Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_S426/1 _database_code_CSD 154046 #------------------------------------------------------------------------- _audit_creation_date '1997-11-06' _audit_creation_method 'by teXsan v1.7' _audit_update_record ; ? ; #------------------------------------------------------------------------- _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' _publ_contact_author 'Dr D Collison' _publ_contact_author_address ; Dr D Collison Chemistry Dept The University Oxford Road MANCHESTER M13 9PL UK ; _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_coeditor_name ? _publ_contact_author_email 'david.collison@man.ac.uk' loop_ _publ_author_name 'V.M.Hultgren' 'I.M.Atkinson' 'R.L.Beddoes' 'D.Collison' 'C.D.Garner' 'M.Helliwell' 'L.F.Lindoy' 'P.A.Tasker' _publ_section_title ; ENTER SECTION TITLE ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _publ_section_exptl_refinement ; ENTER EXPERIMENTAL SECTION ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation. (1995). teXsan. Single Crystal Structure Analysis Software. Version 1.7. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359. Altomare, A., Cascarano, M., Giacovazzo, C., Guagliardi, A. (1993). J. Appl. Cryst., 26, 343. ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; #-------------------------------------------------------------------------= - #--- loop_ _publ_manuscript_incl_extra_item '_geom_extra_table_head_3' '_geom_bond_atom_site_label_D' '_geom_bond_atom_site_label_H' '_geom_contact_atom_site_label_A' '_geom_bond_distance_DH' '_geom_contact_distance_HA' '_geom_contact_distance_DA' '_geom_angle_DHA' '_geom_contact_site_symmetry_A' # # #-------------------------------------------------------------------------= - #--- _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan (MSC, 1995)' _computing_structure_solution ; SIR92 (Altomare, et. al. 1993) ; _computing_structure_refinement 'teXsan (MSC, 1995)' _computing_publication_material 'teXsan (MSC, 1995)' #-------------------------------------------------------------------------- #--- _cell_length_a 9.529(2) _cell_length_b 14.329(3) _cell_length_c 15.944(4) _cell_angle_alpha 90 _cell_angle_beta 97.14(2) _cell_angle_gamma 90 _cell_volume 2160.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 294.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.7 _cell_measurement_theta_max 18.3 #-------------------------------------------------------------------------- #--- _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_Int_Tables_number 14 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' #-------------------------------------------------------------------------- #--- _exptl_crystal_description 