############################################################################## ### ### ### 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 SHELXL97 _chemical_name_systematic ; Dichloridobis(phenyl 2-pyridyl ketone oxime)nickel(II) acetone solvate ; _chemical_name_common ? _chemical_formula_moiety 'C24 H20 Cl2 N4 Ni O2 , C3 H6 O' _chemical_formula_sum 'C27 H26 Cl2 N4 Ni O3' _chemical_formula_iupac '[Ni Cl2 (C12 H10 N2 O)2] , C3 H6 O' _chemical_formula_weight 584.13 _chemical_melting_point ? _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0367(11) _cell_length_b 12.9142(16) _cell_length_c 13.0664(16) _cell_angle_alpha 105.4390(10) _cell_angle_beta 92.232(2) _cell_angle_gamma 108.183(2) _cell_volume 1384.0(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 3432 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 27.56 _cell_measurement_temperature 296(2) _exptl_crystal_description block _exptl_crystal_colour 'dark cyan' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_diffrn 1.402 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 0.929 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2000)' _exptl_absorpt_correction_T_min 0.8217 _exptl_absorpt_correction_T_max 0.8656 _exptl_special_details ; ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_type 'MoK\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Bruker SMART APEX CCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 6839 _diffrn_reflns_av_R_equivalents 0.0209 _diffrn_reflns_av_sigmaI/netI 0.0403 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.976 _diffrn_measured_fraction_theta_full 0.976 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _refine_special_details ; H atoms were positioned geometrically, with C---H = 0.93 and 0.96 \%A for aromatic and methyl H atoms, respectively, and constrained to ride on their parent atoms, with U~iso~(H) = xUeq(C), where x = 1.5 for methyl H and x = 1.2 for aromatic H atoms. The highest peak is located 1.10 \%A from atom Cl1. ; _reflns_number_total 4761 _reflns_number_gt 4002 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0404 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_gt 0.0850 _refine_ls_wR_factor_ref 0.0887 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_number_reflns 4761 _refine_ls_number_parameters 338 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0472P)^2^] 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 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.258 _refine_diff_density_min -0.390 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' 'Cl' 'Cl' 0.1484 0.1585 '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 'SMART (Bruker, 2000)' _computing_cell_refinement 'SAINT (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' 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 Ni Ni1 0.34978(3) 0.11803(2) 0.295182(19) 0.03252(11) Uani d . 