# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_rs187 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H21 B F4 N4 Ni' _chemical_formula_weight 438.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 9.8702(4) _cell_length_b 18.1530(8) _cell_length_c 11.2583(4) _cell_angle_alpha 90.00 _cell_angle_beta 115.5600(10) _cell_angle_gamma 90.00 _cell_volume 1819.78(13) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 6122 _cell_measurement_theta_min 2.244 _cell_measurement_theta_max 26.017 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.37 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 1.117 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6051 _exptl_absorpt_correction_T_max 0.6827 _exptl_absorpt_process_details 'SCALE (BRUKER AXS INc.)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Kappa Apex II area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12160 _diffrn_reflns_av_R_equivalents 0.0342 _diffrn_reflns_av_sigmaI/netI 0.0313 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 26.11 _reflns_number_total 3496 _reflns_number_gt 3192 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. [Ni(II) (amine-monoimine macrocycle)]BF4. All in asym unit. No solvent. No disorder. All non-H ANIS. All H calc and ride except for H2A and H3A on N2 and N3 which were found and x,y,z,U freely refined. ; _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^)+(0.0259P)^2^+2.1322P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3496 _refine_ls_number_parameters 261 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0772 _refine_ls_wR_factor_gt 0.0741 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.61280(3) 0.098468(14) 0.17934(3) 0.01590(9) Uani 1 1 d . . . N1 N 0.79013(19) 0.08767(9) 0.16005(17) 0.0145(4) Uani 1 1 d . . . C1 C 0.8248(2) 0.14301(11) 0.0879(2) 0.0155(4) Uani 1 1 d . . . C2 C 0.9653(2) 0.17774(12) 0.1394(2) 0.0185(4) Uani 1 1 d . . . H2 H 1.0393 0.1647 0.2244 0.022 Uiso 1 1 calc R . . C3 C 0.9965(3) 0.23111(12) 0.0667(2) 0.0229(5) Uani 1 1 d . . . H3 H 1.0927 0.2537 0.1017 0.027 Uiso 1 1 calc R . . C4 C 0.8886(3) 0.25196(12) -0.0569(2) 0.0254(5) Uani 1 1 d . . . H4 H 0.9112 0.2881 -0.1068 0.031 Uiso 1 1 calc R . . C5 C 0.7482(3) 0.21958(12) -0.1064(2) 0.0236(5) Uani 1 1 d . . . H5 H 0.6733 0.2346 -0.1898 0.028 Uiso 1 1 calc R . . C6 C 0.7150(2) 0.16514(12) -0.0356(2) 0.0181(4) Uani 1 1 d . . . C7 C 0.5629(2) 0.12961(13) -0.0879(2) 0.0218(5) Uani 1 1 d . . . H7B H 0.4959 0.1523 -0.1731 0.026 Uiso 1 1 calc R . . H7A H 0.5718 0.0764 -0.1026 0.026 Uiso 1 1 calc R . . N2 N 0.4989(2) 0.13964(10) 0.00817(18) 0.0179(4) Uani 1 1 d . . . H2A H 0.489(3) 0.1846(15) 0.011(2) 0.023(7) Uiso 1 1 d . . . C8 C 0.3485(3) 0.10472(14) -0.0378(2) 0.0264(5) Uani 1 1 d . . . H8B H 0.3539 0.0529 -0.0627 0.032 Uiso 1 1 calc R . . H8A H 0.2757 0.1310 -0.1166 0.032 Uiso 1 1 calc R . . C9 C 0.2964(3) 0.10751(14) 0.0707(2) 0.0277(5) Uani 1 1 d . . . H9A H 0.2323 0.1514 0.0591 0.033 Uiso 1 1 calc R . . H9B H 0.2363 0.0631 0.0666 0.033 Uiso 1 1 calc R . . N3 N 0.4303(2) 0.11107(11) 0.2009(2) 0.0221(4) Uani 1 1 d . . . H3A H 0.430(3) 0.1573(16) 0.233(3) 0.033(7) Uiso 1 1 d . . . C10 C 0.4324(3) 0.05842(13) 0.3023(2) 0.0238(5) Uani 1 1 d . . . H10A H 0.4037 0.0085 0.2643 0.029 Uiso 1 1 calc R . . H10B H 0.3616 0.0742 0.3384 0.029 Uiso 1 1 calc R . . C11 C 0.5912(3) 0.05879(13) 0.4081(2) 