# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is (C) The Royal Society of Chemistry 2006 data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 _publ_contact_author_name 'M Almeida' _publ_contact_author_address ; Dept. Quimica ITN EN 10 Sacav\'em P-2686-953 PORTUGAL ; _publ_contact_author_email MALMEIDA@ITN.PT _publ_section_title ; Magnetic Properties of RBzPy[Ni(?-tpdt)2], (R=Br, F, H); effects of cis-trans disorder. ; loop_ _publ_author_name 'M. Almeida' 'Dulce Belo' 'M. J. Figueira' 'Vasco Gama' 'J. P. M. Nunes' 'L. C. Pereira' ; C.Rovira ; 'I. C. Santos' data_2 _database_code_depnum_ccdc_archive 'CCDC 600731' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H11 Br N, C8 H4 Ni S6' _chemical_formula_sum 'C20 H15 Br N Ni S6' _chemical_formula_weight 600.31 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 15.8727(7) _cell_length_b 8.3021(4) _cell_length_c 16.7073(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.279(2) _cell_angle_gamma 90.00 _cell_volume 2201.61(17) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.811 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1204 _exptl_absorpt_coefficient_mu 3.274 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5620 _exptl_absorpt_correction_T_max 0.8286 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(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-AXS APEX CCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40394 _diffrn_reflns_av_R_equivalents 0.0522 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 30.21 _reflns_number_total 6502 _reflns_number_gt 4727 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'Bruker SMART, (Bruker, 2004)' _computing_data_reduction 'Bruker SAINT, (Bruker, 2004)' _computing_structure_solution 'SIR97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SCHAKAL(Keller,1989),ORTEP3(Farrugia,1997) _computing_publication_material 'WinGX (Farrugia, 1999)' _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^)+(0.0534P)^2^+0.2587P] 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 6502 _refine_ls_number_parameters 300 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.0980 _refine_ls_wR_factor_gt 0.0905 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.053 _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 Ni Ni 0.30930(2) 0.49051(4) 0.476678(18) 0.01909(9) Uani 1 1 d . . . S1 S 0.37029(4) 0.33437(8) 0.56328(4) 0.02566(14) Uani 1 1 d . . . S2 S 0.20078(4) 0.53261(8) 0.55268(4) 0.02369(14) Uani 1 1 d . A . C1 C 0.22094(18) 0.4056(3) 0.63203(15) 0.0247(5) Uani 1 1 d D . . C2 C 0.29453(18) 0.3182(3) 0.63639(15) 0.0261(6) Uani 1 1 d . A . S3 S 0.1554(3) 0.3659(6) 0.7103(2) 0.0319(7) Uani 0.572(5) 1 d P A 1 C3 C 0.2902(11) 0.222(2) 0.7098(11) 0.045(6) Uani 0.572(5) 1 d PDU A 1 H3 H 0.3338 0.1562 0.7278 0.054 Uiso 0.572(5) 1 calc PR A 1 C30 C 0.1713(15) 0.357(3) 0.7047(12) 0.039(6) Uani 0.428(5) 1 d PD A 2 H30 H 0.1190 0.3984 0.7184 0.047 Uiso 0.428(5) 1 calc PR A 2 S30 S 0.2975(3) 0.1908(9) 0.7164(3) 0.0320(9) Uani 0.428(5) 1 d P A 2 C4 C 0.2151(4) 0.2387(5) 0.7492(2) 0.0685(14) Uani 1 1 d D . . H4 H 0.2011 0.1799 0.7946 0.082 Uiso 1 1 calc R A 1 S4 S 0.24427(4) 0.62849(8) 0.38551(4) 0.02253(14) Uani 1 1 d . . . S5 S 0.42393(4) 0.47611(8) 0.40745(4) 0.02574(15) Uani 1 1 d . B . C5 C 0.40126(17) 0.6007(3) 0.32812(15) 0.0230(5) Uani 1 1 d D . . C6 C 0.32286(17) 0.6680(3) 0.31731(14) 0.0224(5) Uani 1 1 d D B . S6 S 0.47053(9) 0.66845(14) 0.25509(6) 0.0298(3) Uani 0.801(4) 1 d P B 1 C7 C 0.3262(4) 0.7739(8) 0.2399(4) 0.0198(13) Uani 0.801(4) 1 d PU B 1 H7 H 0.2793 0.8249 0.2181 0.024 Uiso 0.801(4) 1 calc PR B 1 C70 C 0.4466(17) 0.679(4) 0.2538(17) 0.108(18) Uani 0.199(4) 1 d PDU B 2 H70 H 0.5022 0.6571 0.2403 0.130 Uiso 0.199(4) 1 calc PR B 2 S70 S 0.3118(4) 0.7803(10) 0.2456(5) 0.034(2) Uani 0.199(4) 1 d PDU B 2 C8 C 0.3966(3) 0.7830(4) 0.21099(18) 0.0470(9) Uani 1 1 d D . . H8 H 0.4084 0.8489 0.1675 0.056 Uiso 1 1 calc R B 1 Br Br -0.094370(19) 0.13741(4) 0.269088(19) 0.04109(10) Uani 1 1 d . . . C9 C 0.08714(19) 0.2087(4) 0.44475(19) 0.0344(7) Uani 1 1 d . . . H9 H 0.1120 