Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2006 data_global _journal_coden_Cambridge 222 _publ_contact_author_name 'Graziella Malandrino' _publ_contact_author_address ; Dipartimento di Scienze Chimiche Universita' di Catania Viale Andrea Doria 6 I-95125 Catania, ITALY ; _publ_contact_author_email gmalandrino@dipchi.unict.it' loop_ _publ_author_name _publ_author_address 'Malandrino, Graziella' ; Dipartimento di Scienze Chimiche Universita' di Catania Viale Andrea Doria 6 I-95125 Catania, ITALY ; 'Perdicaro, Laura M. S.' ; Dipartimento di Scienze Chimiche Universita' di Catania Viale Andrea Doria 6 I-95125 Catania, ITALY ; 'Condorelli, Giuseppe' ; Dipartimento di Scienze Chimiche Universita' di Catania Viale Andrea Doria 6 I-95125 Catania, ITALY ; 'Fragala, Ignazio L.' ; Dipartimento di Scienze Chimiche Universita' di Catania Viale Andrea Doria 6 I-95125 Catania, ITALY ; 'Rossi, Patrizia' ; Dipartimento di Energetica Universita' di Firenze Via S. Marta 3 I-50139 Firenze, ITALY ; 'Dapporto, Paolo' ; Dipartimento di Energetica Universita' di Firenze Via S. Marta 3 I-50139 Firenze, ITALY ; _publ_section_title ; Synthesis, characterization and application of the Ni(tta)2.tmed to MOCVD nickel oxide thin film ; _publ_requested_journal 'Dalton Transactions' data_ni(tta)2.tmed _database_code_depnum_ccdc_archive 'CCDC 280382' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C8 H4 O2 F3 S1, -1)2, (Ni, +2), (C6 H16 N2)' _chemical_formula_sum 'C22 H24 F6 N2 Ni O4 S2' _chemical_formula_weight 617.26 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' 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 11.867(7) _cell_length_b 15.421(3) _cell_length_c 15.174(5) _cell_angle_alpha 90.00 _cell_angle_beta 92.48(2) _cell_angle_gamma 90.00 _cell_volume 2774(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.920 _exptl_absorpt_correction_type 'REFDELF (WALKER and STUART, 1983)' _exptl_absorpt_correction_T_min 0.617 _exptl_absorpt_correction_T_max 0.705 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius CAD4' _diffrn_measurement_method \q/2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5069 _diffrn_reflns_av_R_equivalents 0.0871 _diffrn_reflns_av_sigmaI/netI 0.2242 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4870 _reflns_number_gt 1447 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius CAD4' _computing_cell_refinement 'Nonius CAD4' _computing_data_reduction 