Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Qiang Xu' _publ_contact_author_address ; National Institute of Advanced Industrial Science and Technology (AIST) Ikeda, Osaka 563-8577 JAPAN ; _publ_contact_author_email zuikin.shou@aist.go.jp _publ_section_title ; A unique 4-connected topological network of Ni(II) metal-organic framework with 4,4'-(hexafluoroisopropylidene)diphthalate and 4,4'-bipyridyl ligands: crystal structure, magnetic and nitrogen adsorptive properties ; loop_ _publ_author_name 'Qiang Xu.' 'Miao Du.' 'Goro Maruta' 'Sadamu Takeda' 'Tetsuya Yamada' 'Rui-Qin Zhong.' ; Ru-Qiang Zou ; data_1 _database_code_depnum_ccdc_archive 'CCDC 654289' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H42 F6 N4 Ni2 O18' _chemical_formula_weight 1086.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' _cell_length_a 24.094(5) _cell_length_b 8.1984(16) _cell_length_c 11.307(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2233.6(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1054 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 25.52 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.615 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1116 _exptl_absorpt_coefficient_mu 0.948 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7801 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; Refinement using reflections with F^2^ > -3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _diffrn_ambient_temperature 293(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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 17313 _diffrn_reflns_av_R_equivalents 0.0474 _diffrn_reflns_av_sigmaI/netI 0.0403 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.19 _reflns_number_total 4028 _reflns_number_gt 3732 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku RAXIS-RAPID' _computing_cell_refinement 'Rigaku RAXIS-RAPID' _computing_data_reduction 'Rigaku RAXIS-RAPID' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0598P)^2^+1.4949P] 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 0.368(16) _refine_ls_number_reflns 4028 _refine_ls_number_parameters 313 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0428 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.1037 _refine_ls_wR_factor_gt 0.1008 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.185003(17) 0.09066(5) 0.52940(4) 0.01772(13) Uani 1 1 d . . . C1 C 0.09700(13) 0.3813(5) 0.4128(3) 0.0200(8) Uani 1 1 d . . . C2 C 0.14616(15) 0.4600(5) 0.3828(3) 0.0226(8) Uani 1 1 d . . . C3 C 0.14822(15) 0.5488(6) 0.2783(4) 0.0318(10) Uani 1 1 d . . . H3 H 0.1812 0.5997 0.2571 0.038 Uiso 1 1 calc R . . C4 C 0.10271(16) 0.5638(6) 0.2051(3) 0.0343(10) Uani 1 1 d . . . H4 H 0.1051 0.6236 0.1354 0.041 Uiso 1 1 calc R . . C5 C 0.05276(14) 0.4878(5) 0.2368(3) 0.0242(8) Uani 1 1 d . . . C6 C 0.05068(13) 0.3958(5) 0.3396(3) 0.0256(8) Uani 1 1 d . . . H6 H 0.0179 0.3430 0.3600 0.031 Uiso 1 1 calc R . . C7 C 0.08900(13) 0.2897(5) 0.5288(4) 0.0231(7) Uani 1 1 d . . . C8 C 0.19746(12) 0.4521(4) 0.4594(3) 0.0196(7) Uani 1 1 d . . . C9 C 0.0000 0.5000 0.1586(5) 0.0308(14) Uani 1 2 d S . . C10 C -0.00010(19) 0.3442(9) 0.0807(4) 0.0542(16) Uani 1 1 d . . . C11 C 0.20958(18) 0.2097(6) 0.7789(4) 0.0325(9) Uani 1 1 d . . . H11 H 0.2300 0.2877 0.7378 0.039 Uiso 1 1 calc R . . C12 C 0.21097(19) 0.2130(6) 0.8999(3) 0.0350(10) Uani 1 1 d . . . H12 H 0.2316 0.2922 0.9390 0.042 Uiso 1 1 calc R . . C13 C 0.18129(15) 0.0973(5) 0.9644(3) 0.0280(8) Uani 1 1 d . . . C14 C 0.1501(2) -0.0132(7) 0.9001(4) 0.0436(12) Uani 1 1 d . . . H14 H 0.1286 -0.0907 0.9389 0.052 Uiso 1 1 calc R . . C15 C 0.1511(2) -0.0082(6) 0.7782(4) 0.0388(11) Uani 1 1 d . . . H15 H 0.1302 -0.0846 0.7368 0.047 Uiso 1 1 calc R . . C16 C 0.18309(16) 0.0926(5) 1.0959(3) 0.0266(7) Uani 1 1 d . . . C17 C 0.22989(17) 0.1415(6) 1.1586(4) 0.0336(10) Uani 1 1 d . . . H17 H 0.2610 0.1791 1.1182 0.040 Uiso 1 1 calc R . . C18 C 0.23035(15) 0.1346(5) 1.2808(3) 0.0288(9) Uani 1 1 d . . . H18 H 0.2621 0.1682 1.3206 0.035 Uiso 1 1 calc R . . C19 C 0.14220(16) 0.0304(6) 1.2841(3) 0.0309(9) Uani 1 1 d . . . H19 H 0.1121 -0.0095 1.3266 0.037 Uiso 1 1 calc R . . C20 C 0.13896(16) 0.0348(6) 1.1630(3) 0.0316(10) Uani 1 1 d . . . H20 H 0.1069 -0.0013 1.1254 0.038 Uiso 1 1 calc R . . F1 F 0.04964(11) 0.3245(5) 0.0281(3) 0.0804(12) Uani 1 1 d . . . F2 F -0.01029(13) 0.2115(5) 0.1431(3) 0.0665(10) Uani 1 1 d . . . F3 F -0.03729(11) 0.3504(6) -0.0070(2) 0.0815(13) Uani 1 1 d . . . N1 N 0.18062(12) 0.1008(4) 0.7164(2) 0.0238(6) Uani 1 1 d . . . N2 N 0.18729(12) 0.0817(4) 1.3438(2) 0.0245(6) Uani 1 1 d . . . O1 O 0.06928(15) 0.3669(4) 0.6119(3) 0.0444(8) Uani 1 1 d . . . O2 O 0.10078(9) 0.1379(3) 0.5291(3) 0.0254(5) Uani 1 1 d . . . O3 O 0.20516(9) 0.3354(3) 0.5285(2) 0.0232(5) Uani 1 1 d . . . O4 O 0.23062(9) 0.5703(3) 0.4482(2) 0.0241(6) Uani 1 1 d . . . O1W O 0.17109(10) -0.1555(3) 0.5332(3) 0.0299(6) Uani 1 1 d . . . H1WA H 0.1422 -0.2074 0.5413 0.036 Uiso 1 1 d R . . H1WB H 0.1951 -0.2151 0.5023 0.036 Uiso 1 1 d R . . O2W O 0.0723(2) 0.7095(7) 0.5769(8) 0.133(3) Uani 1 1 d . . . O3W O 0.8719(5) 0.4239(16) 0.8185(12) 0.256(6) Uani 1 1 d . . . O4W O 0.9994(4) 0.1709(9) 0.7579(6) 0.135(3) Uani 1 1 d . . . O5W O 0.0126(11) 0.9234(18) 0.4699(13) 0.352(16) 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 0.0201(2) 0.0188(2) 0.0143(2) 0.0001(2) -0.00051(17) 0.00034(18) C1 0.0185(16) 0.019(2) 0.0229(17) 0.0004(15) 0.0007(13) -0.0001(14) C2 0.0234(17) 0.019(2) 0.0249(18) 0.0033(15) -0.0005(15) 0.0019(15) C3 0.0215(17) 0.042(3) 0.032(2) 0.0125(19) -0.0001(16) -0.0049(17) C4 0.0258(18) 0.049(3) 0.028(2) 0.016(2) 0.0009(15) -0.0021(19) C5 0.0180(16) 0.030(2) 0.0247(19) 0.0000(17) 0.0018(14) 0.0029(15) C6 0.0167(15) 0.033(2) 0.0274(18) 0.0018(19) 0.0045(14) 0.0020(16) C7 0.0157(15) 0.027(2) 0.0266(17) 0.0013(19) 0.0011(16) -0.0029(13) C8 0.0184(16) 0.0200(19) 0.0204(17) -0.0028(15) 0.0000(14) 0.0023(12) C9 0.018(2) 0.055(4) 0.020(3) 0.000 0.000 0.009(2) C10 0.024(2) 0.095(5) 0.044(3) -0.035(3) -0.001(2) 0.008(3) C11 