#Supplementary Material (ESI) for Dalton Transactions #This journal is (c) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Youhei Yamamoto' 'Takayoshi Suzuki' 'Sumio Kaizaki' _publ_contact_author_name 'Dr Sumio Kaizaki' _publ_contact_author_address ; Department of Chemistry, Graduate School of Science Osaka University Toyonaka 560-0043 JAPAN ; _publ_contact_author_email 'KAIZAKI@CHEM.SCI.OSAKA-U.AC.JP' _publ_section_title ; Syntheses, structures, magnetic, and spectroscopic properties of cobalt (II), nickel (II) and zinc (II) complexes containing 2-(6-methyl)-pyridyl-substituted nitronyl and imino nitroxides ; data_CoNITmpy _database_code_CSD 167810 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dichloro(2-(2-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide)cobalt( II) ; _chemical_name_common '[CoCl~2~(NITmepy)]' _chemical_melting_point ? _chemical_formula_moiety '(Co Cl2 (C13 H18 N3 O2))' _chemical_formula_sum 'C13 H18 Cl2 Co N3 O2' _chemical_formula_weight 378.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Co' 'Co' 0.3494 0.9721 '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' '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 7.361(3) _cell_length_b 19.112(2) _cell_length_c 11.851(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.09(2) _cell_angle_gamma 90.00 _cell_volume 1660.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.7 _cell_measurement_theta_max 15.0 _exptl_crystal_description 'column' _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.512 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 1.361 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.938 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_special_details ? _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.22 _diffrn_reflns_number 5203 _diffrn_reflns_av_R_equivalents 0.041 _diffrn_reflns_av_sigmaI/netI 0.0860 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 30.02 _reflns_number_total 5203 _reflns_number_gt 2657 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP' _computing_publication_material 'SHELXL-97 (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^)+(0.0478P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.025(19) _refine_ls_number_reflns 5203 _refine_ls_number_parameters 387 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1343 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.1101 _refine_ls_wR_factor_gt 0.0863 _refine_ls_goodness_of_fit_ref 0.958 _refine_ls_restrained_S_all 0.958 _refine_ls_shift/su_max 0.170 _refine_ls_shift/su_mean 0.004 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 Co1 Co 0.5000 0.03834(4) 0.5000 0.04343(19) Uani 1 1 d . . . Co2 Co -0.03110(18) 0.33345(4) 0.15842(9) 0.0583(3) Uani 1 1 d . . . Cl1 Cl 0.2470(3) 0.01931(9) 0.58266(17) 0.0668(5) Uani 1 1 d . . . Cl2 Cl 0.6584(3) -0.05050(9) 0.44088(15) 0.0724(5) Uani 1 1 d . . . Cl21 Cl -0.3084(4) 0.37771(12) 0.1470(3) 0.1148(9) Uani 1 1 d . . . Cl22 Cl 0.1262(5) 0.32636(15) 0.0095(2) 0.1206(10) Uani 1 1 d . . . O1 O 0.6712(6) 0.0909(2) 0.6066(3) 0.0475(9) Uani 1 1 d . . . O2 O 0.3770(8) 0.3037(2) 0.5824(4) 0.0742(14) Uani 1 1 d . . . O21 O 0.1326(7) 0.3831(2) 0.2734(4) 0.0630(13) Uani 1 1 d . . . O22 O -0.1435(9) 0.3124(2) 0.5879(4) 0.0820(17) Uani 1 1 d . . . N1 N 0.6004(6) 0.1500(2) 0.6353(4) 0.0401(10) Uani 1 1 d . . . N2 N 0.4617(7) 0.2505(2) 0.6235(4) 0.0464(12) Uani 1 1 d . . . N3 N 0.4570(7) 0.1248(2) 0.3960(4) 0.0412(11) Uani 1 1 d . . . N21 N 0.0714(7) 0.3833(2) 0.3728(4) 0.0453(11) Uani 1 1 d . . . N22 N -0.0588(7) 0.3499(2) 0.5207(4) 0.0489(12) Uani 1 1 d . . . N23 N -0.0517(7) 0.2486(2) 0.2658(4) 0.0430(11) Uani 1 1 d . . . C1 C 0.5208(8) 0.1962(3) 0.5621(4) 0.0386(13) Uani 1 1 d . . . C2 C 0.6169(8) 0.1741(3) 0.7553(4) 0.0419(13) Uani 1 1 d . . . C3 C 0.4789(9) 0.2361(3) 0.7498(5) 0.0480(14) Uani 1 1 d . . . C4 C 0.8164(9) 0.1948(4) 0.7819(5) 0.0570(16) Uani 1 1 d . . . H4A H 0.8932 0.1561 0.7658 0.070 Uiso 1 1 calc R . . H4B H 0.8375 0.2070 0.8605 0.070 Uiso 1 1 calc R . . H4C H 0.8439 0.2341 0.7361 0.070 Uiso 1 1 calc R . . C5 C 0.5699(10) 0.1136(3) 0.8318(5) 0.0572(16) Uani 1 1 d . . . H5A H 0.4554 0.0934 0.8034 0.074 Uiso 1 1 calc R . . H5B H 0.5611 0.1306 0.9073 0.074 Uiso 1 1 calc R . . H5C H 0.6637 0.0786 0.8328 0.074 Uiso 1 1 calc R . . C6 C 0.5444(12) 0.3016(4) 0.8133(6) 0.076(2) Uani 1 1 d . . . H6A H 0.5501 0.2930 0.8933 0.090 Uiso 1 1 calc R . . H6B H 0.4611 0.3393 0.7941 0.090 Uiso 1 1 calc R . . H6C H 0.6634 0.3139 0.7926 0.090 Uiso 1 1 calc R . . C7 C 0.2859(10) 0.2151(4) 0.7747(6) 0.071(2) Uani 1 1 d . . . H7A H 0.2029 0.2525 0.7534 0.087 Uiso 1 1 calc R . . H7B H 0.2839 0.2057 0.8542 0.087 Uiso 1 1 calc R . . H7C H 0.2497 0.1738 0.7322 0.087 Uiso 1 1 calc R . . C8 C 0.4888(8) 0.1906(3) 0.4382(4) 0.0412(13) Uani 1 1 d . . . C9 C 0.4822(9) 0.2494(3) 0.3714(6) 0.0530(16) Uani 1 1 d . . . H9 H 0.5065 0.2935 0.4022 0.062 Uiso 1 1 calc R . . C10 C 0.4372(10) 0.2402(4) 0.2548(6) 0.066(2) Uani 1 1 d . . . H10 H 0.4335 0.2785 0.2063 0.080 Uiso 1 1 calc R . . C11 C 0.3996(10) 0.1760(4) 0.2138(5) 0.0583(18) Uani 1 1 d . . . H11 H 0.3656 0.1704 0.1369 0.069 Uiso 1 1 calc R . . C12 C 0.4107(8) 0.1169(3) 0.2850(5) 0.0480(15) Uani 1 1 d . . . C13 C 0.3676(11) 0.0464(4) 0.2407(5) 0.068(2) Uani 1 1 d . . . H13A H 0.2722 0.0263 0.2805 0.083 Uiso 1 1 calc R . . H13B H 0.4744 0.0174 0.2511 0.083 Uiso 1 1 calc R . . H13C H 0.3281 0.0493 0.1614 0.083 Uiso 1 1 calc R . . C21 C -0.0004(8) 0.3292(3) 0.4234(4) 0.0395(12) Uani 1 1 d . . . C22 C 0.0787(10) 0.4494(3) 0.4432(6) 0.0551(17) Uani 1 1 d . . . C23 C -0.0345(10) 0.4274(3) 0.5425(5) 0.0521(15) Uani 1 1 d . . . C24 C 0.2821(10) 0.4610(4) 0.4775(7) 0.075(2) Uani 1 1 d . . . H24A H 0.3301 0.4218 0.5210 0.091 Uiso 1 1 calc R . . H24B H 0.2978 0.5028 0.5223 0.091 Uiso 1 1 calc R . . H24C H 0.3460 0.4658 0.4107 0.091 Uiso 1 1 calc R . . C25 C 0.0018(13) 0.5088(4) 0.3710(7) 0.086(3) Uani 1 1 d . . . H25A H -0.0038 0.5501 0.4166 0.108 Uiso 1 1 calc R . . H25B H -0.1186 0.4968 0.3391 0.108 Uiso 1 1 calc R . . H25C H 0.0786 0.5174 0.3111 0.108 Uiso 1 1 calc R . . C26 C 0.0662(15) 0.4357(4) 0.6580(6) 0.098(3) Uani 1 1 d . . . H26A H -0.0123 0.4226 0.7149 0.114 Uiso 1 1 calc R . . H26B H 0.1028 0.4836 0.6689 0.114 Uiso 1 1 calc R . . H26C H 0.1722 0.4062 0.6636 0.114 Uiso 1 1 calc R . . C27 C -0.2238(13) 0.4568(5) 0.5362(10) 0.115(4) Uani 1 1 d . . . H27A H -0.2181 0.5060 0.5521 0.134 Uiso 1 1 calc R . . H27B H -0.2918 0.4337 0.5909 0.134 Uiso 1 1 calc R . . H27C H -0.2828 0.4494 0.4616 0.134 Uiso 1 1 calc R . . C28 C -0.0200(7) 0.2566(3) 0.3795(5) 0.0391(12) Uani 1 1 d . . . C29 C -0.0126(8) 0.2007(3) 0.4533(5) 0.0478(14) Uani 1 1 d . . . H29 H 0.0139 0.2074 0.5307 0.058 Uiso 1 1 calc R . . C30 C -0.0455(9) 0.1343(3) 0.4095(5) 0.0496(14) Uani 1 1 d . . . H30 H -0.0391 0.0955 0.4571 0.060 Uiso 1 1 calc R . . C31 C -0.0869(9) 0.1263(3) 0.2971(5) 0.0499(15) Uani 1 1 d . . . H31 H -0.1139 0.0820 0.2676 0.061 Uiso 1 1 calc R . . C32 C -0.0895(9) 0.1839(3) 0.2245(5) 0.0475(14) Uani 1 1 d . . . C33 C -0.1362(14) 0.1770(4) 0.0994(5) 0.076(2) Uani 1 1 d . . . H33A H -0.2105 0.2159 0.0726 0.096 Uiso 1 1 calc R . . H33B H -0.2019 0.1342 0.0838 0.096 Uiso 1 1 calc R . . H33C H -0.0261 0.1765 0.0616 0.096 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 Co1 0.0519(5) 0.0382(4) 0.0402(4) 0.0000(3) 0.0042(3) 0.0051(4) Co2 0.0822(7) 0.0500(5) 0.0425(4) 0.0062(4) 0.0049(4) -0.0062(5) Cl1 0.0602(10) 0.0678(11) 0.0743(11) 0.0219(9) 0.0167(9) 0.0059(9) Cl2 0.0851(13) 0.0672(11) 0.0644(10) -0.0186(8) 0.0037(9) 0.0291(10) Cl21 0.0855(16) 0.0644(12) 0.192(3) 0.0578(15) -0.0032(17) 0.0041(12) Cl22 0.171(3) 0.136(2) 0.0622(12) -0.0140(14) 0.0509(16) -0.033(2) O1 0.053(2) 0.043(2) 0.045(2) -0.0007(17) -0.0028(18) 0.0132(19) O2 0.100(4) 0.046(2) 0.074(3) 0.005(2) -0.007(3) 0.024(3) O21 0.082(3) 0.059(3) 0.051(2) -0.005(2) 0.023(2) -0.028(2) O22 0.138(5) 0.058(3) 0.056(3) -0.005(2) 0.041(3) -0.028(3) N1 0.041(3) 0.039(2) 0.041(2) 0.0005(19) 0.004(2) 0.001(2) N2 0.059(3) 0.035(2) 0.045(3) 0.0026(19) 0.003(2) 0.005(2) N3 0.040(3) 0.049(3) 0.034(2) 0.000(2) 0.002(2) -0.003(2) N21 0.053(3) 0.041(3) 0.042(3) 0.001(2) 0.001(2) -0.010(2) N22 0.062(3) 0.040(3) 0.046(3) -0.006(2) 0.010(2) -0.008(2) N23 0.058(3) 0.035(2) 0.036(2) -0.0021(18) 0.002(2) -0.005(2) C1 0.041(3) 0.033(3) 0.041(3) -0.003(2) 0.002(3) -0.001(3) C2 0.047(3) 0.044(3) 0.036(3) -0.001(2) 0.005(2) -0.007(3) C3 0.056(4) 0.042(3) 0.046(3) -0.008(3) 0.005(3) -0.002(3) C4 0.053(4) 0.070(4) 0.047(3) 0.000(3) 0.000(3) -0.010(3) C5 0.072(5) 0.055(4) 0.045(3) 0.009(3) 0.010(3) 0.000(3) C6 0.094(6) 0.063(4) 0.071(5) -0.030(4) 0.003(4) 0.000(4) C7 0.058(4) 0.081(5) 0.077(5) -0.003(4) 0.018(4) 0.006(4) C8 0.038(3) 0.048(3) 0.037(3) 0.003(2) -0.002(2) 0.006(3) C9 0.051(4) 0.043(3) 0.063(4) 0.017(3) -0.001(3) -0.005(3) C10 0.068(5) 0.073(5) 0.058(4) 0.033(4) 0.004(4) -0.001(4) C11 0.063(4) 0.079(5) 0.030(3) 0.014(3) -0.008(3) -0.008(4) C12 0.035(3) 0.071(4) 0.038(3) 0.006(3) 0.000(2) 0.000(3) C13 0.072(5) 0.086(5) 0.044(4) -0.012(3) -0.011(3) 0.001(4) C21 0.046(3) 0.035(3) 0.038(3) 0.003(2) 0.003(2) -0.007(3) C22 0.065(4) 0.033(3) 0.068(4) -0.003(3) 0.011(4) -0.001(3) C23 0.063(4) 0.039(3) 0.055(3) -0.007(3) 0.010(3) -0.004(3) C24 0.070(5) 0.060(4) 0.094(6) -0.021(4) 0.004(4) -0.020(4) C25 0.119(8) 0.050(4) 0.089(6) 0.010(4) 0.005(5) 0.014(5) C26 0.158(9) 0.074(5) 0.057(4) -0.018(4) -0.014(5) -0.038(6) C27 0.083(7) 0.090(7) 0.181(11) 0.028(7) 0.064(7) 0.026(5) C28 0.037(3) 0.037(3) 0.043(3) -0.001(2) 0.001(2) 0.000(2) C29 0.042(3) 0.051(3) 0.049(3) 0.010(3) -0.004(3) -0.005(3) C30 0.050(4) 0.035(3) 0.063(4) 0.012(3) 0.000(3) -0.003(3) C31 0.048(4) 0.036(3) 0.065(4) -0.004(3) 0.000(3) 0.005(3) C32 0.048(3) 0.042(3) 0.051(3) 0.000(3) -0.005(3) 0.001(3) C33 0.124(7) 0.057(4) 0.043(3) -0.014(3) -0.004(4) -0.005(4) _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 Co1 O1 1.977(4) . ? Co1 N3 2.070(5) . ? Co1 Cl2 2.2087(18) . ? Co1 Cl1 2.210(2) . ? Co2 O21 1.979(5) . ? Co2 N23 2.075(4) . ? Co2 Cl22 2.200(2) . ? Co2 Cl21 2.203(3) . ? O1 N1 1.303(5) . ? O2 N2 1.268(6) . ? O21 N21 1.298(6) . ? O22 N22 1.274(6) . ? N1 C1 1.336(7) . ? N1 C2 1.490(7) . ? N2 C1 1.360(7) . ? N2 C3 1.516(7) . ? N3 C12 1.338(7) . ? N3 C8 1.365(7) . ? N21 C21 1.328(7) . ? N21 C22 1.512(7) . ? N22 C21 1.327(7) . ? N22 C23 1.512(7) . ? N23 C28 1.355(7) . ? N23 C32 1.349(7) . ? C1 C8 1.470(6) . ? C2 C4 1.525(9) . ? C2 C5 1.529(8) . ? C2 C3 1.558(8) . ? C3 C6 1.517(8) . ? C3 C7 1.531(9) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.372(8) . ? C9 C10 1.403(9) . ? C9 H9 0.9300 . ? C10 C11 1.339(10) . ? C10 H10 0.9300 . ? C11 C12 1.409(9) . ? C11 H11 0.9300 . ? C12 C13 1.471(9) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C21 C28 1.484(7) . ? C22 C25 1.501(10) . ? C22 C24 1.532(10) . ? C22 C23 1.559(9) . ? C23 C27 1.497(11) . ? C23 C26 1.506(9) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.379(7) . ? C29 C30 1.384(8) . ? C29 H29 0.9300 . ? C30 C31 1.348(8) . ? C30 H30 0.9300 . ? C31 C32 1.397(8) . ? C31 H31 0.9300 . ? C32 C33 1.497(8) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 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 O1 Co1 N3 91.72(17) . . ? O1 Co1 Cl2 105.57(13) . . ? N3 Co1 Cl2 118.83(14) . . ? O1 Co1 Cl1 108.35(14) . . ? N3 Co1 Cl1 107.78(14) . . ? Cl2 Co1 Cl1 120.22(8) . . ? O21 Co2 N23 91.44(18) . . ? O21 Co2 Cl22 104.52(16) . . ? N23 Co2 Cl22 121.09(15) . . ? O21 Co2 Cl21 111.26(18) . . ? N23 Co2 Cl21 102.71(16) . . ? Cl22 Co2 Cl21 121.69(13) . . ? N1 O1 Co1 111.1(3) . . ? N21 O21 Co2 112.8(3) . . ? O1 N1 C1 124.5(4) . . ? O1 N1 C2 121.1(4) . . ? C1 N1 C2 114.2(4) . . ? O2 N2 C1 125.1(5) . . ? O2 N2 C3 121.4(5) . . ? C1 N2 C3 112.8(4) . . ? C12 N3 C8 119.0(5) . . ? C12 N3 Co1 120.5(4) . . ? C8 N3 Co1 120.3(3) . . ? O21 N21 C21 126.2(5) . . ? O21 N21 C22 120.3(4) . . ? C21 N21 C22 113.5(5) . . ? O22 N22 C21 126.2(5) . . ? O22 N22 C23 120.1(5) . . ? C21 N22 C23 113.4(5) . . ? C28 N23 C32 118.5(5) . . ? C28 N23 Co2 120.4(3) . . ? C32 N23 Co2 121.1(4) . . ? N1 C1 N2 107.4(4) . . ? N1 C1 C8 128.5(5) . . ? N2 C1 C8 124.1(5) . . ? N1 C2 C4 105.8(4) . . ? N1 C2 C5 109.2(5) . . ? C4 C2 C5 109.7(5) . . ? N1 C2 C3 101.4(4) . . ? C4 C2 C3 115.1(5) . . ? C5 C2 C3 114.8(5) . . ? N2 C3 C6 109.6(5) . . ? N2 C3 C7 103.9(5) . . ? C6 C3 C7 112.4(6) . . ? N2 C3 C2 100.2(4) . . ? C6 C3 C2 115.4(6) . . ? C7 C3 C2 113.9(5) . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 123.1(5) . . ? N3 C8 C1 116.1(5) . . ? C9 C8 C1 120.7(6) . . ? C8 C9 C10 117.3(6) . . ? C8 C9 H9 121.3 . . ? C10 C9 H9 121.3 . . ? C11 C10 C9 119.7(6) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 121.2(6) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? N3 C12 C11 119.6(6) . . ? N3 C12 C13 118.9(5) . . ? C11 C12 C13 121.4(6) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N22 C21 N21 109.4(5) . . ? N22 C21 C28 123.7(5) . . ? N21 C21 C28 126.9(5) . . ? N21 C22 C25 108.9(6) . . ? N21 C22 C24 104.7(5) . . ? C25 C22 C24 110.6(7) . . ? N21 C22 C23 101.2(5) . . ? C25 C22 C23 115.8(6) . . ? C24 C22 C23 114.4(6) . . ? C27 C23 C26 112.7(8) . . ? C27 C23 N22 105.3(6) . . ? C26 C23 N22 107.4(5) . . ? C27 C23 C22 114.8(7) . . ? C26 C23 C22 113.9(7) . . ? N22 C23 C22 101.5(4) . