# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2018 data_global _publ_requested_journal ' Dalton Transaction ' _publ_contact_author ; Prof. Dr. Jurgen Martens Department of Chemistry University of Oldenburg PO Box 2503 26111 Oldenburg Germany ; _publ_contact_author_email ' juergen.martens@uni-oldenburg.de ' _publ_section_title ; Stereoselective formation of an enantiomerically pure, helical nickel(II) complex using a new chiral tetradentate ligand derived from an industrial waste material ; data_[Ni(edda)(H2O)]xH2O #------------------------------------------------------------------------- _audit_creation_date ? _audit_creation_method 'SHELXL-97' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'STADI4 (Stoe, 1993)' _computing_cell_refinement 'STADI 4 (Stoe, 1993)' _computing_data_reduction 'XRED (Stoe, 1993)' _computing_structure_solution 'SHELXTL Plus' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Schakal97 (E. Keller, 1997)' _computing_publication_material 'SHELX-97 (Sheldrick, 1997)' #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common [Ni(edda)(H2O)]xH2O _chemical_formula_weight 429.13 _chemical_formula_analytical ? _chemical_formula_sum 'C18 H30 N2 Ni O6' _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_melting_point '>174 C (decomposition)' #------------------------------------------------------------------------------ _cell_length_a 7.3020(10) _cell_length_b 15.2160(10) _cell_length_c 8.9250(10) _cell_angle_alpha 90.00 _cell_angle_beta 104.860(10) _cell_angle_gamma 90.00 _cell_volume 958.47(18) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 33 _cell_measurement_theta_min ? _cell_measurement_theta_max ? #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21 _symmetry_Int_Tables_number ? _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y+1/2,-z _exptl_crystal_description 'square crystals' _exptl_crystal_colour green _exptl_crystal_size_max .6 _exptl_crystal_size_mid .6 _exptl_crystal_size_min .4 _exptl_crystal_density_meas ? _exptl_crystal_density_method '?' _exptl_crystal_density_diffrn 1.473 _exptl_crystal_F_000 448 _exptl_absorpt_coefficient_mu 1.049 _exptl_absorpt_correction_type 'empirical psi-scan' _exptl_absorpt_correction_T_min 0.2015 _exptl_absorpt_correction_T_max 0.2902 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector '?' _diffrn_measurement_device_type 'Stoe AED2' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 45 _diffrn_standards_decay_% ? _diffrn_reflns_number 