1 . . Cl Cl1 0.43421(6) 0.11649(4) 0.47059(4) 0.03838(15) Uani d . 1 . . Cl Cl2 0.61388(7) 0.19661(5) 0.25662(5) 0.04710(16) Uani d . 1 . . O O1 0.3728(2) -0.11019(13) 0.29824(12) 0.0508(4) Uani d . 1 . . H H1 0.4028 -0.0694 0.3602 0.076 Uiso calc R 1 . . O O2 0.45576(19) 0.36884(13) 0.31744(15) 0.0519(4) Uani d . 1 . . H H2 0.5345 0.3509 0.3069 0.078 Uiso calc R 1 . . O O3 0.8381(3) 0.7143(2) 0.2311(2) 0.0984(8) Uani d . 1 . . N N1 0.3351(2) -0.04856(15) 0.23669(13) 0.0373(4) Uani d . 1 . . N N2 0.2672(2) 0.07731(16) 0.13055(14) 0.0380(4) Uani d . 1 . . N N3 0.3367(2) 0.27794(14) 0.33148(14) 0.0367(4) Uani d . 1 . . N N4 0.1224(2) 0.09447(14) 0.33492(13) 0.0327(4) Uani d . 1 . . C C1 0.2320(3) 0.1443(2) 0.07928(19) 0.0488(6) Uani d . 1 . . H H1A 0.2365 0.2169 0.1190 0.059 Uiso calc R 1 . . C C2 0.1888(3) 0.1112(2) -0.0308(2) 0.0579(7) Uani d . 1 . . H H2A 0.1652 0.1604 -0.0643 0.070 Uiso calc R 1 . . C C3 0.1820(3) 0.0046(3) -0.0884(2) 0.0629(8) Uani d . 1 . . H H3 0.1555 -0.0193 -0.1624 0.076 Uiso calc R 1 . . C C4 0.2143(3) -0.0681(2) -0.03703(18) 0.0527(6) Uani d . 1 . . H H4 0.2073 -0.1416 -0.0756 0.063 Uiso calc R 1 . . C C5 0.2575(3) -0.02919(19) 0.07348(17) 0.0395(5) Uani d . 1 . . C C6 0.2956(2) -0.10087(18) 0.13567(16) 0.0368(5) Uani d . 1 . . C C7 0.2878(3) -0.21931(19) 0.08362(17) 0.0416(5) Uani d . 1 . . C C8 0.1900(3) -0.3086(2) 0.1158(2) 0.0586(7) Uani d . 1 . . H H8 0.1293 -0.2939 0.1701 0.070 Uiso calc R 1 . . C C9 0.1835(4) -0.4189(2) 0.0668(2) 0.0736(9) Uani d . 1 . . H H9 0.1187 -0.4784 0.0887 0.088 Uiso calc R 1 . . C C10 0.2724(4) -0.4419(2) -0.0146(2) 0.0737(9) Uani d . 1 . . H H10 0.2667 -0.5166 -0.0476 0.088 Uiso calc R 1 . . C C11 0.3686(4) -0.3545(2) -0.0462(2) 0.0672(8) Uani d . 1 . . H H11 0.4291 -0.3699 -0.1006 0.081 Uiso calc R 1 . . C C12 0.3768(3) -0.2433(2) 0.00211(18) 0.0501(6) Uani d . 1 . . H H12 0.4424 -0.1843 -0.0202 0.060 Uiso calc R 1 . . C C13 0.0213(3) 0.00010(18) 0.34823(17) 0.0396(5) Uani d . 1 . . H H13 0.0474 -0.0661 0.3316 0.047 Uiso calc R 1 . . C C14 -0.1203(3) -0.0034(2) 0.38561(19) 0.0464(6) Uani d . 1 . . H H14 -0.1876 -0.0707 0.3942 0.056 Uiso calc R 1 . . C C15 -0.1606(3) 0.0934(2) 0.40997(18) 0.0463(6) Uani d . 1 . . H H15 -0.2558 0.0926 0.4349 0.056 Uiso calc R 1 . . C C16 -0.0576(3) 0.1920(2) 0.39698(17) 0.0413(5) Uani d . 