############################################################################## ### ### ### Electronic paper (Acta Crystallographica Section E) ### ### ### ############################################################################## # # # This CIF contains the data in a paper accepted for publication in Acta # # Crystallographica Section E. It conforms to the requirements of Notes # # for Authors for Section E, and has been peer reviewed under the auspices # # of the IUCr Commission on Journals. # # # # Full details of the Crystallographic Information File format # # are given in the paper "The Crystallographic Information File (CIF): # # a New Standard Archive File for Crystallography" by S. R. Hall, F. H. # # Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685]. # # # # The current version of the core CIF dictionary is obtainable from # # ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.4. # # # # Software is freely available for graphical display of the structure(s) in # # this CIF. For information consult the CIF home page http://www.iucr.org/ # # cif/home.html # # # # This file may be used for bona fide research purposes within the # # scientific community so long as proper attribution is given to the journal # # article from which it was obtained. # # # ############################################################################## data_I _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis{N'-[1-(2-pyridyl)ethylidene-\kN]benzohydrazidato- \k^2^N',O}nickel(II) ; _chemical_name_common ? _chemical_formula_moiety 'C28 H24 N6 Ni O2' _chemical_formula_sum 'C28 H24 N6 Ni O2' _chemical_formula_iupac '[Ni (C14 H12 N3 O)2]' _chemical_formula_weight 535.24 _chemical_melting_point ? _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C c' _symmetry_space_group_name_Hall 'C -2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 10.248(6) _cell_length_b 19.692(11) _cell_length_c 12.281(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.523(10) _cell_angle_gamma 90.00 _cell_volume 2477(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3920 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 26.3 _cell_measurement_temperature 298(2) _exptl_crystal_description parallelepiped _exptl_crystal_colour brown _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.435 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 0.822 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.7508 _exptl_absorpt_correction_T_max 