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N23 C28 C29 122.4(5) . . ? N23 C28 C21 117.2(5) . . ? C29 C28 C21 120.3(5) . . ? C28 C29 C30 118.5(5) . . ? C28 C29 H29 120.8 . . ? C30 C29 H29 120.8 . . ? C31 C30 C29 119.4(5) . . ? C31 C30 H30 120.3 . . ? C29 C30 H30 120.3 . . ? C30 C31 C32 120.6(5) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? N23 C32 C31 120.5(5) . . ? N23 C32 C33 117.5(5) . . ? C31 C32 C33 122.0(5) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 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 N3 Co1 O1 N1 50.6(3) . . . . ? Cl2 Co1 O1 N1 171.2(3) . . . . ? Cl1 Co1 O1 N1 -58.8(3) . . . . ? N23 Co2 O21 N21 -48.3(4) . . . . ? Cl22 Co2 O21 N21 -170.9(4) . . . . ? Cl21 Co2 O21 N21 56.0(4) . . . . ? Co1 O1 N1 C1 -49.2(6) . . . . ? Co1 O1 N1 C2 136.0(4) . . . . ? O1 Co1 N3 C12 152.3(4) . . . . ? Cl2 Co1 N3 C12 43.5(5) . . . . ? Cl1 Co1 N3 C12 -97.8(4) . . . . ? O1 Co1 N3 C8 -22.8(4) . . . . ? Cl2 Co1 N3 C8 -131.6(4) . . . . ? Cl1 Co1 N3 C8 87.1(4) . . . . ? Co2 O21 N21 C21 44.2(7) . . . . ? Co2 O21 N21 C22 -136.2(5) . . . . ? O21 Co2 N23 C28 23.3(4) . . . . ? Cl22 Co2 N23 C28 131.3(4) . . . . ? Cl21 Co2 N23 C28 -88.9(4) . . . . ? O21 Co2 N23 C32 -154.0(5) . . . . ? Cl22 Co2 N23 C32 -46.1(5) . . . . ? Cl21 Co2 N23 C32 93.8(5) . . . . ? O1 N1 C1 N2 179.1(5) . . . . ? C2 N1 C1 N2 -5.8(6) . . . . ? O1 N1 C1 C8 2.5(9) . . . . ? C2 N1 C1 C8 177.6(5) . . . . ? O2 N2 C1 N1 -178.9(6) . . . . ? C3 N2 C1 N1 -8.5(7) . . . . ? O2 N2 C1 C8 -2.1(9) . . . . ? C3 N2 C1 C8 168.2(5) . . . . ? O1 N1 C2 C4 71.4(6) . . . . ? C1 N1 C2 C4 -103.9(6) . . . . ? O1 N1 C2 C5 -46.6(7) . . . . ? C1 N1 C2 C5 138.1(5) . . . . ? O1 N1 C2 C3 -168.1(5) . . . . ? C1 N1 C2 C3 16.6(6) . . . . ? O2 N2 C3 C6 -49.6(8) . . . . ? C1 N2 C3 C6 139.7(6) . . . . ? O2 N2 C3 C7 70.7(7) . . . . ? C1 N2 C3 C7 -100.0(6) . . . . ? O2 N2 C3 C2 -171.3(5) . . . . ? C1 N2 C3 C2 17.9(6) . . . . ? N1 C2 C3 N2 -18.7(5) . . . . ? C4 C2 C3 N2 94.9(5) . . . . ? C5 C2 C3 N2 -136.2(5) . . . . ? N1 C2 C3 C6 -136.2(5) . . . . ? C4 C2 C3 C6 -22.6(7) . . . . ? C5 C2 C3 C6 106.3(6) . . . . ? N1 C2 C3 C7 91.6(6) . . . . ? C4 C2 C3 C7 -154.8(5) . . . . ? C5 C2 C3 C7 -25.9(7) . . . . ? C12 N3 C8 C9 -2.5(9) . . . . ? Co1 N3 C8 C9 172.7(5) . . . . ? C12 N3 C8 C1 174.0(5) . . . . ? Co1 N3 C8 C1 -10.8(6) . . . . ? N1 C1 C8 N3 32.4(8) . . . . ? N2 C1 C8 N3 -143.6(6) . . . . ? N1 C1 C8 C9 -151.0(6) . . . . ? N2 C1 C8 C9 33.0(8) . . . . ? N3 C8 C9 C10 1.2(9) . . . . ? C1 C8 C9 C10 -175.2(6) . . . . ? C8 C9 C10 C11 1.3(10) . . . . ? C9 C10 C11 C12 -2.3(12) . . . . ? C8 N3 C12 C11 1.4(9) . . . . ? Co1 N3 C12 C11 -173.8(5) . . . . ? C8 N3 C12 C13 -177.0(6) . . . . ? Co1 N3 C12 C13 7.8(8) . . . . ? C10 C11 C12 N3 1.0(11) . . . . ? C10 C11 C12 C13 179.3(7) . . . . ? O22 N22 C21 N21 176.0(6) . . . . ? C23 N22 C21 N21 2.4(7) . . . . ? O22 N22 C21 C28 -2.4(10) . . . . ? C23 N22 C21 C28 -175.9(5) . . . . ? O21 N21 C21 N22 -175.9(6) . . . . ? C22 N21 C21 N22 4.4(7) . . . . ? O21 N21 C21 C28 2.3(10) . . . . ? C22 N21 C21 C28 -177.3(6) . . . . ? O21 N21 C22 C25 49.1(9) . . . . ? C21 N21 C22 C25 -131.2(6) . . . . ? O21 N21 C22 C24 -69.2(7) . . . . ? C21 N21 C22 C24 110.4(6) . . . . ? O21 N21 C22 C23 171.6(5) . . . . ? C21 N21 C22 C23 -8.8(7) . . . . ? O22 N22 C23 C27 -61.7(8) . . . . ? C21 N22 C23 C27 112.3(7) . . . . ? O22 N22 C23 C26 58.6(8) . . . . ? C21 N22 C23 C26 -127.4(7) . . . . ? O22 N22 C23 C22 178.4(6) . . . . ? C21 N22 C23 C22 -7.6(7) . . . . ? N21 C22 C23 C27 -104.1(7) . . . . ? C25 C22 C23 C27 13.5(9) . . . . ? C24 C22 C23 C27 143.9(7) . . . . ? N21 C22 C23 C26 124.0(6) . . . . ? C25 C22 C23 C26 -118.5(8) . . . . ? C24 C22 C23 C26 12.0(8) . . . . ? N21 C22 C23 N22 8.9(6) . . . . ? C25 C22 C23 N22 126.4(6) . . . . ? C24 C22 C23 N22 -103.1(6) . . . . ? C32 N23 C28 C29 4.6(8) . . . . ? Co2 N23 C28 C29 -172.8(4) . . . . ? C32 N23 C28 C21 -173.0(5) . . . . ? Co2 N23 C28 C21 9.6(7) . . . . ? N22 C21 C28 N23 144.7(6) . . . . ? N21 C21 C28 N23 -33.4(9) . . . . ? N22 C21 C28 C29 -33.0(9) . . . . ? N21 C21 C28 C29 149.0(6) . . . . ? N23 C28 C29 C30 -2.4(9) . . . . ? C21 C28 C29 C30 175.1(5) . . . . ? C28 C29 C30 C31 -1.2(9) . . . . ? C29 C30 C31 C32 2.6(9) . . . . ? C28 N23 C32 C31 -3.1(9) . . . . ? Co2 N23 C32 C31 174.2(5) . . . . ? C28 N23 C32 C33 176.0(6) . . . . ? Co2 N23 C32 C33 -6.6(8) . . . . ? C30 C31 C32 N23 -0.4(10) . . . . ? C30 C31 C32 C33 -179.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.302 _refine_diff_density_min -0.438 _refine_diff_density_rms 0.061 #===END data_CoBrNIT _database_code_CSD 167811 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dibromo(2-(2-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide)cobalt(I I) ; _chemical_name_common '[CoBr~2~(NITmepy)]' _chemical_melting_point ? _chemical_formula_moiety '(Co Br2 (C13 H18 N3 O2))' _chemical_formula_sum 'C13 H18 Br2 Co N3 O2' _chemical_formula_weight 467.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 7.3499(18) _cell_length_b 19.4867(15) _cell_length_c 12.055(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.491(17) _cell_angle_gamma 90.00 _cell_volume 1718.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.8 _cell_measurement_theta_max 15.0 _exptl_crystal_description 'plate' _exptl_crystal_colour 'darkpurple' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.805 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 5.654 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.235 _exptl_absorpt_correction_T_max 0.464 _exptl_absorpt_process_details Coppens_numerical _exptl_special_details ? _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 1.72 _diffrn_reflns_number 5371 _diffrn_reflns_av_R_equivalents 0.057 _diffrn_reflns_av_sigmaI/netI 0.0899 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 30.00 _reflns_number_total 5371 _reflns_number_gt 2676 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP' _computing_publication_material 'SHELXL-97 (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^)+(0.0627P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.004(13) _refine_ls_number_reflns 5371 _refine_ls_number_parameters 387 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1471 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1275 _refine_ls_wR_factor_gt 0.1009 _refine_ls_goodness_of_fit_ref 0.965 _refine_ls_restrained_S_all 0.965 _refine_ls_shift/su_max 0.009 _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 Br1 Br 0.2314(2) 0.02053(6) 0.58599(13) 0.0640(3) Uani 1 1 d . . . Br2 Br 0.6671(2) -0.05309(5) 0.43946(12) 0.0663(3) Uani 1 1 d . . . Br21 Br -0.3320(3) 0.38029(7) 0.14529(18) 0.1048(5) Uani 1 1 d . . . Br22 Br 0.1200(3) 0.33062(9) -0.00659(14) 0.1116(6) Uani 1 1 d . . . Co1 Co 0.5000 0.03984(5) 0.5000 0.0401(3) Uani 1 1 d . . . Co2 Co -0.0367(3) 0.33471(6) 0.15311(13) 0.0541(3) Uani 1 1 d . . . O1 O 0.6752(8) 0.0923(3) 0.6024(5) 0.0454(14) Uani 1 1 d . . . O2 O 0.3920(13) 0.3037(3) 0.5701(6) 0.076(2) Uani 1 1 d . . . O21 O 0.1345(10) 0.3818(4) 0.2651(5) 0.0590(17) Uani 1 1 d . . . O22 O -0.1350(14) 0.3111(4) 0.5755(6) 0.084(3) Uani 1 1 d . . . N1 N 0.6084(9) 0.1516(3) 0.6268(5) 0.0366(15) Uani 1 1 d . . . N2 N 0.4730(10) 0.2508(3) 0.6120(5) 0.0431(17) Uani 1 1 d . . . N3 N 0.4530(9) 0.1238(3) 0.3961(5) 0.0372(15) Uani 1 1 d . . . N21 N 0.0762(10) 0.3808(3) 0.3638(6) 0.0463(18) Uani 1 1 d . . . N22 N -0.0506(10) 0.3488(4) 0.5090(6) 0.0474(18) Uani 1 1 d . . . N23 N -0.0558(9) 0.2506(3) 0.2559(5) 0.0380(15) Uani 1 1 d . . . C1 C 0.5295(12) 0.1970(4) 0.5549(7) 0.0407(19) Uani 1 1 d . . . C2 C 0.6317(13) 0.1770(4) 0.7451(6) 0.0412(19) Uani 1 1 d . . . C3 C 0.4971(13) 0.2385(4) 0.7352(7) 0.044(2) Uani 1 1 d . . . C4 C 0.5835(15) 0.1206(4) 0.8230(7) 0.051(2) Uani 1 1 d . . . H4A H 0.4821 0.0948 0.7887 0.063 Uiso 1 1 calc R . . H4B H 0.5510 0.1405 0.8913 0.063 Uiso 1 1 calc R . . H4C H 0.6868 0.0908 0.8385 0.063 Uiso 1 1 calc R . . C5 C 0.8326(13) 0.1970(5) 0.7679(7) 0.053(2) Uani 1 1 d . . . H5A H 0.9080 0.1580 0.7553 0.068 Uiso 1 1 calc R . . H5B H 0.8564 0.2117 0.8439 0.068 Uiso 1 1 calc R . . H5C H 0.8598 0.2336 0.7190 0.068 Uiso 1 1 calc R . . C6 C 0.3034(15) 0.2194(7) 0.7645(9) 0.071(3) Uani 1 1 d . . . H6A H 0.2228 0.2577 0.7488 0.084 Uiso 1 1 calc R . . H6B H 0.3077 0.2080 0.8421 0.084 Uiso 1 1 calc R . . H6C H 0.2593 0.1807 0.7206 0.084 Uiso 1 1 calc R . . C7 C 0.5628(19) 0.3043(6) 0.7957(9) 0.075(3) Uani 1 1 d . . . H7A H 0.6162 0.2931 0.8693 0.094 Uiso 1 1 calc R . . H7B H 0.4610 0.3346 0.8007 0.094 Uiso 1 1 calc R . . H7C H 0.6525 0.3264 0.7551 0.094 Uiso 1 1 calc R . . C8 C 0.4908(11) 0.1885(4) 0.4340(6) 0.0354(17) Uani 1 1 d . . . C9 C 0.4824(12) 0.2440(5) 0.3635(7) 0.048(2) Uani 1 1 d . . . H9 H 0.5128 0.2877 0.3903 0.060 Uiso 1 1 calc R . . C10 C 0.4268(14) 0.2332(6) 0.2497(8) 0.061(3) Uani 1 1 d . . . H10 H 0.4183 0.2700 0.2002 0.071 Uiso 1 1 calc R . . C11 C 0.3862(13) 0.1693(5) 0.2134(7) 0.051(2) Uani 1 1 d . . . H11 H 0.3494 0.1619 0.1384 0.063 Uiso 1 1 calc R . . C12 C 0.3985(12) 0.1137(5) 0.2873(7) 0.044(2) Uani 1 1 d . . . C13 C 0.3392(16) 0.0446(5) 0.2507(8) 0.062(3) Uani 1 1 d . . . H13A H 0.2668 0.0248 0.3047 0.076 Uiso 1 1 calc R . . H13B H 0.4444 0.0164 0.2436 0.076 Uiso 1 1 calc R . . H13C H 0.2675 0.0476 0.1800 0.076 Uiso 1 1 calc R . . C21 C 0.0039(12) 0.3277(4) 0.4130(6) 0.0411(19) Uani 1 1 d . . . C22 C 0.0853(15) 0.4453(4) 0.4337(8) 0.052(2) Uani 1 1 d . . . C23 C -0.0201(15) 0.4246(4) 0.5330(8) 0.053(2) Uani 1 1 d . . . C24 C 0.005(2) 0.5036(6) 0.3638(9) 0.080(4) Uani 1 1 d . . . H24A H 0.0120 0.5450 0.4072 0.093 Uiso 1 1 calc R . . H24B H -0.1203 0.4937 0.3396 0.093 Uiso 1 1 calc R . . H24C H 0.0725 0.5093 0.3000 0.093 Uiso 1 1 calc R . . C25 C 0.2916(17) 0.4576(6) 0.4638(11) 0.077(3) Uani 1 1 d . . . H25A H 0.3454 0.4175 0.4998 0.093 Uiso 1 1 calc R . . H25B H 0.3085 0.4962 0.5131 0.093 Uiso 1 1 calc R . . H25C H 0.3491 0.4666 0.3970 0.093 Uiso 1 1 calc R . . C26 C -0.205(2) 0.4553(8) 0.5364(15) 0.109(5) Uani 1 1 d . . . H26A H -0.1933 0.5025 0.5584 0.128 Uiso 1 1 calc R . . H26B H -0.2704 0.4307 0.5891 0.128 Uiso 1 1 calc R . . H26C H -0.2710 0.4523 0.4638 0.128 Uiso 1 1 calc R . . C27 C 0.0825(19) 0.4285(6) 0.6472(8) 0.076(3) Uani 1 1 d . . . H27A H 0.0070 0.4110 0.7015 0.089 Uiso 1 1 calc R . . H27B H 0.1139 0.4753 0.6644 0.089 Uiso 1 1 calc R . . H27C H 0.1920 0.4015 0.6486 0.089 Uiso 1 1 calc R . . C28 C -0.0227(12) 0.2575(4) 0.3683(7) 0.0411(19) Uani 1 1 d . . . C29 C -0.0139(13) 0.2025(5) 0.4401(7) 0.048(2) Uani 1 1 d . . . H29 H 0.0174 0.2087 0.5161 0.057 Uiso 1 1 calc R . . C30 C -0.0526(14) 0.1383(5) 0.3973(8) 0.051(2) Uani 1 1 d . . . H30 H -0.0475 0.1002 0.4440 0.064 Uiso 1 1 calc R . . C31 C -0.0989(13) 0.1308(5) 0.2844(8) 0.051(2) Uani 1 1 d . . . H31 H -0.1290 0.0878 0.2544 0.061 Uiso 1 1 calc R . . C32 C -0.1000(13) 0.1885(4) 0.2154(8) 0.048(2) Uani 1 1 d . . . C33 C -0.1494(19) 0.1816(6) 0.0929(8) 0.071(3) Uani 1 1 d . . . H33A H -0.2509 0.2111 0.0705 0.086 Uiso 1 1 calc R . . H33B H -0.1824 0.1348 0.0756 0.086 Uiso 1 1 calc R . . H33C H -0.0467 0.1943 0.0539 0.086 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 Br1 0.0587(6) 0.0681(7) 0.0669(6) 0.0223(5) 0.0147(5) 0.0051(5) Br2 0.0819(7) 0.0625(6) 0.0533(5) -0.0153(5) -0.0008(5) 0.0256(6) Br21 0.0786(8) 0.0560(7) 0.1761(15) 0.0486(8) -0.0065(9) 0.0036(6) Br22 0.1437(14) 0.1409(14) 0.0555(6) -0.0217(7) 0.0377(8) -0.0453(11) Co1 0.0494(7) 0.0351(6) 0.0357(5) 0.0006(4) 0.0027(5) 0.0052(5) Co2 0.0734(9) 0.0482(7) 0.0404(6) 0.0040(5) 0.0032(6) -0.0064(7) O1 0.049(3) 0.039(3) 0.045(3) -0.005(2) -0.012(3) 0.010(3) O2 0.113(7) 0.044(4) 0.068(4) 0.006(3) -0.010(4) 0.034(4) O21 0.070(4) 0.063(4) 0.046(3) -0.005(3) 0.016(3) -0.019(4) O22 0.137(8) 0.063(5) 0.058(4) -0.007(4) 0.046(5) -0.026(5) N1 0.039(4) 0.032(3) 0.039(3) 0.001(3) 0.002(3) -0.001(3) N2 0.058(5) 0.030(3) 0.040(4) 0.000(3) -0.001(3) 0.006(3) N3 0.033(3) 0.041(4) 0.037(3) 0.003(3) -0.002(3) 0.005(3) N21 0.055(5) 0.038(4) 0.045(4) 0.000(3) 0.002(3) -0.014(4) N22 0.056(5) 0.046(4) 0.040(4) -0.007(3) 0.002(4) -0.010(4) N23 0.043(4) 0.034(3) 0.037(3) -0.005(3) 0.002(3) 0.003(3) C1 0.040(5) 0.039(4) 0.043(4) 0.001(3) 0.004(4) -0.001(4) C2 0.056(5) 0.040(4) 0.027(4) -0.005(3) 0.003(3) -0.010(4) C3 0.054(5) 0.047(5) 0.032(4) -0.008(3) 0.006(4) -0.002(4) C4 0.074(7) 0.039(5) 0.040(5) 0.005(4) 0.008(4) -0.007(5) C5 0.051(6) 0.063(6) 0.044(5) 0.004(4) 0.001(4) -0.008(5) C6 0.062(7) 0.086(8) 0.068(6) -0.013(6) 0.017(5) 0.000(6) C7 0.104(10) 0.059(7) 0.058(6) -0.023(5) -0.012(6) 0.005(6) C8 0.039(5) 0.035(4) 0.033(4) 0.002(3) 0.004(3) 0.004(4) C9 0.048(5) 0.041(5) 0.054(5) 0.008(4) -0.007(4) -0.006(4) C10 0.050(6) 0.067(7) 0.063(6) 0.028(5) -0.010(5) -0.009(5) C11 0.050(6) 0.062(6) 0.038(4) 0.013(4) -0.012(4) -0.011(5) C12 0.034(4) 0.058(6) 0.037(4) 0.009(4) -0.001(3) -0.002(4) C13 0.082(7) 0.054(6) 0.044(5) -0.002(4) -0.025(5) -0.004(5) C21 0.045(5) 0.041(4) 0.037(4) -0.003(3) 0.001(4) -0.011(4) C22 0.069(6) 0.028(4) 0.058(5) -0.005(4) 0.005(5) -0.009(4) C23 0.072(7) 0.033(5) 0.058(5) -0.010(4) 0.018(5) -0.003(5) C24 0.117(11) 0.044(6) 0.077(8) 0.007(5) 0.001(7) 0.010(6) C25 0.068(7) 0.062(7) 0.100(9) -0.017(6) 0.008(7) -0.023(6) C26 0.090(10) 0.098(11) 0.149(14) 0.027(9) 0.059(10) 0.037(8) C27 0.115(10) 0.059(6) 0.053(6) -0.005(5) 0.003(6) -0.025(7) C28 0.045(5) 0.033(4) 0.045(5) -0.004(3) 0.005(4) -0.003(4) C29 0.052(5) 0.044(5) 0.046(5) 0.005(4) -0.001(4) 0.000(4) C30 0.059(6) 0.031(4) 0.062(6) 0.004(4) 0.000(5) 0.003(4) C31 0.048(5) 0.042(5) 0.061(6) -0.016(4) -0.003(4) 0.007(4) C32 0.048(5) 0.039(5) 0.054(5) -0.003(4) -0.002(4) 0.010(4) C33 0.091(8) 0.062(6) 0.057(6) -0.015(5) -0.003(6) 0.007(6) _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 Br1 Co1 2.3465(16) . ? Br2 Co1 2.3435(15) . ? Br21 Co2 2.339(2) . ? Br22 Co2 2.3374(17) . ? Co1 O1 1.981(6) . ? Co1 N3 2.070(6) . ? Co2 O21 1.981(7) . ? Co2 N23 2.067(7) . ? O1 N1 1.301(8) . ? O2 N2 1.271(9) . ? O21 N21 1.302(9) . ? O22 N22 1.289(10) . ? N1 C1 1.332(10) . ? N1 C2 1.503(9) . ? N2 C1 1.342(10) . ? N2 C3 1.497(10) . ? N3 C12 1.349(10) . ? N3 C8 1.359(10) . ? N21 C21 1.330(10) . ? N21 C22 1.510(11) . ? N22 C21 1.325(10) . ? N22 C23 1.518(11) . ? N23 C32 1.334(11) . ? N23 C28 1.360(10) . ? C1 C8 1.468(10) . ? C2 C4 1.509(11) . ? C2 C5 1.526(13) . ? C2 C3 1.551(13) . ? C3 C7 1.529(13) . ? C3 C6 1.545(14) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.374(11) . ? C9 C10 1.409(13) . ? C9 H9 0.9300 . ? C10 C11 1.345(14) . ? C10 H10 0.9300 . ? C11 C12 1.400(12) . ? C11 H11 0.9300 . ? C12 C13 1.469(13) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C21 C28 1.477(11) . ? C22 C24 1.501(14) . ? C22 C23 1.540(14) . ? C22 C25 1.543(15) . ? C23 C26 1.490(17) . ? C23 C27 1.507(14) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.375(12) . ? C29 C30 1.373(13) . ? C29 H29 0.9300 . ? C30 C31 1.379(13) . ? C30 H30 0.9300 . ? C31 C32 1.398(13) . ? C31 H31 0.9300 . ? C32 C33 1.492(13) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 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 O1 Co1 N3 91.7(2) . . ? O1 Co1 Br2 105.32(17) . . ? N3 Co1 Br2 119.00(19) . . ? O1 Co1 Br1 109.39(18) . . ? N3 Co1 Br1 107.18(19) . . ? Br2 Co1 Br1 120.12(6) . . ? O21 Co2 N23 91.9(3) . . ? O21 Co2 Br22 104.25(19) . . ? N23 Co2 Br22 122.25(19) . . ? O21 Co2 Br21 112.2(2) . . ? N23 Co2 Br21 102.1(2) . . ? Br22 Co2 Br21 120.55(9) . . ? N1 O1 Co1 111.3(5) . . ? N21 O21 Co2 111.9(5) . . ? O1 N1 C1 126.3(7) . . ? O1 N1 C2 119.8(6) . . ? C1 N1 C2 113.7(7) . . ? O2 N2 C1 125.9(7) . . ? O2 N2 C3 122.0(7) . . ? C1 N2 C3 111.8(7) . . ? C12 N3 C8 119.7(7) . . ? C12 N3 Co1 119.2(6) . . ? C8 N3 Co1 120.9(5) . . ? O21 N21 C21 126.8(7) . . ? O21 N21 C22 119.8(7) . . ? C21 N21 C22 113.4(7) . . ? O22 N22 C21 124.7(7) . . ? O22 N22 C23 120.5(7) . . ? C21 N22 C23 114.7(7) . . ? C32 N23 C28 117.9(7) . . ? C32 N23 Co2 121.9(6) . . ? C28 N23 Co2 120.2(5) . . ? N1 C1 N2 108.7(7) . . ? N1 C1 C8 127.1(7) . . ? N2 C1 C8 123.9(8) . . ? N1 C2 C4 109.8(7) . . ? N1 C2 C5 106.0(7) . . ? C4 C2 C5 110.7(8) . . ? N1 C2 C3 99.6(6) . . ? C4 C2 C3 115.1(7) . . ? C5 C2 C3 114.6(7) . . ? N2 C3 C7 109.9(7) . . ? N2 C3 C6 103.9(8) . . ? C7 C3 C6 110.4(8) . . ? N2 C3 C2 102.3(6) . . ? C7 C3 C2 116.1(8) . . ? C6 C3 C2 113.0(8) . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 121.8(7) . . ? N3 C8 C1 116.9(7) . . ? C9 C8 C1 121.2(8) . . ? C8 C9 C10 118.4(8) . . ? C8 C9 H9 120.8 . . ? C10 C9 H9 120.8 . . ? C11 C10 C9 119.3(8) . . ? C11 C10 H10 120.4 . . ? C9 C10 H10 120.4 . . ? C10 C11 C12 120.8(9) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? N3 C12 C11 119.9(9) . . ? N3 C12 C13 118.6(7) . . ? C11 C12 C13 121.3(8) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N22 C21 N21 108.4(7) . . ? N22 C21 C28 124.5(7) . . ? N21 C21 C28 127.1(7) . . ? C24 C22 N21 108.8(8) . . ? C24 C22 C23 115.8(9) . . ? N21 C22 C23 102.6(7) . . ? C24 C22 C25 109.8(9) . . ? N21 C22 C25 104.5(8) . . ? C23 C22 C25 114.5(9) . . ? C26 C23 C27 109.5(11) . . ? C26 C23 N22 106.1(9) . . ? C27 C23 N22 106.0(8) . . ? C26 C23 C22 116.4(10) . . ? C27 C23 C22 116.9(9) . . ? N22 C23 C22 100.5(6) . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N23 C28 C29 123.0(7) . . ? N23 C28 C21 117.3(7) . . ? C29 C28 C21 119.7(7) . . ? C30 C29 C28 118.5(8) . . ? C30 C29 H29 120.7 . . ? C28 C29 H29 120.7 . . ? C29 C30 C31 119.3(9) . . ? C29 C30 H30 120.3 . . ? C31 C30 H30 120.3 . . ? C30 C31 C32 119.3(9) . . ? C30 C31 H31 120.3 . . ? C32 C31 H31 120.3 . . ? N23 C32 C31 121.6(8) . . ? N23 C32 C33 118.2(8) . . ? C31 C32 C33 120.2(9) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 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 N3 Co1 O1 N1 48.2(5) . . . . ? Br2 Co1 O1 N1 168.9(4) . . . . ? Br1 Co1 O1 N1 -60.7(5) . . . . ? N23 Co2 O21 N21 -48.2(6) . . . . ? Br22 Co2 O21 N21 -172.2(5) . . . . ? Br21 Co2 O21 N21 55.7(6) . . . . ? Co1 O1 N1 C1 -48.8(9) . . . . ? Co1 O1 N1 C2 136.7(6) . . . . ? O1 Co1 N3 C12 153.8(6) . . . . ? Br2 Co1 N3 C12 45.2(7) . . . . ? Br1 Co1 N3 C12 -95.3(6) . . . . ? O1 Co1 N3 C8 -20.7(6) . . . . ? Br2 Co1 N3 C8 -129.3(5) . . . . ? Br1 Co1 N3 C8 90.2(6) . . . . ? Co2 O21 N21 C21 43.9(11) . . . . ? Co2 O21 N21 C22 -135.2(7) . . . . ? O21 Co2 N23 C32 -154.9(7) . . . . ? Br22 Co2 N23 C32 -46.7(7) . . . . ? Br21 Co2 N23 C32 91.8(7) . . . . ? O21 Co2 N23 C28 25.0(6) . . . . ? Br22 Co2 N23 C28 133.2(6) . . . . ? Br21 Co2 N23 C28 -88.3(6) . . . . ? O1 N1 C1 N2 178.0(7) . . . . ? C2 N1 C1 N2 -7.2(10) . . . . ? O1 N1 C1 C8 4.0(13) . . . . ? C2 N1 C1 C8 178.8(8) . . . . ? O2 N2 C1 N1 180.0(8) . . . . ? C3 N2 C1 N1 -6.6(10) . . . . ? O2 N2 C1 C8 -5.7(14) . . . . ? C3 N2 C1 C8 167.7(8) . . . . ? O1 N1 C2 C4 -47.0(10) . . . . ? C1 N1 C2 C4 137.8(8) . . . . ? O1 N1 C2 C5 72.6(9) . . . . ? C1 N1 C2 C5 -102.6(8) . . . . ? O1 N1 C2 C3 -168.2(7) . . . . ? C1 N1 C2 C3 16.6(9) . . . . ? O2 N2 C3 C7 -45.7(12) . . . . ? C1 N2 C3 C7 140.5(9) . . . . ? O2 N2 C3 C6 72.4(10) . . . . ? C1 N2 C3 C6 -101.3(9) . . . . ? O2 N2 C3 C2 -169.7(8) . . . . ? C1 N2 C3 C2 16.5(9) . . . . ? N1 C2 C3 N2 -18.1(8) . . . . ? C4 C2 C3 N2 -135.4(7) . . . . ? C5 C2 C3 N2 94.5(8) . . . . ? N1 C2 C3 C7 -137.9(8) . . . . ? C4 C2 C3 C7 104.8(9) . . . . ? C5 C2 C3 C7 -25.2(11) . . . . ? N1 C2 C3 C6 93.0(8) . . . . ? C4 C2 C3 C6 -24.3(11) . . . . ? C5 C2 C3 C6 -154.3(7) . . . . ? C12 N3 C8 C9 -2.7(12) . . . . ? Co1 N3 C8 C9 171.7(6) . . . . ? C12 N3 C8 C1 173.4(7) . . . . ? Co1 N3 C8 C1 -12.1(10) . . . . ? N1 C1 C8 N3 31.5(12) . . . . ? N2 C1 C8 N3 -141.7(8) . . . . ? N1 C1 C8 C9 -152.3(9) . . . . ? N2 C1 C8 C9 34.5(12) . . . . ? N3 C8 C9 C10 2.2(13) . . . . ? C1 C8 C9 C10 -173.7(8) . . . . ? C8 C9 C10 C11 -0.9(14) . . . . ? C9 C10 C11 C12 0.0(15) . . . . ? C8 N3 C12 C11 1.8(12) . . . . ? Co1 N3 C12 C11 -172.8(7) . . . . ? C8 N3 C12 C13 -173.3(8) . . . . ? Co1 N3 C12 C13 12.1(11) . . . . ? C10 C11 C12 N3 -0.5(15) . . . . ? C10 C11 C12 C13 174.5(10) . . . . ? O22 N22 C21 N21 176.5(9) . . . . ? C23 N22 C21 N21 1.2(10) . . . . ? O22 N22 C21 C28 -0.5(14) . . . . ? C23 N22 C21 C28 -175.8(8) . . . . ? O21 N21 C21 N22 -175.3(8) . . . . ? C22 N21 C21 N22 3.8(11) . . . . ? O21 N21 C21 C28 1.6(15) . . . . ? C22 N21 C21 C28 -179.2(8) . . . . ? O21 N21 C22 C24 49.1(12) . . . . ? C21 N21 C22 C24 -130.1(9) . . . . ? O21 N21 C22 C23 172.2(8) . . . . ? C21 N21 C22 C23 -7.0(11) . . . . ? O21 N21 C22 C25 -68.1(11) . . . . ? C21 N21 C22 C25 112.7(9) . . . . ? O22 N22 C23 C26 -59.2(12) . . . . ? C21 N22 C23 C26 116.2(10) . . . . ? O22 N22 C23 C27 57.1(12) . . . . ? C21 N22 C23 C27 -127.5(9) . . . . ? O22 N22 C23 C22 179.2(9) . . . . ? C21 N22 C23 C22 -5.4(10) . . . . ? C24 C22 C23 C26 11.0(14) . . . . ? N21 C22 C23 C26 -107.3(11) . . . . ? C25 C22 C23 C26 140.2(11) . . . . ? C24 C22 C23 C27 -121.0(11) . . . . ? N21 C22 C23 C27 120.7(9) . . . . ? C25 C22 C23 C27 8.2(13) . . . . ? C24 C22 C23 N22 124.9(9) . . . . ? N21 C22 C23 N22 6.7(9) . . . . ? C25 C22 C23 N22 -105.8(9) . . . . ? C32 N23 C28 C29 7.0(12) . . . . ? Co2 N23 C28 C29 -172.9(7) . . . . ? C32 N23 C28 C21 -172.7(8) . . . . ? Co2 N23 C28 C21 7.4(10) . . . . ? N22 C21 C28 N23 145.0(9) . . . . ? N21 C21 C28 N23 -31.5(13) . . . . ? N22 C21 C28 C29 -34.8(13) . . . . ? N21 C21 C28 C29 148.8(9) . . . . ? N23 C28 C29 C30 -4.5(14) . . . . ? C21 C28 C29 C30 175.2(9) . . . . ? C28 C29 C30 C31 -0.1(14) . . . . ? C29 C30 C31 C32 2.0(15) . . . . ? C28 N23 C32 C31 -5.0(13) . . . . ? Co2 N23 C32 C31 174.9(7) . . . . ? C28 N23 C32 C33 175.7(9) . . . . ? Co2 N23 C32 C33 -4.4(12) . . . . ? C30 C31 C32 N23 0.6(14) . . . . ? C30 C31 C32 C33 179.9(10) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.601 _refine_diff_density_min -0.503 _refine_diff_density_rms 0.096 #===END data_CoIMmepy _database_code_CSD 167812 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dichloro(2-(2-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxy)cobalt(II) ; _chemical_name_common '[CoCl~2~(IMmepy)]' _chemical_melting_point ? _chemical_formula_moiety '(Co Cl2 (C13 H18 N3 O))' _chemical_formula_sum 'C13 H18 Cl2 Co N3 O' _chemical_formula_weight 362.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Co' 'Co' 0.3494 0.9721 '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' '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/a 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 15.6132(18) _cell_length_b 13.2356(19) _cell_length_c 15.866(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.909(11) _cell_angle_gamma 90.00 _cell_volume 3261.2(8) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.7 _cell_measurement_theta_max 15.0 _exptl_crystal_description 'column' _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 1.378 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.904 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_special_details ? _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.10 _diffrn_reflns_number 9833 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.1107 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 30.00 _reflns_number_total 9507 _reflns_number_gt 3970 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP' _computing_publication_material 'SHELXL-97 (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^)+(0.0388P)^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 9507 _refine_ls_number_parameters 371 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1724 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1140 _refine_ls_wR_factor_gt 0.0875 _refine_ls_goodness_of_fit_ref 0.962 _refine_ls_restrained_S_all 0.962 _refine_ls_shift/su_max 0.013 _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 Co1 Co 0.04139(3) 0.82923(4) 0.88788(3) 0.04731(13) Uani 1 1 d . . . Co2 Co 0.13316(3) 0.26672(3) 0.49168(3) 0.04278(12) Uani 1 1 d . . . Cl1 Cl 0.14136(6) 0.94401(9) 0.92420(7) 0.0768(3) Uani 1 1 d . . . Cl2 Cl 0.06815(7) 0.70335(9) 0.80240(8) 0.0871(4) Uani 1 1 d . . . Cl21 Cl 0.12945(7) 0.10227(7) 0.47030(7) 0.0682(3) Uani 1 1 d . . . Cl22 Cl 0.20808(6) 0.31041(7) 0.61299(6) 0.0585(2) Uani 1 1 d . . . O1 O -0.24001(16) 0.8155(2) 1.02629(19) 0.0820(9) Uani 1 1 d . . . O21 O 0.03910(17) 0.5438(2) 0.27727(16) 0.0679(8) Uani 1 1 d . . . N1 N -0.03296(16) 0.79265(19) 0.97744(16) 0.0406(6) Uani 1 1 d . . . N2 N -0.16184(18) 0.7948(2) 1.02331(18) 0.0516(7) Uani 1 1 d . . . N3 N -0.07103(16) 0.90139(19) 0.83950(16) 0.0430(6) Uani 1 1 d . . . N21 N 0.14533(16) 0.35421(19) 0.39162(15) 0.0397(6) Uani 1 1 d . . . N22 N 0.09066(17) 0.4767(2) 0.30672(16) 0.0459(7) Uani 1 1 d . . . N23 N 0.01183(15) 0.33236(19) 0.47914(15) 0.0378(6) Uani 1 1 d . . . C1 C -0.1111(2) 0.8244(2) 0.9627(2) 0.0414(7) Uani 1 1 d . . . C2 C -0.0198(2) 0.7408(3) 1.0607(2) 0.0501(9) Uani 1 1 d . . . C3 C -0.1127(2) 0.7234(3) 1.0842(2) 0.0529(9) Uani 1 1 d . . . C4 C 0.0305(3) 0.8175(4) 1.1197(3) 0.0880(15) Uani 1 1 d . . . H4A H 0.0413 0.7892 1.1755 0.105 Uiso 1 1 calc R . . H4B H -0.0028 0.8783 1.1222 0.105 Uiso 1 1 calc R . . H4C H 0.0843 0.8329 1.0982 0.105 Uiso 1 1 calc R . . C5 C 0.0324(3) 0.6461(3) 1.0526(3) 0.0899(16) Uani 1 1 d . . . H5A H 0.0381 0.6107 1.1057 0.106 Uiso 1 1 calc R . . H5B H 0.0885 0.6638 1.0375 0.106 Uiso 1 1 calc R . . H5C H 0.0039 0.6036 1.0094 0.106 Uiso 1 1 calc R . . C6 C -0.1296(3) 0.7481(4) 1.1740(2) 0.0875(15) Uani 1 1 d . . . H6A H -0.1121 0.8164 1.1871 0.104 Uiso 1 1 calc R . . H6B H -0.0973 0.7028 1.2125 0.104 Uiso 1 1 calc R . . H6C H -0.1899 0.7408 1.1796 0.104 Uiso 1 1 calc R . . C7 C -0.1478(3) 0.6175(3) 1.0599(3) 0.0782(13) Uani 1 1 d . . . H7A H -0.2090 0.6165 1.0621 0.091 Uiso 1 1 calc R . . H7B H -0.1212 0.5686 1.0990 0.091 Uiso 1 1 calc R . . H7C H -0.1350 0.6014 1.0036 0.091 Uiso 1 1 calc R . . C8 C -0.1375(2) 0.8858(2) 0.8867(2) 0.0429(8) Uani 1 1 d . . . C9 C -0.2188(2) 0.9219(3) 0.8638(2) 0.0541(9) Uani 1 1 d . . . H9 H -0.2639 0.9089 0.8962 0.067 Uiso 1 1 calc R . . C10 C -0.2307(3) 0.9791(3) 0.7899(3) 0.0655(11) Uani 1 1 d . . . H10 H -0.2848 1.0057 0.7724 0.077 Uiso 1 1 calc R . . C11 C -0.1640(3) 0.9964(3) 0.7430(2) 0.0620(11) Uani 1 1 d . . . H11 H -0.1723 1.0351 0.6939 0.075 Uiso 1 1 calc R . . C12 C -0.0834(2) 0.9560(3) 0.7687(2) 0.0533(9) Uani 1 1 d . . . C13 C -0.0082(3) 0.9707(3) 0.7194(2) 0.0745(13) Uani 1 1 d . . . H13A H 0.0070 0.9073 0.6955 0.090 Uiso 1 1 calc R . . H13B H 0.0397 0.9957 0.7562 0.090 Uiso 1 1 calc R . . H13C H -0.0228 1.0184 0.6747 0.090 Uiso 1 1 calc R . . C21 C 0.07925(19) 0.4127(2) 0.37225(18) 0.0364(7) Uani 1 1 d . . . C22 C 0.2131(2) 0.3725(3) 0.3341(2) 0.0436(8) Uani 1 1 d . . . C23 C 0.1749(2) 0.4557(3) 0.2717(2) 0.0495(8) Uani 1 1 d . . . C24 C 0.2947(3) 0.4008(5) 0.3883(3) 0.111(2) Uani 1 1 d . . . H24A H 0.3079 0.3500 0.4308 0.143 Uiso 1 1 calc R . . H24B H 0.2869 0.4647 0.4152 0.143 Uiso 1 1 calc R . . H24C H 0.3412 0.4059 0.3534 0.143 Uiso 1 1 calc R . . C25 C 0.2268(4) 0.2710(3) 0.2921(3) 0.1048(19) Uani 1 1 d . . . H25A H 0.1738 0.2491 0.2617 0.132 Uiso 1 1 calc R . . H25B H 0.2455 0.2221 0.3347 0.132 Uiso 1 1 calc R . . H25C H 0.2699 0.2781 0.2534 0.132 Uiso 1 1 calc R . . C26 C 0.2256(3) 0.5526(3) 0.2734(4) 0.109(2) Uani 1 1 d . . . H26A H 0.2794 0.5408 0.2508 0.128 Uiso 1 1 calc R . . H26B H 0.2363 0.5760 0.3308 0.128 Uiso 1 1 calc R . . H26C H 0.1933 0.6026 0.2399 0.128 Uiso 1 1 calc R . . C27 C 0.1528(3) 0.4197(4) 0.1817(2) 0.0992(18) Uani 1 1 d . . . H27A H 0.1242 0.4730 0.1487 0.118 Uiso 1 1 calc R . . H27B H 0.1154 0.3621 0.1815 0.118 Uiso 1 1 calc R . . H27C H 0.2046 0.4013 0.1578 0.118 Uiso 1 1 calc R . . C28 C 0.00181(18) 0.4036(2) 0.41704(18) 0.0351(7) Uani 1 1 d . . . C29 C -0.07280(19) 0.4568(2) 0.3992(2) 0.0428(8) Uani 1 1 d . . . H29 H -0.0777 0.5059 0.3570 0.053 Uiso 1 1 calc R . . C30 C -0.1414(2) 0.4353(3) 0.4458(2) 0.0476(8) Uani 1 1 d . . . H30 H -0.1933 0.4698 0.4351 0.058 Uiso 1 1 calc R . . C31 C -0.1315(2) 0.3630(3) 0.5075(2) 0.0476(8) Uani 1 1 d . . . H31 H -0.1773 0.3478 0.5386 0.058 Uiso 1 1 calc R . . C32 C -0.0538(2) 0.3120(2) 0.5243(2) 0.0447(8) Uani 1 1 d . . . C33 C -0.0404(2) 0.2328(3) 0.5917(2) 0.0682(11) Uani 1 1 d . . . H33A H -0.0896 0.2305 0.6232 0.084 Uiso 1 1 calc R . . H33B H 0.0100 0.2488 0.6292 0.084 Uiso 1 1 calc R . . H33C H -0.0329 0.1682 0.5659 0.084 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 Co1 0.0386(2) 0.0573(3) 0.0468(3) 0.0014(2) 0.0083(2) -0.0033(2) Co2 0.0416(2) 0.0453(3) 0.0409(2) 0.0053(2) 0.00198(18) 0.0060(2) Cl1 0.0588(6) 0.0885(8) 0.0811(7) 0.0019(6) -0.0022(5) -0.0241(6) Cl2 0.0761(7) 0.0979(9) 0.0911(8) -0.0336(7) 0.0268(6) 0.0029(6) Cl21 0.0753(7) 0.0483(6) 0.0787(7) -0.0032(5) -0.0030(6) 0.0041(5) Cl22 0.0600(6) 0.0634(6) 0.0494(5) -0.0032(4) -0.0068(4) 0.0056(5) O1 0.0440(15) 0.111(2) 0.095(2) 0.0143(18) 0.0280(15) 0.0077(16) O21 0.0748(18) 0.0651(17) 0.0673(17) 0.0278(14) 0.0241(14) 0.0256(15) N1 0.0421(15) 0.0409(16) 0.0392(14) 0.0018(12) 0.0054(12) -0.0002(12) N2 0.0433(16) 0.0587(19) 0.0548(18) 0.0010(15) 0.0140(14) -0.0046(14) N3 0.0443(15) 0.0441(16) 0.0394(15) 0.0010(13) -0.0009(12) -0.0021(13) N21 0.0401(14) 0.0422(15) 0.0376(14) -0.0006(12) 0.0082(11) 0.0025(12) N22 0.0534(17) 0.0467(17) 0.0391(15) 0.0053(13) 0.0127(13) 0.0080(14) N23 0.0377(14) 0.0413(15) 0.0345(14) 0.0015(12) 0.0048(11) 0.0001(12) C1 0.0397(17) 0.0449(19) 0.0403(17) -0.0025(15) 0.0074(14) -0.0012(15) C2 0.051(2) 0.059(2) 0.0394(17) 0.0071(16) 0.0006(15) -0.0043(17) C3 0.061(2) 0.057(2) 0.0428(19) 0.0001(17) 0.0143(17) -0.0055(19) C4 0.080(3) 0.123(4) 0.058(3) 0.006(3) -0.008(2) -0.039(3) C5 0.082(3) 0.087(3) 0.104(4) 0.048(3) 0.028(3) 0.025(3) C6 0.096(3) 0.121(4) 0.050(2) -0.004(3) 0.025(2) -0.005(3) C7 0.083(3) 0.074(3) 0.077(3) 0.012(2) 0.006(2) -0.023(2) C8 0.0391(18) 0.0430(19) 0.0455(18) -0.0055(15) -0.0018(15) 0.0019(15) C9 0.049(2) 0.061(2) 0.051(2) -0.0110(18) 0.0020(17) 0.0141(18) C10 0.063(2) 0.068(3) 0.061(2) -0.012(2) -0.018(2) 0.029(2) C11 0.086(3) 0.049(2) 0.047(2) -0.0017(18) -0.010(2) 