1 . . H H16 -0.0826 0.2587 0.4129 0.050 Uiso calc R 1 . . C C17 0.0833(2) 0.19055(17) 0.36005(15) 0.0322(5) Uani d . 1 . . C C18 0.2045(2) 0.29384(17) 0.34868(16) 0.0348(5) Uani d . 1 . . C C19 0.1721(3) 0.40061(18) 0.35581(17) 0.0387(5) Uani d . 1 . . C C20 0.0436(3) 0.3987(2) 0.2929(2) 0.0516(6) Uani d . 1 . . H H20 -0.0242 0.3298 0.2481 0.062 Uiso calc R 1 . . C C21 0.0160(4) 0.4993(2) 0.2966(2) 0.0644(8) Uani d . 1 . . H H21 -0.0702 0.4977 0.2541 0.077 Uiso calc R 1 . . C C22 0.1154(4) 0.6011(2) 0.3627(2) 0.0652(8) Uani d . 1 . . H H22 0.0971 0.6684 0.3641 0.078 Uiso calc R 1 . . C C23 0.2412(4) 0.6044(2) 0.4266(2) 0.0614(7) Uani d . 1 . . H H23 0.3073 0.6736 0.4719 0.074 Uiso calc R 1 . . C C24 0.2703(3) 0.50456(19) 0.42393(19) 0.0496(6) Uani d . 1 . . H H24 0.3557 0.5070 0.4678 0.060 Uiso calc R 1 . . C C25 0.5679(5) 0.6853(5) 0.2243(3) 0.145(2) Uani d . 1 . . H H25A 0.5795 0.7050 0.1586 0.217 Uiso calc R 1 . . H H25B 0.5336 0.7397 0.2742 0.217 Uiso calc R 1 . . H H25C 0.4915 0.6106 0.2105 0.217 Uiso calc R 1 . . C C26 0.7191(4) 0.6861(2) 0.2698(2) 0.0583(7) Uani d . 1 . . C C27 0.7140(4) 0.6509(3) 0.3687(3) 0.0836(10) Uani d . 1 . . H H27A 0.8184 0.6597 0.3968 0.125 Uiso calc R 1 . . H H27B 0.6489 0.5724 0.3527 0.125 Uiso calc R 1 . . H H27C 0.6714 0.6975 0.4208 0.125 Uiso calc R 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 Ni1 0.03109(17) 0.04030(18) 0.02937(16) 0.01737(13) 0.00755(12) 0.00847(12) Cl1 0.0403(3) 0.0461(3) 0.0298(3) 0.0176(2) 0.0057(2) 0.0091(2) Cl2 0.0343(3) 0.0692(4) 0.0458(3) 0.0239(3) 0.0149(3) 0.0207(3) O1 0.0746(13) 0.0499(10) 0.0325(8) 0.0323(9) -0.0012(8) 0.0069(7) O2 0.0356(10) 0.0444(9) 0.0774(12) 0.0109(8) 0.0200(9) 0.0219(8) O3 0.0952(19) 0.0966(17) 0.1112(19) 0.0373(14) 0.0510(16) 0.0313(14) N1 0.0432(11) 0.0461(10) 0.0289(10) 0.0238(9) 0.0058(8) 0.0106(8) N2 0.0323(10) 0.0534(11) 0.0329(10) 0.0193(9) 0.0071(8) 0.0139(8) N3 0.0315(10) 0.0380(10) 0.0407(10) 0.0110(8) 0.0092(8) 0.0119(8) N4 0.0311(10) 0.0380(10) 0.0303(9) 0.0151(8) 0.0043(7) 0.0081(7) C1 0.0470(15) 0.0607(15) 0.0455(14) 0.0250(12) 0.0089(11) 0.0179(12) C2 0.0610(18) 0.0815(19) 0.0443(15) 0.0328(15) 0.0056(13) 0.0294(14) C3 0.0678(19) 0.093(2) 0.0307(13) 0.0324(16) 0.0005(12) 0.0163(14) C4 0.0563(17) 0.0718(17) 0.0315(12) 0.0300(14) 0.0017(11) 0.0081(12) C5 0.0318(12) 0.0545(14) 0.0316(12) 0.0171(11) 0.0052(9) 0.0085(10) C6 0.0321(12) 0.0482(13) 0.0306(11) 0.0163(10) 0.0076(9) 0.0081(10) C7 0.0412(14) 0.0467(13) 0.0305(12) 0.0147(11) -0.0003(10) 0.0016(10) C8 0.0563(17) 0.0578(17) 0.0501(15) 0.0099(13) 0.0131(13) 0.0068(12) C9 0.084(2) 