0.8209 _exptl_special_details ; ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEXII' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 5679 _diffrn_reflns_av_R_equivalents 0.0929 _diffrn_reflns_av_sigmaI/netI 0.0674 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 26.28 _diffrn_reflns_theta_full 26.28 _diffrn_measured_fraction_theta_max 0.970 _diffrn_measured_fraction_theta_full 0.970 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _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^ > \s(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. ; _reflns_number_total 3600 _reflns_number_gt 3352 _reflns_threshold_expression I>2\s _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0704 _refine_ls_R_factor_gt 0.0669 _refine_ls_wR_factor_gt 0.1791 _refine_ls_wR_factor_ref 0.1820 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_number_reflns 3600 _refine_ls_number_parameters 336 _refine_ls_number_restraints 2 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1528P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.053 _refine_diff_density_min -0.885 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack (1983), 1156 Friedel pairs' _refine_ls_abs_structure_Flack 0.00(2) 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' _computing_data_collection 'APEX2 (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction 'SAINT (Bruker, 2007)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'DIAMOND (Brandenburg, 1999)' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C C1 1.1923(7) 0.6618(3) 0.3808(6) 0.0451(14) Uani d . 1 . . H H1 1.1942 0.6524 0.4550 0.054 Uiso calc R 1 . . C C2 1.2836(8) 0.6300(4) 0.3159(7) 0.0561(18) Uani d . 1 . . H H2 1.3456 0.6005 0.3460 0.067 Uiso calc R 1 . . C C3 1.2791(7) 0.6435(4) 0.2071(7) 0.0552(18) Uani d . 1 . . H H3 1.3385 0.6229 0.1616 0.066 Uiso calc R 1 . . C C4 1.1860(7) 0.6880(4) 0.1640(6) 0.0467(15) Uani d . 1 . . H H4 1.1812 0.6968 0.0896 0.056 Uiso calc R 1 . . C C5 1.0994(6) 0.7192(3) 0.2350(5) 0.0370(12) Uani d . 1 . . C C6 1.0010(7) 0.7708(3) 0.1986(5) 0.0404(14) Uani d . 1 . . C C7 0.9737(8) 0.7881(4) 0.0812(5) 0.0532(17) Uani d . 1 . . H H7A 0.9677 0.8365 0.0731 0.080 Uiso calc R 1 . . H H7B 0.8929 0.7676 0.0575 0.080 Uiso calc R 1 . . H H7C 1.0432 0.7712 0.0378 0.080 Uiso calc R 1 . . C C8 0.8049(6) 0.8668(3) 0.3545(5) 0.0364(12) Uani d . 1 . . C C9 0.7033(7) 0.9222(3) 0.3491(5) 0.0400(13) Uani d . 