0.007(2) C12 0.066(2) 0.046(2) 0.044(2) -0.0020(16) -0.0087(17) -0.0054(18) C13 0.080(3) 0.094(3) 0.048(2) 0.018(2) 0.002(2) -0.017(3) C21 0.0433(18) 0.0334(16) 0.0321(15) -0.0013(13) 0.0020(13) 0.0018(14) C22 0.0415(18) 0.0484(19) 0.0432(18) -0.0032(15) 0.0145(14) 0.0005(15) C23 0.052(2) 0.051(2) 0.049(2) 0.0038(17) 0.0219(16) 0.0008(17) C24 0.055(3) 0.186(6) 0.090(4) 0.047(4) -0.011(2) -0.043(3) C25 0.177(5) 0.062(3) 0.087(3) 0.007(3) 0.072(4) 0.041(3) C26 0.080(3) 0.057(3) 0.198(6) 0.039(3) 0.049(4) -0.006(3) C27 0.105(4) 0.150(5) 0.043(2) -0.004(3) 0.014(2) 0.053(3) C28 0.0356(16) 0.0392(17) 0.0309(15) -0.0035(14) 0.0056(13) 0.0003(13) C29 0.0436(18) 0.0428(19) 0.0411(18) 0.0009(15) -0.0004(14) 0.0048(15) C30 0.0366(17) 0.052(2) 0.055(2) -0.0060(17) 0.0045(15) 0.0037(15) C31 0.0366(17) 0.052(2) 0.055(2) -0.0049(18) 0.0113(15) -0.0089(16) C32 0.0447(18) 0.047(2) 0.0434(18) 0.0000(15) 0.0070(15) -0.0074(16) C33 0.060(2) 0.082(3) 0.064(2) 0.026(2) 0.018(2) -0.001(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 Co1 N1 1.985(3) . ? Co1 N3 2.075(3) . ? Co1 Cl1 2.2117(11) . ? Co1 Cl2 2.2149(12) . ? Co2 N21 1.990(3) . ? Co2 N23 2.075(2) . ? Co2 Cl21 2.2028(11) . ? Co2 Cl22 2.2233(10) . ? O1 N2 1.257(3) . ? O21 N22 1.256(3) . ? N1 C1 1.289(4) . ? N1 C2 1.484(4) . ? N2 C1 1.365(4) . ? N2 C3 1.504(4) . ? N3 C12 1.333(4) . ? N3 C8 1.356(4) . ? N21 C21 1.301(4) . ? N21 C22 1.486(4) . ? N22 C21 1.367(4) . ? N22 C23 1.506(4) . ? N23 C32 1.338(4) . ? N23 C28 1.361(4) . ? C1 C8 1.476(4) . ? C2 C5 1.508(5) . ? C2 C4 1.540(5) . ? C2 C3 1.552(5) . ? C3 C6 1.511(5) . ? C3 C7 1.539(5) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.370(4) . ? C9 C10 1.393(5) . ? C9 H9 0.9300 . ? C10 C11 1.361(5) . ? C10 H10 0.9300 . ? C11 C12 1.388(5) . ? C11 H11 0.9300 . ? C12 C13 1.489(5) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C21 C28 1.469(4) . ? C22 C24 1.509(5) . ? C22 C25 1.524(5) . ? C22 C23 1.557(5) . ? C23 C26 1.505(5) . ? C23 C27 1.510(5) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.365(4) . ? C29 C30 1.392(4) . ? C29 H29 0.9300 . ? C30 C31 1.366(5) . ? C30 H30 0.9300 . ? C31 C32 1.391(4) . ? C31 H31 0.9300 . ? C32 C33 1.496(4) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 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 N1 Co1 N3 80.92(10) . . ? N1 Co1 Cl1 115.47(8) . . ? N3 Co1 Cl1 109.13(8) . . ? N1 Co1 Cl2 114.57(8) . . ? N3 Co1 Cl2 109.00(8) . . ? Cl1 Co1 Cl2 120.24(5) . . ? N21 Co2 N23 80.85(10) . . ? N21 Co2 Cl21 117.09(8) . . ? N23 Co2 Cl21 112.93(8) . . ? N21 Co2 Cl22 117.03(8) . . ? N23 Co2 Cl22 111.58(7) . . ? Cl21 Co2 Cl22 113.17(4) . . ? C1 N1 C2 110.8(3) . . ? C1 N1 Co1 113.7(2) . . ? C2 N1 Co1 135.4(2) . . ? O1 N2 C1 126.8(3) . . ? O1 N2 C3 123.1(3) . . ? C1 N2 C3 109.8(3) . . ? C12 N3 C8 119.6(3) . . ? C12 N3 Co1 127.3(2) . . ? C8 N3 Co1 113.1(2) . . ? C21 N21 C22 110.8(3) . . ? C21 N21 Co2 113.3(2) . . ? C22 N21 Co2 135.8(2) . . ? O21 N22 C21 126.3(3) . . ? O21 N22 C23 123.0(3) . . ? C21 N22 C23 110.7(3) . . ? C32 N23 C28 119.4(3) . . ? C32 N23 Co2 127.3(2) . . ? C28 N23 Co2 113.28(19) . . ? N1 C1 N2 112.6(3) . . ? N1 C1 C8 120.5(3) . . ? N2 C1 C8 126.9(3) . . ? N1 C2 C5 109.6(3) . . ? N1 C2 C4 104.6(3) . . ? C5 C2 C4 110.7(3) . . ? N1 C2 C3 103.6(3) . . ? C5 C2 C3 115.1(3) . . ? C4 C2 C3 112.4(3) . . ? N2 C3 C6 110.1(3) . . ? N2 C3 C7 105.4(3) . . ? C6 C3 C7 109.9(3) . . ? N2 C3 C2 100.4(3) . . ? C6 C3 C2 116.9(3) . . ? C7 C3 C2 113.1(3) . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 122.8(3) . . ? N3 C8 C1 111.7(3) . . ? C9 C8 C1 125.5(3) . . ? C8 C9 C10 116.9(4) . . ? C8 C9 H9 121.6 . . ? C10 C9 H9 121.6 . . ? C11 C10 C9 120.6(3) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 119.7(4) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? N3 C12 C11 120.3(4) . . ? N3 C12 C13 117.3(3) . . ? C11 C12 C13 122.4(3) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N21 C21 N22 112.7(3) . . ? N21 C21 C28 120.6(3) . . ? N22 C21 C28 126.6(3) . . ? N21 C22 C24 107.7(3) . . ? N21 C22 C25 105.4(3) . . ? C24 C22 C25 108.6(4) . . ? N21 C22 C23 104.8(2) . . ? C24 C22 C23 115.6(3) . . ? C25 C22 C23 114.0(3) . . ? C26 C23 N22 108.2(3) . . ? C26 C23 C27 110.7(4) . . ? N22 C23 C27 106.4(3) . . ? C26 C23 C22 115.1(3) . . ? N22 C23 C22 100.8(2) . . ? C27 C23 C22 114.4(3) . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N23 C28 C29 122.6(3) . . ? N23 C28 C21 111.6(2) . . ? C29 C28 C21 125.8(3) . . ? C28 C29 C30 118.1(3) . . ? C28 C29 H29 120.9 . . ? C30 C29 H29 120.9 . . ? C31 C30 C29 119.2(3) . . ? C31 C30 H30 120.4 . . ? C29 C30 H30 120.4 . . ? C30 C31 C32 120.6(3) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? N23 C32 C31 120.1(3) . . ? N23 C32 C33 117.7(3) . . ? C31 C32 C33 122.2(3) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 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 N3 Co1 N1 C1 2.8(2) . . . . ? Cl1 Co1 N1 C1 109.8(2) . . . . ? Cl2 Co1 N1 C1 -104.0(2) . . . . ? N3 Co1 N1 C2 -173.7(3) . . . . ? Cl1 Co1 N1 C2 -66.7(3) . . . . ? Cl2 Co1 N1 C2 79.5(3) . . . . ? N1 Co1 N3 C12 179.3(3) . . . . ? Cl1 Co1 N3 C12 65.3(3) . . . . ? Cl2 Co1 N3 C12 -67.8(3) . . . . ? N1 Co1 N3 C8 -2.9(2) . . . . ? Cl1 Co1 N3 C8 -116.8(2) . . . . ? Cl2 Co1 N3 C8 110.1(2) . . . . ? N23 Co2 N21 C21 5.2(2) . . . . ? Cl21 Co2 N21 C21 116.4(2) . . . . ? Cl22 Co2 N21 C21 -104.4(2) . . . . ? N23 Co2 N21 C22 -177.3(3) . . . . ? Cl21 Co2 N21 C22 -66.2(3) . . . . ? Cl22 Co2 N21 C22 73.0(3) . . . . ? N21 Co2 N23 C32 175.9(3) . . . . ? Cl21 Co2 N23 C32 60.3(3) . . . . ? Cl22 Co2 N23 C32 -68.5(3) . . . . ? N21 Co2 N23 C28 -4.1(2) . . . . ? Cl21 Co2 N23 C28 -119.76(19) . . . . ? Cl22 Co2 N23 C28 111.43(19) . . . . ? C2 N1 C1 N2 -5.2(4) . . . . ? Co1 N1 C1 N2 177.4(2) . . . . ? C2 N1 C1 C8 175.0(3) . . . . ? Co1 N1 C1 C8 -2.4(4) . . . . ? O1 N2 C1 N1 178.9(3) . . . . ? C3 N2 C1 N1 -6.4(4) . . . . ? O1 N2 C1 C8 -1.2(6) . . . . ? C3 N2 C1 C8 173.4(3) . . . . ? C1 N1 C2 C5 137.2(3) . . . . ? Co1 N1 C2 C5 -46.2(4) . . . . ? C1 N1 C2 C4 -104.0(3) . . . . ? Co1 N1 C2 C4 72.6(4) . . . . ? C1 N1 C2 C3 13.9(4) . . . . ? Co1 N1 C2 C3 -169.5(2) . . . . ? O1 N2 C3 C6 -47.2(5) . . . . ? C1 N2 C3 C6 137.9(3) . . . . ? O1 N2 C3 C7 71.3(4) . . . . ? C1 N2 C3 C7 -103.6(3) . . . . ? O1 N2 C3 C2 -171.0(3) . . . . ? C1 N2 C3 C2 14.1(4) . . . . ? N1 C2 C3 N2 -15.9(3) . . . . ? C5 C2 C3 N2 -135.5(3) . . . . ? C4 C2 C3 N2 96.5(3) . . . . ? N1 C2 C3 C6 -134.9(3) . . . . ? C5 C2 C3 C6 105.5(4) . . . . ? C4 C2 C3 C6 -22.5(5) . . . . ? N1 C2 C3 C7 96.0(3) . . . . ? C5 C2 C3 C7 -23.6(4) . . . . ? C4 C2 C3 C7 -151.7(3) . . . . ? C12 N3 C8 C9 1.6(5) . . . . ? Co1 N3 C8 C9 -176.4(3) . . . . ? C12 N3 C8 C1 -179.6(3) . . . . ? Co1 N3 C8 C1 2.4(3) . . . . ? N1 C1 C8 N3 -0.1(4) . . . . ? N2 C1 C8 N3 -179.9(3) . . . . ? N1 C1 C8 C9 178.7(3) . . . . ? N2 C1 C8 C9 -1.1(6) . . . . ? N3 C8 C9 C10 -1.8(5) . . . . ? C1 C8 C9 C10 179.6(3) . . . . ? C8 C9 C10 C11 0.7(6) . . . . ? C9 C10 C11 C12 0.5(6) . . . . ? C8 N3 C12 C11 -0.3(5) . . . . ? Co1 N3 C12 C11 177.4(2) . . . . ? C8 N3 C12 C13 -180.0(3) . . . . ? Co1 N3 C12 C13 -2.3(5) . . . . ? C10 C11 C12 N3 -0.8(5) . . . . ? C10 C11 C12 C13 178.9(4) . . . . ? C22 N21 C21 N22 -1.9(4) . . . . ? Co2 N21 C21 N22 176.2(2) . . . . ? C22 N21 C21 C28 176.1(3) . . . . ? Co2 N21 C21 C28 -5.8(4) . . . . ? O21 N22 C21 N21 -176.9(3) . . . . ? C23 N22 C21 N21 4.0(4) . . . . ? O21 N22 C21 C28 5.3(5) . . . . ? C23 N22 C21 C28 -173.9(3) . . . . ? C21 N21 C22 C24 122.7(4) . . . . ? Co2 N21 C22 C24 -54.8(4) . . . . ? C21 N21 C22 C25 -121.4(3) . . . . ? Co2 N21 C22 C25 61.0(4) . . . . ? C21 N21 C22 C23 -0.8(3) . . . . ? Co2 N21 C22 C23 -178.3(2) . . . . ? O21 N22 C23 C26 55.6(4) . . . . ? C21 N22 C23 C26 -125.3(3) . . . . ? O21 N22 C23 C27 -63.5(4) . . . . ? C21 N22 C23 C27 115.7(3) . . . . ? O21 N22 C23 C22 176.8(3) . . . . ? C21 N22 C23 C22 -4.1(3) . . . . ? N21 C22 C23 C26 119.0(3) . . . . ? C24 C22 C23 C26 0.7(5) . . . . ? C25 C22 C23 C26 -126.2(4) . . . . ? N21 C22 C23 N22 2.8(3) . . . . ? C24 C22 C23 N22 -115.5(3) . . . . ? C25 C22 C23 N22 117.6(3) . . . . ? N21 C22 C23 C27 -111.0(3) . . . . ? C24 C22 C23 C27 130.7(4) . . . . ? C25 C22 C23 C27 3.8(5) . . . . ? C32 N23 C28 C29 0.8(4) . . . . ? Co2 N23 C28 C29 -179.2(2) . . . . ? C32 N23 C28 C21 -177.7(3) . . . . ? Co2 N23 C28 C21 2.3(3) . . . . ? N21 C21 C28 N23 2.2(4) . . . . ? N22 C21 C28 N23 179.9(3) . . . . ? N21 C21 C28 C29 -176.2(3) . . . . ? N22 C21 C28 C29 1.5(5) . . . . ? N23 C28 C29 C30 -1.1(5) . . . . ? C21 C28 C29 C30 177.2(3) . . . . ? C28 C29 C30 C31 0.4(5) . . . . ? C29 C30 C31 C32 0.6(5) . . . . ? C28 N23 C32 C31 0.3(4) . . . . ? Co2 N23 C32 C31 -179.8(2) . . . . ? C28 N23 C32 C33 179.7(3) . . . . ? Co2 N23 C32 C33 -0.4(4) . . . . ? C30 C31 C32 N23 -1.0(5) . . . . ? C30 C31 C32 C33 179.6(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.400 _refine_diff_density_min -0.333 _refine_diff_density_rms 0.066 #===END data_ZnNITmpy _database_code_CSD 167813 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dichloro(2-(2-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide)zinc(II ) ; _chemical_name_common '[ZnCl~2~(NITmepy)]' _chemical_melting_point ? _chemical_formula_moiety '(Zn Cl2 (C13 H18 N3 O2))' _chemical_formula_sum 'C13 H18 Cl2 N3 O2 Zn' _chemical_formula_weight 384.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Zn' 'Zn' 0.2839 1.4301 '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' '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 7.380(3) _cell_length_b 19.103(3) _cell_length_c 11.853(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.74(2) _cell_angle_gamma 90.00 _cell_volume 1662.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.7 _cell_measurement_theta_max 15.0 _exptl_crystal_description 'column' _exptl_crystal_colour 'dark purple' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 1.805 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.854 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_special_details ? _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -12.52 _diffrn_reflns_number 5204 _diffrn_reflns_av_R_equivalents 0.041 _diffrn_reflns_av_sigmaI/netI 0.0533 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 29.98 _reflns_number_total 5203 _reflns_number_gt 3139 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP' _computing_publication_material 'SHELXL-97 (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^)+(0.0446P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.002(13) _refine_ls_number_reflns 5203 _refine_ls_number_parameters 387 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0960 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0987 _refine_ls_wR_factor_gt 0.0817 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.003 _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 Zn1 Zn 0.5000 0.03674(3) 0.5000 0.04572(14) Uani 1 1 d . . . Zn2 Zn -0.03659(14) 0.33328(3) 0.16058(7) 0.06079(19) Uani 1 1 d . . . Cl1 Cl 0.2547(2) 0.02210(8) 0.58838(15) 0.0664(4) Uani 1 1 d . . . Cl2 Cl 0.6579(3) -0.04970(8) 0.44056(13) 0.0725(4) Uani 1 1 d . . . Cl21 Cl -0.3084(3) 0.37974(10) 0.1603(3) 0.1134(9) Uani 1 1 d . . . Cl22 Cl 0.1160(4) 0.32576(13) 0.01345(18) 0.1164(9) Uani 1 1 d . . . O1 O 0.6741(5) 0.09218(18) 0.6099(3) 0.0469(8) Uani 1 1 d . . . O2 O 0.3568(7) 0.3004(2) 0.5896(4) 0.0746(13) Uani 1 1 d . . . O21 O 0.1319(6) 0.3827(2) 0.2824(3) 0.0629(11) Uani 1 1 d . . . O22 O -0.1645(8) 0.3137(2) 0.5870(4) 0.0775(14) Uani 1 1 d . . . N1 N 0.5987(6) 0.1503(2) 0.6395(3) 0.0407(9) Uani 1 1 d . . . N2 N 0.4492(6) 0.2490(2) 0.6292(4) 0.0489(10) Uani 1 1 d . . . N3 N 0.4560(6) 0.1260(2) 0.3988(3) 0.0417(9) Uani 1 1 d . . . N21 N 0.0643(6) 0.3834(2) 0.3793(4) 0.0474(10) Uani 1 1 d . . . N22 N -0.0745(7) 0.3508(2) 0.5242(3) 0.0511(10) Uani 1 1 d . . . N23 N -0.0559(6) 0.2477(2) 0.2712(3) 0.0449(9) Uani 1 1 d . . . C1 C 0.5125(7) 0.1963(2) 0.5682(4) 0.0405(10) Uani 1 1 d . . . C2 C 0.6171(7) 0.1739(3) 0.7606(4) 0.0437(11) Uani 1 1 d . . . C3 C 0.4750(8) 0.2342(3) 0.7551(4) 0.0495(12) Uani 1 1 d . . . C4 C 0.5765(9) 0.1127(3) 0.8350(4) 0.0555(13) Uani 1 1 d . . . H4A H 0.4662 0.0902 0.8041 0.070 Uiso 1 1 calc R . . H4B H 0.5622 0.1292 0.9101 0.070 Uiso 1 1 calc R . . H4C H 0.6753 0.0799 0.8381 0.070 Uiso 1 1 calc R . . C5 C 0.8147(8) 0.1961(3) 0.7844(4) 0.0583(14) Uani 1 1 d . . . H5A H 0.8925 0.1587 0.7646 0.072 Uiso 1 1 calc R . . H5B H 0.8404 0.2068 0.8635 0.072 Uiso 1 1 calc R . . H5C H 0.8363 0.2368 0.7401 0.072 Uiso 1 1 calc R . . C6 C 0.2869(9) 0.2114(4) 0.7845(6) 0.0723(17) Uani 1 1 d . . . H6A H 0.1998 0.2475 0.7628 0.091 Uiso 1 1 calc R . . H6B H 0.2908 0.2033 0.8646 0.091 Uiso 1 1 calc R . . H6C H 0.2519 0.1690 0.7445 0.091 Uiso 1 1 calc R . . C7 C 0.5372(11) 0.3006(3) 0.8183(6) 0.078(2) Uani 1 1 d . . . H7A H 0.5609 0.2905 0.8978 0.096 Uiso 1 1 calc R . . H7B H 0.4435 0.3355 0.8071 0.096 Uiso 1 1 calc R . . H7C H 0.6464 0.3176 0.7900 0.096 Uiso 1 1 calc R . . C8 C 0.4824(7) 0.1902(3) 0.4440(4) 0.0428(11) Uani 1 1 d . . . C9 C 0.4748(8) 0.2508(3) 0.3796(5) 0.0546(14) Uani 1 1 d . . . H9 H 0.4959 0.2945 0.4128 0.066 Uiso 1 1 calc R . . C10 C 0.4339(9) 0.2433(4) 0.2628(5) 0.0665(17) Uani 1 1 d . . . H10 H 0.4295 0.2825 0.2161 0.077 Uiso 1 1 calc R . . C11 C 0.4008(10) 0.1792(4) 0.2175(5) 0.0659(18) Uani 1 1 d . . . H11 H 0.3700 0.1746 0.1398 0.080 Uiso 1 1 calc R . . C12 C 0.4124(8) 0.1194(3) 0.2862(4) 0.0513(13) Uani 1 1 d . . . C13 C 0.3747(10) 0.0488(3) 0.2382(5) 0.0719(18) Uani 1 1 d . . . H13A H 0.2904 0.0250 0.2815 0.087 Uiso 1 1 calc R . . H13B H 0.4861 0.0227 0.2410 0.087 Uiso 1 1 calc R . . H13C H 0.3231 0.0530 0.1609 0.087 Uiso 1 1 calc R . . C21 C -0.0120(7) 0.3296(2) 0.4277(4) 0.0431(11) Uani 1 1 d . . . C22 C 0.0727(9) 0.4493(3) 0.4503(5) 0.0519(13) Uani 1 1 d . . . C23 C -0.0458(9) 0.4272(3) 0.5462(5) 0.0573(14) Uani 1 1 d . . . C24 C 0.0050(13) 0.5088(3) 0.3772(6) 0.086(2) Uani 1 1 d . . . H24A H 0.0044 0.5506 0.4221 0.111 Uiso 1 1 calc R . . H24B H -0.1164 0.4989 0.3442 0.111 Uiso 1 1 calc R . . H24C H 0.0833 0.5153 0.3181 0.111 Uiso 1 1 calc R . . C25 C 0.2751(10) 0.4590(3) 0.4888(6) 0.0745(19) Uani 1 1 d . . . H25A H 0.3195 0.4191 0.5322 0.086 Uiso 1 1 calc R . . H25B H 0.2916 0.5004 0.5347 0.086 Uiso 1 1 calc R . . H25C H 0.3415 0.4638 0.4236 0.086 Uiso 1 1 calc R . . C26 C -0.2307(13) 0.4599(5) 0.5387(10) 0.117(4) Uani 1 1 d . . . H26A H -0.2194 0.5086 0.5583 