0.030(9) Uiso 1 1 d . . . H5 H 0.090(4) -0.028(2) 0.7091(17) 0.010(7) Uiso 1 1 d . . . H6 H 0.225(4) -0.059(2) 0.5797(18) 0.019(8) Uiso 1 1 d . . . H10 H 0.467(4) -0.140(2) 0.3502(19) 0.019(8) Uiso 1 1 d . . . H11 H 0.507(5) -0.186(3) 0.215(2) 0.032(9) Uiso 1 1 d . . . H12 H 0.427(4) -0.062(2) 0.0953(18) 0.014(7) Uiso 1 1 d . . . H17 H 0.203(4) 0.174(2) -0.0952(19) 0.022(8) Uiso 1 1 d . . . H18 H 0.161(5) 0.311(3) -0.217(2) 0.038(10) Uiso 1 1 d . . . H19 H 0.154(5) 0.487(3) -0.203(2) 0.036(10) Uiso 1 1 d . . . H20 H 0.220(4) 0.538(2) -0.0681(17) 0.013(7) Uiso 1 1 d . . . H24 H 0.335(4) 0.641(2) 0.1704(19) 0.022(8) Uiso 1 1 d . . . H25 H 0.266(4) 0.684(2) 0.3072(18) 0.016(7) Uiso 1 1 d . . . H26 H 0.165(4) 0.549(2) 0.4172(18) 0.012(7) Uiso 1 1 d . . . H30 H 0.766(4) 0.202(2) -0.054(2) 0.032(9) Uiso 1 1 d . . . H5A H 0.299(4) 0.530(2) 0.0832(19) 0.021(8) Uiso 1 1 d . . . H29A H 0.828(5) 0.041(3) 0.019(2) 0.040(10) Uiso 1 1 d . . . H31A H 0.692(5) 0.163(3) 0.192(2) 0.033(9) Uiso 1 1 d . . . H32A H 0.804(5) 0.486(2) 0.387(2) 0.028(9) Uiso 1 1 d . . . H33A H 0.594(4) 0.327(2) 0.522(2) 0.027(9) Uiso 1 1 d . . . H34A H 0.687(5) 0.231(3) 0.337(2) 0.032(9) Uiso 1 1 d . . . H29B H 0.981(5) 0.045(2) 0.0922(19) 0.026(9) Uiso 1 1 d . . . H31B H 0.906(5) 0.208(3) 0.182(2) 0.039(10) Uiso 1 1 d . . . H32B H 0.592(4) 0.500(2) 0.3515(19) 0.024(8) Uiso 1 1 d . . . H34B H 0.850(5) 0.306(3) 0.318(2) 0.035(10) Uiso 1 1 d . . . H29C H 0.763(5) 0.015(3) 0.115(2) 0.031(9) Uiso 1 1 d . . . H31C H 0.745(5) 0.274(3) 0.143(2) 0.030(9) Uiso 1 1 d . . . H32C H 0.645(4) 0.485(2) 0.4532(19) 0.020(8) Uiso 1 1 d . . . H34C H 0.654(4) 0.344(2) 0.276(2) 0.028(9) Uiso 1 1 d . . . N1 N 0.2364(3) 0.19562(17) 0.37793(15) 0.0159(5) Uani 1 1 d . . . N2 N 0.3326(3) 0.01490(18) 0.39674(15) 0.0170(5) Uani 1 1 d . . . N3 N 0.3051(3) 0.11558(18) 0.08102(15) 0.0179(5) Uani 1 1 d . . . N4 N 0.2810(3) 0.28381(17) 0.13426(15) 0.0159(5) Uani 1 1 d . . . N5 N 0.2929(3) 0.47061(18) 0.11949(15) 0.0171(5) Uani 1 1 d . . . N6 N 0.1485(3) 0.35975(18) 0.42843(15) 0.0173(5) Uani 1 1 d . . . N7 N 0.7952(3) 0.17073(18) 0.07159(16) 0.0208(5) Uani 1 1 d . . . N8 N 0.6709(3) 0.35014(18) 0.40580(15) 0.0190(5) Uani 1 1 d . . . Ni1 Ni 0.27093(5) 0.24001(3) 0.25668(2) 0.01352(11) Uani 1 1 d . . . O1 O 0.6230(3) 0.18865(15) 0.48990(13) 0.0241(5) Uani 1 1 d . . . O2 O 0.7096(3) 0.32950(16) -0.00726(13) 0.0276(5) 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 0.0122(14) 0.0185(14) 0.0178(14) -0.0028(11) 0.0009(11) 0.0011(11) C2 0.0137(14) 0.0162(13) 0.0195(15) -0.0028(11) 0.0012(11) 0.0004(11) C3 0.0181(15) 0.0201(15) 0.0232(16) -0.0049(12) 0.0009(12) 0.0029(12) C4 0.0168(15) 0.0257(16) 0.0186(15) -0.0033(12) 0.0031(12) 0.0015(12) C5 0.0210(16) 0.0189(14) 0.0194(15) 0.0011(12) 0.0001(12) -0.0007(12) C6 0.0168(15) 0.0189(15) 0.0229(16) -0.0041(12) -0.0011(12) 0.0022(12) C7 0.0130(14) 0.0177(13) 0.0167(14) -0.0022(11) 0.0020(11) -0.0019(11) C8 0.0121(14) 0.0175(14) 0.0212(15) -0.0050(12) 0.0014(11) -0.0006(11) C9 0.0129(14) 0.0176(14) 0.0191(14) -0.0059(11) 0.0019(11) 0.0011(11) C10 0.0166(15) 0.0171(14) 0.0199(15) -0.0003(12) 0.0003(12) 0.0009(11) C11 0.0190(15) 0.0148(14) 0.0271(16) -0.0068(12) 0.0027(12) 0.0001(12) C12 0.0184(15) 0.0191(14) 0.0215(16) -0.0078(12) 0.0017(12) -0.0005(12) C13 0.0139(14) 0.0155(13) 0.0242(15) -0.0028(12) 0.0024(11) -0.0013(11) C14 0.0098(13) 0.0177(14) 0.0198(15) -0.0022(11) 0.0004(11) -0.0009(11) C15 0.0110(13) 0.0172(13) 0.0180(14) -0.0024(11) 0.0016(11) 0.0016(11) C16 0.0130(14) 0.0187(14) 0.0192(15) -0.0015(11) 0.0031(11) 0.0011(11) C17 0.0184(15) 0.0233(16) 0.0227(16) -0.0055(13) 0.0026(12) 0.0020(12) C18 0.0215(16) 0.0268(16) 0.0166(15) -0.0031(13) 0.0009(12) 0.0014(13) C19 0.0261(17) 0.0226(15) 0.0171(15) 0.0004(13) -0.0001(12) 0.0047(13) C20 0.0242(16) 0.0153(14) 0.0242(16) -0.0016(12) 0.0026(12) 0.0004(12) C21 0.0137(14) 0.0178(14) 0.0199(15) -0.0011(11) 0.0029(11) -0.0008(11) C22 0.0123(14) 0.0184(14) 0.0166(14) -0.0013(11) 0.0019(11) 0.0017(11) C23 0.0135(14) 0.0181(14) 0.0169(14) -0.0036(11) -0.0006(11) 0.0007(11) C24 0.0185(15) 0.0149(14) 0.0223(15) -0.0008(12) -0.0009(12) 0.0006(11) C25 0.0205(16) 0.0145(14) 0.0243(16) -0.0044(12) -0.0011(12) 