0.0241(5) Uani 1 1 d . . . H11A H 0.6147 0.1062 0.4562 0.029 Uiso 1 1 calc R . . H11B H 0.6071 0.0183 0.4718 0.029 Uiso 1 1 calc R . . N4 N 0.6852(2) 0.04819(10) 0.33682(18) 0.0192(4) Uani 1 1 d . . . C12 C 0.7915(2) 0.00047(12) 0.3777(2) 0.0197(5) Uani 1 1 d . . . H12 H 0.8075 -0.0267 0.4547 0.024 Uiso 1 1 calc R . . C13 C 0.8874(2) -0.01449(12) 0.3154(2) 0.0172(4) Uani 1 1 d . . . C14 C 0.9795(3) -0.07762(12) 0.3572(2) 0.0218(5) Uani 1 1 d . . . H14 H 0.9765 -0.1069 0.4261 0.026 Uiso 1 1 calc R . . C15 C 1.0728(3) -0.09800(12) 0.3017(2) 0.0232(5) Uani 1 1 d . . . H15 H 1.1321 -0.1414 0.3295 0.028 Uiso 1 1 calc R . . C16 C 1.0785(2) -0.05320(12) 0.2031(2) 0.0208(5) Uani 1 1 d . . . H16 H 1.1437 -0.0662 0.1644 0.025 Uiso 1 1 calc R . . C17 C 0.9920(2) 0.00940(12) 0.1605(2) 0.0173(4) Uani 1 1 d . . . H17 H 1.0012 0.0392 0.0951 0.021 Uiso 1 1 calc R . . C18 C 0.8891(2) 0.03046(11) 0.2122(2) 0.0143(4) Uani 1 1 d . . . B1 B 0.3655(3) 0.32418(14) 0.0290(3) 0.0227(5) Uani 1 1 d . . . F11 F 0.38481(16) 0.26910(7) 0.12206(14) 0.0308(3) Uani 1 1 d . . . F12 F 0.40722(17) 0.29467(7) -0.06594(14) 0.0328(3) Uani 1 1 d . . . F13 F 0.45624(16) 0.38378(8) 0.09012(14) 0.0307(3) Uani 1 1 d . . . F14 F 0.21693(16) 0.34574(8) -0.03134(14) 0.0355(4) 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 Ni1 0.01448(15) 0.01629(15) 0.02024(17) 0.00146(10) 0.01060(12) 0.00138(10) N1 0.0145(8) 0.0161(9) 0.0144(9) 0.0004(7) 0.0078(7) 0.0003(7) C1 0.0199(10) 0.0138(10) 0.0183(11) -0.0008(8) 0.0134(9) 0.0018(8) C2 0.0187(10) 0.0176(10) 0.0230(12) -0.0019(8) 0.0125(9) 0.0002(8) C3 0.0241(11) 0.0174(11) 0.0360(14) -0.0027(9) 0.0212(11) -0.0033(9) C4 0.0387(13) 0.0176(11) 0.0315(13) 0.0041(9) 0.0259(11) 0.0010(10) C5 0.0320(12) 0.0213(11) 0.0218(12) 0.0042(9) 0.0156(10) 0.0054(10) C6 0.0230(11) 0.0178(10) 0.0159(11) 0.0000(8) 0.0106(9) 0.0024(8) C7 0.0236(11) 0.0237(11) 0.0165(11) -0.0001(9) 0.0071(9) 0.0007(9) N2 0.0153(9) 0.0147(9) 0.0215(10) -0.0015(7) 0.0060(7) 0.0006(7) C8 0.0173(11) 0.0304(13) 0.0270(13) -0.0071(10) 0.0054(10) -0.0045(9) C9 0.0150(11) 0.0352(13) 0.0319(14) -0.0025(11) 0.0091(10) -0.0021(10) N3 0.0195(9) 0.0208(10) 0.0293(11) -0.0020(8) 0.0137(8) -0.0005(8) C10 0.0280(12) 0.0228(11) 0.0293(13) -0.0044(9) 0.0204(10) -0.0052(9) C11 0.0304(12) 0.0255(12) 0.0268(13) -0.0001(9) 0.0223(11) -0.0010(10) N4 0.0228(9) 0.0208(9) 0.0202(10) -0.0008(7) 0.0150(8) -0.0013(8) C12 0.0240(11) 0.0197(11) 0.0165(11) 0.0003(8) 0.0098(9) -0.0023(9) C13 0.0178(10) 0.0175(10) 0.0152(11) -0.0018(8) 0.0062(9) -0.0023(8) C14 0.0256(12) 0.0197(11) 0.0182(11) 0.0024(9) 0.0077(9) 0.0006(9) C15 0.0223(11) 0.0186(11) 0.0250(12) -0.0004(9) 0.0066(10) 0.0047(9) C16 0.0168(10) 0.0227(11) 0.0237(12) -0.0037(9) 0.0095(9) 0.0018(9) C17 0.0169(10) 0.0193(10) 0.0175(11) -0.0007(8) 0.0092(9) -0.0015(8) C18 0.0134(9) 0.0154(10) 0.0127(10) -0.0027(8) 0.0044(8) -0.0017(8) B1 0.0283(13) 0.0206(12) 0.0223(14) 0.0011(10) 0.0138(11) 0.0017(10) F11 0.0402(8) 0.0261(7) 0.0277(8) 0.0075(6) 0.0161(7) -0.0004(6) F12 0.0518(9) 0.0241(7) 0.0338(8) -0.0002(6) 0.0289(7) 0.0049(6) F13 0.0396(8) 0.0267(7) 0.0305(8) -0.0031(6) 0.0195(7) -0.0084(6) F14 0.0305(8) 0.0383(9) 0.0320(8) -0.0035(6) 0.0081(6) 0.0087(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 Ni1 N4 1.8422(18) . y Ni1 N1 1.8647(17) . y Ni1 N2 1.9148(19) . y Ni1 N3 1.9322(19) . y N1 C18 1.372(3) . ? N1 