# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Wen-Hua Sun' _publ_contact_author_email WHSUN@ICCAS.AC.CN _publ_section_title ; Synthesis of benzoxazolylpyridine nickel complexes and their efficient dimerization of ethylene to ?-butene ; loop_ _publ_author_name 'Wen-Hua Sun.' 'Rong Gao.' 'Xiang Hao.' 'Fosong Wang.' 'Liwei Xiao.' # Attachment 'B807604A.CIF' data_5 _database_code_depnum_ccdc_archive 'CCDC 686988' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [2-(2-benzooxazolyl)-6-methylpyridine]dichloronickel dimer ; _chemical_name_common '(2-(2-benzooxazolyl)-6-methylpyridine)dichloronickel dimer' _chemical_melting_point ? _chemical_formula_moiety 'C26 H20 Cl4 N4 Ni2 O2' _chemical_formula_sum 'C26 H20 Cl4 N4 Ni2 O2' _chemical_formula_weight 679.68 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.060(2) _cell_length_b 14.858(3) _cell_length_c 16.040(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2635.9(9) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 43092 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 27.43 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.713 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 1.868 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8352 _exptl_absorpt_correction_T_max 0.8352 _exptl_absorpt_process_details 'ABSCOR by T.Higashi 8 March, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku raxis Rapid IP Area Detector' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4306 _diffrn_reflns_av_R_equivalents 0.0160 _diffrn_reflns_av_sigmaI/netI 0.0397 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.54 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2307 _reflns_number_gt 1785 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rapid Auto(Rigaku 2001)' _computing_cell_refinement 'Rapid Auto(Rigaku 2001)' _computing_data_reduction 'Rapid Auto(Rigaku 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in Siemens SHELXTL (Sheldrick, 1994)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _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^)+(0.0274P)^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 2307 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0535 _refine_ls_R_factor_gt 0.0300 _refine_ls_wR_factor_ref 0.0609 _refine_ls_wR_factor_gt 0.0560 _refine_ls_goodness_of_fit_ref 0.978 _refine_ls_restrained_S_all 0.978 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni 0.86808(3) 0.04498(2) 0.457230(18) 0.02931(11) Uani 1 1 d . . . Cl2 Cl 1.03490(6) 0.09568(5) 0.54002(4) 0.03781(18) Uani 1 1 d . . . O1 O 0.89400(16) 0.09148(13) 0.20824(10) 0.0336(5) Uani 1 1 d . . . C7 C 0.7560(2) 0.00438(18) 0.29630(15) 0.0292(6) Uani 1 1 d . . . N1 N 0.73628(18) -0.01393(15) 0.37814(12) 0.0292(5) Uani 1 