0.041(2) 0.032(2) 0.025(2) 0.0028(19) 0.0005(17) -0.0089(18) C12 0.050(2) 0.033(2) 0.0218(19) -0.0038(19) -0.0032(18) -0.012(2) C13 0.0334(18) 0.034(2) 0.0172(16) -0.002(2) 0.0014(16) 0.000(2) C14 0.058(3) 0.053(3) 0.020(2) 0.000(2) 0.003(2) -0.026(2) C15 0.055(3) 0.042(3) 0.0192(19) -0.0016(19) -0.0052(19) -0.022(2) C16 0.0333(18) 0.0286(19) 0.0178(16) -0.0007(17) -0.0010(15) 0.000(2) C17 0.034(2) 0.045(3) 0.0217(18) -0.0008(19) 0.0040(16) -0.0135(19) C18 0.0255(18) 0.041(3) 0.0195(18) -0.0005(17) -0.0015(15) -0.0039(17) C19 0.0283(18) 0.043(3) 0.0210(18) -0.0038(18) 0.0026(16) -0.0085(18) C20 0.0297(19) 0.045(3) 0.0205(19) -0.0050(18) -0.0066(16) -0.0069(19) F1 0.0353(13) 0.143(3) 0.0626(19) -0.056(2) 0.0117(14) 0.0150(17) F2 0.0537(18) 0.062(2) 0.084(2) -0.035(2) -0.0047(17) 0.0022(17) F3 0.0423(15) 0.166(4) 0.0365(16) -0.046(2) -0.0100(12) 0.0105(19) N1 0.0271(14) 0.0277(17) 0.0166(13) 0.0012(14) -0.0020(12) -0.0001(16) N2 0.0297(15) 0.0270(17) 0.0169(13) -0.0015(14) 0.0006(12) 0.0002(18) O1 0.067(2) 0.035(2) 0.0312(16) 0.0010(14) 0.0194(15) 0.0076(16) O2 0.0219(11) 0.0237(14) 0.0306(13) 0.0061(12) 0.0033(11) -0.0004(10) O3 0.0261(11) 0.0208(13) 0.0227(12) 0.0029(13) -0.0037(11) -0.0027(10) O4 0.0234(11) 0.0211(14) 0.0277(13) 0.0042(11) -0.0044(10) -0.0033(10) O1W 0.0284(13) 0.0194(13) 0.0417(15) -0.0044(14) 0.0059(12) 0.0000(10) O2W 0.068(3) 0.057(3) 0.273(9) -0.045(4) 0.070(4) -0.022(2) O3W 0.251(12) 0.202(13) 0.313(15) 0.002(12) -0.079(10) -0.021(10) O4W 0.193(6) 0.102(5) 0.110(4) -0.004(4) 0.074(5) -0.029(5) O5W 0.34(3) 0.34(3) 0.370(17) -0.170(19) 0.05(2) -0.22(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 Ni1 O1W 2.046(3) . ? Ni1 O4 2.056(2) 3_546 ? Ni1 O3 2.064(2) . ? Ni1 O2 2.066(2) . ? Ni1 N2 2.101(3) 1_554 ? Ni1 N1 2.119(3) . ? C1 C2 1.391(5) . ? C1 C6 1.394(5) . ? C1 C7 1.524(5) . ? C2 C3 1.389(5) . ? C2 C8 1.510(5) . ? C3 C4 1.379(6) . ? C3 H3 0.9300 . ? C4 C5 1.402(5) . ? C4 H4 0.9300 . ? C5 C6 1.386(5) . ? C5 C9 1.552(5) . ? C6 H6 0.9300 . ? C7 O1 1.228(5) . ? C7 O2 1.277(4) . ? C8 O3 1.250(4) . ? C8 O4 1.262(4) . ? C9 C10 1.552(6) . ? C9 C10 1.552(6) 2_565 ? C9 C5 1.552(5) 2_565 ? C10 F2 1.320(7) . ? C10 F3 1.337(5) . ? C10 F1 1.348(5) . ? C11 N1 1.335(5) . ? C11 C12 1.369(6) . ? C11 H11 0.9300 . ? C12 C13 1.394(6) . ? C12 H12 0.9300 . ? C13 C14 1.383(6) . ? C13 C16 1.488(4) . ? C14 C15 1.379(6) . ? C14 H14 0.9300 . ? C15 N1 1.339(6) . ? C15 H15 0.9300 . ? C16 C20 1.389(6) . ? C16 C17 1.391(5) . ? C17 C18 1.383(6) . ? C17 H17 0.9300 . ? C18 N2 1.331(5) . ? C18 H18 0.9300 . ? C19 N2 1.346(5) . ? C19 C20 1.373(5) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? N2 Ni1 2.101(3) 1_556 ? O4 Ni1 2.056(2) 3_556 ? O1W H1WA 0.8200 . ? O1W H1WB 0.8339 . ? O5W O5W 1.40(4) 2_575 ? 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 O1W Ni1 O4 94.55(10) . 3_546 ? O1W Ni1 O3 175.73(10) . . ? O4 Ni1 O3 81.19(9) 3_546 . ? O1W Ni1 O2 91.37(10) . . ? O4 Ni1 O2 170.73(11) 3_546 . ? O3 Ni1 O2 92.80(10) . . ? O1W Ni1 N2 89.48(12) . 1_554 ? O4 Ni1 N2 95.41(11) 3_546 1_554 ? O3 Ni1 N2 91.31(12) . 1_554 ? O2 Ni1 N2 91.75(12) . 1_554 ? O1W Ni1 N1 90.56(13) . . ? O4 Ni1 N1 85.96(10) 3_546 . ? O3 Ni1 N1 88.76(12) . . ? O2 Ni1 N1 86.87(12) . . ? N2 Ni1 N1 178.62(12) 1_554 . ? C2 C1 C6 119.8(3) . . ? C2 C1 C7 123.1(3) . . ? C6 C1 C7 116.9(3) . . ? C3 C2 C1 118.7(3) . . ? C3 C2 C8 118.8(3) . . ? C1 C2 C8 122.5(3) . . ? C4 C3 C2 121.9(4) . . ? C4 C3 H3 119.0 . . ? C2 C3 H3 119.0 . . ? C3 C4 C5 119.3(4) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C6 C5 C4 119.2(3) . . ? C6 C5 C9 118.9(3) . . ? C4 C5 C9 121.9(3) . . ? C5 C6 C1 121.0(3) . . ? C5 C6 H6 119.5 . . ? C1 C6 H6 119.5 . . ? O1 C7 O2 125.9(4) . . ? O1 C7 C1 117.0(3) . . ? O2 C7 C1 117.0(4) . . ? O3 C8 O4 123.8(3) . . ? O3 C8 C2 120.9(3) . . ? O4 C8 C2 115.3(3) . . ? C10 C9 C10 110.9(6) . 2_565 ? C10 C9 C5 105.8(2) . . ? C10 C9 C5 112.0(2) 2_565 . ? C10 C9 C5 112.0(2) . 2_565 ? C10 C9 C5 105.8(2) 2_565 2_565 ? C5 C9 C5 110.5(4) . 2_565 ? F2 C10 F3 107.7(5) . . ? F2 C10 F1 107.7(5) . . ? F3 C10 F1 105.8(4) . . ? F2 C10 C9 112.0(4) . . ? F3 C10 C9 113.0(5) . . ? F1 C10 C9 110.3(4) . . ? N1 C11 C12 123.7(4) . . ? N1 C11 H11 118.2 . . ? C12 C11 H11 118.2 . . ? C11 C12 C13 119.8(4) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C14 C13 C12 116.7(3) . . ? C14 C13 C16 121.6(4) . . ? C12 C13 C16 121.7(4) . . ? C15 C14 C13 119.8(4) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? N1 C15 C14 123.4(4) . . ? N1 C15 H15 118.3 . . ? C14 C15 H15 118.3 . . ? C20 C16 C17 116.2(3) . . ? C20 C16 C13 122.1(3) . . ? C17 C16 C13 121.7(3) . . ? C18 C17 C16 120.2(4) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? N2 C18 C17 122.8(4) . . ? N2 C18 H18 118.6 . . ? C17 C18 H18 118.6 . . ? N2 C19 C20 122.5(4) . . ? N2 C19 H19 118.7 . . ? C20 C19 H19 118.7 . . ? C19 C20 C16 120.6(4) . . ? C19 C20 H20 119.7 . . ? C16 C20 H20 119.7 . . ? C11 N1 C15 116.6(3) . . ? C11 N1 Ni1 121.9(3) . . ? C15 N1 Ni1 121.4(3) . . ? C18 N2 C19 117.6(3) . . ? C18 N2 Ni1 122.9(2) . 1_556 ? C19 N2 Ni1 119.4(2) . 1_556 ? C7 O2 Ni1 113.7(2) . . ? C8 O3 Ni1 135.4(2) . . ? C8 O4 Ni1 132.5(2) . 3_556 ? Ni1 O1W H1WA 130.7 . . ? Ni1 O1W H1WB 117.1 . . ? H1WA O1W H1WB 109.4 . . ? 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 C6 C1 C2 C3 -1.5(6) . . . . ? C7 C1 C2 C3 -176.0(4) . . . . ? C6 C1 C2 C8 178.7(3) . . . . ? C7 C1 C2 C8 4.2(6) . . . . ? C1 C2 C3 C4 1.4(6) . . . . ? C8 C2 C3 C4 -178.8(4) . . . . ? C2 C3 C4 C5 0.2(7) . . . . ? C3 C4 C5 C6 -1.7(7) . . . . ? C3 C4 C5 C9 179.9(4) . . . . ? C4 C5 C6 C1 1.6(6) . . . . ? C9 C5 C6 C1 180.0(3) . . . . ? C2 C1 C6 C5 0.1(6) . . . . ? C7 C1 C6 C5 174.9(3) . . . . ? C2 C1 C7 O1 92.2(4) . . . . ? C6 C1 C7 O1 -82.4(5) . . . . ? C2 C1 C7 O2 -91.2(4) . . . . ? C6 C1 C7 O2 94.2(4) . . . . ? C3 C2 C8 O3 -154.9(4) . . . . ? C1 C2 C8 O3 24.8(5) . . . . ? C3 C2 C8 O4 25.4(5) . . . . ? C1 C2 C8 O4 -154.8(3) . . . . ? C6 C5 C9 C10 -82.9(5) . . . . ? C4 C5 C9 C10 95.5(5) . . . . ? C6 C5 C9 C10 156.2(4) . . . 2_565 ? C4 C5 C9 C10 -25.4(6) . . . 