C1 1.424(3) . ? C1 C2 1.401(3) . ? C1 C6 1.403(3) . ? C2 C3 1.386(3) . ? C2 H2 0.9500 . ? C3 C4 1.391(3) . ? C3 H3 0.9500 . ? C4 C5 1.382(3) . ? C4 H4 0.9500 . ? C5 C6 1.395(3) . ? C5 H5 0.9500 . ? C6 C7 1.501(3) . ? C7 N2 1.480(3) . ? C7 H7B 0.9900 . ? C7 H7A 0.9900 . ? N2 C8 1.486(3) . ? N2 H2A 0.82(3) . ? C8 C9 1.518(3) . ? C8 H8B 0.9900 . ? C8 H8A 0.9900 . ? C9 N3 1.493(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? N3 C10 1.482(3) . ? N3 H3A 0.91(3) . ? C10 C11 1.505(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 N4 1.479(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? N4 C12 1.283(3) . ? C12 C13 1.426(3) . ? C12 H12 0.9500 . ? C13 C14 1.411(3) . ? C13 C18 1.425(3) . ? C14 C15 1.369(3) . ? C14 H14 0.9500 . ? C15 C16 1.397(3) . ? C15 H15 0.9500 . ? C16 C17 1.377(3) . ? C16 H16 0.9500 . ? C17 C18 1.423(3) . ? C17 H17 0.9500 . ? B1 F14 1.381(3) . ? B1 F13 1.384(3) . ? B1 F11 1.401(3) . ? B1 F12 1.406(3) . ? 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 N4 Ni1 N1 93.79(8) . . y N4 Ni1 N2 167.80(8) . . y N1 Ni1 N2 95.56(8) . . y N4 Ni1 N3 86.17(8) . . y N1 Ni1 N3 179.09(8) . . y N2 Ni1 N3 84.60(8) . . y C18 N1 C1 118.45(16) . . ? C18 N1 Ni1 124.07(14) . . ? C1 N1 Ni1 117.47(13) . . ? C2 C1 C6 119.03(19) . . ? C2 C1 N1 121.31(19) . . ? C6 C1 N1 119.63(18) . . ? C3 C2 C1 120.1(2) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 120.8(2) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 119.3(2) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 120.8(2) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C1 119.9(2) . . ? C5 C6 C7 121.5(2) . . ? C1 C6 C7 118.67(19) . . ? N2 C7 C6 109.32(18) . . ? N2 C7 H7B 109.8 . . ? C6 C7 H7B 109.8 . . ? N2 C7 H7A 109.8 . . ? C6 C7 H7A 109.8 . . ? H7B C7 H7A 108.3 . . ? C7 N2 C8 111.71(17) . . ? C7 N2 Ni1 115.89(14) . . ? C8 N2 Ni1 104.40(14) . . ? C7 N2 H2A 103.7(18) . . ? C8 N2 H2A 108.9(18) . . ? Ni1 N2 H2A 112.3(18) . . ? N2 C8 C9 109.86(19) . . ? N2 C8 H8B 109.7 . . ? C9 C8 H8B 109.7 . . ? N2 C8 H8A 109.7 . . ? C9 C8 H8A 109.7 . . ? H8B C8 H8A 108.2 . . ? N3 C9 C8 109.13(18) . . ? N3 C9 H9A 109.9 . . ? C8 C9 H9A 109.9 . . ? N3 C9 H9B 109.9 . . ? C8 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? C10 N3 C9 116.12(18) . . ? C10 N3 Ni1 108.46(14) . . ? C9 N3 Ni1 110.49(14) . . ? C10 N3 H3A 107.0(17) . . ? C9 N3 H3A 105.9(17) . . ? Ni1 N3 H3A 108.6(17) . . ? N3 C10 C11 105.70(17) . . ? N3 C10 H10A 110.6 . . ? C11 C10 H10A 110.6 . . ? N3 C10 H10B 110.6 . . ? C11 C10 H10B 110.6 . . ? H10A C10 H10B 108.7 . . ? N4 C11 C10 104.63(18) . . ? N4 C11 H11A 110.8 . . ? C10 C11 H11A 110.8 . . ? N4 C11 H11B 110.8 . . ? C10 C11 H11B 110.8 . . ? H11A C11 H11B 108.9 . . ? C12 N4 C11 120.06(19) . . ? C12 N4 Ni1 126.68(15) . . ? C11 N4 Ni1 112.60(14) . . ? N4 C12 C13 124.4(2) . . ? N4 C12 H12 117.8 . . ? C13 C12 H12 117.8 . . ? C14 C13 C18 120.29(19) . . ? C14 C13 C12 117.31(19) . . ? C18 C13 C12 122.38(19) . . ? C15 C14 C13 122.0(2) . . ? C15 C14 H14 119.0 . . ? C13 C14 H14 119.0 . . ? C14 C15 C16 118.1(2) . . ? C14 C15 H15 120.9 . . ? C16 C15 H15 120.9 . . ? C17 C16 C15 121.7(2) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C16 C17 C18 121.6(2) . . ? C16 C17 H17 119.2 . . ? C18 C17 H17 119.2 . . ? N1 C18 C17 121.99(19) . . ? N1 C18 C13 121.71(18) . . ? C17 C18 C13 116.16(18) . . ? F14 B1 F13 110.2(2) . . ? F14 B1 F11 