1 . . C C10 0.6377(9) 0.9389(4) 0.2532(7) 0.064(2) Uani d . 1 . . H H10 0.6593 0.9167 0.1893 0.076 Uiso calc R 1 . . C C11 0.5411(9) 0.9875(4) 0.2496(7) 0.067(2) Uani d . 1 . . H H11 0.4971 0.9973 0.1843 0.080 Uiso calc R 1 . . C C12 0.5094(8) 1.0221(4) 0.3453(7) 0.0556(18) Uani d . 1 . . H H12 0.4448 1.0553 0.3439 0.067 Uiso calc R 1 . . C C13 0.5742(8) 1.0065(3) 0.4398(6) 0.0487(16) Uani d . 1 . . H H13 0.5536 1.0294 0.5033 0.058 Uiso calc R 1 . . C C14 0.6709(7) 0.9568(3) 0.4436(6) 0.0473(15) Uani d . 1 . . H H14 0.7138 0.9466 0.5093 0.057 Uiso calc R 1 . . C C15 1.2059(8) 0.8590(4) 0.4491(6) 0.0527(17) Uani d . 1 . . H H15 1.1929 0.8680 0.3752 0.063 Uiso calc R 1 . . C C16 1.3118(9) 0.8881(4) 0.5021(8) 0.063(2) Uani d . 1 . . H H16 1.3707 0.9146 0.4646 0.076 Uiso calc R 1 . . C C17 1.3282(8) 0.8767(4) 0.6122(8) 0.064(2) Uani d . 1 . . H H17 1.3977 0.8967 0.6504 0.076 Uiso calc R 1 . . C C18 1.2418(7) 0.8358(3) 0.6658(6) 0.0495(16) Uani d . 1 . . H H18 1.2515 0.8283 0.7403 0.059 Uiso calc R 1 . . C C19 1.1398(6) 0.8059(3) 0.6063(5) 0.0360(12) Uani d . 1 . . C C20 1.0465(7) 0.7564(3) 0.6536(5) 0.0374(14) Uani d . 1 . . C C21 1.0476(10) 0.7429(4) 0.7719(6) 0.0523(19) Uani d . 1 . . H H21A 1.1219 0.7154 0.7914 0.078 Uiso calc R 1 . . H H21B 0.9691 0.7196 0.7903 0.078 Uiso calc R 1 . . H H21C 1.0528 0.7852 0.8108 0.078 Uiso calc R 1 . . C C22 0.8200(6) 0.6570(3) 0.5195(5) 0.0358(12) Uani d . 1 . . C C23 0.7290(6) 0.6000(3) 0.5351(5) 0.0384(12) Uani d . 1 . . C C24 0.7114(8) 0.5723(4) 0.6395(6) 0.0568(18) Uani d . 1 . . H H24 0.7605 0.5879 0.6992 0.068 Uiso calc R 1 . . C C25 0.6194(10) 0.5212(5) 0.6517(9) 0.081(3) Uani d . 1 . . H H25 0.6088 0.5021 0.7202 0.098 Uiso calc R 1 . . C C26 0.5425(10) 0.4977(5) 0.5641(9) 0.075(3) Uani d . 1 . . H H26 0.4785 0.4650 0.5743 0.090 Uiso calc R 1 . . C C27 0.5632(8) 0.5235(4) 0.4637(8) 0.061(2) Uani d . 1 . . H H27 0.5155 0.5067 0.4042 0.073 Uiso calc R 1 . . C C28 0.6546(7) 0.5747(3) 0.4480(6) 0.0462(14) Uani d . 1 . . H H28 0.6659 0.5921 0.3785 0.055 Uiso calc R 1 . . N N1 1.1029(5) 0.7048(3) 0.3422(4) 0.0379(11) Uani d . 1 . . N N2 0.9417(5) 0.7980(3) 0.2778(4) 0.0338(10) Uani d . 1 . . N N3 0.8495(6) 0.8480(3) 0.2592(4) 0.0414(11) Uani d . 1 . . N N4 1.1212(5) 0.8188(3) 0.4977(4) 0.0389(11) Uani d . 1 . . N N5 0.9746(6) 0.7265(2) 0.5806(4) 0.0352(11) Uani d . 1 . . N N6 0.8911(5) 0.6760(3) 0.6080(4) 0.0373(11) Uani d . 1 . . Ni Ni1 0.96750(6) 0.76219(3) 0.42846(5) 0.0314(2) Uani d . 