2_565 ? C6 C5 C9 C5 38.5(3) . . . 2_565 ? C4 C5 C9 C5 -143.1(5) . . . 2_565 ? C10 C9 C10 F2 -168.5(4) 2_565 . . . ? C5 C9 C10 F2 69.8(4) . . . . ? C5 C9 C10 F2 -50.6(5) 2_565 . . . ? C10 C9 C10 F3 -46.7(4) 2_565 . . . ? C5 C9 C10 F3 -168.4(4) . . . . ? C5 C9 C10 F3 71.2(6) 2_565 . . . ? C10 C9 C10 F1 71.5(4) 2_565 . . . ? C5 C9 C10 F1 -50.1(5) . . . . ? C5 C9 C10 F1 -170.5(4) 2_565 . . . ? N1 C11 C12 C13 0.5(7) . . . . ? C11 C12 C13 C14 -2.0(7) . . . . ? C11 C12 C13 C16 177.9(4) . . . . ? C12 C13 C14 C15 2.1(7) . . . . ? C16 C13 C14 C15 -177.7(5) . . . . ? C13 C14 C15 N1 -0.8(9) . . . . ? C14 C13 C16 C20 -29.0(7) . . . . ? C12 C13 C16 C20 151.1(4) . . . . ? C14 C13 C16 C17 149.0(5) . . . . ? C12 C13 C16 C17 -30.8(6) . . . . ? C20 C16 C17 C18 -1.4(7) . . . . ? C13 C16 C17 C18 -179.5(4) . . . . ? C16 C17 C18 N2 0.2(7) . . . . ? N2 C19 C20 C16 0.4(7) . . . . ? C17 C16 C20 C19 1.1(7) . . . . ? C13 C16 C20 C19 179.3(4) . . . . ? C12 C11 N1 C15 0.9(7) . . . . ? C12 C11 N1 Ni1 -175.2(4) . . . . ? C14 C15 N1 C11 -0.8(7) . . . . ? C14 C15 N1 Ni1 175.4(4) . . . . ? O1W Ni1 N1 C11 149.1(3) . . . . ? O4 Ni1 N1 C11 54.6(3) 3_546 . . . ? O3 Ni1 N1 C11 -26.7(3) . . . . ? O2 Ni1 N1 C11 -119.5(3) . . . . ? N2 Ni1 N1 C11 -120(5) 1_554 . . . ? O1W Ni1 N1 C15 -26.8(3) . . . . ? O4 Ni1 N1 C15 -121.4(4) 3_546 . . . ? O3 Ni1 N1 C15 157.4(3) . . . . ? O2 Ni1 N1 C15 64.5(3) . . . . ? N2 Ni1 N1 C15 65(5) 1_554 . . . ? C17 C18 N2 C19 1.3(6) . . . . ? C17 C18 N2 Ni1 -174.3(3) . . . 1_556 ? C20 C19 N2 C18 -1.6(6) . . . . ? C20 C19 N2 Ni1 174.2(4) . . . 1_556 ? O1 C7 O2 Ni1 -108.9(4) . . . . ? C1 C7 O2 Ni1 74.9(3) . . . . ? O1W Ni1 O2 C7 178.9(3) . . . . ? O4 Ni1 O2 C7 49.1(8) 3_546 . . . ? O3 Ni1 O2 C7 -0.2(3) . . . . ? N2 Ni1 O2 C7 -91.6(3) 1_554 . . . ? N1 Ni1 O2 C7 88.4(3) . . . . ? O4 C8 O3 Ni1 -148.9(3) . . . . ? C2 C8 O3 Ni1 31.5(5) . . . . ? O1W Ni1 O3 C8 130.0(15) . . . . ? O4 Ni1 O3 C8 124.8(3) 3_546 . . . ? O2 Ni1 O3 C8 -62.3(3) . . . . ? N2 Ni1 O3 C8 29.5(3) 1_554 . . . ? N1 Ni1 O3 C8 -149.1(3) . . . . ? O3 C8 O4 Ni1 28.5(5) . . . 3_556 ? C2 C8 O4 Ni1 -151.9(2) . . . 3_556 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.19 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.781 _refine_diff_density_min -0.568 _refine_diff_density_rms 0.071 # Attachment '2-669277.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 669277' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C78 H50 F12 N8 Ni3 O18' _chemical_formula_weight 1791.4 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.026(6) _cell_length_b 12.176(2) _cell_length_c 21.761(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.48(3) _cell_angle_gamma 90.00 _cell_volume 7419(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1456 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.604 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3640 _exptl_absorpt_coefficient_mu 0.863 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8921 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; Refinement using reflections with F^2^ > -3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _diffrn_ambient_temperature 293(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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25498 _diffrn_reflns_av_R_equivalents 0.0611 _diffrn_reflns_av_sigmaI/netI 0.0562 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 25.20 _reflns_number_total 6636 _reflns_number_gt 5669 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku RAXIS-RAPID' _computing_cell_refinement 'Rigaku RAXIS-RAPID' _computing_data_reduction 'Rigaku RAXIS-RAPID' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0680P)^2^+5.4758P] 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 6636 _refine_ls_number_parameters 538 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0484 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.1268 _refine_ls_wR_factor_gt 0.1102 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.317396(11) 0.32079(3) 0.448183(15) 0.02163(12) Uani 1 1 d . . . Ni2 Ni 0.0000 1.09252(4) 0.2500 0.02247(14) Uani 1 2 d S . . C1 C 0.22924(10) 0.3907(2) 0.33801(12) 0.0257(6) Uani 1 1 d . . . C2 C 0.19922(9) 0.3717(2) 0.38670(12) 0.0237(6) Uani 1 1 d . . . C3 C 0.15994(10) 0.4401(2) 0.39474(13) 0.0289(6) Uani 1 1 d . . . H3 H 0.1399 0.4265 0.4269 0.035 Uiso 1 1 calc R . . C4 C 0.15032(10) 0.5278(2) 0.35551(13) 0.0302(6) Uani 1 1 d . . . C5 C 0.17906(11) 0.5426(2) 0.30525(13) 0.0329(7) Uani 1 1 d . . . H5 H 0.1722 0.5988 0.2773 0.040 Uiso 1 1 calc R . . C6 C 0.21766(11) 0.4744(2) 0.29675(13) 0.0318(6) Uani 1 1 d . . . H6 H 0.2362 0.4848 0.2628 0.038 Uiso 1 1 calc R . . C7 C 0.27366(10) 0.3234(2) 0.32669(12) 0.0260(6) Uani 1 1 d . . . C8 C 0.21006(9) 0.2796(2) 0.43197(11) 0.0214(5) Uani 1 1 d . . . C9 C 0.10908(11) 0.6099(2) 0.36341(14) 0.0340(7) Uani 1 1 d . . . C10 C 0.12414(10) 0.7278(2) 0.34600(14) 0.0310(6) Uani 1 1 d . . . C11 C 0.09270(11) 0.8021(2) 0.31641(14) 0.0318(6) Uani 1 1 d . . . H11 H 0.0615 0.7806 0.3062 0.038 Uiso 1 1 calc R . . C12 C 0.10748(10) 0.9074(2) 0.30219(13) 0.0292(6) Uani 1 1 d . . . C13 C 0.15447(11) 0.9398(2) 0.31597(14) 0.0321(6) Uani 1 1 d . . . C14 C 0.18527(11) 0.8663(3) 0.34626(15) 0.0385(7) Uani 1 1 d . . . H14 H 0.2165 0.8875 0.3562 0.046 Uiso 1 1 calc R . . C15 C 0.17035(11) 0.7629(3) 0.36172(15) 0.0387(7) Uani 1 1 d . . . H15 H 0.1913 0.7158 0.3829 0.046 Uiso 1 1 calc R . . C16 C 0.06929(10) 0.9829(2) 0.27674(13) 0.0271(6) Uani 1 1 d . . . C17 C 0.17252(11) 1.0491(3) 0.29507(15) 0.0369(7) Uani 1 1 d . . . C18 C 0.06619(12) 0.5688(3) 0.32223(17) 0.0434(8) Uani 1 1 d . . . C19 C 0.09329(13) 0.6161(3) 0.43010(16) 0.0481(9) Uani 1 1 d . . . C20 C 0.25787(11) 0.4987(2) 0.51155(14) 0.0328(7) Uani 1 1 d . . . H20 H 0.2471 0.4401 0.5346 0.039 Uiso 1 1 calc R . . C21 C 0.24198(11) 0.6023(2) 0.52513(14) 0.0333(7) Uani 1 1 d . . . H21 H 0.2206 0.6117 0.5562 0.040 Uiso 1 1 calc R . . C22 C 0.25756(10) 0.6931(2) 0.49294(12) 0.0274(6) Uani 1 1 d . . . C23 C 0.28814(13) 0.6703(2) 0.44627(15) 0.0407(8) Uani 