1 d . . . N2 N 0.92415(19) 0.09325(15) 0.34614(12) 0.0267(5) Uani 1 1 d . . . C5 C 0.9930(2) 0.14616(19) 0.22384(15) 0.0320(6) Uani 1 1 d . . . C40 C 1.0126(2) 0.14725(18) 0.30971(15) 0.0275(6) Uani 1 1 d . . . C6 C 0.8594(2) 0.06310(18) 0.28449(15) 0.0282(6) Uani 1 1 d . . . C1 C 1.1082(2) 0.19515(19) 0.34262(17) 0.0347(7) Uani 1 1 d . . . H1A H 1.1229 0.1965 0.3997 0.042 Uiso 1 1 calc R . . C2 C 1.1812(3) 0.2410(2) 0.28706(19) 0.0422(7) Uani 1 1 d . . . H2A H 1.2464 0.2740 0.3072 0.051 Uiso 1 1 calc R . . C8 C 0.6865(3) -0.02974(19) 0.23284(18) 0.0371(7) Uani 1 1 d . . . H8A H 0.7042 -0.0175 0.1773 0.044 Uiso 1 1 calc R . . C11 C 0.6435(2) -0.0665(2) 0.39843(18) 0.0373(7) Uani 1 1 d . . . C9 C 0.5888(3) -0.0833(2) 0.2549(2) 0.0469(8) Uani 1 1 d . . . H9A H 0.5386 -0.1072 0.2140 0.056 Uiso 1 1 calc R . . Cl1 Cl 0.73569(7) 0.13927(6) 0.51923(5) 0.0565(2) Uani 1 1 d . . . C4 C 1.0641(3) 0.1912(2) 0.16768(18) 0.0432(8) Uani 1 1 d . . . H4A H 1.0492 0.1897 0.1106 0.052 Uiso 1 1 calc R . . C3 C 1.1592(3) 0.2389(2) 0.20137(19) 0.0462(8) Uani 1 1 d . . . H3A H 1.2102 0.2707 0.1659 0.055 Uiso 1 1 calc R . . C10 C 0.5669(3) -0.1006(2) 0.3373(2) 0.0458(8) Uani 1 1 d . . . H10A H 0.5005 -0.1354 0.3526 0.055 Uiso 1 1 calc R . . C12 C 0.6260(3) -0.0904(2) 0.48907(19) 0.0590(10) Uani 1 1 d . . . H12A H 0.6870 -0.0612 0.5220 0.088 Uiso 1 1 calc R . . H12B H 0.6324 -0.1544 0.4959 0.088 Uiso 1 1 calc R . . H12C H 0.5475 -0.0707 0.5070 0.088 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 Ni 0.02848(19) 0.0369(2) 0.02253(17) -0.00104(16) -0.00076(14) 0.00080(17) Cl2 0.0416(4) 0.0358(4) 0.0360(4) -0.0049(3) -0.0120(3) 0.0015(3) O1 0.0380(11) 0.0402(12) 0.0226(9) 0.0004(9) -0.0010(8) -0.0001(10) C7 0.0286(14) 0.0290(15) 0.0300(13) -0.0036(12) -0.0050(12) 0.0047(13) N1 0.0261(11) 0.0316(13) 0.0298(12) 0.0004(10) -0.0022(10) -0.0002(11) N2 0.0265(12) 0.0296(13) 0.0240(11) -0.0009(10) -0.0019(9) -0.0002(11) C5 0.0345(15) 0.0303(16) 0.0312(15) 0.0007(12) 0.0011(12) 0.0045(14) C40 0.0271(14) 0.0267(15) 0.0289(14) -0.0016(12) 0.0036(11) 0.0041(13) C6 0.0314(14) 0.0298(16) 0.0232(13) -0.0007(11) 0.0014(11) 0.0069(13) C1 0.0348(16) 0.0327(17) 0.0365(15) -0.0002(13) 0.0013(13) 0.0020(14) C2 0.0389(16) 0.0331(18) 0.0547(19) -0.0011(15) 0.0042(15) -0.0018(15) C8 0.0420(17) 0.0349(19) 0.0344(15) -0.0061(13) -0.0099(13) 0.0033(16) C11 0.0304(15) 0.0365(18) 0.0450(16) 0.0035(14) -0.0010(13) -0.0005(14) C9 0.0434(19) 0.039(2) 0.058(2) -0.0104(16) -0.0234(16) 0.0007(16) Cl1 0.0472(5) 0.0763(6) 0.0461(4) -0.0201(4) -0.0016(4) 0.0217(5) C4 0.051(2) 0.047(2) 0.0314(16) 0.0053(15) 0.0084(14) -0.0004(17) C3 0.0500(19) 0.040(2) 0.0482(18) 0.0071(16) 0.0167(15) -0.0025(17) C10 0.0350(17) 0.0354(19) 0.067(2) 