'tabular' _exptl_crystal_colour 'opaque' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.375 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 447.17 _chemical_formula_analytical ? _chemical_formula_sum 'C20 H28 N4 O4 Ni ' _chemical_formula_moiety 'C20 H28 N4 O4 Ni ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 944.00 _exptl_absorpt_coefficient_mu 1.572 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.697 _exptl_special_details ; The scan width was (1.42+0.30tan\q)\% with an \w scan speed of 32\% per minute (up to 4 scans to achieve I/\s(I) 10). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #-------------------------------------------------------------------------= - #--- _diffrn_special_details ; ? ; _diffrn_ambient_temperature 294.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 3.93 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 3 1 -2 2 -2 3 1 -4 2 _diffrn_reflns_number 3590 _reflns_number_total 3366 _reflns_number_observed 2597 _reflns_observed_criterion 2.50\s(I) _diffrn_reflns_av_R_equivalents 0.08528 _diffrn_reflns_av_sigmaI/netI 0.080 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 60.10 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.10272 _diffrn_orient_matrix_UB_12 -0.01636 _diffrn_orient_matrix_UB_13 0.01013 _diffrn_orient_matrix_UB_21 0.02437 _diffrn_orient_matrix_UB_22 0.06165 _diffrn_orient_matrix_UB_23 -0.02376 _diffrn_orient_matrix_UB_31 0.00640 _diffrn_orient_matrix_UB_32 0.02832 _diffrn_orient_matrix_UB_33 0.05769 #-------------------------------------------------------------------------= - #--- loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 80 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 112 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Ni 0 4 -3.003 0.509 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N 0 16 0.031 0.018 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0 16 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------- loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom Ni1 1.00251(7) 0.22944(5) 0.62175(4) 0.0337(2) 1.000 . Uani d ? O1 1.1079(3) 0.1115(2) 0.6668(2) 0.0410(9) 1.000 . Uani d ? O2 1.1168(3) 0.2987(3) 0.4703(2) 0.056(1) 1.000 . Uani d ? O3 0.9021(3) 0.3358(2) 0.5535(2) 0.0421(9) 1.000 . Uani d ? O4 0.8950(3) 0.0465(2) 0.5578(2) 0.059(1) 1.000 . Uani d ? N1 1.1440(4) 0.2318(3) 0.5336(2) 0.040(1) 1.000 . Uani d ? N2 0.8686(4) 0.1416(2) 0.5477(2) 0.038(1) 1.000 . Uani d ? N3 1.1261(4) 0.3298(3) 0.7017(2) 0.041(1) 1.000 . Uani d ? N4 0.8685(4) 0.2317(3) 0.7224(2) 0.040(1) 1.000 . Uani d ? C1 1.2364(5) 0.0841(3) 0.6566(3) 0.039(1) 1.000 . Uani d ? C2 1.3051(5) 0.0193(3) 0.7136(3) 0.047(1) 1.000 . Uani d ? C3 1.4368(5) -0.0146(4) 