'Nonius CAD4' _computing_structure_solution 'SIR97 (Altomare,1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3(Farrugia, 1997)' _computing_publication_material 'PARST97 (Nardelli, 1997)' _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^)+(0.0468P)^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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4870 _refine_ls_number_parameters 339 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2519 _refine_ls_R_factor_gt 0.0837 _refine_ls_wR_factor_ref 0.1882 _refine_ls_wR_factor_gt 0.1426 _refine_ls_goodness_of_fit_ref 0.861 _refine_ls_restrained_S_all 0.861 _refine_ls_shift/su_max 0.024 _refine_ls_shift/su_mean 0.002 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 0.34168(11) 0.08724(9) 0.73784(9) 0.0639(4) Uani 1 1 d . . . S1 S 0.1609(3) -0.0739(2) 0.4920(2) 0.1088(12) Uani 1 1 d . . . S2 S -0.0065(3) 0.2040(2) 0.8435(3) 0.1161(14) Uani 1 1 d . . . F1 F 0.1872(11) 0.3525(6) 0.6928(7) 0.206(5) Uani 1 1 d . . . F2 F 0.1787(9) 0.3517(5) 0.5537(6) 0.176(4) Uani 1 1 d . . . F3 F 0.3242(10) 0.3709(5) 0.6238(7) 0.175(5) Uani 1 1 d . . . F4 F 0.3413(9) -0.1781(5) 0.8986(7) 0.168(4) Uani 1 1 d . . . F5 F 0.1698(9) -0.1999(5) 0.8678(7) 0.166(4) Uani 1 1 d . . . F6 F 0.2841(9) -0.2091(5) 0.7723(7) 0.175(4) Uani 1 1 d . . . O1 O 0.3282(6) 0.2072(4) 0.6884(4) 0.069(2) Uani 1 1 d . . . O2 O 0.2634(6) 0.0399(4) 0.6252(5) 0.078(2) Uani 1 1 d . . . O3 O 0.3351(6) -0.0334(4) 0.7876(5) 0.075(2) Uani 1 1 d . . . O4 O 0.1938(5) 0.1137(4) 0.7951(5) 0.074(2) Uani 1 1 d . . . N1 N 0.4379(9) 0.1392(6) 0.8485(6) 0.080(3) Uani 1 1 d . . . N2 N 0.5053(7) 0.0618(7) 0.6852(7) 0.079(3) Uani 1 1 d . . . C1 C 0.2593(10) 0.2281(7) 0.6285(8) 0.073(3) Uani 1 1 d . . . C2 C 0.2009(10) 0.1773(7) 0.5681(7) 0.077(3) Uani 1 1 d . . . H2 H 0.1520 0.2040 0.5269 0.165(13) Uiso 1 1 calc R . . C3 C 0.2122(8) 0.0858(8) 0.5658(8) 0.074(3) Uani 1 1 d . . . C4 C 0.2311(18) 0.3205(10) 0.6220(10) 0.117(6) Uani 1 1 d . . . C5 C 0.1670(8) 0.0345(6) 0.4868(8) 0.069(3) Uani 1 1 d . . . C6 C 0.1294(10) 0.0675(8) 0.4065(8) 0.089(4) Uani 1 1 d . . . H6 H 0.1298 0.1258 0.3908 0.165(13) Uiso 1 1 calc R . . C7 C 0.0915(13) 0.0014(10) 0.3536(11) 0.131(6) Uani 1 1 d . . . H7 H 0.0572 0.0112 0.2982 0.165(13) Uiso 1 1 calc R . . C8 C 0.1065(11) -0.0781(10) 0.3862(9) 0.118(5) Uani 1 1 d . . . H8 H 0.0897 -0.1289 0.3554 0.165(13) Uiso 1 1 calc R . . C9 C 