1 . . O O1 0.8347(5) 0.8422(2) 0.4467(4) 0.0439(10) Uani d . 1 . . O O2 0.8288(5) 0.6838(2) 0.4245(4) 0.0415(10) Uani d . 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.027(3) 0.057(3) 0.052(4) 0.004(3) 0.000(3) -0.001(3) C2 0.035(4) 0.057(4) 0.077(6) 0.008(3) 0.002(3) -0.007(3) C3 0.035(4) 0.065(4) 0.067(5) 0.005(3) 0.016(3) -0.016(3) C4 0.033(4) 0.062(4) 0.045(4) -0.004(3) 0.012(3) -0.010(3) C5 0.027(3) 0.049(3) 0.035(3) -0.009(3) 0.006(2) -0.004(2) C6 0.041(4) 0.050(3) 0.031(3) -0.012(3) 0.007(3) 0.001(2) C7 0.057(5) 0.072(4) 0.030(3) -0.007(4) 0.004(3) 0.005(3) C8 0.027(3) 0.044(3) 0.038(3) 0.000(2) 0.002(2) 0.000(2) C9 0.035(3) 0.047(3) 0.038(3) -0.001(3) 0.001(2) 0.004(2) C10 0.068(6) 0.068(4) 0.055(4) 0.027(4) -0.009(4) 0.000(3) C11 0.070(6) 0.067(4) 0.062(5) 0.031(4) -0.019(4) 0.002(4) C12 0.042(4) 0.057(4) 0.069(5) 0.010(3) 0.006(3) 0.009(3) C13 0.051(4) 0.051(3) 0.045(4) 0.001(3) 0.010(3) 0.002(3) C14 0.042(4) 0.053(3) 0.047(4) -0.002(3) 0.003(3) 0.007(3) C15 0.052(5) 0.057(4) 0.049(4) -0.010(3) -0.006(3) 0.006(3) C16 0.050(5) 0.055(4) 0.085(6) -0.018(4) -0.001(4) 0.004(4) C17 0.046(5) 0.057(4) 0.086(6) -0.008(3) -0.023(4) -0.011(4) C18 0.045(4) 0.050(3) 0.053(4) 0.005(3) -0.013(3) -0.017(3) C19 0.022(3) 0.042(3) 0.044(3) 0.011(2) -0.003(2) -0.005(2) C20 0.039(4) 0.042(3) 0.031(3) 0.007(2) -0.002(3) -0.003(2) C21 0.058(6) 0.065(4) 0.033(4) 0.012(3) -0.009(3) 0.000(3) C22 0.029(3) 0.047(3) 0.031(3) 0.005(2) 0.004(2) -0.002(2) C23 0.021(3) 0.049(3) 0.046(3) 0.000(2) 0.009(2) 0.005(2) C24 0.054(5) 0.066(4) 0.051(4) -0.001(4) 0.009(3) 0.021(3) C25 0.079(7) 0.088(6) 0.079(7) -0.016(5) 0.025(6) 0.028(5) C26 0.056(5) 0.067(5) 0.103(8) -0.014(4) 0.018(5) 0.017(5) C27 0.044(4) 0.056(4) 0.083(6) -0.012(3) 0.006(4) 0.004(4) C28 0.031(3) 0.051(3) 0.057(4) -0.007(3) 0.002(3) -0.001(3) N1 0.026(3) 0.049(3) 0.039(3) -0.004(2) 0.002(2) -0.001(2) N2 0.021(2) 0.053(3) 0.027(2) -0.0020(19) 0.0042(17) 0.0075(19) N3 0.036(3) 0.052(3) 0.036(3) 0.004(2) 0.002(2) 0.009(2) N4 0.024(2) 0.046(3) 0.047(3) -0.004(2) -0.002(2) -0.003(2) N5 0.030(3) 0.048(2) 0.028(3) 0.008(2) 0.002(2) -0.0004(18) N6 0.030(3) 0.046(2) 0.037(3) 0.001(2) 0.001(2) 0.0061(19) Ni1 0.0219(4) 0.0438(3) 0.0284(4) -0.0005(3) 0.0006(2) 0.0020(3) O1 0.039(3) 0.057(2) 0.036(2) 0.010(2) 0.0046(19) 0.0086(18) O2 0.036(3) 0.056(2) 0.032(2) -0.0078(19) -0.0022(18) 0.0039(17) _geom_special_details ; All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 N1 . 1.326(9) ? C1 C2 . 