1 1 d . . . H23 H 0.2996 0.7273 0.4226 0.049 Uiso 1 1 calc R . . C24 C 0.30185(12) 0.5634(2) 0.43460(15) 0.0393(8) Uani 1 1 d . . . H24 H 0.3219 0.5509 0.4023 0.047 Uiso 1 1 calc R . . C25 C 0.41478(11) 0.4138(3) 0.41950(13) 0.0346(7) Uani 1 1 d . . . H25 H 0.4055 0.3977 0.3789 0.042 Uiso 1 1 calc R . . C26 C 0.46037(11) 0.4550(3) 0.43183(14) 0.0395(8) Uani 1 1 d . . . H26 H 0.4808 0.4660 0.3999 0.047 Uiso 1 1 calc R . . C27 C 0.47554(10) 0.4798(2) 0.49184(13) 0.0318(6) Uani 1 1 d . . . C28 C 0.44251(11) 0.4645(3) 0.53695(13) 0.0363(7) Uani 1 1 d . . . H28 H 0.4505 0.4820 0.5777 0.044 Uiso 1 1 calc R . . C29 C 0.39781(11) 0.4231(3) 0.52081(14) 0.0342(7) Uani 1 1 d . . . H29 H 0.3763 0.4134 0.5517 0.041 Uiso 1 1 calc R . . C30 C 0.39724(11) 0.1476(3) 0.44031(14) 0.0348(7) Uani 1 1 d . . . H30 H 0.4138 0.1947 0.4672 0.042 Uiso 1 1 calc R . . C31 C 0.42091(11) 0.0565(3) 0.41892(14) 0.0372(7) Uani 1 1 d . . . H31 H 0.4528 0.0445 0.4307 0.045 Uiso 1 1 calc R . . C32 C 0.39683(11) -0.0170(2) 0.37971(13) 0.0326(7) Uani 1 1 d . . . C33 C 0.34900(11) 0.0062(2) 0.36472(14) 0.0342(7) Uani 1 1 d . . . H33 H 0.3310 -0.0417 0.3398 0.041 Uiso 1 1 calc R . . C34 C 0.32854(11) 0.1001(2) 0.38692(14) 0.0321(7) Uani 1 1 d . . . H34 H 0.2969 0.1149 0.3754 0.039 Uiso 1 1 calc R . . C35 C 0.42036(11) -0.1136(2) 0.35304(14) 0.0337(7) Uani 1 1 d . . . C36 C 0.40610(11) -0.1506(3) 0.29517(14) 0.0368(7) Uani 1 1 d . . . H36 H 0.3807 -0.1169 0.2737 0.044 Uiso 1 1 calc R . . C37 C 0.42929(11) -0.2371(2) 0.26942(14) 0.0345(7) Uani 1 1 d . . . H37 H 0.4193 -0.2602 0.2302 0.041 Uiso 1 1 calc R . . C38 C 0.47941(12) -0.2561(3) 0.35442(15) 0.0415(8) Uani 1 1 d . . . H38 H 0.5045 -0.2925 0.3751 0.050 Uiso 1 1 calc R . . C39 C 0.45784(12) -0.1692(3) 0.38302(15) 0.0446(9) Uani 1 1 d . . . H39 H 0.4684 -0.1479 0.4223 0.053 Uiso 1 1 calc R . . F1 F 0.02474(7) 0.61795(18) 0.33399(12) 0.0615(6) Uani 1 1 d . . . F2 F 0.07353(7) 0.58420(16) 0.26309(9) 0.0521(5) Uani 1 1 d . . . F3 F 0.05879(8) 0.46113(16) 0.33025(12) 0.0612(6) Uani 1 1 d . . . F4 F 0.06408(9) 0.7010(2) 0.43930(11) 0.0719(7) Uani 1 1 d . . . F5 F 0.13024(9) 0.6276(2) 0.46996(9) 0.0616(6) Uani 1 1 d . . . F6 F 0.06921(8) 0.5261(2) 0.44729(11) 0.0662(7) Uani 1 1 d . . . N1 N 0.28785(8) 0.47740(18) 0.46719(10) 0.0265(5) Uani 1 1 d . . . N2 N 0.38383(8) 0.39620(18) 0.46306(10) 0.0275(5) Uani 1 1 d . . . N3 N 0.35198(8) 0.17132(19) 0.42437(11) 0.0282(5) Uani 1 1 d . . . N4 N 0.46554(9) -0.28948(19) 0.29805(11) 0.0315(5) Uani 1 1 d . . . O1 O 0.31243(7) 0.35139(16) 0.35306(8) 0.0286(4) Uani 1 1 d . . . O2 O 0.26838(7) 0.24524(16) 0.28901(9) 0.0352(5) Uani 1 1 d . . . O3 O 0.25237(6) 0.24305(14) 0.43540(8) 0.0233(4) Uani 1 1 d . . . O4 O 0.17684(6) 0.24382(15) 0.46260(8) 0.0261(4) Uani 1 1 d . . . O5 O 0.04896(7) 0.96585(17) 0.22538(9) 0.0336(5) Uani 1 1 d . . . O6 O 0.05539(7) 1.05874(15) 0.31218(8) 0.0295(4) Uani 1 1 d . . . O7 O 0.15275(9) 1.1019(2) 0.25459(13) 0.0606(7) Uani 1 1 d . . . O8 O 0.21317(8) 1.07778(19) 0.32331(11) 0.0472(6) Uani 1 1 d . . . H8 H 0.2230 1.1345 0.3080 0.071 Uiso 1 1 calc R . . O1W O 0.20349(10) 0.2718(2) 0.18616(11) 0.0575(7) Uani 1 1 d . . . H1WA H 0.2223 0.2762 0.2162 0.086 Uiso 1 1 d R . . H1WB H 0.1814 0.2300 0.1936 0.086 Uiso 1 1 d 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 0.0193(2) 0.0176(2) 0.0282(2) -0.00150(12) 0.00418(14) 0.00021(13) Ni2 0.0218(3) 0.0180(3) 0.0279(3) 0.000 0.0039(2) 0.000 C1 0.0263(14) 0.0229(14) 0.0279(14) -0.0025(11) 0.0033(11) 0.0021(11) C2 0.0210(13) 0.0215(13) 0.0287(13) 0.0001(11) 0.0012(11) -0.0013(11) C3 0.0267(15) 0.0258(14) 0.0346(15) 0.0043(12) 0.0073(12) 0.0033(12) C4 0.0282(15) 0.0278(15) 0.0348(15) 0.0025(12) 0.0034(12) 0.0048(12) C5 0.0361(17) 0.0282(16) 0.0345(15) 0.0080(12) 0.0021(13) 0.0052(13) C6 0.0352(16) 0.0319(16) 0.0289(14) 0.0037(12) 0.0080(12) 0.0006(13) C7 0.0294(15) 0.0254(14) 0.0237(13) 0.0029(11) 0.0061(12) -0.0004(12) C8 0.0228(14) 0.0165(13) 0.0248(13) -0.0028(10) 0.0018(11) -0.0015(11) C9 0.0326(16) 0.0273(16) 0.0423(17) 0.0069(13) 0.0054(13) 0.0097(13) C10 0.0297(15) 0.0249(15) 0.0384(15) 0.0012(12) 0.0016(12) 0.0052(12) C11 0.0266(15) 0.0276(15) 0.0412(16) 0.0027(12) 0.0014(13) 0.0063(12) C12 0.0271(15) 0.0262(15) 0.0345(15) 0.0018(11) 0.0020(12) 0.0047(12) C13 0.0303(16) 0.0256(15) 0.0406(16) -0.0016(12) 0.0034(13) 0.0023(12) C14 0.0293(16) 0.0340(17) 0.0514(19) -0.0035(14) -0.0061(14) 0.0052(14) C15 0.0345(17) 0.0325(17) 0.0486(18) 0.0039(14) -0.0047(14) 0.0091(14) C16 0.0231(14) 0.0232(14) 0.0355(15) 0.0051(12) 0.0072(12) 0.0003(11) C17 0.0316(16) 0.0307(16) 0.0489(18) -0.0019(14) 0.0083(14) 0.0034(14) C18 0.0348(18) 0.0282(17) 0.067(2) 0.0063(15) 0.0035(16) 0.0012(14) C19 0.049(2) 0.044(2) 0.052(2) 0.0110(16) 0.0166(17) 0.0234(17) C20 0.0380(17) 0.0195(14) 0.0418(17) 0.0008(12) 0.0129(14) 0.0026(12) C21 0.0375(17) 0.0238(15) 0.0395(16) 0.0005(12) 0.0138(13) -0.0004(13) C22 0.0323(15) 0.0222(14) 0.0276(14) -0.0019(11) 0.0006(12) 0.0024(12) C23 0.058(2) 0.0210(15) 0.0449(18) 0.0050(12) 0.0203(16) 0.0040(14) C24 0.052(2) 0.0252(16) 0.0426(17) 0.0002(13) 0.0204(15) 0.0070(14) C25 0.0334(16) 0.0439(18) 0.0267(14) -0.0018(12) 0.0030(12) -0.0113(14) C26 0.0330(17) 0.058(2) 0.0280(15) 0.0007(14) 0.0079(13) -0.0179(15) C27 0.0303(16) 0.0338(16) 0.0316(15) -0.0004(12) 0.0059(12) -0.0084(13) C28 0.0300(16) 0.051(2) 0.0281(15) -0.0056(13) 0.0044(12) -0.0116(14) C29 0.0294(16) 0.0404(18) 0.0337(15) -0.0064(13) 0.0123(12) -0.0107(13) C30 0.0304(16) 0.0308(16) 0.0430(17) -0.0089(13) -0.0020(13) 0.0036(13) C31 0.0283(16) 0.0380(17) 0.0449(18) -0.0091(14) -0.0027(13) 0.0137(14) C32 0.0357(17) 0.0288(15) 0.0337(15) -0.0003(12) 0.0082(13) 0.0059(13) C33 0.0329(16) 0.0291(16) 0.0408(17) -0.0096(13) 0.0038(13) 0.0057(13) C34 0.0288(15) 0.0275(15) 0.0402(16) -0.0034(12) 0.0045(13) 0.0048(12) C35 0.0371(17) 0.0257(15) 0.0391(16) -0.0047(12) 0.0094(13) 0.0050(13) C36 0.0344(17) 0.0338(17) 0.0420(17) -0.0048(13) 0.0011(14) 0.0145(14) C37 0.0322(16) 0.0311(16) 0.0402(16) -0.0065(13) 0.0012(13) 0.0055(13) C38 