0.2959 0.4706 0.041 Uiso 1 1 calc R . . C10 C 0.02486(19) 0.2356(4) 0.38778(19) 0.0359(7) Uani 1 1 d . . . H10 H 0.0076 0.3399 0.3757 0.043 Uiso 1 1 calc R . . C11 C -0.01098(17) 0.1053(4) 0.34938(16) 0.0274(6) Uani 1 1 d . . . C12 C 0.01334(17) -0.0503(3) 0.36728(16) 0.0277(6) Uani 1 1 d . . . H12 H -0.0116 -0.1372 0.3412 0.033 Uiso 1 1 calc R . . C13 C 0.07516(17) -0.0755(3) 0.42442(16) 0.0266(6) Uani 1 1 d . . . H13 H 0.0917 -0.1801 0.4367 0.032 Uiso 1 1 calc R . . C14 C 0.11294(17) 0.0529(3) 0.46371(15) 0.0250(5) Uani 1 1 d . . . C15 C 0.17970(17) 0.0240(4) 0.52644(16) 0.0316(6) Uani 1 1 d . . . H15A H 0.1824 0.1167 0.5617 0.038 Uiso 1 1 calc R . . H15B H 0.1639 -0.0686 0.5584 0.038 Uiso 1 1 calc R . . N1 N 0.26552(14) -0.0048(3) 0.49145(12) 0.0221(4) Uani 1 1 d . . . C16 C 0.28804(18) 0.0607(3) 0.42147(16) 0.0270(6) Uani 1 1 d . . . H16 H 0.2499 0.1252 0.3937 0.032 Uiso 1 1 calc R . . C17 C 0.36659(18) 0.0341(3) 0.39020(16) 0.0271(6) Uani 1 1 d . . . H17 H 0.3820 0.0810 0.3419 0.033 Uiso 1 1 calc R . . C18 C 0.42269(17) -0.0638(3) 0.43156(17) 0.0289(6) Uani 1 1 d . . . H18 H 0.4758 -0.0852 0.4108 0.035 Uiso 1 1 calc R . . C19 C 0.39882(18) -0.1288(3) 0.50352(17) 0.0291(6) Uani 1 1 d . . . H19 H 0.4358 -0.1944 0.5320 0.035 Uiso 1 1 calc R . . C20 C 0.31989(17) -0.0964(3) 0.53321(15) 0.0255(6) Uani 1 1 d . . . H20 H 0.3041 -0.1382 0.5826 0.031 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.01756(17) 0.01923(16) 0.02048(16) -0.00080(12) -0.00034(12) -0.00005(12) S1 0.0237(3) 0.0249(3) 0.0283(3) 0.0029(3) -0.0032(2) 0.0011(3) S2 0.0225(3) 0.0232(3) 0.0254(3) -0.0010(2) 0.0029(2) -0.0008(2) C1 0.0304(15) 0.0225(13) 0.0211(12) -0.0020(10) 0.0008(10) -0.0080(11) C2 0.0341(16) 0.0233(13) 0.0209(12) 0.0000(10) -0.0028(10) -0.0088(11) S3 0.0321(16) 0.0355(14) 0.0281(10) -0.0018(9) 0.0078(9) -0.0114(10) C3 0.052(7) 0.029(8) 0.054(8) 0.009(4) -0.025(5) 0.008(4) C30 0.030(10) 0.032(6) 0.056(11) -0.014(6) 0.009(6) -0.001(6) S30 0.0420(18) 0.027(2) 0.0265(12) 0.0058(13) -0.0103(12) -0.0044(15) C4 0.122(4) 0.057(2) 0.0266(16) 0.0008(16) 0.010(2) -0.053(3) S4 0.0182(3) 0.0276(3) 0.0218(3) -0.0005(2) -0.0015(2) 0.0019(2) S5 0.0195(3) 0.0276(3) 0.0302(3) 0.0027(3) 0.0025(2) 0.0051(3) C5 0.0255(14) 0.0241(13) 0.0194(11) -0.0031(9) 0.0056(10) -0.0034(10) C6 0.0250(14) 0.0241(12) 0.0180(11) -0.0035(9) -0.0016(9) -0.0043(10) S6 0.0248(6) 0.0353(5) 0.0293(5) -0.0021(4) 0.0063(3) -0.0006(4) C7 0.0191(15) 0.0199(15) 0.0203(15) 0.0013(8) -0.0022(9) 0.0017(9) C70 0.108(18) 0.108(18) 0.108(18) -0.0003(10) 0.0007(10) -0.0001(10) S70 0.033(2) 0.034(2) 0.034(2) 0.0000(9) -0.0009(10) 0.0013(10) C8 0.074(3) 0.0430(19) 0.0242(15) -0.0022(13) 0.0060(15) -0.0268(18) Br 0.02459(17) 0.0590(2) 0.03964(18) 0.01547(15) -0.00680(12) -0.00409(14) C9 0.0324(17) 0.0293(15) 0.0416(16) -0.0072(12) -0.0039(12) -0.0060(12) C10 0.0315(17) 0.0250(14) 0.0513(18) 0.0052(13) -0.0021(13) -0.0016(12) C11 0.0148(13) 0.0382(15) 0.0291(13) 0.0032(11) -0.0003(10) -0.0014(11) C12 0.0200(14) 0.0302(14) 0.0328(14) -0.0092(11) -0.0001(11) -0.0012(11) C13 0.0195(14) 0.0273(13) 0.0331(14) -0.0071(11) 0.0021(10) 0.0044(10) C14 0.0164(13) 0.0339(14) 0.0248(12) -0.0063(11) 0.0033(10) -0.0008(10) C15 0.0187(14) 0.0515(19) 0.0247(13) -0.0063(12) 0.0027(11) -0.0014(12) N1 0.0172(11) 0.0258(11) 0.0233(10) -0.0043(8) -0.0023(8) -0.0046(8) C16 0.0265(15) 0.0300(14) 0.0245(13) -0.0010(11) -0.0042(10) 0.0008(11) C17 0.0248(15) 0.0321(14) 0.0245(12) -0.0041(11) 0.0019(10) -0.0071(11) C18 0.0186(14) 0.0315(14) 0.0365(15) -0.0145(12) -0.0015(11) -0.0028(11) C19 0.0238(15) 0.0250(13) 0.0386(15) -0.0037(11) -0.0102(11) 0.0002(11) C20 0.0279(15) 0.0257(13) 0.0229(12) -0.0002(10) -0.0056(10) -0.0057(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni S4 2.1639(7) . ? Ni S5 2.1641(7) . ? Ni S1 2.1673(7) . ? Ni S2 2.1732(7) . ? S1 C2 1.723(3) . ? S2 C1 1.723(3) . ? C1 C2 1.377(4) . ? C1 C30 1.507(17) . ? C1 S3 1.707(5) . ? C2 C3 1.466(18) . ? C2 S30 1.705(7) . ? S3 C4 1.558(7) . ? C3 C4 1.371(15) . ? C3 H3 0.9300 . ? C30 C4 1.409(17) . ? C30 H30 0.9300 . ? S30 C4 1.475(8) . ? C4 