0.7044(3) 0.057(2) 1.000 . Uani d ? C4 1.5076(5) 0.0138(4) 0.6389(4) 0.060(2) 1.000 . Uani d ? C5 1.4441(5) 0.0784(4) 0.5831(3) 0.054(2) 1.000 . Uani d ? C6 1.3098(5) 0.1146(3) 0.5907(3) 0.042(1) 1.000 . Uani d ? C7 1.2547(5) 0.1858(4) 0.5293(3) 0.050(2) 1.000 . Uani d ? C8 0.7788(4) 0.3352(3) 0.5044(3) 0.039(1) 1.000 . Uani d ? C9 0.7105(5) 0.4196(4) 0.4834(3) 0.051(2) 1.000 . Uani d ? C10 0.5840(6) 0.4235(4) 0.4301(3) 0.059(2) 1.000 . Uani d ? C11 0.5237(5) 0.3433(5) 0.3967(3) 0.064(2) 1.000 . Uani d ? C12 0.5835(5) 0.2590(4) 0.4166(3) 0.051(2) 1.000 . Uani d ? C13 0.7125(4) 0.2523(3) 0.4715(3) 0.039(1) 1.000 . Uani d ? C14 0.7648(5) 0.1597(3) 0.4909(3) 0.041(1) 1.000 . Uani d ? C15 1.0226(6) 0.3672(4) 0.7538(3) 0.057(2) 1.000 . Uani d ? C16 0.9412(6) 0.2915(4) 0.7902(3) 0.059(2) 1.000 . Uani d ? C17 1.2467(6) 0.2863(4) 0.7539(3) 0.063(2) 1.000 . Uani d ? C18 1.1826(5) 0.4067(4) 0.6543(3) 0.059(2) 1.000 . Uani d ? C19 0.7273(5) 0.2712(4) 0.6936(3) 0.052(2) 1.000 . Uani d ? C20 0.8477(6) 0.1387(4) 0.7572(3) 0.062(2) 1.000 . Uani d ? H2 1.2542 0.0025 0.7522 0.045 1.000 . Uiso c ? H2o 1.0270 0.3408 0.4860 0.069 1.000 . Uiso c ? H3 1.4747 -0.0556 0.7379 0.078 1.000 . Uiso c ? H4o 0.9716 0.0443 0.5962 0.069 1.000 . Uiso c ? H4 1.5943 -0.0055 0.6256 0.056 1.000 . Uiso c ? H5 1.4950 0.0940 0.5337 0.060 1.000 . Uiso c ? H7 1.3063 0.2007 0.4889 0.036 1.000 . Uiso c ? H9 0.7461 0.4690 0.5057 0.020 1.000 . Uiso c ? H10 0.5416 0.4853 0.4249 0.062 1.000 . Uiso c ? H11 0.4479 0.3458 0.3902 0.106 1.000 . Uiso c ? H12 0.5411 0.1941 0.3997 0.040 1.000 . Uiso c ? H14 0.7112 0.1034 0.4664 0.051 1.000 . Uiso c ? H15a 1.0643 0.4122 0.7951 0.061 1.000 . Uiso c ? H15b 0.9501 0.4107 0.7221 0.089 1.000 . Uiso c ? H16a 1.0080 0.2501 0.8242 0.046 1.000 . Uiso c ? H16b 0.8809 0.3166 0.8198 0.059 1.000 . Uiso c ? H17c 1.2887 0.3292 0.7902 0.054 1.000 . Uiso c ? H17a 1.2172 0.2384 0.7763 0.066 1.000 . Uiso c ? H17b 1.3350 0.2631 0.7172 0.051 1.000 . Uiso c ? H18c 1.1154 0.4394 0.6277 0.075 1.000 . Uiso c ? H18a 1.2614 0.3754 0.6146 0.082 1.000 . Uiso c ? H18b 1.2418 0.4528 0.6865 0.077 1.000 . Uiso c ? H19c 0.6934 0.2317 0.6439 0.060 1.000 . Uiso c ? H19a 0.7414 0.3346 0.6701 0.054 1.000 . Uiso c ? H19b 0.6660 0.2661 0.7321 0.084 1.000 . Uiso c ? H20c 0.9480 0.1080 0.7703 0.065 1.000 . Uiso c ? H20a 0.8019 0.1339 0.8030 0.082 1.000 . Uiso c ? H20b 0.8063 0.1027 0.7124 0.069 1.000 . Uiso c ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ni1 0.0381(5) 0.0384(5) 0.0225(4) -0.0018(3) -0.0038(3) -0.0005(3) O1 0.041(2) 0.044(2) 0.037(2) 0.004(2) 0.001(1) 0.005(1) O2 0.059(2) 0.079(3) 0.028(2) 0.004(2) 0.000(2) 0.021(2) O3 0.044(2) 0.043(2) 0.035(2) -0.002(1) -0.013(1) 0.004(1) O4 