0.0447(19) 0.0383(18) 0.0411(17) -0.0047(14) -0.0022(15) 0.0165(15) C39 0.049(2) 0.045(2) 0.0391(18) -0.0125(14) -0.0040(15) 0.0218(16) F1 0.0279(10) 0.0490(12) 0.1075(18) 0.0119(12) 0.0031(11) 0.0052(9) F2 0.0528(12) 0.0471(12) 0.0550(12) 0.0007(9) -0.0135(10) -0.0014(10) F3 0.0495(12) 0.0299(11) 0.1035(18) 0.0110(11) -0.0032(12) -0.0045(9) F4 0.0842(17) 0.0649(15) 0.0694(15) 0.0132(12) 0.0334(13) 0.0443(13) F5 0.0761(16) 0.0689(15) 0.0401(11) 0.0019(10) 0.0051(11) 0.0230(12) F6 0.0637(14) 0.0641(15) 0.0736(15) 0.0301(12) 0.0343(12) 0.0160(12) N1 0.0274(12) 0.0185(11) 0.0338(12) -0.0004(9) 0.0021(10) 0.0023(10) N2 0.0246(12) 0.0255(12) 0.0326(12) -0.0022(10) 0.0041(10) -0.0038(10) N3 0.0271(13) 0.0268(12) 0.0309(12) -0.0016(10) 0.0042(10) 0.0054(10) N4 0.0325(13) 0.0244(12) 0.0379(13) -0.0022(10) 0.0070(11) 0.0045(11) O1 0.0235(10) 0.0322(11) 0.0306(10) 0.0005(8) 0.0047(8) -0.0030(8) O2 0.0332(11) 0.0332(11) 0.0393(11) -0.0114(9) 0.0044(9) 0.0004(9) O3 0.0191(9) 0.0192(9) 0.0320(9) 0.0010(7) 0.0043(8) 0.0017(7) O4 0.0209(10) 0.0257(10) 0.0322(10) 0.0053(8) 0.0054(8) -0.0009(8) O5 0.0359(11) 0.0327(11) 0.0320(11) -0.0035(9) 0.0005(9) 0.0099(9) O6 0.0328(11) 0.0243(10) 0.0313(10) -0.0008(8) 0.0014(8) 0.0071(9) O7 0.0422(14) 0.0526(16) 0.0861(19) 0.0295(14) -0.0080(13) -0.0090(12) O8 0.0424(13) 0.0399(14) 0.0585(15) 0.0007(11) -0.0081(11) -0.0147(11) O1W 0.0620(17) 0.0636(17) 0.0463(14) 0.0047(12) -0.0046(12) -0.0111(14) _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 2.0619(18) . ? Ni1 N2 2.089(2) . ? Ni1 O4 2.0945(18) 7_556 ? Ni1 O1 2.1019(19) . ? Ni1 N1 2.127(2) . ? Ni1 N3 2.136(2) . ? Ni2 N4 2.044(2) 4_565 ? Ni2 N4 2.044(2) 3_465 ? Ni2 O6 2.0563(19) 2 ? Ni2 O6 2.0563(19) . ? Ni2 O5 2.148(2) . ? Ni2 O5 2.148(2) 2 ? Ni2 C16 2.407(3) 2 ? Ni2 C16 2.407(3) . ? C1 C6 1.388(4) . ? C1 C2 1.400(4) . ? C1 C7 1.519(4) . ? C2 C3 1.397(4) . ? C2 C8 1.515(4) . ? C3 C4 1.386(4) . ? C3 H3 0.9300 . ? C4 C5 1.398(4) . ? C4 C9 1.544(4) . ? C5 C6 1.383(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O1 1.254(3) . ? C7 O2 1.260(3) . ? C8 O4 1.247(3) . ? C8 O3 1.265(3) . ? C9 C19 1.537(5) . ? C9 C10 1.548(4) . ? C9 C18 1.551(5) . ? C10 C15 1.392(4) . ? C10 C11 1.400(4) . ? C11 C12 1.386(4) . ? C11 H11 0.9300 . ? C12 C13 1.395(4) . ? C12 C16 1.499(4) . ? C13 C14 1.390(4) . ? C13 C17 1.501(4) . ? C14 C15 1.373(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 O5 1.250(3) . ? C16 O6 1.275(3) . ? C17 O7 1.206(4) . ? C17 O8 1.318(4) . ? C18 F2 1.325(4) . ? C18 F3 1.340(4) . ? C18 F1 1.341(4) . ? C19 F5 1.329(4) . ? C19 F4 1.339(4) . ? C19 F6 1.348(4) . ? C20 N1 1.332(4) . ? C20 C21 1.374(4) . ? C20 H20 0.9300 . ? C21 C22 1.390(4) . ? C21 H21 0.9300 . ? C22 C23 1.385(4) . ? C22 C22 1.485(5) 7_566 ? C23 C24 1.383(4) . ? C23 H23 0.9300 . ? C24 N1 1.334(4) . ? C24 H24 0.9300 . ? C25 N2 1.330(4) . ? C25 C26 1.388(4) . ? C25 H25 0.9300 . ? C26 C27 1.389(4) . ? C26 H26 0.9300 . ? C27 C28 1.391(4) . ? C27 C27 1.485(6) 5_666 ? C28 C29 1.382(4) . ? C28 H28 0.9300 . ? C29 N2 1.341(4) . ? C29 H29 0.9300 . ? C30 N3 1.332(4) . ? C30 C31 1.383(4) . ? C30 H30 0.9300 . ? C31 C32 1.391(4) . ? C31 H31 0.9300 . ? C32 C33 1.395(4) . ? C32 C35 1.479(4) . ? C33 C34 1.376(4) . ? C33 H33 0.9300 . ? C34 N3 1.342(4) . ? C34 H34 0.9300 . ? C35 C36 1.381(4) . ? C35 C39 1.389(4) . ? C36 C37 1.370(4) . ? C36 H36 0.9300 . ? C37 N4 1.331(4) . ? C37 H37 0.9300 . ? C38 N4 1.334(4) . ? C38 C39 1.380(4) . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? N4 Ni2 2.044(2) 3_535 ? O4 Ni1 2.0945(18) 7_556 ? O8 H8 0.8200 . ? O1W H1WA 0.8237 . ? O1W H1WB 0.8225 . ? 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 N2 178.36(8) . . ? O3 Ni1 O4 89.14(7) . 7_556 ? N2 Ni1 O4 89.37(8) . 7_556 ? O3 Ni1 O1 85.87(8) . . ? N2 Ni1 O1 95.47(8) . . ? O4 Ni1 O1 168.12(8) 7_556 . ? O3 Ni1 N1 95.08(8) . . ? N2 Ni1 N1 85.85(9) . . ? O4 Ni1 N1 99.88(8) 7_556 . ? O1 Ni1 N1 91.31(8) . . ? O3 Ni1 N3 89.07(8) . . ? N2 Ni1 N3 90.08(9) . . ? O4 Ni1 N3 83.52(8) 7_556 . ? O1 Ni1 N3 85.62(8) . . ? N1 Ni1 N3 174.65(9) . . ? N4 Ni2 N4 90.68(14) 4_565 3_465 ? N4 Ni2 O6 99.44(9) 4_565 2 ? N4 Ni2 O6 96.73(9) 3_465 2 ? N4 Ni2 O6 96.73(9) 4_565 . ? N4 Ni2 O6 99.44(9) 3_465 . ? O6 Ni2 O6 156.92(11) 2 . ? N4 Ni2 O5 93.21(9) 4_565 . ? N4 Ni2 O5 162.48(9) 3_465 . ? O6 Ni2 O5 99.47(8) 2 . ? O6 Ni2 O5 63.14(7) . . ? N4 Ni2 O5 162.48(9) 4_565 2 ? N4 Ni2 O5 93.21(9) 3_465 2 ? O6 Ni2 O5 63.14(7) 2 2 ? O6 Ni2 O5 99.47(8) . 2 ? O5 Ni2 O5 88.20(12) . 2 ? N4 Ni2 C16 131.33(10) 4_565 2 ? N4 Ni2 C16 96.85(10) 3_465 2 ? O6 Ni2 C16 31.98(9) 2 2 ? O6 Ni2 C16 128.78(9) . 2 ? O5 Ni2 C16 93.38(9) . 2 ? O5 Ni2 C16 31.19(8) 2 2 ? N4 Ni2 C16 96.85(10) 4_565 . ? N4 Ni2 C16 131.33(10) 3_465 . ? O6 Ni2 C16 128.78(9) 2 . ? O6 Ni2 C16 31.98(8) . . ? O5 Ni2 C16 31.19(8) . . ? O5 Ni2 C16 93.38(9) 2 . ? C16 Ni2 C16 112.64(13) 2 . ? C6 C1 C2 118.7(2) . . ? C6 C1 C7 117.5(2) . . ? C2 C1 C7 123.9(2) . . ? C3 C2 C1 119.9(2) . . ? C3 C2 C8 119.8(2) . . ? C1 C2 C8 120.3(2) . . ? C4 C3 C2 121.0(3) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 118.6(3) . . ? C3 C4 C9 123.9(3) . . ? C5 C4 C9 117.6(2) . . ? C6 C5 C4 120.5(3) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C1 121.1(3) . . ? C5 C6 H6 119.4 . . ? C1 C6 H6 119.4 . . ? O1 C7 O2 125.3(3) . . ? O1 C7 C1 118.6(2) . . ? O2 C7 C1 116.0(2) . . ? O4 C8 O3 124.4(2) . . ? O4 C8 C2 118.2(2) . . ? O3 C8 C2 117.4(2) . . ? C19 C9 C4 112.6(2) . . ? C19 C9 C10 106.2(3) . . ? C4 C9 C10 111.1(2) . . ? C19 C9 C18 108.3(3) . . ? C4 C9 C18 106.9(2) . . ? C10 C9 C18 111.8(2) . . ? C15 C10 C11 118.4(3) . . ? C15 C10 C9 119.0(3) . . ? C11 C10 C9 122.6(3) . . ? C12 C11 C10 120.8(3) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C13 120.2(3) . . ? C11 C12 C16 115.7(3) . . ? C13 C12 C16 123.9(3) . . ? C14 C13 C12 118.7(3) . . ? C14 C13 C17 120.3(3) . . ? C12 C13 C17 120.9(3) . . ? C15 C14 C13 121.2(3) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C10 120.7(3) . . ? C14 C15 H15 119.6 . . ? C10 C15 H15 119.6 . . ? O5 C16 O6 121.5(3) . . ? O5 C16 C12 121.3(2) . . ? O6 C16 C12 116.9(2) . . ? O5 C16 Ni2 62.88(14) . . ? O6 C16 Ni2 58.68(14) . . ? C12 C16 Ni2 170.2(2) . . ? O7 C17 O8 124.1(3) . . ? O7 C17 C13 122.9(3) . . ? O8 C17 C13 112.9(3) . . ? F2 C18 F3 107.2(3) . . ? F2 C18 F1 107.1(3) . . ? F3 C18 F1 105.7(3) . . ? F2 C18 C9 111.5(3) . . ? F3 C18 C9 111.2(3) . . ? F1 C18 C9 113.7(3) . . ? F5 C19 F4 106.6(3) . . ? F5 C19 F6 106.8(3) . . ? F4 C19 F6 105.6(3) . . ? F5 C19 C9 111.9(3) . . ? F4 C19 C9 112.5(3) . . ? F6 C19 C9 113.0(3) . . ? N1 C20 C21 123.7(3) . . ? N1 C20 H20 118.2 . . ? C21 C20 H20 118.2 . . ? C20 C21 C22 120.7(3) . . ? C20 C21 H21 119.6 . . ? C22 C21 H21 119.6 . . ? C23 C22 C21 115.3(3) . . ? C23 C22 C22 122.0(3) . 