H4 0.9300 . ? S4 C6 1.725(3) . ? S5 C5 1.718(3) . ? C5 C6 1.375(4) . ? C5 C70 1.579(19) . ? C5 S6 1.740(3) . ? C6 S70 1.528(8) . ? C6 C7 1.565(6) . ? S6 C8 1.678(4) . ? C7 C8 1.221(7) . ? C7 H7 0.9300 . ? C70 C8 1.370(19) . ? C70 H70 0.9300 . ? S70 C8 1.468(8) . ? C8 H8 0.9300 . ? Br C11 1.899(3) . ? C9 C10 1.387(4) . ? C9 C14 1.393(4) . ? C9 H9 0.9300 . ? C10 C11 1.379(4) . ? C10 H10 0.9300 . ? C11 C12 1.381(4) . ? C12 C13 1.382(4) . ? C12 H12 0.9300 . ? C13 C14 1.386(4) . ? C13 H13 0.9300 . ? C14 C15 1.506(4) . ? C15 N1 1.504(3) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? N1 C16 1.340(3) . ? N1 C20 1.343(3) . ? C16 C17 1.372(4) . ? C16 H16 0.9300 . ? C17 C18 1.387(4) . ? C17 H17 0.9300 . ? C18 C19 1.373(4) . ? C18 H18 0.9300 . ? C19 C20 1.376(4) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? 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 S4 Ni S5 93.01(3) . . ? S4 Ni S1 175.22(3) . . ? S5 Ni S1 87.12(3) . . ? S4 Ni S2 87.10(3) . . ? S5 Ni S2 172.77(3) . . ? S1 Ni S2 93.38(3) . . ? C2 S1 Ni 102.05(10) . . ? C1 S2 Ni 101.91(10) . . ? C2 C1 C30 105.2(8) . . ? C2 C1 S3 112.2(2) . . ? C30 C1 S3 7.0(9) . . ? C2 C1 S2 121.2(2) . . ? C30 C1 S2 133.6(8) . . ? S3 C1 S2 126.6(2) . . ? C1 C2 C3 106.7(7) . . ? C1 C2 S30 112.8(3) . . ? C3 C2 S30 6.8(8) . . ? C1 C2 S1 121.1(2) . . ? C3 C2 S1 132.2(7) . . ? S30 C2 S1 126.0(3) . . ? C4 S3 C1 94.5(3) . . ? C4 C3 C2 113.0(12) . . ? C4 C3 H3 123.5 . . ? C2 C3 H3 123.5 . . ? C4 C30 C1 110.8(13) . . ? C4 C30 H30 124.6 . . ? C1 C30 H30 124.6 . . ? C4 S30 C2 95.9(4) . . ? C3 C4 C30 104.2(11) . . ? C3 C4 S30 11.5(10) . . ? C30 C4 S30 115.3(9) . . ? C3 C4 S3 113.4(8) . . ? C30 C4 S3 9.2(9) . . ? S30 C4 S3 124.5(4) . . ? C3 C4 H4 123.3 . . ? C30 C4 H4 132.5 . . ? S30 C4 H4 112.2 . . ? S3 C4 H4 123.3 . . ? C6 S4 Ni 102.80(9) . . ? C5 S5 Ni 101.86(9) . . ? C6 C5 C70 98.3(9) . . ? C6 C5 S5 122.13(19) . . ? C70 C5 S5 139.5(8) . . ? C6 C5 S6 110.6(2) . . ? C70 C5 S6 12.3(9) . . ? S5 C5 S6 127.23(17) . . ? C5 C6 S70 116.8(3) . . ? C5 C6 C7 107.6(3) . . ? S70 C6 C7 9.3(4) . . ? C5 C6 S4 119.53(19) . . ? S70 C6 S4 123.6(3) . . ? C7 C6 S4 132.9(3) . . ? C8 S6 C5 92.76(16) . . ? C8 C7 C6 113.3(5) . . ? C8 C7 H7 123.3 . . ? C6 C7 H7 123.3 . . ? C8 C70 C5 113.9(16) . . ? C8 C70 H70 123.1 . . ? C5 C70 H70 123.1 . . ? C8 S70 C6 102.5(5) . . ? C7 C8 C70 106.5(10) . . ? C7 C8 S70 2.7(6) . . ? C70 C8 S70 108.4(10) . . ? C7 C8 S6 115.5(4) . . ? C70 C8 S6 9.1(10) . . ? S70 C8 S6 117.4(4) . . ? C7 C8 H8 122.3 . . ? C70 C8 H8 131.3 . . ? S70 C8 H8 120.4 . . ? S6 C8 H8 122.3 . . ? C10 C9 C14 120.9(3) . . ? C10 C9 H9 119.6 . . ? C14 C9 H9 119.6 . . ? C11 C10 C9 118.9(3) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C10 C11 C12 121.3(3) . . ? C10 C11 Br 120.2(2) . . ? C12 C11 Br 118.5(2) . . ? C11 C12 C13 119.2(3) . . ? C11 C12 H12 120.4 . . ? C13 C12 H12 120.4 . . ? C12 C13 C14 121.0(3) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C13 C14 C9 118.7(3) . . ? C13 C14 C15 120.6(3) . . ? C9 C14 C15 120.7(2) . . ? N1 C15 C14 113.0(2) . . ? N1 C15 H15A 109.0 . . ? C14 C15 H15A 109.0 . . ? N1 C15 H15B 109.0 . . ? C14 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? C16 N1 C20 120.6(2) . . ? C16 N1 C15 121.4(2) . . ? C20 N1 C15 118.0(2) . . ? N1 C16 C17 120.9(3) . . ? N1 C16 H16 119.5 . . ? C17 C16 H16 119.5 . . ? C16 C17 C18 119.2(3) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C19 C18 C17 119.2(3) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? C18 C19 C20 119.6(3) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? N1 C20 C19 120.5(3) . . ? N1 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 30.21 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.133 _refine_diff_density_min -0.785 _refine_diff_density_rms 0.107 data_3 _database_code_depnum_ccdc_archive 'CCDC 600732' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H11 F N, C8 H4 Ni S6' _chemical_formula_sum 'C20 H15 F N Ni S6' _chemical_formula_weight 539.40 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' F F 0.0171 0.0103 '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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.4280(12) _cell_length_b 12.3940(6) _cell_length_c 16.5940(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2144.