0.139 Uiso 1 1 calc R . . H26B H -0.3032 0.4367 0.5903 0.139 Uiso 1 1 calc R . . H26C H -0.2882 0.4553 0.4628 0.139 Uiso 1 1 calc R . . C27 C 0.0474(14) 0.4346(4) 0.6659(6) 0.101(3) Uani 1 1 d . . . H27A H -0.0272 0.4137 0.7186 0.128 Uiso 1 1 calc R . . H27B H 0.0650 0.4833 0.6837 0.128 Uiso 1 1 calc R . . H27C H 0.1634 0.4114 0.6710 0.128 Uiso 1 1 calc R . . C28 C -0.0281(7) 0.2572(2) 0.3844(4) 0.0423(10) Uani 1 1 d . . . C29 C -0.0218(7) 0.2016(3) 0.4605(4) 0.0479(12) Uani 1 1 d . . . H29 H -0.0005 0.2092 0.5382 0.057 Uiso 1 1 calc R . . C30 C -0.0483(8) 0.1345(3) 0.4175(5) 0.0526(13) Uani 1 1 d . . . H30 H -0.0418 0.0960 0.4658 0.064 Uiso 1 1 calc R . . C31 C -0.0839(8) 0.1258(3) 0.3034(5) 0.0542(13) Uani 1 1 d . . . H31 H -0.1055 0.0811 0.2738 0.067 Uiso 1 1 calc R . . C32 C -0.0882(8) 0.1833(3) 0.2305(5) 0.0506(12) Uani 1 1 d . . . C33 C -0.1309(13) 0.1753(3) 0.1044(5) 0.080(2) Uani 1 1 d . . . H33A H -0.1871 0.2174 0.0736 0.096 Uiso 1 1 calc R . . H33B H -0.2125 0.1366 0.0889 0.096 Uiso 1 1 calc R . . H33C H -0.0203 0.1669 0.0703 0.096 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 Zn1 0.0559(3) 0.0394(3) 0.0417(3) -0.0009(3) 0.0036(2) 0.0066(3) Zn2 0.0845(5) 0.0527(4) 0.0450(3) 0.0073(3) 0.0060(3) -0.0062(4) Cl1 0.0627(9) 0.0654(9) 0.0732(9) 0.0178(7) 0.0170(7) 0.0034(7) Cl2 0.0882(11) 0.0656(9) 0.0632(8) -0.0180(7) 0.0050(8) 0.0273(8) Cl21 0.0830(13) 0.0668(11) 0.188(2) 0.0550(13) 0.0018(14) 0.0056(10) Cl22 0.170(2) 0.1239(17) 0.0618(11) -0.0143(11) 0.0466(14) -0.0335(17) O1 0.053(2) 0.0447(18) 0.0422(17) -0.0038(14) -0.0003(15) 0.0146(16) O2 0.100(3) 0.046(2) 0.076(3) 0.003(2) 0.001(3) 0.026(2) O21 0.083(3) 0.058(2) 0.051(2) -0.0059(17) 0.024(2) -0.023(2) O22 0.119(4) 0.062(3) 0.057(2) -0.0051(19) 0.037(3) -0.025(3) N1 0.042(2) 0.041(2) 0.0387(19) -0.0001(16) 0.0005(17) 0.0006(17) N2 0.051(2) 0.035(2) 0.060(3) -0.0016(18) 0.000(2) -0.001(2) N3 0.046(2) 0.046(2) 0.0342(19) 0.0027(16) 0.0054(17) 0.0001(19) N21 0.057(3) 0.039(2) 0.047(2) -0.0031(17) 0.006(2) -0.0086(19) N22 0.064(3) 0.044(2) 0.046(2) -0.0047(18) 0.010(2) -0.010(2) N23 0.051(2) 0.0366(19) 0.046(2) -0.0022(16) 0.0009(18) -0.0026(18) C1 0.040(3) 0.039(2) 0.042(3) 0.0008(19) 0.000(2) 0.004(2) C2 0.051(3) 0.047(3) 0.034(2) 0.0008(19) 0.007(2) -0.003(2) C3 0.061(3) 0.044(3) 0.044(2) -0.005(2) 0.008(2) 0.001(2) C4 0.074(4) 0.053(3) 0.041(3) 0.002(2) 0.014(3) 0.000(3) C5 0.052(3) 0.078(4) 0.043(3) -0.004(3) -0.002(2) -0.009(3) C6 0.064(4) 0.076(4) 0.081(4) -0.008(3) 0.026(3) 0.001(3) C7 0.098(5) 0.057(4) 0.077(4) -0.024(3) -0.001(4) -0.005(4) C8 0.040(3) 0.042(3) 0.046(3) 0.009(2) 0.004(2) 0.002(2) C9 0.053(3) 0.052(3) 0.059(3) 0.013(2) 0.002(3) -0.006(3) C10 0.063(4) 0.080(4) 0.056(3) 0.032(3) 0.004(3) -0.002(3) C11 0.065(4) 0.092(5) 0.040(3) 0.016(3) -0.001(3) -0.006(4) C12 0.049(3) 0.065(3) 0.039(2) 0.007(2) -0.001(2) -0.003(3) C13 0.082(5) 0.084(4) 0.047(3) -0.012(3) -0.007(3) 0.002(4) C21 0.050(3) 0.039(2) 0.039(2) 0.0018(18) 0.001(2) -0.004(2) C22 0.068(4) 0.031(2) 0.056(3) -0.005(2) 0.007(3) -0.004(2) C23 0.071(4) 0.040(3) 0.062(3) -0.009(2) 0.010(3) 0.001(3) C24 0.131(7) 0.045(3) 0.083(5) 0.011(3) 0.018(5) 0.014(4) C25 0.077(5) 0.059(4) 0.085(5) -0.020(3) 0.000(4) -0.012(3) C26 0.098(7) 0.098(7) 0.165(10) 0.027(6) 0.059(7) 0.032(5) C27 0.164(9) 0.076(5) 0.062(4) -0.017(4) 0.007(5) -0.039(5) C28 0.046(3) 0.038(2) 0.042(2) -0.0024(19) -0.001(2) -0.003(2) C29 0.054(3) 0.041(2) 0.047(2) 0.007(2) -0.001(2) -0.007(2) C30 0.052(3) 0.039(2) 0.065(3) 0.009(2) -0.001(3) 0.002(2) C31 0.055(3) 0.038(3) 0.069(4) -0.007(2) 0.005(3) -0.003(2) C32 0.059(3) 0.040(2) 0.050(3) -0.004(2) -0.002(2) -0.001(2) C33 0.128(6) 0.055(3) 0.053(3) -0.010(3) -0.005(4) -0.003(4) _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 Zn1 O1 2.034(3) . ? Zn1 N3 2.091(4) . ? Zn1 Cl2 2.1784(16) . ? Zn1 Cl1 2.1978(18) . ? Zn2 O21 2.040(4) . ? Zn2 N23 2.110(4) . ? Zn2 Cl22 2.173(2) . ? Zn2 Cl21 2.193(3) . ? O1 N1 1.305(5) . ? O2 N2 1.259(6) . ? O21 N21 1.297(6) . ? O22 N22 1.263(6) . ? N1 C1 1.335(6) . ? N1 C2 1.498(6) . ? N2 C1 1.350(6) . ? N2 C3 1.511(7) . ? N3 C8 1.345(6) . ? N3 C12 1.347(6) . ? N21 C21 1.328(6) . ? N21 C22 1.512(6) . ? N22 C21 1.339(6) . ? N22 C23 1.494(7) . ? N23 C32 1.334(6) . ? N23 C28 1.349(6) . ? C1 C8 1.472(6) . ? C2 C4 1.511(7) . ? C2 C5 1.518(8) . ? C2 C3 1.555(7) . ? C3 C7 1.521(7) . ? C3 C6 1.528(8) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.383(7) . ? C9 C10 1.395(9) . ? C9 H9 0.9300 . ? C10 C11 1.350(9) . ? C10 H10 0.9300 . ? C11 C12 1.400(8) . ? C11 H11 0.9300 . ? C12 C13 1.479(8) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C21 C28 1.477(6) . ? C22 C24 1.485(8) . ? C22 C25 1.529(9) . ? C22 C23 1.559(8) . ? C23 C26 1.495(10) . ? C23 C27 1.521(9) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.391(7) . ? C29 C30 1.386(7) . ? C29 H29 0.9300 . ? C30 C31 1.362(8) . ? C30 H30 0.9300 . ? C31 C32 1.397(8) . ? C31 H31 0.9300 . ? C32 C33 1.504(7) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 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 O1 Zn1 N3 89.70(15) . . ? O1 Zn1 Cl2 106.14(11) . . ? N3 Zn1 Cl2 119.33(12) . . ? O1 Zn1 Cl1 104.97(11) . . ? N3 Zn1 Cl1 106.80(12) . . ? Cl2 Zn1 Cl1 123.40(7) . . ? O21 Zn2 N23 89.59(16) . . ? O21 Zn2 Cl22 105.70(14) . . ? N23 Zn2 Cl22 121.36(14) . . ? O21 Zn2 Cl21 107.84(15) . . ? N23 Zn2 Cl21 101.28(13) . . ? Cl22 Zn2 Cl21 124.95(12) . . ? N1 O1 Zn1 110.8(3) . . ? N21 O21 Zn2 111.7(3) . . ? O1 N1 C1 125.4(4) . . ? O1 N1 C2 120.8(4) . . ? C1 N1 C2 113.6(4) . . ? O2 N2 C1 125.8(4) . . ? O2 N2 C3 121.6(4) . . ? C1 N2 C3 111.9(4) . . ? C8 N3 C12 119.3(4) . . ? C8 N3 Zn1 120.5(3) . . ? C12 N3 Zn1 120.0(4) . . ? O21 N21 C21 126.3(4) . . ? O21 N21 C22 120.2(4) . . ? C21 N21 C22 113.5(4) . . ? O22 N22 C21 125.5(4) . . ? O22 N22 C23 121.3(4) . . ? C21 N22 C23 112.9(4) . . ? C32 N23 C28 119.2(4) . . ? C32 N23 Zn2 120.7(3) . . ? C28 N23 Zn2 120.1(3) . . ? N1 C1 N2 108.7(4) . . ? N1 C1 C8 126.6(4) . . ? N2 C1 C8 124.7(4) . . ? N1 C2 C4 108.8(4) . . ? N1 C2 C5 104.8(4) . . ? C4 C2 C5 110.5(5) . . ? N1 C2 C3 100.7(4) . . ? C4 C2 C3 115.2(4) . . ? C5 C2 C3 115.6(5) . . ? N2 C3 C7 109.4(5) . . ? N2 C3 C6 104.5(5) . . ? C7 C3 C6 111.2(5) . . ? N2 C3 C2 101.5(4) . . ? C7 C3 C2 115.3(5) . . ? C6 C3 C2 113.8(5) . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 123.2(5) . . ? N3 C8 C1 118.1(4) . . ? C9 C8 C1 118.7(5) . . ? C8 C9 C10 117.0(6) . . ? C8 C9 H9 121.5 . . ? C10 C9 H9 121.5 . . ? C11 C10 C9 120.0(5) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C12 120.7(6) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? N3 C12 C11 119.7(5) . . ? N3 C12 C13 118.9(5) . . ? C11 C12 C13 121.4(5) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N21 C21 N22 109.4(4) . . ? N21 C21 C28 126.7(4) . . ? N22 C21 C28 123.9(4) . . ? C24 C22 N21 108.6(5) . . ? C24 C22 C25 110.0(6) . . ? N21 C22 C25 104.6(5) . . ? C24 C22 C23 116.8(6) . . ? N21 C22 C23 100.7(4) . . ? C25 C22 C23 114.7(5) . . ? N22 C23 C26 106.5(6) . . ? N22 C23 C27 107.2(5) . . ? C26 C23 C27 110.0(7) . . ? N22 C23 C22 102.6(4) . . ? C26 C23 C22 114.8(6) . . ? C27 C23 C22 114.9(6) . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N6 C28 C29 122.3(4) . . ? N6 C28 C21 118.0(4) . . ? C29 C28 C21 119.6(4) . . ? C30 C29 C28 118.2(5) . . ? C30 C29 H29 120.9 . . ? C28 C29 H29 120.9 . . ? C31 C30 C29 119.0(5) . . ? C31 C30 H30 120.5 . . ? C29 C30 H30 120.5 . . ? C30 C31 C32 120.5(5) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? N23 C32 C31 120.6(5) . . ? N23 C32 C33 117.7(5) . . ? C31 C32 C33 121.6(5) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 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 N3 Zn1 O1 N1 51.3(3) . . . . ? Cl2 Zn1 O1 N1 171.9(3) . . . . ? Cl1 Zn1 O1 N1 -56.0(3) . . . . ? N23 Zn2 O21 N21 -50.1(4) . . . . ? Cl22 Zn2 O21 N21 -172.7(3) . . . . ? Cl21 Zn2 O21 N21 51.6(4) . . . . ? Zn1 O1 N1 C1 -49.1(5) . . . . ? Zn1 O1 N1 C2 136.2(4) . . . . ? O1 Zn1 N3 C8 -24.4(4) . . . . ? Cl2 Zn1 N3 C8 -132.8(3) . . . . ? Cl1 Zn1 N3 C8 81.2(4) . . . . ? O1 Zn1 N3 C12 151.2(4) . . . . ? Cl2 Zn1 N3 C12 42.8(4) . . . . ? Cl1 Zn1 N3 C12 -103.2(4) . . . . ? Zn2 O21 N21 C21 45.4(6) . . . . ? Zn2 O21 N21 C22 -136.3(4) . . . . ? O21 Zn2 N23 C32 -152.1(4) . . . . ? Cl22 Zn2 N23 C32 -43.9(5) . . . . ? Cl21 Zn2 N23 C32 99.7(4) . . . . ? O21 Zn2 N23 C28 25.1(4) . . . . ? Cl22 Zn2 N23 C28 133.3(4) . . . . ? Cl21 Zn2 N23 C28 -83.1(4) . . . . ? O1 N1 C1 N2 178.7(4) . . . . ? C2 N1 C1 N2 -6.3(6) . . . . ? O1 N1 C1 C8 1.3(8) . . . . ? C2 N1 C1 C8 176.3(4) . . . . ? O2 N2 C1 N1 -177.8(5) . . . . ? C3 N2 C1 N1 -7.2(6) . . . . ? O2 N2 C1 C8 -0.3(9) . . . . ? C3 N2 C1 C8 170.3(4) . . . . ? O1 N1 C2 C4 -47.3(6) . . . . ? C1 N1 C2 C4 137.5(5) . . . . ? O1 N1 C2 C5 71.0(5) . . . . ? C1 N1 C2 C5 -104.3(5) . . . . ? O1 N1 C2 C3 -168.7(4) . . . . ? C1 N1 C2 C3 16.0(5) . . . . ? O2 N2 C3 C7 -50.1(7) . . . . ? C1 N2 C3 C7 138.8(5) . . . . ? O2 N2 C3 C6 69.1(6) . . . . ? C1 N2 C3 C6 -102.0(5) . . . . ? O2 N2 C3 C2 -172.4(5) . . . . ? C1 N2 C3 C2 16.5(5) . . . . ? N1 C2 C3 N2 -17.8(5) . . . . ? C4 C2 C3 N2 -134.6(4) . . . . ? C5 C2 C3 N2 94.4(5) . . . . ? N1 C2 C3 C7 -135.9(5) . . . . ? C4 C2 C3 C7 107.3(6) . . . . ? C5 C2 C3 C7 -23.7(7) . . . . ? N1 C2 C3 C6 93.9(5) . . . . ? C4 C2 C3 C6 -23.0(6) . . . . ? C5 C2 C3 C6 -153.9(5) . . . . ? C12 N3 C8 C9 -2.8(7) . . . . ? Zn1 N3 C8 C9 172.8(4) . . . . ? C12 N3 C8 C1 174.3(5) . . . . ? Zn1 N3 C8 C1 -10.1(6) . . . . ? N1 C1 C8 N3 33.8(7) . . . . ? N2 C1 C8 N3 -143.2(6) . . . . ? N1 C1 C8 C9 -149.0(6) . . . . ? N2 C1 C8 C9 34.0(7) . . . . ? N3 C8 C9 C10 1.3(8) . . . . ? C1 C8 C9 C10 -175.8(5) . . . . ? C8 C9 C10 C11 1.2(9) . . . . ? C9 C10 C11 C12 -2.0(10) . . . . ? C8 N3 C12 C11 2.0(8) . . . . ? Zn1 N3 C12 C11 -173.7(5) . . . . ? C8 N3 C12 C13 -177.0(5) . . . . ? Zn1 N3 C12 C13 7.3(7) . . . . ? C10 C11 C12 N3 0.4(10) . . . . ? C10 C11 C12 C13 179.3(6) . . . . ? O21 N21 C21 N22 -176.8(5) . . . . ? C22 N21 C21 N22 4.9(6) . . . . ? O21 N21 C21 C28 3.2(9) . . . . ? C22 N21 C21 C28 -175.1(5) . . . . ? O22 N22 C21 N21 175.3(5) . . . . ? C23 N22 C21 N21 1.8(6) . . . . ? O22 N22 C21 C28 -4.7(9) . . . . ? C23 N22 C21 C28 -178.1(5) . . . . ? O21 N21 C22 C24 49.4(7) . . . . ? C21 N21 C22 C24 -132.2(6) . . . . ? O21 N21 C22 C25 -68.1(6) . . . . ? C21 N21 C22 C25 110.4(6) . . . . ? O21 N21 C22 C23 172.6(5) . . . . ? C21 N21 C22 C23 -8.9(6) . . . . ? O22 N22 C23 C26 -60.0(8) . . . . ? C21 N22 C23 C26 113.7(7) . . . . ? O22 N22 C23 C27 57.7(8) . . . . ? C21 N22 C23 C27 -128.6(6) . . . . ? O22 N22 C23 C22 179.0(5) . . . . ? C21 N22 C23 C22 -7.2(6) . . . . ? C24 C22 C23 N22 126.2(6) . . . . ? N21 C22 C23 N22 8.8(5) . . . . ? C25 C22 C23 N22 -102.9(5) . . . . ? C24 C22 C23 C26 11.1(8) . . . . ? N21 C22 C23 C26 -106.3(7) . . . . ? C25 C22 C23 C26 142.1(6) . . . . ? C24 C22 C23 C27 -117.9(7) . . . . ? N21 C22 C23 C27 124.7(6) . . . . ? C25 C22 C23 C27 13.1(7) . . . . ? C32 N23 C28 C29 3.6(8) . . . . ? Zn2 N23 C28 C29 -173.6(4) . . . . ? C32 N23 C28 C21 -173.7(5) . . . . ? Zn2 N23 C28 C21 9.1(6) . . . . ? N21 C21 C28 N23 -35.4(8) . . . . ? N22 C21 C28 N23 144.6(5) . . . . ? N21 C21 C28 C29 147.3(5) . . . . ? N22 C21 C28 C29 -32.7(8) . . . . ? N23 C28 C29 C30 -1.1(8) . . . . ? C21 C28 C29 C30 176.2(5) . . . . ? C28 C29 C30 C31 -1.7(8) . . . . ? C29 C30 C31 C32 1.9(9) . . . . ? C28 N23 C32 C31 -3.3(8) . . . . ? Zn2 N23 C32 C31 173.9(4) . . . . ? C28 N23 C32 C33 176.0(6) . . . . ? Zn2 N23 C32 C33 -6.7(8) . . . . ? C30 C31 C32 N6 0.6(9) . . . . ? C30 C31 C32 C33 -178.7(6) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.98 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.276 _refine_diff_density_min -0.553 _refine_diff_density_rms 0.066 #===END data_ZnIMmepy _database_code_CSD 167814 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dichloro(2-(2-pyridyl)-4,4,5,5-tetramethylimidazoline-1-oxy)zinc(II) ; _chemical_name_common '[ZnCl~2~(IMmepy)]' _chemical_melting_point ? _chemical_formula_moiety '(Zn Cl2 (C13 H18 N3 O))' _chemical_formula_sum 'C13 H18 Cl2 N3 O Zn' _chemical_formula_weight 368.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Zn' 'Zn' 0.2839 1.4301 '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' '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/a 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 15.6669(14) _cell_length_b 13.2652(18) _cell_length_c 15.8854(18) _cell_angle_alpha 90.00 _cell_angle_beta 95.677(8) _cell_angle_gamma 90.00 _cell_volume 3285.2(7) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.7 _cell_measurement_theta_max 15.0 _exptl_crystal_description 'prism' _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.490 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1512 _exptl_absorpt_coefficient_mu 1.819 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.779 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_special_details ? _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 1.66 _diffrn_reflns_number 9904 _diffrn_reflns_av_R_equivalents 0.0351 _diffrn_reflns_av_sigmaI/netI 0.1600 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 29.99 _reflns_number_total 9577 _reflns_number_gt 3508 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP' _computing_publication_material 'SHELXL-97 (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^)+(0.0417P)^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 9577 _refine_ls_number_parameters 371 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2104 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1276 _refine_ls_wR_factor_gt 0.0924 _refine_ls_goodness_of_fit_ref 0.912 _refine_ls_restrained_S_all 0.912 _refine_ls_shift/su_max 0.009 _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 Zn1 Zn 0.04304(3) 0.83012(4) 0.88550(3) 0.04992(15) Uani 1 1 d . . . Zn2 Zn 0.13302(3) 0.26386(4) 0.49363(3) 0.04441(14) Uani 1 1 d . . . Cl1 Cl 0.14109(8) 0.94298(12) 0.92573(9) 0.0787(4) Uani 1 1 d . . . Cl2 Cl 0.06719(9) 0.70238(12) 0.80284(10) 0.0886(5) Uani 1 1 d . . . Cl21 Cl 0.13108(8) 0.10186(9) 0.46762(9) 0.0684(4) Uani 1 1 d . . . Cl22 Cl 0.20902(7) 0.31288(9) 0.61140(7) 0.0593(3) Uani 1 1 d . . . O1 O -0.2395(2) 0.8150(3) 1.0279(2) 0.0842(12) Uani 1 1 d . . . O21 O 0.0400(2) 0.5454(3) 0.2791(2) 0.0696(10) Uani 1 1 d . . . N1 N -0.0330(2) 0.7911(2) 0.9776(2) 0.0414(8) Uani 1 1 d . . . N2 N -0.1616(2) 0.7936(3) 1.0251(2) 0.0534(10) Uani 