7_566 ? C21 C22 C22 122.7(3) . 7_566 ? C22 C23 C24 120.6(3) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? N1 C24 C23 123.4(3) . . ? N1 C24 H24 118.3 . . ? C23 C24 H24 118.3 . . ? N2 C25 C26 122.9(3) . . ? N2 C25 H25 118.5 . . ? C26 C25 H25 118.5 . . ? C27 C26 C25 120.2(3) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C26 C27 C28 116.6(3) . . ? C26 C27 C27 122.6(3) . 5_666 ? C28 C27 C27 120.8(3) . 5_666 ? C29 C28 C27 119.6(3) . . ? C29 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? N2 C29 C28 123.5(3) . . ? N2 C29 H29 118.2 . . ? C28 C29 H29 118.2 . . ? N3 C30 C31 123.5(3) . . ? N3 C30 H30 118.3 . . ? C31 C30 H30 118.3 . . ? C30 C31 C32 119.7(3) . . ? C30 C31 H31 120.2 . . ? C32 C31 H31 120.2 . . ? C31 C32 C33 116.7(3) . . ? C31 C32 C35 122.7(3) . . ? C33 C32 C35 120.6(3) . . ? C34 C33 C32 119.8(3) . . ? C34 C33 H33 120.1 . . ? C32 C33 H33 120.1 . . ? N3 C34 C33 123.4(3) . . ? N3 C34 H34 118.3 . . ? C33 C34 H34 118.3 . . ? C36 C35 C39 116.9(3) . . ? C36 C35 C32 120.1(3) . . ? C39 C35 C32 123.0(3) . . ? C37 C36 C35 120.0(3) . . ? C37 C36 H36 120.0 . . ? C35 C36 H36 120.0 . . ? N4 C37 C36 122.9(3) . . ? N4 C37 H37 118.6 . . ? C36 C37 H37 118.6 . . ? N4 C38 C39 122.2(3) . . ? N4 C38 H38 118.9 . . ? C39 C38 H38 118.9 . . ? C38 C39 C35 120.0(3) . . ? C38 C39 H39 120.0 . . ? C35 C39 H39 120.0 . . ? C20 N1 C24 116.2(2) . . ? C20 N1 Ni1 125.34(19) . . ? C24 N1 Ni1 118.3(2) . . ? C25 N2 C29 117.1(2) . . ? C25 N2 Ni1 124.40(19) . . ? C29 N2 Ni1 118.35(19) . . ? C30 N3 C34 116.9(2) . . ? C30 N3 Ni1 123.96(19) . . ? C34 N3 Ni1 118.86(19) . . ? C37 N4 C38 118.1(3) . . ? C37 N4 Ni2 117.7(2) . 3_535 ? C38 N4 Ni2 124.0(2) . 3_535 ? C7 O1 Ni1 114.94(17) . . ? C8 O3 Ni1 131.85(16) . . ? C8 O4 Ni1 126.67(16) . 7_556 ? C16 O5 Ni2 85.93(16) . . ? C16 O6 Ni2 89.35(16) . . ? C17 O8 H8 109.5 . . ? H1WA O1W H1WB 110.1 . . ? 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 C6 C1 C2 C3 -3.3(4) . . . . ? C7 C1 C2 C3 177.9(2) . . . . ? C6 C1 C2 C8 178.7(2) . . . . ? C7 C1 C2 C8 -0.1(4) . . . . ? C1 C2 C3 C4 -0.7(4) . . . . ? C8 C2 C3 C4 177.3(2) . . . . ? C2 C3 C4 C5 3.9(4) . . . . ? C2 C3 C4 C9 -176.9(3) . . . . ? C3 C4 C5 C6 -3.2(4) . . . . ? C9 C4 C5 C6 177.6(3) . . . . ? C4 C5 C6 C1 -0.8(5) . . . . ? C2 C1 C6 C5 4.0(4) . . . . ? C7 C1 C6 C5 -177.1(3) . . . . ? C6 C1 C7 O1 93.6(3) . . . . ? C2 C1 C7 O1 -87.6(3) . . . . ? C6 C1 C7 O2 -83.8(3) . . . . ? C2 C1 C7 O2 95.1(3) . . . . ? C3 C2 C8 O4 22.9(4) . . . . ? C1 C2 C8 O4 -159.1(2) . . . . ? C3 C2 C8 O3 -158.1(2) . . . . ? C1 C2 C8 O3 20.0(4) . . . . ? C3 C4 C9 C19 23.8(4) . . . . ? C5 C4 C9 C19 -157.0(3) . . . . ? C3 C4 C9 C10 142.7(3) . . . . ? C5 C4 C9 C10 -38.1(4) . . . . ? C3 C4 C9 C18 -95.1(3) . . . . ? C5 C4 C9 C18 84.1(3) . . . . ? C19 C9 C10 C15 84.6(3) . . . . ? C4 C9 C10 C15 -38.2(4) . . . . ? C18 C9 C10 C15 -157.5(3) . . . . ? C19 C9 C10 C11 -93.6(3) . . . . ? C4 C9 C10 C11 143.6(3) . . . . ? C18 C9 C10 C11 24.2(4) . . . . ? C15 C10 C11 C12 1.1(5) . . . . ? C9 C10 C11 C12 179.3(3) . . . . ? C10 C11 C12 C13 1.5(4) . . . . ? C10 C11 C12 C16 -173.7(3) . . . . ? C11 C12 C13 C14 -2.6(4) . . . . ? C16 C12 C13 C14 172.3(3) . . . . ? C11 C12 C13 C17 173.6(3) . . . . ? C16 C12 C13 C17 -11.6(4) . . . . ? C12 C13 C14 C15 1.0(5) . . . . ? C17 C13 C14 C15 -175.2(3) . . . . ? C13 C14 C15 C10 1.7(5) . . . . ? C11 C10 C15 C14 -2.7(5) . . . . ? C9 C10 C15 C14 179.0(3) . . . . ? C11 C12 C16 O5 -66.4(4) . . . . ? C13 C12 C16 O5 118.6(3) . . . . ? C11 C12 C16 O6 107.1(3) . . . . ? C13 C12 C16 O6 -68.0(4) . . . . ? C11 C12 C16 Ni2 46.0(13) . . . . ? C13 C12 C16 Ni2 -129.0(11) . . . . ? N4 Ni2 C16 O5 -84.86(17) 4_565 . . . ? N4 Ni2 C16 O5 178.16(15) 3_465 . . . ? O6 Ni2 C16 O5 23.1(2) 2 . . . ? O6 Ni2 C16 O5 -176.6(3) . . . . ? O5 Ni2 C16 O5 80.88(19) 2 . . . ? C16 Ni2 C16 O5 55.55(14) 2 . . . ? N4 Ni2 C16 O6 91.74(17) 4_565 . . . ? N4 Ni2 C16 O6 -5.2(2) 3_465 . . . ? O6 Ni2 C16 O6 -160.29(12) 2 . . . ? O5 Ni2 C16 O6 176.6(3) . . . . ? O5 Ni2 C16 O6 -102.51(16) 2 . . . ? C16 Ni2 C16 O6 -127.84(17) 2 . . . ? N4 Ni2 C16 C12 157.7(12) 4_565 . . . ? N4 Ni2 C16 C12 60.7(12) 3_465 . . . ? O6 Ni2 C16 C12 -94.3(12) 2 . . . ? O6 Ni2 C16 C12 66.0(12) . . . . ? O5 Ni2 C16 C12 -117.4(13) . . . . ? O5 Ni2 C16 C12 -36.5(12) 2 . . . ? C16 Ni2 C16 C12 -61.9(12) 2 . . . ? C14 C13 C17 O7 158.0(3) . . . . ? C12 C13 C17 O7 -18.1(5) . . . . ? C14 C13 C17 O8 -18.7(4) . . . . ? C12 C13 C17 O8 165.2(3) . . . . ? C19 C9 C18 F2 166.2(3) . . . . ? C4 C9 C18 F2 -72.2(3) . . . . ? C10 C9 C18 F2 49.6(3) . . . . ? C19 C9 C18 F3 -74.2(3) . . . . ? C4 C9 C18 F3 47.4(4) . . . . ? C10 C9 C18 F3 169.2(3) . . . . ? C19 C9 C18 F1 45.0(3) . . . . ? C4 C9 C18 F1 166.6(3) . . . . ? C10 C9 C18 F1 -71.6(3) . . . . ? C4 C9 C19 F5 48.4(4) . . . . ? C10 C9 C19 F5 -73.4(3) . . . . ? C18 C9 C19 F5 166.5(3) . . . . ? C4 C9 C19 F4 168.4(3) . . . . ? C10 C9 C19 F4 46.6(4) . . . . ? C18 C9 C19 F4 -73.6(4) . . . . ? C4 C9 C19 F6 -72.2(4) . . . . ? C10 C9 C19 F6 166.0(3) . . . . ? C18 C9 C19 F6 45.8(3) . . . . ? N1 C20 C21 C22 -1.2(5) . . . . ? C20 C21 C22 C23 2.0(4) . . . . ? C20 C21 C22 C22 -178.3(3) . . . 7_566 ? C21 C22 C23 C24 -0.8(5) . . . . ? C22 C22 C23 C24 179.5(4) 7_566 . . . ? C22 C23 C24 N1 -1.4(6) . . . . ? N2 C25 C26 C27 0.0(5) . . . . ? C25 C26 C27 C28 -2.0(5) . . . . ? C25 C26 C27 C27 177.7(4) . . . 