0.0028(12) C26 0.0175(15) 0.0180(14) 0.0210(15) -0.0067(12) 0.0016(12) 0.0016(11) C27 0.0115(14) 0.0158(13) 0.0227(15) -0.0021(12) -0.0009(11) 0.0029(11) C28 0.0093(13) 0.0191(14) 0.0199(15) -0.0034(12) -0.0010(11) 0.0036(11) C29 0.0230(18) 0.0165(15) 0.040(2) -0.0054(14) 0.0024(15) 0.0015(13) C30 0.0206(16) 0.0228(15) 0.0209(16) -0.0040(13) 0.0026(12) -0.0028(12) C31 0.0266(18) 0.0208(16) 0.0219(16) -0.0040(13) -0.0001(14) -0.0002(14) C32 0.0218(17) 0.0192(15) 0.0299(18) -0.0037(13) 0.0041(14) 0.0010(13) C33 0.0143(15) 0.0249(15) 0.0201(15) -0.0045(13) 0.0012(12) -0.0011(12) C34 0.0221(17) 0.0265(17) 0.0225(17) -0.0040(14) 0.0053(13) 0.0023(14) N1 0.0130(12) 0.0145(11) 0.0202(13) -0.0035(10) 0.0009(9) 0.0021(9) N2 0.0195(13) 0.0134(12) 0.0169(13) 0.0003(10) 0.0015(10) 0.0024(10) N3 0.0171(13) 0.0168(12) 0.0189(13) -0.0007(10) 0.0003(10) -0.0007(10) N4 0.0136(12) 0.0142(11) 0.0202(13) -0.0044(10) 0.0008(9) 0.0022(9) N5 0.0230(13) 0.0125(12) 0.0150(12) -0.0002(10) 0.0014(10) -0.0002(10) N6 0.0141(12) 0.0173(12) 0.0202(13) -0.0029(10) 0.0031(10) 0.0016(10) N7 0.0210(13) 0.0160(12) 0.0260(14) -0.0053(10) 0.0009(11) 0.0003(10) N8 0.0193(13) 0.0178(12) 0.0195(13) -0.0026(10) 0.0013(10) 0.0016(10) Ni1 0.01214(19) 0.01278(18) 0.01559(19) -0.00253(14) 0.00164(13) 0.00222(13) O1 0.0265(12) 0.0190(10) 0.0251(12) 0.0010(9) -0.0012(9) 0.0015(9) O2 0.0353(13) 0.0206(11) 0.0254(12) 0.0001(9) -0.0005(10) 0.0012(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 C1 N6 1.277(3) . ? C1 N1 1.416(3) . ? C1 C2 1.468(4) . ? C2 C7 1.385(4) . ? C2 C3 1.386(4) . ? C3 C4 1.392(4) . ? C4 C5 1.392(4) . ? C5 C6 1.392(4) . ? C6 C7 1.386(4) . ? C7 C8 1.473(4) . ? C8 N2 1.318(3) . ? C8 N1 1.343(3) . ? C9 C10 1.399(4) . ? C9 N2 1.401(3) . ? C9 C14 1.409(4) . ? C10 C11 1.369(4) . ? C11 C12 1.378(4) . ? C12 C13 1.403(4) . ? C13 N3 1.403(4) . ? C13 C14 1.421(4) . ? C14 Ni1 2.004(3) . ? C15 N3 1.270(3) . ? C15 N4 1.422(3) . ? C15 C16 1.470(4) . ? C16 C17 1.380(4) . ? C16 C21 1.386(4) . ? C17 C18 1.387(4) . ? C18 C19 1.394(4) . ? C19 C20 1.380(4) . ? C20 C21 1.394(4) . ? C21 C22 1.461(4) . ? C22 N5 1.319(3) . ? C22 N4 1.337(3) . ? C23 C24 1.403(4) . ? C23 N5 1.405(3) . ? C23 C28 1.416(4) . ? C24 C25 1.379(4) . ? C25 C26 1.376(4) . ? C26 C27 1.399(4) . ? C27 N6 1.399(3) . ? C27 C28 1.421(4) . ? C28 Ni1 2.002(3) . ? C29 N7 1.449(4) . ? C30 O2 1.231(3) . ? C30 N7 1.323(4) . ? C31 N7 1.456(4) . ? C32 N8 1.451(4) . ? C33 O1 1.228(3) . ? C33 N8 1.327(4) . ? C34 N8 1.459(4) . ? N1 Ni1 1.908(2) . ? N4 Ni1 1.911(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 N6 C1 N1 129.4(3) . . ? N6 C1 C2 120.2(2) . . ? N1 C1 C2 110.2(2) . . ? C7 C2 C3 121.2(3) . . ? C7 C2 C1 106.7(2) . . ? C3 C2 C1 132.1(2) . . ? C2 C3 C4 117.7(3) . . ? C5 C4 C3 120.9(3) . . ? C4 C5 C6 121.2(3) . . ? C7 C6 C5 117.4(3) . . ? C2 C7 C6 121.6(3) . . ? C2 C7 C8 104.9(2) . . ? C6 C7 C8 133.6(3) . . ? N2 C8 N1 125.6(3) . . ? N2 C8 C7 120.9(2) . . ? N1 C8 C7 113.5(2) . . ? C10 C9 N2 112.0(2) . . ? C10 C9 C14 126.0(3) . . ? N2 C9 C14 121.9(2) . . ? C11 C10 C9 120.1(3) . . ? C10 C11 C12 117.8(3) . . ? C11 C12 C13 121.0(3) . . ? N3 C13 C12 110.6(2) . . ? N3 C13 C14 125.0(2) . . ? C12 C13 C14 124.4(3) . . ? C9 C14 C13 110.5(2) . . ? C9 C14 Ni1 124.4(2) . . ? C13 C14 Ni1 124.9(2) . . ? N3 C15 N4 129.4(3) . . ? N3 C15 C16 120.6(3) . . ? N4 C15 C16 109.8(2) . . ? C17 C16 C21 121.4(3) . . ? C17 C16 C15 132.3(3) . . ? C21 C16 C15 106.4(2) . . ? C16 C17 C18 118.1(3) . . ? C17 C18 C19 120.4(3) . . ? C20 C19 C18 121.7(3) . . ? C19 C20 C21 117.4(3) . . ? C16 C21 C20 121.0(3) . . ? C16 C21 C22 105.2(2) . . ? C20 C21 C22 133.8(3) . . ? N5 C22 N4 124.9(3) . . ? N5 C22 C21 121.4(2) . . ? N4 C22 C21 113.8(2) . . ? C24 C23 N5 111.8(2) . . ? C24 C23 C28 125.9(3) . . ? N5 C23 C28 122.1(2) . . ? C25 C24 C23 119.4(3) . . ? C26 C25 C24 117.9(3) . . ? C25 C26 C27 121.4(3) . . ? N6 C27 C26 110.7(2) . . ? N6 C27 C28 125.1(2) . . ? C26 C27 C28 124.3(3) . . ? C23 C28 C27 110.5(2) . . ? C23 C28 Ni1 123.9(2) . . ? C27 C28 Ni1 125.4(2) . . ? O2 C30 N7 125.0(3) . . ? O1 C33 N8 125.8(3) . . ? C8 N1 C1 104.6(2) . . ? C8 N1 Ni1 128.64(19) . . ? C1 N1 Ni1 126.67(18) . . ? C8 N2 C9 126.5(2) . . ? C15 N3 C13 121.8(2) . . ? C22 N4 C15 