1.393(10) ? C1 H1 . 0.9300 ? C2 C3 . 1.362(12) ? C2 H2 . 0.9300 ? C3 C4 . 1.391(12) ? C3 H3 . 0.9300 ? C4 C5 . 1.402(9) ? C4 H4 . 0.9300 ? C5 N1 . 1.346(8) ? C5 C6 . 1.492(10) ? C6 N2 . 1.277(9) ? C6 C7 . 1.501(9) ? C7 H7A . 0.9600 ? C7 H7B . 0.9600 ? C7 H7C . 0.9600 ? C8 O1 . 1.262(8) ? C8 N3 . 1.321(8) ? C8 C9 . 1.508(9) ? C9 C10 . 1.381(10) ? C9 C14 . 1.393(10) ? C10 C11 . 1.376(11) ? C10 H10 . 0.9300 ? C11 C12 . 1.404(12) ? C11 H11 . 0.9300 ? C12 C13 . 1.358(11) ? C12 H12 . 0.9300 ? C13 C14 . 1.393(10) ? C13 H13 . 0.9300 ? C14 H14 . 0.9300 ? C15 N4 . 1.329(9) ? C15 C16 . 1.375(12) ? C15 H15 . 0.9300 ? C16 C17 . 1.376(12) ? C16 H16 . 0.9300 ? C17 C18 . 1.378(12) ? C17 H17 . 0.9300 ? C18 C19 . 1.389(9) ? C18 H18 . 0.9300 ? C19 N4 . 1.366(8) ? C19 C20 . 1.493(9) ? C20 N5 . 1.288(9) ? C20 C21 . 1.477(10) ? C21 H21A . 0.9600 ? C21 H21B . 0.9600 ? C21 H21C . 0.9600 ? C22 O2 . 1.285(8) ? C22 N6 . 1.346(8) ? C22 C23 . 1.476(9) ? C23 C28 . 1.389(10) ? C23 C24 . 1.410(9) ? C24 C25 . 1.390(12) ? C24 H24 . 0.9300 ? C25 C26 . 1.396(16) ? C25 H25 . 0.9300 ? C26 C27 . 1.355(13) ? C26 H26 . 0.9300 ? C27 C28 . 1.394(10) ? C27 H27 . 0.9300 ? C28 H28 . 0.9300 ? N1 Ni1 . 2.099(5) ? N2 N3 . 1.380(8) ? N2 Ni1 . 1.992(5) ? N4 Ni1 . 2.091(5) ? N5 N6 . 1.359(8) ? N5 Ni1 . 1.995(5) ? Ni1 O1 . 2.098(5) ? Ni1 O2 . 2.098(5) ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 C1 C2 . . 123.4(7) ? N1 C1 H1 . . 118.3 ? C2 C1 H1 . . 118.3 ? C3 C2 C1 . . 117.9(7) ? C3 C2 H2 . . 121.1 ? C1 C2 H2 . . 121.1 ? C2 C3 C4 . . 120.1(6) ? C2 C3 H3 . . 120.0 ? C4 C3 H3 . . 120.0 ? C3 C4 C5 . . 118.6(7) ? C3 C4 H4 . . 120.7 ? C5 C4 H4 . . 120.7 ? N1 C5 C4 . . 121.0(6) ? N1 C5 C6 . . 115.9(5) ? C4 C5 C6 . . 123.1(6) ? N2 C6 C5 . . 112.9(6) ? N2 C6 C7 . . 123.8(7) ? C5 C6 C7 . . 123.3(6) ? C6 C7 H7A . . 109.5 ? C6 C7 H7B . . 109.5 ? H7A C7 H7B . . 109.5 ? C6 C7 H7C . . 109.5 ? H7A C7 H7C . . 109.5 ? H7B C7 H7C . . 109.5 ? O1 C8 N3 . . 127.4(6) ? O1 C8 C9 . . 117.8(5) ? N3 C8 C9 . . 114.7(5) ? C10 C9 C14 . . 118.2(7) ? C10 C9 C8 . . 122.0(6) ? C14 C9 C8 . . 119.8(6) ? C11 C10 C9 . . 121.8(8) ? C11 C10 H10 . . 119.1 ? C9 C10 H10 . . 119.1 ? C10 C11 C12 . . 119.5(7) ? C10 C11 H11 . . 120.2 ? C12 C11 H11 . . 120.2 ? C13 C12 C11 . . 119.2(7) ? C13 C12 H12 . . 120.4 ? C11 C12 H12 . . 120.4 ? C12 C13 C14 . . 121.3(7) ? C12 C13 H13 . . 119.4 ? C14 C13 H13 . . 119.4 ? C13 C14 C9 . . 120.1(7) ? C13 C14 H14 . . 120.0 ? C9 C14 H14 . . 120.0 ? N4 C15 C16 . . 