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.671 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1100 _exptl_absorpt_coefficient_mu 1.506 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8057 _exptl_absorpt_correction_T_max 0.8640 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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-AXS APEX- CCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11018 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0720 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 32.64 _reflns_number_total 5753 _reflns_number_gt 4119 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART, (Bruker, 2004)' _computing_cell_refinement 'Bruker SMART, (Bruker, 2004)' _computing_data_reduction 'Bruker SAINT, (Bruker, 2004)' _computing_structure_solution 'SIR97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SCHAKAL(Keller,1989),ORTEP3(Farrugia,1997) _computing_publication_material 'WinGX (Farrugia, 1999)' _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^)+(0.0810P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.50(2) _refine_ls_number_reflns 5753 _refine_ls_number_parameters 279 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0858 _refine_ls_R_factor_gt 0.0584 _refine_ls_wR_factor_ref 0.1402 _refine_ls_wR_factor_gt 0.1303 _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_restrained_S_all 0.990 _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 Ni Ni 0.63442(6) 0.51501(5) 0.07013(4) 0.02552(16) Uani 1 1 d . . . S1 S 0.57189(12) 0.55824(11) 0.19081(8) 0.0310(3) Uani 1 1 d . . . S2 S 0.50499(12) 0.62664(10) 0.01182(8) 0.0301(3) Uani 1 1 d . . . S3 S 0.38454(14) 0.73728(12) 0.24184(9) 0.0400(3) Uani 1 1 d . . . S4 S 0.68473(12) 0.46210(10) -0.04969(8) 0.0306(3) Uani 1 1 d . . . S5 S 0.77654(11) 0.41436(10) 0.12795(8) 0.0285(3) Uani 1 1 d . A . S6 S 0.9729(2) 0.2590(2) 0.05310(12) 0.0324(7) Uani 0.760(7) 1 d P A 1 C7 C 0.8833(18) 0.3058(16) -0.0886(16) 0.039(7) Uani 0.760(7) 1 d P A 1 H7 H 0.8716 0.3047 -0.1441 0.047 Uiso 0.760(7) 1 calc PR A 1 S7 S 0.8811(16) 0.3060(12) -0.1063(15) 0.032(3) Uani 0.240(7) 1 d P A 2 C70 C 0.950(4) 0.270(4) 0.0341(13) 0.047 Uani 0.240(7) 1 d PDU A 2 H70 H 0.9947 0.2383 0.0764 0.057 Uiso 0.240(7) 1 calc PR A 2 C1 C 0.4320(5) 0.6893(4) 0.0937(3) 0.0307(11) Uani 1 1 d . . . C2 C 0.4638(5) 0.6601(4) 0.1706(3) 0.0290(11) Uani 1 1 d . . . C3 C 0.3355(5) 0.7746(4) 0.0910(3) 0.0332(12) Uani 1 1 d . . . H3 H 0.3001 0.8036 0.0443 0.040 Uiso 1 1 calc R . . C4 C 0.3054(5) 0.8052(5) 0.1675(4) 0.0412(14) Uani 1 1 d . . . H4 H 0.2460 0.8592 0.1785 0.049 Uiso 1 1 calc R . . C5 C 0.8454(4) 0.3514(4) 0.0462(3) 0.0284(10) Uani 1 1 d . . . C6 C 0.8062(5) 0.3709(4) -0.0308(3) 0.0296(11) Uani 1 1 d . A . C8 C 0.9751(5) 0.2471(4) -0.0470(3) 0.0339(12) Uani 1 1 d D . . H8 H 1.0344 0.2037 -0.0734 0.041 Uiso 1 1 calc R A 1 C9 C 0.2628(5) 0.5408(4) 0.5279(4) 0.0385(12) Uani 1 1 d . . . H9 H 0.1950 0.5845 0.5119 0.046 Uiso 1 1 calc R . . C10 C 0.2733(7) 0.5076(5) 0.6073(3) 0.0487(15) Uani 1 1 d . . . H10 H 0.2150 0.5311 0.6459 0.058 Uiso 1 1 calc R . . C11 C 0.3714(7) 0.4394(5) 0.6276(4) 0.0539(17) Uani 1 1 d . . . H11 H 0.3775 0.4128 0.6799 0.065 Uiso 1 1 calc R . . C12 C 0.4588(6) 0.4109(5) 0.5723(4) 0.0514(16) Uani 1 1 d . . . H12 H 0.5265 0.3659 0.5865 0.062 Uiso 1 1 calc R . . C13 C 0.4485(5) 0.4479(4) 0.4950(4) 0.0404(13) Uani 1 1 d . . . H13 H 0.5102 0.4299 0.4568 0.049 Uiso 1 1 calc R . . N N 0.3500(4) 0.5097(3) 0.4750(3) 0.0317(9) Uani 1 1 d . . . C14 C 0.3322(5) 0.5380(5) 0.3881(3) 0.0415(13) Uani 1 1 d . . . H14A H 0.2996 0.6111 0.3839 0.050 Uiso 1 1 calc R . . H14B H 0.4145 0.5353 0.3609 0.050 Uiso 1 1 calc R . . C15 C 0.2418(5) 0.4628(5) 0.3482(3) 0.0340(12) Uani 1 1 d . . . C16 C 0.2783(6) 0.3575(5) 0.3303(4) 0.0471(15) Uani 1 1 d . . . H16 H 0.3619 0.3359 0.3413 0.056 Uiso 1 1 calc R . . C17 C 0.1930(5) 0.2827(5) 0.2961(4) 0.0479(15) Uani 1 1 d . . . H17 