104.5(2) . . ? C22 N4 Ni1 129.37(19) . . ? C15 N4 Ni1 125.78(18) . . ? C22 N5 C23 126.1(2) . . ? C1 N6 C27 121.7(2) . . ? C30 N7 C29 122.4(3) . . ? C30 N7 C31 121.0(2) . . ? C29 N7 C31 116.6(3) . . ? C33 N8 C32 122.9(3) . . ? C33 N8 C34 120.3(3) . . ? C32 N8 C34 116.7(2) . . ? N1 Ni1 N4 174.74(10) . . ? N1 Ni1 C28 89.57(10) . . ? N4 Ni1 C28 90.39(10) . . ? N1 Ni1 C14 90.68(10) . . ? N4 Ni1 C14 89.97(10) . . ? C28 Ni1 C14 173.39(11) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.617 _refine_diff_density_min -0.512 _refine_diff_density_rms 0.079 # Attachment '2ONi.cif' data_2ONi _database_code_depnum_ccdc_archive 'CCDC 726131' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H24 N6 Ni O3' _chemical_formula_weight 575.26 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.612(2) _cell_length_b 7.5293(10) _cell_length_c 21.551(3) _cell_angle_alpha 90.00 _cell_angle_beta 104.292(2) _cell_angle_gamma 90.00 _cell_volume 2454.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4179 _cell_measurement_theta_min 2.69 _cell_measurement_theta_max 26.27 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1192 _exptl_absorpt_coefficient_mu 0.838 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9209 _exptl_absorpt_correction_T_max 0.9834 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; Ratio of minimum to maximum apparent transmission: 0.807093 ; _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_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19549 _diffrn_reflns_av_R_equivalents 0.0412 _diffrn_reflns_av_sigmaI/netI 0.0442 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5514 _reflns_number_gt 4141 _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. The large R(init) ; _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^)+(0.0520P)^2^+1.1927P] 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 5514 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0728 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1138 _refine_ls_wR_factor_gt 0.1055 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 C1 C 0.14699(17) 0.2412(4) 0.06283(12) 0.0292(6) Uani 1 1 d . . . C2 C 0.05534(18) 0.2461(4) 0.02213(13) 0.0303(6) Uani 1 1 d . . . C3 C -0.02407(19) 0.2948(4) 0.03560(14) 0.0374(7) Uani 1 1 d . . . H3 H -0.0263 0.3358 0.0769 0.045 Uiso 1 1 calc R . . C4 C -0.10021(19) 0.2810(5) -0.01395(15) 0.0423(8) Uani 1 1 d . . . H4 H -0.1553 0.3169 -0.0068 0.051 Uiso 1 1 calc R . . C5 C -0.09719(19) 0.2158(4) -0.07362(14) 0.0396(8) Uani 1 1 d . . . H5 H -0.1505 0.2068 -0.1063 0.047 Uiso 1 1 calc R . . C6 C -0.01847(18) 0.1636(4) -0.08677(13) 0.0338(7) Uani 1 1 d . . . H6 H -0.0167 0.1164 -0.1273 0.041 Uiso 1 1 calc R . . C7 C 0.05768(17) 0.1835(4) -0.03791(13) 0.0282(6) Uani 1 1 d . . . C8 C 0.15167(17) 0.1529(4) -0.03486(12) 0.0262(6) Uani 1 1 d . . . C9 C 0.26743(17) 0.0744(4) -0.08893(12) 0.0262(6) Uani 1 1 d . . . C10 C 0.27413(18) 0.0017(4) -0.14719(12) 0.0303(6) Uani 1 1 d . . . H10 H 0.2234 -0.0470 -0.1759 0.036 Uiso 1 1 calc R . . C11 C 0.35450(18) 0.0007(4) -0.16305(13) 0.0318(6) Uani 1 1 d . . . H11 H 0.3601 -0.0510 -0.2021 0.038 Uiso 1 1 calc R . . C12 C 0.42655(18) 0.0763(4) -0.12118(12) 0.0302(6) Uani 1 1 d . . . H12 H 0.4818 0.0818 -0.1321 0.036 Uiso 1 1 calc R . . C13 C 0.41807(16) 0.1449(4) -0.06246(12) 0.0259(6) Uani 1 1 d . . . C14 C 0.33951(17) 0.1423(4) -0.04116(12) 0.0252(6) Uani 1 1 d . . . C15 C 0.51213(17) 0.2870(3) 0.03222(12) 0.0264(6) Uani 1 1 d . . . C16 C 0.59877(17) 0.3617(4) 0.06569(12) 0.0262(6) Uani 1 1 d . . . C17 C 0.67819(18) 0.3805(4) 0.04857(13) 0.0302(6) Uani 1 1 d . . . H17 H 0.6844 0.3449 0.0076 0.036 Uiso 1 1 calc R . . C18 C 0.74860(18) 0.4541(4) 0.09413(13) 0.0321(6) Uani 1 1 d . . . H18 H 0.8040 0.4695 0.0840 0.038 Uiso 1 1 calc R . . C19 C 0.73924(18) 0.5051(4) 0.15401(13) 0.0348(7) Uani 1 1 d . . . H19 H 0.7880 0.5571 0.1837 0.042 Uiso 1 1 calc R . . C20 C 0.65988(18) 0.4816(4) 0.17140(13) 0.0334(7) Uani 1 1 d . . . H20 H 0.6540 0.5146 0.2127 0.040 Uiso 1 1 calc R . . C21 C 0.58977(17) 0.4085(4) 0.12645(12) 0.0286(6) Uani 1 1 d . . . C22 C 0.50036(17) 0.3507(4) 0.13049(12) 0.0268(6) Uani 1 1 d . . . C23 C 0.40312(17) 0.2702(4) 0.19576(12) 0.0281(6) Uani 1 1 d . . . C24 