0.2533(12) -0.0663(7) 0.8182(8) 0.077(4) Uani 1 1 d . . . C10 C 0.1525(11) -0.0297(7) 0.8415(8) 0.088(4) Uani 1 1 d . . . H10 H 0.0988 -0.0654 0.8657 0.165(13) Uiso 1 1 calc R . . C11 C 0.1269(9) 0.0601(8) 0.8301(7) 0.068(3) Uani 1 1 d . . . C12 C 0.2649(14) -0.1588(10) 0.8402(13) 0.107(5) Uani 1 1 d . . . C13 C 0.0208(9) 0.0963(8) 0.8609(7) 0.074(3) Uani 1 1 d . . . C14 C -0.0665(10) 0.0594(9) 0.9014(8) 0.091(4) Uani 1 1 d . . . H14 H -0.0679 0.0006 0.9150 0.165(13) Uiso 1 1 calc R . . C15 C -0.1495(17) 0.1119(11) 0.9204(12) 0.147(8) Uani 1 1 d . . . H15 H -0.2141 0.0931 0.9472 0.165(13) Uiso 1 1 calc R . . C16 C -0.1332(11) 0.1943(12) 0.8980(10) 0.134(7) Uani 1 1 d . . . H16 H -0.1818 0.2398 0.9095 0.165(13) Uiso 1 1 calc R . . C17 C 0.3961(11) 0.2225(8) 0.8803(8) 0.111(5) Uani 1 1 d . . . H17A H 0.3251 0.2139 0.9070 0.165(13) Uiso 1 1 calc R . . H17B H 0.3863 0.2619 0.8316 0.165(13) Uiso 1 1 calc R . . H17C H 0.4495 0.2462 0.9231 0.165(13) Uiso 1 1 calc R . . C18 C 0.4449(11) 0.0797(8) 0.9244(7) 0.127(5) Uani 1 1 d . . . H18A H 0.4992 0.1014 0.9677 0.165(13) Uiso 1 1 calc R . . H18B H 0.4678 0.0234 0.9051 0.165(13) Uiso 1 1 calc R . . H18C H 0.3724 0.0757 0.9498 0.165(13) Uiso 1 1 calc R . . C19 C 0.5512(10) 0.1562(10) 0.8110(9) 0.124(6) Uani 1 1 d . . . H19A H 0.5465 0.2070 0.7733 0.165(13) Uiso 1 1 calc R . . H19B H 0.6063 0.1678 0.8586 0.165(13) Uiso 1 1 calc R . . C20 C 0.5869(10) 0.0833(10) 0.7611(9) 0.122(5) Uani 1 1 d . . . H20A H 0.5946 0.0334 0.7998 0.165(13) Uiso 1 1 calc R . . H20B H 0.6603 0.0955 0.7383 0.165(13) Uiso 1 1 calc R . . C21 C 0.5149(10) -0.0290(8) 0.6597(9) 0.119(5) Uani 1 1 d . . . H21A H 0.4538 -0.0438 0.6189 0.165(13) Uiso 1 1 calc R . . H21B H 0.5119 -0.0651 0.7111 0.165(13) Uiso 1 1 calc R . . H21C H 0.5853 -0.0380 0.6322 0.165(13) Uiso 1 1 calc R . . C22 C 0.5222(9) 0.1175(8) 0.6084(8) 0.115(5) Uani 1 1 d . . . H22A H 0.5970 0.1090 0.5882 0.165(13) Uiso 1 1 calc R . . H22B H 0.5127 0.1771 0.6247 0.165(13) Uiso 1 1 calc R . . H22C H 0.4680 0.1028 0.5620 0.165(13) Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0610(8) 0.0697(9) 0.0610(8) 0.0097(9) 0.0015(6) -0.0018(9) S1 0.112(3) 0.098(3) 0.116(3) -0.019(2) 0.005(2) -0.012(2) S2 0.100(3) 0.097(3) 0.152(4) -0.008(3) 0.012(3) 0.015(2) F1 0.374(17) 0.125(8) 0.125(8) -0.010(6) 0.075(9) 0.077(9) F2 0.291(13) 0.091(6) 0.138(8) -0.010(6) -0.079(8) 0.055(7) F3 0.261(12) 0.071(6) 0.188(11) 