0.0482(17) 0.069(2) 0.0041(15) 0.0085(17) 0.0073(14) C10 0.109(3) 0.0476(16) 0.0538(17) 0.0278(17) 0.0028(17) -0.0041(13) C11 0.094(2) 0.0696(19) 0.0435(15) 0.0437(18) 0.0186(15) 0.0057(13) C12 0.0602(17) 0.0531(15) 0.0385(13) 0.0252(13) 0.0129(12) 0.0076(11) C13 0.0404(13) 0.0410(12) 0.0396(12) 0.0156(11) 0.0067(10) 0.0130(10) C14 0.0387(14) 0.0510(14) 0.0494(14) 0.0098(11) 0.0110(11) 0.0198(11) C15 0.0319(13) 0.0618(15) 0.0475(14) 0.0174(11) 0.0137(11) 0.0165(12) C16 0.0348(13) 0.0499(14) 0.0420(13) 0.0215(11) 0.0093(10) 0.0088(10) C17 0.0311(12) 0.0379(11) 0.0268(10) 0.0131(9) 0.0026(9) 0.0064(8) C18 0.0328(12) 0.0382(11) 0.0319(11) 0.0141(10) 0.0039(9) 0.0053(9) C19 0.0379(13) 0.0387(12) 0.0421(12) 0.0174(10) 0.0123(10) 0.0098(10) C20 0.0562(16) 0.0506(14) 0.0491(14) 0.0266(13) -0.0020(12) 0.0073(11) C21 0.077(2) 0.0723(19) 0.0619(18) 0.0486(17) 0.0068(15) 0.0216(15) C22 0.086(2) 0.0531(17) 0.0743(19) 0.0423(16) 0.0262(17) 0.0230(15) C23 0.0629(19) 0.0396(14) 0.0752(19) 0.0170(13) 0.0205(15) 0.0050(13) C24 0.0458(15) 0.0444(14) 0.0553(15) 0.0162(11) 0.0096(12) 0.0077(11) C25 0.119(4) 0.261(6) 0.089(3) 0.113(4) 0.001(3) 0.051(3) C26 0.0649(19) 0.0529(16) 0.0536(16) 0.0272(14) 0.0089(15) 0.0010(12) C27 0.090(3) 0.101(2) 0.073(2) 0.049(2) 0.0144(18) 0.0263(18) _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 Ni1 N3 . 2.0344(18) y Ni1 N1 . 2.0418(18) y Ni1 N4 . 2.0879(17) y Ni1 N2 . 2.1188(17) y Ni1 Cl1 . 2.3944(6) y Ni1 Cl2 . 2.4153(7) y O1 N1 . 1.373(2) ? O1 H1 . 0.8200 ? O2 N3 . 1.383(2) ? O2 H2 . 0.8200 ? O3 C26 . 1.200(3) ? N1 C6 . 1.290(3) ? N2 C1 . 1.328(3) ? N2 C5 . 1.352(3) ? N3 C18 . 1.292(3) ? N4 C13 . 1.335(3) ? N4 C17 . 1.356(3) ? C1 C2 . 1.389(3) ? C1 H1A . 0.9300 ? C2 C3 . 1.363(4) ? C2 H2A . 0.9300 ? C3 C4 . 1.381(4) ? C3 H3 . 0.9300 ? C4 C5 . 1.392(3) ? C4 H4 . 0.9300 ? C5 C6 . 1.488(3) ? C6 C7 . 1.477(3) ? C7 C12 . 1.387(3) ? C7 C8 . 1.392(3) ? C8 C9 . 1.380(4) ? C8 H8 . 0.9300 ? C9 C10 . 1.382(4) ? C9 H9 . 0.9300 ? C10 C11 . 1.365(4) ? C10 H10 . 0.9300 ? C11 C12 . 1.384(3) ? C11 H11 . 0.9300 ? C12 H12 . 0.9300 ? C13 C14 . 1.379(3) ? C13 H13 . 0.9300 ? C14 C15 . 1.370(3) ? C14 H14 . 0.9300 ? C15 C16 . 1.381(3) ? C15 H15 . 0.9300 ? C16 C17 . 1.382(3) ? C16 H16 . 0.9300 ? C17 C18 . 1.486(3) ? C18 C19 . 1.477(3) ? C19 C20 . 1.386(3) ? C19 C24 . 1.393(3) ? C20 C21 . 1.386(3) ? C20 H20 . 0.9300 ? C21 C22 . 1.371(4) ? C21 H21 . 0.9300 ? C22 C23 . 1.367(4) ? C22 H22 . 0.9300 ? C23 C24 . 1.386(3) ? C23 H23 . 0.9300 ? C24 H24 . 0.9300 ? C25 C26 . 1.464(5) ? C25 H25A . 0.9600 ? C25 H25B . 0.9600 ? C25 H25C . 0.9600 ? C26 C27 . 