123.5(7) ? N4 C15 H15 . . 118.3 ? C16 C15 H15 . . 118.3 ? C15 C16 C17 . . 118.2(7) ? C15 C16 H16 . . 120.9 ? C17 C16 H16 . . 120.9 ? C16 C17 C18 . . 120.1(7) ? C16 C17 H17 . . 120.0 ? C18 C17 H17 . . 120.0 ? C17 C18 C19 . . 118.7(7) ? C17 C18 H18 . . 120.6 ? C19 C18 H18 . . 120.6 ? N4 C19 C18 . . 121.2(6) ? N4 C19 C20 . . 115.2(5) ? C18 C19 C20 . . 123.6(6) ? N5 C20 C21 . . 126.3(7) ? N5 C20 C19 . . 112.9(6) ? C21 C20 C19 . . 120.7(6) ? C20 C21 H21A . . 109.5 ? C20 C21 H21B . . 109.5 ? H21A C21 H21B . . 109.5 ? C20 C21 H21C . . 109.5 ? H21A C21 H21C . . 109.5 ? H21B C21 H21C . . 109.5 ? O2 C22 N6 . . 124.7(6) ? O2 C22 C23 . . 119.3(5) ? N6 C22 C23 . . 116.0(5) ? C28 C23 C24 . . 118.7(7) ? C28 C23 C22 . . 120.6(6) ? C24 C23 C22 . . 120.6(6) ? C25 C24 C23 . . 118.8(9) ? C25 C24 H24 . . 120.6 ? C23 C24 H24 . . 120.6 ? C24 C25 C26 . . 121.8(8) ? C24 C25 H25 . . 119.1 ? C26 C25 H25 . . 119.1 ? C27 C26 C25 . . 118.6(8) ? C27 C26 H26 . . 120.7 ? C25 C26 H26 . . 120.7 ? C26 C27 C28 . . 121.3(9) ? C26 C27 H27 . . 119.3 ? C28 C27 H27 . . 119.3 ? C23 C28 C27 . . 120.7(7) ? C23 C28 H28 . . 119.7 ? C27 C28 H28 . . 119.7 ? C1 N1 C5 . . 119.0(6) ? C1 N1 Ni1 . . 128.6(5) ? C5 N1 Ni1 . . 112.3(4) ? C6 N2 N3 . . 120.7(5) ? C6 N2 Ni1 . . 120.3(5) ? N3 N2 Ni1 . . 118.7(4) ? C8 N3 N2 . . 107.7(5) ? C15 N4 C19 . . 118.3(6) ? C15 N4 Ni1 . . 129.0(5) ? C19 N4 Ni1 . . 112.5(4) ? C20 N5 N6 . . 120.9(5) ? C20 N5 Ni1 . . 119.7(5) ? N6 N5 Ni1 . . 118.8(4) ? C22 N6 N5 . . 109.5(5) ? N2 Ni1 N5 . . 174.5(2) ? N2 Ni1 N4 . . 105.6(2) ? N5 Ni1 N4 . . 78.4(2) ? N2 Ni1 O1 . . 76.29(19) ? N5 Ni1 O1 . . 99.93(19) ? N4 Ni1 O1 . . 92.3(2) ? N2 Ni1 O2 . . 99.56(19) ? N5 Ni1 O2 . . 76.7(2) ? N4 Ni1 O2 . . 154.7(2) ? O1 Ni1 O2 . . 96.6(2) ? N2 Ni1 N1 . . 78.2(2) ? N5 Ni1 N1 . . 105.9(2) ? N4 Ni1 N1 . . 89.5(2) ? O1 Ni1 N1 . . 153.90(19) ? O2 Ni1 N1 . . 92.8(2) ? C8 O1 Ni1 . . 109.5(4) ? C22 O2 Ni1 . . 110.1(4) ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N1 C1 C2 C3 . . . . -0.8(11) ? C1 C2 C3 C4 . . . . 0.3(11) ? C2 C3 C4 C5 . . . . 1.2(11) ? C3 C4 C5 N1 . . . . -2.3(10) ? C3 C4 C5 C6 . . . . 176.2(6) ? N1 C5 C6 N2 . . . . 5.6(8) ? C4 C5 C6 N2 . . . . -173.0(6) ? N1 C5 C6 C7 . . . . -173.6(6) ? C4 C5 C6 C7 . . . . 7.8(10) ? O1 C8 C9 C10 . . . . -161.4(7) ? N3 C8 C9 C10 . . . . 16.3(10) ? O1 C8 C9 C14 . . . . 16.8(9) ? N3 C8 C9 C14 . . . . -165.5(6) ? C14 C9 C10 C11 . . . . -1.0(13) ? C8 C9 C10 C11 . . . . 177.2(8) ? C9 C10 C11 C12 . . . . 