2336 _reflns_number_total 2172 _reflns_number_gt 2104 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 27.01 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.01 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_reduction_process '?' _diffrn_orient_matrix_UB_11 ? _diffrn_orient_matrix_UB_12 ? _diffrn_orient_matrix_UB_13 ? _diffrn_orient_matrix_UB_21 ? _diffrn_orient_matrix_UB_22 ? _diffrn_orient_matrix_UB_23 ? _diffrn_orient_matrix_UB_31 ? _diffrn_orient_matrix_UB_32 ? _diffrn_orient_matrix_UB_33 ? #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 ;International Tables for Crystallography (1976, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ;International Tables for Crystallography (1976, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.0061 0.0033 ;International Tables for Crystallography (1976, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ;International Tables for Crystallography (1976, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Ni Ni 0.3393 1.1124 ;International Tables for Crystallography (1976, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.22164(5) 0.2524 0.08144(4) 0.03078(13) Uani 1 1 d . . . O1 O 0.3892(4) 0.3252(2) -0.0140(4) 0.0470(7) Uani 1 1 d . . . O2 O 0.6832(4) 0.3664(2) 0.0055(4) 0.0546(8) Uani 1 1 d . . . O3 O 0.0581(4) 0.20607(17) 0.2100(3) 0.0366(5) Uani 1 1 d . . . O4 O -0.0783(4) 0.0841(2) 0.2665(3) 0.0465(6) Uani 1 1 d . . . O5W O -0.0023(4) 0.3108(3) -0.0590(4) 0.0608(10) Uani 1 1 d . . . O6W O 0.1291(5) 0.4067(2) 0.7386(4) 0.0568(8) Uani 1 1 d . . . C1 C 0.4453(5) 0.0972(2) 0.1350(4) 0.0353(7) Uani 1 1 d . . . H1A H 0.5429 0.1123 0.0834 0.080 Uiso 1 1 calc R . . H1B H 0.4523 0.0343 0.1540 0.080 Uiso 1 1 calc R . . C2 C 0.4847(5) 0.1452(2) 0.2897(4) 0.0351(7) Uani 1 1 d . . . H2A H 0.3973 0.1253 0.3480 0.080 Uiso 1 1 calc R . . H2B H 0.6126 0.1326 0.3500 0.080 Uiso 1 1 calc R . . N3 N 0.4619(4) 0.2418(2) 0.2611(3) 0.0306(6) Uani 1 1 d . . . C4 C 0.6269(5) 0.2798(2) 0.2106(4) 0.0358(7) Uani 1 1 d . . . H4 H 0.7122 0.2318 0.2001 0.080 Uiso 1 1 calc R . . C5 C 0.5637(5) 0.3276(2) 0.0553(5) 0.0381(7) Uani 1 1 d . . . C6 C 0.7325(6) 0.3414(4) 0.3414(5) 0.0556(11) Uani 1 1 d . . . H6A H 0.8676 0.3298 0.3670 0.080 Uiso 1 1 calc R . . H6B H 0.7114 0.4023 0.3095 0.080 Uiso 1 1 calc R . . C7 C 0.6540(5) 0.3233(3) 0.4809(4) 0.0448(8) Uani 1 1 d . . . H7 H 0.7292 0.2789 0.5494 0.080 Uiso 1 1 calc R . . C8 C 0.6235(8) 0.4044(4) 0.5707(6) 0.0630(12) Uani 1 1 d . . . H8A