1.477(4) ? C27 H27A . 0.9600 ? C27 H27B . 0.9600 ? C27 H27C . 0.9600 ? 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 N3 Ni1 N1 . . 170.18(7) y N3 Ni1 N4 . . 76.84(7) y N1 Ni1 N4 . . 99.25(7) y N3 Ni1 N2 . . 94.03(7) y N1 Ni1 N2 . . 76.92(7) y N4 Ni1 N2 . . 91.16(7) y N3 Ni1 Cl1 . . 99.43(5) y N1 Ni1 Cl1 . . 89.47(5) y N4 Ni1 Cl1 . . 89.49(5) y N2 Ni1 Cl1 . . 166.31(5) y N3 Ni1 Cl2 . . 87.94(5) y N1 Ni1 Cl2 . . 95.62(6) y N4 Ni1 Cl2 . . 164.76(5) y N2 Ni1 Cl2 . . 88.97(5) y Cl1 Ni1 Cl2 . . 93.97(2) y N1 O1 H1 . . 109.5 ? N3 O2 H2 . . 109.5 ? C6 N1 O1 . . 115.73(17) ? C6 N1 Ni1 . . 120.35(15) ? O1 N1 Ni1 . . 123.85(12) ? C1 N2 C5 . . 118.66(19) ? C1 N2 Ni1 . . 127.91(16) ? C5 N2 Ni1 . . 113.37(14) ? C18 N3 O2 . . 116.43(18) ? C18 N3 Ni1 . . 120.22(14) ? O2 N3 Ni1 . . 122.03(13) ? C13 N4 C17 . . 117.97(18) ? C13 N4 Ni1 . . 127.23(15) ? C17 N4 Ni1 . . 114.43(13) ? N2 C1 C2 . . 123.1(2) ? N2 C1 H1A . . 118.4 ? C2 C1 H1A . . 118.4 ? C3 C2 C1 . . 118.1(2) ? C3 C2 H2A . . 121.0 ? C1 C2 H2A . . 121.0 ? C2 C3 C4 . . 120.1(2) ? C2 C3 H3 . . 119.9 ? C4 C3 H3 . . 119.9 ? C3 C4 C5 . . 118.7(2) ? C3 C4 H4 . . 120.6 ? C5 C4 H4 . . 120.6 ? N2 C5 C4 . . 121.2(2) ? N2 C5 C6 . . 116.14(18) ? C4 C5 C6 . . 122.6(2) ? N1 C6 C7 . . 125.2(2) ? N1 C6 C5 . . 113.03(19) ? C7 C6 C5 . . 121.78(18) ? C12 C7 C8 . . 119.1(2) ? C12 C7 C6 . . 120.7(2) ? C8 C7 C6 . . 120.2(2) ? C9 C8 C7 . . 119.8(3) ? C9 C8 H8 . . 120.1 ? C7 C8 H8 . . 120.1 ? C8 C9 C10 . . 120.7(3) ? C8 C9 H9 . . 119.7 ? C10 C9 H9 . . 119.7 ? C11 C10 C9 . . 119.7(3) ? C11 C10 H10 . . 120.1 ? C9 C10 H10 . . 120.1 ? C10 C11 C12 . . 120.4(3) ? C10 C11 H11 . . 119.8 ? C12 C11 H11 . . 119.8 ? C11 C12 C7 . . 120.3(2) ? C11 C12 H12 . . 119.9 ? C7 C12 H12 . . 119.9 ? N4 C13 C14 . . 122.8(2) ? N4 C13 H13 . . 118.6 ? C14 C13 H13 . . 118.6 ? C15 C14 C13 . . 119.2(2) ? C15 C14 H14 . . 120.4 ? C13 C14 H14 . . 120.4 ? C14 C15 C16 . . 119.0(2) ? C14 C15 H15 . . 120.5 ? C16 C15 H15 . . 120.5 ? C15 C16 C17 . . 119.2(2) ? C15 C16 H16 . . 120.4 ? C17 C16 H16 . . 120.4 ? N4 C17 C16 . . 121.86(19) ? N4 C17 C18 . . 115.20(18) ? C16 C17 C18 . . 122.9(2) ? N3 C18 C19 . . 125.41(19) ? N3 C18 C17 . . 112.33(19) ? C19 C18 C17 . . 122.25(18) ? C20 C19 C24 . . 118.9(2) ? C20 C19 C18 . . 120.0(2) ? C24 C19 C18 . . 121.1(2) ? C19 C20 C21 . . 120.2(2) ? C19 C20 H20 . . 119.9 ? C21 C20 H20 . . 119.9 ? C22 C21 C20 . . 120.2(3) ? C22 C21 H21 . . 119.9 ? C20 C21 H21 . . 119.9 ? C23 C22 C21 . . 120.4(3) ? C23 C22 H22 . . 119.8 ? C21 C22 H22 . . 119.8 ? C22 C23 C24 . . 120.1(3) ? C22 C23 H23 . . 119.9 ? C24 C23 H23 . . 119.9 ? C23 C24 C19 . . 