0.0017(17) -0.0099(15) -0.0081(15) C12 0.047(2) 0.074(3) 0.055(2) 0.0171(19) 0.0055(16) -0.019(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni N2 2.018(2) . ? Ni N1 2.121(2) . ? Ni Cl1 2.2574(9) . ? Ni Cl2 2.3497(9) 5_756 ? Ni Cl2 2.3948(8) . ? Cl2 Ni 2.3497(9) 5_756 ? O1 C6 1.349(3) . ? O1 C5 1.387(3) . ? C7 N1 1.358(3) . ? C7 C8 1.373(3) . ? C7 C6 1.450(4) . ? N1 C11 1.330(3) . ? N2 C6 1.301(3) . ? N2 C40 1.394(3) . ? C5 C4 1.370(4) . ? C5 C40 1.394(3) . ? C40 C1 1.380(4) . ? C1 C2 1.382(4) . ? C1 H1A 0.9300 . ? C2 C3 1.396(4) . ? C2 H2A 0.9300 . ? C8 C9 1.388(4) . ? C8 H8A 0.9300 . ? C11 C10 1.391(4) . ? C11 C12 1.509(4) . ? C9 C10 1.369(4) . ? C9 H9A 0.9300 . ? C4 C3 1.379(4) . ? C4 H4A 0.9300 . ? C3 H3A 0.9300 . ? C10 H10A 0.9300 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? 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 Ni N1 80.20(8) . . ? N2 Ni Cl1 111.57(7) . . ? N1 Ni Cl1 94.23(6) . . ? N2 Ni Cl2 101.09(7) . 5_756 ? N1 Ni Cl2 87.60(6) . 5_756 ? Cl1 Ni Cl2 147.14(3) . 5_756 ? N2 Ni Cl2 98.11(6) . . ? N1 Ni Cl2 172.21(6) . . ? Cl1 Ni Cl2 93.45(3) . . ? Cl2 Ni Cl2 85.27(3) 5_756 . ? Ni Cl2 Ni 94.73(3) 5_756 . ? C6 O1 C5 104.11(19) . . ? N1 C7 C8 123.5(3) . . ? N1 C7 C6 111.9(2) . . ? C8 C7 C6 124.5(2) . . ? C11 N1 C7 118.6(2) . . ? C11 N1 Ni 128.76(18) . . ? C7 N1 Ni 112.63(16) . . ? C6 N2 C40 105.4(2) . . ? C6 N2 Ni 112.31(17) . . ? C40 N2 Ni 142.22(17) . . ? C4 C5 O1 128.4(2) . . ? C4 C5 C40 123.7(3) . . ? O1 C5 C40 107.9(2) . . ? C1 C40 N2 132.4(2) . . ? C1 C40 C5 120.2(2) . . ? N2 C40 C5 107.4(2) . . ? N2 C6 O1 115.2(2) . . ? N2 C6 C7 122.8(2) . . ? O1 C6 C7 122.0(2) . . ? C40 C1 C2 117.1(3) . . ? C40 C1 H1A 121.5 . . ? C2 C1 H1A 121.5 . . ? C1 C2 C3 121.5(3) . . ? C1 C2 H2A 119.3 . . ? C3 C2 H2A 119.3 . . ? C7 C8 C9 117.3(3) . . ? C7 C8 H8A 121.3 . . ? C9 C8 H8A 121.3 . . ? N1 C11 C10 120.8(3) . . ? N1 C11 C12 118.2(2) . . ? C10 C11 C12 121.0(3) . . ? C10 C9 C8 119.5(3) . . ? C10 C9 H9A 120.3 . . ? C8 C9 H9A 120.3 . . ? C5 C4 C3 115.5(3) . . ? C5 C4 H4A 122.2 . . ? C3 C4 H4A 122.2 . . ? C4 C3 C2 122.0(3) . . ? C4 C3 H3A 119.0 . . ? C2 C3 H3A 119.0 . . ? C9 C10 C11 120.3(3) . . ? C9 C10 H10A 119.9 . . ? C11 C10 H10A 119.9 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Ni Cl2 Ni -100.55(7) . . . 5_756 ? N1 Ni Cl2 Ni -23.7(5) . . . 5_756 ? Cl1 Ni Cl2 Ni 147.07(3) . . . 5_756 ? Cl2 Ni Cl2 Ni 0.0 5_756 . . 