110.0(2) . . ? F13 B1 F11 109.6(2) . . ? F14 B1 F12 109.4(2) . . ? F13 B1 F12 109.7(2) . . ? F11 B1 F12 107.87(19) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2A F11 0.82(3) 2.47(3) 3.111(2) 135(2) . N2 H2A F12 0.82(3) 2.19(3) 2.964(2) 157(2) . N3 H3A F11 0.91(3) 2.32(3) 2.979(2) 129(2) . N3 H3A F12 0.91(3) 2.53(3) 3.223(2) 133(2) 4_566 _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 26.11 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.832 _refine_diff_density_min -0.565 _refine_diff_density_rms 0.062 _database_code_depnum_ccdc_archive 'CCDC 940357' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_rs472 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20.45 H25.20 Cl0.60 N6 Ni O0.30 S2' _chemical_formula_weight 503.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 13.7811(9) _cell_length_b 20.5066(14) _cell_length_c 9.1197(5) _cell_angle_alpha 90.00 _cell_angle_beta 106.797(2) _cell_angle_gamma 90.00 _cell_volume 2467.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 91(2) _cell_measurement_reflns_used 4866 _cell_measurement_theta_min 2.516 _cell_measurement_theta_max 25.948 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1050 _exptl_absorpt_coefficient_mu 1.041 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7736 _exptl_absorpt_correction_T_max 0.8766 _exptl_absorpt_process_details 'SCALE (Bruker AXS Inc.)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 91(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II area detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18695 _diffrn_reflns_av_R_equivalents 0.0435 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.54 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4882 _reflns_number_gt 3849 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. [Ni(II)(not deprotonated amine-macrocycle)(NCS)2].(0.3DCM).(0.15MeOH).(0.15H2O). All in asym unit. No disorder except the area of partial occupancy solvents (none of which can be present at the same time as the others). All non-H ANIS except for the 0.15 occupancy Carbon and oxygen atoms which are isotropic. All H calc and ride. Remaining e density (+1.21/-0.52), Q1-Q3, are in the region of the solvent; Q4 is 0.67. ; _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^)+(0.0870P)^2^+3.0793P] 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 4882 _refine_ls_number_parameters 302 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0651 _refine_ls_R_factor_gt 0.0494 _refine_ls_wR_factor_ref 0.1579 _refine_ls_wR_factor_gt 0.1463 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.67653(3) 0.06887(2) 0.18204(5) 0.01854(16) Uani 1 1 d . . . N1 N 0.8444(2) 0.07079(13) 0.2836(3) 0.0174(6) Uani 1 1 d . . . H1X H 0.8683 0.0363 0.2375 0.021 Uiso 1 1 calc R . . C1 C 0.8919(3) 0.06187(16) 0.4492(4) 0.0192(7) Uani 1 1 d . . . C2 C 0.9832(3) 0.09235(17) 0.5199(4) 0.0233(8) Uani 1 1 d . . . H2 H 1.0160 0.1174 0.4605 0.028 Uiso 1 1 calc R . . C3 C 1.0271(3) 0.08664(18) 0.6769(4) 0.0260(8) Uani 1 1 d . . . H3 H 1.0895 0.1079 0.7246 0.031 Uiso 1 1 calc R . . C4 C 0.9798(3) 0.04987(19) 0.7641(4) 0.0255(8) Uani 1 1 d . . . H4 H 1.0085 0.0466 0.8719 0.031 Uiso 1 1 calc R . . C5 C 0.8902(3) 0.01796(18) 0.6921(4) 0.0238(8) Uani 1 1 d . . . H5 H 0.8588 -0.0079 0.7517 0.029 Uiso 1 1 calc R . . C6 C 0.8447(3) 0.02262(17) 0.5345(4) 0.0201(7) Uani 1 1 d . . . C7 C 