120.2(2) ? C23 C24 H24 . . 119.9 ? C19 C24 H24 . . 119.9 ? C26 C25 H25A . . 109.5 ? C26 C25 H25B . . 109.5 ? H25A C25 H25B . . 109.5 ? C26 C25 H25C . . 109.5 ? H25A C25 H25C . . 109.5 ? H25B C25 H25C . . 109.5 ? O3 C26 C25 . . 123.1(3) ? O3 C26 C27 . . 122.5(3) ? C25 C26 C27 . . 114.4(3) ? C26 C27 H27A . . 109.5 ? C26 C27 H27B . . 109.5 ? H27A C27 H27B . . 109.5 ? C26 C27 H27C . . 109.5 ? H27A C27 H27C . . 109.5 ? H27B C27 H27C . . 109.5 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N3 Ni1 N1 C6 . . . . 26.9(5) ? N4 Ni1 N1 C6 . . . . 92.66(17) ? N2 Ni1 N1 C6 . . . . 3.62(17) ? Cl1 Ni1 N1 C6 . . . . -177.94(17) ? Cl2 Ni1 N1 C6 . . . . -84.00(17) ? N3 Ni1 N1 O1 . . . . -156.4(4) ? N4 Ni1 N1 O1 . . . . -90.70(17) ? N2 Ni1 N1 O1 . . . . -179.74(18) ? Cl1 Ni1 N1 O1 . . . . -1.30(16) ? Cl2 Ni1 N1 O1 . . . . 92.64(16) ? N3 Ni1 N2 C1 . . . . 3.12(19) ? N1 Ni1 N2 C1 . . . . 179.2(2) ? N4 Ni1 N2 C1 . . . . 80.01(19) ? Cl1 Ni1 N2 C1 . . . . 172.62(17) ? Cl2 Ni1 N2 C1 . . . . -84.74(18) ? N3 Ni1 N2 C5 . . . . -179.93(15) ? N1 Ni1 N2 C5 . . . . -3.81(14) ? N4 Ni1 N2 C5 . . . . -103.04(15) ? Cl1 Ni1 N2 C5 . . . . -10.4(3) ? Cl2 Ni1 N2 C5 . . . . 92.21(14) ? N1 Ni1 N3 C18 . . . . 59.8(5) ? N4 Ni1 N3 C18 . . . . -7.67(16) ? N2 Ni1 N3 C18 . . . . 82.58(17) ? Cl1 Ni1 N3 C18 . . . . -94.92(16) ? Cl2 Ni1 N3 C18 . . . . 171.40(16) ? N1 Ni1 N3 O2 . . . . -106.6(4) ? N4 Ni1 N3 O2 . . . . -174.12(17) ? N2 Ni1 N3 O2 . . . . -83.87(16) ? Cl1 Ni1 N3 O2 . . . . 98.64(15) ? Cl2 Ni1 N3 O2 . . . . 4.95(15) ? N3 Ni1 N4 C13 . . . . -171.15(18) ? N1 Ni1 N4 C13 . . . . 18.03(18) ? N2 Ni1 N4 C13 . . . . 94.97(17) ? Cl1 Ni1 N4 C13 . . . . -71.35(16) ? Cl2 Ni1 N4 C13 . . . . -174.69(13) ? N3 Ni1 N4 C17 . . . . 1.61(13) ? N1 Ni1 N4 C17 . . . . -169.20(13) ? N2 Ni1 N4 C17 . . . . -92.26(14) ? Cl1 Ni1 N4 C17 . . . . 101.42(13) ? Cl2 Ni1 N4 C17 . . . . -1.9(3) ? C5 N2 C1 C2 . . . . -1.4(3) ? Ni1 N2 C1 C2 . . . . 175.42(19) ? N2 C1 C2 C3 . . . . 0.2(4) ? C1 C2 C3 C4 . . . . 1.3(4) ? C2 C3 C4 C5 . . . . -1.6(4) ? C1 N2 C5 C4 . . . . 1.1(3) ? Ni1 N2 C5 C4 . . . . -176.19(18) ? C1 N2 C5 C6 . . . . -178.99(19) ? Ni1 N2 C5 C6 . . . . 3.7(2) ? C3 C4 C5 N2 . . . . 0.4(4) ? C3 C4 C5 C6 . . . . -179.5(2) ? O1 N1 C6 C7 . . . . 0.3(3) ? Ni1 N1 C6 C7 . . . . 177.24(16) ? O1 N1 C6 C5 . . . . -179.56(17) ? Ni1 N1 C6 C5 . . . . -2.7(3) ? N2 C5 C6 N1 . . . . -0.9(3) ? C4 C5 C6 N1 . . . . 179.0(2) ? N2 C5 C6 C7 . . . . 179.2(2) ? C4 C5 C6 C7 . . . . -0.9(3) ? N1 C6 C7 C12 . . . . -121.8(3) ? C5 C6 C7 C12 . . . . 58.1(3) ? N1 C6 C7 C8 . . . . 58.4(3) ? C5 C6 C7 C8 . . . . -121.7(2) ? C12 C7 C8 C9 . . . . 