5_756 ? C8 C7 N1 C11 -1.2(4) . . . . ? C6 C7 N1 C11 179.4(2) . . . . ? C8 C7 N1 Ni 176.8(2) . . . . ? C6 C7 N1 Ni -2.6(3) . . . . ? N2 Ni N1 C11 -179.3(2) . . . . ? Cl1 Ni N1 C11 -68.1(2) . . . . ? Cl2 Ni N1 C11 79.1(2) 5_756 . . . ? Cl2 Ni N1 C11 102.7(5) . . . . ? N2 Ni N1 C7 3.02(17) . . . . ? Cl1 Ni N1 C7 114.20(17) . . . . ? Cl2 Ni N1 C7 -98.67(17) 5_756 . . . ? Cl2 Ni N1 C7 -75.1(5) . . . . ? N1 Ni N2 C6 -2.76(18) . . . . ? Cl1 Ni N2 C6 -93.46(18) . . . . ? Cl2 Ni N2 C6 82.81(18) 5_756 . . . ? Cl2 Ni N2 C6 169.54(17) . . . . ? N1 Ni N2 C40 179.9(3) . . . . ? Cl1 Ni N2 C40 89.2(3) . . . . ? Cl2 Ni N2 C40 -94.5(3) 5_756 . . . ? Cl2 Ni N2 C40 -7.8(3) . . . . ? C6 O1 C5 C4 178.8(3) . . . . ? C6 O1 C5 C40 0.2(3) . . . . ? C6 N2 C40 C1 -178.2(3) . . . . ? Ni N2 C40 C1 -0.7(5) . . . . ? C6 N2 C40 C5 0.5(3) . . . . ? Ni N2 C40 C5 177.9(2) . . . . ? C4 C5 C40 C1 -0.3(4) . . . . ? O1 C5 C40 C1 178.4(2) . . . . ? C4 C5 C40 N2 -179.1(3) . . . . ? O1 C5 C40 N2 -0.4(3) . . . . ? C40 N2 C6 O1 -0.4(3) . . . . ? Ni N2 C6 O1 -178.67(16) . . . . ? C40 N2 C6 C7 -179.4(2) . . . . ? Ni N2 C6 C7 2.3(3) . . . . ? C5 O1 C6 N2 0.1(3) . . . . ? C5 O1 C6 C7 179.2(2) . . . . ? N1 C7 C6 N2 0.3(4) . . . . ? C8 C7 C6 N2 -179.1(3) . . . . ? N1 C7 C6 O1 -178.7(2) . . . . ? C8 C7 C6 O1 2.0(4) . . . . ? N2 C40 C1 C2 178.7(3) . . . . ? C5 C40 C1 C2 0.2(4) . . . . ? C40 C1 C2 C3 0.0(4) . . . . ? N1 C7 C8 C9 2.2(4) . . . . ? C6 C7 C8 C9 -178.5(3) . . . . ? C7 N1 C11 C10 -1.2(4) . . . . ? Ni N1 C11 C10 -178.8(2) . . . . ? C7 N1 C11 C12 176.9(3) . . . . ? Ni N1 C11 C12 -0.7(4) . . . . ? C7 C8 C9 C10 -0.8(4) . . . . ? O1 C5 C4 C3 -178.3(3) . . . . ? C40 C5 C4 C3 0.2(4) . . . . ? C5 C4 C3 C2 0.0(4) . . . . ? C1 C2 C3 C4 -0.1(5) . . . . ? C8 C9 C10 C11 -1.4(5) . . . . ? N1 C11 C10 C9 2.5(5) . . . . ? C12 C11 C10 C9 -175.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.327 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.057 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 686989' _audit_creation_method SHELXL-97 _chemical_name_systematic ; [2-(5-methyl-2-benzo[d]oxazole)-6-methylpyridin]dichloronickel ; _chemical_name_common (2-(5-methyl-2-benzo(d)oxazole)-6-methylpyridin)dichloronickel _chemical_melting_point ? _chemical_formula_moiety 'C16 H20 Cl2 N2 Ni O3' _chemical_formula_sum 'C16 H20 Cl2 N2 Ni O3' _chemical_formula_weight 417.95 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' _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 9.988(2) _cell_length_b 10.365(2) _cell_length_c 10.770(2) _cell_angle_alpha 83.24(3) _cell_angle_beta 64.24(3) _cell_angle_gamma 66.10(3) _cell_volume 915.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 25176 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 432 _exptl_absorpt_coefficient_mu 1.367 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8754 _exptl_absorpt_correction_T_max 0.8754 _exptl_absorpt_process_details 'ABSCOR by T.Higashi 8 March, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku raxis Rapid IP Area Detector' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5989 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0341 _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 -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3219 _reflns_number_gt 2961 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rapid Auto(Rigaku 2001)' _computing_cell_refinement 'Rapid Auto(Rigaku 2001)' _computing_data_reduction 'Rapid Auto(Rigaku 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in Siemens SHELXTL (Sheldrick, 1994)' _computing_publication_material 'SHELX97 (Sheldrick, 1997)' _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^)+(0.0371P)^2^+0.7931P] 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 3219 _refine_ls_number_parameters 225 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0438 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_ref 0.0888 _refine_ls_wR_factor_gt 0.0856 _refine_ls_goodness_of_fit_ref 1.171 _refine_ls_restrained_S_all 1.171 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.51631(4) 0.72995(3) 0.14865(3) 0.01691(12) Uani 1 1 d . . . Cl2 Cl 0.37336(8) 0.57914(7) 0.21925(6) 0.02240(17) Uani 1 1 d . . . Cl1 Cl 0.68146(8) 0.86100(7) 0.06146(7) 0.02262(17) Uani 1 1 d . . . O1 O 0.5066(2) 0.7366(2) 0.53419(19) 0.0233(4) Uani 1 1 d . . . N2 N 0.4514(3) 0.7925(2) 0.3493(2) 0.0184(5) Uani 1 1 d . . . N1 N 0.6984(3) 0.5544(2) 0.2001(2) 0.0193(5) Uani 1 1 d . . . C5 C 0.3927(3) 0.8749(3) 0.5586(3) 0.0227(6) Uani 1 1 d . . . C6 C 0.5349(3) 0.6983(3) 0.4062(3) 0.0197(6) Uani 1 1 d . . . C40 C 0.3566(3) 0.9113(3) 0.4452(3) 0.0186(6) Uani 1 1 d . . . C8 C 0.7308(3) 0.4539(3) 0.4051(3) 0.0249(6) Uani 1 1 d . . . H8 H 0.7001 0.4644 0.5013 0.030 Uiso 1 1 calc R . . C1 C 0.2506(3) 1.0468(3) 0.4403(3) 0.0216(6) Uani 1 1 d . . . H1 H 0.2236 1.0720 0.3639 0.026 Uiso 1 1 calc R . . C11 C 0.8180(3) 0.4358(3) 0.1249(3) 0.0238(6) Uani 1 1 d . . . C4 C 0.3284(4) 0.9683(3) 0.6709(3) 0.0289(7) Uani 1 1 d . . . H4 H 0.3536 0.9416 0.7481 0.035 Uiso 1 1 calc R . . C7 C 0.6599(3) 0.5621(3) 0.3368(3) 0.0192(6) Uani 1 1 d . . . C3 C 0.2252(3) 1.1025(3) 0.6632(3) 0.0290(7) Uani 1 1 d . . . H3 H 0.1785 1.1704 0.7379 0.035 Uiso 1 1 calc R . . C2 C 0.1850(3) 1.1447(3) 0.5504(3) 0.0251(6) Uani 1 1 d . . . C10 C 0.8940(4) 0.3218(3) 0.1864(3) 0.0301(7) Uani 1 1 d . . . H10 H 0.9776 0.2383 0.1313 0.036 Uiso 1 1 calc R . . C12 C 0.8701(4) 0.4299(3) -0.0283(3) 0.0338(7) Uani 1 1 d . . . H12C H 0.8038 0.5188 -0.0532 0.051 Uiso 1 1 calc R . . H12B H 0.8562 0.3510 -0.0558 0.051 Uiso 1 1 calc R . . H12A H 0.9842 0.4162 -0.0760 0.051 Uiso 1 1 calc R . . O5 O 0.5653(3) 0.6779(2) -0.0515(2) 0.0266(5) Uani 1 1 d . . . O6 O 0.3179(2) 0.9091(2) 0.1461(2) 0.0241(4) Uani 1 1 d . . . C80 C 0.0742(4) 1.2958(3) 0.5501(3) 0.0335(7) Uani 1 1 d . . . H80C H 0.0584 1.3083 0.4651 0.050 Uiso 1 1 calc R . . H80B