C 0.40819(18) 0.1745(4) 0.25206(12) 0.0310(6) Uani 1 1 d . . . H24 H 0.4637 0.1607 0.2820 0.037 Uiso 1 1 calc R . . C25 C 0.33356(19) 0.0994(4) 0.26486(13) 0.0334(6) Uani 1 1 d . . . H25 H 0.3381 0.0319 0.3028 0.040 Uiso 1 1 calc R . . C26 C 0.25179(18) 0.1231(4) 0.22194(12) 0.0309(6) Uani 1 1 d . . . H26 H 0.2003 0.0734 0.2310 0.037 Uiso 1 1 calc R . . C27 C 0.24501(17) 0.2197(3) 0.16562(12) 0.0256(6) Uani 1 1 d . . . C28 C 0.32054(17) 0.2994(4) 0.15301(12) 0.0268(6) Uani 1 1 d . . . C29 C 0.5213(2) 0.7016(4) 0.28404(15) 0.0435(8) Uani 1 1 d . . . H29A H 0.4719 0.7164 0.3041 0.065 Uiso 1 1 calc R . . H29B H 0.5001 0.7167 0.2376 0.065 Uiso 1 1 calc R . . H29C H 0.5668 0.7907 0.3010 0.065 Uiso 1 1 calc R . . C30 C 0.33746(19) 0.8301(4) 0.12746(16) 0.0406(7) Uani 1 1 d . . . H530 H 0.3091 0.7702 0.1575 0.061 Uiso 1 1 calc R . . H30B H 0.2920 0.8751 0.0910 0.061 Uiso 1 1 calc R . . H30C H 0.3732 0.9294 0.1491 0.061 Uiso 1 1 calc R . . H2N H 0.141(2) 0.059(4) -0.1138(14) 0.036(9) Uiso 1 1 d . . . H3N H 0.536(2) 0.236(4) -0.0439(14) 0.028(8) Uiso 1 1 d . . . H2O H 0.540(2) 0.471(5) 0.2694(17) 0.050(11) Uiso 1 1 d . . . H3O H 0.367(2) 0.613(5) 0.1038(17) 0.055(12) Uiso 1 1 d . . . N1 N 0.20487(14) 0.2013(3) 0.02154(10) 0.0265(5) Uani 1 1 d . . . N2 N 0.17956(15) 0.0866(3) -0.08306(11) 0.0282(5) Uani 1 1 d . . . N3 N 0.49681(15) 0.2232(3) -0.02626(10) 0.0264(5) Uani 1 1 d . . . N4 N 0.45318(14) 0.2895(3) 0.06847(10) 0.0257(5) Uani 1 1 d . . . N5 N 0.48208(14) 0.3416(3) 0.18557(10) 0.0279(5) Uani 1 1 d . . . N6 N 0.16113(14) 0.2430(3) 0.12387(10) 0.0274(5) Uani 1 1 d . . . Ni1 Ni 0.32876(2) 0.24642(5) 0.037402(15) 0.02565(11) Uani 1 1 d . . . O1 O 0.31195(12) 0.4063(3) 0.10200(8) 0.0311(4) Uani 1 1 d . . . O2 O 0.55796(13) 0.5282(3) 0.29763(10) 0.0351(5) Uani 1 1 d . . . O3 O 0.39178(14) 0.7095(3) 0.10565(10) 0.0374(5) 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 0.0239(13) 0.0379(15) 0.0259(14) -0.0007(12) 0.0066(11) -0.0012(12) C2 0.0253(13) 0.0411(16) 0.0248(13) 0.0023(12) 0.0069(11) 0.0017(12) C3 0.0284(15) 0.057(2) 0.0270(15) -0.0033(13) 0.0077(12) 0.0033(13) C4 0.0230(14) 0.067(2) 0.0381(17) 0.0011(15) 0.0103(12) 0.0059(14) C5 0.0248(14) 0.063(2) 0.0278(15) 0.0025(14) 0.0010(12) 0.0005(13) C6 0.0252(14) 0.0515(18) 0.0236(14) -0.0017(13) 0.0039(11) -0.0003(13) C7 0.0226(13) 0.0368(15) 0.0260(14) 0.0018(11) 0.0074(11) -0.0004(11) C8 0.0242(13) 0.0298(15) 0.0241(13) 0.0003(11) 0.0051(11) -0.0019(11) C9 0.0248(14) 0.0300(15) 0.0237(13) 0.0022(11) 0.0058(11) 0.0004(11) C10 0.0268(14) 0.0423(17) 0.0188(13) -0.0053(11) 0.0000(11) -0.0006(12) C11 0.0307(15) 0.0453(17) 0.0199(13) -0.0054(12) 0.0069(11) 0.0008(13) C12 0.0247(14) 0.0427(17) 0.0241(14) -0.0013(12) 0.0078(11) 0.0028(12) C13 0.0222(13) 0.0349(15) 0.0183(12) 0.0005(11) 0.0005(10) 0.0016(11) C14 0.0228(13) 0.0311(15) 0.0202(13) 0.0014(10) 0.0025(10) 0.0006(11) C15 0.0244(13) 0.0336(16) 0.0203(13) 0.0020(10) 0.0039(10) 0.0016(11) C16 0.0225(13) 0.0343(15) 0.0206(13) 0.0016(11) 0.0029(10) 0.0017(11) C17 0.0278(14) 0.0413(17) 0.0208(13) 0.0002(11) 0.0050(11) -0.0018(12) C18 0.0219(14) 0.0458(18) 0.0287(15) 0.0010(13) 0.0064(11) -0.0004(12) C19 0.0263(15) 0.0496(18) 0.0252(15) -0.0032(13) 0.0004(12) -0.0060(13) C20 0.0272(15) 0.0508(19) 0.0210(14) -0.0030(12) 0.0035(11) -0.0023(13) C21 0.0223(13) 0.0411(16) 0.0225(13) 0.0001(11) 0.0055(11) -0.0002(12) C22 0.0233(13) 0.0316(15) 0.0235(13) -0.0017(11) 0.0018(10) 0.0004(11) C23 0.0251(13) 0.0368(16) 0.0216(13) -0.0043(11) 0.0042(10) -0.0022(11) C24 0.0303(15) 0.0420(16) 0.0188(13) -0.0010(12) 0.0026(11) 0.0004(13) C25 0.0370(16) 0.0416(17) 0.0207(14) 0.0000(12) 0.0057(12) -0.0025(13) C26 0.0326(15) 0.0397(16) 0.0221(13) -0.0021(12) 0.0101(11) -0.0045(12) C27 0.0237(13) 0.0330(16) 0.0200(12) -0.0044(10) 0.0052(10) -0.0005(11) C28 0.0286(14) 0.0342(15) 0.0177(13) -0.0012(10) 0.0062(11) -0.0033(11) C29 0.0454(19) 0.050(2) 0.0345(17) -0.0035(14) 0.0078(14) 0.0022(15) C30 0.0279(16) 0.0454(18) 0.0496(19) -0.0068(15) 0.0118(14) -0.0005(14) N1 0.0225(11) 0.0370(13) 0.0204(11) -0.0015(9) 0.0057(9) -0.0004(9) N2 0.0214(12) 0.0413(14) 0.0196(11) -0.0048(10) 0.0008(9) -0.0016(10) N3 0.0202(11) 0.0396(14) 0.0202(11) -0.0015(9) 