0.2(4) ? C6 C7 C8 C9 . . . . -179.9(2) ? C7 C8 C9 C10 . . . . -0.4(5) ? C8 C9 C10 C11 . . . . 0.6(5) ? C9 C10 C11 C12 . . . . -0.5(5) ? C10 C11 C12 C7 . . . . 0.3(4) ? C8 C7 C12 C11 . . . . -0.2(4) ? C6 C7 C12 C11 . . . . -180.0(2) ? C17 N4 C13 C14 . . . . 0.4(3) ? Ni1 N4 C13 C14 . . . . 172.90(16) ? N4 C13 C14 C15 . . . . 0.3(3) ? C13 C14 C15 C16 . . . . -0.4(3) ? C14 C15 C16 C17 . . . . -0.1(3) ? C13 N4 C17 C16 . . . . -0.9(3) ? Ni1 N4 C17 C16 . . . . -174.40(16) ? C13 N4 C17 C18 . . . . 177.00(17) ? Ni1 N4 C17 C18 . . . . 3.5(2) ? C15 C16 C17 N4 . . . . 0.8(3) ? C15 C16 C17 C18 . . . . -176.94(19) ? O2 N3 C18 C19 . . . . -0.9(3) ? Ni1 N3 C18 C19 . . . . -168.04(16) ? O2 N3 C18 C17 . . . . 178.61(16) ? Ni1 N3 C18 C17 . . . . 11.4(2) ? N4 C17 C18 N3 . . . . -9.5(3) ? C16 C17 C18 N3 . . . . 168.4(2) ? N4 C17 C18 C19 . . . . 170.02(18) ? C16 C17 C18 C19 . . . . -12.1(3) ? N3 C18 C19 C20 . . . . 127.1(3) ? C17 C18 C19 C20 . . . . -52.4(3) ? N3 C18 C19 C24 . . . . -51.9(3) ? C17 C18 C19 C24 . . . . 128.6(2) ? C24 C19 C20 C21 . . . . 1.3(4) ? C18 C19 C20 C21 . . . . -177.7(2) ? C19 C20 C21 C22 . . . . -0.2(4) ? C20 C21 C22 C23 . . . . -0.9(4) ? C21 C22 C23 C24 . . . . 0.8(4) ? C22 C23 C24 C19 . . . . 0.3(4) ? C20 C19 C24 C23 . . . . -1.4(4) ? C18 C19 C24 C23 . . . . 177.6(2) ? 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 O2 H2 Cl2 . 0.82 2.27 2.9582(18) 142.0 O1 H1 Cl1 2_656 0.82 2.91 3.4612(16) 126.9 O1 H1 Cl1 . 0.82 2.37 3.0542(16) 141.1 data_global _journal_date_recd_electronic 2008-12-24 _journal_date_accepted 2008-12-25 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2009 _journal_volume 65 _journal_issue 2 _journal_page_first m155 _journal_page_last m155 _journal_paper_category QM _journal_coeditor_code AT2700 _publ_contact_author_name 'Jing-Zhou Yin' _publ_contact_author_address ; Jiangsu Key Laboratory for Chemistry of Low-dimensional Materials Department of Chemistry Huaiyin Teachers College Huai'an 223300 People's Republic of China ; _publ_contact_author_email 'liugx@live.com' _publ_contact_author_fax ? _publ_contact_author_phone ? _publ_section_title ; Dichloridobis(phenyl 2-pyridyl ketone oxime)nickel(II) acetone solvate ; loop_ _publ_author_name _publ_author_address 'Yin, Jing-Zhou' ; Jiangsu Key Laboratory for Chemistry of Low-dimensional Materials Department of Chemistry Huaiyin Teachers College Huai'an 223300 People's Republic of China ; 'Liu, Guang-Xiang' ; Anhui Key Laboratory of Functional Coordination Compounds School of Chemistry and Chemical Engineering Anqing Normal University Anqing 246003 People's Republic of China ;