0.7494(3) -0.01517(17) 0.4641(4) 0.0226(8) Uani 1 1 d . . . H7A H 0.7612 -0.0464 0.3884 0.027 Uiso 1 1 calc R . . H7B H 0.7310 -0.0404 0.5448 0.027 Uiso 1 1 calc R . . N2 N 0.6650(2) 0.02898(14) 0.3878(3) 0.0201(6) Uani 1 1 d . . . H2X H 0.6616 0.0626 0.4545 0.024 Uiso 1 1 calc R . . C8 C 0.5662(3) -0.00592(18) 0.3418(4) 0.0234(8) Uani 1 1 d . . . H8B H 0.5512 -0.0243 0.4332 0.028 Uiso 1 1 calc R . . H8A H 0.5687 -0.0422 0.2712 0.028 Uiso 1 1 calc R . . C9 C 0.4858(3) 0.04210(18) 0.2637(4) 0.0232(8) Uani 1 1 d . . . H9B H 0.4210 0.0189 0.2190 0.028 Uiso 1 1 calc R . . H9A H 0.4757 0.0739 0.3396 0.028 Uiso 1 1 calc R . . N3 N 0.5158(2) 0.07711(14) 0.1407(4) 0.0222(7) Uani 1 1 d . . . H3X H 0.4829 0.0586 0.0463 0.027 Uiso 1 1 calc R . . C10 C 0.4926(3) 0.14849(18) 0.1366(4) 0.0247(8) Uani 1 1 d . . . H10A H 0.4260 0.1554 0.1553 0.030 Uiso 1 1 calc R . . H10B H 0.4890 0.1664 0.0344 0.030 Uiso 1 1 calc R . . C11 C 0.5746(3) 0.18354(18) 0.2584(4) 0.0235(8) Uani 1 1 d . . . H11B H 0.5622 0.2312 0.2526 0.028 Uiso 1 1 calc R . . H11A H 0.5754 0.1682 0.3617 0.028 Uiso 1 1 calc R . . N4 N 0.6725(2) 0.16849(14) 0.2286(3) 0.0200(6) Uani 1 1 d . . . H4X H 0.6690 0.1891 0.1364 0.024 Uiso 1 1 calc R . . C12 C 0.7647(3) 0.19556(17) 0.3395(4) 0.0212(7) Uani 1 1 d . . . H12A H 0.7819 0.1704 0.4363 0.025 Uiso 1 1 calc R . . H12B H 0.7538 0.2417 0.3625 0.025 Uiso 1 1 calc R . . C13 C 0.8485(3) 0.19000(17) 0.2633(4) 0.0202(7) Uani 1 1 d . . . C14 C 0.8888(3) 0.24587(18) 0.2153(4) 0.0246(8) Uani 1 1 d . . . H14 H 0.8690 0.2877 0.2412 0.030 Uiso 1 1 calc R . . C15 C 0.9570(3) 0.24097(19) 0.1307(4) 0.0269(8) Uani 1 1 d . . . H15 H 0.9849 0.2794 0.1011 0.032 Uiso 1 1 calc R . . C16 C 0.9849(3) 0.18098(19) 0.0888(4) 0.0273(8) Uani 1 1 d . . . H16 H 1.0295 0.1781 0.0269 0.033 Uiso 1 1 calc R . . C17 C 0.9471(3) 0.12428(18) 0.1377(4) 0.0243(8) Uani 1 1 d . . . H17 H 0.9669 0.0827 0.1106 0.029 Uiso 1 1 calc R . . C18 C 0.8808(3) 0.12917(17) 0.2259(4) 0.0199(7) Uani 1 1 d . . . N50 N 0.6903(2) -0.02589(15) 0.1058(4) 0.0253(7) Uani 1 1 d . . . C50 C 0.7295(3) -0.05883(18) 0.0357(4) 0.0219(8) Uani 1 1 d . . . S50 S 0.78244(7) -0.10539(6) -0.06481(12) 0.0344(3) Uani 1 1 d . . . N60 N 0.6744(2) 0.09812(16) -0.0344(4) 0.0258(7) Uani 1 1 d . . . C60 C 0.6634(3) 0.11598(17) -0.1594(4) 0.0226(8) Uani 1 1 d . . . S60 S 0.64601(9) 0.14234(5) -0.33523(11) 0.0312(3) Uani 1 1 d . . . C70 C 1.2714(9) 0.2195(7) 0.444(2) 0.047(4) Uani 0.30 1 d PD A 1 H70A H 1.2394 0.2035 0.3385 0.057 Uiso 0.30 1 calc PR A 1 H70B H 1.2751 0.2676 0.4389 0.057 Uiso 0.30 1 calc PR A 1 Cl70 Cl 1.3901(2) 0.18992(15) 0.5040(4) 0.0330(8) Uani 0.30 1 d PD A 1 Cl71 Cl 1.1950(3) 0.19930(18) 0.5550(8) 0.0695(17) Uani 0.30 1 d PD A 1 C80 C 1.2703(16) 0.2036(12) 0.633(3) 0.025(5) Uiso 0.15 1 d PD B 2 H80A H 1.2606 0.2152 0.7318 0.031 Uiso 0.15 1 calc PR B 2 H80B H 1.2266 0.1666 0.5888 0.031 Uiso 0.15 1 calc PR B 2 H80C H 1.2528 0.2410 0.5631 0.031 Uiso 0.15 1 calc PR B 2 O80 O 1.3736(15) 0.1862(11) 0.654(3) 0.048(5) Uiso 0.15 1 d PD B 2 H80 H 1.3840 0.1885 0.5660 0.058 Uiso 0.15 1 d P C 2 O90 O 1.3398(19) 0.2375(12) 0.755(3) 0.059(6) Uiso 0.15 1 d P D 3 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 0.0192(3) 0.0229(3) 0.0138(3) -0.00009(17) 0.00532(18) 0.00076(17) N1 0.0189(15) 0.0181(14) 0.0158(15) 0.0006(11) 0.0061(12) 0.0016(11) C1 0.0213(18) 0.0215(17) 0.0134(18) 0.0005(13) 