0.025(6) -0.034(10) -0.032(7) F4 0.197(10) 0.099(6) 0.204(11) 0.032(6) -0.043(8) 0.033(6) F5 0.186(10) 0.091(6) 0.227(10) 0.006(6) 0.077(8) -0.014(6) F6 0.273(13) 0.087(6) 0.167(9) -0.025(6) 0.037(8) 0.033(7) O1 0.071(5) 0.069(5) 0.066(5) 0.011(4) -0.010(4) -0.004(4) O2 0.083(5) 0.068(5) 0.081(6) 0.017(4) -0.013(5) -0.011(4) O3 0.073(5) 0.068(5) 0.083(6) 0.025(4) 0.006(4) -0.005(4) O4 0.056(5) 0.069(5) 0.099(6) 0.011(4) 0.013(4) 0.004(4) N1 0.101(8) 0.071(7) 0.068(7) 0.009(5) -0.010(6) -0.004(6) N2 0.068(7) 0.087(8) 0.082(7) 0.009(6) 0.006(6) -0.004(5) C1 0.088(9) 0.048(7) 0.085(9) 0.009(6) 0.023(7) 0.009(6) C2 0.096(10) 0.056(7) 0.077(8) -0.013(6) -0.001(7) 0.009(7) C3 0.058(7) 0.079(8) 0.086(9) -0.014(8) 0.016(6) -0.011(7) C4 0.20(2) 0.089(12) 0.055(9) -0.008(9) -0.009(11) 0.001(12) C5 0.063(7) 0.058(7) 0.086(9) -0.018(6) 0.001(6) 0.002(6) C6 0.103(10) 0.093(10) 0.068(8) -0.027(7) -0.023(7) -0.004(8) C7 0.118(13) 0.123(14) 0.147(16) -0.013(13) -0.036(11) 0.033(12) C8 0.092(10) 0.149(14) 0.111(12) -0.088(11) -0.005(8) 0.002(11) C9 0.109(11) 0.039(7) 0.083(9) 0.003(6) -0.001(8) 0.019(7) C10 0.114(11) 0.054(7) 0.096(10) 0.005(7) 0.017(8) -0.001(8) C11 0.052(7) 0.089(9) 0.063(7) -0.026(6) -0.009(6) -0.011(6) C12 0.093(12) 0.084(11) 0.144(16) 0.008(11) 0.006(11) -0.011(10) C13 0.060(7) 0.093(9) 0.068(7) -0.011(7) -0.010(6) 0.004(7) C14 0.063(8) 0.129(13) 0.083(9) 0.006(8) 0.015(7) 0.015(8) C15 0.128(16) 0.152(18) 0.161(17) -0.041(15) -0.001(13) -0.024(15) C16 0.055(9) 0.208(18) 0.140(14) -0.092(15) 0.004(9) 0.029(12) C17 0.156(13) 0.099(10) 0.076(9) -0.010(8) -0.017(8) 0.001(10) C18 0.184(15) 0.124(12) 0.069(9) 0.011(10) -0.044(9) -0.013(11) C19 0.059(9) 0.190(17) 0.123(13) -0.049(11) 0.003(9) -0.022(10) C20 0.082(9) 0.161(14) 0.121(12) -0.026(12) -0.004(9) 0.026(10) C21 0.111(12) 0.119(12) 0.130(13) 0.022(10) 0.040(9) 0.025(10) C22 0.089(10) 0.162(14) 0.098(11) 0.011(10) 0.046(8) 0.014(9) _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 O1 2.000(7) . ? Ni1 O3 2.010(7) . ? Ni1 O4 2.033(7) . ? Ni1 O2 2.045(7) . ? Ni1 N1 2.145(9) . ? Ni1 N2 2.166(9) . ? S1 C5 1.675(10) . ? S1 C8 1.706(13) . ? S2 C13 1.710(12) . ? S2 C16 1.754(15) . ? F1 C4 1.311(16) . ? F2 C4 1.279(15) . ? F3 C4 1.351(18) . ? F4 C12 1.276(15) . ? F5 C12 1.375(15) . ? F6 C12 1.316(16) . ? O1 C1 1.239(12) . ? O2 C3 1.278(12) . ? O3 C9 1.206(13) . ? O4 C11 1.278(11) . ? N1 C17 1.465(12) . ? N1 C18 1.470(12) . ? N1 