1 1 d . . . N3 N -0.0721(2) 0.9015(3) 0.8403(2) 0.0464(9) Uani 1 1 d . . . N21 N 0.1464(2) 0.3552(3) 0.3906(2) 0.0401(8) Uani 1 1 d . . . N22 N 0.0916(2) 0.4776(3) 0.3075(2) 0.0457(9) Uani 1 1 d . . . N23 N 0.01226(19) 0.3320(2) 0.47940(19) 0.0385(8) Uani 1 1 d . . . C1 C -0.1105(2) 0.8231(3) 0.9637(3) 0.0415(10) Uani 1 1 d . . . C2 C -0.0200(3) 0.7408(4) 1.0612(3) 0.0507(11) Uani 1 1 d . . . C3 C -0.1126(3) 0.7214(4) 1.0844(3) 0.0533(11) Uani 1 1 d . . . C4 C 0.0305(4) 0.8157(5) 1.1196(3) 0.093(2) Uani 1 1 d . . . H4A H 0.0403 0.7875 1.1754 0.111 Uiso 1 1 calc R . . H4B H -0.0015 0.8771 1.1218 0.111 Uiso 1 1 calc R . . H4C H 0.0846 0.8295 1.0983 0.111 Uiso 1 1 calc R . . C5 C 0.0338(4) 0.6458(4) 1.0535(4) 0.095(2) Uani 1 1 d . . . H5A H 0.0397 0.6110 1.1068 0.112 Uiso 1 1 calc R . . H5B H 0.0895 0.6642 1.0383 0.112 Uiso 1 1 calc R . . H5C H 0.0060 0.6026 1.0108 0.112 Uiso 1 1 calc R . . C6 C -0.1305(4) 0.7451(5) 1.1748(3) 0.094(2) Uani 1 1 d . . . H6A H -0.1147 0.8136 1.1880 0.109 Uiso 1 1 calc R . . H6B H -0.0977 0.7005 1.2131 0.109 Uiso 1 1 calc R . . H6C H -0.1905 0.7360 1.1803 0.109 Uiso 1 1 calc R . . C7 C -0.1477(4) 0.6172(4) 1.0589(3) 0.0827(17) Uani 1 1 d . . . H7A H -0.2088 0.6168 1.0601 0.099 Uiso 1 1 calc R . . H7B H -0.1223 0.5677 1.0977 0.099 Uiso 1 1 calc R . . H7C H -0.1340 0.6017 1.0027 0.099 Uiso 1 1 calc R . . C8 C -0.1372(3) 0.8846(3) 0.8878(3) 0.0442(10) Uani 1 1 d . . . C9 C -0.2187(3) 0.9196(4) 0.8653(3) 0.0582(13) Uani 1 1 d . . . H9 H -0.2632 0.9056 0.8982 0.072 Uiso 1 1 calc R . . C10 C -0.2325(3) 0.9768(4) 0.7918(3) 0.0709(16) Uani 1 1 d . . . H10 H -0.2868 1.0024 0.7749 0.086 Uiso 1 1 calc R . . C11 C -0.1661(4) 0.9949(4) 0.7449(3) 0.0673(15) Uani 1 1 d . . . H11 H -0.1749 1.0336 0.6959 0.080 Uiso 1 1 calc R . . C12 C -0.0849(3) 0.9560(3) 0.7695(3) 0.0533(12) Uani 1 1 d . . . C13 C -0.0099(3) 0.9723(5) 0.7201(3) 0.0798(17) Uani 1 1 d . . . H13A H 0.0079 0.9089 0.6986 0.096 Uiso 1 1 calc R . . H13B H 0.0364 1.0013 0.7562 0.096 Uiso 1 1 calc R . . H13C H -0.0259 1.0172 0.6738 0.096 Uiso 1 1 calc R . . C21 C 0.0805(2) 0.4119(3) 0.3728(2) 0.0375(9) Uani 1 1 d . . . C22 C 0.2139(3) 0.3739(3) 0.3327(3) 0.0465(10) Uani 1 1 d . . . C23 C 0.1754(3) 0.4569(4) 0.2718(3) 0.0505(11) Uani 1 1 d . . . C24 C 0.2935(3) 0.4020(6) 0.3884(4) 0.114(3) Uani 1 1 d . . . H24A H 0.3050 0.3515 0.4314 0.150 Uiso 1 1 calc R . . H24B H 0.2851 0.4660 0.4145 0.150 Uiso 1 1 calc R . . H24C H 0.3411 0.4063 0.3549 0.150 Uiso 1 1 calc R . . C25 C 0.2282(5) 0.2736(4) 0.2911(4) 0.111(3) Uani 1 1 d . . . H25A H 0.1762 0.2529 0.2586 0.135 Uiso 1 1 calc R . . H25B H 0.2443 0.2241 0.3338 0.135 Uiso 1 1 calc R . . H25C H 0.2730 0.2803 0.2544 0.135 Uiso 1 1 calc R . . C26 C 0.2253(4) 0.5533(4) 0.2726(5) 0.122(3) Uani 1 1 d . . . H26A H 0.2792 0.5413 0.2505 0.143 Uiso 1 1 calc R . . H26B H 0.2353 0.5779 0.3295 0.143 Uiso 1 1 calc R . . H26C H 0.1933 0.6025 0.2382 0.143 Uiso 1 1 calc R . . C27 C 0.1535(4) 0.4212(5) 0.1818(3) 0.107(2) Uani 1 1 d . . . H27A H 0.1319 0.4768 0.1473 0.126 Uiso 1 1 calc R . . H27B H 0.1106 0.3694 0.1808 0.126 Uiso 1 1 calc R . . H27C H 0.2041 0.3948 0.1602 0.126 Uiso 1 1 calc R . . C28 C 0.0027(2) 0.4027(3) 0.4171(2) 0.0366(9) Uani 1 1 d . . . C29 C -0.0717(2) 0.4562(3) 0.3999(3) 0.0429(10) Uani 1 1 d . . . H29 H -0.0760 0.5063 0.3587 0.052 Uiso 1 1 calc R . . C30 C -0.1404(3) 0.4337(3) 0.4453(3) 0.0499(11) Uani 1 1 d . . . H30 H -0.1924 0.4672 0.4335 0.059 Uiso 1 1 calc R . . C31 C -0.1315(3) 0.3622(3) 0.5074(3) 0.0477(11) Uani 1 1 d . . . H31 H -0.1771 0.3474 0.5386 0.057 Uiso 1 1 calc R . . C32 C -0.0540(3) 0.3116(3) 0.5237(3) 0.0456(10) Uani 1 1 d . . . C33 C -0.0413(3) 0.2319(4) 0.5911(3) 0.0719(15) Uani 1 1 d . . . H33A H -0.0923 0.2265 0.6198 0.087 Uiso 1 1 calc R . . H33B H 0.0063 0.2500 0.6310 0.087 Uiso 1 1 calc R . . H33C H -0.0299 0.1684 0.5656 0.087 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 Zn1 0.0415(3) 0.0606(4) 0.0484(3) 0.0013(3) 0.0082(2) -0.0040(3) Zn2 0.0429(3) 0.0472(3) 0.0427(3) 0.0048(2) 0.0021(2) 0.0072(2) Cl1 0.0606(8) 0.0922(11) 0.0815(9) -0.0005(8) -0.0027(7) -0.0272(8) Cl2 0.0787(9) 0.0981(12) 0.0927(11) -0.0334(9) 0.0264(8) 0.0019(8) Cl21 0.0749(8) 0.0488(7) 0.0792(9) -0.0052(6) -0.0030(7) 0.0035(7) Cl22 0.0616(7) 0.0651(8) 0.0486(7) -0.0040(6) -0.0070(6) 0.0074(6) O1 0.0448(19) 0.112(3) 0.100(3) 0.009(2) 0.0285(19) 0.009(2) O21 0.076(2) 0.065(2) 0.071(2) 0.0324(19) 0.0238(18) 0.0240(19) N1 0.0436(19) 0.043(2) 0.0381(19) 0.0042(16) 0.0051(15) 0.0008(16) N2 0.046(2) 0.060(3) 0.057(2) -0.001(2) 0.0160(18) -0.0015(19) N3 0.049(2) 0.046(2) 0.044(2) -0.0018(18) -0.0020(17) -0.0054(18) N21 0.0382(18) 0.045(2) 0.0374(18) 0.0040(16) 0.0074(15) 0.0036(16) N22 0.050(2) 0.051(2) 0.0367(19) 0.0036(17) 0.0110(16) 0.0070(19) N23 0.0368(17) 0.0412(19) 0.0376(18) 0.0022(16) 0.0046(14) 0.0003(16) C1 0.042(2) 0.044(2) 0.040(2) -0.006(2) 0.0092(18) -0.002(2) C2 0.053(3) 0.058(3) 0.041(2) 0.009(2) 0.003(2) -0.002(2) C3 0.059(3) 0.058(3) 0.044(2) 0.005(2) 0.010(2) -0.006(2) C4 0.088(4) 0.128(6) 0.060(3) 0.015(4) -0.013(3) -0.040(4) C5 0.085(4) 0.092(5) 0.113(5) 0.049(4) 0.029(4) 0.030(4) C6 0.101(4) 0.135(6) 0.049(3) -0.007(4) 0.026(3) -0.003(4) C7 0.093(4) 0.076(4) 0.079(4) 0.015(3) 0.008(3) -0.026(3) C8 0.041(2) 0.047(3) 0.045(2) -0.004(2) 0.0042(19) 0.002(2) C9 0.054(3) 0.068(3) 0.051(3) -0.012(3) -0.001(2) 0.014(3) C10 0.069(3) 0.078(4) 0.060(3) -0.011(3) -0.017(3) 0.032(3) C11 0.097(4) 0.050(3) 0.051(3) 0.001(2) -0.017(3) 0.013(3) C12 0.070(3) 0.047(3) 0.041(2) 0.004(2) -0.005(2) -0.005(3) C13 0.091(4) 0.100(5) 0.046(3) 0.017(3) -0.004(3) -0.018(4) C21 0.042(2) 0.039(2) 0.032(2) -0.0035(18) 0.0042(17) -0.0019(19) C22 0.042(2) 0.053(3) 0.047(2) -0.002(2) 0.015(2) 0.000(2) C23 0.048(3) 0.056(3) 0.050(3) 0.005(2) 0.020(2) 0.004(2) C24 0.060(4) 0.182(8) 0.097(5) 0.057(5) -0.012(3) -0.049(4) C25 0.189(7) 0.068(4) 0.089(4) 0.001(4) 0.079(5) 0.035(5) C26 0.086(4) 0.060(4) 0.228(9) 0.040(5) 0.060(5) -0.009(3) C27 0.117(5) 0.162(7) 0.043(3) -0.008(4) 0.014(3) 0.058(5) C28 0.037(2) 0.044(2) 0.029(2) -0.0050(19) 0.0060(16) -0.0040(19) C29 0.040(2) 0.043(2) 0.046(2) 0.002(2) 0.0014(19) 0.004(2) C30 0.036(2) 0.055(3) 0.058(3) -0.001(2) 0.001(2) 0.004(2) C31 0.036(2) 0.056(3) 0.054(3) -0.007(2) 0.0134(19) -0.006(2) C32 0.043(2) 0.048(3) 0.046(2) 0.002(2) 0.0067(19) 0.002(2) C33 0.061(3) 0.083(4) 0.075(3) 0.035(3) 0.019(3) 0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.043(3) . ? Zn1 N3 2.100(3) . ? Zn1 Cl1 2.1944(14) . ? Zn1 Cl2 2.1993(15) . ? Zn2 N21 2.064(3) . ? Zn2 N23 2.089(3) . ? Zn2 Cl21 2.1879(14) . ? Zn2 Cl22 2.2136(12) . ? O1 N2 1.259(4) . ? O21 N22 1.262(4) . ? N1 C1 1.284(5) . ? N1 C2 1.482(5) . ? N2 C1 1.378(5) . ? N2 C3 1.499(6) . ? N3 C12 1.336(5) . ? N3 C8 1.345(5) . ? N21 C21 1.286(5) . ? N21 C22 1.490(5) . ? N22 C21 1.379(5) . ? N22 C23 1.506(5) . ? N23 C32 1.338(5) . ? N23 C28 1.361(5) . ? C1 C8 1.482(6) . ? C2 C5 1.527(7) . ? C2 C4 1.526(7) . ? C2 C3 1.554(6) . ? C3 C6 1.523(6) . ? C3 C7 1.527(7) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.372(6) . ? C9 C10 1.392(7) . ? C9 H9 0.9300 . ? C10 C11 1.361(7) . ? C10 H10 0.9300 . ? C11 C12 1.392(6) . ? C11 H11 0.9300 . ? C12 C13 1.491(6) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C21 C28 1.472(5) . ? C22 C24 1.503(6) . ? C22 C25 1.511(6) . ? C22 C23 1.548(6) . ? C23 C26 1.497(7) . ? C23 C27 1.514(7) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.369(5) . ? C29 C30 1.387(6) . ? C29 H29 0.9300 . ? C30 C31 1.365(6) . ? C30 H30 0.9300 . ? C31 C32 1.389(5) . ? C31 H31 0.9300 . ? C32 C33 1.504(6) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 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 N1 Zn1 N3 79.44(13) . . ? N1 Zn1 Cl1 113.92(10) . . ? N3 Zn1 Cl1 110.16(10) . . ? N1 Zn1 Cl2 112.30(11) . . ? N3 Zn1 Cl2 109.65(10) . . ? Cl1 Zn1 Cl2 122.87(6) . . ? N21 Zn2 N23 79.76(12) . . ? N21 Zn2 Cl21 115.30(10) . . ? N23 Zn2 Cl21 114.13(10) . . ? N21 Zn2 Cl22 114.18(10) . . ? N23 Zn2 Cl22 111.73(9) . . ? Cl21 Zn2 Cl22 116.39(5) . . ? C1 N1 C2 110.3(3) . . ? C1 N1 Zn1 113.7(3) . . ? C2 N1 Zn1 135.8(3) . . ? O1 N2 C1 126.5(4) . . ? O1 N2 C3 124.0(4) . . ? C1 N2 C3 109.2(3) . . ? C12 N3 C8 120.2(4) . . ? C12 N3 Zn1 125.7(3) . . ? C8 N3 Zn1 114.0(3) . . ? C21 N21 C22 111.8(3) . . ? C21 N21 Zn2 112.0(3) . . ? C22 N21 Zn2 136.2(3) . . ? O21 N22 C21 126.6(3) . . ? O21 N22 C23 123.1(3) . . ? C21 N22 C23 110.3(3) . . ? C32 N23 C28 119.1(3) . . ? C32 N23 Zn2 126.7(3) . . ? C28 N23 Zn2 114.2(2) . . ? N1 C1 N2 112.9(4) . . ? N1 C1 C8 120.5(4) . . ? N2 C1 C8 126.5(4) . . ? N1 C2 C5 109.2(4) . . ? N1 C2 C4 105.6(4) . . ? C5 C2 C4 109.1(4) . . ? N1 C2 C3 103.8(3) . . ? C5 C2 C3 114.7(4) . . ? C4 C2 C3 113.8(4) . . ? N2 C3 C6 109.3(4) . . ? N2 C3 C7 105.3(4) . . ? C6 C3 C7 110.0(4) . . ? N2 C3 C2 100.2(3) . . ? C6 C3 C2 116.9(4) . . ? C7 C3 C2 114.0(4) . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 122.4(4) . . ? N3 C8 C1 112.3(3) . . ? C9 C8 C1 125.3(4) . . ? C8 C9 C10 117.8(5) . . ? C8 C9 H9 121.1 . . ? C10 C9 H9 121.1 . . ? C11 C10 C9 119.5(5) . . ? C11 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? C10 C11 C12 120.5(5) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? N3 C12 C11 119.6(5) . . ? N3 C12 C13 117.5(4) . . ? C11 C12 C13 122.9(4) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N21 C21 N22 112.1(3) . . ? N21 C21 C28 122.1(4) . . ? N22 C21 C28 125.7(4) . . ? N21 C22 C24 106.0(4) . . ? N21 C22 C25 105.6(4) . . ? C24 C22 C25 109.0(5) . . ? N21 C22 C23 104.3(3) . . ? C24 C22 C23 116.1(4) . . ? C25 C22 C23 114.8(4) . . ? C26 C23 N22 108.4(4) . . ? C26 C23 C27 110.1(5) . . ? N22 C23 C27 106.7(4) . . ? C26 C23 C22 115.6(4) . . ? N22 C23 C22 101.2(3) . . ? C27 C23 C22 113.9(4) . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N23 C28 C29 122.2(4) . . ? N23 C28 C21 111.6(3) . . ? C29 C28 C21 126.2(4) . . ? C28 C29 C30 118.3(4) . . ? C28 C29 H29 120.8 . . ? C30 C29 H29 120.8 . . ? C31 C30 C29 119.7(4) . . ? C31 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? C30 C31 C32 119.7(4) . . ? C30 C31 H31 120.1 . . ? C32 C31 H31 120.1 . . ? N23 C32 C31 120.9(4) . . ? N23 C32 C33 117.5(4) . . ? C31 C32 C33 121.6(4) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 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 N3 Zn1 N1 C1 2.3(3) . . . . ? Cl1 Zn1 N1 C1 109.8(3) . . . . ? Cl2 Zn1 N1 C1 -104.7(3) . . . . ? N3 Zn1 N1 C2 -172.0(4) . . . . ? Cl1 Zn1 N1 C2 -64.5(4) . . . . ? Cl2 Zn1 N1 C2 81.0(4) . . . . ? N1 Zn1 N3 C12 180.0(4) . . . . ? Cl1 Zn1 N3 C12 68.2(4) . . . . ? Cl2 Zn1 N3 C12 -69.9(4) . . . . ? N1 Zn1 N3 C8 -2.9(3) . . . . ? Cl1 Zn1 N3 C8 -114.7(3) . . . . ? Cl2 Zn1 N3 C8 107.1(3) . . . . ? N23 Zn2 N21 C21 4.8(3) . . . . ? Cl21 Zn2 N21 C21 116.7(3) . . . . ? Cl22 Zn2 N21 C21 -104.6(3) . . . . ? N23 Zn2 N21 C22 -177.0(4) . . . . ? Cl21 Zn2 N21 C22 -65.0(4) . . . . ? Cl22 Zn2 N21 C22 73.6(4) . . . . ? N21 Zn2 N23 C32 175.6(4) . . . . ? Cl21 Zn2 N23 C32 62.3(3) . . . . ? Cl22 Zn2 N23 C32 -72.3(3) . . . . ? N21 Zn2 N23 C28 -3.4(3) . . . . ? Cl21 Zn2 N23 C28 -116.6(2) . . . . ? Cl22 Zn2 N23 C28 108.7(2) . . . . ? C2 N1 C1 N2 -6.1(5) . . . . ? Zn1 N1 C1 N2 178.2(3) . . . . ? C2 N1 C1 C8 174.2(4) . . . . ? Zn1 N1 C1 C8 -1.5(5) . . . . ? O1 N2 C1 N1 179.2(4) . . . . ? C3 N2 C1 N1 -7.0(5) . . . . ? O1 N2 C1 C8 -1.1(7) . . . . ? C3 N2 C1 C8 172.6(4) . . . . ? C1 N1 C2 C5 138.6(4) . . . . ? Zn1 N1 C2 C5 -47.0(6) . . . . ? C1 N1 C2 C4 -104.1(4) . . . . ? Zn1 N1 C2 C4 70.3(5) . . . . ? C1 N1 C2 C3 15.9(5) . . . . ? Zn1 N1 C2 C3 -169.7(3) . . . . ? O1 N2 C3 C6 -46.9(6) . . . . ? C1 N2 C3 C6 139.1(4) . . . . ? O1 N2 C3 C7 71.2(5) . . . . ? C1 N2 C3 C7 -102.8(4) . . . . ? O1 N2 C3 C2 -170.3(4) . . . . ? C1 N2 C3 C2 15.7(5) . . . . ? N1 C2 C3 N2 -18.0(4) . . . . ? C5 C2 C3 N2 -137.1(4) . . . . ? C4 C2 C3 N2 96.2(4) . . . . ? N1 C2 C3 C6 -136.0(4) . . . . ? C5 C2 C3 C6 105.0(6) . . . . ? C4 C2 C3 C6 -21.7(6) . . . . ? N1 C2 C3 C7 93.8(4) . . . . ? C5 C2 C3 C7 -25.2(6) . . . . ? C4 C2 C3 C7 -151.9(4) . . . . ? C12 N3 C8 C9 1.5(7) . . . . ? Zn1 N3 C8 C9 -175.8(3) . . . . ? C12 N3 C8 C1 -179.8(4) . . . . ? Zn1 N3 C8 C1 2.9(4) . . . . ? N1 C1 C8 N3 -1.0(6) . . . . ? N2 C1 C8 N3 179.4(4) . . . . ? N1 C1 C8 C9 177.6(4) . . . . ? N2 C1 C8 C9 -2.0(7) . . . . ? N3 C8 C9 C10 -1.7(7) . . . . ? C1 C8 C9 C10 179.8(4) . . . . ? C8 C9 C10 C11 0.7(7) . . . . ? C9 C10 C11 C12 0.6(8) . . . . ? C8 N3 C12 C11 -0.2(6) . . . . ? Zn1 N3 C12 C11 176.7(3) . . . . ? C8 N3 C12 C13 179.7(4) . . . . ? Zn1 N3 C12 C13 -3.4(6) . . . . ? C10 C11 C12 N3 -0.8(7) . . . . ? C10 C11 C12 C13 179.3(5) . . . . ? C22 N21 C21 N22 -2.6(5) . . . . ? Zn2 N21 C21 N22 176.0(2) . . . . ? C22 N21 C21 C28 175.6(3) . . . . ? Zn2 N21 C21 C28 -5.8(5) . . . . ? O21 N22 C21 N21 -176.3(4) . . . . ? C23 N22 C21 N21 4.6(5) . . . . ? O21 N22 C21 C28 5.6(6) . . . . ? C23 N22 C21 C28 -173.5(4) . . . . ? C21 N21 C22 C24 122.8(5) . . . . ? Zn2 N21 C22 C24 -55.5(6) . . . . ? C21 N21 C22 C25 -121.7(4) . . . . ? Zn2 N21 C22 C25 60.1(5) . . . . ? C21 N21 C22 C23 -0.3(4) . . . . ? Zn2 N21 C22 C23 -178.5(3) . . . . ? O21 N22 C23 C26 54.4(6) . . . . ? C21 N22 C23 C26 -126.5(5) . . . . ? O21 N22 C23 C27 -64.2(6) . . . . ? C21 N22 C23 C27 115.0(4) . . . . ? O21 N22 C23 C22 176.5(4) . . . . ? C21 N22 C23 C22 -4.4(4) . . . . ? N21 C22 C23 C26 119.6(4) . . . . ? C24 C22 C23 C26 3.4(6) . . . . ? C25 C22 C23 C26 -125.4(5) . . . . ? N21 C22 C23 N22 2.8(4) . . . . ? C24 C22 C23 N22 -113.5(4) . . . . ? C25 C22 C23 N22 117.8(4) . . . . ? N21 C22 C23 C27 -111.3(4) . . . . ? C24 C22 C23 C27 132.4(5) . . . . ? C25 C22 C23 C27 3.7(6) . . . . ? C32 N23 C28 C29 2.1(6) . . . . ? Zn2 N23 C28 C29 -178.8(3) . . . . ? C32 N23 C28 C21 -177.5(3) . . . . ? Zn2 N23 C28 C21 1.5(4) . . . . ? N21 C21 C28 N23 2.9(5) . . . . ? N22 C21 C28 N23 -179.1(3) . . . . ? N21 C21 C28 C29 -176.7(4) . . . . ? N22 C21 C28 C29 1.3(6) . . . . ? N23 C28 C29 C30 -3.0(6) . . . . ? C21 C28 C29 C30 176.6(4) . . . . ? C28 C29 C30 C31 2.3(6) . . . . ? C29 C30 C31 C32 -0.9(6) . . . . ? C28 N23 C32 C31 -0.6(6) . . . . ? Zn2 N23 C32 C31 -179.5(3) . . . . ? C28 N23 C32 C33 179.1(4) . . . . ? Zn2 N23 C32 C33 0.2(6) . . . . ? C30 C31 C32 N23 0.0(6) . . . . ? C30 C31 C32 C33 -179.7(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.361 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.076 #===END data_NiIMmepy _database_code_CSD 167815 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(\m-chloro)bis(chloro(2-(6'-methyl-2'-pyridyl)-4,4,5,5- tetramethylimidazoline-1-oxy)nickel(II)) ; _chemical_name_common '[{NiCl(IMmepy)}~2~(\m-Cl)~2~]' _chemical_melting_point ? _chemical_formula_moiety '(Ni Cl2 (C13 H18 N3 O))' _chemical_formula_sum 'C13 H18 Cl2 N3 Ni O' _chemical_formula_weight 361.