H 0.2161 0.2115 0.2857 0.057 Uiso 1 1 calc R . . C18 C 0.1180(5) 0.4930(4) 0.3299(3) 0.0362(12) Uani 1 1 d . . . H18 H 0.0916 0.5629 0.3416 0.043 Uiso 1 1 calc R . . C19 C 0.0317(5) 0.4222(5) 0.2946(3) 0.0354(12) Uani 1 1 d . . . H19 H -0.0515 0.4433 0.2821 0.043 Uiso 1 1 calc R . . C20 C 0.0735(5) 0.3220(5) 0.2793(3) 0.0353(12) Uani 1 1 d . . . F F -0.0114(3) 0.2490(3) 0.2458(2) 0.0467(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0261(3) 0.0250(3) 0.0255(3) 0.0019(2) 0.0003(2) -0.0006(2) S1 0.0359(6) 0.0318(7) 0.0254(6) 0.0015(5) 0.0005(5) 0.0057(5) S2 0.0312(6) 0.0293(6) 0.0300(7) 0.0043(5) 0.0005(5) 0.0042(5) S3 0.0472(8) 0.0390(8) 0.0338(7) 0.0038(6) 0.0076(6) 0.0074(6) S4 0.0374(6) 0.0297(6) 0.0248(6) 0.0008(5) 0.0047(5) -0.0029(5) S5 0.0269(5) 0.0309(6) 0.0278(6) 0.0010(5) -0.0005(5) 0.0011(5) S6 0.0323(11) 0.0317(11) 0.0332(12) 0.0046(9) 0.0031(8) 0.0037(8) C7 0.030(6) 0.047(9) 0.040(12) 0.011(5) -0.002(5) -0.019(6) S7 0.032(5) 0.024(4) 0.040(8) 0.000(3) 0.009(4) 0.017(4) C70 0.047 0.047 0.048 0.009(9) -0.011(9) -0.003(9) C1 0.033(2) 0.023(2) 0.036(3) 0.003(2) 0.007(2) -0.002(2) C2 0.032(2) 0.024(2) 0.031(3) 0.003(2) 0.003(2) -0.001(2) C3 0.036(3) 0.026(2) 0.038(3) 0.005(2) 0.008(2) 0.009(2) C4 0.039(3) 0.045(3) 0.040(3) 0.009(3) 0.010(2) 0.015(3) C5 0.027(2) 0.026(2) 0.032(3) 0.002(2) 0.002(2) -0.007(2) C6 0.032(2) 0.029(2) 0.028(3) 0.002(2) -0.001(2) -0.013(2) C8 0.033(2) 0.023(2) 0.045(3) 0.005(2) 0.014(2) -0.001(2) C9 0.036(3) 0.035(3) 0.044(3) 0.002(3) 0.002(2) -0.008(2) C10 0.072(4) 0.044(3) 0.030(3) -0.004(3) 0.004(3) -0.017(3) C11 0.081(4) 0.049(4) 0.031(3) 0.002(3) -0.018(3) -0.019(4) C12 0.063(4) 0.047(3) 0.044(4) 0.002(3) -0.025(3) 0.001(3) C13 0.038(3) 0.033(3) 0.050(4) -0.002(3) -0.002(3) -0.002(2) N 0.029(2) 0.035(2) 0.031(2) -0.0013(19) -0.0045(17) -0.0036(19) C14 0.044(3) 0.048(3) 0.032(3) 0.008(3) 0.002(2) -0.007(3) C15 0.032(2) 0.044(3) 0.026(3) 0.002(2) 0.003(2) 0.001(2) C16 0.042(3) 0.055(4) 0.045(4) -0.002(3) -0.008(3) 0.020(3) C17 0.047(3) 0.054(4) 0.043(4) -0.018(3) -0.001(3) 0.016(3) C18 0.045(3) 0.037(3) 0.027(3) 0.003(2) -0.001(2) 0.003(3) C19 0.031(2) 0.049(3) 0.027(3) 0.006(2) 0.004(2) -0.002(2) C20 0.045(3) 0.041(3) 0.021(3) -0.001(2) 0.002(2) -0.011(3) F 0.0542(19) 0.050(2) 0.0360(18) -0.0025(15) -0.0003(15) -0.0113(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni S4 2.1583(14) . ? Ni S2 2.1615(14) . ? Ni S5 2.1617(14) . ? Ni S1 2.1731(15) . ? S1 C2 1.726(5) . ? S2 C1 1.740(5) . ? S3 C4 1.706(6) . ? S3 C2 1.730(5) . ? S4 C6 1.726(5) . ? S5 C5 1.723(5) . ? S6 C8 1.667(6) . ? S6 C5 1.759(5) . ? C7 C8 1.39(2) . ? C7 C6 1.49(2) . ? C7 H7 0.9300 . ? S7 C8 1.57(2) . ? S7 C6 1.681(19) . ? C70 C8 1.399(19) . ? C70 C5 1.50(4) . ? C70 H70 0.9300 . ? C1 C2 1.367(7) . ? C1 C3 1.461(7) . ? C3 C4 1.362(8) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C5 C6 1.363(7) . ? C8 H8 0.9300 . ? C9 N 1.321(7) . ? C9 C10 1.384(8) . ? C9 H9 0.9300 . ? C10 C11 1.369(9) . ? C10 H10 0.9300 . ? C11 C12 1.341(9) . ? C11 H11 0.9300 . ? C12 C13 1.366(8) . ? C12 H12 0.9300 . ? C13 N 1.324(7) . ? C13 H13 0.9300 . ? N C14 1.495(7) . ? C14 C15 1.483(8) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C18 1.378(7) . ? C15 C16 1.391(8) . ? C16 C17 1.404(9) . ? C16 H16 0.9300 . ? C17 C20 1.367(7) . ? C17 H17 0.9300 . ? C18 C19 1.387(7) . ? C18 H18 0.9300 . ? C19 C20 1.340(8) . ? C19 H19 0.9300 . ? C20 F 1.383(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S4 Ni S2 86.21(5) . . ? S4 Ni S5 93.84(5) . . ? S2 Ni S5 174.96(6) . . ? S4 Ni S1 175.37(6) . . ? S2 Ni S1 93.86(5) . . ? S5 Ni S1 86.50(5) . . ? C2 S1 Ni 101.39(19) . . ? C1 S2 Ni 102.08(18) . . ? C4 S3 C2 90.6(3) . . ? C6 S4 Ni 102.13(19) . . ? C5 S5 Ni 101.40(18) . . ? C8 S6 C5 90.1(3) . . ? C8 C7 C6 109.7(17) . . ? C8 C7 H7 125.2 . . ? C6 C7 H7 125.2 . . ? C8 S7 C6 92.6(13) . . ? C8 C70 C5 114(2) . . ? C8 C70 H70 123.2 . . ? C5 C70 H70 123.2 . . ? C2 C1 C3 112.8(5) . . ? C2 C1 S2 120.3(4) . . ? C3 C1 S2 126.9(4) . . ? C1 C2 S1 122.2(4) . . ? C1 C2 S3 112.1(4) . . ? S1 C2 S3 125.7(3) . . ? C4 C3 C1 109.4(5) . . ? C4 C3 H3 