C19 1.507(14) . ? N2 C21 1.458(13) . ? N2 C22 1.470(12) . ? N2 C20 1.509(13) . ? C1 C2 1.370(14) . ? C1 C4 1.465(16) . ? C2 C3 1.419(13) . ? C3 C5 1.515(13) . ? C5 C6 1.377(13) . ? C6 C7 1.362(16) . ? C7 C8 1.331(17) . ? C9 C10 1.382(14) . ? C9 C12 1.470(16) . ? C10 C11 1.427(13) . ? C11 C13 1.471(13) . ? C13 C14 1.354(14) . ? C14 C15 1.317(18) . ? C15 C16 1.330(19) . ? C19 C20 1.429(15) . ? 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 O1 Ni1 O3 173.2(3) . . ? O1 Ni1 O4 85.3(3) . . ? O3 Ni1 O4 88.7(3) . . ? O1 Ni1 O2 89.5(3) . . ? O3 Ni1 O2 87.7(3) . . ? O4 Ni1 O2 93.4(3) . . ? O1 Ni1 N1 88.8(3) . . ? O3 Ni1 N1 94.6(3) . . ? O4 Ni1 N1 91.7(4) . . ? O2 Ni1 N1 174.4(4) . . ? O1 Ni1 N2 95.1(3) . . ? O3 Ni1 N2 91.2(3) . . ? O4 Ni1 N2 176.0(3) . . ? O2 Ni1 N2 90.5(3) . . ? N1 Ni1 N2 84.3(4) . . ? C5 S1 C8 90.5(7) . . ? C13 S2 C16 90.3(7) . . ? C1 O1 Ni1 123.7(7) . . ? C3 O2 Ni1 125.3(7) . . ? C9 O3 Ni1 125.4(7) . . ? C11 O4 Ni1 127.6(7) . . ? C17 N1 C18 107.3(10) . . ? C17 N1 C19 107.0(10) . . ? C18 N1 C19 112.5(10) . . ? C17 N1 Ni1 114.1(7) . . ? C18 N1 Ni1 113.0(7) . . ? C19 N1 Ni1 102.8(7) . . ? C21 N2 C22 109.6(10) . . ? C21 N2 C20 111.0(10) . . ? C22 N2 C20 111.8(10) . . ? C21 N2 Ni1 110.7(7) . . ? C22 N2 Ni1 110.0(7) . . ? C20 N2 Ni1 103.6(7) . . ? O1 C1 C2 129.8(11) . . ? O1 C1 C4 116.3(12) . . ? C2 C1 C4 113.8(12) . . ? C1 C2 C3 122.7(11) . . ? O2 C3 C2 125.1(11) . . ? O2 C3 C5 114.3(11) . . ? C2 C3 C5 120.5(11) . . ? F2 C4 F1 109.0(16) . . ? F2 C4 F3 99.7(14) . . ? F1 C4 F3 96.9(13) . . ? F2 C4 C1 121.4(13) . . ? F1 C4 C1 114.1(14) . . ? F3 C4 C1 112.0(16) . . ? C6 C5 C3 126.7(10) . . ? C6 C5 S1 113.4(9) . . ? C3 C5 S1 119.8(9) . . ? C7 C6 C5 109.3(12) . . ? C8 C7 C6 115.8(15) . . ? C7 C8 S1 110.8(11) . . ? O3 C9 C10 130.2(11) . . ? O3 C9 C12 115.3(13) . . ? C10 C9 C12 114.3(13) . . ? C9 C10 C11 123.2(11) . . ? O4 C11 C10 123.1(11) . . ? O4 C11 C13 116.2(11) . . ? C10 C11 C13 120.7(12) . . ? F4 C12 F6 105.3(14) . . ? F4 C12 F5 104.4(14) . . ? F6 C12 F5 98.0(13) . . ? F4 C12 C9 116.1(14) . . ? F6 C12 C9 114.3(15) . . ? F5 C12 C9 116.5(14) . . ? C14 C13 C11 131.8(13) . . ? C14 C13 S2 109.5(10) . . ? C11 C13 S2 118.6(9) . . ? C15 C14 C13 115.8(15) . . ? C14 C15 C16 114(2) . . ? C15 C16 S2 109.8(14) . . ? C20 C19 N1 110.6(12) . . ? C19 C20 N2 112.5(11) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.286 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.068