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Ni' 'Ni' 0.3393 1.1124 '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' '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' 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 10.2119(19) _cell_length_b 10.892(3) _cell_length_c 14.5148(17) _cell_angle_alpha 90.00 _cell_angle_beta 99.292(11) _cell_angle_gamma 90.00 _cell_volume 1593.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.8 _cell_measurement_theta_max 15.0 _exptl_crystal_description 'plate' _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.509 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 748 _exptl_absorpt_coefficient_mu 1.551 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.488 _exptl_absorpt_correction_T_max 0.810 _exptl_absorpt_process_details Coppens_numerical _exptl_special_details ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'rotatiing anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.51 _diffrn_reflns_number 4821 _diffrn_reflns_av_R_equivalents 0.0127 _diffrn_reflns_av_sigmaI/netI 0.0264 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 30.00 _reflns_number_total 4651 _reflns_number_gt 3429 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP' _computing_publication_material 'SHELXL-97 (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^)+(0.0399P)^2^+0.3576P] 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 4651 _refine_ls_number_parameters 186 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0300 _refine_ls_wR_factor_ref 0.0847 _refine_ls_wR_factor_gt 0.0759 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.005 _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 0.60593(2) 0.11072(2) 0.458157(17) 0.02992(7) Uani 1 1 d . . . Cl1 Cl 0.72063(6) 0.09427(5) 0.33619(4) 0.04597(13) Uani 1 1 d . . . Cl2 Cl 0.41531(5) 0.10980(4) 0.53040(4) 0.04392(13) Uani 1 1 d . . . O O 0.91694(18) 0.42756(14) 0.64487(14) 0.0605(5) Uani 1 1 d . . . N1 N 0.74847(15) 0.16713(13) 0.56055(11) 0.0296(3) Uani 1 1 d . . . N2 N 0.87549(17) 0.31953(15) 0.62770(13) 0.0388(4) Uani 1 1 d . . . N3 N 0.59300(15) 0.30179(14) 0.43772(11) 0.0326(3) Uani 1 1 d . . . C1 C 0.76823(18) 0.28448(16) 0.56222(13) 0.0317(4) Uani 1 1 d . . . C2 C 0.84273(19) 0.10802(16) 0.63702(13) 0.0337(4) Uani 1 1 d . . . C3 C 0.9536(2) 0.20720(18) 0.66147(16) 0.0412(4) Uani 1 1 d . . . C4 C 0.8941(2) -0.01089(18) 0.60198(18) 0.0453(5) Uani 1 1 d . . . H4A H 0.8258 -0.0723 0.5972 0.055 Uiso 1 1 calc R . . H4B H 0.9701 -0.0381 0.6449 0.055 Uiso 1 1 calc R . . H4C H 0.9188 0.0024 0.5417 0.055 Uiso 1 1 calc R . . C5 C 0.7645(3) 0.0837(2) 0.71612(16) 0.0530(6) Uani 1 1 d . . . H5A H 0.7385 0.1604 0.7403 0.064 Uiso 1 1 calc R . . H5B H 0.8189 0.0389 0.7650 0.064 Uiso 1 1 calc R . . H5C H 0.6868 0.0364 0.6929 0.064 Uiso 1 1 calc R . . C6 C 1.0634(2) 0.2002(2) 0.6015(2) 0.0619(7) Uani 1 1 d . . . H6A H 1.1182 0.1298 0.6195 0.075 Uiso 1 1 calc R . . H6B H 1.1165 0.2733 0.6103 0.075 Uiso 1 1 calc R . . H6C H 1.0244 0.1931 0.5369 0.075 Uiso 1 1 calc R . . C7 C 1.0109(3) 0.2176(3) 0.76418(19) 0.0643(7) Uani 1 1 d . . . H7A H 1.0503 0.1407 0.7859 0.077 Uiso 1 1 calc R . . H7B H 0.9415 0.2379 0.7989 0.077 Uiso 1 1 calc R . . H7C H 1.0774 0.2807 0.7727 0.077 Uiso 1 1 calc R . . C8 C 0.68686(19) 0.36530(16) 0.49546(14) 0.0335(4) Uani 1 1 d . . . C9 C 0.7035(2) 0.49101(17) 0.48857(17) 0.0432(5) Uani 1 1 d . . . H9 H 0.7694 0.5322 0.5286 0.052 Uiso 1 1 calc R . . C10 C 0.6189(3) 0.55320(19) 0.42003(18) 0.0502(6) Uani 1 1 d . . . H10 H 0.6266 0.6377 0.4137 0.060 Uiso 1 1 calc R . . C11 C 0.5238(2) 0.48981(19) 0.36169(17) 0.0461(5) Uani 1 1 d . . . H11 H 0.4664 0.5315 0.3159 0.055 Uiso 1 1 calc R . . C12 C 0.5125(2) 0.36226(19) 0.37074(15) 0.0394(4) Uani 1 1 d . . . C13 C 0.4116(3) 0.2901(2) 0.30743(19) 0.0602(7) Uani 1 1 d . . . H13A H 0.3552 0.2476 0.3437 0.073 Uiso 1 1 calc R . . H13B H 0.4555 0.2317 0.2734 0.073 Uiso 1 1 calc R . . H13C H 0.3591 0.3446 0.2644 0.073 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 0.02819(12) 0.02293(11) 0.03786(13) -0.00185(9) 0.00297(9) -0.00329(9) Cl1 0.0506(3) 0.0438(3) 0.0462(3) -0.0025(2) 0.0160(2) -0.0009(2) Cl2 0.0396(2) 0.0245(2) 0.0716(3) -0.0048(2) 0.0208(2) -0.00370(17) O 0.0622(11) 0.0311(7) 0.0804(13) -0.0151(8) -0.0118(9) -0.0097(7) N1 0.0294(7) 0.0230(6) 0.0359(8) -0.0020(6) 0.0036(6) -0.0005(5) N2 0.0369(8) 0.0276(7) 0.0491(10) -0.0088(7) -0.0015(7) -0.0030(6) N3 0.0305(7) 0.0259(7) 0.0412(8) 0.0020(6) 0.0052(7) 0.0012(6) C1 0.0304(8) 0.0253(8) 0.0390(9) -0.0040(7) 0.0044(7) -0.0015(7) C2 0.0351(9) 0.0295(8) 0.0347(9) -0.0031(7) 0.0001(7) 0.0015(7) C3 0.0347(10) 0.0326(9) 0.0528(12) -0.0080(9) -0.0035(9) 0.0027(8) C4 0.0419(11) 0.0272(9) 0.0639(14) -0.0034(9) 0.0002(10) 0.0066(8) C5 0.0611(15) 0.0585(14) 0.0405(11) 0.0053(10) 0.0111(11) -0.0032(12) C6 0.0399(12) 0.0475(13) 0.101(2) -0.0155(14) 0.0182(13) -0.0034(10) C7 0.0612(16) 0.0517(14) 0.0680(17) -0.0148(12) -0.0258(13) 0.0048(12) C8 0.0343(9) 0.0241(8) 0.0434(10) -0.0011(7) 0.0096(8) 0.0012(7) C9 0.0489(12) 0.0238(8) 0.0573(13) -0.0014(8) 0.0097(10) -0.0029(8) C10 0.0632(15) 0.0239(9) 0.0664(15) 0.0083(9) 0.0194(12) 0.0055(9) C11 0.0499(12) 0.0365(10) 0.0528(13) 0.0129(9) 0.0115(10) 0.0116(9) C12 0.0377(10) 0.0363(10) 0.0445(11) 0.0063(8) 0.0076(8) 0.0052(8) C13 0.0538(14) 0.0540(14) 0.0650(16) 0.0091(12) -0.0146(12) 0.0004(11) _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 N1 2.0016(15) . ? Ni N3 2.1033(16) . ? Ni Cl1 2.2820(6) . ? Ni Cl2 2.3554(7) . ? Ni Cl2 2.4197(8) 3_656 ? Cl2 Ni 2.4197(8) 3_656 ? O N2 1.262(2) . ? N1 C1 1.294(2) . ? N1 C2 1.493(2) . ? N2 C1 1.383(2) . ? N2 C3 1.499(3) . ? N3 C12 1.341(3) . ? N3 C8 1.356(2) . ? C1 C8 1.464(3) . ? C2 C4 1.516(3) . ? C2 C5 1.524(3) . ? C2 C3 1.564(3) . ? C3 C7 1.515(3) . ? C3 C6 1.528(3) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.385(2) . ? C9 C10 1.385(3) . ? C9 H9 0.9300 . ? C10 C11 1.368(4) . ? C10 H10 0.9300 . ? C11 C12 1.402(3) . ? C11 H11 0.9300 . ? C12 C13 1.489(3) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 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 N1 Ni N3 79.78(6) . . ? N1 Ni Cl1 101.38(5) . . ? N3 Ni Cl1 89.81(5) . . ? N1 Ni Cl2 103.00(5) . . ? N3 Ni Cl2 91.69(4) . . ? Cl1 Ni Cl2 155.45(3) . . ? N1 Ni Cl2 108.44(4) . 3_656 ? N3 Ni Cl2 170.94(5) . 3_656 ? Cl1 Ni Cl2 92.19(2) . 3_656 ? Cl2 Ni Cl2 82.849(18) . 3_656 ? Ni Cl2 Ni 97.150(18) . 3_656 ? C1 N1 C2 109.41(15) . . ? C1 N1 Ni 114.19(13) . . ? C2 N1 Ni 136.39(11) . . ? O N2 C1 126.62(18) . . ? O N2 C3 123.56(17) . . ? C1 N2 C3 108.66(15) . . ? C12 N3 C8 119.14(17) . . ? C12 N3 Ni 127.27(14) . . ? C8 N3 Ni 113.29(12) . . ? N1 C1 N2 112.93(17) . . ? N1 C1 C8 120.76(17) . . ? N2 C1 C8 126.20(16) . . ? N1 C2 C4 109.60(16) . . ? N1 C2 C5 106.35(17) . . ? C4 C2 C5 110.84(18) . . ? N1 C2 C3 103.13(15) . . ? C4 C2 C3 112.93(17) . . ? C5 C2 C3 113.44(17) . . ? N2 C3 C7 111.19(18) . . ? N2 C3 C6 104.78(19) . . ? C7 C3 C6 111.2(2) . . ? N2 C3 C2 99.33(15) . . ? C7 C3 C2 115.2(2) . . ? C6 C3 C2 114.02(17) . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 122.84(19) . . ? N3 C8 C1 111.78(15) . . ? C9 C8 C1 125.35(19) . . ? C10 C9 C8 117.7(2) . . ? C10 C9 H9 121.1 . . ? C8 C9 H9 121.1 . . ? C11 C10 C9 119.76(19) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 120.2(2) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? N3 C12 C11 120.3(2) . . ? N3 C12 C13 118.07(19) . . ? C11 C12 C13 121.6(2) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 N1 Ni Cl2 Ni -107.35(5) . . . 3_656 ? N3 Ni Cl2 Ni 172.75(5) . . . 3_656 ? Cl1 Ni Cl2 Ni 79.52(5) . . . 3_656 ? Cl2 Ni Cl2 Ni 0.0 3_656 . . 3_656 ? N3 Ni N1 C1 -3.29(13) . . . . ? Cl1 Ni N1 C1 84.43(13) . . . . ? Cl2 Ni N1 C1 -92.66(13) . . . . ? Cl2 Ni N1 C1 -179.35(12) 3_656 . . . ? N3 Ni N1 C2 178.04(18) . . . . ? Cl1 Ni N1 C2 -94.24(17) . . . . ? Cl2 Ni N1 C2 88.66(17) . . . . ? Cl2 Ni N1 C2 1.97(18) 3_656 . . . ? N1 Ni N3 C12 177.77(17) . . . . ? Cl1 Ni N3 C12 76.16(16) . . . . ? Cl2 Ni N3 C12 -79.33(16) . . . . ? Cl2 Ni N3 C12 -26.7(4) 3_656 . . . ? N1 Ni N3 C8 4.05(13) . . . . ? Cl1 Ni N3 C8 -97.55(13) . . . . ? Cl2 Ni N3 C8 106.96(13) . . . . ? Cl2 Ni N3 C8 159.6(2) 3_656 . . . ? C2 N1 C1 N2 4.9(2) . . . . ? Ni N1 C1 N2 -174.11(12) . . . . ? C2 N1 C1 C8 -178.76(16) . . . . ? Ni N1 C1 C8 2.2(2) . . . . ? O N2 C1 N1 -179.5(2) . . . . ? C3 N2 C1 N1 12.6(2) . . . . ? O N2 C1 C8 4.4(3) . . . . ? C3 N2 C1 C8 -163.53(18) . . . . ? C1 N1 C2 C4 -139.72(17) . . . . ? Ni N1 C2 C4 39.0(2) . . . . ? C1 N1 C2 C5 100.40(19) . . . . ? Ni N1 C2 C5 -80.9(2) . . . . ? C1 N1 C2 C3 -19.2(2) . . . . ? Ni N1 C2 C3 159.50(14) . . . . ? O N2 C3 C7 47.2(3) . . . . ? C1 N2 C3 C7 -144.4(2) . . . . ? O N2 C3 C6 -73.0(3) . . . . ? C1 N2 C3 C6 95.36(19) . . . . ? O N2 C3 C2 168.95(19) . . . . ? C1 N2 C3 C2 -22.7(2) . . . . ? N1 C2 C3 N2 24.11(19) . . . . ? C4 C2 C3 N2 142.31(18) . . . . ? C5 C2 C3 N2 -90.5(2) . . . . ? N1 C2 C3 C7 142.92(18) . . . . ? C4 C2 C3 C7 -98.9(2) . . . . ? C5 C2 C3 C7 28.3(3) . . . . ? N1 C2 C3 C6 -86.8(2) . . . . ? C4 C2 C3 C6 31.4(3) . . . . ? C5 C2 C3 C6 158.6(2) . . . . ? C12 N3 C8 C9 0.1(3) . . . . ? Ni N3 C8 C9 174.38(16) . . . . ? C12 N3 C8 C1 -178.23(17) . . . . ? Ni N3 C8 C1 -3.95(19) . . . . ? N1 C1 C8 N3 1.3(3) . . . . ? N2 C1 C8 N3 177.10(18) . . . . ? N1 C1 C8 C9 -177.0(2) . . . . ? N2 C1 C8 C9 -1.2(3) . . . . ? N3 C8 C9 C10 0.7(3) . . . . ? C1 C8 C9 C10 178.8(2) . . . . ? C8 C9 C10 C11 -0.6(3) . . . . ? C9 C10 C11 C12 -0.4(4) . . . . ? C8 N3 C12 C11 -1.1(3) . . . . ? Ni N3 C12 C11 -174.50(15) . . . . ? C8 N3 C12 C13 179.1(2) . . . . ? Ni N3 C12 C13 5.7(3) . . . . ? C10 C11 C12 N3 1.3(3) . . . . ? C10 C11 C12 C13 -179.0(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.406 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.082 #===END data_NiNCS _database_code_CSD 167816 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis(thiocyanato)bis(2-(6'-methyl-2'-pyridyl)-4,4,5,5- tetramethylimidazoline-1-oxy)nickel(II) ; _chemical_name_common '[Ni(NCS)~2~(IMmepy)~2~]' _chemical_melting_point ? _chemical_formula_moiety '(Ni (C N S)2 (C13 H18 N3 O)2)' _chemical_formula_sum 'C28 H36 N8 Ni O2 S2' _chemical_formula_weight 639.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Ni' 'Ni' 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' 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 11.904(4) _cell_length_b 17.073(3) _cell_length_c 15.216(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.728(19) _cell_angle_gamma 90.00 _cell_volume 3081.8(12) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.7 _cell_measurement_theta_max 14.9 _exptl_crystal_description 'plate' _exptl_crystal_colour 'dark orange' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 0.805 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.761 _exptl_absorpt_correction_T_max 0.999 _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' # _exptl_special_details ? _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'rotatiing anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 1.91 _diffrn_reflns_number 9372 _diffrn_reflns_av_R_equivalents 0.0301 _diffrn_reflns_av_sigmaI/netI 0.1005 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 30.00 _reflns_number_total 8983 _reflns_number_gt 4442 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP' _computing_publication_material 'SHELXL-97 (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^)+(0.0514P)^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 8983 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1454 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1283 _refine_ls_wR_factor_gt 0.1024 _refine_ls_goodness_of_fit_ref 0.970 _refine_ls_restrained_S_all 0.970 _refine_ls_shift/su_max 0.002 _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 0.75297(3) 0.239808(19) 0.39829(2) 0.03220(9) Uani 1 1 d . . . S1 S 0.71117(10) 0.02157(6) 0.58734(6) 0.0744(3) Uani 1 1 d . . . S2 S 0.82648(9) 0.08844(6) 0.14348(6) 0.0697(3) Uani 1 1 d . . . O1 O 0.68442(19) 0.45119(14) 0.14896(15) 0.0605(6) Uani 1 1 d . . . O21 O 0.9108(2) 0.39231(14) 0.68183(15) 0.0634(7) Uani 1 1 d . . . N1 N 0.79914(18) 0.33650(12) 0.32010(14) 0.0329(5) Uani 1 1 d . . . N2 N 0.7480(2) 0.41640(13) 0.20767(15) 0.0396(5) Uani 1 1 d . . . N3 N 0.58718(19) 0.27469(12) 0.32874(14) 0.0348(5) Uani 1 1 d . . . N21 N 0.74424(18) 0.31829(12) 0.50510(14) 0.0312(5) Uani 1 1 d . . . N22 N 0.8319(2) 0.37526(14) 0.62357(15) 0.0417(6) Uani 1 1 d . . . N23 N 0.92015(19) 0.22494(13) 0.47220(14) 0.0375(5) Uani 1 1 d . . . N41 N 0.7096(2) 0.14857(14) 0.47325(16) 0.0440(6) Uani 1 1 d . . . N42 N 0.7751(2) 0.17339(14) 0.29043(16) 0.0449(6) Uani 1 1 d . . . C1 C 0.7157(2) 0.36325(15) 0.27003(17) 0.0358(6) Uani 1 1 d . . . C2 C 0.9046(2) 0.37947(16) 0.29994(18) 0.0370(6) Uani 1 1 d . . . C3 C 0.8729(2) 0.41610(16) 0.20744(18) 0.0386(6) Uani 1 1 d . . . C4 C 0.9251(3) 0.44194(18) 0.37156(19) 0.0492(7) Uani 1 1 d . . . H4A H 0.9355 0.4171 0.4283 0.059 Uiso 1 1 calc R . . H4B H 0.8613 0.4764 0.3702 0.059 Uiso 1 1 calc R . . H4C H 0.9913 0.4715 0.3612 0.059 Uiso 1 1 calc R . . C5 C 1.0060(3) 0.32461(19) 0.3016(2) 0.0541(8) Uani 1 1 d . . . H5A H 1.0296 0.3110 0.3615 0.065 Uiso 1 1 calc R . . H5B H 1.0666 0.3504 0.2753 0.065 Uiso 1 1 calc R . . H5C H 0.9854 0.2779 0.2689 0.065 Uiso 1 1 calc R . . C6 C 0.9143(3) 0.49878(17) 0.1932(2) 0.0530(8) Uani 1 1 d . . . H6A H 0.9952 0.4994 0.1987 0.064 Uiso 1 1 calc R . . H6B H 0.8865 0.5330 0.2365 0.064 Uiso 1 1 calc R . . H6C H 0.8874 0.5163 0.1353 0.064 Uiso 1 1 calc R . . C7 C 0.9006(3) 0.3643(2) 0.1310(2) 0.0531(8) Uani 1 1 d . . . H7A H 0.8792 0.3113 0.1424 0.065 Uiso 1 1 calc R . . H7B H 0.9801 0.3665 0.1246 0.065 Uiso 1 1 calc R . . H7C H 0.8600 0.3824 0.0777 0.065 Uiso 1 1 calc R . . C8 C 0.5981(2) 0.33804(16) 0.27566(17) 0.0370(6) Uani 1 1 d . . . C9 C 0.5082(3) 0.3750(2) 0.2310(2) 0.0532(8) Uani 1 1 d . . . H9 H 0.5191 0.4185 0.1959 0.065 Uiso 1 1 calc R . . C10 C 0.4016(3) 0.3461(2) 0.2393(2) 0.0628(10) Uani 1 1 d . . . H10 H 0.3388 0.3706 0.2110 0.075 Uiso 1 1 calc R . . C11 C 0.3893(3) 0.2810(2) 0.2898(2) 0.0534(8) Uani 1 1 d . . . H11 H 0.3179 0.2600 0.2945 0.063 Uiso 1 1 calc R . . C12 C 0.4832(2) 0.24588(16) 0.33424(18) 0.0401(6) Uani 1 1 d . . . C13 C 0.4658(3) 0.17482(18) 0.3884(2) 0.0510(8) Uani 1 1 d . . . H13A H 0.3990 0.1480 0.3651 0.064 Uiso 1 1 calc R . . H13B H 0.4577 0.1900 0.4482 0.064 Uiso 1 1 calc R . . H13C H 0.5296 0.1406 0.3866 0.064 Uiso 1 1 calc R . . C21 C 0.8392(2) 0.32596(15) 0.55172(16) 0.0345(6) Uani 1 1 d . . . C22 C 0.6540(2) 0.35787(16) 0.55221(17) 0.0367(6) Uani 1 1 d . . . C23 C 0.7194(3) 0.41454(17) 0.61790(18) 0.0443(7) Uani 1 1 d . . . C24 C 0.5954(3) 0.29232(19) 0.5981(2) 0.0553(8) Uani 1 1 d . . . H24A H 0.5344 0.3136 0.6280 0.067 Uiso 1 1 calc R . . H24B H 0.6483 0.2673 0.6401 0.067 Uiso 1 1 calc R . . H24C H 0.5665 0.2546 0.5552 0.067 Uiso 1 1 calc R . . C25 C 0.5699(3) 0.40023(18) 0.48884(19) 0.0469(7) Uani 1 1 d . . . H25A H 0.6094 0.4341 0.4515 0.058 Uiso 1 1 calc R . . H25B H 0.5201 0.4308 0.5216 0.058 Uiso 1 1 calc R . . H25C H 0.5270 0.3626 0.4532 0.058 Uiso 1 1 calc R . . C26 C 0.6770(3) 0.4201(3) 0.7084(2) 0.0731(12) Uani 1 1 d . . . H26A H 0.7245 0.4550 0.7443 0.088 Uiso 1 1 calc R . . H26B H 0.6785 0.3691 0.7351 0.088 Uiso 1 1 calc R . . H26C H 0.6012 0.4397 0.7035 0.088 Uiso 1 1 calc R . . C27 C 0.7372(3) 0.49663(18) 0.5811(2) 0.0632(10) Uani 1 1 d . . . H27A H 0.7930 0.5237 0.6188 0.075 Uiso 1 1 calc R . . H27B H 0.6675 0.5251 0.5786 0.075 Uiso 1 1 calc R . . H27C H 0.7623 0.4925 0.5229 0.075 Uiso 1 1 calc R . . C28 C 0.9411(2) 0.28277(16) 0.53310(18) 0.0390(6) Uani 1 1 d . . . C29 C 1.0460(3) 0.2969(2) 0.5748(2) 0.0563(9) Uani 1 1 d . . . H29 H 1.0578 0.3380 0.6145 0.067 Uiso 1 1 calc R . . C30 C 1.1336(3) 0.2478(2) 0.5558(3) 0.0684(11) Uani 1 1 d . . . H30 H 1.2067 0.2574 0.5798 0.083 Uiso 1 1 calc R . . C31 C 1.1109(3) 0.1851(2) 0.5011(2) 0.0595(9) Uani 1 1 d . . . H31 H 1.1676 0.1494 0.4917 0.071 Uiso 1 1 calc R . . C32 C 1.0036(3) 0.17443(18) 0.45966(19) 0.0453(7) Uani 1 1 d . . . C33 C 0.9804(3) 0.1041(2) 0.4031(2) 0.0652(10) Uani 1 1 d . . . H33A H 0.9051 0.0860 0.4093 0.081 Uiso 1 1 calc R . . H33B H 1.0332 0.0635 0.4210 0.081 Uiso 1 1 calc R . . H33C H 0.9880 0.1176 0.3426 0.081 Uiso 1 1 calc R . . C41 C 0.7108(2) 0.09579(17) 0.52048(18) 0.0409(6) Uani 1 1 d . . . C42 C 0.7953(2) 0.13851(16) 0.22940(19) 0.0406(7) 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 Ni 0.03952(18) 0.02767(16) 0.02924(16) -0.00017(14) 0.00184(13) 0.00083(15) S1 0.1033(8) 0.0571(6) 0.0613(6) 0.0279(5) -0.0033(5) -0.0080(5) S2 0.0754(6) 0.0789(7) 0.0583(6) -0.0298(5) 0.0258(5) -0.0085(5) O1 0.0592(14) 0.0662(15) 0.0552(14) 0.0291(12) -0.0017(11) 0.0068(12) O21 0.0679(16) 0.0696(16) 0.0487(13) -0.0201(12) -0.0184(12) -0.0002(13) N1 0.0365(12) 0.0323(11) 0.0300(11) 0.0014(9) 0.0042(9) 0.0008(9) N2 0.0466(14) 0.0372(12) 0.0351(12) 0.0097(10) 0.0026(10) 0.0040(11) N3 0.0404(13) 0.0340(12) 0.0301(11) -0.0031(9) 0.0037(9) 0.0002(10) N21 0.0360(12) 0.0287(11) 0.0286(11) -0.0010(8) 0.0017(9) 0.0004(9) N22 0.0523(15) 0.0400(13) 0.0315(12) -0.0051(10) -0.0051(11) -0.0018(11) N23 0.0415(13) 0.0355(12) 0.0350(12) 0.0029(9) 0.0010(10) 0.0067(10) N41 0.0532(16) 0.0350(13) 0.0439(14) 0.0047(11) 0.0051(12) -0.0060(11) N42 0.0557(16) 0.0379(13) 0.0410(14) -0.0047(11) 0.0042(12) 0.0038(12) C1 0.0435(16) 0.0335(14) 0.0304(13) 0.0008(11) 0.0042(12) 0.0026(12) C2 0.0366(15) 0.0352(14) 0.0395(15) 0.0067(11) 0.0042(12) -0.0011(12) C3 0.0417(15) 0.0350(14) 0.0394(15) 0.0071(11) 0.0055(12) -0.0014(12) C4 0.0557(19) 0.0501(18) 0.0414(16) 0.0019(14) 0.0011(14) -0.0135(15) C5 0.0437(18) 0.056(2) 0.064(2) 0.0161(16) 0.0138(16) 0.0079(15) C6 0.066(2) 0.0426(17) 0.0498(19) 0.0121(14) 0.0021(16) -0.0074(16) C7 0.055(2) 0.061(2) 0.0452(18) -0.0073(15) 0.0141(15) 0.0002(16) C8 0.0396(15) 0.0383(14) 0.0333(14) 0.0030(11) 0.0045(12) 0.0026(12) C9 0.0455(18) 0.059(2) 0.0552(19) 0.0148(16) 0.0018(15) 0.0113(15) C10 0.0397(18) 0.074(2) 0.073(2) 0.018(2) -0.0046(17) 0.0115(17) C11 0.0393(17) 0.059(2) 0.062(2) 0.0028(16) 0.0001(15) -0.0025(14) C12 0.0413(16) 0.0393(16) 0.0395(15) -0.0045(12) 0.0018(12) -0.0066(13) C13 0.0477(18) 0.0494(18) 0.0552(19) 0.0044(15) -0.0002(15) -0.0120(15) C21 0.0427(15) 0.0314(13) 0.0289(13) 0.0001(10) 0.0005(11) -0.0028(11) C22 0.0426(16) 0.0355(14) 0.0327(14) -0.0022(11) 0.0082(12) 0.0026(12) C23 0.0580(19) 0.0398(15) 0.0348(15) -0.0095(12) 0.0024(13) 0.0007(14) C24 0.066(2) 0.0437(17) 0.060(2) -0.0012(15) 0.0259(18) -0.0063(16) C25 0.0526(18) 0.0471(17) 0.0405(16) -0.0116(13) 0.0002(14) 0.0124(14) C26 0.080(3) 0.097(3) 0.0433(19) -0.028(2) 0.0103(18) 0.004(2) C27 0.070(2) 0.0385(17) 0.079(3) -0.0113(16) -0.010(2) 0.0002(16) C28 0.0403(16) 0.0399(15) 0.0358(14) 0.0048(11) -0.0037(12) 0.0030(12) C29 0.0485(19) 0.060(2) 0.058(2) -0.0039(17) -0.0126(16) 0.0011(16) C30 0.0420(18) 0.074(3) 0.085(3) -0.006(2) -0.0186(18) 0.0074(18) C31 0.0467(19) 0.063(2) 0.067(2) 0.0049(18) -0.0046(17) 0.0165(16) C32 0.0464(17) 0.0453(17) 0.0440(17) 0.0059(13) 0.0029(14) 0.0114(14) C33 0.061(2) 0.057(2) 0.075(2) -0.0182(19) -0.0044(19) 0.0248(18) C41 0.0445(16) 0.0396(15) 0.0381(15) 0.0003(12) 0.0002(12) -0.0028(13) C42 0.0415(16) 0.0368(15) 0.0440(16) -0.0038(13) 0.0060(13) -0.0017(12) _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 N41 2.023(2) . ? Ni N42 2.030(2) . ? Ni N21 2.115(2) . ? Ni N1 2.133(2) . ? Ni N23 2.218(2) . ? Ni N3 2.242(2) . ? S1 C41 1.625(3) . ? S2 C42 1.630(3) . ? O1 N2 1.270(3) . ? O21 N22 1.271(3) . ? N1 C1 1.285(3) . ? N1 C2 1.507(3) . ? N2 C1 1.390(3) . ? N2 C3 1.487(4) . ? N3 C12 1.341(3) . ? N3 C8 1.362(3) . ? N21 C21 1.290(3) . ? N21 C22 1.500(3) . ? N22 C21 1.388(3) . ? N22 C23 1.494(4) . ? N23 C32 1.341(4) . ? N23 C28 1.363(3) . ? N41 C41 1.152(3) . ? N42 C42 1.145(4) . ? C1 C8 1.474(4) . ? C2 C5 1.526(4) . ? C2 C4 1.530(4) . ? C2 C3 1.558(4) . ? C3 C6 1.517(4) . ? C3 C7 1.518(4) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.373(4) . ? C9 C10 1.377(5) . ? C9 H9 0.9300 . ? C10 C11 1.366(5) . ? C10 H10 0.9300 . ? C11 C12 1.394(4) . ? C11 H11 0.9300 . ? C12 C13 1.490(4) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C21 C28 1.468(4) . ? C22 C25 1.515(4) . ? C22 C24 1.519(4) . ? C22 C23 1.553(4) . ? C23 C26 1.508(4) . ? C23 C27 1.530(4) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.374(4) . ? C29 C30 1.387(5) . ? C29 H29 0.9300 . ? C30 C31 1.368(5) . ? C30 H30 0.9300 . ? C31 C32 1.389(4) . ? C31 H31 0.9300 . ? C32 C33 1.490(4) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 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 N41 Ni N42 94.70(10) . . ? N41 Ni N21 91.35(9) . . ? N42 Ni N21 173.15(9) . . ? N41 Ni N1 179.58(9) . . ? N42 Ni N1 85.68(9) . . ? N21 Ni N1 88.25(8) . . ? N41 Ni N23 83.47(9) . . ? N42 Ni N23 100.09(9) . . ? N21 Ni N23 77.40(8) . . ? N1 Ni N23 96.30(8) . . ? N41 Ni N3 102.41(9) . . ? N42 Ni N3 86.25(9) . . ? N21 Ni N3 95.59(8) . . ? N1 Ni N3 77.78(8) . . ? N23 Ni N3 171.06(8) . . ? C1 N1 C2 108.8(2) . . ? C1 N1 Ni 112.56(18) . . ? C2 N1 Ni 138.37(17) . . ? O1 N2 C1 127.1(2) . . ? O1 N2 C3 122.6(2) . . ? C1 N2 C3 109.4(2) . . ? C12 N3 C8 117.5(2) . . ? C12 N3 Ni 130.86(18) . . ? C8 N3 Ni 111.57(17) . . ? C21 N21 C22 108.7(2) . . ? C21 N21 Ni 112.98(17) . . ? C22 N21 Ni 137.29(17) . . ? O21 N22 C21 126.7(3) . . ? O21 N22 C23 123.0(2) . . ? C21 N22 C23 109.9(2) . . ? C32 N23 C28 117.8(2) . . ? C32 N23 Ni 130.2(2) . . ? C28 N23 Ni 111.60(17) . . ? C41 N41 Ni 164.5(3) . . ? C42 N42 Ni 174.9(3) . . ? N1 C1 N2 113.2(2) . . ? N1 C1 C8 123.6(2) . . ? N2 C1 C8 123.2(2) . . ? N1 C2 C5 111.6(2) . . ? N1 C2 C4 106.3(2) . . ? C5 C2 C4 109.7(3) . . ? N1 C2 C3 103.6(2) . . ? C5 C2 C3 113.2(2) . . ? C4 C2 C3 112.1(2) . . ? N2 C3 C6 109.5(2) . . ? N2 C3 C7 106.5(2) . . ? C6 C3 C7 109.8(2) . . ? N2 C3 C2 99.6(2) . . ? C6 C3 C2 116.5(2) . . ? C7 C3 C2 114.0(2) . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 123.4(3) . . ? N3 C8 C1 113.8(2) . . ? C9 C8 C1 122.8(3) . . ? C8 C9 C10 118.4(3) . . ? C8 C9 H9 120.8 . . ? C10 C9 H9 120.8 . . ? C11 C10 C9 119.1(3) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C10 C11 C12 120.3(3) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? N3 C12 C11 121.3(3) . . ? N3 C12 C13 120.3(3) . . ? C11 C12 C13 118.4(3) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N21 C21 N22 112.7(2) . . ? N21 C21 C28 122.9(2) . . ? N22 C21 C28 124.2(2) . . ? N21 C22 C25 111.9(2) . . ? N21 C22 C24 105.2(2) . . ? C25 C22 C24 109.9(3) . . ? N21 C22 C23 104.3(2) . . ? C25 C22 C23 112.5(2) . . ? C24 C22 C23 112.8(2) . . ? N22 C23 C26 109.9(3) . . ? N22 C23 C27 106.3(3) . . ? C26 C23 C27 110.1(3) . . ? N22 C23 C22 99.0(2) . . ? C26 C23 C22 116.1(3) . . ? C27 C23 C22 114.4(2) . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 H27A 109.5 . . ? C23 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N23 C28 C29 123.3(3) . . ? N23 C28 C21 112.8(2) . . ? C29 C28 C21 123.9(3) . . ? C28 C29 C30 117.9(3) . . ? C28 C29 H29 121.0 . . ? C30 C29 H29 121.0 . . ? C31 C30 C29 118.9(3) . . ? C31 C30 H30 120.5 . . ? C29 C30 H30 120.5 . . ? C30 C31 C32 120.5(3) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? N23 C32 C31 121.0(3) . . ? N23 C32 C33 119.8(3) . . ? C31 C32 C33 119.2(3) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N41 C41 S1 179.4(3) . . ? N42 C42 S2 178.9(3) . . ? 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 N41 Ni N1 C1 -121(13) . . . . ? N42 Ni N1 C1 83.35(19) . . . . ? N21 Ni N1 C1 -99.83(19) . . . . ? N23 Ni N1 C1 -176.95(18) . . . . ? N3 Ni N1 C1 -3.73(18) . . . . ? N41 Ni N1 C2 66(14) . . . . ? N42 Ni N1 C2 -89.8(3) . . . . ? N21 Ni N1 C2 87.0(3) . . . . ? N23 Ni N1 C2 9.9(3) . . . . ? N3 Ni N1 C2 -176.9(3) . . . . ? N41 Ni N3 C12 1.4(2) . . . . ? N42 Ni N3 C12 95.3(2) . . . . ? N21 Ni N3 C12 -91.3(2) . . . . ? N1 Ni N3 C12 -178.3(2) . . . . ? N23 Ni N3 C12 -129.2(5) . . . . ? N41 Ni N3 C8 178.29(18) . . . . ? N42 Ni N3 C8 -87.72(18) . . . . ? N21 Ni N3 C8 85.66(18) . . . . ? N1 Ni N3 C8 -1.33(17) . . . . ? N23 Ni N3 C8 47.8(6) . . . . ? N41 Ni N21 C21 90.73(19) . . . . ? N42 Ni N21 C21 -61.4(8) . . . . ? N1 Ni N21 C21 -89.11(18) . . . . ? N23 Ni N21 C21 7.73(18) . . . . ? N3 Ni N21 C21 -166.66(18) . . . . ? N41 Ni N21 C22 -75.8(2) . . . . ? N42 Ni N21 C22 132.0(7) . . . . ? N1 Ni N21 C22 104.3(2) . . . . ? N23 Ni N21 C22 -158.8(2) . . . . ? N3 Ni N21 C22 26.8(2) . . . . ? N41 Ni N23 C32 81.3(3) . . . . ? N42 Ni N23 C32 -12.3(3) . . . . ? N21 Ni N23 C32 174.2(3) . . . . ? N1 Ni N23 C32 -99.1(3) . . . . ? N3 Ni N23 C32 -147.1(5) . . . . ? N41 Ni N23 C28 -106.2(2) . . . . ? N42 Ni N23 C28 160.19(19) . . . . ? N21 Ni N23 C28 -13.31(18) . . . . ? N1 Ni N23 C28 73.47(19) . . . . ? N3 Ni N23 C28 25.5(6) . . . . ? N42 Ni N41 C41 88.4(9) . . . . ? N21 Ni N41 C41 -88.4(9) . . . . ? N1 Ni N41 C41 -67(14) . . . . ? N23 Ni N41 C41 -11.2(9) . . . . ? N3 Ni N41 C41 175.6(9) . . . . ? N41 Ni N42 C42 -129(3) . . . . ? N21 Ni N42 C42 23(3) . . . . ? N1 Ni N42 C42 51(3) . . . . ? N23 Ni N42 C42 -44(3) . . . . ? N3 Ni N42 C42 129(3) . . . . ? C2 N1 C1 N2 6.2(3) . . . . ? Ni N1 C1 N2 -169.06(17) . . . . ? C2 N1 C1 C8 -176.1(2) . . . . ? Ni N1 C1 C8 8.7(3) . . . . ? O1 N2 C1 N1 178.9(3) . . . . ? C3 N2 C1 N1 9.8(3) . . . . ? O1 N2 C1 C8 1.1(4) . . . . ? C3 N2 C1 C8 -168.0(2) . . . . ? C1 N1 C2 C5 -140.7(3) . . . . ? Ni N1 C2 C5 32.7(4) . . . . ? C1 N1 C2 C4 99.8(3) . . . . ? Ni N1 C2 C4 -86.9(3) . . . . ? C1 N1 C2 C3 -18.6(3) . . . . ? Ni N1 C2 C3 154.8(2) . . . . ? O1 N2 C3 C6 47.8(4) . . . . ? C1 N2 C3 C6 -142.5(2) . . . . ? O1 N2 C3 C7 -70.9(3) . . . . ? C1 N2 C3 C7 98.8(3) . . . . ? O1 N2 C3 C2 170.4(2) . . . . ? C1 N2 C3 C2 -19.9(3) . . . . ? N1 C2 C3 N2 22.1(2) . . . . ? C5 C2 C3 N2 143.2(2) . . . . ? C4 C2 C3 N2 -92.1(3) . . . . ? N1 C2 C3 C6 139.6(3) . . . . ? C5 C2 C3 C6 -99.3(3) . . . . ? C4 C2 C3 C6 25.4(4) . . . . ? N1 C2 C3 C7 -90.9(3) . . . . ? C5 C2 C3 C7 30.2(3) . . . . ? C4 C2 C3 C7 154.9(3) . . . . ? C12 N3 C8 C9 2.6(4) . . . . ? Ni N3 C8 C9 -174.8(2) . . . . ? C12 N3 C8 C1 -177.0(2) . . . . ? Ni N3 C8 C1 5.6(3) . . . . ? N1 C1 C8 N3 -10.1(4) . . . . ? N2 C1 C8 N3 167.5(2) . . . . ? N1 C1 C8 C9 170.2(3) . . . . ? N2 C1 C8 C9 -12.2(4) . . . . ? N3 C8 C9 C10 -0.8(5) . . . . ? C1 C8 C9 C10 178.9(3) . . . . ? C8 C9 C10 C11 -1.5(5) . . . . ? C9 C10 C11 C12 1.9(5) . . . . ? C8 N3 C12 C11 -2.2(4) . . . . ? Ni N3 C12 C11 174.6(2) . . . . ? C8 N3 C12 C13 177.6(2) . . . . ? Ni N3 C12 C13 -5.6(4) . . . . ? C10 C11 C12 N3 -0.1(5) . . . . ? C10 C11 C12 C13 -179.9(3) . . . . ? C22 N21 C21 N22 -7.3(3) . . . . ? Ni N21 C21 N22 -177.76(17) . . . . ? C22 N21 C21 C28 168.9(2) . . . . ? Ni N21 C21 C28 -1.5(3) . . . . ? O21 N22 C21 N21 178.3(3) . . . . ? C23 N22 C21 N21 -8.5(3) . . . . ? O21 N22 C21 C28 2.1(4) . . . . ? C23 N22 C21 C28 175.3(2) . . . . ? C21 N21 C22 C25 141.2(2) . . . . ? Ni N21 C22 C25 -51.9(3) . . . . ? C21 N21 C22 C24 -99.6(3) . . . . ? Ni N21 C22 C24 67.3(3) . . . . ? C21 N21 C22 C23 19.3(3) . . . . ? Ni N21 C22 C23 -173.72(19) . . . . ? O21 N22 C23 C26 -45.3(4) . . . . ? C21 N22 C23 C26 141.2(3) . . . . ? O21 N22 C23 C27 73.8(3) . . . . ? C21 N22 C23 C27 -99.7(3) . . . . ? O21 N22 C23 C22 -167.4(3) . . . . ? C21 N22 C23 C22 19.1(3) . . . . ? N21 C22 C23 N22 -22.0(3) . . . . ? C25 C22 C23 N22 -143.5(2) . . . . ? C24 C22 C23 N22 91.6(3) . . . . ? N21 C22 C23 C26 -139.5(3) . . . . ? C25 C22 C23 C26 99.0(3) . . . . ? C24 C22 C23 C26 -25.9(4) . . . . ? N21 C22 C23 C27 90.6(3) . . . . ? C25 C22 C23 C27 -30.8(4) . . . . ? C24 C22 C23 C27 -155.8(3) . . . . ? C32 N23 C28 C29 7.3(4) . . . . ? Ni N23 C28 C29 -166.3(2) . . . . ? C32 N23 C28 C21 -170.4(2) . . . . ? Ni N23 C28 C21 16.0(3) . . . . ? N21 C21 C28 N23 -10.6(4) . . . . ? N22 C21 C28 N23 165.3(2) . . . . ? N21 C21 C28 C29 171.7(3) . . . . ? N22 C21 C28 C29 -12.4(4) . . . . ? N23 C28 C29 C30 -2.3(5) . . . . ? C21 C28 C29 C30 175.2(3) . . . . ? C28 C29 C30 C31 -4.0(6) . . . . ? C29 C30 C31 C32 5.2(6) . . . . ? C28 N23 C32 C31 -6.0(4) . . . . ? Ni N23 C32 C31 166.1(2) . . . . ? C28 N23 C32 C33 171.7(3) . . . . ? Ni N23 C32 C33 -16.1(4) . . . . ? C30 C31 C32 N23 -0.1(5) . . . . ? C30 C31 C32 C33 -177.9(4) . . . . ? Ni N41 C41 S1 154(29) . . . . ? Ni N42 C42 S2 49(18) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.365 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.067 #===END