125.3 . . ? C1 C3 H3 125.3 . . ? C3 C4 S3 115.2(4) . . ? C3 C4 H4 122.4 . . ? S3 C4 H4 122.4 . . ? C6 C5 C70 102.3(10) . . ? C6 C5 S5 122.2(4) . . ? C70 C5 S5 135.5(9) . . ? C6 C5 S6 113.8(4) . . ? C70 C5 S6 11.6(9) . . ? S5 C5 S6 124.0(3) . . ? C5 C6 C7 110.2(10) . . ? C5 C6 S7 118.3(8) . . ? C7 C6 S7 8.1(16) . . ? C5 C6 S4 120.4(4) . . ? C7 C6 S4 129.4(10) . . ? S7 C6 S4 121.3(8) . . ? C7 C8 C70 104(2) . . ? C7 C8 S7 9.0(16) . . ? C70 C8 S7 113.1(18) . . ? C7 C8 S6 116.1(10) . . ? C70 C8 S6 12.1(17) . . ? S7 C8 S6 125.1(8) . . ? C7 C8 H8 121.9 . . ? C70 C8 H8 133.9 . . ? S7 C8 H8 112.9 . . ? S6 C8 H8 121.9 . . ? N C9 C10 119.4(6) . . ? N C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C11 C10 C9 118.5(6) . . ? C11 C10 H10 120.8 . . ? C9 C10 H10 120.8 . . ? C12 C11 C10 120.1(6) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 120.1(6) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? N C13 C12 119.4(6) . . ? N C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C9 N C13 122.4(5) . . ? C9 N C14 119.2(5) . . ? C13 N C14 118.3(5) . . ? C15 C14 N 111.2(4) . . ? C15 C14 H14A 109.4 . . ? N C14 H14A 109.4 . . ? C15 C14 H14B 109.4 . . ? N C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? C18 C15 C16 117.7(5) . . ? C18 C15 C14 121.5(5) . . ? C16 C15 C14 120.8(5) . . ? C15 C16 C17 122.2(5) . . ? C15 C16 H16 118.9 . . ? C17 C16 H16 118.9 . . ? C20 C17 C16 115.1(5) . . ? C20 C17 H17 122.5 . . ? C16 C17 H17 122.5 . . ? C15 C18 C19 121.9(5) . . ? C15 C18 H18 119.0 . . ? C19 C18 H18 119.0 . . ? C20 C19 C18 117.1(5) . . ? C20 C19 H19 121.4 . . ? C18 C19 H19 121.4 . . ? C19 C20 C17 126.0(6) . . ? C19 C20 F 118.3(5) . . ? C17 C20 F 115.6(5) . . ? _diffrn_measured_fraction_theta_max 0.826 _diffrn_reflns_theta_full 32.64 _diffrn_measured_fraction_theta_full 0.826 _refine_diff_density_max 2.598 _refine_diff_density_min -0.460 _refine_diff_density_rms 0.133 data_1 _database_code_depnum_ccdc_archive 'CCDC 600733' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H12 N, C8 H4 Ni S6' _chemical_formula_sum 'C20 H16 N Ni S6' _chemical_formula_weight 521.41 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 14.9140(9) _cell_length_b 9.3981(7) _cell_length_c 15.3174(10) _cell_angle_alpha 90.00 _cell_angle_beta 97.784(4) _cell_angle_gamma 90.00 _cell_volume 2127.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.628 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1068 _exptl_absorpt_coefficient_mu 1.508 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7630 _exptl_absorpt_correction_T_max 0.859 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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-AXS APEX- CCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15886 _diffrn_reflns_av_R_equivalents 0.0436 _diffrn_reflns_av_sigmaI/netI 0.0413 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 26.39 _reflns_number_total 4329 _reflns_number_gt 3325 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART, (Bruker, 2004)' _computing_cell_refinement 'Bruker SMART, (Bruker, 2004)' _computing_data_reduction 'Bruker SAINT, (Bruker, 2004)' _computing_structure_solution 'SIR97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SCHAKAL(Keller,1989),ORTEP3(Farrugia,1997) _computing_publication_material 'WinGX (Farrugia, 1999)' _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^)+(0.0528P)^2^+0.6156P] 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 4329 _refine_ls_number_parameters 272 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0542 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.1020 _refine_ls_wR_factor_gt 0.0952 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.047 _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 Ni Ni 0.69754(2) -0.00226(4) 0.43098(2) 0.02166(12) Uani 1 1 d . . . S1 S 0.80979(5) 0.03637(8) 0.53330(5) 0.02824(18) Uani 1 1 d . . . S2 S 0.60856(5) 0.14326(8) 0.48705(5) 0.03010(19) Uani 1 1 d . . . S3 S 0.65104(7) 0.33767(10) 0.64890(6) 0.0472(2) Uani 1 1 d . . . S4 S 0.58314(5) -0.05505(8) 0.33380(5) 0.02854(18) Uani 1 1 d . . . S5 S 0.79001(4) -0.13569(7) 