0.056(2) 0.042(2) 0.073(3) 0.002(2) -0.017(2) -0.007(2) N1 0.038(2) 0.056(3) 0.025(2) -0.005(2) -0.001(2) 0.002(2) N2 0.039(2) 0.037(2) 0.037(2) -0.002(2) -0.001(2) -0.006(2) N3 0.044(2) 0.044(2) 0.032(2) -0.004(2) -0.008(2) -0.005(2) N4 0.044(2) 0.046(2) 0.031(2) -0.002(2) 0.005(2) 0.000(2) C1 0.040(3) 0.039(3) 0.037(3) 0.002(2) -0.004(2) -0.007(2) C2 0.042(3) 0.046(3) 0.052(3) 0.001(2) 0.000(2) 0.001(2) C3 0.043(3) 0.056(3) 0.068(4) 0.000(3) -0.014(3) -0.004(3) C4 0.035(3) 0.064(4) 0.079(4) 0.007(3) 0.000(3) -0.015(3) C5 0.046(3) 0.062(4) 0.053(3) 0.000(3) 0.005(3) -0.007(3) C6 0.038(3) 0.054(3) 0.034(3) -0.003(2) 0.000(2) -0.007(2) C7 0.045(3) 0.078(4) 0.029(3) -0.005(3) 0.013(2) -0.001(3) C8 0.039(3) 0.051(3) 0.025(2) 0.001(2) -0.001(2) 0.005(2) C9 0.060(3) 0.052(3) 0.039(3) 0.002(3) -0.004(2) 0.004(2) C10 0.057(3) 0.071(4) 0.046(3) 0.015(3) -0.007(3) 0.015(3) C11 0.044(3) 0.096(5) 0.048(3) -0.001(3) -0.009(2) 0.018(3) C12 0.045(3) 0.069(4) 0.036(3) -0.007(3) -0.008(2) 0.003(3) C13 0.031(3) 0.059(3) 0.025(2) -0.002(2) -0.002(2) 0.002(2) C14 0.038(3) 0.052(3) 0.031(2) -0.010(2) -0.001(2) -0.007(2) C15 0.062(3) 0.060(4) 0.047(3) -0.008(3) -0.001(3) -0.021(3) C16 0.068(4) 0.083(4) 0.026(3) -0.003(3) 0.005(2) -0.009(3) C17 0.061(3) 0.064(4) 0.054(3) -0.005(3) -0.027(3) -0.009(3) C18 0.067(4) 0.048(3) 0.058(3) -0.018(3) -0.009(3) -0.003(3) C19 0.046(3) 0.074(4) 0.037(3) 0.010(3) 0.011(2) -0.001(3) C20 0.073(4) 0.060(4) 0.059(4) 0.002(3) 0.029(3) 0.017(3) #------------------------------------------------------------------------- _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00012|Fo|^2^' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2597 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0735 _refine_ls_R_factor_obs 0.0575 _refine_ls_wR_factor_all 0.0710 _refine_ls_wR_factor_obs 0.0674 _refine_ls_goodness_of_fit_all 2.074 _refine_ls_goodness_of_fit_obs 2.209 _refine_ls_shift/esd_max 0.0000 _refine_ls_shift/esd_mean 0.0030 _refine_diff_density_min -0.80 _refine_diff_density_max 0.77 #------------------------------------------------------------------------- _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O1 2.050(3) . . yes Ni1 O3 2.041(3) . . yes Ni1 N1 2.065(4) . . yes Ni1 N2 2.057(3) . . yes Ni1 N3 2.170(4) . . yes Ni1 N4 2.171(4) . . yes O1 C1 1.315(5) . . yes O2 N1 1.393(4) . . yes O2 H2o 1.10 . . no O3 C8 1.329(5) . . yes O4 N2 1.391(5) . . yes O4 H4o 0.89 . . no N1 C7 1.253(6) . . yes N2 C14 1.281(5) . . yes N3 C15 1.468(6) . . yes N3 C17 1.470(6) . . yes N3 C18 1.475(6) . . yes N4 C16 1.482(6) . . yes N4 C19 1.479(6) . . yes N4 C20 1.467(6) . . yes C1 C2 1.403(6) . . yes C1 C6 1.402(6) . . yes C2 C3 1.370(6) . . yes C2 H2 0.86 . . no C3 C4 1.374(7) . . yes C3 H3 0.84 . . no C4 C5 1.372(7) . . yes C4 H4 0.92 . . no C5 C6 1.400(6) . . yes C5 H5 1.00 . . no C6 C7 1.466(7) . . yes C7 H7 0.88 . . no C8 C9 1.393(6) . . yes C8 C13 1.416(6) . . yes C9 C10 1.387(7) . . yes C9 H9 0.84 . . no C10 C11 1.363(8) . . yes C10 H10 0.97 . . no C11 C12 1.356(8) . . yes C11 H11 0.72 . . no C12 C13 1.421(6) . . yes C12 H12 1.04 . . no C13 C14 1.437(6) . . yes C14 H14 1.01 . . no C15 C16 1.492(7) . . yes C15 H15a 0.97 . . no C15 H15b 1.02 . . no C16 H16a 0.98 . . no C16 H16b 0.87 . . no C17 H17c 0.90 . . no C17 H17a 0.84 . . no C17 H17b 1.13 . . no C18 H18c 0.86 . . no C18 H18a 1.13 . . no C18 H18b 0.97 . . no C19 H19c 0.99 . . no C19 H19a 1.00 . . no C19 H19b 0.90 . . no C20 H20c 1.05 . . no C20 H20a 0.90 . . no C20 H20b 0.93 . . no #------------------------------------------------------------------------- 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O3 168.4(1) . . . yes O1 Ni1 N1 85.4(1) . . . yes O1 Ni1 N2 86.5(1) . . . yes O1 Ni1 N3 97.7(1) . . . yes O1 Ni1 N4 93.5(1) . . . yes O3 Ni1 N1 85.8(1) . . . yes O3 Ni1 N2 86.3(1) . . . yes O3 Ni1 N3 90.1(1) . . . yes O3 Ni1 N4 95.9(1) . . . yes N1 Ni1 N2 91.7(1) . . . yes N1 Ni1 N3 92.1(1) . . . yes N1 Ni1 N4 175.0(1) . . . yes N2 Ni1 N3 174.6(1) . . . yes N2 Ni1 N4 93.1(1) . . . yes N3 Ni1 N4 83.2(1) . . . yes Ni1 O1 C1 128.7(3) . . . yes N1 O2 H2o 107.0 . . . no Ni1 O3 C8 129.1(3) . . . yes N2 O4 H4o 103.6 . . . no Ni1 N1 O2 115.2(3) . . . yes Ni1 N1 C7 130.9(3) . . . yes O2 N1 C7 113.8(4) . . . yes Ni1 N2 O4 116.3(3) . . . yes Ni1 N2 C14 130.6(3) . . . yes O4 N2 C14 113.1(4) . . . yes Ni1 N3 C15 102.8(3) . . . yes Ni1 N3 C17 112.3(3) . . . yes Ni1 N3 C18 113.5(3) . . . yes C15 N3 C17 111.6(4) . . . yes C15 N3 C18 109.4(4) . . . yes C17 N3 C18 107.3(4) . . . yes Ni1 N4 C16 106.5(3) . . . yes Ni1 N4 C19 111.8(3) . . . yes Ni1 N4 C20 112.7(3) . . . yes C16 N4 C19 109.2(4) . . . yes C16 N4 C20 108.8(4) . . . yes C19 N4 C20 107.8(4) . . . yes O1 C1 C2 118.9(4) . . . yes O1 C1 C6 124.0(4) . . . yes C2 C1 C6 117.1(4) . . . yes C1 C2 C3 121.6(5) . . . yes C1 C2 H2 112.8 . . . no C3 C2 H2 125.5 . . . no C2 C3 C4 121.3(5) . . . yes C2 C3 H3 120.2 . . . no C4 C3 H3 118.4 . . . no C3 C4 C5 118.3(5) . . . yes C3 C4 H4 128.8 . . . no C5 C4 H4 112.9 . . . no C4 C5 C6 121.9(5) . . . yes C4 C5 H5 116.3 . . . no C6 C5 H5 121.6 . . . no C1 C6 C5 119.7(5) . . . yes C1 C6 C7 123.2(4) . . . yes C5 C6 C7 117.1(4) . . . yes N1 C7 C6 124.3(4) . . . yes N1 C7 H7 117.5 . . . no C6 C7 H7 118.0 . . . no O3 C8 C9 119.2(4) . . . yes O3 C8 C13 123.0(4) . . . yes C9 C8 C13 117.8(4) . . . yes C8 C9 C10 121.8(5) . . . yes C8 C9 H9 118.4 . . . no C10 C9 H9 119.8 . . . no C9 C10 