H 0.6161 0.3884 0.6742 0.080 Uiso 1 1 calc R . . H8B H 0.7269 0.4457 0.5793 0.080 Uiso 1 1 calc R . . C9 C 0.4410(8) 0.4441(4) 0.4814(7) 0.0667(13) Uani 1 1 d . . . H9A H 0.4656 0.4941 0.4220 0.080 Uiso 1 1 calc R . . H9B H 0.3681 0.4641 0.5517 0.080 Uiso 1 1 calc R . . C10 C 0.3312(7) 0.3738(3) 0.3729(6) 0.0581(12) Uani 1 1 d . . . H10A H 0.3108 0.3919 0.2657 0.080 Uiso 1 1 calc R . . H10B H 0.2090 0.3636 0.3939 0.080 Uiso 1 1 calc R . . C11 C 0.4533(5) 0.2898(3) 0.4043(4) 0.0377(7) Uani 1 1 d . . . H11 H 0.4092 0.2508 0.4751 0.080 Uiso 1 1 calc R . . N12 N 0.2574(4) 0.1187(2) 0.0311(3) 0.0312(6) Uani 1 1 d . . . C13 C 0.0966(5) 0.0735(2) 0.0763(4) 0.0325(6) Uani 1 1 d . . . H13 H 0.1341 0.0140 0.1138 0.080 Uiso 1 1 calc R . . C14 C 0.0225(5) 0.1241(2) 0.1965(4) 0.0323(6) Uani 1 1 d . . . C15 C -0.0582(5) 0.0696(3) -0.0751(4) 0.0432(8) Uani 1 1 d . . . H15A H -0.1246 0.1252 -0.0960 0.080 Uiso 1 1 calc R . . H15B H -0.1490 0.0236 -0.0714 0.080 Uiso 1 1 calc R . . C16 C 0.0475(6) 0.0496(3) -0.1981(4) 0.0464(9) Uani 1 1 d . . . H16 H 0.0491 -0.0141 -0.2149 0.080 Uiso 1 1 calc R . . C17 C -0.0225(9) 0.0965(6) -0.3547(6) 0.0786(19) Uani 1 1 d . . . H17A H -0.0205 0.0570 -0.4396 0.080 Uiso 1 1 calc R . . H17B H -0.1506 0.1182 -0.3679 0.080 Uiso 1 1 calc R . . C18 C 0.1096(13) 0.1694(7) -0.3494(10) 0.126(4) Uani 1 1 d . . . H18A H 0.1260 0.1800 -0.4524 0.080 Uiso 1 1 calc R . . H18B H 0.0584 0.2223 -0.3152 0.080 Uiso 1 1 calc R . . C19 C 0.2921(8) 0.1489(4) -0.2435(6) 0.0625(13) Uani 1 1 d . . . H19B H 0.3495 0.2014 -0.1897 0.080 Uiso 1 1 calc R . . H19A H 0.3776 0.1241 -0.2994 0.080 Uiso 1 1 calc R . . C20 C 0.2505(6) 0.0824(3) -0.1294(4) 0.0413(8) Uani 1 1 d . . . H20 H 0.3388 0.0330 -0.1195 0.080 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02781(19) 0.02900(19) 0.0372(2) 0.00623(18) 0.01134(13) 0.00415(17) O1 0.0337(12) 0.0536(17) 0.0541(15) 0.0229(13) 0.0119(11) 0.0017(12) O2 0.0415(14) 0.0586(19) 0.072(2) 0.0218(16) 0.0286(14) 0.0048(13) O3 0.0369(12) 0.0323(13) 0.0457(14) 0.0003(10) 0.0199(11) 0.0009(10) O4 0.0524(15) 0.0451(16) 0.0492(15) -0.0014(12) 0.0262(13) -0.0093(13) O5W 0.0356(13) 0.083(2) 0.0677(19) 0.0382(19) 0.0204(14) 0.0199(15) O6W 0.0635(19) 0.0497(18) 0.0595(18) 0.0157(14) 0.0199(15) 0.0058(15) C1 0.0345(16) 0.0322(15) 0.0399(17) -0.0003(14) 0.0108(13) 0.0080(13) C2 0.0368(16) 0.0309(16) 0.0355(16) 0.0035(13) 0.0055(13) 0.0045(13) N3 0.0294(11) 0.0272(16) 0.0369(12) 0.0022(11) 0.0117(9) 0.0020(11) C4 0.0302(14) 