0.0062(9) -0.0009(10) N4 0.0240(11) 0.0342(13) 0.0185(10) -0.0026(9) 0.0047(9) 0.0002(9) N5 0.0255(12) 0.0376(13) 0.0194(11) -0.0030(9) 0.0031(9) -0.0017(10) N6 0.0234(11) 0.0375(13) 0.0219(11) -0.0026(10) 0.0066(9) -0.0021(10) Ni1 0.02157(18) 0.0350(2) 0.02033(18) -0.00360(15) 0.00516(12) -0.00189(15) O1 0.0305(10) 0.0387(11) 0.0239(10) -0.0014(8) 0.0067(8) -0.0009(8) O2 0.0309(11) 0.0499(14) 0.0211(10) -0.0021(10) -0.0002(8) -0.0012(10) O3 0.0380(12) 0.0413(14) 0.0371(12) -0.0055(9) 0.0170(10) -0.0033(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 C1 N6 1.279(3) . ? C1 N1 1.448(3) . ? C1 C2 1.483(4) . ? C2 C7 1.386(4) . ? C2 C3 1.391(4) . ? C3 C4 1.392(4) . ? C4 C5 1.388(4) . ? C5 C6 1.385(4) . ? C6 C7 1.388(4) . ? C7 C8 1.471(4) . ? C8 N2 1.320(3) . ? C8 N1 1.342(3) . ? C9 C10 1.397(4) . ? C9 N2 1.411(3) . ? C9 C14 1.420(3) . ? C10 C11 1.380(4) . ? C11 C12 1.379(4) . ? C12 C13 1.403(4) . ? C13 N3 1.412(3) . ? C13 C14 1.412(4) . ? C14 Ni1 1.910(3) . ? C15 N3 1.315(3) . ? C15 N4 1.346(3) . ? C15 C16 1.478(3) . ? C16 C17 1.385(4) . ? C16 C21 1.396(4) . ? C17 C18 1.395(4) . ? C18 C19 1.388(4) . ? C19 C20 1.391(4) . ? C20 C21 1.384(4) . ? C21 C22 1.485(4) . ? C22 N5 1.289(3) . ? C22 N4 1.433(3) . ? C23 C24 1.397(4) . ? C23 C28 1.405(4) . ? C23 N5 1.411(3) . ? C24 C25 1.383(4) . ? C25 C26 1.391(4) . ? C26 C27 1.397(4) . ? C27 N6 1.405(3) . ? C27 C28 1.408(4) . ? C28 O1 1.342(3) . ? C29 O2 1.426(4) . ? C30 O3 1.400(4) . ? N1 Ni1 1.910(2) . ? N4 Ni1 1.919(2) . ? Ni1 O1 1.9070(19) . ? 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 N6 C1 N1 131.2(2) . . ? N6 C1 C2 120.3(2) . . ? N1 C1 C2 107.4(2) . . ? C7 C2 C3 121.0(3) . . ? C7 C2 C1 107.4(2) . . ? C3 C2 C1 131.5(3) . . ? C2 C3 C4 117.2(3) . . ? C5 C4 C3 121.3(3) . . ? C6 C5 C4 121.7(3) . . ? C5 C6 C7 116.8(3) . . ? C2 C7 C6 122.0(2) . . ? C2 C7 C8 105.5(2) . . ? C6 C7 C8 132.5(2) . . ? N2 C8 N1 124.4(2) . . ? N2 C8 C7 122.9(2) . . ? N1 C8 C7 112.7(2) . . ? C10 C9 N2 113.3(2) . . ? C10 C9 C14 124.8(2) . . ? N2 C9 C14 121.7(2) . . ? C11 C10 C9 120.0(2) . . ? C12 C11 C10 118.7(2) . . ? C11 C12 C13 119.9(3) . . ? C12 C13 N3 112.9(2) . . ? C12 C13 C14 124.8(2) . . ? N3 C13 C14 122.3(2) . . ? C13 C14 C9 111.4(2) . . ? C13 C14 Ni1 123.78(19) . . ? C9 C14 Ni1 124.28(19) . . ? N3 C15 N4 124.9(2) . . ? N3 C15 C16 122.3(2) . . ? N4 C15 C16 112.7(2) . . ? C17 C16 C21 121.9(2) . . ? C17 C16 C15 132.9(2) . . ? C21 C16 C15 105.2(2) . . ? C16 C17 C18 117.0(2) . . ? C19 C18 C17 121.2(3) . . ? C18 C19 C20 121.3(3) . . ? C21 C20 C19 117.7(3) . . ? C20 C21 C16 120.7(2) . . ? C20 C21 C22 131.9(2) . . ? C16 C21 C22 107.1(2) . . ? N5 C22 N4 131.4(2) . . ? N5 C22 C21 119.6(2) . . ? N4 C22 C21 108.3(2) . . ? C24 C23 C28 119.8(2) . . ? C24 C23 N5 117.9(2) . . ? C28 C23 N5 122.3(2) . . ? C25 C24 C23 121.0(3) . . ? C24 C25 C26 119.7(3) . . ? C25 C26 C27 120.3(3) . . ? C26 C27 N6 118.7(2) . . ? C26 C27 C28 120.2(2) . . ? N6 C27 C28 121.1(2) . . ? O1 C28 C23 121.4(2) . . ? O1 C28 C27 119.6(2) . . ? C23 C28 C27 118.9(2) . . ? C8 N1 C1 105.8(2) . . ? C8 N1 Ni1 125.69(18) . . ? C1 N1 Ni1 127.68(17) . . ? C8 N2 C9 127.7(2) . . ? C15 N3 C13 127.6(2) . . ? C15 N4 C22 106.1(2) . . ? C15 N4 Ni1 124.97(17) . . ? C22 N4 Ni1 128.49(17) . . ? C22 N5 C23 124.3(2) . . ? C1 N6 C27 123.7(2) . . ? O1 Ni1 N1 85.82(9) . . ? O1 Ni1 C14 164.59(10) . . ? N1 Ni1 C14 94.30(10) . . ? O1 Ni1 N4 87.05(8) . . ? N1 Ni1 N4 170.23(9) . . ? C14 Ni1 N4 94.35(10) . . ? C28 O1 Ni1 102.44(16) . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.470 _refine_diff_density_min -0.231 _refine_diff_density_rms 0.070 # Attachment '3Ni.cif' data_3Ni _database_code_depnum_ccdc_archive 'CCDC 726132' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H31 N9 Ni O2' _chemical_formula_weight 680.41 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' Ni Ni 0.3393 1.1124 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.375(12) _cell_length_b 8.708(6) _cell_length_c 26.492(13) _cell_angle_alpha 90.00 _cell_angle_beta 133.92(3) _cell_angle_gamma 90.00 _cell_volume 3053(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3771 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 24.70 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.480 