C11 119.8(5) . . . yes C9 C10 H10 114.2 . . . no C11 C10 H10 125.7 . . . no C10 C11 C12 121.0(5) . . . yes C10 C11 H11 112.4 . . . no C12 C11 H11 117.8 . . . no C11 C12 C13 120.7(5) . . . yes C11 C12 H12 126.8 . . . no C13 C12 H12 112.3 . . . no C8 C13 C12 118.9(4) . . . yes C8 C13 C14 124.7(4) . . . yes C12 C13 C14 116.4(4) . . . yes N2 C14 C13 123.7(4) . . . yes N2 C14 H14 114.9 . . . no C13 C14 H14 120.7 . . . no N3 C15 C16 111.9(4) . . . yes N3 C15 H15a 112.3 . . . no N3 C15 H15b 113.8 . . . no C16 C15 H15a 114.1 . . . no C16 C15 H15b 106.6 . . . no H15a C15 H15b 97.2 . . . no N4 C16 C15 110.8(4) . . . yes N4 C16 H16a 105.4 . . . no N4 C16 H16b 110.9 . . . no C15 C16 H16a 108.7 . . . no C15 C16 H16b 108.7 . . . no H16a C16 H16b 112.2 . . . no N3 C17 H17c 109.1 . . . no N3 C17 H17a 107.9 . . . no N3 C17 H17b 114.3 . . . no H17c C17 H17a 115.3 . . . no H17c C17 H17b 103.5 . . . no H17a C17 H17b 106.8 . . . no N3 C18 H18c 111.2 . . . no N3 C18 H18a 107.5 . . . no N3 C18 H18b 117.5 . . . no H18c C18 H18a 116.4 . . . no H18c C18 H18b 103.7 . . . no H18a C18 H18b 100.5 . . . no N4 C19 H19c 102.9 . . . no N4 C19 H19a 107.8 . . . no N4 C19 H19b 113.5 . . . no H19c C19 H19a 105.3 . . . no H19c C19 H19b 108.8 . . . no H19a C19 H19b 117.3 . . . no N4 C20 H20c 107.1 . . . no N4 C20 H20a 118.6 . . . no N4 C20 H20b 106.1 . . . no H20c C20 H20a 109.2 . . . no H20c C20 H20b 102.1 . . . no H20a C20 H20b 112.3 . . . no #------------------------------------------------------------------------- loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O4 O4 3.175(7) . 3_756 no #------------------------------------------------------------------------- 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 Ni1 O1 C1 C2 . . . . 159.4(3) no Ni1 O1 C1 C6 . . . . -21.7(6) no Ni1 O3 C8 C9 . . . . 161.5(3) no Ni1 O3 C8 C13 . . . . -18.8(6) no Ni1 N1 C7 C6 . . . . 0.6(8) no Ni1 N2 C14 C13 . . . . -5.1(7) no Ni1 N3 C15 C16 . . . . 47.9(4) no Ni1 N4 C16 C15 . . . . 32.2(5) no O1 Ni1 O3 C8 . . . . 68.1(7) no O1 Ni1 N1 O2 . . . . 173.0(3) no O1 Ni1 N1 C7 . . . . -10.8(5) no O1 Ni1 N2 O4 . . . . 2.0(3) no O1 Ni1 N2 C14 . . . . -175.9(4) no O1 Ni1 N3 C15 . . . . -114.9(3) no O1 Ni1 N3 C17 . . . . 5.1(3) no O1 Ni1 N3 C18 . . . . 127.1(3) no O1 Ni1 N4 C16 . . . . 92.4(3) no O1 Ni1 N4 C19 . . . . -148.4(3) no O1 Ni1 N4 C20 . . . . -26.8(3) no O1 C1 C2 C3 . . . . 177.5(4) no O1 C1 C6 C5 . . . . -177.3(4) no O1 C1 C6 C7 . . . . 4.5(7) no O2 N1 Ni1 O3 . . . . 0.5(3) no O2 N1 Ni1 N2 . . . . 86.6(3) no O2 N1 Ni1 N3 . . . . -89.5(3) no O2 N1 Ni1 N4 . . . . -110(1) no O2 N1 C7 C6 . . . . 176.9(4) no O3 Ni1 O1 C1 . . . . 61.7(7) no O3 Ni1 N1 C7 . . . . 176.8(5) no O3 Ni1 N2 O4 . . . . 