5_666 ? C26 C27 C28 C29 2.0(5) . . . . ? C27 C27 C28 C29 -177.7(4) 5_666 . . . ? C27 C28 C29 N2 -0.1(5) . . . . ? N3 C30 C31 C32 -1.5(5) . . . . ? C30 C31 C32 C33 -0.7(5) . . . . ? C30 C31 C32 C35 177.4(3) . . . . ? C31 C32 C33 C34 2.2(4) . . . . ? C35 C32 C33 C34 -175.9(3) . . . . ? C32 C33 C34 N3 -1.8(5) . . . . ? C31 C32 C35 C36 -147.3(3) . . . . ? C33 C32 C35 C36 30.7(4) . . . . ? C31 C32 C35 C39 31.0(5) . . . . ? C33 C32 C35 C39 -150.9(3) . . . . ? C39 C35 C36 C37 -1.3(5) . . . . ? C32 C35 C36 C37 177.2(3) . . . . ? C35 C36 C37 N4 0.6(5) . . . . ? N4 C38 C39 C35 0.0(6) . . . . ? C36 C35 C39 C38 1.0(5) . . . . ? C32 C35 C39 C38 -177.4(3) . . . . ? C21 C20 N1 C24 -1.0(5) . . . . ? C21 C20 N1 Ni1 175.5(2) . . . . ? C23 C24 N1 C20 2.3(5) . . . . ? C23 C24 N1 Ni1 -174.5(3) . . . . ? O3 Ni1 N1 C20 56.7(2) . . . . ? N2 Ni1 N1 C20 -121.9(2) . . . . ? O4 Ni1 N1 C20 -33.3(2) 7_556 . . . ? O1 Ni1 N1 C20 142.7(2) . . . . ? N3 Ni1 N1 C20 -162.5(9) . . . . ? O3 Ni1 N1 C24 -126.8(2) . . . . ? N2 Ni1 N1 C24 54.5(2) . . . . ? O4 Ni1 N1 C24 143.2(2) 7_556 . . . ? O1 Ni1 N1 C24 -40.9(2) . . . . ? N3 Ni1 N1 C24 13.9(11) . . . . ? C26 C25 N2 C29 1.9(5) . . . . ? C26 C25 N2 Ni1 -174.0(2) . . . . ? C28 C29 N2 C25 -1.9(5) . . . . ? C28 C29 N2 Ni1 174.2(3) . . . . ? O3 Ni1 N2 C25 123(3) . . . . ? O4 Ni1 N2 C25 148.2(2) 7_556 . . . ? O1 Ni1 N2 C25 -21.0(2) . . . . ? N1 Ni1 N2 C25 -111.9(2) . . . . ? N3 Ni1 N2 C25 64.6(2) . . . . ? O3 Ni1 N2 C29 -52(3) . . . . ? O4 Ni1 N2 C29 -27.6(2) 7_556 . . . ? O1 Ni1 N2 C29 163.2(2) . . . . ? N1 Ni1 N2 C29 72.3(2) . . . . ? N3 Ni1 N2 C29 -111.2(2) . . . . ? C31 C30 N3 C34 2.0(5) . . . . ? C31 C30 N3 Ni1 -172.4(2) . . . . ? C33 C34 N3 C30 -0.3(4) . . . . ? C33 C34 N3 Ni1 174.4(2) . . . . ? O3 Ni1 N3 C30 -158.3(2) . . . . ? N2 Ni1 N3 C30 20.3(2) . . . . ? O4 Ni1 N3 C30 -69.1(2) 7_556 . . . ? O1 Ni1 N3 C30 115.7(2) . . . . ? N1 Ni1 N3 C30 60.7(10) . . . . ? O3 Ni1 N3 C34 27.4(2) . . . . ? N2 Ni1 N3 C34 -154.0(2) . . . . ? O4 Ni1 N3 C34 116.7(2) 7_556 . . . ? O1 Ni1 N3 C34 -58.5(2) . . . . ? N1 Ni1 N3 C34 -113.5(9) . . . . ? C36 C37 N4 C38 0.4(5) . . . . ? C36 C37 N4 Ni2 -174.5(3) . . . 3_535 ? C39 C38 N4 C37 -0.7(5) . . . . ? C39 C38 N4 Ni2 173.9(3) . . . 3_535 ? O2 C7 O1 Ni1 -110.9(3) . . . . ? C1 C7 O1 Ni1 72.0(3) . . . . ? O3 Ni1 O1 C7 5.86(19) . . . . ? N2 Ni1 O1 C7 -175.10(19) . . . . ? O4 Ni1 O1 C7 71.3(4) 7_556 . . . ? N1 Ni1 O1 C7 -89.1(2) . . . . ? N3 Ni1 O1 C7 95.2(2) . . . . ? O4 C8 O3 Ni1 -129.0(2) . . . . ? C2 C8 O3 Ni1 52.0(3) . . . . ? N2 Ni1 O3 C8 133(3) . . . . ? O4 Ni1 O3 C8 108.1(2) 7_556 . . . ? O1 Ni1 O3 C8 -82.7(2) . . . . ? N1 Ni1 O3 C8 8.2(2) . . . . ? N3 Ni1 O3 C8 -168.4(2) . . . . ? O3 C8 O4 Ni1 32.4(4) . . . 7_556 ? C2 C8 O4 Ni1 -148.66(17) . . . 7_556 ? O6 C16 O5 Ni2 -3.4(3) . . . . ? C12 C16 O5 Ni2 169.8(2) . . . . ? N4 Ni2 O5 C16 97.93(17) 4_565 . . . ? N4 Ni2 O5 C16 -4.6(4) 3_465 . . . ? O6 Ni2 O5 C16 -161.93(16) 2 . . . ? O6 Ni2 O5 C16 2.01(16) . . . . ? O5 Ni2 O5 C16 -99.55(17) 2 . . . ? C16 Ni2 O5 C16 -130.32(16) 2 . . . ? O5 C16 O6 Ni2 3.5(3) . . . . ? C12 C16 O6 Ni2 -169.9(2) . . . . ? N4 Ni2 O6 C16 -92.17(17) 4_565 . . . ? N4 Ni2 O6 C16 176.02(16) 3_465 . . . ? O6 Ni2 O6 C16 42.12(15) 2 . . . ? O5 Ni2 O6 C16 -1.97(15) . . . . ? O5 Ni2 O6 C16 81.12(17) 2 . . . ? C16 Ni2 O6 C16 69.2(2) 2 . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.488 _refine_diff_density_min -0.492 _refine_diff_density_rms 0.086 # Attachment '3-669278.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 669278' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H10 F6 Mn2 O10' _chemical_formula_weight 622.15 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' O O 0.0106 0.0060 '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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.619(5) _cell_length_b 7.6758(15) _cell_length_c 10.940(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.26(3) _cell_angle_gamma 90.00 _cell_volume 2065.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 985 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 2.001 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 1.336 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9504 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; Refinement using reflections with F^2^ > -3.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _diffrn_ambient_temperature 293(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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7830 _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_sigmaI/netI 0.0165 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 25.20 _reflns_number_total 1862 _reflns_number_gt 1758 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku RAXIS-RAPID' _computing_cell_refinement 'Rigaku RAXIS-RAPID' _computing_data_reduction 'Rigaku RAXIS-RAPID' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0334P)^2^+1.9730P] 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 1862 _refine_ls_number_parameters 168 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0240 _refine_ls_R_factor_gt 0.0222 _refine_ls_wR_factor_ref 0.0632 _refine_ls_wR_factor_gt 0.0589 _refine_ls_goodness_of_fit_ref 1.136 _refine_ls_restrained_S_all 1.136 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.231068(10) 1.05226(3) 0.58683(2) 0.01963(10) Uani 1 1 d . . . C1 C 0.44890(6) 0.9026(2) 0.76343(15) 0.0195(3) Uani 1 1 d . . . C2 C 0.40741(6) 0.8645(2) 0.84244(15) 0.0197(3) Uani 1 1 d . . . H2 H 0.4095 0.7642 0.8901 0.024 Uiso 1 1 calc R . . C3 C 0.36282(7) 0.9755(2) 0.85071(14) 0.0185(3) Uani 1 1 d . . . C4 C 0.35843(6) 1.1236(2) 0.77664(14) 0.0187(3) Uani 1 1 d . . . C5 C 0.39934(7) 1.1599(2) 0.69652(15) 0.0234(4) Uani 1 1 d . . . H5 H 0.3968 1.2583 0.6470 0.028 Uiso 1 1 calc R . . C6 C 0.44380(7) 1.0508(2) 0.68995(16) 0.0237(4) Uani 1 1 d . . . H6 H 0.4708 1.0766 0.6356 0.028 Uiso 1 1 calc R . . C7 C 0.32144(6) 0.9380(2) 0.94482(15) 0.0197(3) Uani 1 1 d . . . C8 C 0.30951(7) 1.2410(2) 0.77713(14) 0.0198(3) Uani 1 1 d . . . C9 C 0.5000 0.7877(3) 0.7500 0.0207(5) Uani 1 2 d S . . C10 C 0.51159(7) 0.6696(2) 0.86294(17) 0.0283(4) Uani 1 1 d . . . F1 F 0.47462(5) 0.54460(14) 0.87416(12) 0.0421(3) Uani 1 1 d . . . F2 F 0.55984(5) 0.59224(17) 0.85846(12) 0.0437(3) Uani 1 1 d . . . F3 F 0.51236(5) 0.76342(16) 0.96583(10) 0.0400(3) Uani 1 1 d . . . O1 O 0.26410(5) 1.18020(18) 0.74478(11) 0.0306(3) Uani 1 1 d . . . O2 O 0.31809(6) 1.39628(17) 0.80739(13) 0.0339(3) Uani 1 1 d . . . O3 O 0.30104(5) 1.06306(16) 1.00133(12) 0.0290(3) Uani 1 1 d . . . O4 O 0.30863(5) 0.78325(17) 0.96708(11) 0.0295(3) Uani 1 1 d . . . O1W O 0.18376(6) 0.92667(18) 0.43654(12) 0.0355(3) Uani 1 1 d . . . H1WA H 0.1822 0.8241 0.4479 0.043 Uiso 1 1 d R . . H1WB H 0.1934 0.9360 0.3704 0.043 Uiso 1 1 d 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 Mn1 0.02139(16) 0.01722(15) 0.02063(16) 0.00068(9) 0.00510(10) 0.00219(9) C1 0.0167(8) 0.0221(8) 0.0199(8) 0.0008(7) 0.0039(6) 0.0002(6) C2 0.0194(8) 0.0196(8) 0.0204(8) 0.0048(6) 0.0042(6) -0.0002(6) C3 0.0169(8) 0.0198(8) 0.0191(8) 0.0014(6) 0.0032(6) -0.0022(6) C4 0.0174(8) 0.0178(8) 0.0209(8) -0.0007(6) 0.0005(6) -0.0005(6) C5 0.0232(9) 0.0234(8) 0.0240(8) 0.0085(7) 0.0042(7) -0.0005(7) C6 0.0199(8) 0.0305(10) 0.0214(8) 0.0071(7) 0.0087(7) -0.0010(7) C7 0.0124(7) 0.0260(9) 0.0205(8) 0.0037(7) -0.0008(6) -0.0016(6) C8 0.0238(8) 0.0225(8) 0.0135(7) 0.0020(6) 0.0045(6) 0.0034(7) C9 0.0174(11) 0.0219(11) 0.0231(11) 0.000 0.0052(9) 0.000 C10 0.0246(9) 0.0285(9) 0.0322(10) 0.0053(8) 0.0074(7) 0.0077(7) F1 0.0410(7) 0.0311(6) 0.0548(8) 0.0196(5) 0.0105(6) -0.0008(5) F2 0.0316(6) 0.0470(7) 0.0529(7) 0.0122(6) 0.0077(5) 0.0207(5) F3 0.0496(7) 0.0482(7) 0.0225(5) 0.0046(5) 0.0041(5) 0.0118(6) O1 0.0196(6) 0.0454(8) 0.0267(6) -0.0076(6) -0.0007(5) 0.0029(6) O2 0.0400(8) 0.0227(6) 0.0399(8) -0.0074(6) 0.0140(6) 0.0026(6) O3 0.0287(7) 0.0296(7) 0.0298(7) 0.0042(5) 0.0142(5) 0.0072(5) O4 0.0333(7) 0.0288(7) 0.0265(6) 0.0024(5) 0.0040(5) -0.0157(5) O1W 0.0450(8) 0.0366(8) 0.0249(7) -0.0012(6) 0.0003(6) -0.0050(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 Mn1 O2 2.0851(14) 4_546 ? Mn1 O4 2.0979(13) 4_556 ? Mn1 O1 2.1214(13) . ? Mn1 O3 2.1801(14) 6_575 ? Mn1 O1W 2.1994(14) . ? C1 C2 1.395(2) . ? C1 C6 1.396(2) . ? C1 C9 1.548(2) . ? C2 C3 1.395(2) . ? C2 H2 0.9300 . ? C3 C4 1.397(2) . ? C3 C7 1.505(2) . ? C4 C5 1.389(2) . ? C4 C8 1.505(2) . ? C5 C6 1.382(2) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O4 1.255(2) . ? C7 O3 1.257(2) . ? C8 O1 1.249(2) . ? C8 O2 1.253(2) . ? C9 C1 1.548(2) 2_656 ? C9 C10 1.550(2) 2_656 ? C9 C10 1.550(2) . ? C10 F2 1.331(2) . ? C10 F1 1.332(2) . ? C10 F3 1.336(2) . ? O2 Mn1 2.0851(13) 4_556 ? O3 Mn1 2.1801(14) 6_576 ? O4 Mn1 2.0979(13) 4_546 ? O1W H1WA 0.7985 . ? O1W H1WB 0.7736 . ? 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 O2 Mn1 O4 111.54(5) 4_546 4_556 ? O2 Mn1 O1 91.49(6) 4_546 . ? O4 Mn1 O1 89.83(5) 4_556 . ? O2 Mn1 O3 119.39(5) 4_546 6_575 ? O4 Mn1 O3 126.14(5) 4_556 6_575 ? O1 Mn1 O3 104.68(5) . 6_575 ? O2 Mn1 O1W 82.03(6) 4_546 . ? O4 Mn1 O1W 86.17(6) 4_556 . ? O1 Mn1 O1W 170.53(5) . . ? O3 Mn1 O1W 84.57(6) 6_575 . ? C2 C1 C6 118.44(15) . . ? C2 C1 C9 123.86(14) . . ? C6 C1 C9 117.69(14) . . ? C1 C2 C3 120.63(15) . . ? C1 C2 H2 119.7 . . ? C3 C2 H2 119.7 . . ? C4 C3 C2 120.12(15) . . ? C4 C3 C7 120.89(15) . . ? C2 C3 C7 118.91(14) . . ? C5 C4 C3 119.21(15) . . ? C5 C4 C8 118.83(15) . . ? C3 C4 C8 121.92(15) . . ? C6 C5 C4 120.41(15) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C1 121.16(15) . . ? C5 C6 H6 119.4 . . ? C1 C6 H6 119.4 . . ? O4 C7 O3 121.26(15) . . ? O4 C7 C3 119.73(15) . . ? O3 C7 C3 119.00(14) . . ? O1 C8 O2 124.73(16) . . ? O1 C8 C4 118.86(15) . . ? O2 C8 C4 116.37(15) . . ? C1 C9 C1 110.56(19) . 2_656 ? C1 C9 C10 106.50(10) . 2_656 ? C1 C9 C10 112.47(9) 2_656 2_656 ? C1 C9 C10 112.47(9) . . ? C1 C9 C10 106.50(10) 2_656 . ? C10 C9 C10 108.4(2) 2_656 . ? F2 C10 F1 107.21(15) . . ? F2 C10 F3 106.78(15) . . ? F1 C10 F3 107.32(15) . . ? F2 C10 C9 111.61(13) . . ? F1 C10 C9 112.95(15) . . ? F3 C10 C9 110.65(15) . . ? C8 O1 Mn1 135.51(11) . . ? C8 O2 Mn1 126.69(12) . 4_556 ? C7 O3 Mn1 103.81(11) . 6_576 ? C7 O4 Mn1 149.66(12) . 4_546 ? Mn1 O1W H1WA 110.1 . . ? Mn1 O1W H1WB 119.1 . . ? H1WA O1W H1WB 104.8 . . ? 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 C6 C1 C2 C3 -2.2(2) . . . . ? C9 C1 C2 C3 179.22(14) . . . . ? C1 C2 C3 C4 2.1(3) . . . . ? C1 C2 C3 C7 -174.73(15) . . . . ? C2 C3 C4 C5 -1.0(2) . . . . ? C7 C3 C4 C5 175.73(15) . . . . ? C2 C3 C4 C8 176.32(15) . . . . ? C7 C3 C4 C8 -6.9(2) . . . . ? C3 C4 C5 C6 0.1(3) . . . . ? C8 C4 C5 C6 -177.30(16) . . . . ? C4 C5 C6 C1 -0.3(3) . . . . ? C2 C1 C6 C5 1.3(3) . . . . ? C9 C1 C6 C5 179.96(15) . . . . ? C4 C3 C7 O4 145.37(16) . . . . ? C2 C3 C7 O4 -37.8(2) . . . . ? C4 C3 C7 O3 -35.9(2) . . . . ? C2 C3 C7 O3 140.92(16) . . . . ? C5 C4 C8 O1 115.17(18) . . . . ? C3 C4 C8 O1 -62.2(2) . . . . ? C5 C4 C8 O2 -62.9(2) . . . . ? C3 C4 C8 O2 119.75(18) . . . . ? C2 C1 C9 C1 -140.55(18) . . . 2_656 ? C6 C1 C9 C1 40.86(12) . . . 2_656 ? C2 C1 C9 C10 96.98(17) . . . 2_656 ? C6 C1 C9 C10 -81.61(19) . . . 2_656 ? C2 C1 C9 C10 -21.6(2) . . . . ? C6 C1 C9 C10 159.77(16) . . . . ? C1 C9 C10 F2 -170.35(15) . . . . ? C1 C9 C10 F2 -49.1(2) 2_656 . . . ? C10 C9 C10 F2 72.16(13) 2_656 . . . ? C1 C9 C10 F1 68.76(19) . . . . ? C1 C9 C10 F1 -169.99(14) 2_656 . . . ? C10 C9 C10 F1 -48.74(11) 2_656 . . . ? C1 C9 C10 F3 -51.58(19) . . . . ? C1 C9 C10 F3 69.67(16) 2_656 . . . ? C10 C9 C10 F3 -169.08(16) 2_656 . . . ? O2 C8 O1 Mn1 121.92(18) . . . . ? C4 C8 O1 Mn1 -56.0(2) . . . . ? O2 Mn1 O1 C8 144.60(17) 4_546 . . . ? O4 Mn1 O1 C8 -103.85(17) 4_556 . . . ? O3 Mn1 O1 C8 23.66(18) 6_575 . . . ? O1W Mn1 O1 C8 -168.8(3) . . . . ? O1 C8 O2 Mn1 40.5(2) . . . 4_556 ? C4 C8 O2 Mn1 -141.57(13) . . . 4_556 ? O4 C7 O3 Mn1 -15.46(19) . . . 6_576 ? C3 C7 O3 Mn1 165.81(12) . . . 6_576 ? O3 C7 O4 Mn1 109.6(2) . . . 4_546 ? C3 C7 O4 Mn1 -71.6(3) . . . 4_546 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.292 _refine_diff_density_min -0.256 _refine_diff_density_rms 0.056