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1416 _exptl_absorpt_coefficient_mu 0.687 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8204 _exptl_absorpt_correction_T_max 0.9040 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; Ratio of minimum to maximum apparent transmission: 0.643466 ; _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_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23929 _diffrn_reflns_av_R_equivalents 0.1474 _diffrn_reflns_av_sigmaI/netI 0.1466 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 26.99 _reflns_number_total 6636 _reflns_number_gt 3927 _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. Hydrogen atoms were assigned ideal postions and refined isotropically as riding atoms. The high Rinit value results from the weakly diffracting nature of the crystal. ; _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^)+(0.1313P)^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_number_reflns 6636 _refine_ls_number_parameters 437 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1095 _refine_ls_R_factor_gt 0.0787 _refine_ls_wR_factor_ref 0.2329 _refine_ls_wR_factor_gt 0.2259 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.986 _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 C1 C -0.1503(3) 0.6031(5) 0.0548(2) 0.0145(9) Uani 1 1 d . . . C2 C -0.2052(3) 0.7030(5) 0.0628(2) 0.0154(10) Uani 1 1 d . . . C3 C -0.3063(3) 0.7443(5) 0.0193(2) 0.0197(10) Uani 1 1 d . . . H3 H -0.3570 0.7006 -0.0260 0.024 Uiso 1 1 calc R . . C4 C -0.3302(4) 0.8513(6) 0.0444(3) 0.0228(11) Uani 1 1 d . . . H4 H -0.3984 0.8836 0.0154 0.027 Uiso 1 1 calc R . . C5 C -0.2569(4) 0.9121(6) 0.1111(3) 0.0270(12) Uani 1 1 d . . . H5 H -0.2761 0.9827 0.1274 0.032 Uiso 1 1 calc R . . C6 C -0.1555(4) 0.8724(6) 0.1548(3) 0.0214(11) Uani 1 1 d . . . H6 H -0.1051 0.9161 0.2001 0.026 Uiso 1 1 calc R . . C7 C -0.1311(3) 0.7670(5) 0.1296(2) 0.0146(9) Uani 1 1 d . . . C8 C -0.0355(3) 0.7113(5) 0.1572(2) 0.0144(10) Uani 1 1 d . . . C9 C 0.1383(3) 0.7163(5) 0.2417(2) 0.0131(9) Uani 1 1 d . . . C10 C 0.2302(3) 0.7713(5) 0.3064(2) 0.0144(10) Uani 1 1 d . . . C11 C 0.2518(3) 0.8688(5) 0.3582(2) 0.0158(10) Uani 1 1 d . . . H11 H 0.1991 0.9149 0.3519 0.019 Uiso 1 1 calc R . . C12 C 0.3505(4) 0.8942(5) 0.4172(2) 0.0203(11) Uani 1 1 d . . . H12 H 0.3670 0.9569 0.4533 0.024 Uiso 1 1 calc R . . C13 C 0.4281(4) 0.8301(5) 0.4257(2) 0.0201(11) Uani 1 1 d . . . H13 H 0.4961 0.8519 0.4674 0.024 Uiso 1 1 calc R . . C14 C 0.4098(3) 0.7363(5) 0.3760(2) 0.0185(10) Uani 1 1 d . . . H14 H 0.4634 0.6931 0.3826 0.022 Uiso 1 1 calc R . . C15 C 0.3073(3) 0.7072(5) 0.3146(2) 0.0146(10) Uani 1 1 d . . . C16 C 0.2595(3) 0.6141(5) 0.2541(2) 0.0152(10) Uani 1 1 d . . . C17 C 0.2686(3) 0.4449(5) 0.1921(2) 0.0135(9) Uani 1 1 d . . . C18 C 0.3252(3) 0.3507(5) 0.1845(2) 0.0163(10) Uani 1 1 d . . . C19 C 0.4287(4) 0.3316(5) 0.2263(2) 0.0204(11) Uani 1 1 d . . . H19 H 0.4770 0.3896 0.2680 0.024 Uiso 1 1 calc R . . C20 C 0.4583(4) 0.2256(5) 0.2047(2) 0.0210(11) Uani 1 1 d . . . H20 H 0.5283 0.2118 0.2319 0.025 Uiso 1 1 calc R . . C21 C 0.3885(4) 0.1381(6) 0.1442(2) 0.0214(11) Uani 1 1 d . . . H21 H 0.4113 0.0657 0.1310 0.026 Uiso 1 1 calc R . . C22 C 0.2858(4) 0.1563(5) 0.1033(2) 0.0200(10) Uani 1 1 d . . . H22 H 0.2375 0.0974 0.0619 0.024 Uiso 1 1 calc R . . C23 C 0.2563(3) 0.2618(5) 0.1245(2) 0.0151(10) Uani 1 1 d . . . C24 C 0.1570(3) 0.3100(5) 0.0963(2) 0.0148(10) Uani 1 1 d . . . C25 C -0.0265(3) 0.2849(5) 0.0035(2) 0.0144(9) Uani 1 1 d . . . C26 C -0.0982(4) 0.2030(5) -0.0586(2) 0.0178(10) Uani 1 1 d . . . H26 H -0.0767 0.1323 -0.0734 0.021 Uiso 1 1 calc R . . C27 C -0.1996(4) 0.2234(5) -0.0986(2) 0.0190(10) Uani 1 1 d . . . H27 H -0.2484 0.1667 -0.1407 0.023 Uiso 1 1 calc R . . C28 C -0.2293(4) 0.3264(5) -0.0770(2) 0.0186(10) Uani 1 1 d . . . H28 H -0.2990 0.3410 -0.1036 0.022 Uiso 1 1 calc R . . C29 C -0.1551(3) 0.4119(5) -0.0144(2) 0.0144(9) Uani 1 1 d . . . C30 C -0.0501(3) 0.3961(5) 0.0296(2) 0.0157(10) Uani 1 1 d . . . C31 C 0.0959(4) 0.5395(7) 0.4338(3) 0.0331(13) Uani 1 1 d . . . H31 H 0.1666 0.5577 0.4663 0.040 Uiso 1 1 calc R . . C32 C -0.0697(5) 0.6084(8) 0.3228(3) 0.0491(17) Uani 1 1 d . . . H32A H -0.0894 0.5148 