1.2(14) ? C10 C11 C12 C13 . . . . -0.5(13) ? C11 C12 C13 C14 . . . . -0.2(12) ? C12 C13 C14 C9 . . . . 0.3(11) ? C10 C9 C14 C13 . . . . 0.3(10) ? C8 C9 C14 C13 . . . . -178.0(6) ? N4 C15 C16 C17 . . . . -2.3(13) ? C15 C16 C17 C18 . . . . 1.7(13) ? C16 C17 C18 C19 . . . . 0.8(11) ? C17 C18 C19 N4 . . . . -2.8(9) ? C17 C18 C19 C20 . . . . 175.0(6) ? N4 C19 C20 N5 . . . . 9.3(7) ? C18 C19 C20 N5 . . . . -168.7(6) ? N4 C19 C20 C21 . . . . -174.1(6) ? C18 C19 C20 C21 . . . . 8.0(9) ? O2 C22 C23 C28 . . . . 0.9(9) ? N6 C22 C23 C28 . . . . -177.6(6) ? O2 C22 C23 C24 . . . . -176.2(6) ? N6 C22 C23 C24 . . . . 5.4(9) ? C28 C23 C24 C25 . . . . -0.6(11) ? C22 C23 C24 C25 . . . . 176.5(7) ? C23 C24 C25 C26 . . . . -1.3(14) ? C24 C25 C26 C27 . . . . 3.2(16) ? C25 C26 C27 C28 . . . . -3.1(14) ? C24 C23 C28 C27 . . . . 0.8(10) ? C22 C23 C28 C27 . . . . -176.3(6) ? C26 C27 C28 C23 . . . . 1.1(12) ? C2 C1 N1 C5 . . . . -0.3(10) ? C2 C1 N1 Ni1 . . . . -175.2(5) ? C4 C5 N1 C1 . . . . 1.8(9) ? C6 C5 N1 C1 . . . . -176.8(6) ? C4 C5 N1 Ni1 . . . . 177.6(5) ? C6 C5 N1 Ni1 . . . . -1.0(6) ? C5 C6 N2 N3 . . . . 178.5(5) ? C7 C6 N2 N3 . . . . -2.3(10) ? C5 C6 N2 Ni1 . . . . -7.9(7) ? C7 C6 N2 Ni1 . . . . 171.3(5) ? O1 C8 N3 N2 . . . . -3.2(9) ? C9 C8 N3 N2 . . . . 179.4(5) ? C6 N2 N3 C8 . . . . -179.8(6) ? Ni1 N2 N3 C8 . . . . 6.5(7) ? C16 C15 N4 C19 . . . . 0.4(11) ? C16 C15 N4 Ni1 . . . . -172.8(6) ? C18 C19 N4 C15 . . . . 2.2(9) ? C20 C19 N4 C15 . . . . -175.8(6) ? C18 C19 N4 Ni1 . . . . 176.5(5) ? C20 C19 N4 Ni1 . . . . -1.5(6) ? C21 C20 N5 N6 . . . . -1.5(10) ? C19 C20 N5 N6 . . . . 174.9(5) ? C21 C20 N5 Ni1 . . . . 170.3(6) ? C19 C20 N5 Ni1 . . . . -13.3(7) ? O2 C22 N6 N5 . . . . -1.3(8) ? C23 C22 N6 N5 . . . . 177.0(5) ? C20 N5 N6 C22 . . . . 175.0(6) ? Ni1 N5 N6 C22 . . . . 3.1(6) ? C6 N2 Ni1 N4 . . . . 92.0(5) ? N3 N2 Ni1 N4 . . . . -94.3(4) ? C6 N2 Ni1 O1 . . . . -179.5(5) ? N3 N2 Ni1 O1 . . . . -5.7(4) ? C6 N2 Ni1 O2 . . . . -85.0(5) ? N3 N2 Ni1 O2 . . . . 88.7(4) ? C6 N2 Ni1 N1 . . . . 5.9(5) ? N3 N2 Ni1 N1 . . . . 179.6(5) ? C20 N5 Ni1 N4 . . . . 10.0(5) ? N6 N5 Ni1 N4 . . . . -178.1(4) ? C20 N5 Ni1 O1 . . . . -80.3(5) ? N6 N5 Ni1 O1 . . . . 91.6(4) ? C20 N5 Ni1 O2 . . . . -174.8(5) ? N6 N5 Ni1 O2 . . . . -2.8(4) ? C20 N5 Ni1 N1 . . . . 96.1(5) ? N6 N5 Ni1 N1 . . . . -91.9(4) ? C15 N4 Ni1 N2 . . . . -14.2(7) ? C19 N4 Ni1 N2 . . . . 172.2(4) ? C15 N4 Ni1 N5 . . . . 169.7(7) ? C19 N4 Ni1 N5 . . . . -3.8(4) ? C15 N4 Ni1 O1 . . . . -90.6(6) ? C19 N4 Ni1 O1 . . . . 