173.0(3) no O3 Ni1 N2 C14 . . . . -5.0(4) no O3 Ni1 N3 C15 . . . . 73.6(3) no O3 Ni1 N3 C17 . . . . -166.3(3) no O3 Ni1 N3 C18 . . . . -44.4(3) no O3 Ni1 N4 C16 . . . . -94.4(3) no O3 Ni1 N4 C19 . . . . 24.8(3) no O3 Ni1 N4 C20 . . . . 146.4(3) no O3 C8 C9 C10 . . . . 177.8(4) no O3 C8 C13 C12 . . . . -177.3(4) no O3 C8 C13 C14 . . . . 4.0(7) no O4 N2 Ni1 N1 . . . . 87.3(3) no O4 N2 Ni1 N3 . . . . -138(1) no O4 N2 Ni1 N4 . . . . -91.3(3) no O4 N2 C14 C13 . . . . 177.0(4) no N1 Ni1 O1 C1 . . . . 21.0(4) no N1 Ni1 O3 C8 . . . . 108.8(4) no N1 Ni1 N2 C14 . . . . -90.7(4) no N1 Ni1 N3 C15 . . . . 159.5(3) no N1 Ni1 N3 C17 . . . . -80.5(3) no N1 Ni1 N3 C18 . . . . 41.5(3) no N1 Ni1 N4 C16 . . . . 15(1) no N1 Ni1 N4 C19 . . . . 135(1) no N1 Ni1 N4 C20 . . . . -103(1) no N1 C7 C6 C1 . . . . 6.4(8) no N1 C7 C6 C5 . . . . -171.8(5) no N2 Ni1 O1 C1 . . . . 113.1(4) no N2 Ni1 O3 C8 . . . . 16.8(4) no N2 Ni1 N1 C7 . . . . -97.1(5) no N2 Ni1 N3 C15 . . . . 25(1) no N2 Ni1 N3 C17 . . . . 145(1) no N2 Ni1 N3 C18 . . . . -92(1) no N2 Ni1 N4 C16 . . . . 179.0(3) no N2 Ni1 N4 C19 . . . . -61.7(3) no N2 Ni1 N4 C20 . . . . 59.9(3) no N2 C14 C13 C8 . . . . 8.3(7) no N2 C14 C13 C12 . . . . -170.5(4) no N3 Ni1 O1 C1 . . . . -70.4(4) no N3 Ni1 O3 C8 . . . . -159.1(4) no N3 Ni1 N1 C7 . . . . 86.8(5) no N3 Ni1 N2 C14 . . . . 43(1) no N3 Ni1 N4 C16 . . . . -5.0(3) no N3 Ni1 N4 C19 . . . . 114.3(3) no N3 Ni1 N4 C20 . . . . -124.1(3) no N3 C15 C16 N4 . . . . -57.1(6) no N4 Ni1 O1 C1 . . . . -154.1(4) no N4 Ni1 O3 C8 . . . . -75.9(4) no N4 Ni1 N1 C7 . . . . 65(1) no N4 Ni1 N2 C14 . . . . 90.8(4) no N4 Ni1 N3 C15 . . . . -22.3(3) no N4 Ni1 N3 C17 . . . . 97.7(3) no N4 Ni1 N3 C18 . . . . -140.3(3) no C1 C2 C3 C4 . . . . 0.2(8) no C1 C6 C5 C4 . . . . -0.5(8) no C2 C1 C6 C5 . . . . 1.6(7) no C2 C1 C6 C7 . . . . -176.6(4) no C2 C3 C4 C5 . . . . 1.0(8) no C3 C2 C1 C6 . . . . -1.5(7) no C3 C4 C5 C6 . . . . -0.8(8) no C4 C5 C6 C7 . . . . 177.8(5) no C8 C9 C10 C11 . . . . -0.1(8) no C8 C13 C12 C11 . . . . -0.9(7) no C9 C8 C13 C12 . . . . 2.4(7) no C9 C8 C13 C14 . . . . -176.3(4) no C9 C10 C11 C12 . . . . 1.7(9) no C10 C9 C8 C13 . . . . -1.9(7) no C10 C11 C12 C13 . . . . -1.2(8) no C11 C12 C13 C14 . . . . 177.9(5) no C15 C16 N4 C19 . . . . -88.8(5) no C15 C16 N4 C20 . . . . 153.9(4) no C16 C15 N3 C17 . . . . -72.7(5) no C16 C15 N3 C18 . . . . 168.8(4) no #------------------------------------------------------------------------- loop_ _geom_bond_atom_site_label_D _geom_bond_atom_site_label_H _geom_contact_atom_site_label_A _geom_bond_distance_DH _geom_contact_distance_HA _geom_contact_distance_DA _geom_angle_DHA _geom_contact_site_symmetry_A O2 H2o O3 1.10 1.70 2.627(4) 138.2 . O4 H4o O1 0.89 1.88 2.670(4) 147.1 .