0.3313 0.074 Uiso 1 1 calc R . . H32B H -0.0954 0.6043 0.2758 0.074 Uiso 1 1 calc R . . H32C H -0.0981 0.6981 0.3264 0.074 Uiso 1 1 calc R . . C33 C 0.0831(6) 0.7299(7) 0.3612(4) 0.0503(18) Uani 1 1 d . . . H33A H 0.1568 0.7287 0.4004 0.076 Uiso 1 1 calc R . . H33B H 0.0575 0.8327 0.3567 0.076 Uiso 1 1 calc R . . H33C H 0.0652 0.7028 0.3178 0.076 Uiso 1 1 calc R . . C34 C 0.5034(4) 0.4471(7) 0.8627(3) 0.0342(13) Uani 1 1 d . . . H34 H 0.4774 0.5286 0.8302 0.041 Uiso 1 1 calc R . . C35 C 0.3282(4) 0.3783(9) 0.7936(4) 0.066(2) Uani 1 1 d . . . H35A H 0.3161 0.4743 0.7695 0.098 Uiso 1 1 calc R . . H35B H 0.2998 0.3862 0.8140 0.098 Uiso 1 1 calc R . . H35C H 0.2957 0.2932 0.7600 0.098 Uiso 1 1 calc R . . C36 C 0.4696(5) 0.2213(8) 0.8945(3) 0.060(2) Uani 1 1 d . . . H36A H 0.5395 0.1957 0.9191 0.089 Uiso 1 1 calc R . . H36B H 0.4259 0.1328 0.8666 0.089 Uiso 1 1 calc R . . H36C H 0.4661 0.2473 0.9287 0.089 Uiso 1 1 calc R . . N1 N -0.1974(3) 0.5140(4) -0.00073(18) 0.0142(8) Uani 1 1 d . . . H1 H -0.2637 0.5205 -0.0329 0.017 Uiso 1 1 calc R . . N2 N -0.0502(3) 0.6090(4) 0.10920(18) 0.0123(8) Uani 1 1 d . . . N3 N 0.0491(3) 0.7577(4) 0.21734(18) 0.0152(8) Uani 1 1 d . . . N4 N 0.1573(3) 0.6200(4) 0.21069(18) 0.0128(8) Uani 1 1 d . . . N5 N 0.3124(3) 0.5345(4) 0.24489(19) 0.0146(8) Uani 1 1 d . . . N6 N 0.1634(3) 0.4144(4) 0.13605(17) 0.0122(8) Uani 1 1 d . . . N7 N 0.0725(3) 0.2505(4) 0.03804(18) 0.0142(8) Uani 1 1 d . . . H7 H 0.0798 0.1791 0.0183 0.017 Uiso 1 1 calc R . . N8 N 0.0391(3) 0.6203(4) 0.3742(2) 0.0194(9) Uani 1 1 d . . . N9 N 0.4365(3) 0.3502(5) 0.8490(2) 0.0297(11) Uani 1 1 d . . . Ni1 Ni 0.05359(5) 0.50918(7) 0.11961(3) 0.0235(2) Uani 1 1 d . . . O1 O 0.0686(3) 0.4478(4) 0.45074(16) 0.0229(8) Uani 1 1 d . . . O2 O 0.5939(3) 0.4445(5) 0.9116(2) 0.0394(10) 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 0.013(2) 0.016(2) 0.013(2) 0.0028(19) 0.009(2) -0.0002(19) C2 0.014(2) 0.019(2) 0.011(2) -0.0018(19) 0.009(2) -0.0046(19) C3 0.016(2) 0.023(2) 0.014(2) -0.002(2) 0.008(2) 0.000(2) C4 0.015(3) 0.030(3) 0.024(3) -0.008(2) 0.014(2) -0.002(2) C5 0.026(3) 0.030(3) 0.033(3) -0.015(2) 0.023(3) -0.005(2) C6 0.022(3) 0.028(3) 0.017(2) -0.010(2) 0.014(2) -0.005(2) C7 0.013(2) 0.018(2) 0.012(2) -0.0013(19) 0.009(2) -0.0020(19) C8 0.019(3) 0.016(2) 0.013(2) -0.0022(19) 0.013(2) -0.0029(19) C9 0.012(2) 0.018(2) 0.0038(19) 0.0004(18) 0.0031(19) -0.0015(18) C10 0.016(2) 0.016(2) 0.010(2) 0.0033(18) 0.009(2) -0.0006(19) C11 0.019(3) 0.020(2) 0.011(2) -0.0007(19) 0.011(2) -0.0020(19) C12 0.021(3) 0.023(3) 0.014(2) -0.005(2) 0.011(2) -0.005(2) C13 0.013(2) 0.026(3) 0.008(2) -0.003(2) 0.003(2) -0.004(2) C14 0.009(2) 0.025(3) 0.014(2) 0.001(2) 0.005(2) -0.002(2) C15 0.013(2) 0.018(2) 0.005(2) 0.0005(18) 0.0038(19) -0.0009(19) C16 0.015(2) 0.017(2) 0.011(2) 0.0017(19) 0.008(2) -0.0004(19) C17 0.013(2) 0.016(2) 0.011(2) 0.0040(18) 0.008(2) 0.0007(18) C18 0.016(2) 0.018(2) 0.013(2) 0.0034(19) 0.009(2) 0.0009(19) C19 0.019(3) 0.023(3) 0.015(2) 0.002(2) 0.011(2) -0.002(2) C20 0.016(3) 0.025(3) 0.022(3) 0.005(2) 0.013(2) 0.004(2) C21 0.021(3) 0.026(3) 0.016(2) 0.003(2) 0.012(2) 0.006(2) C22 0.023(3) 0.023(3) 0.014(2) 0.004(2) 0.013(2) 0.005(2) C23 0.015(2) 0.019(2) 0.012(2) 0.0019(19) 0.010(2) 0.0005(19) C24 0.015(2) 0.016(2) 0.013(2) 0.0054(19) 0.010(2) 0.0016(19) C25 0.014(2) 0.019(2) 0.008(2) 0.0016(18) 0.007(2) -0.0005(19) C26 0.022(3) 0.021(2) 0.013(2) 0.001(2) 0.013(2) 0.001(2) C27 0.022(3) 0.024(3) 0.011(2) -0.004(2) 0.012(2) -0.005(2) C28 0.013(2) 0.026(3) 0.010(2) 0.001(2) 0.006(2) -0.001(2) C29 0.016(2) 0.017(2) 0.010(2) -0.0002(18) 0.009(2) -0.0034(19) C30 0.021(3) 0.018(2) 0.014(2) 0.0010(19) 0.014(2) -0.0013(19) C31 0.037(3) 0.039(3) 0.022(3) -0.003(3) 0.020(3) 0.004(3) C32 0.045(4) 0.049(4) 0.038(4) -0.004(3) 0.023(3) 0.008(3) C33 0.079(5) 0.039(4) 0.066(5) -0.004(3) 0.063(5) -0.005(3) C34 0.034(4) 0.032(3) 0.037(3) -0.010(3) 0.025(3) -0.005(3) C35 0.023(3) 0.072(5) 0.077(5) -0.055(4) 0.025(4) -0.017(3) C36 0.075(5) 0.069(5) 0.038(4) -0.024(4) 0.040(4) -0.047(4) N1 0.0096(19) 0.019(2) 0.0086(18) -0.0037(16) 0.0045(16) 0.0000(16) N2 0.0102(19) 0.0175(19) 0.0063(17) -0.0015(15) 0.0047(16) -0.0018(15) N3 0.017(2) 0.020(2) 