95.8(4) ? C15 N4 Ni1 O2 . . . . 158.8(6) ? C19 N4 Ni1 O2 . . . . -14.7(7) ? C15 N4 Ni1 N1 . . . . 63.3(6) ? C19 N4 Ni1 N1 . . . . -110.2(4) ? C1 N1 Ni1 N2 . . . . 173.1(6) ? C5 N1 Ni1 N2 . . . . -2.1(4) ? C1 N1 Ni1 N5 . . . . -10.8(6) ? C5 N1 Ni1 N5 . . . . 174.0(4) ? C1 N1 Ni1 N4 . . . . 67.0(6) ? C5 N1 Ni1 N4 . . . . -108.2(4) ? C1 N1 Ni1 O1 . . . . 161.2(5) ? C5 N1 Ni1 O1 . . . . -14.0(7) ? C1 N1 Ni1 O2 . . . . -87.8(6) ? C5 N1 Ni1 O2 . . . . 97.0(4) ? N3 C8 O1 Ni1 . . . . -1.3(8) ? C9 C8 O1 Ni1 . . . . 176.1(4) ? N2 Ni1 O1 C8 . . . . 3.6(4) ? N5 Ni1 O1 C8 . . . . -172.2(4) ? N4 Ni1 O1 C8 . . . . 109.1(4) ? O2 Ni1 O1 C8 . . . . -94.6(4) ? N1 Ni1 O1 C8 . . . . 15.6(7) ? N6 C22 O2 Ni1 . . . . -0.9(7) ? C23 C22 O2 Ni1 . . . . -179.2(4) ? N2 Ni1 O2 C22 . . . . -173.9(4) ? N5 Ni1 O2 C22 . . . . 1.9(4) ? N4 Ni1 O2 C22 . . . . 12.9(7) ? O1 Ni1 O2 C22 . . . . -96.8(4) ? N1 Ni1 O2 C22 . . . . 107.6(4) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C21 H21B N6 . 0.96 2.51 2.861(10) 102 C10 H10 N3 . 0.93 2.51 2.813(10) 100 C4 H4 O1 4_564 0.93 2.51 3.164(8) 128 C18 H18 O2 4_565 0.93 2.39 3.300(9) 167 data_global _journal_date_recd_electronic 2010-02-23 _journal_date_accepted 2010-02-26 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2010 _journal_volume 66 _journal_issue 4 _journal_page_first m359 _journal_page_last m359 _journal_paper_category QM _journal_coeditor_code JH2131 _publ_contact_author_name 'Hon Man Lee' _publ_contact_author_address ; Department of Chemistry National Changhua University of Education Changhua 50058 Taiwan ; _publ_contact_author_email 'leehm@cc.ncue.edu.tw' _publ_contact_author_fax '886-7211190' _publ_contact_author_phone '866-4-7232105ext.3523' _publ_section_title ;\ Bis{N'-[1-(2-pyridyl)ethylidene-\kN]benzohydrazidato-\ \k^2^N',O}nickel(II) ; loop_ _publ_author_name _publ_author_footnote _publ_author_address 'Datta, Amitabha' . ; Department of Chemistry National Changhua University of Education Changhua 50058 Taiwan ; 'Chuang, Nien-Tsu' . ; Department of Chemistry National Changhua University of Education Changhua 50058 Taiwan ; 'Sie, Ming-Han' . ; Department of Chemistry National Changhua University of Education Changhua 50058 Taiwan ; 'Huang, Jui-Hsien' . ; Department of Chemistry National Changhua University of Education Changhua 50058 Taiwan ; 'Lee, Hon Man' . ; Department of Chemistry National Changhua University of Education Changhua 50058 Taiwan ;