0.0030(14) 0.0060(13) C2 0.0222(18) 0.0225(18) 0.025(2) 0.0013(15) 0.0061(15) 0.0046(14) C3 0.026(2) 0.0265(19) 0.023(2) -0.0005(15) 0.0019(16) 0.0066(15) C4 0.028(2) 0.032(2) 0.0142(19) 0.0002(15) 0.0023(15) 0.0097(16) C5 0.0268(19) 0.0251(18) 0.021(2) 0.0047(15) 0.0094(15) 0.0064(15) C6 0.0218(18) 0.0213(17) 0.0173(18) 0.0023(14) 0.0057(14) 0.0070(14) C7 0.0235(19) 0.0236(18) 0.021(2) 0.0057(15) 0.0066(15) 0.0034(14) N2 0.0191(15) 0.0249(15) 0.0171(16) 0.0002(12) 0.0066(12) 0.0002(12) C8 0.0249(19) 0.0252(18) 0.022(2) -0.0014(15) 0.0097(15) -0.0008(15) C9 0.0199(18) 0.032(2) 0.0181(19) -0.0001(15) 0.0061(14) -0.0011(15) N3 0.0217(16) 0.0270(16) 0.0183(16) 0.0008(12) 0.0062(13) -0.0009(12) C10 0.0212(18) 0.030(2) 0.022(2) 0.0058(15) 0.0049(15) 0.0040(15) C11 0.0234(19) 0.0255(19) 0.024(2) 0.0002(15) 0.0108(15) 0.0029(15) N4 0.0181(15) 0.0247(16) 0.0173(16) 0.0010(12) 0.0055(12) -0.0002(12) C12 0.0216(18) 0.0210(17) 0.0212(19) -0.0004(14) 0.0064(15) 0.0011(14) C13 0.0179(17) 0.0226(18) 0.0181(18) 0.0021(14) 0.0022(14) 0.0020(14) C14 0.0251(19) 0.0232(18) 0.023(2) 0.0010(15) 0.0033(15) 0.0013(15) C15 0.0231(19) 0.0273(19) 0.031(2) 0.0068(16) 0.0094(16) -0.0025(15) C16 0.025(2) 0.035(2) 0.024(2) 0.0101(16) 0.0098(16) 0.0038(16) C17 0.0214(19) 0.0297(19) 0.022(2) 0.0027(15) 0.0060(15) 0.0043(15) C18 0.0185(17) 0.0259(18) 0.0146(18) 0.0016(14) 0.0038(14) -0.0008(14) N50 0.0262(17) 0.0285(17) 0.0214(17) -0.0054(13) 0.0069(13) -0.0018(13) C50 0.0180(17) 0.0266(18) 0.0191(19) -0.0016(15) 0.0023(15) -0.0024(14) S50 0.0229(5) 0.0465(6) 0.0345(6) -0.0156(5) 0.0093(4) 0.0024(4) N60 0.0293(18) 0.0325(17) 0.0156(17) 0.0005(13) 0.0068(13) 0.0002(14) C60 0.0223(18) 0.0230(18) 0.023(2) -0.0056(15) 0.0076(15) -0.0020(14) S60 0.0502(7) 0.0283(5) 0.0162(5) 0.0002(4) 0.0111(4) 0.0002(4) C70 0.033(8) 0.020(7) 0.094(14) -0.017(8) 0.025(8) 0.003(6) Cl70 0.0300(17) 0.0248(15) 0.050(2) -0.0117(14) 0.0200(15) -0.0007(12) Cl71 0.045(2) 0.0272(18) 0.162(5) -0.001(2) 0.070(3) -0.0017(16) _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 N60 2.055(3) . y Ni1 N4 2.091(3) . y Ni1 N50 2.091(3) . y Ni1 N2 2.094(3) . y Ni1 N3 2.143(3) . y Ni1 N1 2.231(3) . y N1 C18 1.454(4) . ? N1 C1 1.474(4) . ? N1 H1X 0.9300 . ? C1 C2 1.386(5) . ? C1 C6 1.403(5) . ? C2 C3 1.389(5) . ? C2 H2 0.9500 . ? C3 C4 1.388(6) . ? C3 H3 0.9500 . ? C4 C5 1.383(5) . ? C4 H4 0.9500 . ? C5 C6 1.396(5) . ? C5 H5 0.9500 . ? C6 C7 1.500(5) . ? C7 N2 1.480(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? N2 C8 1.486(4) . ? N2 H2X 0.9300 . ? C8 C9 1.500(5) . ? C8 H8B 0.9900 . ? C8 H8A 0.9900 . ? C9 N3 1.488(5) . ? C9 H9B 0.9900 . ? C9 H9A 0.9900 . ? N3 C10 1.497(5) . ? N3 H3X 0.9300 . ? C10 C11 1.517(5) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 N4 1.484(4) . ? C11 H11B 0.9900 . ? C11 H11A 0.9900 . ? N4 C12 1.483(4) . ? N4 H4X 0.9300 . ? C12 C13 1.515(5) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.397(5) . ? C13 C18 1.400(5) . ? C14 C15 1.382(5) . ? C14 H14 0.9500 . ? C15 C16 1.375(6) . ? C15 H15 0.9500 . ? C16 C17 1.398(5) . ? C16 H16 0.9500 . ? C17 C18 1.384(5) . ? C17 H17 0.9500 . ? N50 C50 1.164(5) . ? C50 S50 1.635(4) . ? N60 C60 1.165(5) . ? C60 S60 1.643(4) . ? C70 Cl70 1.681(12) . ? C70 Cl71 1.711(13) . ? C70 H70A 0.9900 . ? C70 H70B 0.9900 . ? Cl70 H80 0.5956 . ? C80 O80 1.425(18) . ? C80 H80A 0.9800 . ? C80 H80B 0.9800 . ? C80 H80C 0.9800 . ? O80 H80 0.8556 . ? 