H 0.1227 1.3595 0.5547 0.050 Uiso 1 1 calc R . . H80A H -0.0306 1.3180 0.6303 0.050 Uiso 1 1 calc R . . C50 C 0.6354(4) 0.7384(3) -0.1770(3) 0.0300(7) Uani 1 1 d . . . H50C H 0.6430 0.6905 -0.2545 0.045 Uiso 1 1 calc R . . H50B H 0.7439 0.7268 -0.1922 0.045 Uiso 1 1 calc R . . H50A H 0.5674 0.8393 -0.1703 0.045 Uiso 1 1 calc R . . C9 C 0.8490(4) 0.3291(3) 0.3264(3) 0.0312(7) Uani 1 1 d . . . H9 H 0.8980 0.2499 0.3689 0.037 Uiso 1 1 calc R . . C60 C 0.1735(5) 0.9055(4) 0.1554(6) 0.0692(15) Uani 1 1 d . . . H60C H 0.0995 1.0015 0.1510 0.104 Uiso 1 1 calc R . . H60B H 0.1219 0.8682 0.2430 0.104 Uiso 1 1 calc R . . H60A H 0.1993 0.8445 0.0784 0.104 Uiso 1 1 calc R . . H70B H 0.344(5) 0.963(4) 0.089(4) 0.044(11) Uiso 1 1 d . . . H70A H 0.566(4) 0.611(4) -0.071(3) 0.023(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01980(19) 0.0160(2) 0.01420(19) -0.00005(12) -0.00698(14) -0.00641(14) Cl2 0.0277(4) 0.0219(4) 0.0204(3) 0.0009(3) -0.0095(3) -0.0129(3) Cl1 0.0267(4) 0.0221(4) 0.0225(3) 0.0034(3) -0.0115(3) -0.0123(3) O1 0.0252(10) 0.0259(11) 0.0172(9) -0.0006(8) -0.0097(8) -0.0074(8) N2 0.0209(11) 0.0182(12) 0.0164(11) -0.0007(9) -0.0070(9) -0.0087(9) N1 0.0205(11) 0.0187(12) 0.0186(11) 0.0005(9) -0.0075(9) -0.0086(9) C5 0.0208(14) 0.0248(15) 0.0202(14) -0.0005(11) -0.0065(11) -0.0086(12) C6 0.0217(13) 0.0244(15) 0.0157(13) 0.0013(10) -0.0075(11) -0.0121(12) C40 0.0206(13) 0.0222(14) 0.0133(12) -0.0022(10) -0.0043(10) -0.0108(11) C8 0.0264(15) 0.0286(16) 0.0236(14) 0.0055(12) -0.0130(12) -0.0129(12) C1 0.0201(13) 0.0240(15) 0.0193(14) -0.0009(11) -0.0063(11) -0.0091(11) C11 0.0223(14) 0.0217(15) 0.0266(15) -0.0015(11) -0.0092(12) -0.0084(12) C4 0.0268(15) 0.0390(18) 0.0189(14) -0.0065(12) -0.0089(12) -0.0097(13) C7 0.0203(13) 0.0196(14) 0.0203(14) 0.0014(10) -0.0089(11) -0.0099(11) C3 0.0252(15) 0.0353(18) 0.0227(15) -0.0129(12) -0.0056(12) -0.0095(13) C2 0.0190(13) 0.0267(16) 0.0242(14) -0.0053(12) -0.0030(11) -0.0091(12) C10 0.0257(15) 0.0227(15) 0.0369(17) -0.0035(13) -0.0132(13) -0.0035(12) C12 0.0294(16) 0.0338(18) 0.0267(16) -0.0093(13) -0.0087(13) -0.0024(14) O5 0.0430(13) 0.0245(12) 0.0160(10) 0.0022(8) -0.0094(9) -0.0203(10) O6 0.0244(10) 0.0221(11) 0.0260(11) 0.0075(9) -0.0118(9) -0.0098(9) C80 0.0273(16) 0.0293(17) 0.0340(17) -0.0098(13) -0.0081(13) -0.0042(13) C50 0.0463(18) 0.0306(17) 0.0194(14) 0.0074(12) -0.0154(13) -0.0210(15) C9 0.0293(16) 0.0247(16) 0.0402(18) 0.0077(13) -0.0198(14) -0.0071(13) C60 0.034(2) 0.041(2) 0.141(5) 0.044(3) -0.048(3) -0.0212(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N2 2.070(2) . ? Ni1 O5 2.078(2) . ? Ni1 O6 2.104(2) . ? Ni1 N1 2.210(2) . ? Ni1 Cl1 2.3700(10) . ? Ni1 Cl2 2.3760(10) . ? O1 C6 1.355(3) . ? O1 C5 1.388(3) . ? N2 C6 