0.0353(16) 0.0439(17) 0.0028(13) 0.0133(13) 0.0024(12) C5 0.0349(16) 0.0333(17) 0.0506(19) 0.0067(15) 0.0192(14) 0.0040(14) C6 0.042(2) 0.070(3) 0.056(2) -0.011(2) 0.0154(17) -0.021(2) C7 0.0399(18) 0.051(2) 0.0404(17) 0.0012(16) 0.0047(15) -0.0017(16) C8 0.065(3) 0.066(3) 0.056(3) -0.019(2) 0.011(2) -0.012(2) C9 0.067(3) 0.047(2) 0.083(4) -0.014(2) 0.014(3) 0.004(2) C10 0.047(2) 0.049(2) 0.071(3) -0.018(2) 0.003(2) 0.012(2) C11 0.0393(17) 0.0374(16) 0.0384(16) -0.0034(14) 0.0138(14) -0.0005(14) N12 0.0322(13) 0.0334(14) 0.0307(13) 0.0011(10) 0.0132(11) 0.0040(11) C13 0.0341(15) 0.0321(15) 0.0332(15) 0.0012(12) 0.0120(12) -0.0014(13) C14 0.0292(14) 0.0380(17) 0.0304(14) 0.0008(13) 0.0089(11) 0.0015(13) C15 0.0398(18) 0.053(2) 0.0354(17) -0.0068(15) 0.0070(14) -0.0061(17) C16 0.055(2) 0.052(2) 0.0312(17) -0.0077(16) 0.0091(15) -0.0047(19) C17 0.070(3) 0.121(6) 0.039(2) 0.016(3) 0.004(2) -0.003(3) C18 0.136(7) 0.130(7) 0.086(5) 0.071(5) -0.019(5) -0.036(6) C19 0.070(3) 0.082(4) 0.045(2) -0.004(2) 0.032(2) -0.011(3) C20 0.0439(18) 0.049(2) 0.0346(16) -0.0028(16) 0.0165(14) 0.0053(16) #------------------------------------------------------------------------------ _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_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0700P)^2^+0.1936P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.016(17) _refine_ls_number_reflns 2172 _refine_ls_number_parameters 243 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0919 _refine_ls_wR_factor_gt 0.0910 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.651 _refine_diff_density_min -0.365 _refine_diff_density_rms 0.070 #------------------------------------------------------------------------------ _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O3 1.985(2) . ? Ni1 O5W 1.995(3) . ? Ni1 O1 1.996(3) . ? Ni1 N3 2.057(3) . ? Ni1 N12 2.114(3) . ? O1 C5 1.266(5) . ? O2 C5 1.227(5) . ? O3 C14 1.273(5) . ? O4 C14 1.240(4) . ? C1 N12 1.483(4) . ? C1 C2 1.523(5) . ? C2 N3 1.494(4) . ? N3 C11 1.488(4) . ? N3 C4 1.506(4) . ? C4 C5 1.528(5) . ? C4 C6 1.541(6) . ? C6 C7 1.523(6) . ? C7 C8 1.518(7) . ? C7 C11 1.537(5) . ? C8 C9 1.494(8) . ? C9 C10 1.525(7) . ? C10 C11 1.542(6) . ? N12 C13 1.502(4) . ? N12 C20 1.523(4) . ? C13 C15 1.524(5) . ? C13 C14 1.527(5) . ? C15 C16 1.526(5) . ? C16 C20 1.535(6) . ? C16 C17 1.536(7) . ? C17 C18 1.462(11) . ? C18 C19 1.457(9) . ? C19 C20 1.520(6) . ? 