0.0080(18) 0.0002(16) 0.0085(17) 0.0000(17) N4 0.0096(19) 0.018(2) 0.0065(17) -0.0001(15) 0.0040(16) -0.0006(15) N5 0.014(2) 0.019(2) 0.0112(19) -0.0019(16) 0.0087(17) -0.0033(16) N6 0.013(2) 0.0178(19) 0.0079(18) 0.0001(15) 0.0078(17) -0.0010(15) N7 0.017(2) 0.0153(19) 0.0090(18) -0.0020(15) 0.0089(17) 0.0014(16) N8 0.025(2) 0.023(2) 0.015(2) -0.0003(17) 0.016(2) -0.0013(18) N9 0.023(2) 0.038(3) 0.033(3) -0.020(2) 0.021(2) -0.011(2) Ni1 0.0222(4) 0.0297(4) 0.0170(4) 0.0003(3) 0.0130(3) -0.0002(3) O1 0.033(2) 0.0248(18) 0.0162(17) 0.0050(15) 0.0191(17) -0.0008(16) O2 0.021(2) 0.056(3) 0.039(2) -0.021(2) 0.020(2) -0.0132(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.322(6) . ? C1 N2 1.336(6) . ? C1 C2 1.455(6) . ? C2 C3 1.393(6) . ? C2 C7 1.397(6) . ? C3 C4 1.382(6) . ? C4 C5 1.383(7) . ? C5 C6 1.393(7) . ? C6 C7 1.380(6) . ? C7 C8 1.440(6) . ? C8 N3 1.296(5) . ? C8 N2 1.417(5) . ? C9 N3 1.328(6) . ? C9 N4 1.378(5) . ? C9 C10 1.416(6) . ? C10 C15 1.392(6) . ? C10 C11 1.416(6) . ? C11 C12 1.360(6) . ? C12 C13 1.396(7) . ? C13 C14 1.378(6) . ? C14 C15 1.416(6) . ? C15 C16 1.430(6) . ? C16 N5 1.347(6) . ? C16 N4 1.362(6) . ? C17 N5 1.285(6) . ? C17 N6 1.424(5) . ? C17 C18 1.444(6) . ? C18 C23 1.392(6) . ? C18 C19 1.396(6) . ? C19 C20 1.380(7) . ? C20 C21 1.394(7) . ? C21 C22 1.386(7) . ? C22 C23 1.369(6) . ? C23 C24 1.474(6) . ? C24 N7 1.318(6) . ? C24 N6 1.333(6) . ? C25 N7 1.388(6) . ? C25 C26 1.395(6) . ? C25 C30 1.421(6) . ? C26 C27 1.374(7) . ? C27 C28 1.365(6) . ? C28 C29 1.424(6) . ? C29 N1 1.384(6) . ? C29 C30 1.407(6) . ? C30 Ni1 1.995(5) . ? C31 O1 1.186(6) . ? C31 N8 1.337(7) . ? C32 N8 1.444(7) . ? C33 N8 1.439(7) . ? C34 O2 1.206(6) . ? C34 N9 1.318(7) . ? C35 N9 1.457(7) . ? C36 N9 1.437(8) . ? N2 Ni1 1.934(4) . ? N4 Ni1 2.002(4) . ? N6 Ni1 1.930(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 N1 C1 N2 124.9(4) . . ? N1 C1 C2 121.9(4) . . ? N2 C1 C2 113.2(4) . . ? C3 C2 C7 121.0(4) . . ? C3 C2 C1 134.1(4) . . ? C7 C2 C1 104.9(4) . . ? C4 C3 C2 117.5(4) . . ? C3 C4 C5 121.3(5) . . ? C4 C5 C6 121.5(4) . . ? C7 C6 C5 117.4(4) . . ? C6 C7 C2 121.3(4) . . ? C6 C7 C8 132.0(4) . . ? C2 C7 C8 106.5(4) . . ? N3 C8 N2 128.2(4) . . ? N3 C8 C7 121.3(4) . . ? N2 C8 C7 110.4(4) . . ? N3 C9 N4 127.8(4) . . ? N3 C9 C10 122.0(4) . . ? N4 C9 C10 110.2(4) . . ? C15 C10 C11 121.2(4) . . ? C15 C10 C9 106.4(4) . . ? C11 C10 C9 132.4(4) . . ? C12 C11 C10 117.7(4) . . ? C11 C12 C13 121.3(4) . . ? C14 C13 C12 122.5(4) . . ? C13 C14 C15 116.8(4) . . ? C10 C15 C14 120.4(4) . . ? C10 C15 C16 106.6(4) . . ? C14 C15 C16 133.0(4) . . ? N5 C16 N4 127.7(4) . . ? N5 C16 C15 122.4(4) . . ? N4 C16 C15 109.9(4) . . ? N5 C17 N6 128.4(4) . . ? N5 C17 C18 121.9(4) . . ? N6 C17 C18 109.7(4) . . ? C23 C18 C19 119.9(4) . . ? C23 C18 C17 107.6(4) . . ? C19 C18 C17 132.4(4) . . ? C20 C19 C18 117.6(4) . . ? C19 C20 C21 121.9(4) . . ? C22 C21 C20 120.3(4) . . ? C23 C22 C21 117.8(4) . . ? C22 C23 C18 122.5(4) . . ? C22 C23 C24 133.3(4) . . ? C18 C23 C24 104.2(4) . . ? N7 C24 N6 125.4(4) . . ? N7 C24 C23 121.4(4) . . ? N6 C24 C23 113.2(4) . . ? N7 C25 C26 113.6(4) . . ? N7 C25 C30 122.0(4) . . ? C26 C25 C30 124.4(4) . . ? C27 C26 C25 120.7(4) . . ? C28 C27 C26 118.9(4) . . ? C27 C28 C29 119.6(4) . . ? N1 C29 C30 122.8(4) . . ? N1 C29 C28 112.5(4) . . ? C30 C29 C28 124.7(4) . . ? C29 C30 C25 111.7(4) . . ? C29 C30 Ni1 124.5(3) . . ? C25 C30 Ni1 123.8(3) . . ? O1 C31 N8 127.7(5) . . ? O2 C34 N9 127.7(6) . . ? C1 N1 C29 128.0(4) . . ? C1 N2 C8 104.8(4) . . ? C1 N2 Ni1 128.3(3) . . ? C8 N2 Ni1 126.8(3) . . ? C8 N3 C9 122.4(4) . . ? C16 N4 C9 106.9(3) . . ? C16 N4 Ni1 127.0(3) . . ? C9 N4 Ni1 126.1(3) . . ? C17 N5 C16 121.6(4) . . ? C24 N6 C17 105.3(4) . . ? C24 N6 Ni1 127.4(3) . . ? C17 N6 Ni1 127.3(3) . . ? C24 N7 C25 128.9(4) . . ? C31 N8 C33 121.5(5) . . ? C31 N8 C32 120.9(5) . . ? C33 N8 C32 117.5(5) . . ? C34 N9 C36 119.8(5) . . ? C34 N9 C35 122.1(6) . . ? C36 N9 C35 117.7(5) . . ? N6 Ni1 N2 176.34(14) . . ? N6 Ni1 C30 92.36(17) . . ? N2 Ni1 C30 91.23(17) . . ? N6 Ni1 N4 87.80(15) . . ? N2 Ni1 N4 88.60(15) . . ? C30 Ni1 N4 179.02(16) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.139 _refine_diff_density_min -1.489 _refine_diff_density_rms 0.135