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 N60 Ni1 N4 85.18(12) . . y N60 Ni1 N50 85.94(13) . . y N4 Ni1 N50 170.39(12) . . y N60 Ni1 N2 172.16(12) . . y N4 Ni1 N2 100.74(12) . . y N50 Ni1 N2 88.44(12) . . y N60 Ni1 N3 94.63(12) . . y N4 Ni1 N3 82.66(11) . . y N50 Ni1 N3 101.73(12) . . y N2 Ni1 N3 81.15(11) . . y N60 Ni1 N1 96.83(12) . . y N4 Ni1 N1 89.04(11) . . y N50 Ni1 N1 88.37(11) . . y N2 Ni1 N1 88.47(11) . . y N3 Ni1 N1 165.23(12) . . y C18 N1 C1 112.1(3) . . ? C18 N1 Ni1 106.8(2) . . ? C1 N1 Ni1 121.5(2) . . ? C18 N1 H1X 105.0 . . ? C1 N1 H1X 105.0 . . ? Ni1 N1 H1X 105.0 . . ? C2 C1 C6 120.4(3) . . ? C2 C1 N1 119.7(3) . . ? C6 C1 N1 120.0(3) . . ? C1 C2 C3 120.5(4) . . ? C1 C2 H2 119.7 . . ? C3 C2 H2 119.7 . . ? C4 C3 C2 120.0(4) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 119.2(3) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 122.1(3) . . ? C4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? C5 C6 C1 117.9(3) . . ? C5 C6 C7 118.9(3) . . ? C1 C6 C7 123.3(3) . . ? N2 C7 C6 110.9(3) . . ? N2 C7 H7A 109.5 . . ? C6 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 108.0 . . ? C7 N2 C8 111.7(3) . . ? C7 N2 Ni1 114.0(2) . . ? C8 N2 Ni1 103.6(2) . . ? C7 N2 H2X 109.1 . . ? C8 N2 H2X 109.1 . . ? Ni1 N2 H2X 109.1 . . ? N2 C8 C9 107.9(3) . . ? N2 C8 H8B 110.1 . . ? C9 C8 H8B 110.1 . . ? N2 C8 H8A 110.1 . . ? C9 C8 H8A 110.1 . . ? H8B C8 H8A 108.4 . . ? N3 C9 C8 110.3(3) . . ? N3 C9 H9B 109.6 . . ? C8 C9 H9B 109.6 . . ? N3 C9 H9A 109.6 . . ? C8 C9 H9A 109.6 . . ? H9B C9 H9A 108.1 . . ? C9 N3 C10 112.7(3) . . ? C9 N3 Ni1 109.1(2) . . ? C10 N3 Ni1 106.5(2) . . ? C9 N3 H3X 109.5 . . ? C10 N3 H3X 109.5 . . ? Ni1 N3 H3X 109.5 . . ? N3 C10 C11 109.7(3) . . ? N3 C10 H10A 109.7 . . ? C11 C10 H10A 109.7 . . ? N3 C10 H10B 109.7 . . ? C11 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? N4 C11 C10 107.0(3) . . ? N4 C11 H11B 110.3 . . ? C10 C11 H11B 110.3 . . ? N4 C11 H11A 110.3 . . ? C10 C11 H11A 110.3 . . ? H11B C11 H11A 108.6 . . ? C12 N4 C11 116.2(3) . . ? C12 N4 Ni1 115.9(2) . . ? C11 N4 Ni1 108.6(2) . . ? C12 N4 H4X 104.9 . . ? C11 N4 H4X 104.9 . . ? Ni1 N4 H4X 104.9 . . ? N4 C12 C13 106.0(3) . . ? N4 C12 H12A 110.5 . . ? C13 C12 H12A 110.5 . . ? N4 C12 H12B 110.5 . . ? C13 C12 H12B 110.5 . . ? H12A C12 H12B 108.7 . . ? C14 C13 C18 118.1(3) . . ? C14 C13 C12 120.4(3) . . ? C18 C13 C12 121.2(3) . . ? C15 C14 C13 120.7(3) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C16 C15 C14 120.7(3) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C17 119.7(4) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C18 C17 C16 119.6(3) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C17 C18 C13 121.1(3) . . ? C17 C18 N1 120.4(3) . . ? C13 C18 N1 118.6(3) . . ? C50 N50 Ni1 145.4(3) . . ? N50 C50 S50 179.0(4) . . ? C60 N60 Ni1 173.4(3) . . ? N60 C60 S60 178.8(4) . . ? Cl70 C70 Cl71 115.3(11) . . ? Cl70 C70 H70A 108.5 . . ? Cl71 C70 H70A 108.5 . . ? Cl70 C70 H70B 108.5 . . ? Cl71 C70 H70B 108.5 . . ? H70A C70 H70B 107.5 . . ? C70 Cl70 H80 86.4 . . ? O80 C80 H80A 109.5 . . ? O80 C80 H80B 109.5 . . ? H80A C80 H80B 109.5 . . ? O80 C80 H80C 109.5 . . ? H80A C80 H80C 109.5 . . ? H80B C80 H80C 109.5 . . ? C80 O80 H80 107.0 . . ? 