0.37002(5) 0.02457(17) Uani 1 1 d . B . C1 C 0.6785(2) 0.2082(3) 0.5764(2) 0.0296(7) Uani 1 1 d . . . C2 C 0.7661(2) 0.1618(3) 0.5991(2) 0.0293(7) Uani 1 1 d . . . C3 C 0.8150(2) 0.2332(3) 0.67858(19) 0.0268(6) Uani 1 1 d . . . H3 H 0.8742 0.2153 0.7040 0.032 Uiso 1 1 calc R . . C4 C 0.7567(2) 0.3304(4) 0.7073(2) 0.0451(9) Uani 1 1 d . . . H4 H 0.7738 0.3888 0.7558 0.054 Uiso 1 1 calc R . . C5 C 0.72023(18) -0.2047(3) 0.28097(19) 0.0247(6) Uani 1 1 d D . . C6 C 0.62990(19) -0.1711(3) 0.26516(19) 0.0259(6) Uani 1 1 d D B . C8 C 0.6454(2) -0.3313(3) 0.1515(2) 0.0353(7) Uani 1 1 d D . . H8 H 0.6291 -0.3851 0.1008 0.042 Uiso 1 1 calc R A 1 C7 C 0.5840(10) -0.2500(16) 0.1908(8) 0.028(3) Uani 0.840(4) 1 d PD B 1 H7 H 0.5221 -0.2467 0.1719 0.033 Uiso 0.840(4) 1 calc PR B 1 S7 S 0.5694(14) -0.236(2) 0.1738(13) 0.029(3) Uani 0.160(4) 1 d P B 2 S6 S 0.75263(11) -0.32326(14) 0.20457(8) 0.0284(4) Uani 0.840(4) 1 d P B 1 C60 C 0.7234(14) -0.304(3) 0.2051(16) 0.049(12) Uani 0.160(4) 1 d PDU B 2 H60 H 0.7776 -0.3451 0.1949 0.059 Uiso 0.160(4) 1 calc PR B 2 N N 0.75540(18) 0.4880(3) 0.44458(18) 0.0366(6) Uani 1 1 d . . . C9 C 0.9576(2) 0.2965(4) 0.4256(3) 0.0478(9) Uani 1 1 d . . . H9 H 0.9425 0.2260 0.4637 0.057 Uiso 1 1 calc R . . C10 C 1.0215(2) 0.2691(4) 0.3702(3) 0.0481(9) Uani 1 1 d . . . H10 H 1.0512 0.1818 0.3729 0.058 Uiso 1 1 calc R . . C11 C 1.0410(2) 0.3703(4) 0.3114(2) 0.0430(8) Uani 1 1 d . . . H11 H 1.0825 0.3509 0.2728 0.052 Uiso 1 1 calc R . . C12 C 0.9992(2) 0.5006(3) 0.3094(2) 0.0372(8) Uani 1 1 d . . . H12 H 1.0124 0.5691 0.2692 0.045 Uiso 1 1 calc R . . C13 C 0.93785(19) 0.5309(3) 0.3666(2) 0.0339(7) Uani 1 1 d . . . H13 H 0.9112 0.6204 0.3660 0.041 Uiso 1 1 calc R . . C14 C 0.9160(2) 0.4283(4) 0.4246(2) 0.0364(7) Uani 1 1 d . . . C15 C 0.8506(2) 0.4613(5) 0.4886(2) 0.0556(11) Uani 1 1 d . . . H15A H 0.8718 0.5448 0.5226 0.067 Uiso 1 1 calc R . . H15B H 0.8500 0.3824 0.5293 0.067 Uiso 1 1 calc R . . C16 C 0.7233(2) 0.4183(4) 0.3702(2) 0.0382(8) Uani 1 1 d . . . H16 H 0.7598 0.3532 0.3458 0.046 Uiso 1 1 calc R . . C17 C 0.6371(2) 0.4429(4) 0.3303(2) 0.0402(8) Uani 1 1 d . . . H17 H 0.6151 0.3951 0.2786 0.048 Uiso 1 1 calc R . . C18 C 0.5836(2) 0.5373(4) 0.3661(2) 0.0404(8) Uani 1 1 d . . . H18 H 0.5255 0.5561 0.3383 0.048 Uiso 1 1 calc R . . C19 C 0.6160(2) 0.6052(4) 0.4438(2) 0.0426(8) Uani 1 1 d . . . H19 H 0.5791 0.6670 0.4704 0.051 Uiso 1 1 calc R . . C20 C 0.7029(2) 0.5802(4) 0.4810(2) 0.0413(8) Uani 1 1 d . . . H20 H 0.7260 0.6279 0.5323 0.050 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0218(2) 0.02165(19) 0.0211(2) 0.00032(14) 0.00148(14) 0.00088(13) S1 0.0231(4) 0.0328(4) 0.0281(4) -0.0033(3) 0.0009(3) -0.0014(3) S2 0.0309(4) 0.0323(4) 0.0258(4) -0.0013(3) -0.0006(3) 0.0102(3) S3 0.0637(6) 0.0380(5) 0.0394(5) -0.0068(4) 0.0051(4) 0.0116(4) S4 0.0230(4) 0.0342(4) 0.0270(4) -0.0046(3) -0.0017(3) 0.0042(3) S5 0.0215(3) 0.0261(4) 0.0257(4) -0.0017(3) 0.0015(3) 0.0009(3) C1 0.0403(17) 0.0234(14) 0.0253(17) -0.0005(13) 0.0051(13) 0.0029(12) C2 0.0329(16) 0.0269(15) 0.0280(17) -0.0022(13) 0.0043(13) -0.0037(12) C3 0.0398(17) 0.0209(13) 0.0200(15) -0.0027(12) 0.0053(12) -0.0070(12) C4 0.063(2) 0.0365(18) 0.035(2) -0.0083(16) 0.0053(17) -0.0144(17) C5 0.0278(15) 0.0218(14) 0.0249(16) 0.0009(12) 0.0050(12) -0.0008(11) C6 0.0256(14) 0.0287(15) 0.0232(16) 0.0016(12) 0.0028(12) -0.0009(12) C8 0.0455(19) 0.0340(17) 0.0264(18) -0.0050(14) 0.0046(14) -0.0069(14) C7 0.030(4) 0.028(3) 0.023(7) 0.002(4) -0.005(4) 0.003(2) S7 0.045(8) 0.029(5) 0.009(5) -0.003(4) -0.004(4) -0.002(4) S6 0.0244(8) 0.0312(6) 0.0298(6) -0.0059(4) 0.0041(4) -0.0003(5) C60 0.027(15) 0.059(15) 0.064(15) 0.019(9) 0.016(9) 0.015(8) N 0.0374(15) 0.0453(16) 0.0273(16) 0.0009(13) 0.0055(12) -0.0119(12) C9 0.051(2) 0.043(2) 0.044(2) 0.0169(18) -0.0131(17) -0.0122(17) C10 0.051(2) 0.0378(19) 0.050(2) -0.0024(18) -0.0133(18) 0.0096(16) C11 0.0327(18) 0.053(2) 0.041(2) -0.0035(17) -0.0039(15) 0.0078(15) C12 0.0258(15) 0.0447(19) 0.039(2) 0.0106(16) -0.0034(13) -0.0024(14) C13 0.0278(16) 0.0344(17) 0.037(2) 0.0048(14) -0.0048(13) 