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 O3 Ni1 O5W 90.21(12) . . ? O3 Ni1 O1 165.70(13) . . ? O5W Ni1 O1 88.75(12) . . ? O3 Ni1 N3 92.35(11) . . ? O5W Ni1 N3 157.23(15) . . ? O1 Ni1 N3 83.25(11) . . ? O3 Ni1 N12 84.64(10) . . ? O5W Ni1 N12 114.87(16) . . ? O1 Ni1 N12 108.69(13) . . ? N3 Ni1 N12 87.89(12) . . ? C5 O1 Ni1 117.3(2) . . ? C14 O3 Ni1 115.6(2) . . ? N12 C1 C2 113.0(3) . . ? N3 C2 C1 109.3(3) . . ? C11 N3 C2 111.3(3) . . ? C11 N3 C4 106.4(3) . . ? C2 N3 C4 111.5(3) . . ? C11 N3 Ni1 114.6(2) . . ? C2 N3 Ni1 104.2(2) . . ? C4 N3 Ni1 109.0(2) . . ? N3 C4 C5 112.0(3) . . ? N3 C4 C6 106.9(3) . . ? C5 C4 C6 111.9(3) . . ? O2 C5 O1 123.8(4) . . ? O2 C5 C4 118.7(3) . . ? O1 C5 C4 117.4(3) . . ? C7 C6 C4 106.8(3) . . ? C8 C7 C6 115.0(4) . . ? C8 C7 C11 104.6(3) . . ? C6 C7 C11 102.3(3) . . ? C9 C8 C7 106.1(4) . . ? C8 C9 C10 107.9(4) . . ? C9 C10 C11 106.3(4) . . ? N3 C11 C7 107.4(3) . . ? N3 C11 C10 113.6(3) . . ? C7 C11 C10 104.3(3) . . ? C1 N12 C13 113.1(3) . . ? C1 N12 C20 108.1(3) . . ? C13 N12 C20 104.3(3) . . ? C1 N12 Ni1 103.0(2) . . ? C13 N12 Ni1 103.62(19) . . ? C20 N12 Ni1 124.9(2) . . ? N12 C13 C15 103.5(3) . . ? N12 C13 C14 113.6(3) . . ? C15 C13 C14 109.1(3) . . ? O4 C14 O3 124.5(3) . . ? O4 C14 C13 118.0(3) . . ? O3 C14 C13 117.4(3) . . ? C13 C15 C16 104.4(3) . . ? C15 C16 C20 105.2(3) . . ? C15 C16 C17 116.8(4) . . ? C20 C16 C17 105.9(4) . . ? C18 C17 C16 105.1(5) . . ? C19 C18 C17 110.2(6) . . ? C18 C19 C20 105.7(4) . . ? C19 C20 N12 115.1(4) . . ? C19 C20 C16 106.7(4) . . ? N12 C20 C16 106.8(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 O3 Ni1 O1 C5 80.4(6) . . . . ? O5W Ni1 O1 C5 166.3(3) . . . . ? N3 Ni1 O1 C5 7.7(3) . . . . ? N12 Ni1 O1 C5 -77.8(3) . . . . ? O5W Ni1 O3 C14 106.8(3) . . . . ? O1 Ni1 O3 C14 -167.5(4) . . . . ? N3 Ni1 O3 C14 -95.9(3) . . . . ? N12 Ni1 O3 C14 -8.2(3) . . . . ? N12 C1 C2 N3 -55.0(4) . . . . ? C1 C2 N3 C11 166.5(3) . . . . ? C1 C2 N3 C4 -74.9(4) . . . . ? C1 C2 N3 Ni1 42.4(3) . . . . ? O3 Ni1 N3 C11 -56.4(2) . . . . ? O5W Ni1 N3 C11 39.8(4) . . . . ? O1 Ni1 N3 C11 110.0(3) . . . . ? N12 Ni1 N3 C11 -140.9(2) . . . . ? O3 Ni1 N3 C2 65.6(2) . . . . ? O5W Ni1 N3 C2 161.7(3) . . . . ? O1 Ni1 N3 C2 -128.1(2) . . . . ? N12 Ni1 N3 C2 -19.0(2) . . . . ? O3 Ni1 N3 C4 -175.4(2) . . . . ? O5W Ni1 N3 C4 -79.2(4) . . . . ? O1 Ni1 N3 C4 -9.0(2) . . . . ? N12 Ni1 N3 C4 100.1(2) . . . . ? C11 N3 C4 C5 -114.6(3) . . . . ? C2 N3 C4 C5 123.9(3) . . . . ? Ni1 N3 C4 C5 9.4(3) . . . . ? C11 N3 C4 C6 8.3(4) . . . . ? C2 N3 C4 C6 -113.2(4) . . . . ? Ni1 