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 N60 Ni1 N1 C18 41.5(2) . . . . ? N4 Ni1 N1 C18 -43.5(2) . . . . ? N50 Ni1 N1 C18 127.2(2) . . . . ? N2 Ni1 N1 C18 -144.3(2) . . . . ? N3 Ni1 N1 C18 -99.1(5) . . . . ? N60 Ni1 N1 C1 171.8(2) . . . . ? N4 Ni1 N1 C1 86.8(2) . . . . ? N50 Ni1 N1 C1 -102.5(2) . . . . ? N2 Ni1 N1 C1 -14.0(2) . . . . ? N3 Ni1 N1 C1 31.1(5) . . . . ? C18 N1 C1 C2 -21.2(4) . . . . ? Ni1 N1 C1 C2 -149.1(3) . . . . ? C18 N1 C1 C6 158.9(3) . . . . ? Ni1 N1 C1 C6 30.9(4) . . . . ? C6 C1 C2 C3 -2.6(5) . . . . ? N1 C1 C2 C3 177.5(3) . . . . ? C1 C2 C3 C4 0.4(5) . . . . ? C2 C3 C4 C5 1.6(5) . . . . ? C3 C4 C5 C6 -1.4(5) . . . . ? C4 C5 C6 C1 -0.8(5) . . . . ? C4 C5 C6 C7 178.0(3) . . . . ? C2 C1 C6 C5 2.8(5) . . . . ? N1 C1 C6 C5 -177.3(3) . . . . ? C2 C1 C6 C7 -176.0(3) . . . . ? N1 C1 C6 C7 3.9(5) . . . . ? C5 C6 C7 N2 120.3(3) . . . . ? C1 C6 C7 N2 -60.9(4) . . . . ? C6 C7 N2 C8 -169.8(3) . . . . ? C6 C7 N2 Ni1 73.1(3) . . . . ? N60 Ni1 N2 C7 98.3(9) . . . . ? N4 Ni1 N2 C7 -123.1(2) . . . . ? N50 Ni1 N2 C7 54.1(2) . . . . ? N3 Ni1 N2 C7 156.2(2) . . . . ? N1 Ni1 N2 C7 -34.3(2) . . . . ? N60 Ni1 N2 C8 -23.3(10) . . . . ? N4 Ni1 N2 C8 115.3(2) . . . . ? N50 Ni1 N2 C8 -67.5(2) . . . . ? N3 Ni1 N2 C8 34.6(2) . . . . ? N1 Ni1 N2 C8 -156.0(2) . . . . ? C7 N2 C8 C9 -179.2(3) . . . . ? Ni1 N2 C8 C9 -56.0(3) . . . . ? N2 C8 C9 N3 51.3(4) . . . . ? C8 C9 N3 C10 -138.1(3) . . . . ? C8 C9 N3 Ni1 -19.9(3) . . . . ? N60 Ni1 N3 C9 164.8(2) . . . . ? N4 Ni1 N3 C9 -110.7(2) . . . . ? N50 Ni1 N3 C9 78.0(2) . . . . ? N2 Ni1 N3 C9 -8.5(2) . . . . ? N1 Ni1 N3 C9 -54.4(5) . . . . ? N60 Ni1 N3 C10 -73.2(2) . . . . ? N4 Ni1 N3 C10 11.3(2) . . . . ? N50 Ni1 N3 C10 -160.0(2) . . . . ? N2 Ni1 N3 C10 113.4(2) . . . . ? N1 Ni1 N3 C10 67.6(5) . . . . ? C9 N3 C10 C11 80.5(4) . . . . ? Ni1 N3 C10 C11 -39.1(3) . . . . ? N3 C10 C11 N4 56.5(4) . . . . ? C10 C11 N4 C12 -177.3(3) . . . . ? C10 C11 N4 Ni1 -44.5(3) . . . . ? N60 Ni1 N4 C12 -113.3(3) . . . . ? N50 Ni1 N4 C12 -90.7(7) . . . . ? N2 Ni1 N4 C12 71.9(2) . . . . ? N3 Ni1 N4 C12 151.4(3) . . . . ? N1 Ni1 N4 C12 -16.3(2) . . . . ? N60 Ni1 N4 C11 113.8(2) . . . . ? N50 Ni1 N4 C11 136.3(7) . . . . ? N2 Ni1 N4 C11 -61.0(2) . . . . ? N3 Ni1 N4 C11 18.5(2) . . . . ? N1 Ni1 N4 C11 -149.3(2) . . . . ? C11 N4 C12 C13 -164.9(3) . . . . ? Ni1 N4 C12 C13 65.8(3) . . . . ? N4 C12 C13 C14 110.7(4) . . . . ? N4 C12 C13 C18 -63.1(4) . . . . ? C18 C13 C14 C15 1.3(5) . . . . ? C12 C13 C14 C15 -172.7(3) . . . . ? C13 C14 C15 C16 1.5(6) . . . . ? C14 C15 C16 C17 -2.7(6) . . . . ? C15 C16 C17 C18 1.0(6) . . . . ? C16 C17 C18 C13 1.9(5) . . . . ? C16 C17 C18 N1 -177.2(3) . . . . ? C14 C13 C18 C17 -3.0(5) . . . . ? C12 C13 C18 C17 170.9(3) . . . . ? C14 C13 C18 N1 176.1(3) . . . . ? C12 C13 C18 N1 -10.0(5) . . . . ? C1 N1 C18 C17 106.3(4) . . . . ? Ni1 N1 C18 C17 -118.3(3) . . . . ? C1 N1 C18 C13 -72.8(4) . . . . ? Ni1 N1 C18 C13 62.7(3) . . . . ? N60 Ni1 N50 C50 42.3(5) . . . . ? N4 Ni1 N50 C50 19.7(11) . . . . ? N2 Ni1 N50 C50 -143.2(5) . . . . ? N3 Ni1 N50 C50 136.1(5) . . . . ? N1 Ni1 N50 C50 -54.7(5) . . . . ? Ni1 N50 C50 S50 -118(20) . . . . ? N4 Ni1 N60 C60 -76(3) . . . . ? N50 Ni1 N60 C60 108(3) . . . . ? N2 Ni1 N60 C60 64(3) . . . . ? N3 Ni1 N60 C60 7(3) . . . . ? N1 Ni1 N60 C60 -164(3) . . . . ? Ni1 N60 C60 S60 35(20) . . . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 1.207 _refine_diff_density_min -0.531 _refine_diff_density_rms 0.107 _database_code_depnum_ccdc_archive 'CCDC 940358'