0.0052(13) C14 0.0297(16) 0.048(2) 0.0292(18) 0.0044(15) -0.0031(13) -0.0060(14) C15 0.043(2) 0.089(3) 0.033(2) 0.002(2) -0.0027(16) -0.012(2) C16 0.0350(18) 0.0425(19) 0.038(2) -0.0078(16) 0.0092(14) -0.0103(14) C17 0.0322(17) 0.047(2) 0.042(2) -0.0086(17) 0.0084(15) -0.0148(15) C18 0.0370(18) 0.0435(19) 0.041(2) 0.0009(16) 0.0074(15) -0.0076(15) C19 0.051(2) 0.0355(18) 0.044(2) 0.0017(16) 0.0176(17) -0.0023(15) C20 0.055(2) 0.0435(19) 0.0271(19) -0.0027(16) 0.0102(16) -0.0161(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni S2 2.1629(8) . ? Ni S1 2.1634(8) . ? Ni S4 2.1645(8) . ? Ni S5 2.1667(7) . ? S1 C2 1.735(3) . ? S2 C1 1.717(3) . ? S3 C4 1.704(4) . ? S3 C1 1.733(3) . ? S4 C6 1.726(3) . ? S5 C5 1.726(3) . ? C1 C2 1.376(4) . ? C2 C3 1.491(4) . ? C3 C4 1.375(4) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C5 C6 1.373(4) . ? C5 C60 1.494(17) . ? C5 S6 1.732(3) . ? C6 C7 1.451(12) . ? C6 S7 1.673(19) . ? C8 C60 1.355(17) . ? C8 C7 1.390(13) . ? C8 S7 1.52(2) . ? C8 S6 1.695(3) . ? C8 H8 0.9300 . ? C7 H7 0.9300 . ? C60 H60 0.9300 . ? N C20 1.339(4) . ? N C16 1.345(4) . ? N C15 1.508(4) . ? C9 C10 1.384(5) . ? C9 C14 1.384(5) . ? C9 H9 0.9300 . ? C10 C11 1.368(5) . ? C10 H10 0.9300 . ? C11 C12 1.372(4) . ? C11 H11 0.9300 . ? C12 C13 1.379(4) . ? C12 H12 0.9300 . ? C13 C14 1.381(4) . ? C13 H13 0.9300 . ? C14 C15 1.506(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.366(5) . ? C16 H16 0.9300 . ? C17 C18 1.357(5) . ? C17 H17 0.9300 . ? C18 C19 1.379(5) . ? C18 H18 0.9300 . ? C19 C20 1.364(5) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? 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 S2 Ni S1 93.58(3) . . ? S2 Ni S4 87.08(3) . . ? S1 Ni S4 175.76(3) . . ? S2 Ni S5 176.05(3) . . ? S1 Ni S5 86.22(3) . . ? S4 Ni S5 93.41(3) . . ? C2 S1 Ni 102.73(11) . . ? C1 S2 Ni 101.66(10) . . ? C4 S3 C1 91.51(16) . . ? C6 S4 Ni 102.58(10) . . ? C5 S5 Ni 101.95(10) . . ? C2 C1 S2 122.8(2) . . ? C2 C1 S3 111.1(2) . . ? S2 C1 S3 126.12(18) . . ? C1 C2 C3 114.0(3) . . ? C1 C2 S1 119.1(2) . . ? C3 C2 S1 126.8(2) . . ? C4 C3 C2 107.4(3) . . ? C4 C3 H3 126.3 . . ? C2 C3 H3 126.3 . . ? C3 C4 S3 116.0(3) . . ? C3 C4 H4 122.0 . . ? S3 C4 H4 122.0 . . ? C6 C5 C60 98.0(8) . . ? C6 C5 S5 121.7(2) . . ? C60 C5 S5 140.3(8) . . ? C6 C5 S6 112.7(2) . . ? C60 C5 S6 14.7(7) . . ? S5 C5 S6 125.61(17) . . ? C5 C6 C7 111.6(6) . . ? C5 C6 S7 117.9(7) . . ? C7 C6 S7 9.5(12) . . ? C5 C6 S4 120.4(2) . . ? C7 C6 S4 127.9(6) . . ? S7 C6 S4 121.5(7) . . ? C60 C8 C7 101.2(10) . . ? C60 C8 S7 110.8(11) . . ? C7 C8 S7 12.5(12) . . ? C60 C8 S6 12.6(9) . . ? C7 C8 S6 113.7(6) . . ? S7 C8 S6 123.3(7) . . ? C60 C8 H8 135.7 . . ? C7 C8 H8 123.2 . . ? S7 C8 H8 113.0 . . ? S6 C8 H8 123.2 . . ? C8 C7 C6 110.6(9) . . ? C8 C7 H7 124.7 . . ? C6 C7 H7 124.7 . . ? C8 S7 C6 94.0(11) . . ? C8 S6 C5 91.22(16) . . ? C8 C60 C5 118.5(15) . . ? C8 C60 H60 120.8 . . ? C5 C60 H60 120.8 . . ? C20 N C16 120.4(3) . . ? C20 N C15 119.3(3) . . ? C16 N C15 120.3(3) . . ? C10 C9 C14 120.3(3) . . ? C10 C9 H9 119.8 . . ? C14 C9 H9 119.8 . . ? C11 C10 C9 120.0(3) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C12 120.0(3) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C11 C12 C13 120.5(3) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C14 120.0(3) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C13 C14 C9 119.2(3) . . ? C13 C14 C15 120.4(3) . . ? C9 C14 C15 120.4(3) . . ? C14 C15 N 113.4(3) . . ? C14 C15 H15A 108.9 . . ? N C15 H15A 108.9 . . ? C14 C15 H15B 108.9 . . ? N C15 H15B 108.9 . . ? H15A C15 H15B 107.7 . . ? N C16 C17 120.2(3) . . ? N C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C18 C17 C16 119.9(3) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C19 119.7(3) . . ? C17 C18 H18 120.1 . . ? C19 C18 H18 120.1 . . ? C20 C19 C18 118.8(3) . . ? C20 C19 H19 120.6 . . ? C18 C19 H19 120.6 . . ? N C20 C19 120.9(3) . . ? N C20 H20 119.5 . . ? C19 C20 H20 119.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.39 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.512 _refine_diff_density_min -0.497 _refine_diff_density_rms 0.082