1.292(4) . ? N2 C40 1.408(3) . ? N1 C11 1.341(4) . ? N1 C7 1.353(3) . ? C5 C4 1.381(4) . ? C5 C40 1.389(4) . ? C6 C7 1.455(4) . ? C40 C1 1.386(4) . ? C8 C7 1.384(4) . ? C8 C9 1.392(4) . ? C8 H8 0.9500 . ? C1 C2 1.391(4) . ? C1 H1 0.9500 . ? C11 C10 1.392(4) . ? C11 C12 1.499(4) . ? C4 C3 1.375(4) . ? C4 H4 0.9500 . ? C3 C2 1.409(4) . ? C3 H3 0.9500 . ? C2 C80 1.509(4) . ? C10 C9 1.375(4) . ? C10 H10 0.9500 . ? C12 H12C 0.9800 . ? C12 H12B 0.9800 . ? C12 H12A 0.9800 . ? O5 C50 1.430(3) . ? O5 H70A 0.75(3) . ? O6 C60 1.418(4) . ? O6 H70B 0.81(4) . ? C80 H80C 0.9800 . ? C80 H80B 0.9800 . ? C80 H80A 0.9800 . ? C50 H50C 0.9800 . ? C50 H50B 0.9800 . ? C50 H50A 0.9800 . ? C9 H9 0.9500 . ? C60 H60C 0.9800 . ? C60 H60B 0.9800 . ? C60 H60A 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 O5 175.85(9) . . ? N2 Ni1 O6 89.50(9) . . ? O5 Ni1 O6 86.45(9) . . ? N2 Ni1 N1 78.31(9) . . ? O5 Ni1 N1 105.69(9) . . ? O6 Ni1 N1 167.52(8) . . ? N2 Ni1 Cl1 90.65(7) . . ? O5 Ni1 Cl1 90.27(7) . . ? O6 Ni1 Cl1 89.89(7) . . ? N1 Ni1 Cl1 92.88(7) . . ? N2 Ni1 Cl2 93.53(7) . . ? O5 Ni1 Cl2 85.87(7) . . ? O6 Ni1 Cl2 94.36(7) . . ? N1 Ni1 Cl2 83.85(6) . . ? Cl1 Ni1 Cl2 174.06(3) . . ? C6 O1 C5 103.4(2) . . ? C6 N2 C40 105.2(2) . . ? C6 N2 Ni1 112.79(18) . . ? C40 N2 Ni1 141.55(18) . . ? C11 N1 C7 117.6(2) . . ? C11 N1 Ni1 130.24(19) . . ? C7 N1 Ni1 111.04(17) . . ? C4 C5 O1 128.0(3) . . ? C4 C5 C40 123.3(3) . . ? O1 C5 C40 108.6(2) . . ? N2 C6 O1 115.8(2) . . ? N2 C6 C7 123.4(2) . . ? O1 C6 C7 120.7(2) . . ? C1 C40 C5 120.4(2) . . ? C1 C40 N2 132.5(2) . . ? C5 C40 N2 106.9(2) . . ? C7 C8 C9 116.9(3) . . ? C7 C8 H8 121.5 . . ? C9 C8 H8 121.5 . . ? C40 C1 C2 118.1(3) . . ? C40 C1 H1 121.0 . . ? C2 C1 H1 121.0 . . ? N1 C11 C10 121.2(3) . . ? N1 C11 C12 118.2(3) . . ? C10 C11 C12 120.7(3) . . ? C3 C4 C5 115.3(3) . . ? C3 C4 H4 122.3 . . ? C5 C4 H4 122.3 . . ? N1 C7 C8 124.5(2) . . ? N1 C7 C6 112.7(2) . . ? C8 C7 C6 122.7(2) . . ? C4 C3 C2 123.5(3) . . ? C4 C3 H3 118.2 . . ? C2 C3 H3 118.2 . . ? C1 C2 C3 119.3(3) . . ? C1 C2 C80 121.3(3) . . ? C3 C2 C80 119.4(3) . . ? C9 C10 C11 120.5(3) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C11 C12 H12C 109.5 . . ? C11 C12 H12B 109.5 . . ? H12C C12 H12B 109.5 . . ? C11 C12 H12A 109.5 . . ? H12C C12 H12A 109.5 . . ? H12B C12 H12A 109.5 . . ? C50 O5 Ni1 129.05(19) . . ? C50 O5 H70A 107(3) . . ? Ni1 O5 H70A 123(3) . . ? C60 O6 Ni1 124.4(2) . . ? C60 O6 H70B 110(3) . . ? Ni1 O6 H70B 113(3) . . ? C2 C80 H80C 109.5 . . ? C2 C80 H80B 109.5 . . ? H80C C80 H80B 109.5 . . ? C2 C80 H80A 109.5 . . ? H80C C80 H80A 109.5 . . ? H80B C80 H80A 109.5 . . ? O5 C50 H50C 109.5 . . ? O5 C50 H50B 109.5 . . ? H50C C50 H50B 109.5 . . ? O5 C50 H50A 109.5 . . ? H50C C50 H50A 109.5 . . ? H50B C50 H50A 109.5 . . ? C10 C9 C8 119.2(3) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? O6 C60 H60C 109.5 . . ? O6 C60 H60B 109.5 . . ? H60C C60 H60B 109.5 . . ? O6 C60 H60A 109.5 . . ? H60C C60 H60A 109.5 . . ? H60B C60 H60A 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Ni1 N2 C6 159.1(11) . . . . ? O6 Ni1 N2 C6 171.9(2) . . . . ? N1 Ni1 N2 C6 -5.38(19) . . . . ? Cl1 Ni1 N2 C6 -98.18(19) . . . . ? Cl2 Ni1 N2 C6 77.59(19) . . . . ? O5 Ni1 N2 C40 -30.3(13) . . . . ? O6 Ni1 N2 C40 -17.5(3) . . . . ? N1 Ni1 N2 C40 165.1(3) . . . . ? Cl1 Ni1 N2 C40 72.3(3) . . . . ? Cl2 Ni1 N2 C40 -111.9(3) . . . . ? N2 Ni1 N1 C11 178.5(3) . . . . ? O5 Ni1 N1 C11 -0.4(3) . . . . ? O6 Ni1 N1 C11 165.9(3) . . . . ? Cl1 Ni1 N1 C11 -91.5(2) . . . . ? Cl2 Ni1 N1 C11 83.6(2) . . . . ? N2 Ni1 N1 C7 10.92(17) . . . . ? O5 Ni1 N1 C7 -167.92(17) . . . . ? O6 Ni1 N1 C7 -1.6(5) . . . . ? Cl1 Ni1 N1 C7 100.99(17) . . . . ? Cl2 Ni1 N1 C7 -83.98(17) . . . . ? C6 O1 C5 C4 -175.6(3) . . . . ? C6 O1 C5 C40 1.1(3) . . . . ? C40 N2 C6 O1 1.5(3) . . . . ? Ni1 N2 C6 O1 175.39(17) . . . . ? C40 N2 C6 C7 -174.6(2) . . . . ? Ni1 N2 C6 C7 -0.7(3) . . . . ? C5 O1 C6 N2 -1.6(3) . . . . ? C5 O1 C6 C7 174.6(2) . . . . ? C4 C5 C40 C1 -0.3(4) . . . . ? O1 C5 C40 C1 -177.2(2) . . . . ? C4 C5 C40 N2 176.6(3) . . . . ? O1 C5 C40 N2 -0.3(3) . . . . ? C6 N2 C40 C1 175.7(3) . . . . ? Ni1 N2 C40 C1 4.8(5) . . . . ? C6 N2 C40 C5 -0.7(3) . . . . ? Ni1 N2 C40 C5 -171.6(2) . . . . ? C5 C40 C1 C2 1.2(4) . . . . ? N2 C40 C1 C2 -174.8(3) . . . . ? C7 N1 C11 C10 3.3(4) . . . . ? Ni1 N1 C11 C10 -163.6(2) . . . . ? C7 N1 C11 C12 -175.6(3) . . . . ? Ni1 N1 C11 C12 17.5(4) . . . . ? O1 C5 C4 C3 175.8(3) . . . . ? C40 C5 C4 C3 -0.5(4) . . . . ? C11 N1 C7 C8 -2.8(4) . . . . ? Ni1 N1 C7 C8 166.5(2) . . . . ? C11 N1 C7 C6 176.8(2) . . . . ? Ni1 N1 C7 C6 -13.9(3) . . . . ? C9 C8 C7 N1 -0.4(4) . . . . ? C9 C8 C7 C6 -179.9(3) . . . . ? N2 C6 C7 N1 10.6(4) . . . . ? O1 C6 C7 N1 -165.2(2) . . . . ? N2 C6 C7 C8 -169.7(3) . . . . ? O1 C6 C7 C8 14.4(4) . . . . ? C5 C4 C3 C2 0.3(5) . . . . ? C40 C1 C2 C3 -1.3(4) . . . . ? C40 C1 C2 C80 177.4(3) . . . . ? C4 C3 C2 C1 0.6(5) . . . . ? C4 C3 C2 C80 -178.2(3) . . . . ? N1 C11 C10 C9 -0.8(5) . . . . ? C12 C11 C10 C9 178.1(3) . . . . ? N2 Ni1 O5 C50 88.5(12) . . . . ? O6 Ni1 O5 C50 75.7(2) . . . . ? N1 Ni1 O5 C50 -107.3(2) . . . . ? Cl1 Ni1 O5 C50 -14.2(2) . . . . ? Cl2 Ni1 O5 C50 170.3(2) . . . . ? N2 Ni1 O6 C60 -105.4(3) . . . . ? O5 Ni1 O6 C60 73.7(3) . . . . ? N1 Ni1 O6 C60 -93.1(5) . . . . ? Cl1 Ni1 O6 C60 164.0(3) . . . . ? Cl2 Ni1 O6 C60 -11.9(3) . . . . ? C11 C10 C9 C8 -2.5(5) . . . . ? C7 C8 C9 C10 3.0(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.492 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.083 #===END