N3 C4 C6 132.3(3) . . . . ? Ni1 O1 C5 O2 176.5(3) . . . . ? Ni1 O1 C5 C4 -4.1(5) . . . . ? N3 C4 C5 O2 175.4(3) . . . . ? C6 C4 C5 O2 55.4(5) . . . . ? N3 C4 C5 O1 -4.0(5) . . . . ? C6 C4 C5 O1 -124.0(4) . . . . ? N3 C4 C6 C7 12.2(5) . . . . ? C5 C4 C6 C7 135.2(4) . . . . ? C4 C6 C7 C8 -139.5(4) . . . . ? C4 C6 C7 C11 -26.8(5) . . . . ? C6 C7 C8 C9 79.7(5) . . . . ? C11 C7 C8 C9 -31.6(5) . . . . ? C7 C8 C9 C10 18.7(6) . . . . ? C8 C9 C10 C11 1.4(6) . . . . ? C2 N3 C11 C7 95.8(3) . . . . ? C4 N3 C11 C7 -25.8(4) . . . . ? Ni1 N3 C11 C7 -146.3(3) . . . . ? C2 N3 C11 C10 -149.4(3) . . . . ? C4 N3 C11 C10 89.0(4) . . . . ? Ni1 N3 C11 C10 -31.4(4) . . . . ? C8 C7 C11 N3 152.8(4) . . . . ? C6 C7 C11 N3 32.6(4) . . . . ? C8 C7 C11 C10 32.0(5) . . . . ? C6 C7 C11 C10 -88.2(4) . . . . ? C9 C10 C11 N3 -137.3(4) . . . . ? C9 C10 C11 C7 -20.6(5) . . . . ? C2 C1 N12 C13 -76.4(4) . . . . ? C2 C1 N12 C20 168.6(3) . . . . ? C2 C1 N12 Ni1 34.7(3) . . . . ? O3 Ni1 N12 C1 -100.6(2) . . . . ? O5W Ni1 N12 C1 171.66(19) . . . . ? O1 Ni1 N12 C1 74.1(2) . . . . ? N3 Ni1 N12 C1 -8.0(2) . . . . ? O3 Ni1 N12 C13 17.5(2) . . . . ? O5W Ni1 N12 C13 -70.3(2) . . . . ? O1 Ni1 N12 C13 -167.8(2) . . . . ? N3 Ni1 N12 C13 110.0(2) . . . . ? O3 Ni1 N12 C20 136.1(3) . . . . ? O5W Ni1 N12 C20 48.4(3) . . . . ? O1 Ni1 N12 C20 -49.2(3) . . . . ? N3 Ni1 N12 C20 -131.3(3) . . . . ? C1 N12 C13 C15 -155.1(3) . . . . ? C20 N12 C13 C15 -37.9(3) . . . . ? Ni1 N12 C13 C15 94.1(3) . . . . ? C1 N12 C13 C14 86.8(3) . . . . ? C20 N12 C13 C14 -156.0(3) . . . . ? Ni1 N12 C13 C14 -24.0(3) . . . . ? Ni1 O3 C14 O4 -179.3(3) . . . . ? Ni1 O3 C14 C13 -4.3(4) . . . . ? N12 C13 C14 O4 -163.9(3) . . . . ? C15 C13 C14 O4 81.3(4) . . . . ? N12 C13 C14 O3 20.7(4) . . . . ? C15 C13 C14 O3 -94.1(4) . . . . ? N12 C13 C15 C16 38.8(4) . . . . ? C14 C13 C15 C16 160.0(3) . . . . ? C13 C15 C16 C20 -24.2(4) . . . . ? C13 C15 C16 C17 -141.2(5) . . . . ? C15 C16 C17 C18 100.6(7) . . . . ? C20 C16 C17 C18 -16.0(8) . . . . ? C16 C17 C18 C19 25.8(10) . . . . ? C17 C18 C19 C20 -24.9(10) . . . . ? C18 C19 C20 N12 -104.8(7) . . . . ? C18 C19 C20 C16 13.6(7) . . . . ? C1 N12 C20 C19 -98.2(4) . . . . ? C13 N12 C20 C19 141.2(4) . . . . ? Ni1 N12 C20 C19 22.9(4) . . . . ? C1 N12 C20 C16 143.6(3) . . . . ? C13 N12 C20 C16 22.9(4) . . . . ? Ni1 N12 C20 C16 -95.4(3) . . . . ? C15 C16 C20 C19 -122.7(4) . . . . ? C17 C16 C20 C19 1.6(5) . . . . ? C15 C16 C20 N12 1.0(4) . . . . ? C17 C16 C20 N12 125.2(4) . . . . ? #==END